TECHNICAL FIELD

The present disclosure provides derivatives of heterocyclic compounds that modulate the activity of phosphoinositide 3 -kinase s-gamma (RI3Kg) and are useful in the treatment of diseases related to the activity of RI3Kg including, for example, autoimmune diseases, cancer, cardiovascular diseases, and neurodegenerative diseases.

BACKGROUND

The phosphoinositide 3-kinases (PI3Ks) belong to a large family of lipid signaling kinases that phosphorylate phosphoinositides at the D3 position of the inositol ring (Cantley, Science, 2002, 296(5573): 1655-7). PI3Ks are divided into three classes (class I, II, and III) according to their structure, regulation and substrate specificity. Class I PI3Ks, which include RI3Ka, RI3Kb, RI3Kg, and RI3Kd, are a family of dual specificity lipid and protein kinases that catalyze the phosphorylation of phosphatidylinosito-4,5-bisphosphate (PIP2) giving rise to phosphatidylinosito-3,4,5-trisphosphate (PIP3). PIP3 functions as a second messenger that controls a number of cellular processes, including growth, survival, adhesion and migration. All four class I PI3K isoforms exist as heterodimers composed of a catalytic subunit (pi 10) and a tightly associated regulatory subunit that controls their expression, activation, and subcellular localization. RI3Ka, RI3Kb, and PI3Kd associate with a regulatory subunit known as p85 and are activated by growth factors and cytokines through a tyrosine kinase-dependent mechanism (Jimenez, et al., J Biol Chem., 2002, 277(44):41556-62) whereas RI3Kg associates with two regulatory subunits (p 101 and p84) and its activation is driven by the activation of G-protein- coupled receptors (Brock, et al., J Cell Biol., 2003, 160(l):89-99). PI3Ka and RI3Kb are ubiquitously expressed. In contrast, RBKg and PI3Kd are predominantly expressed in leukocytes (Vanhaesebroeck, et al., Trends Biochem Sci., 2005, 30(4): 194-204).

Expression of RBKg is mainly restricted to hematopoietic system, although it can be also detected at lower level in endothelium, heart and brain. RBKg knock-out or kinase dead knock in mice are normal and fertile and do not present any overt adverse phenotypes. Analysis at the cellular level indicates that RBKg is required for GPCR ligand-induced PtdINs (3,4,5)P3 production, chemotaxis and respiratory burst in neutrophils. RBKg-null macrophages and dendritic cell exhibit reduced migration towards various chemoattractants. T-cells deficient in RI3Kg show impaired cytokine production in response to anti-CD3 or Con A stimulation. RI3Kg working downstream of adenosine A3A receptor is critical for sustained degranulation of mast cells induced by FCeRI cross-linking with IgE. RI3Kg is also essential for survival of eosinophils (Ruckle et al., Nat. Rev. Drug Discovery, 2006, 5, 903-918)

Given its unique expression pattern and cellular functions, the potential role of RI3Kg in various autoimmune and inflammatory disease models has been investigated with genetic and pharmacological tools. In asthma and allergy models, RI3Kg ^-/- mice or mice treated with RI3Kg inhibitor showed a defective capacity to mount contact hypersensitivity and delayed-type hypersensitivity reactions. In these models, RI3Kg was shown to be important for recruitment of neutrophils and eosinopohils to airways and degranulation of mast cells (see e.g. Laffargue et al., Immunity, 2002, 16, 441-451; Prete et al., The EMBO Journal, 2004, 23, 3505-3515; Pinho et al., L. Leukocyte Biology, 2005, 77, 800-810; Thomas et al., Eur. J. Immunol. 2005, 35, 1283-1291; Doukas et al., J. Pharmacol. Exp Ther. 2009, 328, 758-765).

In two different acute pancreatitis models, genetic ablation of RI3Kg significantly reduced the extent of acinar cell injury /necrosis and neutrophil infiltration without any impact on secretive function of isolated pancreatic acini (Lupia et al., Am. J. Pathology, 2004, 165, 2003- 2011). RI3Kg ^/_ mice were largely protected in four different models of rheumatoid arthritis (CIA, a-CII-IA, K BxN serum transfer and TNF transgenic) and RI3Kg inhibition suppressed the progression of joint inflammation and damage in the CIA and a-CII-IA models (see e.g., Camps et al., Nat. Medicine, 2005, 11, 939-943; Randis et al., Eur. J. Immunol, 2008, 38, 1215-1224; Hayer et al., FASB J. , 2009, 4288-4298). In the MRL-lpr mouse model of human systemic lupus erythematous, inhibition of RI3Kg reduced glomerulonephritis and prolonged life span (Barber et al., Nat. Medicine, 2005, 9, 933-935).

There is evidence suggesting that chronic inflammation due to infiltration by myeloid- derived cells is a key component in the progression of neurodegeneration diseases, such as Alzheimer’s disease (AD) (Giri et al., Am. J. Physiol. Cell Physiol., 2005, 289, C264-C276; El Khoury et al, Nat. Med., 2007, 13, 432-438). In line with this suggestion, RI3Kg inhibition was shown to attenuate Ap(l-40)-induced accumulation of activated astrocytes and microglia in the hippocampus and prevent the peptide -induced congnitive deficits and synaptic dysfunction in a mouse model of AD (Passos et al., Brain Behav. Immun. 2010, 24, 493-501). RI3Kg deficiency or inhibition also was shown to delay onset and alleviate symptoms in experimental autoimmune encephalomyelitis in mice, a mouse model of human multiple sclerosis, which is another form of neurodegeneration disease (see e.g., Rodrigues et al., J. Neuroimmunol.2010, 222, 90-94; Berod et al., Euro. J. Immunol.2011, 41, 833-844; Comerford et al., PLOS one, 2012, 7, e45095; Li et al., Neuroscience, 2013, 253, 89-99).

Chronic inflammation has been formally recognized as one of the hallmarks for many different types of cancers. Accordingly, selective anti-inflammatory drugs represent a novel class of anti-cancer therapies (Hanahan and Weinberg, Cell, 2011, 144, 646-674). Since PI3K ^ is reported to mediate various inflammatory processes, its role as an immune oncology target has also been investigated. A recent study reported that PI3K ^ deficiency suppressed tumor growth in the syngeneic models of lung cancer, pancreatic cancer and melanoma (LLC, PAN02 and B16). PI3K ^ deficiency or inhibition also inhibited tumor growth in a spontaneous breast cancer model (Schmid et al., Cancer Cell, 2011, 19, 715-727). A further study reported that PI3K ^ deficiency could ameliorate inflammation and tumor growth in mice having colitis-associated colon cancer, (Gonzalez-Garcia et al., Gastroenterology, 2010, 138, 1373-1384). Detailed mechanistic analysis indicates that tumor infiltration by CD11b ⁺ myeloid cells can cause protumorigenic inflammation at tumor sites and PI3K ^ in the myeloid cells is critical in mediating signaling of various chemoattractants in bring the cells to the tumor (Schmid et al., Cancer Cell, 2011, 19, 715-727). Other studies suggest that PI3K ^ is also required for differentiation of naïve myeloid cells into M2 macrophges at tumor sites. M2 macrophages promote tumor growth and progression by secreting immunosuppressive factors such arginase 1, which depletes the tumor microenvironment of arginine, thereby promoting T-cell death and NK cell inhibition (Schmidt et al., Cancer Res.2012, 72 (Suppl 1: Abstract, 411; Kaneda et al., Cancer Res., 74 (Suppl 19: Abstact 3650)).

In addition to its potential role in promoting protumorigenic microenvironment, PI3K ^ may play a direct role in cancer cells. PI3K ^ is reported to be required for signaling from the Kaposi’s sarcoma-associated herpevirus encoded vGPCR oncogene and tumor growth in a mouse model of sarcoma (Martin et al., Cancer Cell, 2011, 19, 805-813). PI3K ^ was also suggested to be required for growth of T-ALL (Subramanjam et al., Cancer Cell, 2012, 21, 459-472), PDAC and HCC cells (Falasca and Maffucci, Frontiers in Physiology, 2014, 5, 1-10). Moreover, in a survey of driver mutations in pancreatic cancer, PI3K ^ gene was found to contain second highest scoring predicted driven mutation (R839C) among the set of genes not previously identified as a driver in pancreatic cancer (Carter et al., Cancer Biol. Ther.2010, 10, 582-587). Finally, RI3Kg deficiency also has been reported to offer protection to experimental animals in different cardiovascular disease models. For examples, lack of RI3Kg would reduce angiotension-evoked smooth muscle contraction and, therefore, protect mice from angiotension- induced hypertension (Vecchione et al., J. Exp. Med. 2005, 201, 1217-1228). In rigorous animal myocardial infarction models, RI3Kg inhibition provided potent cardioprotection, reducing infarct development and preserving myocardial function (Doukas et al., Proc. Natl. Acad. Sci. USA,

2006, 103, 19866-19871).

For these reasons, there is a need to develop new RI3Kg inhibitors that can be used for the treatment of diseases such as cancer, autoimmune disorders, and inflammatory and cardiac diseases. This application is directed to this need and others.

SUMMARY

The present disclosure relates to, inter alia, compounds of Formula (I):

or a pharmaceutically acceptable salt thereof, wherein constituent members are defined herein.

The present disclosure further provides pharmaceutical compositions comprising a compound of Formula (I), or a pharmaceutically acceptable salt thereof, and a pharmaceutically acceptable carrier.

The present disclosure further provides methods of inhibiting an activity of RI3Kg kinase comprising contacting the kinase with a compound of Formula (I), or a pharmaceutically acceptable salt thereof.

The present disclosure further provides methods of treating a disease or a disorder associated with abnormal RI3Kg kinase expression or activity in a patient by administering to said patient a therapeutically effective amount of a compound of Formula (I), or a pharmaceutically acceptable salt thereof. The present disclosure further provides a compound of Formula (I), or a pharmaceutically acceptable salt thereof, for use in any of the methods described herein.

The present disclosure further provides use of a compound of Formula (I), or a pharmaceutically acceptable salt thereof, for the preparation of a medicament for use in any of the methods described herein.

DETAILED DESCRIPTION

Compounds

The present application provides, inter alia, compounds of Formula (I):

or a pharmaceutically acceptable salt thereof; wherein:

each bond symbol represented by is independent y g or double bond; R ¹ is selected from H, D, halo, C _1-6 alkyl, C _1-6 haloalkyl, C _2-6 alkenyl, C _2-6 alkynyl, C _6-10 aryl, C _3-10 cycloalkyl, 5-10 membered heteroaryl, 4-10 membered heterocycloalkyl, C _6-10 aryl-C _1-6 alkyl-, C _3-10 cycloalkyl-C _1-6 alkyl-, (5-10 membered heteroaryl)-C _1-6 alkyl-, (4-10 membered heterocycloalkyl)-C ^b1

1 _-6 alkyl-, CN, NO ¹

2, OR ^a , SR ^a1 , NHOR ^a1 , C(O)R , C(O)NR ^c1 R ^d1 , C(O)NR ^c1 (OR ^a1 ), C(O)OR ^a1 , OC(O)R ^b1 , OC(O)NR ^c1 R ^d1 , NR ^c1 R ^d1 , NR ^c1 NR ^c1 R ^d1 , NR ^c1 C(O)R ^b1 , NR ^c1 C(O)OR ^a1 , NR ^c1 C(O)NR ^c1 R ^d1 , C(=NR ^e1 )R ^b1 , C(=NOH)R ^b1 , C(=NCN)R ^b1 , C(=NR ^e1 )NR ^c1 R ^d1 , NR ^c1 C(=NR ^e1 )NR ^c1 R ^d1 , NR ^c1 C(=NOH)NR ^c1 R ^d1 , NR ^c1 C(=NCN)NR ^c1 R ^d1 , NR ^c1 C(=NR ^e1 )R ^b1 , NR ^c1 S(O)NR ^c1 R ^d1 , NR ^c1 S(O)R ^b1 , NR ^c1 S(O) ₂ R ^b1 , NR ^c1 S(O)(=NR ^e1 )R ^b1 , NR ^c1 S(O) ₂ NR ^c1 R ^d1 , S(O)R ^b1 , S(O)NR ^c1 R ^d1 , S(O) ¹

2R ^b1 , S(O) ₂ NR ^c1 R ^d1 , S(O)(=NR ^e1 )R ^b1 , OS(O)(=NR ^e1 )R ^b1 , OS(O) ₂ R ^b , SF ₅ , P(O)R ^f1 R ^g1 , OP(O)(OR ^h1 )(OR ⁱ¹ ), P(O)(OR ^h1 )(OR ⁱ¹ ), and BR ^j1 R ^k1 , wherein the C _1-6 alkyl, C _2-6 alkenyl, C _2-6 alkynyl, C _6-10 aryl, C _3-10 cycloalkyl, 5-10 membered heteroaryl, 4-10 membered heterocycloalkyl, C _6-10 aryl-C _1-6 alkyl-, C _3-10 cycloalkyl-C _1-6 alkyl-, (5-10 membered heteroaryl)- C _1-6 alkyl-, and (4-10 membered heterocycloalkyl)-C _1-6 alkyl- of R ¹ are each optionally substituted with 1, 2, 3, 4, 5, 6, 7, or 8 independently selected R ^1A substituents; each R ^a1 , R ^b1 , R ^c1 , and R ^d1 is independently selected from H, C _1-6 alkyl, C _1-6 haloalkyl, C _{2- 6} alkenyl, C _2-6 alkynyl, C _6-10 aryl, C _3-10 cycloalkyl, 5-10 membered heteroaryl, 4-10 membered heterocycloalkyl, C _6-10 aryl-C _1-6 alkyl-, C _3-10 cycloalkyl-C _1-6 alkyl-, (5-10 membered heteroaryl)- C _1-6 alkyl-, and (4-10 membered heterocycloalkyl)-C _1-6 alkyl-, wherein the C _1-6 alkyl, C _2-6 alkenyl, C _2-6 alkynyl, C _6-10 aryl, C _3-10 cycloalkyl, 5-10 membered heteroaryl, 4-10 membered heterocycloalkyl, C _6-10 aryl-C _1-6 alkyl-, C _3-10 cycloalkyl-C _1-6 alkyl-, (5-10 membered heteroaryl)- C ¹

1 _-6 alkyl-, and (4-10 membered heterocycloalkyl)-C _1-6 alkyl- of R ^a1 , R ^b , R ^c1 and R ^d1 are each optionally substituted with 1, 2, 3, 4, 5, 6, 7, or 8 independently selected R ^1A substituents; or, any R ^c1 and R ^d1 , attached to the same N atom, together with the N atom to which they are attached, form a 5-10 membered heteroaryl group or a 4-10 membered heterocycloalkyl group, wherein the 5-10 membered heteroaryl group or 4-10 membered heterocycloalkyl group is optionally substituted with 1, 2, 3, 4, 5, 6, 7, or 8 independently selected R ^1A substituents; each R ^e1 is independently selected from H, OH, CN, C _1-6 alkyl, C _1-6 alkoxy, C _1-6 haloalkyl, C _1-6 haloalkoxy, C _2-6 alkenyl, and C _2-6 alkynyl;

each R ^f1 and R ^g1 is independently selected from H, C _1-6 alkyl, C _1-6 alkoxy, C _1-6 haloalkyl, C _1-6 haloalkoxy, C _2-6 alkenyl, C _2-6 alkynyl, C _6-10 aryl, C _3-10 cycloalkyl, 5-10 membered heteroaryl, 4-10 membered hetereocycloalkyl, C _6-10 aryl-C _1-6 alkyl-, C _3-10 cycloalkyl-C _1-6 alkyl-, (5-10 membered heteroaryl)-C _1-6 alkyl-, and (4-10 membered hetereocycloalkyl)-C _1-6 alkyl-;

each R ^h1 and R ⁱ¹ is independently selected from H, C _1-6 alkyl, C _1-6 haloalkyl, C _2-6 alkenyl, C _2-6 alkynyl, C _6-10 aryl, C _3-10 cycloalkyl, 5-10 membered heteroaryl, 4-10 membered hetereocycloalkyl, C _6-10 aryl-C _1-6 alkyl-, C _3-10 cycloalkyl-C _1-6 alkyl-, (5-10 membered heteroaryl)- C _1-6 alkyl-, and (4-10 membered hetereocycloalkyl)-C _1-6 alkyl-;

each R ^j1 and R ^k1 is independently selected from OH, C _1-6 alkoxy, and C _1-6 haloalkoxy; or any R ^j1 and R ^k1 attached to the same B atom, together with the B atom to which they are attached, form a 5- or 6-membered heterocycloalkyl group optionally substituted with 1, 2, 3, or 4 substituents independently selected from C _1-6 alkyl, C _1-6 haloalkyl, C _3-10 cycloalkyl, and 4-10 membered hetereocycloalkyl;

each R ^1A is selected from H, D, halo, C _1-6 alkyl, C _1-6 haloalkyl, C _2-6 alkenyl, C _2-6 alkynyl, C _6-10 aryl, C _3-10 cycloalkyl, 5-10 membered heteroaryl, 4-10 membered heterocycloalkyl, C _6-10 aryl-C _1-6 alkyl-, C _3-10 cycloalkyl-C _1-6 alkyl-, (5-10 membered heteroaryl)-C _1-6 alkyl-, (4-10 membered heterocycloalkyl)-C _1-6 alkyl-, CN, NO ^a11

2, OR , SR ^a11 , NHOR ^a11 , C(O)R ^b11 , C(O)NR ^c11 R ^d11 , C(O)NR ^c11 (OR ^a11 ), C(O)OR ^a11 , OC(O)R ^b11 , OC(O)NR ^c11 R ^d11 , NR ^c11 R ^d11 , NR ^c11 NR ^c11 R ^d11 , NR ^c11 C(O)R ^b11 , NR ^c11 C(O)OR ^a11 , NR ^c11 C(O)NR ^c11 R ^d11 , C(=NR ^e11 )R ^b11 , C(=NOH)R ^b11 , C(=NCN)R ^b11 , C(=NR ^e11 )NR ^c11 R ^d11 , NR ^c11 C(=NR ^e11 )NR ^c11 R ^d11 , NR ^c11 C(=NOH)NR ^c11 R ^d11 , NR ^c11 C(=NCN)NR ^c11 R ^d11 , NR ^c11 C(=NR ^e11 )R ^b11 , NR ^c11 S(O)NR ^c11 R ^d11 , NR ^c11 S(O)R ^b11 , NR ^c11 S(O) ₂ R ^b11 , NR ^c11 S(O)(=NR ^e11 )R ^b11 , NR ^c11 S(O) ₂ NR ^c11 R ^d11 , S(O)R ^b11 , S(O)NR ^c11 R ^d11 , S(O) ^{1 1}

2R ^b1 , S(O) ₂ NR ^c1 R ^d11 , S(O)(=NR ^e11 )R ^b11 , OS(O)(=NR ^e11 )R ^b11 , OS(O) ₂ R ^b11 , SF ₅ , P(O)R ^f11 R ^g11 , OP(O)(OR ^h11 )(OR ⁱ¹¹ ), P(O)(OR ^h11 )(OR ⁱ¹¹ ), and BR ^j11 R ^k11 , wherein the C _1-6 alkyl, C _2-6 alkenyl, C _2-6 alkynyl, C _6-10 aryl, C _3-10 cycloalkyl, 5-10 membered heteroaryl, 4-10 membered heterocycloalkyl, C _6-10 aryl-C _1-6 alkyl-, C _3-10 cycloalkyl-C _1-6 alkyl-, (5-10 membered heteroaryl)-C _1-6 alkyl-, and (4-10 membered heterocycloalkyl)-C _1-6 alkyl- of R ^1A are each optionally substituted with 1, 2, 3, 4, 5, 6, 7, or 8 independently selected R ^1B substituents; each R ^a11 , R ^b11 , R ^c11 , and R ^d11 is independently selected from H, C _1-6 alkyl, C _1-6 haloalkyl, C _2-6 alkenyl, C _2-6 alkynyl, C _6-10 aryl, C _3-10 cycloalkyl, 5-10 membered heteroaryl, 4-10 membered heterocycloalkyl, C _6-10 aryl-C _1-6 alkyl-, C _3-10 cycloalkyl-C _1-6 alkyl-, (5-10 membered heteroaryl)- C _1-6 alkyl-, and (4-10 membered heterocycloalkyl)-C _1-6 alkyl-, wherein the C _1-6 alkyl, C _2-6 alkenyl, C _2-6 alkynyl, C _6-10 aryl, C _3-10 cycloalkyl, 5-10 membered heteroaryl, 4-10 membered heterocycloalkyl, C _6-10 aryl-C _1-6 alkyl-, C _3-10 cycloalkyl-C _1-6 alkyl-, (5-10 membered heteroaryl)- C _1-6 alkyl-, and (4-10 membered heterocycloalkyl)-C _1-6 alkyl- of R ^a11 , R ^b11 , R ^c11 and R ^d11 are each optionally substituted with 1, 2, 3, 4, 5, 6, 7, or 8 independently selected R ^1B substituents; or, any R ^c11 and R ^d11 , attached to the same N atom, together with the N atom to which they are attached, form a 5-10 membered heteroaryl group or a 4-10 membered heterocycloalkyl group, wherein the 5-10 membered heteroaryl group or 4-10 membered heterocycloalkyl group is optionally substituted with 1, 2, 3, 4, 5, 6, 7, or 8 independently selected R ^1B substituents; each R ^e11 is independently selected from H, OH, CN, C _1-6 alkyl, C _1-6 alkoxy, C _1-6 haloalkyl, C _1-6 haloalkoxy, C _2-6 alkenyl, and C _2-6 alkynyl;

each R ^f11 and R ^g11 is independently selected from H, C _1-6 alkyl, C _1-6 alkoxy, C _1-6 haloalkyl, C _1-6 haloalkoxy, C _2-6 alkenyl, C _2-6 alkynyl, C _6-10 aryl, C _3-10 cycloalkyl, 5-10 membered heteroaryl, 4-10 membered hetereocycloalkyl, C _6-10 aryl-C _1-6 alkyl-, C _3-10 cycloalkyl-C _1-6 alkyl-, (5-10 membered heteroaryl)-C _1-6 alkyl-, and (4-10 membered hetereocycloalkyl)-C _1-6 alkyl-; each R ^h11 and R ⁱ¹¹ is independently selected from H, C _1-6 alkyl, C _1-6 haloalkyl, C _2-6 alkenyl, C _2-6 alkynyl, C _6-10 aryl, C _3-10 cycloalkyl, 5-10 membered heteroaryl, 4-10 membered hetereocycloalkyl, C _6-10 aryl-C _1-6 alkyl-, C _3-10 cycloalkyl-C _1-6 alkyl-, (5-10 membered heteroaryl)- C _1-6 alkyl-, and (4-10 membered hetereocycloalkyl)-C _1-6 alkyl-;

each R ^j11 and R ^k11 is independently selected from OH, C _1-6 alkoxy, and C _1-6 haloalkoxy; or any R ^j11 and R ^k11 attached to the same B atom, together with the B atom to which they are attached, form a 5- or 6-membered heterocycloalkyl group optionally substituted with 1, 2, 3, or 4 substituents independently selected from C _1-6 alkyl, C _1-6 haloalkyl, C _3-10 cycloalkyl, and 4-10 membered hetereocycloalkyl;

each R ^1B is selected from H, D, halo, C _1-6 alkyl, C _1-6 haloalkyl, C _2-6 alkenyl, C _2-6 alkynyl, C _6-10 aryl, C _3-10 cycloalkyl, 5-10 membered heteroaryl, 4-10 membered heterocycloalkyl, C _6-10 aryl-C _1-6 alkyl-, C _3-10 cycloalkyl-C _1-6 alkyl-, (5-10 membered heteroaryl)-C _1-6 alkyl-, (4-10 membered heterocycloalkyl)-C _1-6 alkyl-, CN, NO ¹²

2, OR ^a12 , SR ^a12 , NHOR ^a12 , C(O)R ^b , C(O)NR ^c12 R ^d12 , C(O)NR ^c12 (OR ^a12 ), C(O)OR ^a12 , OC(O)R ^b12 , OC(O)NR ^c12 R ^d12 , NR ^c12 R ^d12 , NR ^c12 NR ^c12 R ^d12 , NR ^c12 C(O)R ^b12 , NR ^c12 C(O)OR ^a12 , NR ^c12 C(O)NR ^c12 R ^d12 , C(=NR ^e12 )R ^b12 , C(=NOH)R ^b12 , C(=NCN)R ^b12 , C(=NR ^e12 )NR ^c12 R ^d12 , NR ^c12 C(=NR ^e12 )NR ^c12 R ^d12 ,

NR ^c12 C(=NOH)NR ^c12 R ^d12 , NR ^c12 C(=NCN)NR ^c12 R ^d12 , NR ^c12 C(=NR ^e12 )R ^b12 , NR ^c12 S(O)NR ^c12 R ^d12 , NR ^c12 S(O)R ^b12 , NR ^c12 S(O) ₂ R ^b12 , NR ^c12 S(O)(=NR ^e12 )R ^b12 , NR ^c12 S(O) ²

2NR ^c12 R ^d1 , S(O)R ^b12 , S(O)NR ^c12 R ^d12 , S(O) ^{12 2}

2R ^b12 , S(O) ₂ NR ^c R ^d12 , S(O)(=NR ^e12 )R ^b1 , OS(O)(=NR ^e12 )R ^b12 , OS(O) ₂ R ^b12 , SF ₅ , P(O)R ^f12 R ^g12 , OP(O)(OR ^h12 )(OR ⁱ¹² ), P(O)(OR ^h12 )(OR ⁱ¹² ), and BR ^j12 R ^k12 , wherein the C _1-6 alkyl, C _2-6 alkenyl, C _2-6 alkynyl, C _6-10 aryl, C _3-10 cycloalkyl, 5-10 membered heteroaryl, 4-10 membered heterocycloalkyl, C _6-10 aryl-C _1-6 alkyl-, C _3-10 cycloalkyl-C _1-6 alkyl-, (5-10 membered heteroaryl)-C _1-6 alkyl-, and (4-10 membered heterocycloalkyl)-C _1-6 alkyl- of R ^1B are each optionally substituted with 1, 2, 3, 4, 5, 6, 7, or 8 independently selected R ^1C substituents; each R ^a12 , R ^b12 , R ^c12 , and R ^d12 is independently selected from H, C _1-6 alkyl, C _1-6 haloalkyl, C _2-6 alkenyl, C _2-6 alkynyl, C _6-10 aryl, C _3-10 cycloalkyl, 5-10 membered heteroaryl, 4-10 membered heterocycloalkyl, C _6-10 aryl-C _1-6 alkyl-, C _3-10 cycloalkyl-C _1-6 alkyl-, (5-10 membered heteroaryl)- C _1-6 alkyl-, and (4-10 membered heterocycloalkyl)-C _1-6 alkyl-, wherein the C _1-6 alkyl, C _2-6 alkenyl, C _2-6 alkynyl, C _6-10 aryl, C _3-10 cycloalkyl, 5-10 membered heteroaryl, 4-10 membered heterocycloalkyl, C _6-10 aryl-C _1-6 alkyl-, C _3-10 cycloalkyl-C _1-6 alkyl-, (5-10 membered heteroaryl)- C ¹²

1 _-6 alkyl-, and (4-10 membered heterocycloalkyl)-C _1-6 alkyl- of R ^a12 , R ^b , R ^c12 and R ^d12 are each optionally substituted with 1, 2, 3, 4, 5, 6, 7, or 8 independently selected R ^1C substituents; or, any R ^c12 and R ^d12 , attached to the same N atom, together with the N atom to which they are attached, form a 5-10 membered heteroaryl group or a 4-10 membered heterocycloalkyl group, wherein the 5-10 membered heteroaryl group or 4-10 membered heterocycloalkyl group is optionally substituted with 1, 2, 3, 4, 5, 6, 7, or 8 independently selected R ^1C substituents; each R ^e12 is independently selected from H, OH, CN, C _1-6 alkyl, C _1-6 alkoxy, C _1-6 haloalkyl, C _1-6 haloalkoxy, C _2-6 alkenyl, and C _2-6 alkynyl; each R ^f12 and R ^g12 is independently selected from H, C _1-6 alkyl, C _1-6 alkoxy, C _1-6 haloalkyl, C _1-6 haloalkoxy, C _2-6 alkenyl, C _2-6 alkynyl, C _6-10 aryl, C _3-10 cycloalkyl, 5-10 membered heteroaryl, 4-10 membered hetereocycloalkyl, C _6-10 aryl-C _1-6 alkyl-, C _3-10 cycloalkyl-C _1-6 alkyl-, (5-10 membered heteroaryl)-C _1-6 alkyl-, and (4-10 membered hetereocycloalkyl)-C _1-6 alkyl-; each R ^h12 and R ⁱ¹² is independently selected from H, C _1-6 alkyl, C _1-6 haloalkyl, C _2-6 alkenyl, C _2-6 alkynyl, C _6-10 aryl, C _3-10 cycloalkyl, 5-10 membered heteroaryl, 4-10 membered hetereocycloalkyl, C _6-10 aryl-C _1-6 alkyl-, C _3-10 cycloalkyl-C _1-6 alkyl-, (5-10 membered heteroaryl)- C _1-6 alkyl-, and (4-10 membered hetereocycloalkyl)-C _1-6 alkyl-;

each R ^j12 and R ^k12 is independently selected from OH, C _1-6 alkoxy, and C _1-6 haloalkoxy; or any R ^j12 and R ^k12 attached to the same B atom, together with the B atom to which they are attached, form a 5- or 6-membered heterocycloalkyl group optionally substituted with 1, 2, 3, or 4 substituents independently selected from C _1-6 alkyl, C _1-6 haloalkyl, C _3-10 cycloalkyl, and 4-10 membered hetereocycloalkyl;

each R ^1C is selected from H, D, halo, C _1-6 alkyl, C _1-6 haloalkyl, C _2-6 alkenyl, C _2-6 alkynyl, phenyl, C _3-7 cycloalkyl, 5-6 membered heteroaryl, 4-7 membered heterocycloalkyl, phenyl-C _1-6 alkyl-, C _3-7 cycloalkyl-C _1-6 alkyl-, (5-6 membered heteroaryl)-C _1-6 alkyl-, (4-7 membered heterocycloalkyl)-C _1-6 alkyl-, CN, NO ₂ , OR ^a13 , SR ^a13 , NHOR ^a13 , C(O)R ^b13 , C(O)NR ^c13 R ^d13 , C(O)NR ^c13 (OR ^a13 ), C(O)OR ^a13 , OC(O)R ^b13 , OC(O)NR ^c13 R ^d13 , NR ^c13 R ^d13 , NR ^c13 NR ^c13 R ^d13 , NR ^c13 C(O)R ^b13 , NR ^c13 C(O)OR ^a13 , NR ^c13 C(O)NR ^c13 R ^d13 , C(=NR ^e13 )R ^b13 , C(=NOH)R ^b13 , C(=NCN)R ^b13 , C(=NR ^e13 )NR ^c13 R ^d13 , NR ^c13 C(=NR ^e13 )NR ^c13 R ^d13 , NR ^c13 C(=NOH)NR ^c13 R ^d13 , NR ^c13 C(=NCN)NR ^c13 R ^d13 , NR ^c13 C(=NR ^e13 )R ^b13 , NR ^c13 S(O)NR ^c13 R ^d13 , NR ^c13 S(O)R ^b13 , NR ^c13 S(O) ₂ R ^b13 , NR ^c13 S(O)(=NR ^e13 )R ^b13 , NR ^c13 S(O) ₂ NR ^c13 R ^d13 , S(O)R ^b13 , S(O)NR ^c13 R ^d13 , S(O) ₂ R ^b13 , S(O) ₂ NR ^c13 R ^d13 , S(O)(=NR ^e13 )R ^b13 , OS(O)(=NR ^e13 )R ^b13 , OS(O) ₂ R ^b13 , SF ₅ , P(O)R ^f13 R ^g13 , OP(O)(OR ^h13 )(OR ⁱ¹³ ), P(O)(OR ^h13 )(OR ⁱ¹³ ), and BR ^j13 R ^k13 , wherein the C _1-6 alkyl, C _2-6 alkenyl, C _2-6 alkynyl, phenyl, C _3-7 cycloalkyl, 5-6 membered heteroaryl, 4-7 membered heterocycloalkyl, phenyl-C _1-6 alkyl-, C _3-7 cycloalkyl-C _1-6 alkyl-, (5-6 membered heteroaryl)-C _1-6 alkyl-, and (4-7 membered heterocycloalkyl)-C _1-6 alkyl- of R ^1C are each optionally substituted with 1, 2, 3, or 4 independently selected R ^M substituents;

each R ^a13 , R ^b13 , R ^c13 , and R ^d13 is independently selected from H, C _1-6 alkyl, C _1-6 haloalkyl, C _2-6 alkenyl, C _2-6 alkynyl, phenyl, C _3-7 cycloalkyl, 5-6 membered heteroaryl, 4-7 membered heterocycloalkyl, phenyl-C _1-6 alkyl-, C _3-7 cycloalkyl-C _1-6 alkyl-, (5-6 membered heteroaryl)-C _1-6 alkyl-, and (4-7 membered heterocycloalkyl)-C _1-6 alkyl-, wherein the C _1-6 alkyl, C _2-6 alkenyl, C _2-6 alkynyl, phenyl, C _3-7 cycloalkyl, 5-6 membered heteroaryl, 4-7 membered heterocycloalkyl, phenyl-C _1-6 alkyl-, C _3-7 cycloalkyl-C _1-6 alkyl-, (5-6 membered heteroaryl)-C _1-6 alkyl-, and (4-7 membered heterocycloalkyl)-C _1-6 alkyl- of R ^a13 , R ^b13 , R ^c13 and R ^d13 are each optionally substituted with 1, 2, 3, or 4 independently selected R ^M substituents;

or, any R ^c13 and R ^d13 , attached to the same N atom, together with the N atom to which they are attached, form a 5-6 membered heteroaryl group or a 4-7 membered heterocycloalkyl group, wherein the 5-6 membered heteroaryl group or 4-7 membered heterocycloalkyl group is optionally substituted with 1, 2, 3, or 4 independently selected R ^M substituents;

each R ^e13 is independently selected from H, OH, CN, C _1-6 alkyl, C _1-6 alkoxy, C _1-6 haloalkyl, C _1-6 haloalkoxy, C _2-6 alkenyl, and C _2-6 alkynyl;

each R ^f13 and R ^g13 is independently selected from H, C _1-6 alkyl, C _1-6 alkoxy, C _1-6 haloalkyl, C _1-6 haloalkoxy, C _2-6 alkenyl, C _2-6 alkynyl, phenyl, C _3-7 cycloalkyl, 5-6 membered heteroaryl, 4-7 membered heterocycloalkyl, phenyl-C _1-6 alkyl-, C _3-7 cycloalkyl-C _1-6 alkyl-, (5-6 membered heteroaryl)-C _1-6 alkyl-, and (4-7 membered heterocycloalkyl)-C _1-6 alkyl-;

each R ^h13 and R ⁱ¹³ is independently selected from H, C _1-6 alkyl, C _1-6 haloalkyl, C _2-6 alkenyl, C _2-6 alkynyl, phenyl, C _3-7 cycloalkyl, 5-6 membered heteroaryl, 4-7 membered heterocycloalkyl, phenyl-C _1-6 alkyl-, C _3-7 cycloalkyl-C _1-6 alkyl-, (5-6 membered heteroaryl)-C _1-6 alkyl-, and (4-7 membered heterocycloalkyl)-C _1-6 alkyl-;

each R ^j13 and R ^k13 is independently selected from OH, C _1-6 alkoxy, and C _1-6 haloalkoxy; or any R ^j13 and R ^k13 attached to the same B atom, together with the B atom to which they are attached, form a 5- or 6-membered heterocycloalkyl group optionally substituted with 1, 2, 3, or 4 substituents independently selected from C _1-6 alkyl, C _1-6 haloalkyl, C _3-10 cycloalkyl, and 4-10 membered hetereocycloalkyl;

each R ^M is independently selected from D, OH, NO ₂ , CN, halo, C _1-3 alkyl, C _2-3 alkenyl, C _2-3 alkynyl, C _1-3 haloalkyl, cyano-C _1-3 alkyl, HO-C _1-3 alkyl, C _1-3 alkoxy-C _1-3 alkyl, C _3-6 cycloalkyl, C _1-3 alkoxy, C _1-3 haloalkoxy, amino, C _1-3 alkylamino, di(C _1-3 alkyl)amino, thio, C _1-3 alkylthio, C _1-3 alkylsulfinyl, C _1-3 alkylsulfonyl, carbamyl, C _1-3 alkylcarbamyl, di(C _1-3 alkyl)carbamyl, carboxy, C _1-3 alkylcarbonyl, C _1-4 alkoxycarbonyl, C _1-3 alkylcarbonylamino, C _1-3 alkoxycarbonylamino, C _1-3 alkylcarbonyloxy, aminocarbonyloxy, C _1-3 alkylaminocarbonyloxy, di(C _1-3 alkyl)aminocarbonyloxy, C _1-3 alkylsulfonylamino, aminosulfonyl, C _1-3

alkylaminosulfonyl, di(C _1-3 alkyl)aminosulfonyl, aminosulfonylamino, C _1-3

alkylaminosulfonylamino, di(C _1-3 alkyl)aminosulfonylamino, aminocarbonylamino, C _1-3 alkylaminocarbonylamino, and di(C _1-3 alkyl)aminocarbonylamino;

X ² is N or CR ² ; R ² is selected from H, D, halo, CN, OH, C _1-6 alkyl, C _2-6 alkenyl, C _2-6 alkynyl, C _1-6 haloalkyl, and C _3-7 cycloalkyl, and NH ₂ ;

X ⁴ is N or CR ⁴ ;

X ⁵ is N or CR ⁵ ;

R ³ , R ⁴ and R ⁵ are each independently selected from H, D, halo, CN, OH, NH ₂ , C _1-6 alkyl, C _2-6 alkenyl, C _2-6 alkynyl, C _1-6 alkoxy, C _1-6 haloalkyl, C _1-6 haloalkoxy, cyano-C _1-6 alkyl, HO-C _1-6 alkyl, C _1-6 alkoxy-C _1-6 alkyl, C _3-6 cycloalkyl, C _1-6 alkylamino, di(C _1-6 alkyl)amino, and C(O)NR ^a3 R ^b3 ;

each R ^a3 and R ^b3 is independently selected from H, C _1-6 alkyl, C _1-6 haloalkyl, C _2-6 alkenyl, C _2-6 alkynyl, phenyl, C _3-7 cycloalkyl, 5-6 membered heteroaryl, 4-7 membered heterocycloalkyl, phenyl-C _1-6 alkyl-, C _3-7 cycloalkyl-C _1-6 alkyl-, (5-6 membered heteroaryl)-C _1-6 alkyl-, and (4-7 membered heterocycloalkyl)-C _1-6 alkyl-, wherein the C _1-6 alkyl, C _2-6 alkenyl, C _2-6 alkynyl, phenyl, C _3-7 cycloalkyl, 5-6 membered heteroaryl, 4-7 membered heterocycloalkyl, phenyl-C _1-6 alkyl-, C _3-7 cycloalkyl-C _1-6 alkyl-, (5-6 membered heteroaryl)-C _1-6 alkyl-, and (4-7 membered heterocycloalkyl)-C _1-6 alkyl- of R ^a3 and R ^b3 are each optionally substituted with 1, 2, 3 or 4 independently selected R ^M substituents;

or, any R ^a3 and R ^b3 , attached to the same N atom, together with the N atom to which they are attached, form a 5-6 membered heteroaryl group or a 4-7 membered heterocycloalkyl group, wherein the 5-6 membered heteroaryl group or 4-7 membered heterocycloalkyl group is optionally substituted with 1, 2, 3, or 4 independently selected R ^M substituents;

X ⁶ is N or CR ⁶ ;

R ⁶ is selected from H, D, halo, C _1-6 alkyl, C _1-6 haloalkyl, C _2-6 alkenyl, C _2-6 alkynyl, C _6-10 aryl, C _3-10 cycloalkyl, 5-10 membered heteroaryl, 4-10 membered heterocycloalkyl, C _6-10 aryl-C _1-6 alkyl-, C _3-10 cycloalkyl-C _1-6 alkyl-, (5-10 membered heteroaryl)-C _1-6 alkyl-, (4-10 membered heterocycloalkyl)-C _1-6 alkyl-, CN, NO ^a6

2, OR ^a6 , SR ^a6 , NHOR , C(O)R ^b6 , C(O)NR ^c6 R ^d6 , C(O)NR ^c6 (OR ^a6 ), C(O)OR ^a6 , OC(O)R ^b6 , OC(O)NR ^c6 R ^d6 , NR ^c6 R ^d6 , NR ^c6 NR ^c6 R ^d6 , NR ^c6 C(O)R ^b6 , NR ^c6 C(O)OR ^a6 , NR ^c6 C(O)NR ^c6 R ^d6 , C(=NR ^e6 )R ^b6 , C(=NOH)R ^b6 , C(=NCN)R ^b6 , C(=NR ^e6 )NR ^c6 R ^d6 , NR ^c6 C(=NR ^e6 )NR ^c6 R ^d6 , NR ^c6 C(=NOH)NR ^c6 R ^d6 , NR ^c6 C(=NCN)NR ^c6 R ^d6 , NR ^c6 C(=NR ^e6 )R ^b6 , NR ^c6 S(O)NR ^c6 R ^d6 , NR ^c6 S(O)R ^b6 , NR ^c6 S(O) ⁶

2R ^b , NR ^c6 S(O)(=NR ^e6 )R ^b6 , NR ^c6 S(O) ₂ NR ^c6 R ^d6 , S(O)R ^b6 , S(O)NR ^c6 R ^d6 , S(O) ₂ R ^b6 , S(O) ₂ NR ^c6 R ^d6 , S(O)(=NR ^e6 )R ^b6 , OS(O)(=NR ^e6 )R ^b6 , OS(O) ^b6

2R , SF ₅ , P(O)R ^f6 R ^g6 , OP(O)(OR ^h6 )(OR ⁱ⁶ ), P(O)(OR ^h6 )(OR ⁱ⁶ ), and BR ^j6 R ^k6 , wherein the C _1-6 alkyl, C _2-6 alkenyl, C _2-6 alkynyl, C _6-10 aryl, C _3-10 cycloalkyl, 5-10 membered heteroaryl, 4-10 membered heterocycloalkyl, C _6-10 aryl-C _1-6 alkyl-, C _3-10 cycloalkyl-C _1-6 alkyl-, (5-10 membered heteroaryl)- C _1-6 alkyl-, and (4-10 membered heterocycloalkyl)-C _1-6 alkyl- of R ⁶ are each optionally substituted with 1, 2, 3, 4, 5, 6, 7, or 8 independently selected R ^6A substituents;

each R ^a6 , R ^b6 , R ^c6 , and R ^d6 is independently selected from H, C _1-6 alkyl, C _1-6 haloalkyl, C _{2- 6} alkenyl, C _2-6 alkynyl, C _6-10 aryl, C _3-10 cycloalkyl, 5-10 membered heteroaryl, 4-10 membered heterocycloalkyl, C _6-10 aryl-C _1-6 alkyl-, C _3-10 cycloalkyl-C _1-6 alkyl-, (5-10 membered heteroaryl)- C _1-6 alkyl-, and (4-10 membered heterocycloalkyl)-C _1-6 alkyl-, wherein the C _1-6 alkyl, C _2-6 alkenyl, C _2-6 alkynyl, C _6-10 aryl, C _3-10 cycloalkyl, 5-10 membered heteroaryl, 4-10 membered heterocycloalkyl, C _6-10 aryl-C _1-6 alkyl-, C _3-10 cycloalkyl-C _1-6 alkyl-, (5-10 membered heteroaryl)- C _1-6 alkyl-, and (4-10 membered heterocycloalkyl)-C _1-6 alkyl- of R ^a6 , R ^b6 , R ^c6 and R ^d6 are each optionally substituted with 1, 2, 3, 4, 5, 6, 7, or 8 independently selected R ^6A substituents; or, any R ^c6 and R ^d6 , attached to the same N atom, together with the N atom to which they are attached, form a 5-10 membered heteroaryl group or a 4-10 membered heterocycloalkyl group, wherein the 5-10 membered heteroaryl group or 4-10 membered heterocycloalkyl group is optionally substituted with 1, 2, 3, 4, 5, 6, 7, or 8 independently selected R ^6A substituents; each R ^e6 is independently selected from H, OH, CN, C _1-6 alkyl, C _1-6 alkoxy, C _1-6 haloalkyl, C _1-6 haloalkoxy, C _2-6 alkenyl, and C _2-6 alkynyl;

each R ^f6 and R ^g6 is independently selected from H, C _1-6 alkyl, C _1-6 alkoxy, C _1-6 haloalkyl, C _1-6 haloalkoxy, C _2-6 alkenyl, C _2-6 alkynyl, C _6-10 aryl, C _3-10 cycloalkyl, 5-10 membered heteroaryl, 4-10 membered hetereocycloalkyl, C _6-10 aryl-C _1-6 alkyl-, C _3-10 cycloalkyl-C _1-6 alkyl-, (5-10 membered heteroaryl)-C _1-6 alkyl-, and (4-10 membered hetereocycloalkyl)-C _1-6 alkyl-;

each R ^h6 and R ⁱ⁶ is independently selected from H, C _1-6 alkyl, C _1-6 haloalkyl, C _2-6 alkenyl, C _2-6 alkynyl, C _6-10 aryl, C _3-10 cycloalkyl, 5-10 membered heteroaryl, 4-10 membered hetereocycloalkyl, C _6-10 aryl-C _1-6 alkyl-, C _3-10 cycloalkyl-C _1-6 alkyl-, (5-10 membered heteroaryl)- C _1-6 alkyl-, and (4-10 membered hetereocycloalkyl)-C _1-6 alkyl-;

each R ^j6 and R ^k6 is independently selected from OH, C _1-6 alkoxy, and C _1-6 haloalkoxy; or any R ^j6 and R ^k6 attached to the same B atom, together with the B atom to which they are attached, form a 5- or 6-membered heterocycloalkyl group optionally substituted with 1, 2, 3, or 4 substituents independently selected from C _1-6 alkyl, C _1-6 haloalkyl, C _3-10 cycloalkyl, and 4-10 membered hetereocycloalkyl;

each R ^6A is selected from H, D, halo, C _1-6 alkyl, C _1-6 haloalkyl, C _2-6 alkenyl, C _2-6 alkynyl, C _6-10 aryl, C _3-10 cycloalkyl, 5-10 membered heteroaryl, 4-10 membered heterocycloalkyl, C _6-10 aryl-C _1-6 alkyl-, C _3-10 cycloalkyl-C _1-6 alkyl-, (5-10 membered heteroaryl)-C _1-6 alkyl-, (4-10 membered heterocycloalkyl)-C _1-6 alkyl-, CN, NO ₂ , OR ^a61 , SR ^a61 , NHOR ^a61 , C(O)R ^b61 , C(O)NR ^c61 R ^d61 , C(O)NR ^c61 (OR ^a61 ), C(O)OR ^a61 , OC(O)R ^b61 , OC(O)NR ^c61 R ^d61 , NR ^c61 R ^d61 , NR ^c61 NR ^c61 R ^d61 , NR ^c61 C(O)R ^b61 , NR ^c61 C(O)OR ^a61 , NR ^c61 C(O)NR ^c61 R ^d61 , C(=NR ^e61 )R ^b61 , C(=NOH)R ^b61 , C(=NCN)R ^b61 , C(=NR ^e61 )NR ^c61 R ^d61 , NR ^c61 C(=NR ^e61 )NR ^c61 R ^d61 ,

NR ^c61 C(=NOH)NR ^c61 R ^d61 , NR ^c61 C(=NCN)NR ^c61 R ^d61 , NR ^c61 C(=NR ^e61 )R ^b61 , NR ^c61 S(O)NR ^c61 R ^d61 , NR ^c61 S(O)R ^b61 , NR ^c61 S(O) ^{61 1}

2R ^b61 , NR ^c S(O)(=NR ^e61 )R ^b61 , NR ^c6 S(O) ⁶¹

2NR ^c61 R ^d61 , S(O)R ^b , S(O)NR ^c61 R ^d61 , S(O) ₂ R ^b61 , S(O) ₂ NR ^c61 R ^d61 , S(O)(=NR ^e61 )R ^b61 , OS(O)(=NR ^e61 )R ^b61 , OS(O) ₂ R ^b61 , SF ¹

5, P(O)R ^f61 R ^g61 , OP(O)(OR ^h61 )(OR ⁱ⁶¹ ), P(O)(OR ^h61 )(OR ⁱ⁶¹ ), and BR ^j61 R ^k6 , wherein the C _1-6 alkyl, C _2-6 alkenyl, C _2-6 alkynyl, C _6-10 aryl, C _3-10 cycloalkyl, 5-10 membered heteroaryl, 4-10 membered heterocycloalkyl, C _6-10 aryl-C _1-6 alkyl-, C _3-10 cycloalkyl-C _1-6 alkyl-, (5-10 membered heteroaryl)-C _1-6 alkyl-, and (4-10 membered heterocycloalkyl)-C _1-6 alkyl- of R ^6A are each optionally substituted with 1, 2, 3, 4, 5, 6, 7, or 8 independently selected R ^6B substituents; each R ^a61 , R ^b61 , R ^c61 , and R ^d61 is independently selected from H, C _1-6 alkyl, C _1-6 haloalkyl, C _2-6 alkenyl, C _2-6 alkynyl, C _6-10 aryl, C _3-10 cycloalkyl, 5-10 membered heteroaryl, 4-10 membered heterocycloalkyl, C _6-10 aryl-C _1-6 alkyl-, C _3-10 cycloalkyl-C _1-6 alkyl-, (5-10 membered heteroaryl)- C _1-6 alkyl-, and (4-10 membered heterocycloalkyl)-C _1-6 alkyl-, wherein the C _1-6 alkyl, C _2-6 alkenyl, C _2-6 alkynyl, C _6-10 aryl, C _3-10 cycloalkyl, 5-10 membered heteroaryl, 4-10 membered heterocycloalkyl, C _6-10 aryl-C _1-6 alkyl-, C _3-10 cycloalkyl-C _1-6 alkyl-, (5-10 membered heteroaryl)- C _1-6 alkyl-, and (4-10 membered heterocycloalkyl)-C ⁶¹

1 _-6 alkyl- of R ^a61 , R ^b , R ^c61 and R ^d61 are each optionally substituted with 1, 2, 3, 4, 5, 6, 7, or 8 independently selected R ^6B substituents; or, any R ^c61 and R ^d61 , attached to the same N atom, together with the N atom to which they are attached, form a 5-10 membered heteroaryl group or a 4-10 membered heterocycloalkyl group, wherein the 5-10 membered heteroaryl group or 4-10 membered heterocycloalkyl group is optionally substituted with 1, 2, 3, 4, 5, 6, 7, or 8 independently selected R ^6B substituents; each R ^e61 is independently selected from H, OH, CN, C _1-6 alkyl, C _1-6 alkoxy, C _1-6 haloalkyl, C _1-6 haloalkoxy, C _2-6 alkenyl, and C _2-6 alkynyl;

each R ^f61 and R ^g61 is independently selected from H, C _1-6 alkyl, C _1-6 alkoxy, C _1-6 haloalkyl, C _1-6 haloalkoxy, C _2-6 alkenyl, C _2-6 alkynyl, C _6-10 aryl, C _3-10 cycloalkyl, 5-10 membered heteroaryl, 4-10 membered hetereocycloalkyl, C _6-10 aryl-C _1-6 alkyl-, C _3-10 cycloalkyl-C _1-6 alkyl-, (5-10 membered heteroaryl)-C _1-6 alkyl-, and (4-10 membered hetereocycloalkyl)-C _1-6 alkyl-; each R ^h61 and R ⁱ⁶¹ is independently selected from H, C _1-6 alkyl, C _1-6 haloalkyl, C _2-6 alkenyl, C _2-6 alkynyl, C _6-10 aryl, C _3-10 cycloalkyl, 5-10 membered heteroaryl, 4-10 membered hetereocycloalkyl, C _6-10 aryl-C _1-6 alkyl-, C _3-10 cycloalkyl-C _1-6 alkyl-, (5-10 membered heteroaryl)- C _1-6 alkyl-, and (4-10 membered hetereocycloalkyl)-C _1-6 alkyl-; each R ^j61 and R ^k61 is independently selected from OH, C _1-6 alkoxy, and C _1-6 haloalkoxy; or any R ^j61 and R ^k61 attached to the same B atom, together with the B atom to which they are attached, form a 5- or 6-membered heterocycloalkyl group optionally substituted with 1, 2, 3, or 4 substituents independently selected from C _1-6 alkyl, C _1-6 haloalkyl, C _3-10 cycloalkyl, and 4-10 membered hetereocycloalkyl;

each R ^6B is selected from H, D, halo, C _1-6 alkyl, C _1-6 haloalkyl, C _2-6 alkenyl, C _2-6 alkynyl, C _6-10 aryl, C _3-10 cycloalkyl, 5-10 membered heteroaryl, 4-10 membered heterocycloalkyl, C _6-10 aryl-C _1-6 alkyl-, C _3-10 cycloalkyl-C _1-6 alkyl-, (5-10 membered heteroaryl)-C _1-6 alkyl-, (4-10 membered heterocycloalkyl)-C ^a62

1 _-6 alkyl-, CN, NO ⁶²

2, OR ^a , SR , NHOR ^a62 , C(O)R ^b62 , C(O)NR ^c62 R ^d62 , C(O)NR ^c62 (OR ^a62 ), C(O)OR ^a62 , OC(O)R ^b62 , OC(O)NR ^c62 R ^d62 , NR ^c62 R ^d62 , NR ^c62 NR ^c62 R ^d62 , NR ^c62 C(O)R ^b62 , NR ^c62 C(O)OR ^a62 , NR ^c62 C(O)NR ^c62 R ^d62 , C(=NR ^e62 )R ^b62 , C(=NOH)R ^b62 , C(=NCN)R ^b62 , C(=NR ^e62 )NR ^c62 R ^d62 , NR ^c62 C(=NR ^e62 )NR ^c62 R ^d62 ,

NR ^c62 C(=NOH)NR ^c62 R ^d62 , NR ^c62 C(=NCN)NR ^c62 R ^d62 , NR ^c62 C(=NR ^e62 )R ^b62 , NR ^c62 S(O)NR ^c62 R ^d62 , NR ^c62 S(O)R ^b62 , NR ^c62 S(O) ^{c62 2}

2R ^b62 , NR S(O)(=NR ^e62 )R ^b62 , NR ^c62 S(O) ₂ NR ^c6 R ^d62 , S(O)R ^b62 , S(O)NR ^c62 R ^d62 , S(O) ⁶²

2R ^b62 , S(O) ²

2NR ^c62 R ^d62 , S(O)(=NR ^e6 )R ^b62 , OS(O)(=NR ^e62 )R ^b , OS(O) ^b62

2R , SF ₅ , P(O)R ^f62 R ^g62 , OP(O)(OR ^h62 )(OR ⁱ⁶² ), P(O)(OR ^h62 )(OR ⁱ⁶² ), and BR ^j62 R ^k62 , wherein the C _1-6 alkyl, C _2-6 alkenyl, C _2-6 alkynyl, C _6-10 aryl, C _3-10 cycloalkyl, 5-10 membered heteroaryl, 4-10 membered heterocycloalkyl, C _6-10 aryl-C _1-6 alkyl-, C _3-10 cycloalkyl-C _1-6 alkyl-, (5-10 membered heteroaryl)-C _1-6 alkyl-, and (4-10 membered heterocycloalkyl)-C _1-6 alkyl- of R ^6B are each optionally substituted with 1, 2, 3, 4, 5, 6, 7, or 8 independently selected R ^6C substituents; each R ^a62 , R ^b62 , R ^c62 , and R ^d62 is independently selected from H, C _1-6 alkyl, C _1-6 haloalkyl, C _2-6 alkenyl, C _2-6 alkynyl, C _6-10 aryl, C _3-10 cycloalkyl, 5-10 membered heteroaryl, 4-10 membered heterocycloalkyl, C _6-10 aryl-C _1-6 alkyl-, C _3-10 cycloalkyl-C _1-6 alkyl-, (5-10 membered heteroaryl)- C _1-6 alkyl-, and (4-10 membered heterocycloalkyl)-C _1-6 alkyl-, wherein the C _1-6 alkyl, C _2-6 alkenyl, C _2-6 alkynyl, C _6-10 aryl, C _3-10 cycloalkyl, 5-10 membered heteroaryl, 4-10 membered heterocycloalkyl, C _6-10 aryl-C _1-6 alkyl-, C _3-10 cycloalkyl-C _1-6 alkyl-, (5-10 membered heteroaryl)- C _1-6 alkyl-, and (4-10 membered heterocycloalkyl)-C _1-6 alkyl- of R ^a62 , R ^b62 , R ^c62 and R ^d62 are each optionally substituted with 1, 2, 3, 4, 5, 6, 7, or 8 independently selected R ^6C substituents; or, any R ^c62 and R ^d62 , attached to the same N atom, together with the N atom to which they are attached, form a 5-10 membered heteroaryl group or a 4-10 membered heterocycloalkyl group, wherein the 5-10 membered heteroaryl group or 4-10 membered heterocycloalkyl group is optionally substituted with 1, 2, 3, 4, 5, 6, 7, or 8 independently selected R ^6C substituents; each R ^e62 is independently selected from H, OH, CN, C _1-6 alkyl, C _1-6 alkoxy, C _1-6 haloalkyl, C _1-6 haloalkoxy, C _2-6 alkenyl, and C _2-6 alkynyl;

each R ^f62 and R ^g62 is independently selected from H, C _1-6 alkyl, C _1-6 alkoxy, C _1-6 haloalkyl, C _1-6 haloalkoxy, C _2-6 alkenyl, C _2-6 alkynyl, C _6-10 aryl, C _3-10 cycloalkyl, 5-10 membered heteroaryl, 4-10 membered hetereocycloalkyl, C _6-10 aryl-C _1-6 alkyl-, C _3-10 cycloalkyl-C _1-6 alkyl-, (5-10 membered heteroaryl)-C _1-6 alkyl-, and (4-10 membered hetereocycloalkyl)-C _1-6 alkyl-; each R ^h62 and R ⁱ⁶² is independently selected from H, C _1-6 alkyl, C _1-6 haloalkyl, C _2-6 alkenyl, C _2-6 alkynyl, C _6-10 aryl, C _3-10 cycloalkyl, 5-10 membered heteroaryl, 4-10 membered hetereocycloalkyl, C _6-10 aryl-C _1-6 alkyl-, C _3-10 cycloalkyl-C _1-6 alkyl-, (5-10 membered heteroaryl)- C _1-6 alkyl-, and (4-10 membered hetereocycloalkyl)-C _1-6 alkyl-;

each R ^j62 and R ^k62 is independently selected from OH, C _1-6 alkoxy, and C _1-6 haloalkoxy; or any R ^j62 and R ^k62 attached to the same B atom, together with the B atom to which they are attached, form a 5- or 6-membered heterocycloalkyl group optionally substituted with 1, 2, 3, or 4 substituents independently selected from C _1-6 alkyl, C _1-6 haloalkyl, C _3-10 cycloalkyl, and 4-10 membered hetereocycloalkyl;

each R ^6C is selected from H, D, halo, C _1-6 alkyl, C _1-6 haloalkyl, C _2-6 alkenyl, C _2-6 alkynyl, phenyl, C _3-7 cycloalkyl, 5-6 membered heteroaryl, 4-7 membered heterocycloalkyl, phenyl-C _1-6 alkyl-, C _3-7 cycloalkyl-C _1-6 alkyl-, (5-6 membered heteroaryl)-C _1-6 alkyl-, (4-7 membered heterocycloalkyl)-C _1-6 alkyl-, CN, NO ₂ , OR ^a63 , SR ^a63 , NHOR ^a63 , C(O)R ^b63 , C(O)NR ^c63 R ^d63 , C(O)NR ^c63 (OR ^a63 ), C(O)OR ^a63 , OC(O)R ^b63 , OC(O)NR ^c63 R ^d63 , NR ^c63 R ^d63 , NR ^c63 NR ^c63 R ^d63 , NR ^c63 C(O)R ^b63 , NR ^c63 C(O)OR ^a63 , NR ^c63 C(O)NR ^c63 R ^d63 , C(=NR ^e63 )R ^b63 , C(=NOH)R ^b63 , C(=NCN)R ^b63 , C(=NR ^e63 )NR ^c63 R ^d63 , NR ^c63 C(=NR ^e63 )NR ^c63 R ^d63 , NR ^c63 C(=NOH)NR ^c63 R ^d63 , NR ^c63 C(=NCN)NR ^c63 R ^d63 , NR ^c63 C(=NR ^e63 )R ^b63 , NR ^c63 S(O)NR ^c63 R ^d63 , NR ^c63 S(O)R ^b63 , NR ^c63 S(O) ₂ R ^b63 , NR ^c63 S(O)(=NR ^e63 )R ^b63 , NR ^c63 S(O) ₂ NR ^c63 R ^d63 , S(O)R ^b63 , S(O)NR ^c63 R ^d63 , S(O) ₂ R ^b63 , S(O) ₂ NR ^c63 R ^d63 , S(O)(=NR ^e63 )R ^b63 , OS(O)(=NR ^e63 )R ^b63 , OS(O) ₂ R ^b63 , SF ₅ , P(O)R ^f63 R ^g63 , OP(O)(OR ^h63 )(OR ⁱ⁶³ ), P(O)(OR ^h63 )(OR ⁱ⁶³ ), and BR ^j63 R ^k63 , wherein the C _1-6 alkyl, C _2-6 alkenyl, C _2-6 alkynyl, phenyl, C _3-7 cycloalkyl, 5-6 membered heteroaryl, 4-7 membered heterocycloalkyl, phenyl-C _1-6 alkyl-, C _3-7 cycloalkyl-C _1-6 alkyl-, (5-6 membered heteroaryl)-C _1-6 alkyl-, and (4-7 membered heterocycloalkyl)-C _1-6 alkyl- of R ^6C are each optionally substituted with 1, 2, 3, or 4 independently selected R ^M substituents;

each R ^a63 , R ^b63 , R ^c63 , and R ^d63 is independently selected from H, C _1-6 alkyl, C _1-6 haloalkyl, C _2-6 alkenyl, C _2-6 alkynyl, phenyl, C _3-7 cycloalkyl, 5-6 membered heteroaryl, 4-7 membered heterocycloalkyl, phenyl-C _1-6 alkyl-, C _3-7 cycloalkyl-C _1-6 alkyl-, (5-6 membered heteroaryl)-C _1-6 alkyl-, and (4-7 membered heterocycloalkyl)-C _1-6 alkyl-, wherein the C _1-6 alkyl, C _2-6 alkenyl, C _2-6 alkynyl, phenyl, C _3-7 cycloalkyl, 5-6 membered heteroaryl, 4-7 membered heterocycloalkyl, phenyl-C _1-6 alkyl-, C _3-7 cycloalkyl-C _1-6 alkyl-, (5-6 membered heteroaryl)-C _1-6 alkyl-, and (4-7 membered heterocycloalkyl)-C _1-6 alkyl- of R ^a63 , R ^b63 , R ^c63 and R ^d63 are each optionally substituted with 1, 2, 3, or 4 independently selected R ^M substituents;

or, any R ^c63 and R ^d63 , attached to the same N atom, together with the N atom to which they are attached, form a 5-6 membered heteroaryl group or a 4-7 membered heterocycloalkyl group, wherein the 5-6 membered heteroaryl group or 4-7 membered heterocycloalkyl group is optionally substituted with 1, 2, 3, or 4 independently selected R ^M substituents;

each R ^e63 is independently selected from H, OH, CN, C _1-6 alkyl, C _1-6 alkoxy, C _1-6 haloalkyl, C _1-6 haloalkoxy, C _2-6 alkenyl, and C _2-6 alkynyl;

each R ^f63 and R ^g63 is independently selected from H, C _1-6 alkyl, C _1-6 alkoxy, C _1-6 haloalkyl, C _1-6 haloalkoxy, C _2-6 alkenyl, C _2-6 alkynyl, phenyl, C _3-7 cycloalkyl, 5-6 membered heteroaryl, 4-7 membered heterocycloalkyl, phenyl-C _1-6 alkyl-, C _3-7 cycloalkyl-C _1-6 alkyl-, (5-6 membered heteroaryl)-C _1-6 alkyl-, and (4-7 membered heterocycloalkyl)-C _1-6 alkyl-;

each R ^h63 and R ⁱ⁶³ is independently selected from H, C _1-6 alkyl, C _1-6 haloalkyl, C _2-6 alkenyl, C _2-6 alkynyl, phenyl, C _3-7 cycloalkyl, 5-6 membered heteroaryl, 4-7 membered heterocycloalkyl, phenyl-C _1-6 alkyl-, C _3-7 cycloalkyl-C _1-6 alkyl-, (5-6 membered heteroaryl)-C _1-6 alkyl-, and (4-7 membered heterocycloalkyl)-C _1-6 alkyl-;

each R ^j63 and R ^k63 is independently selected from OH, C _1-6 alkoxy, and C _1-6 haloalkoxy; or any R ^j63 and R ^k63 attached to the same B atom, together with the B atom to which they are attached, form a 5- or 6-membered heterocycloalkyl group optionally substituted with 1, 2, 3, or 4 substituents independently selected from C _1-6 alkyl, C _1-6 haloalkyl, C _3-10 cycloalkyl, and 4-10 membered hetereocycloalkyl;

X ⁷ is N, CH, or C;

X ⁸ is N, CH, or C;

X ⁹ is N, NR ^9N , O, S, S(O), S(O) ₂ , CR ⁹ , or C(R ⁹ ) ₂ ;

X ¹⁰ is N, NR ^10N , O, S, CR ¹⁰ , or C(R ¹⁰ ) ₂ ;

X ¹¹ is N, NR ^11N , O, S, CR ¹¹ , or C(R ¹¹ ) ₂ ;

wherein no more than three of X ⁴ , X ⁵ , X ⁶ , X ⁷ , and X ⁸ are simultaneously N; and at least two of X ⁷ , X ⁸ , X ⁹ , X ¹⁰ , and X ¹¹ are independently selected from C, CH, CR ⁹ , C(R ⁹ ) ₂ , CR ¹⁰ , C(R ¹⁰ ) ₂ , CR ¹¹ , and C(R ¹¹ ) ₂ ; and

no two adjacent members of X ⁹ , X ¹⁰ , and X ¹¹ are simultaneously O, S, S(O), or S(O) ₂ ; provided that (a) when X ⁷ is N, then X ⁸ is C; or (b) when X ⁷ is C, then X ⁸ is N;

R ^9N is selected from H, C _1-6 alkyl, C _2-6 alkenyl, C _2-6 alkynyl, C _1-6 haloalkyl, C _6-10 aryl, C _{3- 10} cycloalkyl, 5-10 membered heteroaryl, 4-10 membered heterocycloalkyl, C _6-10 aryl-C _1-6 alkyl-, C _3-10 cycloalkyl-C _1-6 alkyl-, (5-10 membered heteroaryl)-C _1-6 alkyl-, (4-10 membered heterocycloalkyl)-C ^b9N

1 _-6 alkyl-, C(O)R , C(O)NR ^c9N R ^d9N , C(O)OR ^a9N , C(=NR ^e9N )R ^b9N , C(=NR ^e9N )NR ^c9N R ^d9N , C(=NCN)NR ^c9N R ^d9N , C(=NOR ^a9N )NR ^c9N , S(O) ₂ R ^b9N , S(O)(=NR ^c9N )R ^d9N , and S(O) ₂ NR ^c9N R ^d9N , wherein the C _1-6 alkyl, C _2-6 alkenyl, C _2-6 alkynyl, C _6-10 aryl, C _3-10 cycloalkyl, 5-10 membered heteroaryl, 4-10 membered heterocycloalkyl, C _6-10 aryl-C _1-6 alkyl-, C _3-10 cycloalkyl-C _1-6 alkyl-, (5-10 membered heteroaryl)-C _1-6 alkyl- and (4-10 membered heterocycloalkyl)-C _1-6 alkyl- of R ^9N are each optionally substituted with 1, 2, 3, 4, 5, 6, 7, or 8 independently selected R ^9NA substituents;

each R ^a9N , R ^b9N , R ^c9N , and R ^d9N is independently selected from H, C _1-6 alkyl, C _1-6 haloalkyl, C _2-6 alkenyl, C _2-6 alkynyl, C _6-10 aryl, C _3-10 cycloalkyl, 5-10 membered heteroaryl, 4-10 membered heterocycloalkyl, C _6-10 aryl-C _1-6 alkyl-, C _3-10 cycloalkyl-C _1-6 alkyl-, (5-10 membered heteroaryl)-C _1-6 alkyl-, and (4-10 membered heterocycloalkyl)-C _1-6 alkyl-, wherein the C _1-6 alkyl, C _2-6 alkenyl, C _2-6 alkynyl, C _6-10 aryl, C _3-10 cycloalkyl, 5-10 membered heteroaryl, 4-10 membered heterocycloalkyl, C _6-10 aryl-C _1-6 alkyl-, C _3-10 cycloalkyl-C _1-6 alkyl-, (5-10 membered heteroaryl)- C _1-6 alkyl-, and (4-10 membered heterocycloalkyl)-C _1-6 alkyl- of R ^a9N , R ^b9N , R ^c9N , and R ^d9N are each optionally substituted with 1, 2, 3, 4, 5, 6, 7, or 8 independently selected R ^9NA substituents; or, any R ^c9N and R ^d9N , attached to the same N atom, together with the N atom to which they are attached, form a 5-10 membered heteroaryl group or a 4-10 membered heterocycloalkyl group, wherein the 5-10 membered heteroaryl group or 4-10 membered heterocycloalkyl group is optionally substituted with 1, 2, 3, 4, 5, 6, 7, or 8 independently selected R ^9NA substituents; each R ^e9N is independently selected from H, OH, CN, C _1-6 alkyl, C _1-6 alkoxy, C _1-6 haloalkyl, C _1-6 haloalkoxy, C _2-6 alkenyl, and C _2-6 alkynyl;

each R ^9NA is selected from H, D, halo, C _1-6 alkyl, C _1-6 haloalkyl, C _2-6 alkenyl, C _2-6 alkynyl, phenyl, C _3-7 cycloalkyl, 5-6 membered heteroaryl, 4-7 membered heterocycloalkyl, phenyl-C _1-6 alkyl-, C _3-7 cycloalkyl-C _1-6 alkyl-, (5-6 membered heteroaryl)-C _1-6 alkyl-, (4-7 membered heterocycloalkyl)-C _1-6 alkyl-, CN, NO ₂ , OR ^a9N2 , SR ^a9N2 , NHOR ^a9N2 , C(O)R ^b9N2 , C(O)NR ^c9N2 R ^d9N2 , C(O)NR ^c9N2 (OR ^a9N2 ), C(O)OR ^a9N2 , OC(O)R ^b9N2 , OC(O)NR ^c9N2 R ^d9N2 , NR ^c9N2 R ^d9N2 ,

NR ^c9N2 NR ^c9N2 R ^d9N2 , NR ^c9N2 C(O)R ^b9N2 , NR ^c9N2 C(O)OR ^a9N2 , NR ^c9N2 C(O)NR ^c9N2 R ^d9N2 ,

C(=NR ^e9N2 )R ^b9N2 , C(=NOH)R ^b9N2 , C(=NCN)R ^b9N2 , C(=NR ^e9N2 )NR ^c9N2 R ^d9N2 ,

NR ^c9N2 C(=NR ^e9N2 )NR ^c9N2 R ^d9N2 , NR ^c9N2 C(=NOH)NR ^c9N2 R ^d9N2 , NR ^c9N2 C(=NCN)NR ^c9N2 R ^d9N2 , NR ^c9N2 C(=NR ^e9N2 )R ^b9N2 , NR ^c9N2 S(O)NR ^c9N2 R ^d9N2 , NR ^c9N2 S(O)R ^b9N2 , NR ^c9N2 S(O) ₂ R ^b9N2 , NR ^c9N2 S(O)(=NR ^e9N2 )R ^b9N2 , NR ^c9N2 S(O) ₂ NR ^c9N2 R ^d9N2 , S(O)R ^b9N2 , S(O)NR ^c9N2 R ^d9N2 , S(O) ₂ R ^b9N2 , S(O) ₂ NR ^c9N2 R ^d9N2 , S(O)(=NR ^e9N2 )R ^b9N2 , OS(O)(=NR ^e9N2 )R ^b9N2 , OS(O) ₂ R ^b9N2 , SF ₅ , P(O)R ^f9N2 R ^g9N2 , OP(O)(OR ^h9N2 )(OR ^i9N2 ), P(O)(OR ^h9N2 )(OR ^i9N2 ), and BR ^j9N2 R ^k9N2 , wherein the C _1-6 alkyl, C _2-6 alkenyl, C _2-6 alkynyl, phenyl, C _3-7 cycloalkyl, 5-6 membered heteroaryl, 4-7 membered heterocycloalkyl, phenyl-C _1-6 alkyl-, C _3-7 cycloalkyl-C _1-6 alkyl-, (5-6 membered heteroaryl)-C _1-6 alkyl-, and (4-7 membered heterocycloalkyl)-C _1-6 alkyl- of R ^9NA are each optionally substituted with 1, 2, 3, or 4 independently selected R ^M substituents;

each R ^a9N2 , R ^b9N2 , R ^c9N2 , and R ^d9N2 is independently selected from H, C _1-6 alkyl, C _1-6 haloalkyl, C _2-6 alkenyl, C _2-6 alkynyl, phenyl, C _3-7 cycloalkyl, 5-6 membered heteroaryl, 4-7 membered heterocycloalkyl, phenyl-C _1-6 alkyl-, C _3-7 cycloalkyl-C _1-6 alkyl-, (5-6 membered heteroaryl)-C _1-6 alkyl-, and (4-7 membered heterocycloalkyl)-C _1-6 alkyl-, wherein the C _1-6 alkyl, C _2-6 alkenyl, C _2-6 alkynyl, phenyl, C _3-7 cycloalkyl, 5-6 membered heteroaryl, 4-7 membered heterocycloalkyl, phenyl-C _1-6 alkyl-, C _3-7 cycloalkyl-C _1-6 alkyl-, (5-6 membered heteroaryl)-C _1-6 alkyl-, and (4-7 membered heterocycloalkyl)-C _1-6 alkyl- of R ^a9N2 , R ^b9N2 , R ^c9N2 and R ^d9N2 are each optionally substituted with 1, 2, 3, or 4 independently selected R ^M substituents;

or, any R ^c9N2 and R ^d9N2 , attached to the same N atom, together with the N atom to which they are attached, form a 5-6 membered heteroaryl group or a 4-7 membered heterocycloalkyl group, wherein the 5-6 membered heteroaryl group or 4-7 membered heterocycloalkyl group is optionally substituted with 1, 2, 3, or 4 independently selected R ^M substituents;

each R ^e9N2 is independently selected from H, OH, CN, C _1-6 alkyl, C _1-6 alkoxy, C _1-6 haloalkyl, C _1-6 haloalkoxy, C _2-6 alkenyl, and C _2-6 alkynyl;

each R ^f9N2 and R ^g9N2 is independently selected from H, C _1-6 alkyl, C _1-6 alkoxy, C _1-6 haloalkyl, C _1-6 haloalkoxy, C _2-6 alkenyl, C _2-6 alkynyl, phenyl, C _3-7 cycloalkyl, 5-6 membered heteroaryl, 4-7 membered heterocycloalkyl, phenyl-C _1-6 alkyl-, C _3-7 cycloalkyl-C _1-6 alkyl-, (5-6 membered heteroaryl)-C _1-6 alkyl-, and (4-7 membered heterocycloalkyl)-C _1-6 alkyl-;

each R ^h9N2 and R ^i9N2 is independently selected from H, C _1-6 alkyl, C _1-6 haloalkyl, C _2-6 alkenyl, C _2-6 alkynyl, phenyl, C _3-7 cycloalkyl, 5-6 membered heteroaryl, 4-7 membered heterocycloalkyl, phenyl-C _1-6 alkyl-, C _3-7 cycloalkyl-C _1-6 alkyl-, (5-6 membered heteroaryl)-C _1-6 alkyl-, and (4-7 membered heterocycloalkyl)-C _1-6 alkyl-;

each R ^j9N2 and R ^k9N2 is independently selected from OH, C _1-6 alkoxy, and C _1-6 haloalkoxy; or any R ^j9N2 and R ^k9N2 attached to the same B atom, together with the B atom to which they are attached, form a 5- or 6-membered heterocycloalkyl group optionally substituted with 1, 2, 3, or 4 substituents independently selected from C _1-6 alkyl, C _1-6 haloalkyl, C _3-10 cycloalkyl, and 4-10 membered hetereocycloalkyl;

each R ⁹ is independently selected from H, D, halo, C _1-6 alkyl, C _1-6 haloalkyl, C _2-6 alkenyl, C _2-6 alkynyl, C _6-10 aryl, C _3-10 cycloalkyl, 5-10 membered heteroaryl, 4-10 membered heterocycloalkyl, C _6-10 aryl-C _1-6 alkyl-, C _3-10 cycloalkyl-C _1-6 alkyl-, (5-10 membered heteroaryl)- C _1-6 alkyl-, (4-10 membered heterocycloalkyl)-C ^a91

1 _-6 alkyl-, CN, NO ₂ , OR , SR ^a91 , NHOR ^a91 , C(O)R ^b91 , C(O)NR ^c91 R ^d91 , C(O)NR ^c91 (OR ^a91 ), C(O)OR ^a91 , OC(O)R ^b91 , OC(O)NR ^c91 R ^d91 , NR ^c91 R ^d91 , NR ^c91 NR ^c91 R ^d91 , NR ^c91 C(O)R ^b91 , NR ^c91 C(O)OR ^a91 , NR ^c91 C(O)NR ^c91 R ^d91 ,

C(=NR ^e91 )R ^b91 , C(=NOH)R ^b91 , C(=NCN)R ^b91 , C(=NR ^e91 )NR ^c91 R ^d91 , NR ^c91 C(=NR ^e91 )NR ^c91 R ^d91 , NR ^c91 C(=NOH)NR ^c91 R ^d91 , NR ^c91 C(=NCN)NR ^c91 R ^d91 , NR ^c91 C(=NR ^e91 )R ^b91 , NR ^c91 S(O)NR ^c91 R ^d91 , NR ^c91 S(O)R ^b91 , NR ^c91 S(O) ₂ R ^b91 , NR ^c91 S(O)(=NR ^e91 )R ^b91 , NR ^c91 S(O) ₂ NR ^c91 R ^d91 , S(O)R ^b91 , S(O)NR ^c91 R ^d91 , S(O) ₂ R ^b91 , S(O) ₂ NR ^c91 R ^d91 , S(O)(=NR ^e91 )R ^b91 , OS(O)(=NR ^e91 )R ^b91 , OS(O) ₂ R ^b91 , SF ₅ , P(O)R ^f91 R ^g91 , OP(O)(OR ^h91 )(OR ⁱ⁹¹ ), P(O)(OR ^h91 )(OR ⁱ⁹¹ ), and BR ^j91 R ^k91 , wherein the C _1-6 alkyl, C _2-6 alkenyl, C _2-6 alkynyl, C _6-10 aryl, C _3-10 cycloalkyl, 5-10 membered heteroaryl, 4-10 membered heterocycloalkyl, C _6-10 aryl-C _1-6 alkyl-, C _3-10 cycloalkyl-C _1-6 alkyl-, (5-10 membered heteroaryl)-C _1-6 alkyl-, and (4-10 membered heterocycloalkyl)-C _1-6 alkyl- of R ⁹ are each optionally substituted with 1, 2, 3, 4, 5, 6, 7, or 8 independently selected R ^9A substituents; or, alternatively, two R ⁹ groups together form an oxo group;

each R ^a91 , R ^b91 , R ^c91 , and R ^d91 is independently selected from H, C _1-6 alkyl, C _1-6 haloalkyl, C _2-6 alkenyl, C _2-6 alkynyl, C _6-10 aryl, C _3-10 cycloalkyl, 5-10 membered heteroaryl, 4-10 membered heterocycloalkyl, C _6-10 aryl-C _1-6 alkyl-, C _3-10 cycloalkyl-C _1-6 alkyl-, (5-10 membered heteroaryl)- C _1-6 alkyl-, and (4-10 membered heterocycloalkyl)-C _1-6 alkyl-, wherein the C _1-6 alkyl, C _2-6 alkenyl, C _2-6 alkynyl, C _6-10 aryl, C _3-10 cycloalkyl, 5-10 membered heteroaryl, 4-10 membered heterocycloalkyl, C _6-10 aryl-C _1-6 alkyl-, C _3-10 cycloalkyl-C _1-6 alkyl-, (5-10 membered heteroaryl)- C _1-6 alkyl-, and (4-10 membered heterocycloalkyl)-C _1-6 alkyl- of R ^a91 , R ^b91 , R ^c91 and R ^d91 are each optionally substituted with 1, 2, 3, 4, 5, 6, 7, or 8 independently selected R ^9A substituents; or, any R ^c91 and R ^d91 , attached to the same N atom, together with the N atom to which they are attached, form a 5-10 membered heteroaryl group or a 4-10 membered heterocycloalkyl group, wherein the 5-10 membered heteroaryl group or 4-10 membered heterocycloalkyl group is optionally substituted with 1, 2, 3, 4, 5, 6, 7, or 8 independently selected R ^9A substituents; each R ^e91 is independently selected from H, OH, CN, C _1-6 alkyl, C _1-6 alkoxy, C _1-6 haloalkyl, C _1-6 haloalkoxy, C _2-6 alkenyl, and C _2-6 alkynyl; each R ^f91 and R ^g91 is independently selected from H, C _1-6 alkyl, C _1-6 alkoxy, C _1-6 haloalkyl, C _1-6 haloalkoxy, C _2-6 alkenyl, C _2-6 alkynyl, C _6-10 aryl, C _3-10 cycloalkyl, 5-10 membered heteroaryl, 4-10 membered hetereocycloalkyl, C _6-10 aryl-C _1-6 alkyl-, C _3-10 cycloalkyl-C _1-6 alkyl-, (5-10 membered heteroaryl)-C _1-6 alkyl-, and (4-10 membered hetereocycloalkyl)-C _1-6 alkyl-; each R ^h91 and R ⁱ⁹¹ is independently selected from H, C _1-6 alkyl, C _1-6 haloalkyl, C _2-6 alkenyl, C _2-6 alkynyl, C _6-10 aryl, C _3-10 cycloalkyl, 5-10 membered heteroaryl, 4-10 membered hetereocycloalkyl, C _6-10 aryl-C _1-6 alkyl-, C _3-10 cycloalkyl-C _1-6 alkyl-, (5-10 membered heteroaryl)- C _1-6 alkyl-, and (4-10 membered hetereocycloalkyl)-C _1-6 alkyl-;

each R ^j91 and R ^k91 is independently selected from OH, C _1-6 alkoxy, and C _1-6 haloalkoxy; or any R ^j91 and R ^k91 attached to the same B atom, together with the B atom to which they are attached, form a 5- or 6-membered heterocycloalkyl group optionally substituted with 1, 2, 3, or 4 substituents independently selected from C _1-6 alkyl, C _1-6 haloalkyl, C _3-10 cycloalkyl, and 4-10 membered hetereocycloalkyl;

each R ^9A is selected from H, D, halo, C _1-6 alkyl, C _1-6 haloalkyl, C _2-6 alkenyl, C _2-6 alkynyl, phenyl, C _3-7 cycloalkyl, 5-6 membered heteroaryl, 4-7 membered heterocycloalkyl, phenyl-C _1-6 alkyl-, C _3-7 cycloalkyl-C _1-6 alkyl-, (5-6 membered heteroaryl)-C _1-6 alkyl-, (4-7 membered heterocycloalkyl)-C _1-6 alkyl-, CN, NO ₂ , OR ^a92 , SR ^a92 , NHOR ^a92 , C(O)R ^b92 , C(O)NR ^c92 R ^d92 , C(O)NR ^c92 (OR ^a92 ), C(O)OR ^a92 , OC(O)R ^b92 , OC(O)NR ^c92 R ^d92 , NR ^c92 R ^d92 , NR ^c92 NR ^c92 R ^d92 , NR ^c92 C(O)R ^b92 , NR ^c92 C(O)OR ^a92 , NR ^c92 C(O)NR ^c92 R ^d92 , C(=NR ^e92 )R ^b92 , C(=NOH)R ^b92 , C(=NCN)R ^b92 , C(=NR ^e92 )NR ^c92 R ^d92 , NR ^c92 C(=NR ^e92 )NR ^c92 R ^d92 , NR ^c92 C(=NOH)NR ^c92 R ^d92 , NR ^c92 C(=NCN)NR ^c92 R ^d92 , NR ^c92 C(=NR ^e92 )R ^b92 , NR ^c92 S(O)NR ^c92 R ^d92 , NR ^c92 S(O)R ^b92 , NR ^c92 S(O) ₂ R ^b92 , NR ^c92 S(O)(=NR ^e92 )R ^b92 , NR ^c92 S(O) ₂ NR ^c92 R ^d92 , S(O)R ^b92 , S(O)NR ^c92 R ^d92 , S(O) ₂ R ^b92 , S(O) ₂ NR ^c92 R ^d92 , S(O)(=NR ^e92 )R ^b92 , OS(O)(=NR ^e92 )R ^b92 , OS(O) ₂ R ^b92 , SF ₅ , P(O)R ^f92 R ^g92 , OP(O)(OR ^h92 )(OR ⁱ⁹² ), P(O)(OR ^h92 )(OR ⁱ⁹² ), and BR ^j92 R ^k92 , wherein the C _1-6 alkyl, C _2-6 alkenyl, C _2-6 alkynyl, phenyl, C _3-7 cycloalkyl, 5-6 membered heteroaryl, 4-7 membered heterocycloalkyl, phenyl-C _1-6 alkyl-, C _3-7 cycloalkyl-C _1-6 alkyl-, (5-6 membered heteroaryl)-C _1-6 alkyl-, and (4-7 membered heterocycloalkyl)-C _1-6 alkyl- of R ^9A are each optionally substituted with 1, 2, 3, or 4 independently selected R ^M substituents;

each R ^a92 , R ^b92 , R ^c92 , and R ^d92 is independently selected from H, C _1-6 alkyl, C _1-6 haloalkyl, C _2-6 alkenyl, C _2-6 alkynyl, phenyl, C _3-7 cycloalkyl, 5-6 membered heteroaryl, 4-7 membered heterocycloalkyl, phenyl-C _1-6 alkyl-, C _3-7 cycloalkyl-C _1-6 alkyl-, (5-6 membered heteroaryl)-C _1-6 alkyl-, and (4-7 membered heterocycloalkyl)-C _1-6 alkyl-, wherein the C _1-6 alkyl, C _2-6 alkenyl, C _2-6 alkynyl, phenyl, C _3-7 cycloalkyl, 5-6 membered heteroaryl, 4-7 membered heterocycloalkyl, phenyl-C _1-6 alkyl-, C _3-7 cycloalkyl-C _1-6 alkyl-, (5-6 membered heteroaryl)-C _1-6 alkyl-, and (4-7 membered heterocycloalkyl)-C _1-6 alkyl- of R ^a92 , R ^b92 , R ^c92 and R ^d92 are each optionally substituted with 1, 2, 3, or 4 independently selected R ^M substituents;

or, any R ^c92 and R ^d92 , attached to the same N atom, together with the N atom to which they are attached, form a 5-6 membered heteroaryl group or a 4-7 membered heterocycloalkyl group, wherein the 5-6 membered heteroaryl group or 4-7 membered heterocycloalkyl group is optionally substituted with 1, 2, 3, or 4 independently selected R ^M substituents;

each R ^e92 is independently selected from H, OH, CN, C _1-6 alkyl, C _1-6 alkoxy, C _1-6 haloalkyl, C _1-6 haloalkoxy, C _2-6 alkenyl, and C _2-6 alkynyl;

each R ^f92 and R ^g92 is independently selected from H, C _1-6 alkyl, C _1-6 alkoxy, C _1-6 haloalkyl, C _1-6 haloalkoxy, C _2-6 alkenyl, C _2-6 alkynyl, phenyl, C _3-7 cycloalkyl, 5-6 membered heteroaryl, 4-7 membered heterocycloalkyl, phenyl-C _1-6 alkyl-, C _3-7 cycloalkyl-C _1-6 alkyl-, (5-6 membered heteroaryl)-C _1-6 alkyl-, and (4-7 membered heterocycloalkyl)-C _1-6 alkyl-;

each R ^h92 and R ⁱ⁹² is independently selected from H, C _1-6 alkyl, C _1-6 haloalkyl, C _2-6 alkenyl, C _2-6 alkynyl, phenyl, C _3-7 cycloalkyl, 5-6 membered heteroaryl, 4-7 membered heterocycloalkyl, phenyl-C _1-6 alkyl-, C _3-7 cycloalkyl-C _1-6 alkyl-, (5-6 membered heteroaryl)-C _1-6 alkyl-, and (4-7 membered heterocycloalkyl)-C _1-6 alkyl-;

each R ^j92 and R ^k92 is independently selected from OH, C _1-6 alkoxy, and C _1-6 haloalkoxy; or any R ^j92 and R ^k92 attached to the same B atom, together with the B atom to which they are attached, form a 5- or 6-membered heterocycloalkyl group optionally substituted with 1, 2, 3, or 4 substituents independently selected from C _1-6 alkyl, C _1-6 haloalkyl, C _3-10 cycloalkyl, and 4-10 membered hetereocycloalkyl;

R ^10N is selected from H, C _1-6 alkyl, C _2-6 alkenyl, C _2-6 alkynyl, C _1-6 haloalkyl, C _6-10 aryl, C _{3- 10} cycloalkyl, 5-10 membered heteroaryl, 4-10 membered heterocycloalkyl, C _6-10 aryl-C _1-6 alkyl-, C _3-10 cycloalkyl-C _1-6 alkyl-, (5-10 membered heteroaryl)-C _1-6 alkyl-, (4-10 membered heterocycloalkyl)-C _1-6 alkyl-, C(O)R ^b10N , C(O)NR ^c10N R ^d10N , C(O)OR ^a10N , C(=NR ^e10N )R ^b10N , C(=NR ^e10N )NR ^c10N R ^d10N , C(=NCN)NR ^c10N R ^d10N , C(=NOR ^a10N )NR ^c10N , S(O) ₂ R ^b10N ,

S(O)(=NR ^c10N )R ^d10N , and S(O) ₂ NR ^c10N R ^d10N , wherein the C _1-6 alkyl, C _2-6 alkenyl, C _2-6 alkynyl, C _6-10 aryl, C _3-10 cycloalkyl, 5-10 membered heteroaryl, 4-10 membered heterocycloalkyl, C _6-10 aryl-C _1-6 alkyl-, C _3-10 cycloalkyl-C _1-6 alkyl-, (5-10 membered heteroaryl)-C _1-6 alkyl- and (4-10 membered heterocycloalkyl)-C _1-6 alkyl- of R ^10N are each optionally substituted with 1, 2, 3, 4, 5, 6, 7, or 8 independently selected R ^10NA substituents; each R ^a10N , R ^b10N , R ^c10N , and R ^d10N is independently selected from H, C _1-6 alkyl, C _1-6 haloalkyl, C _2-6 alkenyl, C _2-6 alkynyl, C _6-10 aryl, C _3-10 cycloalkyl, 5-10 membered heteroaryl, 4-10 membered heterocycloalkyl, C _6-10 aryl-C _1-6 alkyl-, C _3-10 cycloalkyl-C _1-6 alkyl-, (5-10 membered heteroaryl)-C _1-6 alkyl-, and (4-10 membered heterocycloalkyl)-C _1-6 alkyl-, wherein the C _1-6 alkyl, C _2-6 alkenyl, C _2-6 alkynyl, C _6-10 aryl, C _3-10 cycloalkyl, 5-10 membered heteroaryl, 4-10 membered heterocycloalkyl, C _6-10 aryl-C _1-6 alkyl-, C _3-10 cycloalkyl-C _1-6 alkyl-, (5-10 membered heteroaryl)- C _1-6 alkyl-, and (4-10 membered heterocycloalkyl)-C _1-6 alkyl- of R ^a10N , R ^b10N , R ^c10N , and R ^d10N are each optionally substituted with 1, 2, 3, 4, 5, 6, 7, or 8 independently selected R ^10NA substituents; or, any R ^c10N and R ^d10N , attached to the same N atom, together with the N atom to which they are attached, form a 5-10 membered heteroaryl group or a 4-10 membered heterocycloalkyl group, wherein the 5-10 membered heteroaryl group or 4-10 membered heterocycloalkyl group is optionally substituted with 1, 2, 3, 4, 5, 6, 7, or 8 independently selected R ^10NA substituents; each R ^e10N is independently selected from H, OH, CN, C _1-6 alkyl, C _1-6 alkoxy, C _1-6 haloalkyl, C _1-6 haloalkoxy, C _2-6 alkenyl, and C _2-6 alkynyl;

each R ^10NA is selected from H, D, halo, C _1-6 alkyl, C _1-6 haloalkyl, C _2-6 alkenyl, C _2-6 alkynyl, phenyl, C _3-7 cycloalkyl, 5-6 membered heteroaryl, 4-7 membered heterocycloalkyl, phenyl-C _1-6 alkyl-, C _3-7 cycloalkyl-C _1-6 alkyl-, (5-6 membered heteroaryl)-C _1-6 alkyl-, (4-7 membered heterocycloalkyl)-C _1-6 alkyl-, CN, NO ²

2, OR ^a10N , SR ^a10N2 , NHOR ^a10N2 , C(O)R ^b10N2 , C(O)NR ^c10N2 R ^d10N2 , C(O)NR ^c10N2 (OR ^a10N2 ), C(O)OR ^a10N2 , OC(O)R ^b10N2 , OC(O)NR ^c10N2 R ^d10N2 , NR ^c10N2 R ^d10N2 , NR ^c10N2 NR ^c10N2 R ^d10N2 , NR ^c10N2 C(O)R ^b10N2 , NR ^c10N2 C(O)OR ^a10N2 ,

NR ^c10N2 C(O)NR ^c10N2 R ^d10N2 , C(=NR ^e10N2 )R ^b10N2 , C(=NOH)R ^b10N2 , C(=NCN)R ^b10N2 ,

C(=NR ^e10N2 )NR ^c10N2 R ^d10N2 , NR ^c10N2 C(=NR ^e10N2 )NR ^c10N2 R ^d10N2 , NR ^c10N2 C(=NOH)NR ^c10N2 R ^d10N2 , NR ^c10N2 C(=NCN)NR ^c10N2 R ^d10N2 , NR ^c10N2 C(=NR ^e10N2 )R ^b10N2 , NR ^c10N2 S(O)NR ^c10N2 R ^d10N2 , NR ^c10N2 S(O)R ^b10N2 , NR ^c10N2 S(O) ₂ R ^b10N2 , NR ^c10N2 S(O)(=NR ^e10N2 )R ^b10N2 ,

NR ^c10N2 S(O) ₂ NR ^c10N2 R ^d10N2 , S(O)R ^b10N2 , S(O)NR ^c10N2 R ^d10N2 , S(O) ₂ R ^b10N2 , S(O) ₂ NR ^c10N2 R ^d10N2 , S(O)(=NR ^e10N2 )R ^b10N2 , OS(O)(=NR ^e10N2 )R ^b10N2 , OS(O) ₂ R ^b10N2 , SF ₅ , P(O)R ^f10N2 R ^g10N2 , OP(O)(OR ^h10N2 )(OR ^i10N2 ), P(O)(OR ^h10N2 )(OR ^i10N2 ), and BR ^j10N2 R ^k10N2 , wherein the C _1-6 alkyl, C _2-6 alkenyl, C _2-6 alkynyl, phenyl, C _3-7 cycloalkyl, 5-6 membered heteroaryl, 4-7 membered heterocycloalkyl, phenyl-C _1-6 alkyl-, C _3-7 cycloalkyl-C _1-6 alkyl-, (5-6 membered heteroaryl)-C _1-6 alkyl-, and (4-7 membered heterocycloalkyl)-C _1-6 alkyl- of R ^10NA are each optionally substituted with 1, 2, 3, or 4 independently selected R ^M substituents;

each R ^a10N2 , R ^b10N2 , R ^c10N2 , and R ^d10N2 is independently selected from H, C _1-6 alkyl, C _1-6 haloalkyl, C _2-6 alkenyl, C _2-6 alkynyl, phenyl, C _3-7 cycloalkyl, 5-6 membered heteroaryl, 4-7 membered heterocycloalkyl, phenyl-C _1-6 alkyl-, C _3-7 cycloalkyl-C _1-6 alkyl-, (5-6 membered heteroaryl)-C _1-6 alkyl-, and (4-7 membered heterocycloalkyl)-C _1-6 alkyl-, wherein the C _1-6 alkyl, C _2-6 alkenyl, C _2-6 alkynyl, phenyl, C _3-7 cycloalkyl, 5-6 membered heteroaryl, 4-7 membered heterocycloalkyl, phenyl-C _1-6 alkyl-, C _3-7 cycloalkyl-C _1-6 alkyl-, (5-6 membered heteroaryl)-C _1-6 alkyl-, and (4-7 membered heterocycloalkyl)-C ^10N2

1 _-6 alkyl- of R ^a10N2 , R ^b , R ^c10N2 and R ^d10N2 are each optionally substituted with 1, 2, 3, or 4 independently selected R ^M substituents;

or, any R ^c10N2 and R ^d10N2 , attached to the same N atom, together with the N atom to which they are attached, form a 5-6 membered heteroaryl group or a 4-7 membered heterocycloalkyl group, wherein the 5-6 membered heteroaryl group or 4-7 membered heterocycloalkyl group is optionally substituted with 1, 2, 3, or 4 independently selected R ^M substituents;

each R ^e10N2 is independently selected from H, OH, CN, C _1-6 alkyl, C _1-6 alkoxy, C _1-6 haloalkyl, C _1-6 haloalkoxy, C _2-6 alkenyl, and C _2-6 alkynyl;

each R ^f10N2 and R ^g10N2 is independently selected from H, C _1-6 alkyl, C _1-6 alkoxy, C _1-6 haloalkyl, C _1-6 haloalkoxy, C _2-6 alkenyl, C _2-6 alkynyl, phenyl, C _3-7 cycloalkyl, 5-6 membered heteroaryl, 4-7 membered heterocycloalkyl, phenyl-C _1-6 alkyl-, C _3-7 cycloalkyl-C _1-6 alkyl-, (5-6 membered heteroaryl)-C _1-6 alkyl-, and (4-7 membered heterocycloalkyl)-C _1-6 alkyl-;

each R ^h10N2 and R ^i10N2 is independently selected from H, C _1-6 alkyl, C _1-6 haloalkyl, C _2-6 alkenyl, C _2-6 alkynyl, phenyl, C _3-7 cycloalkyl, 5-6 membered heteroaryl, 4-7 membered heterocycloalkyl, phenyl-C _1-6 alkyl-, C _3-7 cycloalkyl-C _1-6 alkyl-, (5-6 membered heteroaryl)-C _1-6 alkyl-, and (4-7 membered heterocycloalkyl)-C _1-6 alkyl-;

each R ^j10N2 and R ^k10N2 is independently selected from OH, C _1-6 alkoxy, and C _1-6 haloalkoxy;

or any R ^j10N2 and R ^k10N2 attached to the same B atom, together with the B atom to which they are attached, form a 5- or 6-membered heterocycloalkyl group optionally substituted with 1, 2, 3, or 4 substituents independently selected from C _1-6 alkyl, C _1-6 haloalkyl, C _3-10 cycloalkyl, and 4-10 membered hetereocycloalkyl;

each R ¹⁰ is independently selected from H, D, halo, C _1-6 alkyl, C _1-6 haloalkyl, C _2-6 alkenyl, C _2-6 alkynyl, C _6-10 aryl, C _3-10 cycloalkyl, 5-10 membered heteroaryl, 4-10 membered heterocycloalkyl, C _6-10 aryl-C _1-6 alkyl-, C _3-10 cycloalkyl-C _1-6 alkyl-, (5-10 membered heteroaryl)- C ⁰¹

1 _-6 alkyl-, (4-10 membered heterocycloalkyl)-C _1-6 alkyl-, CN, NO ₂ , OR ^a1 , SR ^a101 , NHOR ^a101 , C(O)R ^b101 , C(O)NR ^c101 R ^d101 , C(O)NR ^c101 (OR ^a101 ), C(O)OR ^a101 , OC(O)R ^b101 , OC(O)NR ^c101 R ^d101 , NR ^c101 R ^d101 , NR ^c101 NR ^c101 R ^d101 , NR ^c101 C(O)R ^b101 , NR ^c101 C(O)OR ^a101 , NR ^c101 C(O)NR ^c101 R ^d101 , C(=NR ^e101 )R ^b101 , C(=NOH)R ^b101 , C(=NCN)R ^b101 , C(=NR ^e101 )NR ^c101 R ^d101 , NR ^c101 C(=NR ^e101 )NR ^c101 R ^d101 , NR ^c101 C(=NOH)NR ^c101 R ^d101 , NR ^c101 C(=NCN)NR ^c101 R ^d101 , NR ^c101 C(=NR ^e101 )R ^b101 , NR ^c101 S(O)NR ^c101 R ^d101 , NR ^c101 S(O)R ^b101 , NR ^c101 S(O) ₂ R ^b101 , NR ^c101 S(O)(=NR ^e101 )R ^b101 , NR ^c101 S(O) ₂ NR ^c101 R ^d101 , S(O)R ^b101 , S(O)NR ^c101 R ^d101 , S(O) ₂ R ^b101 , S(O) ₂ NR ^c101 R ^d101 , S(O)(=NR ^e101 )R ^b101 , OS(O)(=NR ^e101 )R ^b101 , OS(O) ₂ R ^b101 , SF ₅ , P(O)R ^f101 R ^g101 , OP(O)(OR ^h101 )(OR ⁱ¹⁰¹ ), P(O)(OR ^h101 )(OR ⁱ¹⁰¹ ), and BR ^j101 R ^k101 , wherein the C _1-6 alkyl, C _2-6 alkenyl, C _2-6 alkynyl, C _6-10 aryl, C _3-10 cycloalkyl, 5-10 membered heteroaryl, 4-10 membered heterocycloalkyl, C _6-10 aryl-C _1-6 alkyl-, C _3-10 cycloalkyl-C _1-6 alkyl-, (5-10 membered heteroaryl)- C _1-6 alkyl-, and (4-10 membered heterocycloalkyl)-C _1-6 alkyl- of R ¹⁰ are each optionally substituted with 1, 2, 3, 4, 5, 6, 7, or 8 independently selected R ^10A substituents;

each R ^a101 , R ^b101 , R ^c101 , and R ^d101 is independently selected from H, C _1-6 alkyl, C _1-6 haloalkyl, C _2-6 alkenyl, C _2-6 alkynyl, C _6-10 aryl, C _3-10 cycloalkyl, 5-10 membered heteroaryl, 4-10 membered heterocycloalkyl, C _6-10 aryl-C _1-6 alkyl-, C _3-10 cycloalkyl-C _1-6 alkyl-, (5-10 membered heteroaryl)-C _1-6 alkyl-, and (4-10 membered heterocycloalkyl)-C _1-6 alkyl-, wherein the C _1-6 alkyl, C _2-6 alkenyl, C _2-6 alkynyl, C _6-10 aryl, C _3-10 cycloalkyl, 5-10 membered heteroaryl, 4-10 membered heterocycloalkyl, C _6-10 aryl-C _1-6 alkyl-, C _3-10 cycloalkyl-C _1-6 alkyl-, (5-10 membered heteroaryl)- C _1-6 alkyl-, and (4-10 membered heterocycloalkyl)-C _1-6 alkyl- of R ^a101 , R ^b101 , R ^c101 and R ^d101 are each optionally substituted with 1, 2, 3, 4, 5, 6, 7, or 8 independently selected R ^10A substituents; or, any R ^c101 and R ^d101 , attached to the same N atom, together with the N atom to which they are attached, form a 5-10 membered heteroaryl group or a 4-10 membered heterocycloalkyl group, wherein the 5-10 membered heteroaryl group or 4-10 membered heterocycloalkyl group is optionally substituted with 1, 2, 3, 4, 5, 6, 7, or 8 independently selected R ^10A substituents; each R ^e101 is independently selected from H, OH, CN, C _1-6 alkyl, C _1-6 alkoxy, C _1-6 haloalkyl, C _1-6 haloalkoxy, C _2-6 alkenyl, and C _2-6 alkynyl;

each R ^f101 and R ^g101 is independently selected from H, C _1-6 alkyl, C _1-6 alkoxy, C _1-6 haloalkyl, C _1-6 haloalkoxy, C _2-6 alkenyl, C _2-6 alkynyl, C _6-10 aryl, C _3-10 cycloalkyl, 5-10 membered heteroaryl, 4-10 membered hetereocycloalkyl, C _6-10 aryl-C _1-6 alkyl-, C _3-10 cycloalkyl-C _1-6 alkyl-, (5-10 membered heteroaryl)-C _1-6 alkyl-, and (4-10 membered hetereocycloalkyl)-C _1-6 alkyl-; each R ^h101 and R ⁱ¹⁰¹ is independently selected from H, C _1-6 alkyl, C _1-6 haloalkyl, C _2-6 alkenyl, C _2-6 alkynyl, C _6-10 aryl, C _3-10 cycloalkyl, 5-10 membered heteroaryl, 4-10 membered hetereocycloalkyl, C _6-10 aryl-C _1-6 alkyl-, C _3-10 cycloalkyl-C _1-6 alkyl-, (5-10 membered heteroaryl)- C _1-6 alkyl-, and (4-10 membered hetereocycloalkyl)-C _1-6 alkyl-;

each R ^j101 and R ^k101 is independently selected from OH, C _1-6 alkoxy, and C _1-6 haloalkoxy; or any R ^j101 and R ^k101 attached to the same B atom, together with the B atom to which they are attached, form a 5- or 6-membered heterocycloalkyl group optionally substituted with 1, 2, 3, or 4 substituents independently selected from C _1-6 alkyl, C _1-6 haloalkyl, C _3-10 cycloalkyl, and 4-10 membered hetereocycloalkyl;

each R ^10A is selected from H, D, halo, C _1-6 alkyl, C _1-6 haloalkyl, C _2-6 alkenyl, C _2-6 alkynyl, phenyl, C _3-7 cycloalkyl, 5-6 membered heteroaryl, 4-7 membered heterocycloalkyl, phenyl-C _1-6 alkyl-, C _3-7 cycloalkyl-C _1-6 alkyl-, (5-6 membered heteroaryl)-C _1-6 alkyl-, (4-7 membered heterocycloalkyl)-C _1-6 alkyl-, CN, NO ₂ , OR ^a102 , SR ^a102 , NHOR ^a102 , C(O)R ^b102 , C(O)NR ^c102 R ^d102 , C(O)NR ^c102 (OR ^a102 ), C(O)OR ^a102 , OC(O)R ^b102 , OC(O)NR ^c102 R ^d102 , NR ^c102 R ^d102 , NR ^c102 NR ^c102 R ^d102 , NR ^c102 C(O)R ^b102 , NR ^c102 C(O)OR ^a102 , NR ^c102 C(O)NR ^c102 R ^d102 , C(=NR ^e102 )R ^b102 , C(=NOH)R ^b102 , C(=NCN)R ^b102 , C(=NR ^e102 )NR ^c102 R ^d102 , NR ^c102 C(=NR ^e102 )NR ^c102 R ^d102 ,

NR ^c102 C(=NOH)NR ^c102 R ^d102 , NR ^c102 C(=NCN)NR ^c102 R ^d102 , NR ^c102 C(=NR ^e102 )R ^b102 ,

NR ^c102 S(O)NR ^c102 R ^d102 , NR ^c102 S(O)R ^b102 , NR ^c102 S(O) ₂ R ^b102 , NR ^c102 S(O)(=NR ^e102 )R ^b102 , NR ^c102 S(O) ₂ NR ^c102 R ^d102 , S(O)R ^b102 , S(O)NR ^c102 R ^d102 , S(O) ₂ R ^b102 , S(O) ₂ NR ^c102 R ^d102 ,

S(O)(=NR ^e102 )R ^b102 , OS(O)(=NR ^e102 )R ^b102 , OS(O) ₂ R ^b102 , SF ₅ , P(O)R ^f102 R ^g102 ,

OP(O)(OR ^h102 )(OR ⁱ¹⁰² ), P(O)(OR ^h102 )(OR ⁱ¹⁰² ), and BR ^j102 R ^k102 , wherein the C _1-6 alkyl, C _2-6 alkenyl, C _2-6 alkynyl, phenyl, C _3-7 cycloalkyl, 5-6 membered heteroaryl, 4-7 membered heterocycloalkyl, phenyl-C _1-6 alkyl-, C _3-7 cycloalkyl-C _1-6 alkyl-, (5-6 membered heteroaryl)-C _1-6 alkyl-, and (4-7 membered heterocycloalkyl)-C _1-6 alkyl- of R ^10A are each optionally substituted with 1, 2, 3, or 4 independently selected R ^M substituents;

each R ^a102 , R ^b102 , R ^c102 , and R ^d102 is independently selected from H, C _1-6 alkyl, C _1-6 haloalkyl, C _2-6 alkenyl, C _2-6 alkynyl, phenyl, C _3-7 cycloalkyl, 5-6 membered heteroaryl, 4-7 membered heterocycloalkyl, phenyl-C _1-6 alkyl-, C _3-7 cycloalkyl-C _1-6 alkyl-, (5-6 membered heteroaryl)-C _1-6 alkyl-, and (4-7 membered heterocycloalkyl)-C _1-6 alkyl-, wherein the C _1-6 alkyl, C _2-6 alkenyl, C _2-6 alkynyl, phenyl, C _3-7 cycloalkyl, 5-6 membered heteroaryl, 4-7 membered heterocycloalkyl, phenyl-C _1-6 alkyl-, C _3-7 cycloalkyl-C _1-6 alkyl-, (5-6 membered heteroaryl)-C _1-6 alkyl-, and (4-7 membered heterocycloalkyl)-C _1-6 alkyl- of R ^a102 , R ^b102 , R ^c102 and R ^d102 are each optionally substituted with 1, 2, 3, or 4 independently selected R ^M substituents;

or, any R ^c102 and R ^d102 , attached to the same N atom, together with the N atom to which they are attached, form a 5-6 membered heteroaryl group or a 4-7 membered heterocycloalkyl group, wherein the 5-6 membered heteroaryl group or 4-7 membered heterocycloalkyl group is optionally substituted with 1, 2, 3, or 4 independently selected R ^M substituents; each R ^e102 is independently selected from H, OH, CN, C _1-6 alkyl, C _1-6 alkoxy, C _1-6 haloalkyl, C _1-6 haloalkoxy, C _2-6 alkenyl, and C _2-6 alkynyl;

each R ^f102 and R ^g102 is independently selected from H, C _1-6 alkyl, C _1-6 alkoxy, C _1-6 haloalkyl, C _1-6 haloalkoxy, C _2-6 alkenyl, C _2-6 alkynyl, phenyl, C _3-7 cycloalkyl, 5-6 membered heteroaryl, 4-7 membered heterocycloalkyl, phenyl-C _1-6 alkyl-, C _3-7 cycloalkyl-C _1-6 alkyl-, (5-6 membered heteroaryl)-C _1-6 alkyl-, and (4-7 membered heterocycloalkyl)-C _1-6 alkyl-;

each R ^h102 and R ⁱ¹⁰² is independently selected from H, C _1-6 alkyl, C _1-6 haloalkyl, C _2-6 alkenyl, C _2-6 alkynyl, phenyl, C _3-7 cycloalkyl, 5-6 membered heteroaryl, 4-7 membered heterocycloalkyl, phenyl-C _1-6 alkyl-, C _3-7 cycloalkyl-C _1-6 alkyl-, (5-6 membered heteroaryl)-C _1-6 alkyl-, and (4-7 membered heterocycloalkyl)-C _1-6 alkyl-;

each R ^j102 and R ^k102 is independently selected from OH, C _1-6 alkoxy, and C _1-6 haloalkoxy; or any R ^j102 and R ^k102 attached to the same B atom, together with the B atom to which they are attached, form a 5- or 6-membered heterocycloalkyl group optionally substituted with 1, 2, 3, or 4 substituents independently selected from C _1-6 alkyl, C _1-6 haloalkyl, C _3-10 cycloalkyl, and 4-10 membered hetereocycloalkyl;

R ^11N is selected from H, C _1-6 alkyl, C _2-6 alkenyl, C _2-6 alkynyl, C _1-6 haloalkyl, C _6-10 aryl, C _{3- 10} cycloalkyl, 5-10 membered heteroaryl, 4-10 membered heterocycloalkyl, C _6-10 aryl-C _1-6 alkyl-, C _3-10 cycloalkyl-C _1-6 alkyl-, (5-10 membered heteroaryl)-C _1-6 alkyl-, (4-10 membered heterocycloalkyl)-C _1-6 alkyl-, C(O)R ^b11N , C(O)NR ^c11N R ^d11N , C(O)OR ^a11N , C(=NR ^e11N )R ^b11N , C(=NR ^e11N )NR ^c11N R ^d11N , C(=NCN)NR ^c11N R ^d11N , C(=NOR ^a11N )NR ^c11N , S(O) ₂ R ^b11N ,

S(O)(=NR ^c11N )R ^d11N , and S(O) ₂ NR ^c11N R ^d11N , wherein the C _1-6 alkyl, C _2-6 alkenyl, C _2-6 alkynyl, C _6-10 aryl, C _3-10 cycloalkyl, 5-10 membered heteroaryl, 4-10 membered heterocycloalkyl, C _6-10 aryl-C _1-6 alkyl-, C _3-10 cycloalkyl-C _1-6 alkyl-, (5-10 membered heteroaryl)-C _1-6 alkyl- and (4-10 membered heterocycloalkyl)-C _1-6 alkyl- of R ^11N are each optionally substituted with 1, 2, 3, 4, 5, 6, 7, or 8 independently selected R ^11NA substituents;

each R ^a11N , R ^b11N , R ^c11N , and R ^d11N is independently selected from H, C _1-6 alkyl, C _1-6 haloalkyl, C _2-6 alkenyl, C _2-6 alkynyl, C _6-10 aryl, C _3-10 cycloalkyl, 5-10 membered heteroaryl, 4-10 membered heterocycloalkyl, C _6-10 aryl-C _1-6 alkyl-, C _3-10 cycloalkyl-C _1-6 alkyl-, (5-10 membered heteroaryl)-C _1-6 alkyl-, and (4-10 membered heterocycloalkyl)-C _1-6 alkyl-, wherein the C _1-6 alkyl, C _2-6 alkenyl, C _2-6 alkynyl, C _6-10 aryl, C _3-10 cycloalkyl, 5-10 membered heteroaryl, 4-10 membered heterocycloalkyl, C _6-10 aryl-C _1-6 alkyl-, C _3-10 cycloalkyl-C _1-6 alkyl-, (5-10 membered heteroaryl)- C _1-6 alkyl-, and (4-10 membered heterocycloalkyl)-C _1-6 alkyl- of R ^a11N , R ^b11N , R ^c11N , and R ^d11N are each optionally substituted with 1, 2, 3, 4, 5, 6, 7, or 8 independently selected R ^11NA substituents; or, any R ^c11N and R ^d11N , attached to the same N atom, together with the N atom to which they are attached, form a 5-10 membered heteroaryl group or a 4-10 membered heterocycloalkyl group, wherein the 5-10 membered heteroaryl group or 4-10 membered heterocycloalkyl group is optionally substituted with 1, 2, 3, 4, 5, 6, 7, or 8 independently selected R ^11NA substituents; each R ^e11N is independently selected from H, OH, CN, C _1-6 alkyl, C _1-6 alkoxy, C _1-6 haloalkyl, C _1-6 haloalkoxy, C _2-6 alkenyl, and C _2-6 alkynyl;

each R ^11NA is selected from H, D, halo, C _1-6 alkyl, C _1-6 haloalkyl, C _2-6 alkenyl, C _2-6 alkynyl, phenyl, C _3-7 cycloalkyl, 5-6 membered heteroaryl, 4-7 membered heterocycloalkyl, phenyl-C _1-6 alkyl-, C _3-7 cycloalkyl-C _1-6 alkyl-, (5-6 membered heteroaryl)-C _1-6 alkyl-, (4-7 membered heterocycloalkyl)-C _1-6 alkyl-, CN, NO ₂ , OR ^a11N2 , SR ^a11N2 , NHOR ^a11N2 , C(O)R ^b11N2 , C(O)NR ^c11N2 R ^d11N2 , C(O)NR ^c11N2 (OR ^a11N2 ), C(O)OR ^a11N2 , OC(O)R ^b11N2 , OC(O)NR ^c11N2 R ^d11N2 , NR ^c11N2 R ^d11N2 , NR ^c11N2 NR ^c11N2 R ^d11N2 , NR ^c11N2 C(O)R ^b11N2 , NR ^c11N2 C(O)OR ^a11N2 ,

NR ^c11N2 C(O)NR ^c11N2 R ^d11N2 , C(=NR ^e11N2 )R ^b11N2 , C(=NOH)R ^b11N2 , C(=NCN)R ^b11N2 ,

C(=NR ^e11N2 )NR ^c11N2 R ^d11N2 , NR ^c11N2 C(=NR ^e11N2 )NR ^c11N2 R ^d11N2 , NR ^c11N2 C(=NOH)NR ^c11N2 R ^d11N2 , NR ^c11N2 C(=NCN)NR ^c11N2 R ^d11N2 , NR ^c11N2 C(=NR ^e11N2 )R ^b11N2 , NR ^c11N2 S(O)NR ^c11N2 R ^d11N2 , NR ^c11N2 S(O)R ^b11N2 , NR ^c11N2 S(O) ₂ R ^b11N2 , NR ^c11N2 S(O)(=NR ^e11N2 )R ^b11N2 ,

NR ^c11N2 S(O) ₂ NR ^c11N2 R ^d11N2 , S(O)R ^b11N2 , S(O)NR ^c11N2 R ^d11N2 , S(O) ₂ R ^b11N2 , S(O) ₂ NR ^c11N2 R ^d11N2 , S(O)(=NR ^e11N2 )R ^b11N2 , OS(O)(=NR ^e11N2 )R ^b11N2 , OS(O) ₂ R ^b11N2 , SF ₅ , P(O)R ^f11N2 R ^g11N2 , OP(O)(OR ^h11N2 )(OR ^i11N2 ), P(O)(OR ^h11N2 )(OR ^i11N2 ), and BR ^j11N2 R ^k11N2 , wherein the C _1-6 alkyl, C _2-6 alkenyl, C _2-6 alkynyl, phenyl, C _3-7 cycloalkyl, 5-6 membered heteroaryl, 4-7 membered heterocycloalkyl, phenyl-C _1-6 alkyl-, C _3-7 cycloalkyl-C _1-6 alkyl-, (5-6 membered heteroaryl)-C _1-6 alkyl-, and (4-7 membered heterocycloalkyl)-C _1-6 alkyl- of R ^11NA are each optionally substituted with 1, 2, 3, or 4 independently selected R ^M substituents;

each R ^a11N2 , R ^b11N2 , R ^c11N2 , and R ^d11N2 is independently selected from H, C _1-6 alkyl, C _1-6 haloalkyl, C _2-6 alkenyl, C _2-6 alkynyl, phenyl, C _3-7 cycloalkyl, 5-6 membered heteroaryl, 4-7 membered heterocycloalkyl, phenyl-C _1-6 alkyl-, C _3-7 cycloalkyl-C _1-6 alkyl-, (5-6 membered heteroaryl)-C _1-6 alkyl-, and (4-7 membered heterocycloalkyl)-C _1-6 alkyl-, wherein the C _1-6 alkyl, C _2-6 alkenyl, C _2-6 alkynyl, phenyl, C _3-7 cycloalkyl, 5-6 membered heteroaryl, 4-7 membered heterocycloalkyl, phenyl-C _1-6 alkyl-, C _3-7 cycloalkyl-C _1-6 alkyl-, (5-6 membered heteroaryl)-C _1-6 alkyl-, and (4-7 membered heterocycloalkyl)-C _1-6 alkyl- of R ^a11N2 , R ^b11N2 , R ^c11N2 and R ^d11N2 are each optionally substituted with 1, 2, 3, or 4 independently selected R ^M substituents;

or, any R ^c11N2 and R ^d11N2 , attached to the same N atom, together with the N atom to which they are attached, form a 5-6 membered heteroaryl group or a 4-7 membered heterocycloalkyl group, wherein the 5-6 membered heteroaryl group or 4-7 membered heterocycloalkyl group is optionally substituted with 1, 2, 3, or 4 independently selected R ^M substituents;

each R ^e11N2 is independently selected from H, OH, CN, C _1-6 alkyl, C _1-6 alkoxy, C _1-6 haloalkyl, C _1-6 haloalkoxy, C _2-6 alkenyl, and C _2-6 alkynyl;

each R ^f11N2 and R ^g11N2 is independently selected from H, C _1-6 alkyl, C _1-6 alkoxy, C _1-6 haloalkyl, C _1-6 haloalkoxy, C _2-6 alkenyl, C _2-6 alkynyl, phenyl, C _3-7 cycloalkyl, 5-6 membered heteroaryl, 4-7 membered heterocycloalkyl, phenyl-C _1-6 alkyl-, C _3-7 cycloalkyl-C _1-6 alkyl-, (5-6 membered heteroaryl)-C _1-6 alkyl-, and (4-7 membered heterocycloalkyl)-C _1-6 alkyl-;

each R ^h11N2 and R ^i11N2 is independently selected from H, C _1-6 alkyl, C _1-6 haloalkyl, C _2-6 alkenyl, C _2-6 alkynyl, phenyl, C _3-7 cycloalkyl, 5-6 membered heteroaryl, 4-7 membered heterocycloalkyl, phenyl-C _1-6 alkyl-, C _3-7 cycloalkyl-C _1-6 alkyl-, (5-6 membered heteroaryl)-C _1-6 alkyl-, and (4-7 membered heterocycloalkyl)-C _1-6 alkyl-;

each R ^j11N2 and R ^k11N2 is independently selected from OH, C _1-6 alkoxy, and C _1-6 haloalkoxy;

or any R ^j11N2 and R ^k11N2 attached to the same B atom, together with the B atom to which they are attached, form a 5- or 6-membered heterocycloalkyl group optionally substituted with 1, 2, 3, or 4 substituents independently selected from C _1-6 alkyl, C _1-6 haloalkyl, C _3-10 cycloalkyl, and 4-10 membered hetereocycloalkyl;

each R ¹¹ is independently selected from H, D, halo, C _1-6 alkyl, C _1-6 haloalkyl, C _2-6 alkenyl, C _2-6 alkynyl, C _6-10 aryl, C _3-10 cycloalkyl, 5-10 membered heteroaryl, 4-10 membered heterocycloalkyl, C _6-10 aryl-C _1-6 alkyl-, C _3-10 cycloalkyl-C _1-6 alkyl-, (5-10 membered heteroaryl)- C _1-6 alkyl-, (4-10 membered heterocycloalkyl)-C ¹¹

1 _-6 alkyl-, CN, NO ₂ , OR ^a1 , SR ^a111 , NHOR ^a111 , C(O)R ^b111 , C(O)NR ^c111 R ^d111 , C(O)NR ^c111 (OR ^a111 ), C(O)OR ^a111 , OC(O)R ^b111 , OC(O)NR ^c111 R ^d111 , NR ^c111 R ^d111 , NR ^c111 NR ^c111 R ^d111 , NR ^c111 C(O)R ^b111 , NR ^c111 C(O)OR ^a111 , NR ^c111 C(O)NR ^c111 R ^d111 , C(=NR ^e111 )R ^b111 , C(=NOH)R ^b111 , C(=NCN)R ^b111 , C(=NR ^e111 )NR ^c111 R ^d111 ,

NR ^c111 C(=NR ^e111 )NR ^c111 R ^d111 , NR ^c111 C(=NOH)NR ^c111 R ^d111 , NR ^c111 C(=NCN)NR ^c111 R ^d111 , NR ^c111 C(=NR ^e111 )R ^b111 , NR ^c111 S(O)NR ^c111 R ^d111 , NR ^c111 S(O)R ^b111 , NR ^c111 S(O) ¹¹

2R ^b1 , NR ^c111 S(O)(=NR ^e111 )R ^b111 , NR ^c111 S(O) ^c111

2NR R ^d111 , S(O)R ^b111 , S(O)NR ^c111 R ^d111 , S(O) ₂ R ^b111 , S(O) ₂ NR ^c111 R ^d111 , S(O)(=NR ^e111 )R ^b111 , OS(O)(=NR ^e111 )R ^b111 , OS(O) ¹¹¹

2R ^b , SF ₅ , P(O)R ^f111 R ^g111 , OP(O)(OR ^h111 )(OR ⁱ¹¹¹ ), P(O)(OR ^h111 )(OR ⁱ¹¹¹ ), and BR ^j111 R ^k111 , wherein the C _1-6 alkyl, C _2-6 alkenyl, C _2-6 alkynyl, C _6-10 aryl, C _3-10 cycloalkyl, 5-10 membered heteroaryl, 4-10 membered heterocycloalkyl, C _6-10 aryl-C _1-6 alkyl-, C _3-10 cycloalkyl-C _1-6 alkyl-, (5-10 membered heteroaryl)- C _1-6 alkyl-, and (4-10 membered heterocycloalkyl)-C _1-6 alkyl- of R ¹¹ are each optionally substituted with 1, 2, 3, 4, 5, 6, 7, or 8 independently selected R ^11A substituents;

each R ^a111 , R ^b111 , R ^c111 , and R ^d111 is independently selected from H, C _1-6 alkyl, C _1-6 haloalkyl, C _2-6 alkenyl, C _2-6 alkynyl, C _6-10 aryl, C _3-10 cycloalkyl, 5-10 membered heteroaryl, 4-10 membered heterocycloalkyl, C _6-10 aryl-C _1-6 alkyl-, C _3-10 cycloalkyl-C _1-6 alkyl-, (5-10 membered heteroaryl)-C _1-6 alkyl-, and (4-10 membered heterocycloalkyl)-C _1-6 alkyl-, wherein the C _1-6 alkyl, C _2-6 alkenyl, C _2-6 alkynyl, C _6-10 aryl, C _3-10 cycloalkyl, 5-10 membered heteroaryl, 4-10 membered heterocycloalkyl, C _6-10 aryl-C _1-6 alkyl-, C _3-10 cycloalkyl-C _1-6 alkyl-, (5-10 membered heteroaryl)- C _1-6 alkyl-, and (4-10 membered heterocycloalkyl)-C _1-6 alkyl- of R ^a111 , R ^b111 , R ^c111 and R ^d111 are each optionally substituted with 1, 2, 3, 4, 5, 6, 7, or 8 independently selected R ^11A substituents; or, any R ^c111 and R ^d111 , attached to the same N atom, together with the N atom to which they are attached, form a 5-10 membered heteroaryl group or a 4-10 membered heterocycloalkyl group, wherein the 5-10 membered heteroaryl group or 4-10 membered heterocycloalkyl group is optionally substituted with 1, 2, 3, 4, 5, 6, 7, or 8 independently selected R ^11A substituents; each R ^e111 is independently selected from H, OH, CN, C _1-6 alkyl, C _1-6 alkoxy, C _1-6 haloalkyl, C _1-6 haloalkoxy, C _2-6 alkenyl, and C _2-6 alkynyl;

each R ^f111 and R ^g111 is independently selected from H, C _1-6 alkyl, C _1-6 alkoxy, C _1-6 haloalkyl, C _1-6 haloalkoxy, C _2-6 alkenyl, C _2-6 alkynyl, C _6-10 aryl, C _3-10 cycloalkyl, 5-10 membered heteroaryl, 4-10 membered hetereocycloalkyl, C _6-10 aryl-C _1-6 alkyl-, C _3-10 cycloalkyl-C _1-6 alkyl-, (5-10 membered heteroaryl)-C _1-6 alkyl-, and (4-10 membered hetereocycloalkyl)-C _1-6 alkyl-; each R ^h111 and R ⁱ¹¹¹ is independently selected from H, C _1-6 alkyl, C _1-6 haloalkyl, C _2-6 alkenyl, C _2-6 alkynyl, C _6-10 aryl, C _3-10 cycloalkyl, 5-10 membered heteroaryl, 4-10 membered hetereocycloalkyl, C _6-10 aryl-C _1-6 alkyl-, C _3-10 cycloalkyl-C _1-6 alkyl-, (5-10 membered heteroaryl)- C _1-6 alkyl-, and (4-10 membered hetereocycloalkyl)-C _1-6 alkyl-;

each R ^j111 and R ^k111 is independently selected from OH, C _1-6 alkoxy, and C _1-6 haloalkoxy; or any R ^j111 and R ^k111 attached to the same B atom, together with the B atom to which they are attached, form a 5- or 6-membered heterocycloalkyl group optionally substituted with 1, 2, 3, or 4 substituents independently selected from C _1-6 alkyl, C _1-6 haloalkyl, C _3-10 cycloalkyl, and 4-10 membered hetereocycloalkyl; and

each R ^11A is selected from H, D, halo, C _1-6 alkyl, C _1-6 haloalkyl, C _2-6 alkenyl, C _2-6 alkynyl, phenyl, C _3-7 cycloalkyl, 5-6 membered heteroaryl, 4-7 membered heterocycloalkyl, phenyl-C _1-6 alkyl-, C _3-7 cycloalkyl-C _1-6 alkyl-, (5-6 membered heteroaryl)-C _1-6 alkyl-, (4-7 membered heterocycloalkyl)-C _1-6 alkyl-, CN, NO ₂ , OR ^a112 , SR ^a112 , NHOR ^a112 , C(O)R ^b112 , C(O)NR ^c112 R ^d112 , C(O)NR ^c112 (OR ^a112 ), C(O)OR ^a112 , OC(O)R ^b112 , OC(O)NR ^c112 R ^d112 , NR ^c112 R ^d112 , NR ^c112 NR ^c112 R ^d112 , NR ^c112 C(O)R ^b112 , NR ^c112 C(O)OR ^a112 , NR ^c112 C(O)NR ^c112 R ^d112 , C(=NR ^e112 )R ^b112 , C(=NOH)R ^b112 , C(=NCN)R ^b112 , C(=NR ^e112 )NR ^c112 R ^d112 , NR ^c112 C(=NR ^e112 )NR ^c112 R ^d112 ,

NR ^c112 C(=NOH)NR ^c112 R ^d112 , NR ^c112 C(=NCN)NR ^c112 R ^d112 , NR ^c112 C(=NR ^e112 )R ^b112 ,

NR ^c112 S(O)NR ^c112 R ^d112 , NR ^c112 S(O)R ^b112 , NR ^c112 S(O) ₂ R ^b112 , NR ^c112 S(O)(=NR ^e112 )R ^b112 , NR ^c112 S(O) ₂ NR ^c112 R ^d112 , S(O)R ^b112 , S(O)NR ^c112 R ^d112 , S(O) ₂ R ^b112 , S(O) ₂ NR ^c112 R ^d112 ,

S(O)(=NR ^e112 )R ^b112 , OS(O)(=NR ^e112 )R ^b112 , OS(O) ₂ R ^b112 , SF ₅ , P(O)R ^f112 R ^g112 ,

OP(O)(OR ^h112 )(OR ⁱ¹¹² ), P(O)(OR ^h112 )(OR ⁱ¹¹² ), and BR ^j112 R ^k112 , wherein the C _1-6 alkyl, C _2-6 alkenyl, C _2-6 alkynyl, phenyl, C _3-7 cycloalkyl, 5-6 membered heteroaryl, 4-7 membered heterocycloalkyl, phenyl-C _1-6 alkyl-, C _3-7 cycloalkyl-C _1-6 alkyl-, (5-6 membered heteroaryl)-C _1-6 alkyl-, and (4-7 membered heterocycloalkyl)-C _1-6 alkyl- of R ^11A are each optionally substituted with 1, 2, 3, or 4 independently selected R ^M substituents;

each R ^a112 , R ^b112 , R ^c112 , and R ^d112 is independently selected from H, C _1-6 alkyl, C _1-6 haloalkyl, C _2-6 alkenyl, C _2-6 alkynyl, phenyl, C _3-7 cycloalkyl, 5-6 membered heteroaryl, 4-7 membered heterocycloalkyl, phenyl-C _1-6 alkyl-, C _3-7 cycloalkyl-C _1-6 alkyl-, (5-6 membered heteroaryl)-C _1-6 alkyl-, and (4-7 membered heterocycloalkyl)-C _1-6 alkyl-, wherein the C _1-6 alkyl, C _2-6 alkenyl, C _2-6 alkynyl, phenyl, C _3-7 cycloalkyl, 5-6 membered heteroaryl, 4-7 membered heterocycloalkyl, phenyl-C _1-6 alkyl-, C _3-7 cycloalkyl-C _1-6 alkyl-, (5-6 membered heteroaryl)-C _1-6 alkyl-, and (4-7 membered heterocycloalkyl)-C _1-6 alkyl- of R ^a112 , R ^b112 , R ^c112 and R ^d112 are each optionally substituted with 1, 2, 3, or 4 independently selected R ^M substituents;

or, any R ^c112 and R ^d112 , attached to the same N atom, together with the N atom to which they are attached, form a 5-6 membered heteroaryl group or a 4-7 membered heterocycloalkyl group, wherein the 5-6 membered heteroaryl group or 4-7 membered heterocycloalkyl group is optionally substituted with 1, 2, 3, or 4 independently selected R ^M substituents;

each R ^e112 is independently selected from H, OH, CN, C _1-6 alkyl, C _1-6 alkoxy, C _1-6 haloalkyl, C _1-6 haloalkoxy, C _2-6 alkenyl, and C _2-6 alkynyl;

each R ^f112 and R ^g112 is independently selected from H, C _1-6 alkyl, C _1-6 alkoxy, C _1-6 haloalkyl, C _1-6 haloalkoxy, C _2-6 alkenyl, C _2-6 alkynyl, phenyl, C _3-7 cycloalkyl, 5-6 membered heteroaryl, 4-7 membered heterocycloalkyl, phenyl-C _1-6 alkyl-, C _3-7 cycloalkyl-C _1-6 alkyl-, (5-6 membered heteroaryl)-C _1-6 alkyl-, and (4-7 membered heterocycloalkyl)-C _1-6 alkyl-;

each R ^h112 and R ⁱ¹¹² is independently selected from H, C _1-6 alkyl, C _1-6 haloalkyl, C _2-6 alkenyl, C _2-6 alkynyl, phenyl, C _3-7 cycloalkyl, 5-6 membered heteroaryl, 4-7 membered heterocycloalkyl, phenyl-C _1-6 alkyl-, C _3-7 cycloalkyl-C _1-6 alkyl-, (5-6 membered heteroaryl)-C _1-6 alkyl-, and (4-7 membered heterocycloalkyl)-C _1-6 alkyl-;

each R ^j112 and R ^k112 is independently selected from OH, C _1-6 alkoxy, and C _1-6 haloalkoxy; or any R ^j112 and R ^k112 attached to the same B atom, together with the B atom to which they are attached, form a 5- or 6-membered heterocycloalkyl group optionally substituted with 1, 2, 3, or 4 substituents independently selected from C _1-6 alkyl, C _1-6 haloalkyl, C _3-10 cycloalkyl, and 4-10 membered hetereocycloalkyl.

In some embodiments:

each bond symbol represented by is independen y g or double bond; R ¹ is selected from H, D, halo, C _1-6 alkyl, C _1-6 haloalkyl, C _2-6 alkenyl, C _2-6 alkynyl, C _6-10 aryl, C _3-10 cycloalkyl, 5-10 membered heteroaryl, 4-10 membered heterocycloalkyl, C _6-10 aryl-C _1-6 alkyl-, C _3-10 cycloalkyl-C _1-6 alkyl-, (5-10 membered heteroaryl)-C _1-6 alkyl-, (4-10 membered heterocycloalkyl)-C ^{a1 a1}

1 _-6 alkyl-, CN, NO ₂ , OR , SR , NHOR ^a1 , C(O)R ^b1 , C(O)NR ^c1 R ^d1 , C(O)NR ^c1 (OR ^a1 ), C(O)OR ^a1 , OC(O)R ^b1 , OC(O)NR ^c1 R ^d1 , NR ^c1 R ^d1 , NR ^c1 NR ^c1 R ^d1 , NR ^c1 C(O)R ^b1 , NR ^c1 C(O)OR ^a1 , NR ^c1 C(O)NR ^c1 R ^d1 , C(=NR ^e1 )R ^b1 , C(=NOH)R ^b1 , C(=NCN)R ^b1 , C(=NR ^e1 )NR ^c1 R ^d1 , NR ^c1 C(=NR ^e1 )NR ^c1 R ^d1 , NR ^c1 C(=NOH)NR ^c1 R ^d1 , NR ^c1 C(=NCN)NR ^c1 R ^d1 , NR ^c1 C(=NR ^e1 )R ^b1 , NR ^c1 S(O)NR ^c1 R ^d1 , NR ^c1 S(O)R ^b1 , NR ^c1 S(O) ₂ R ^b1 , NR ^c1 S(O)(=NR ^e1 )R ^b1 , NR ^c1 S(O) ₂ NR ^c1 R ^d1 , S(O)R ^b1 , S(O)NR ^c1 R ^d1 , S(O) ¹ )R ^b1

2R ^b1 , S(O) ₂ NR ^c1 R ^d1 , S(O)(=NR ^e , OS(O)(=NR ^e1 )R ^b1 , OS(O) ₂ R ^b1 , SF ₅ , P(O)R ^f1 R ^g1 , OP(O)(OR ^h1 )(OR ⁱ¹ ), P(O)(OR ^h1 )(OR ⁱ¹ ), and BR ^j1 R ^k1 , wherein the C _1-6 alkyl, C _2-6 alkenyl, C _2-6 alkynyl, C _6-10 aryl, C _3-10 cycloalkyl, 5-10 membered heteroaryl, 4-10 membered heterocycloalkyl, C _6-10 aryl-C _1-6 alkyl-, C _3-10 cycloalkyl-C _1-6 alkyl-, (5-10 membered heteroaryl)- C _1-6 alkyl-, and (4-10 membered heterocycloalkyl)-C _1-6 alkyl- of R ¹ are each optionally substituted with 1, 2, 3, 4, 5, 6, 7, or 8 independently selected R ^1A substituents;

each R ^a1 , R ^b1 , R ^c1 , and R ^d1 is independently selected from H, C _1-6 alkyl, C _1-6 haloalkyl, C _{2- 6} alkenyl, C _2-6 alkynyl, C _6-10 aryl, C _3-10 cycloalkyl, 5-10 membered heteroaryl, 4-10 membered heterocycloalkyl, C _6-10 aryl-C _1-6 alkyl-, C _3-10 cycloalkyl-C _1-6 alkyl-, (5-10 membered heteroaryl)- C _1-6 alkyl-, and (4-10 membered heterocycloalkyl)-C _1-6 alkyl-, wherein the C _1-6 alkyl, C _2-6 alkenyl, C _2-6 alkynyl, C _6-10 aryl, C _3-10 cycloalkyl, 5-10 membered heteroaryl, 4-10 membered heterocycloalkyl, C _6-10 aryl-C _1-6 alkyl-, C _3-10 cycloalkyl-C _1-6 alkyl-, (5-10 membered heteroaryl)- C _1-6 alkyl-, and (4-10 membered heterocycloalkyl)-C _1-6 alkyl- of R ^a1 , R ^b1 , R ^c1 and R ^d1 are each optionally substituted with 1, 2, 3, 4, 5, 6, 7, or 8 independently selected R ^1A substituents; or, any R ^c1 and R ^d1 , attached to the same N atom, together with the N atom to which they are attached, form a 5-10 membered heteroaryl group or a 4-10 membered heterocycloalkyl group, wherein the 5-10 membered heteroaryl group or 4-10 membered heterocycloalkyl group is optionally substituted with 1, 2, 3, 4, 5, 6, 7, or 8 independently selected R ^1A substituents; each R ^e1 is independently selected from H, OH, CN, C _1-6 alkyl, C _1-6 alkoxy, C _1-6 haloalkyl, C _1-6 haloalkoxy, C _2-6 alkenyl, and C _2-6 alkynyl;

each R ^f1 and R ^g1 is independently selected from H, C _1-6 alkyl, C _1-6 alkoxy, C _1-6 haloalkyl, C _1-6 haloalkoxy, C _2-6 alkenyl, C _2-6 alkynyl, C _6-10 aryl, C _3-10 cycloalkyl, 5-10 membered heteroaryl, 4-10 membered hetereocycloalkyl, C _6-10 aryl-C _1-6 alkyl-, C _3-10 cycloalkyl-C _1-6 alkyl-, (5-10 membered heteroaryl)-C _1-6 alkyl-, and (4-10 membered hetereocycloalkyl)-C _1-6 alkyl-;

each R ^h1 and R ⁱ¹ is independently selected from H, C _1-6 alkyl, C _1-6 haloalkyl, C _2-6 alkenyl, C _2-6 alkynyl, C _6-10 aryl, C _3-10 cycloalkyl, 5-10 membered heteroaryl, 4-10 membered hetereocycloalkyl, C _6-10 aryl-C _1-6 alkyl-, C _3-10 cycloalkyl-C _1-6 alkyl-, (5-10 membered heteroaryl)- C _1-6 alkyl-, and (4-10 membered hetereocycloalkyl)-C _1-6 alkyl-;

each R ^j1 and R ^k1 is independently selected from OH, C _1-6 alkoxy, and C _1-6 haloalkoxy; or any R ^j1 and R ^k1 attached to the same B atom, together with the B atom to which they are attached, form a 5- or 6-membered heterocycloalkyl group optionally substituted with 1, 2, 3, or 4 substituents independently selected from C _1-6 alkyl, C _1-6 haloalkyl, C _3-10 cycloalkyl, and 4-10 membered hetereocycloalkyl;

each R ^1A is selected from H, D, halo, C _1-6 alkyl, C _1-6 haloalkyl, C _2-6 alkenyl, C _2-6 alkynyl, C _6-10 aryl, C _3-10 cycloalkyl, 5-10 membered heteroaryl, 4-10 membered heterocycloalkyl, C _6-10 aryl-C _1-6 alkyl-, C _3-10 cycloalkyl-C _1-6 alkyl-, (5-10 membered heteroaryl)-C _1-6 alkyl-, (4-10 membered heterocycloalkyl)-C _1-6 alkyl-, CN, NO ¹¹

2, OR ^a , SR ^a11 , NHOR ^a11 , C(O)R ^b11 , C(O)NR ^c11 R ^d11 , C(O)NR ^c11 (OR ^a11 ), C(O)OR ^a11 , OC(O)R ^b11 , OC(O)NR ^c11 R ^d11 , NR ^c11 R ^d11 , NR ^c11 NR ^c11 R ^d11 , NR ^c11 C(O)R ^b11 , NR ^c11 C(O)OR ^a11 , NR ^c11 C(O)NR ^c11 R ^d11 , C(=NR ^e11 )R ^b11 , C(=NOH)R ^b11 , C(=NCN)R ^b11 , C(=NR ^e11 )NR ^c11 R ^d11 , NR ^c11 C(=NR ^e11 )NR ^c11 R ^d11 ,

NR ^c11 C(=NOH)NR ^c11 R ^d11 , NR ^c11 C(=NCN)NR ^c11 R ^d11 , NR ^c11 C(=NR ^e11 )R ^b11 , NR ^c11 S(O)NR ^c11 R ^d11 , NR ^c11 S(O)R ^b11 , NR ^c11 S(O) ¹

2R ^b11 , NR ^c11 S(O)(=NR ^e11 )R ^b11 , NR ^c1 S(O) ^b11

2NR ^c11 R ^d11 , S(O)R , S(O)NR ^c11 R ^d11 , S(O) ₂ R ^b11 , S(O) ₂ NR ^c11 R ^d11 , S(O)(=NR ^e11 )R ^b11 , OS(O)(=NR ^e11 )R ^b11 , OS(O) ₂ R ^b11 , SF ₅ , P(O)R ^f11 R ^g11 , OP(O)(OR ^h11 )(OR ⁱ¹¹ ), P(O)(OR ^h11 )(OR ⁱ¹¹ ), and BR ^j11 R ^k11 , wherein the C _1-6 alkyl, C _2-6 alkenyl, C _2-6 alkynyl, C _6-10 aryl, C _3-10 cycloalkyl, 5-10 membered heteroaryl, 4-10 membered heterocycloalkyl, C _6-10 aryl-C _1-6 alkyl-, C _3-10 cycloalkyl-C _1-6 alkyl-, (5-10 membered heteroaryl)-C _1-6 alkyl-, and (4-10 membered heterocycloalkyl)-C _1-6 alkyl- of R ^1A are each optionally substituted with 1, 2, 3 or 4 independently selected R ^M substituents; each R ^a11 , R ^b11 , R ^c11 , and R ^d11 is independently selected from H, C _1-6 alkyl, C _1-6 haloalkyl, C _2-6 alkenyl, C _2-6 alkynyl, C _6-10 aryl, C _3-10 cycloalkyl, 5-10 membered heteroaryl, 4-10 membered heterocycloalkyl, C _6-10 aryl-C _1-6 alkyl-, C _3-10 cycloalkyl-C _1-6 alkyl-, (5-10 membered heteroaryl)- C _1-6 alkyl-, and (4-10 membered heterocycloalkyl)-C _1-6 alkyl-, wherein the C _1-6 alkyl, C _2-6 alkenyl, C _2-6 alkynyl, C _6-10 aryl, C _3-10 cycloalkyl, 5-10 membered heteroaryl, 4-10 membered heterocycloalkyl, C _6-10 aryl-C _1-6 alkyl-, C _3-10 cycloalkyl-C _1-6 alkyl-, (5-10 membered heteroaryl)- C _1-6 alkyl-, and (4-10 membered heterocycloalkyl)-C _1-6 alkyl- of R ^a11 , R ^b11 , R ^c11 and R ^d11 are each optionally substituted with 1, 2, 3 or 4 independently selected R ^M substituents;

or, any R ^c11 and R ^d11 , attached to the same N atom, together with the N atom to which they are attached, form a 5-10 membered heteroaryl group or a 4-10 membered heterocycloalkyl group, wherein the 5-10 membered heteroaryl group or 4-10 membered heterocycloalkyl group is optionally substituted with 1, 2, 3, or 4 independently selected R ^M substituents;

each R ^e11 is independently selected from H, OH, CN, C _1-6 alkyl, C _1-6 alkoxy, C _1-6 haloalkyl, C _1-6 haloalkoxy, C _2-6 alkenyl, and C _2-6 alkynyl;

each R ^f11 and R ^g11 is independently selected from H, C _1-6 alkyl, C _1-6 alkoxy, C _1-6 haloalkyl, C _1-6 haloalkoxy, C _2-6 alkenyl, C _2-6 alkynyl, C _6-10 aryl, C _3-10 cycloalkyl, 5-10 membered heteroaryl, 4-10 membered hetereocycloalkyl, C _6-10 aryl-C _1-6 alkyl-, C _3-10 cycloalkyl-C _1-6 alkyl-, (5-10 membered heteroaryl)-C _1-6 alkyl-, and (4-10 membered hetereocycloalkyl)-C _1-6 alkyl-; each R ^h11 and R ⁱ¹¹ is independently selected from H, C _1-6 alkyl, C _1-6 haloalkyl, C _2-6 alkenyl, C _2-6 alkynyl, C _6-10 aryl, C _3-10 cycloalkyl, 5-10 membered heteroaryl, 4-10 membered hetereocycloalkyl, C _6-10 aryl-C _1-6 alkyl-, C _3-10 cycloalkyl-C _1-6 alkyl-, (5-10 membered heteroaryl)- C _1-6 alkyl-, and (4-10 membered hetereocycloalkyl)-C _1-6 alkyl-;

each R ^j11 and R ^k11 is independently selected from OH, C _1-6 alkoxy, and C _1-6 haloalkoxy; or any R ^j11 and R ^k11 attached to the same B atom, together with the B atom to which they are attached, form a 5- or 6-membered heterocycloalkyl group optionally substituted with 1, 2, 3, or 4 substituents independently selected from C _1-6 alkyl, C _1-6 haloalkyl, C _3-10 cycloalkyl, and 4-10 membered hetereocycloalkyl;

each R ^M is independently selected from D, OH, NO ₂ , CN, halo, C _1-3 alkyl, C _2-3 alkenyl, C _2-3 alkynyl, C _1-3 haloalkyl, cyano-C _1-3 alkyl, HO-C _1-3 alkyl, C _1-3 alkoxy-C _1-3 alkyl, C _3-6 cycloalkyl, C _1-3 alkoxy, C _1-3 haloalkoxy, amino, C _1-3 alkylamino, di(C _1-3 alkyl)amino, thio, C _1-3 alkylthio, C _1-3 alkylsulfinyl, C _1-3 alkylsulfonyl, carbamyl, C _1-3 alkylcarbamyl, di(C _1-3 alkyl)carbamyl, carboxy, C _1-3 alkylcarbonyl, C _1-4 alkoxycarbonyl, C _1-3 alkylcarbonylamino, C _1-3 alkoxycarbonylamino, C _1-3 alkylcarbonyloxy, aminocarbonyloxy, C _1-3 alkylaminocarbonyloxy, di(C _1-3 alkyl)aminocarbonyloxy, C _1-3 alkylsulfonylamino, aminosulfonyl, C _1-3 alkylaminosulfonyl, di(C _1-3 alkyl)aminosulfonyl, aminosulfonylamino, C _1-3

alkylaminosulfonylamino, di(C _1-3 alkyl)aminosulfonylamino, aminocarbonylamino, C _1-3 alkylaminocarbonylamino, and di(C _1-3 alkyl)aminocarbonylamino;

X ² is N or CR ² ;

R ² is selected from H, D, halo, CN, OH, NH ₂ , C _1-6 alkyl, C _2-6 alkenyl, C _2-6 alkynyl, C _1-6 haloalkyl, and C _3-7 cycloalkyl;

X ⁴ is N or CR ⁴ ;

X ⁵ is N or CR ⁵ ;

R ³ , R ⁴ and R ⁵ are each independently selected from H, D, halo, CN, OH, NH ₂ , C _1-6 alkyl, C _2-6 alkenyl, C _2-6 alkynyl, C _1-6 alkoxy, C _1-6 haloalkyl, C _1-6 haloalkoxy, cyano-C _1-6 alkyl, HO-C _1-6 alkyl, C _1-6 alkoxy-C _1-6 alkyl, C _3-6 cycloalkyl, C _1-6 alkylamino, di(C _1-6 alkyl)amino, and C(O)NR ^a3 R ^b3 ;

each R ^a3 and R ^b3 is independently selected from H, C _1-6 alkyl, C _1-6 haloalkyl, C _2-6 alkenyl, C _2-6 alkynyl, phenyl, C _3-7 cycloalkyl, 5-6 membered heteroaryl, 4-7 membered heterocycloalkyl, phenyl-C _1-6 alkyl-, C _3-7 cycloalkyl-C _1-6 alkyl-, (5-6 membered heteroaryl)-C _1-6 alkyl-, and (4-7 membered heterocycloalkyl)-C _1-6 alkyl-, wherein the C _1-6 alkyl, C _2-6 alkenyl, C _2-6 alkynyl, phenyl, C _3-7 cycloalkyl, 5-6 membered heteroaryl, 4-7 membered heterocycloalkyl, phenyl-C _1-6 alkyl-, C _3-7 cycloalkyl-C _1-6 alkyl-, (5-6 membered heteroaryl)-C _1-6 alkyl-, and (4-7 membered heterocycloalkyl)-C _1-6 alkyl- of R ^a3 and R ^b3 are each optionally substituted with 1, 2, 3 or 4 independently selected R ^M substituents;

or, any R ^a3 and R ^b3 , attached to the same N atom, together with the N atom to which they are attached, form a 5-6 membered heteroaryl group or a 4-7 membered heterocycloalkyl group, wherein the 5-6 membered heteroaryl group or 4-7 membered heterocycloalkyl group is optionally substituted with 1, 2, 3, or 4 independently selected R ^M substituents;

X ⁶ is N or CR ⁶ ;

R ⁶ is selected from H, D, halo, C _1-6 alkyl, C _1-6 haloalkyl, C _2-6 alkenyl, C _2-6 alkynyl, C _6-10 aryl, C _3-10 cycloalkyl, 5-10 membered heteroaryl, 4-10 membered heterocycloalkyl, C _6-10 aryl-C _1-6 alkyl-, C _3-10 cycloalkyl-C _1-6 alkyl-, (5-10 membered heteroaryl)-C _1-6 alkyl-, (4-10 membered heterocycloalkyl)-C _1-6 alkyl-, CN, NO ₂ , OR ^a6 , SR ^a6 , NHOR ^a6 , C(O)R ^b6 , C(O)NR ^c6 R ^d6 , C(O)NR ^c6 (OR ^a6 ), C(O)OR ^a6 , OC(O)R ^b6 , OC(O)NR ^c6 R ^d6 , NR ^c6 R ^d6 , NR ^c6 NR ^c6 R ^d6 , NR ^c6 C(O)R ^b6 , NR ^c6 C(O)OR ^a6 , NR ^c6 C(O)NR ^c6 R ^d6 , C(=NR ^e6 )R ^b6 , C(=NOH)R ^b6 , C(=NCN)R ^b6 , C(=NR ^e6 )NR ^c6 R ^d6 , NR ^c6 C(=NR ^e6 )NR ^c6 R ^d6 , NR ^c6 C(=NOH)NR ^c6 R ^d6 , NR ^c6 C(=NCN)NR ^c6 R ^d6 , NR ^c6 C(=NR ^e6 )R ^b6 , NR ^c6 S(O)NR ^c6 R ^d6 , NR ^c6 S(O)R ^b6 , NR ^c6 S(O) ^c6

2R ^b6 , NR S(O)(=NR ^e6 )R ^b6 , NR ^c6 S(O) ₂ NR ^c6 R ^d6 , S(O)R ^b6 , S(O)NR ^c6 R ^d6 , S(O) ₂ R ^b6 , S(O) ₂ NR ^c6 R ^d6 , S(O)(=NR ^e6 )R ^b6 , OS(O)(=NR ^e6 )R ^b6 , OS(O) ₂ R ^b6 , SF ₅ , P(O)R ^f6 R ^g6 , OP(O)(OR ^h6 )(OR ⁱ⁶ ), P(O)(OR ^h6 )(OR ⁱ⁶ ), and BR ^j6 R ^k6 , wherein the C _1-6 alkyl, C _2-6 alkenyl, C _2-6 alkynyl, C _6-10 aryl, C _3-10 cycloalkyl, 5-10 membered heteroaryl, 4-10 membered heterocycloalkyl, C _6-10 aryl-C _1-6 alkyl-, C _3-10 cycloalkyl-C _1-6 alkyl-, (5-10 membered heteroaryl)- C _1-6 alkyl-, and (4-10 membered heterocycloalkyl)-C _1-6 alkyl- of R ⁶ are each optionally substituted with 1, 2, 3, 4, 5, 6, 7, or 8 independently selected R ^6A substituents;

each R ^a6 , R ^b6 , R ^c6 , and R ^d6 is independently selected from H, C _1-6 alkyl, C _1-6 haloalkyl, C _{2- 6} alkenyl, C _2-6 alkynyl, C _6-10 aryl, C _3-10 cycloalkyl, 5-10 membered heteroaryl, 4-10 membered heterocycloalkyl, C _6-10 aryl-C _1-6 alkyl-, C _3-10 cycloalkyl-C _1-6 alkyl-, (5-10 membered heteroaryl)- C _1-6 alkyl-, and (4-10 membered heterocycloalkyl)-C _1-6 alkyl-, wherein the C _1-6 alkyl, C _2-6 alkenyl, C _2-6 alkynyl, C _6-10 aryl, C _3-10 cycloalkyl, 5-10 membered heteroaryl, 4-10 membered heterocycloalkyl, C _6-10 aryl-C _1-6 alkyl-, C _3-10 cycloalkyl-C _1-6 alkyl-, (5-10 membered heteroaryl)- C _1-6 alkyl-, and (4-10 membered heterocycloalkyl)-C _1-6 alkyl- of R ^a6 , R ^b6 , R ^c6 and R ^d6 are each optionally substituted with 1, 2, 3, 4, 5, 6, 7, or 8 independently selected R ^6A substituents; or, any R ^c6 and R ^d6 , attached to the same N atom, together with the N atom to which they are attached, form a 5-10 membered heteroaryl group or a 4-10 membered heterocycloalkyl group, wherein the 5-10 membered heteroaryl group or 4-10 membered heterocycloalkyl group is optionally substituted with 1, 2, 3, 4, 5, 6, 7, or 8 independently selected R ^6A substituents; each R ^e6 is independently selected from H, OH, CN, C _1-6 alkyl, C _1-6 alkoxy, C _1-6 haloalkyl, C _1-6 haloalkoxy, C _2-6 alkenyl, and C _2-6 alkynyl;

each R ^f6 and R ^g6 is independently selected from H, C _1-6 alkyl, C _1-6 alkoxy, C _1-6 haloalkyl, C _1-6 haloalkoxy, C _2-6 alkenyl, C _2-6 alkynyl, C _6-10 aryl, C _3-10 cycloalkyl, 5-10 membered heteroaryl, 4-10 membered hetereocycloalkyl, C _6-10 aryl-C _1-6 alkyl-, C _3-10 cycloalkyl-C _1-6 alkyl-, (5-10 membered heteroaryl)-C _1-6 alkyl-, and (4-10 membered hetereocycloalkyl)-C _1-6 alkyl-;

each R ^h6 and R ⁱ⁶ is independently selected from H, C _1-6 alkyl, C _1-6 haloalkyl, C _2-6 alkenyl, C _2-6 alkynyl, C _6-10 aryl, C _3-10 cycloalkyl, 5-10 membered heteroaryl, 4-10 membered hetereocycloalkyl, C _6-10 aryl-C _1-6 alkyl-, C _3-10 cycloalkyl-C _1-6 alkyl-, (5-10 membered heteroaryl)- C _1-6 alkyl-, and (4-10 membered hetereocycloalkyl)-C _1-6 alkyl-;

each R ^j6 and R ^k6 is independently selected from OH, C _1-6 alkoxy, and C _1-6 haloalkoxy; or any R ^j6 and R ^k6 attached to the same B atom, together with the B atom to which they are attached, form a 5- or 6-membered heterocycloalkyl group optionally substituted with 1, 2, 3, or 4 substituents independently selected from C _1-6 alkyl, C _1-6 haloalkyl, C _3-10 cycloalkyl, and 4-10 membered hetereocycloalkyl;

each R ^6A is selected from H, D, halo, C _1-6 alkyl, C _1-6 haloalkyl, C _2-6 alkenyl, C _2-6 alkynyl, C _6-10 aryl, C _3-10 cycloalkyl, 5-10 membered heteroaryl, 4-10 membered heterocycloalkyl, C _6-10 aryl-C _1-6 alkyl-, C _3-10 cycloalkyl-C _1-6 alkyl-, (5-10 membered heteroaryl)-C _1-6 alkyl-, (4-10 membered heterocycloalkyl)-C _1-6 alkyl-, CN, NO ^{61 a61}

2, OR ^a , SR , NHOR ^a61 , C(O)R ^b61 , C(O)NR ^c61 R ^d61 , C(O)NR ^c61 (OR ^a61 ), C(O)OR ^a61 , OC(O)R ^b61 , OC(O)NR ^c61 R ^d61 , NR ^c61 R ^d61 , NR ^c61 NR ^c61 R ^d61 , NR ^c61 C(O)R ^b61 , NR ^c61 C(O)OR ^a61 , NR ^c61 C(O)NR ^c61 R ^d61 , C(=NR ^e61 )R ^b61 , C(=NOH)R ^b61 , C(=NCN)R ^b61 , C(=NR ^e61 )NR ^c61 R ^d61 , NR ^c61 C(=NR ^e61 )NR ^c61 R ^d61 ,

NR ^c61 C(=NOH)NR ^c61 R ^d61 , NR ^c61 C(=NCN)NR ^c61 R ^d61 , NR ^c61 C(=NR ^e61 )R ^b61 , NR ^c61 S(O)NR ^c61 R ^d61 , NR ^c61 S(O)R ^b61 , NR ^c61 S(O) ¹

2R ^b61 , NR ^c6 S(O)(=NR ^e61 )R ^b61 , NR ^c61 S(O) ^d61

2NR ^c61 R , S(O)R ^b61 , S(O)NR ^c61 R ^d61 , S(O) ^b61

2R ^b61 , S(O) ₂ NR ^c61 R ^d61 , S(O)(=NR ^e61 )R , OS(O)(=NR ^e61 )R ^b61 , OS(O) ₂ R ^b61 , SF ₅ , P(O)R ^f61 R ^g61 , OP(O)(OR ^h61 )(OR ⁱ⁶¹ ), P(O)(OR ^h61 )(OR ⁱ⁶¹ ), and BR ^j61 R ^k61 , wherein the C _1-6 alkyl, C _2-6 alkenyl, C _2-6 alkynyl, C _6-10 aryl, C _3-10 cycloalkyl, 5-10 membered heteroaryl, 4-10 membered heterocycloalkyl, C _6-10 aryl-C _1-6 alkyl-, C _3-10 cycloalkyl-C _1-6 alkyl-, (5-10 membered heteroaryl)-C _1-6 alkyl-, and (4-10 membered heterocycloalkyl)-C _1-6 alkyl- of R ^6A are each optionally substituted with 1, 2, 3, or 4 independently selected R ^M substituents;

each R ^a61 , R ^b61 , R ^c61 , and R ^d61 is independently selected from H, C _1-6 alkyl, C _1-6 haloalkyl, C _2-6 alkenyl, C _2-6 alkynyl, C _6-10 aryl, C _3-10 cycloalkyl, 5-10 membered heteroaryl, 4-10 membered heterocycloalkyl, C _6-10 aryl-C _1-6 alkyl-, C _3-10 cycloalkyl-C _1-6 alkyl-, (5-10 membered heteroaryl)- C _1-6 alkyl-, and (4-10 membered heterocycloalkyl)-C _1-6 alkyl-, wherein the C _1-6 alkyl, C _2-6 alkenyl, C _2-6 alkynyl, C _6-10 aryl, C _3-10 cycloalkyl, 5-10 membered heteroaryl, 4-10 membered heterocycloalkyl, C _6-10 aryl-C _1-6 alkyl-, C _3-10 cycloalkyl-C _1-6 alkyl-, (5-10 membered heteroaryl)- C ⁶¹

1 _-6 alkyl-, and (4-10 membered heterocycloalkyl)-C _1-6 alkyl- of R ^a , R ^b61 , R ^c61 and R ^d61 are each optionally substituted with 1, 2, 3, or 4 independently selected R ^M substituents;

or, any R ^c61 and R ^d61 , attached to the same N atom, together with the N atom to which they are attached, form a 5-10 membered heteroaryl group or a 4-10 membered heterocycloalkyl group, wherein the 5-10 membered heteroaryl group or 4-10 membered heterocycloalkyl group is optionally substituted with 1, 2, 3, or 4 independently selected R ^M substituents;

each R ^e61 is independently selected from H, OH, CN, C _1-6 alkyl, C _1-6 alkoxy, C _1-6 haloalkyl, C _1-6 haloalkoxy, C _2-6 alkenyl, and C _2-6 alkynyl;

each R ^f61 and R ^g61 is independently selected from H, C _1-6 alkyl, C _1-6 alkoxy, C _1-6 haloalkyl, C _1-6 haloalkoxy, C _2-6 alkenyl, C _2-6 alkynyl, C _6-10 aryl, C _3-10 cycloalkyl, 5-10 membered heteroaryl, 4-10 membered hetereocycloalkyl, C _6-10 aryl-C _1-6 alkyl-, C _3-10 cycloalkyl-C _1-6 alkyl-, (5-10 membered heteroaryl)-C _1-6 alkyl-, and (4-10 membered hetereocycloalkyl)-C _1-6 alkyl-; each R ^h61 and R ⁱ⁶¹ is independently selected from H, C _1-6 alkyl, C _1-6 haloalkyl, C _2-6 alkenyl, C _2-6 alkynyl, C _6-10 aryl, C _3-10 cycloalkyl, 5-10 membered heteroaryl, 4-10 membered hetereocycloalkyl, C _6-10 aryl-C _1-6 alkyl-, C _3-10 cycloalkyl-C _1-6 alkyl-, (5-10 membered heteroaryl)- C _1-6 alkyl-, and (4-10 membered hetereocycloalkyl)-C _1-6 alkyl-;

each R ^j61 and R ^k61 is independently selected from OH, C _1-6 alkoxy, and C _1-6 haloalkoxy; or any R ^j61 and R ^k61 attached to the same B atom, together with the B atom to which they are attached, form a 5- or 6-membered heterocycloalkyl group optionally substituted with 1, 2, 3, or 4 substituents independently selected from C _1-6 alkyl, C _1-6 haloalkyl, C _3-10 cycloalkyl, and 4-10 membered hetereocycloalkyl;

X ⁷ is N, CH, or C;

X ⁸ is N, CH, or C;

X ⁹ is N, NR ^9N , O, S, S(O), S(O) ₂ , CR ⁹ , or C(R ⁹ ) ₂ ;

X ¹⁰ is N, NR ^10N , O, S, CR ¹⁰ , or C(R ¹⁰ ) ₂ ;

X ¹¹ is N, NR ^11N , O, S, CR ¹¹ , or C(R ¹¹ ) ₂ ;

wherein no more than three of X ⁴ , X ⁵ , X ⁶ , X ⁷ , and X ⁸ are simultaneously N; and at least two of X ⁷ , X ⁸ , X ⁹ , X ¹⁰ , and X ¹¹ are independently selected from C, CH, CR ⁹ , C(R ⁹ ) ₂ , CR ¹⁰ , C(R ¹⁰ ) ₂ , CR ¹¹ , and C(R ¹¹ ) ₂ ; and

no two adjacent members of X ⁹ , X ¹⁰ , and X ¹¹ are simultaneously O, S, S(O), or S(O) ₂ ; provided that (a) when X ⁷ is N, then X ⁸ is C; or (b) when X ⁷ is C, then X ⁸ is N;

R ^9N is selected from H, C _1-6 alkyl, C _2-6 alkenyl, C _2-6 alkynyl, C _1-6 haloalkyl, C _6-10 aryl, C _{3- 10} cycloalkyl, 5-10 membered heteroaryl, 4-10 membered heterocycloalkyl, C _6-10 aryl-C _1-6 alkyl-, C _3-10 cycloalkyl-C _1-6 alkyl-, (5-10 membered heteroaryl)-C _1-6 alkyl-, (4-10 membered heterocycloalkyl)-C _1-6 alkyl-, C(O)R ^b9N , C(O)NR ^c9N R ^d9N , C(O)OR ^a9N , C(=NR ^e9N )R ^b9N , C(=NR ^e9N )NR ^c9N R ^d9N , C(=NCN)NR ^c9N R ^d9N , C(=NOR ^a9N )NR ^c9N , S(O) ₂ R ^b9N , S(O)(=NR ^c9N )R ^d9N , and S(O) ₂ NR ^c9N R ^d9N , wherein the C _1-6 alkyl, C _2-6 alkenyl, C _2-6 alkynyl, C _6-10 aryl, C _3-10 cycloalkyl, 5-10 membered heteroaryl, 4-10 membered heterocycloalkyl, C _6-10 aryl-C _1-6 alkyl-, C _3-10 cycloalkyl-C _1-6 alkyl-, (5-10 membered heteroaryl)-C _1-6 alkyl- and (4-10 membered heterocycloalkyl)-C _1-6 alkyl- of R ^9N are each optionally substituted with 1, 2, 3, 4, 5, 6, 7, or 8 independently selected R ^9NA substituents;

each R ^a9N , R ^b9N , R ^c9N , and R ^d9N is independently selected from H, C _1-6 alkyl, C _1-6 haloalkyl, C _2-6 alkenyl, C _2-6 alkynyl, C _6-10 aryl, C _3-10 cycloalkyl, 5-10 membered heteroaryl, 4-10 membered heterocycloalkyl, C _6-10 aryl-C _1-6 alkyl-, C _3-10 cycloalkyl-C _1-6 alkyl-, (5-10 membered heteroaryl)-C _1-6 alkyl-, and (4-10 membered heterocycloalkyl)-C _1-6 alkyl-, wherein the C _1-6 alkyl, C _2-6 alkenyl, C _2-6 alkynyl, C _6-10 aryl, C _3-10 cycloalkyl, 5-10 membered heteroaryl, 4-10 membered heterocycloalkyl, C _6-10 aryl-C _1-6 alkyl-, C _3-10 cycloalkyl-C _1-6 alkyl-, (5-10 membered heteroaryl)- C _1-6 alkyl-, and (4-10 membered heterocycloalkyl)-C _1-6 alkyl- of R ^a9N , R ^b9N , R ^c9N , and R ^d9N are each optionally substituted with 1, 2, 3, 4, 5, 6, 7, or 8 independently selected R ^9NA substituents; or, any R ^c9N and R ^d9N , attached to the same N atom, together with the N atom to which they are attached, form a 5-10 membered heteroaryl group or a 4-10 membered heterocycloalkyl group, wherein the 5-10 membered heteroaryl group or 4-10 membered heterocycloalkyl group is optionally substituted with 1, 2, 3, 4, 5, 6, 7, or 8 independently selected R ^9NA substituents; each R ^e9N is independently selected from H, OH, CN, C _1-6 alkyl, C _1-6 alkoxy, C _1-6 haloalkyl, C _1-6 haloalkoxy, C _2-6 alkenyl, and C _2-6 alkynyl;

each R ^9NA is selected from H, D, halo, C _1-6 alkyl, C _1-6 haloalkyl, C _2-6 alkenyl, C _2-6 alkynyl, phenyl, C _3-7 cycloalkyl, 5-6 membered heteroaryl, 4-7 membered heterocycloalkyl, phenyl-C _1-6 alkyl-, C _3-7 cycloalkyl-C _1-6 alkyl-, (5-6 membered heteroaryl)-C _1-6 alkyl-, (4-7 membered heterocycloalkyl)-C _1-6 alkyl-, CN, NO ₂ , OR ^a9N2 , SR ^a9N2 , NHOR ^a9N2 , C(O)R ^b9N2 , C(O)NR ^c9N2 R ^d9N2 , C(O)NR ^c9N2 (OR ^a9N2 ), C(O)OR ^a9N2 , OC(O)R ^b9N2 , OC(O)NR ^c9N2 R ^d9N2 , NR ^c9N2 R ^d9N2 ,

NR ^c9N2 NR ^c9N2 R ^d9N2 , NR ^c9N2 C(O)R ^b9N2 , NR ^c9N2 C(O)OR ^a9N2 , NR ^c9N2 C(O)NR ^c9N2 R ^d9N2 ,

C(=NR ^e9N2 )R ^b9N2 , C(=NOH)R ^b9N2 , C(=NCN)R ^b9N2 , C(=NR ^e9N2 )NR ^c9N2 R ^d9N2 ,

NR ^c9N2 C(=NR ^e9N2 )NR ^c9N2 R ^d9N2 , NR ^c9N2 C(=NOH)NR ^c9N2 R ^d9N2 , NR ^c9N2 C(=NCN)NR ^c9N2 R ^d9N2 , NR ^c9N2 C(=NR ^e9N2 )R ^b9N2 , NR ^c9N2 S(O)NR ^c9N2 R ^d9N2 , NR ^c9N2 S(O)R ^b9N2 , NR ^c9N2 S(O) ₂ R ^b9N2 , NR ^c9N2 S(O)(=NR ^e9N2 )R ^b9N2 , NR ^c9N2 S(O) ₂ NR ^c9N2 R ^d9N2 , S(O)R ^b9N2 , S(O)NR ^c9N2 R ^d9N2 , S(O) ₂ R ^b9N2 , S(O) ₂ NR ^c9N2 R ^d9N2 , S(O)(=NR ^e9N2 )R ^b9N2 , OS(O)(=NR ^e9N2 )R ^b9N2 , OS(O) ₂ R ^b9N2 , SF ₅ , P(O)R ^f9N2 R ^g9N2 , OP(O)(OR ^h9N2 )(OR ^i9N2 ), P(O)(OR ^h9N2 )(OR ^i9N2 ), and BR ^j9N2 R ^k9N2 , wherein the C _1-6 alkyl, C _2-6 alkenyl, C _2-6 alkynyl, phenyl, C _3-7 cycloalkyl, 5-6 membered heteroaryl, 4-7 membered heterocycloalkyl, phenyl-C _1-6 alkyl-, C _3-7 cycloalkyl-C _1-6 alkyl-, (5-6 membered heteroaryl)-C _1-6 alkyl-, and (4-7 membered heterocycloalkyl)-C _1-6 alkyl- of R ^9NA are each optionally substituted with 1, 2, 3, or 4 independently selected R ^M substituents;

each R ^a9N2 , R ^b9N2 , R ^c9N2 , and R ^d9N2 is independently selected from H, C _1-6 alkyl, C _1-6 haloalkyl, C _2-6 alkenyl, C _2-6 alkynyl, phenyl, C _3-7 cycloalkyl, 5-6 membered heteroaryl, 4-7 membered heterocycloalkyl, phenyl-C _1-6 alkyl-, C _3-7 cycloalkyl-C _1-6 alkyl-, (5-6 membered heteroaryl)-C _1-6 alkyl-, and (4-7 membered heterocycloalkyl)-C _1-6 alkyl-, wherein the C _1-6 alkyl, C _2-6 alkenyl, C _2-6 alkynyl, phenyl, C _3-7 cycloalkyl, 5-6 membered heteroaryl, 4-7 membered heterocycloalkyl, phenyl-C _1-6 alkyl-, C _3-7 cycloalkyl-C _1-6 alkyl-, (5-6 membered heteroaryl)-C _1-6 alkyl-, and (4-7 membered heterocycloalkyl)-C ^a9N2

1 _-6 alkyl- of R , R ^b9N2 , R ^c9N2 and R ^d9N2 are each optionally substituted with 1, 2, 3, or 4 independently selected R ^M substituents;

or, any R ^c9N2 and R ^d9N2 , attached to the same N atom, together with the N atom to which they are attached, form a 5-6 membered heteroaryl group or a 4-7 membered heterocycloalkyl group, wherein the 5-6 membered heteroaryl group or 4-7 membered heterocycloalkyl group is optionally substituted with 1, 2, 3, or 4 independently selected R ^M substituents;

each R ^e9N2 is independently selected from H, OH, CN, C _1-6 alkyl, C _1-6 alkoxy, C _1-6 haloalkyl, C _1-6 haloalkoxy, C _2-6 alkenyl, and C _2-6 alkynyl;

each R ^f9N2 and R ^g9N2 is independently selected from H, C _1-6 alkyl, C _1-6 alkoxy, C _1-6 haloalkyl, C _1-6 haloalkoxy, C _2-6 alkenyl, C _2-6 alkynyl, phenyl, C _3-7 cycloalkyl, 5-6 membered heteroaryl, 4-7 membered heterocycloalkyl, phenyl-C _1-6 alkyl-, C _3-7 cycloalkyl-C _1-6 alkyl-, (5-6 membered heteroaryl)-C _1-6 alkyl-, and (4-7 membered heterocycloalkyl)-C _1-6 alkyl-;

each R ^h9N2 and R ^i9N2 is independently selected from H, C _1-6 alkyl, C _1-6 haloalkyl, C _2-6 alkenyl, C _2-6 alkynyl, phenyl, C _3-7 cycloalkyl, 5-6 membered heteroaryl, 4-7 membered heterocycloalkyl, phenyl-C _1-6 alkyl-, C _3-7 cycloalkyl-C _1-6 alkyl-, (5-6 membered heteroaryl)-C _1-6 alkyl-, and (4-7 membered heterocycloalkyl)-C _1-6 alkyl-;

each R ^j9N2 and R ^k9N2 is independently selected from OH, C _1-6 alkoxy, and C _1-6 haloalkoxy; or any R ^j9N2 and R ^k9N2 attached to the same B atom, together with the B atom to which they are attached, form a 5- or 6-membered heterocycloalkyl group optionally substituted with 1, 2, 3, or 4 substituents independently selected from C _1-6 alkyl, C _1-6 haloalkyl, C _3-10 cycloalkyl, and 4-10 membered hetereocycloalkyl;

R ⁹ is selected from H, D, halo, oxo, C _1-6 alkyl, C _1-6 haloalkyl, C _2-6 alkenyl, C _2-6 alkynyl, C _6-10 aryl, C _3-10 cycloalkyl, 5-10 membered heteroaryl, 4-10 membered heterocycloalkyl, C _6-10 aryl-C _1-6 alkyl-, C _3-10 cycloalkyl-C _1-6 alkyl-, (5-10 membered heteroaryl)-C _1-6 alkyl-, (4-10 membered heterocycloalkyl)-C _1-6 alkyl-, CN, NO ⁹¹

2, OR ^a91 , SR ^a91 , NHOR ^a91 , C(O)R ^b , C(O)NR ^c91 R ^d91 , C(O)NR ^c91 (OR ^a91 ), C(O)OR ^a91 , OC(O)R ^b91 , OC(O)NR ^c91 R ^d91 , NR ^c91 R ^d91 , NR ^c91 NR ^c91 R ^d91 , NR ^c91 C(O)R ^b91 , NR ^c91 C(O)OR ^a91 , NR ^c91 C(O)NR ^c91 R ^d91 , C(=NR ^e91 )R ^b91 , C(=NOH)R ^b91 , C(=NCN)R ^b91 , C(=NR ^e91 )NR ^c91 R ^d91 , NR ^c91 C(=NR ^e91 )NR ^c91 R ^d91 ,

NR ^c91 C(=NOH)NR ^c91 R ^d91 , NR ^c91 C(=NCN)NR ^c91 R ^d91 , NR ^c91 C(=NR ^e91 )R ^b91 , NR ^c91 S(O)NR ^c91 R ^d91 , NR ^c91 S(O)R ^b91 , NR ^c91 S(O) ₂ R ^b91 , NR ^c91 S(O)(=NR ^e91 )R ^b91 , NR ^c91 S(O) ₂ NR ^c91 R ^d91 , S(O)R ^b91 , S(O)NR ^c91 R ^d91 , S(O) ₂ R ^b91 , S(O) ^c91

2NR R ^d91 , S(O)(=NR ^e91 )R ^b91 , OS(O)(=NR ^e91 )R ^b91 , OS(O) ₂ R ^b91 , SF ₅ , P(O)R ^f91 R ^g91 , OP(O)(OR ^h91 )(OR ⁱ⁹¹ ), P(O)(OR ^h91 )(OR ⁱ⁹¹ ), and BR ^j91 R ^k91 , wherein the C _1-6 alkyl, C _2-6 alkenyl, C _2-6 alkynyl, C _6-10 aryl, C _3-10 cycloalkyl, 5-10 membered heteroaryl, 4-10 membered heterocycloalkyl, C _6-10 aryl-C _1-6 alkyl-, C _3-10 cycloalkyl-C _1-6 alkyl-, (5-10 membered heteroaryl)-C _1-6 alkyl-, and (4-10 membered heterocycloalkyl)-C _1-6 alkyl- of R ⁹ are each optionally substituted with 1, 2, 3, 4, 5, 6, 7, or 8 independently selected R ^9A substituents; or, alternatively, two R ⁹ groups together form an oxo group;

each R ^a91 , R ^b91 , R ^c91 , and R ^d91 is independently selected from H, C _1-6 alkyl, C _1-6 haloalkyl, C _2-6 alkenyl, C _2-6 alkynyl, C _6-10 aryl, C _3-10 cycloalkyl, 5-10 membered heteroaryl, 4-10 membered heterocycloalkyl, C _6-10 aryl-C _1-6 alkyl-, C _3-10 cycloalkyl-C _1-6 alkyl-, (5-10 membered heteroaryl)- C _1-6 alkyl-, and (4-10 membered heterocycloalkyl)-C _1-6 alkyl-, wherein the C _1-6 alkyl, C _2-6 alkenyl, C _2-6 alkynyl, C _6-10 aryl, C _3-10 cycloalkyl, 5-10 membered heteroaryl, 4-10 membered heterocycloalkyl, C _6-10 aryl-C _1-6 alkyl-, C _3-10 cycloalkyl-C _1-6 alkyl-, (5-10 membered heteroaryl)- C _1-6 alkyl-, and (4-10 membered heterocycloalkyl)-C _1-6 alkyl- of R ^a91 , R ^b91 , R ^c91 and R ^d91 are each optionally substituted with 1, 2, 3, 4, 5, 6, 7, or 8 independently selected R ^9A substituents; or, any R ^c91 and R ^d91 , attached to the same N atom, together with the N atom to which they are attached, form a 5-10 membered heteroaryl group or a 4-10 membered heterocycloalkyl group, wherein the 5-10 membered heteroaryl group or 4-10 membered heterocycloalkyl group is optionally substituted with 1, 2, 3, 4, 5, 6, 7, or 8 independently selected R ^9A substituents; each R ^e91 is independently selected from H, OH, CN, C _1-6 alkyl, C _1-6 alkoxy, C _1-6 haloalkyl, C _1-6 haloalkoxy, C _2-6 alkenyl, and C _2-6 alkynyl;

each R ^f91 and R ^g91 is independently selected from H, C _1-6 alkyl, C _1-6 alkoxy, C _1-6 haloalkyl, C _1-6 haloalkoxy, C _2-6 alkenyl, C _2-6 alkynyl, C _6-10 aryl, C _3-10 cycloalkyl, 5-10 membered heteroaryl, 4-10 membered hetereocycloalkyl, C _6-10 aryl-C _1-6 alkyl-, C _3-10 cycloalkyl-C _1-6 alkyl-, (5-10 membered heteroaryl)-C _1-6 alkyl-, and (4-10 membered hetereocycloalkyl)-C _1-6 alkyl-; each R ^h91 and R ⁱ⁹¹ is independently selected from H, C _1-6 alkyl, C _1-6 haloalkyl, C _2-6 alkenyl, C _2-6 alkynyl, C _6-10 aryl, C _3-10 cycloalkyl, 5-10 membered heteroaryl, 4-10 membered hetereocycloalkyl, C _6-10 aryl-C _1-6 alkyl-, C _3-10 cycloalkyl-C _1-6 alkyl-, (5-10 membered heteroaryl)- C _1-6 alkyl-, and (4-10 membered hetereocycloalkyl)-C _1-6 alkyl-;

each R ^j91 and R ^k91 is independently selected from OH, C _1-6 alkoxy, and C _1-6 haloalkoxy; or any R ^j91 and R ^k91 attached to the same B atom, together with the B atom to which they are attached, form a 5- or 6-membered heterocycloalkyl group optionally substituted with 1, 2, 3, or 4 substituents independently selected from C _1-6 alkyl, C _1-6 haloalkyl, C _3-10 cycloalkyl, and 4-10 membered hetereocycloalkyl; each R ^9A is independently selected from H, D, halo, C _1-6 alkyl, C _1-6 haloalkyl, C _2-6 alkenyl, C _2-6 alkynyl, phenyl, C _3-7 cycloalkyl, 5-6 membered heteroaryl, 4-7 membered heterocycloalkyl, phenyl-C _1-6 alkyl-, C _3-7 cycloalkyl-C _1-6 alkyl-, (5-6 membered heteroaryl)-C _1-6 alkyl-, (4-7 membered heterocycloalkyl)-C _1-6 alkyl-, CN, NO ₂ , OR ^a92 , SR ^a92 , NHOR ^a92 , C(O)R ^b92 , C(O)NR ^c92 R ^d92 , C(O)NR ^c92 (OR ^a92 ), C(O)OR ^a92 , OC(O)R ^b92 , OC(O)NR ^c92 R ^d92 , NR ^c92 R ^d92 , NR ^c92 NR ^c92 R ^d92 , NR ^c92 C(O)R ^b92 , NR ^c92 C(O)OR ^a92 , NR ^c92 C(O)NR ^c92 R ^d92 , C(=NR ^e92 )R ^b92 , C(=NOH)R ^b92 , C(=NCN)R ^b92 , C(=NR ^e92 )NR ^c92 R ^d92 , NR ^c92 C(=NR ^e92 )NR ^c92 R ^d92 ,

NR ^c92 C(=NOH)NR ^c92 R ^d92 , NR ^c92 C(=NCN)NR ^c92 R ^d92 , NR ^c92 C(=NR ^e92 )R ^b92 , NR ^c92 S(O)NR ^c92 R ^d92 , NR ^c92 S(O)R ^b92 , NR ^c92 S(O) ₂ R ^b92 , NR ^c92 S(O)(=NR ^e92 )R ^b92 , NR ^c92 S(O) ₂ NR ^c92 R ^d92 , S(O)R ^b92 , S(O)NR ^c92 R ^d92 , S(O) ₂ R ^b92 , S(O) ²

2NR ^c9 R ^d92 , S(O)(=NR ^e92 )R ^b92 , OS(O)(=NR ^e92 )R ^b92 , OS(O) ₂ R ^b92 , SF ⁹²

5, P(O)R ^f92 R ^g92 , OP(O)(OR ^h92 )(OR ⁱ⁹² ), P(O)(OR ^h )(OR ⁱ⁹² ), and BR ^j92 R ^k92 , wherein the C _1-6 alkyl, C _2-6 alkenyl, C _2-6 alkynyl, phenyl, C _3-7 cycloalkyl, 5-6 membered heteroaryl, 4-7 membered heterocycloalkyl, phenyl-C _1-6 alkyl-, C _3-7 cycloalkyl-C _1-6 alkyl-, (5-6 membered heteroaryl)-C _1-6 alkyl-, and (4-7 membered heterocycloalkyl)-C _1-6 alkyl- of R ^9A are each optionally substituted with 1, 2, 3, or 4 independently selected R ^M substituents;

each R ^a92 , R ^b92 , R ^c92 , and R ^d92 is independently selected from H, C _1-6 alkyl, C _1-6 haloalkyl, C _2-6 alkenyl, C _2-6 alkynyl, phenyl, C _3-7 cycloalkyl, 5-6 membered heteroaryl, 4-7 membered heterocycloalkyl, phenyl-C _1-6 alkyl-, C _3-7 cycloalkyl-C _1-6 alkyl-, (5-6 membered heteroaryl)-C _1-6 alkyl-, and (4-7 membered heterocycloalkyl)-C _1-6 alkyl-, wherein the C _1-6 alkyl, C _2-6 alkenyl, C _2-6 alkynyl, phenyl, C _3-7 cycloalkyl, 5-6 membered heteroaryl, 4-7 membered heterocycloalkyl, phenyl-C _1-6 alkyl-, C _3-7 cycloalkyl-C _1-6 alkyl-, (5-6 membered heteroaryl)-C _1-6 alkyl-, and (4-7 membered heterocycloalkyl)-C _1-6 alkyl- of R ^a92 , R ^b92 , R ^c92 and R ^d92 are each optionally substituted with 1, 2, 3, or 4 independently selected R ^M substituents;

or, any R ^c92 and R ^d92 , attached to the same N atom, together with the N atom to which they are attached, form a 5-6 membered heteroaryl group or a 4-7 membered heterocycloalkyl group, wherein the 5-6 membered heteroaryl group or 4-7 membered heterocycloalkyl group is optionally substituted with 1, 2, 3, or 4 independently selected R ^M substituents;

each R ^e92 is independently selected from H, OH, CN, C _1-6 alkyl, C _1-6 alkoxy, C _1-6 haloalkyl, C _1-6 haloalkoxy, C _2-6 alkenyl, and C _2-6 alkynyl;

each R ^f92 and R ^g92 is independently selected from H, C _1-6 alkyl, C _1-6 alkoxy, C _1-6 haloalkyl, C _1-6 haloalkoxy, C _2-6 alkenyl, C _2-6 alkynyl, phenyl, C _3-7 cycloalkyl, 5-6 membered heteroaryl, 4-7 membered heterocycloalkyl, phenyl-C _1-6 alkyl-, C _3-7 cycloalkyl-C _1-6 alkyl-, (5-6 membered heteroaryl)-C _1-6 alkyl-, and (4-7 membered heterocycloalkyl)-C _1-6 alkyl-; each R ^h92 and R ⁱ⁹² is independently selected from H, C _1-6 alkyl, C _1-6 haloalkyl, C _2-6 alkenyl, C _2-6 alkynyl, phenyl, C _3-7 cycloalkyl, 5-6 membered heteroaryl, 4-7 membered heterocycloalkyl, phenyl-C _1-6 alkyl-, C _3-7 cycloalkyl-C _1-6 alkyl-, (5-6 membered heteroaryl)-C _1-6 alkyl-, and (4-7 membered heterocycloalkyl)-C _1-6 alkyl-;

each R ^j92 and R ^k92 is independently selected from OH, C _1-6 alkoxy, and C _1-6 haloalkoxy; or any R ^j92 and R ^k92 attached to the same B atom, together with the B atom to which they are attached, form a 5- or 6-membered heterocycloalkyl group optionally substituted with 1, 2, 3, or 4 substituents independently selected from C _1-6 alkyl, C _1-6 haloalkyl, C _3-10 cycloalkyl, and 4-10 membered hetereocycloalkyl;

R ^10N is selected from H, C _1-6 alkyl, C _2-6 alkenyl, C _2-6 alkynyl, C _1-6 haloalkyl, C _6-10 aryl, C _{3- 10} cycloalkyl, 5-10 membered heteroaryl, 4-10 membered heterocycloalkyl, C _6-10 aryl-C _1-6 alkyl-, C _3-10 cycloalkyl-C _1-6 alkyl-, (5-10 membered heteroaryl)-C _1-6 alkyl-, (4-10 membered heterocycloalkyl)-C _1-6 alkyl-, C(O)R ^b10N , C(O)NR ^c10N R ^d10N , C(O)OR ^a10N , C(=NR ^e10N )R ^b10N , C(=NR ^e10N )NR ^c10N R ^d10N , C(=NCN)NR ^c10N R ^d10N , C(=NOR ^a10N )NR ^c10N , S(O) ₂ R ^b10N ,

S(O)(=NR ^c10N )R ^d10N , and S(O) ₂ NR ^c10N R ^d10N , wherein the C _1-6 alkyl, C _2-6 alkenyl, C _2-6 alkynyl, C _6-10 aryl, C _3-10 cycloalkyl, 5-10 membered heteroaryl, 4-10 membered heterocycloalkyl, C _6-10 aryl-C _1-6 alkyl-, C _3-10 cycloalkyl-C _1-6 alkyl-, (5-10 membered heteroaryl)-C _1-6 alkyl- and (4-10 membered heterocycloalkyl)-C _1-6 alkyl- of R ^10N are each optionally substituted with 1, 2, 3, 4, 5, 6, 7, or 8 independently selected R ^10NA substituents;

each R ^a10N , R ^b10N , R ^c10N , and R ^d10N is independently selected from H, C _1-6 alkyl, C _1-6 haloalkyl, C _2-6 alkenyl, C _2-6 alkynyl, C _6-10 aryl, C _3-10 cycloalkyl, 5-10 membered heteroaryl, 4-10 membered heterocycloalkyl, C _6-10 aryl-C _1-6 alkyl-, C _3-10 cycloalkyl-C _1-6 alkyl-, (5-10 membered heteroaryl)-C _1-6 alkyl-, and (4-10 membered heterocycloalkyl)-C _1-6 alkyl-, wherein the C _1-6 alkyl, C _2-6 alkenyl, C _2-6 alkynyl, C _6-10 aryl, C _3-10 cycloalkyl, 5-10 membered heteroaryl, 4-10 membered heterocycloalkyl, C _6-10 aryl-C _1-6 alkyl-, C _3-10 cycloalkyl-C _1-6 alkyl-, (5-10 membered heteroaryl)- C _1-6 alkyl-, and (4-10 membered heterocycloalkyl)-C _1-6 alkyl- of R ^a10N , R ^b10N , R ^c10N , and R ^d10N are each optionally substituted with 1, 2, 3, 4, 5, 6, 7, or 8 independently selected R ^10NA substituents; or, any R ^c10N and R ^d10N , attached to the same N atom, together with the N atom to which they are attached, form a 5-10 membered heteroaryl group or a 4-10 membered heterocycloalkyl group, wherein the 5-10 membered heteroaryl group or 4-10 membered heterocycloalkyl group is optionally substituted with 1, 2, 3, 4, 5, 6, 7, or 8 independently selected R ^10NA substituents; each R ^e10N is independently selected from H, OH, CN, C _1-6 alkyl, C _1-6 alkoxy, C _1-6 haloalkyl, C _1-6 haloalkoxy, C _2-6 alkenyl, and C _2-6 alkynyl; each R ^10NA is selected from H, D, halo, C _1-6 alkyl, C _1-6 haloalkyl, C _2-6 alkenyl, C _2-6 alkynyl, phenyl, C _3-7 cycloalkyl, 5-6 membered heteroaryl, 4-7 membered heterocycloalkyl, phenyl-C _1-6 alkyl-, C _3-7 cycloalkyl-C _1-6 alkyl-, (5-6 membered heteroaryl)-C _1-6 alkyl-, (4-7 membered heterocycloalkyl)-C _1-6 alkyl-, CN, NO ₂ , OR ^a10N2 , SR ^a10N2 , NHOR ^a10N2 , C(O)R ^b10N2 , C(O)NR ^c10N2 R ^d10N2 , C(O)NR ^c10N2 (OR ^a10N2 ), C(O)OR ^a10N2 , OC(O)R ^b10N2 , OC(O)NR ^c10N2 R ^d10N2 , NR ^c10N2 R ^d10N2 , NR ^c10N2 NR ^c10N2 R ^d10N2 , NR ^c10N2 C(O)R ^b10N2 , NR ^c10N2 C(O)OR ^a10N2 ,

NR ^c10N2 C(O)NR ^c10N2 R ^d10N2 , C(=NR ^e10N2 )R ^b10N2 , C(=NOH)R ^b10N2 , C(=NCN)R ^b10N2 ,

C(=NR ^e10N2 )NR ^c10N2 R ^d10N2 , NR ^c10N2 C(=NR ^e10N2 )NR ^c10N2 R ^d10N2 , NR ^c10N2 C(=NOH)NR ^c10N2 R ^d10N2 , NR ^c10N2 C(=NCN)NR ^c10N2 R ^d10N2 , NR ^c10N2 C(=NR ^e10N2 )R ^b10N2 , NR ^c10N2 S(O)NR ^c10N2 R ^d10N2 , NR ^c10N2 S(O)R ^b10N2 , NR ^c10N2 S(O) ₂ R ^b10N2 , NR ^c10N2 S(O)(=NR ^e10N2 )R ^b10N2 ,

NR ^c10N2 S(O) ₂ NR ^c10N2 R ^d10N2 , S(O)R ^b10N2 , S(O)NR ^c10N2 R ^d10N2 , S(O) ₂ R ^b10N2 , S(O) ₂ NR ^c10N2 R ^d10N2 , S(O)(=NR ^e10N2 )R ^b10N2 , OS(O)(=NR ^e10N2 )R ^b10N2 , OS(O) ₂ R ^b10N2 , SF ₅ , P(O)R ^f10N2 R ^g10N2 , OP(O)(OR ^h10N2 )(OR ^i10N2 ), P(O)(OR ^h10N2 )(OR ^i10N2 ), and BR ^j10N2 R ^k10N2 , wherein the C _1-6 alkyl, C _2-6 alkenyl, C _2-6 alkynyl, phenyl, C _3-7 cycloalkyl, 5-6 membered heteroaryl, 4-7 membered heterocycloalkyl, phenyl-C _1-6 alkyl-, C _3-7 cycloalkyl-C _1-6 alkyl-, (5-6 membered heteroaryl)-C _1-6 alkyl-, and (4-7 membered heterocycloalkyl)-C _1-6 alkyl- of R ^10NA are each optionally substituted with 1, 2, 3, or 4 independently selected R ^M substituents;

each R ^a10N2 , R ^b10N2 , R ^c10N2 , and R ^d10N2 is independently selected from H, C _1-6 alkyl, C _1-6 haloalkyl, C _2-6 alkenyl, C _2-6 alkynyl, phenyl, C _3-7 cycloalkyl, 5-6 membered heteroaryl, 4-7 membered heterocycloalkyl, phenyl-C _1-6 alkyl-, C _3-7 cycloalkyl-C _1-6 alkyl-, (5-6 membered heteroaryl)-C _1-6 alkyl-, and (4-7 membered heterocycloalkyl)-C _1-6 alkyl-, wherein the C _1-6 alkyl, C _2-6 alkenyl, C _2-6 alkynyl, phenyl, C _3-7 cycloalkyl, 5-6 membered heteroaryl, 4-7 membered heterocycloalkyl, phenyl-C _1-6 alkyl-, C _3-7 cycloalkyl-C _1-6 alkyl-, (5-6 membered heteroaryl)-C _1-6 alkyl-, and (4-7 membered heterocycloalkyl)-C _1-6 alkyl- of R ^a10N2 , R ^b10N2 , R ^c10N2 and R ^d10N2 are each optionally substituted with 1, 2, 3, or 4 independently selected R ^M substituents;

or, any R ^c10N2 and R ^d10N2 , attached to the same N atom, together with the N atom to which they are attached, form a 5-6 membered heteroaryl group or a 4-7 membered heterocycloalkyl group, wherein the 5-6 membered heteroaryl group or 4-7 membered heterocycloalkyl group is optionally substituted with 1, 2, 3, or 4 independently selected R ^M substituents;

each R ^e10N2 is independently selected from H, OH, CN, C _1-6 alkyl, C _1-6 alkoxy, C _1-6 haloalkyl, C _1-6 haloalkoxy, C _2-6 alkenyl, and C _2-6 alkynyl;

each R ^f10N2 and R ^g10N2 is independently selected from H, C _1-6 alkyl, C _1-6 alkoxy, C _1-6 haloalkyl, C _1-6 haloalkoxy, C _2-6 alkenyl, C _2-6 alkynyl, phenyl, C _3-7 cycloalkyl, 5-6 membered heteroaryl, 4-7 membered heterocycloalkyl, phenyl-C _1-6 alkyl-, C _3-7 cycloalkyl-C _1-6 alkyl-, (5-6 membered heteroaryl)-C _1-6 alkyl-, and (4-7 membered heterocycloalkyl)-C _1-6 alkyl-;

each R ^h10N2 and R ^i10N2 is independently selected from H, C _1-6 alkyl, C _1-6 haloalkyl, C _2-6 alkenyl, C _2-6 alkynyl, phenyl, C _3-7 cycloalkyl, 5-6 membered heteroaryl, 4-7 membered heterocycloalkyl, phenyl-C _1-6 alkyl-, C _3-7 cycloalkyl-C _1-6 alkyl-, (5-6 membered heteroaryl)-C _1-6 alkyl-, and (4-7 membered heterocycloalkyl)-C _1-6 alkyl-;

each R ^j10N2 and R ^k10N2 is independently selected from OH, C _1-6 alkoxy, and C _1-6 haloalkoxy;

or any R ^j10N2 and R ^k10N2 attached to the same B atom, together with the B atom to which they are attached, form a 5- or 6-membered heterocycloalkyl group optionally substituted with 1, 2, 3, or 4 substituents independently selected from C _1-6 alkyl, C _1-6 haloalkyl, C _3-10 cycloalkyl, and 4-10 membered hetereocycloalkyl;

R ¹⁰ is selected from H, D, halo, oxo, C _1-6 alkyl, C _1-6 haloalkyl, C _2-6 alkenyl, C _2-6 alkynyl, C _6-10 aryl, C _3-10 cycloalkyl, 5-10 membered heteroaryl, 4-10 membered heterocycloalkyl, C _6-10 aryl-C _1-6 alkyl-, C _3-10 cycloalkyl-C _1-6 alkyl-, (5-10 membered heteroaryl)-C _1-6 alkyl-, (4-10 membered heterocycloalkyl)-C _1-6 alkyl-, CN, NO ₂ , OR ^a101 , SR ^a101 , NHOR ^a101 , C(O)R ^b101 , C(O)NR ^c101 R ^d101 , C(O)NR ^c101 (OR ^a101 ), C(O)OR ^a101 , OC(O)R ^b101 , OC(O)NR ^c101 R ^d101 , NR ^c101 R ^d101 , NR ^c101 NR ^c101 R ^d101 , NR ^c101 C(O)R ^b101 , NR ^c101 C(O)OR ^a101 , NR ^c101 C(O)NR ^c101 R ^d101 , C(=NR ^e101 )R ^b101 , C(=NOH)R ^b101 , C(=NCN)R ^b101 , C(=NR ^e101 )NR ^c101 R ^d101 , NR ^c101 C(=NR ^e101 )NR ^c101 R ^d101 , NR ^c101 C(=NOH)NR ^c101 R ^d101 , NR ^c101 C(=NCN)NR ^c101 R ^d101 , NR ^c101 C(=NR ^e101 )R ^b101 ,