IP Library Granted Patent US 10,189,826
Granted Patent B2
US 10,189,826 · App. 15/553,622 · Granted Jan 29, 2019

Heterocyclic compounds and methods of use

Inventors: Brahmam Pujala (Noida, IN); Ramniwas Jangir (Noida, IN); Rambabu Guguloth (Noida, IN); Bharat Uttam Shinde (Noida, IN); Roopa Rai (San Francisco, CA); Son Minh Pham (San Francisco, CA); Sebastian Bernales (San Francisco, CA); Jeffrey Lindquist (Redwood City, CA); Mausumee Guha (Trabuco Canyon, CA); Satyanarayana Kallem (Noida, IN); Bhawana Bhatt (Noida, IN); Vikas Ramdas Bhagwat (Noida, IN)
Assignee: Medivation Technologies LLC
C07D409/14C07D401/14C07D409/04C07D413/14C07D417/04C07D417/14C07D471/04C07D471/10C07D487/04C07D491/107
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Quick Facts
Patent No.
US 10,189,826
App. No.
15/553,622
Granted
Jan 29, 2019
Kind
B2
Abstract

This disclosure provides compounds and methods of using those compounds to treat metabolic disorders and hyperproliferative disorders, including administration of the compounds in conjunction with hormone receptor antagonists.

Claims (312)

1. A compound of Formula (IIa):

or a pharmaceutically acceptable salt thereof, wherein:

R C5 is halogen;

each R C7 and R C8 is independently hydrogen, R1, or —SO 2 R C12 ; or R C7 and R C8 are taken together with the N to which they are attached to form a C3-C8 heterocycle optionally substituted with one or more R1 or R3;

R1 is C1-C6 linear or branched alkyl, C2-C6 linear or branched alkenyl, C2-C6 linear or branched alkynyl, C3-C6 cycloalkyl, C3-C6 cycloalkylmethyl, C3-C6 cycloalkenyl, aryl, or heteroaryl; each optionally substituted with one or more R3;

R3 is halogen, —CN, —OH, —O(Alkyl), ═O, —NO 2 , —SH, —S(Alkyl), —S(O)(Alkyl), —S(O) 2 (Alkyl), —CH 2 OCH 3 , —OBn, —CO 2 H, —CO 2 (Alkyl), —NR10R11, —CONR10R11, or —S(O) 2 NR10R11;

R10 and R11 are independently hydrogen, C1-C6 linear or branched alkyl, —C(O)R C12 , —C(O) 2 R C12 , —C(O)N(R C12 ) 2 , —SO 2 R C12 , or are taken together with the N to which they are attached to form a C3-C8 heterocyclyl; and

R C12 is hydrogen, a linear or branched C1-C6 alkyl, a linear or branched C2-C6 alkenyl, a linear or branched C2-C6 alkynyl, or aryl; wherein each alkyl, alkenyl, alkynyl, or aryl group is optionally substituted with one or more halogen atoms, one or more —NH 2 groups, or one or more —OH groups.

2. The compound of claim 1 , or the pharmaceutically acceptable salt thereof, wherein

(a) R C5 is chloro; or

(b) R C7 and R C8 are taken together with the N to which they are attached to form a C3-C8 heterocycle, wherein the C3-C8 heterocycle is selected from the group consisting of pyrrolidinyl, piperidinyl, piperazinyl, and morpholinyl, each optionally substituted with one or more R1 or R3.

3. A compound of Formula (IIb):

or a pharmaceutically acceptable salt thereof, wherein;

R C5 is halogen;

each R C7 and R C8 is independently hydrogen, R1, or —SO 2 R C12 ; or R C7 and R C8 are taken together with the N to which they are attached to form a C3-C8 heterocycle optionally substituted with one or more R1 or R3 ;

R1 is C1-C6 linear or branched alkyl, C2-C6 linear or branched alkenyl, C2-C6 linear or branched alkynyl, C3-C6 cycloalkyl, C3-C6 cycloalkylmethyl, C3-C6 cycloalkenyl, aryl, or heteroaryl; each optionally substituted with one or more R3;

R3 is halogen, —CN, —OH, —O(Alkyl), ═O, —NO 2 , —SH, —S(Alkyl), —S(O)(Alkyl), —S(O) 2 (Alkyl), —CH 2 OCH 3 , —OBn, —CO 2 H, —CO 2 (Alkyl), —NR10R11, —CONR10R11, or —S(O) 2 NR10R11;

R10 and R11 are independently hydrogen, C1-C6 linear or branched alkyl, —C(O)R C12 , —C(O) 2 R C12 , —C(O)N(R C12 ) 2 , —SO 2 R C12 , or are taken together with the N to which they are attached to form a C3-C8 heterocyclyl; and

R C12 is hydrogen, a linear or branched C1-C6 alkyl, a linear or branched C2-C6 alkenyl, a linear or branched C2-C6 alkynyl, or aryl; wherein each alkyl, alkenyl, alkynyl, or aryl group is optionally substituted with one or more halogen atoms, one or more —NH 2 groups, or one or more —OH groups.

4. The compound of claim 3 , or the pharmaceutically acceptable salt thereof, wherein:

(a) R C5 is chloro; or

(b) R C7 and R C8 are taken together with the N to which they are attached to form a C3-C8 heterocycle, wherein the C3-C8 heterocycle is selected from the group consisting of pyrrolidinyl, piperidinyl, piperazinyl, and morpholinyl, each optionally substituted with one or more R1 or R3.

5. A compound, or a pharmaceutically acceptable salt thereof, selected from the group consisting of:

N-methyl-4-[2-(2-propylpyridin-4-yl)-1,3-thiazol-4-yl]benzamide;

N,N-dimethyl-4-[2-(2-propylpyridin-4-yl)-1,3-thiazol-4-yl]benzamide;

4-[2-(2-propylpyridin-4-yl)-1,3-thiazol-4-yl]benzamide;

4-{4-[2-chloro-4-(piperidine-1-carbonyl)phenyl]-1,3-thiazol-2-yl}-1H-indole;

2-tert-butyl-4-{4-[2-chloro-4-(piperidine-1-carbonyl)phenyl]-1,3-thiazol-2-yl}pyridine;

3-chloro-4-[2-(1H-indol-4-yl)-1,3-thiazol-4-yl]-N,N-dimethylbenzamide;

4-{4-[5-(2-tert-butylpyridin-4-yl)thiophen-3-yl]-3-chlorobenzoyl}piperazin-2-one;

4-[5-(2-tert-butylpyridin-4-yl)thiophen-3-yl]-3-chloro-N-cyclobutylbenzamide;

3-chloro-N,N-dimethyl-4-{2-[2-(piperidin-1-yl)pyridin-4-yl]-1,3-thiazol-4-yl}benzamide;

1-{4-[5-(2-tert-butylpyridin-4-yl)thiophen-3-yl]-3-chlorobenzoyl}-4-methylpiperazine;

2-tert-butyl-4-{4-[2-chloro-4-(piperidine-1-carbonyl)phenyl]thiophen-2-yl}pyridine;

2-tert-butyl-4-{4-[2-chloro-4-(3,3-difluoropyrrolidine-1-carbonyl)phenyl]thiophen-2-yl}pyridine;

2-tert-butyl-4-{4-[2-chloro-4-(4,4-difluoropiperidine-1-carbonyl)phenyl]thiophen-2-yl}pyridine;

4-[5-(2-tert-butylpyridin-4-yl)thiophen-3-yl]-3-chloro-N-cyclopropylbenzamide;

N-tert-butyl-4-[5-(2-tert-butylpyridin-4-yl)thiophen-3-yl]-3-chlorobenzamide;

2-tert-butyl-4-{4-[2-chloro-4-(piperidine-1-carbonyl)phenyl]-5-methylthiophen-2-yl}pyridine;

4-(3-chloro-4-{2-[2-(piperidin-1-yl)pyridin-4-yl]-1,3-thiazol-4-yl}benzoyl)morpholine;

3-chloro-N-(2-hydroxypropyl)-4-{2-[2-(piperidin-1-yl)pyridin-4-yl]-1,3-thiazol-4-yl}benzamide;

tert-butyl N-(1-{4-[5-(2-tert-butylpyridin-4-yl)thiophen-3-yl]-3-chlorobenzoyl}piperidin-3-yl)carbamate;

tert-butyl N-[(3R)-1-{4-[5-(2-tert-butylpyridin-4-yl)thiophen-3-yl]-3-chlorobenzoyl}piperidin-3-yl]carbamate;

tert-butyl N-[(3S)-1-{4-[5-(2-tert-butylpyridin-4-yl)thiophen-3-yl]-3-chlorobenzoyl}piperidin-3-yl]carbamate;

4-{4-[5-(2-tert-butylpyridin-4-yl)thiophen-3-yl]-3-chlorobenzoyl}-1λ 6 ,4-thiomorpholine-1, 1-dione;

1-{4-[5-(2-tert-butylpyridin-4-yl)thiophen-3-yl]-3-chlorobenzoyl}piperidin-3-amine;

(3R)-1-{4-[5-(2-tert-butylpyridin-4-yl)thiophen-3-yl]-3-chlorobenzoyl}piperidin-3-amine;

(3S)-1-{4-[5-(2-tert-butylpyridin-4-yl)thiophen-3-yl]-3-chlorobenzoyl}piperidin-3-amine;

4-{4-[5-(2-tert-butylpyridin-4-yl)thiophen-3-yl]-3-chlorobenzoyl}morpholine;

4-[5-(2-tert-butylpyridin-4-yl)thiophen-3-yl]-3-chloro-N-phenylbenzamide;

2-tert-butyl-4-{4-[2-chloro-4-(4,4-difluoropiperidine-1-carbonyl)phenyl]-1H-imidazol-2-yl}pyridine;

2-tert-butyl-4-{4-[2-chloro-4-(piperidine-1-carbonyl)phenyl]-1H-imidazol-2-yl}pyridine;

6-[5-(2-tert-butylpyridin-4-yl)thiophen-3-yl]-2-methyl-1,2,3,4-tetrahydroisoquinolin-1-one;

tert-butyl 4-{4-[5-(2-tert-butylpyridin-4-yl)thiophen-3-yl]-3-chlorobenzoyl}piperazine-1-carboxylate;

1-{4-[5-(2-tert-butylpyridin-4-yl)thiophen-3-yl]-3-chlorobenzoyl}piperazine;

1-(4-{4-[5-(2-tert-butylpyridin-4-yl)thiophen-3-yl]-3-chlorobenzoyl}piperazin-1-yl)ethan-1-one;

1-{4-[5-(2-tert-butylpyridin-4-yl)thiophen-3-yl]-3-chlorobenzoyl}-4-methanesulfonylpiperazine;

N-(1-{4-[5-(2-tert-butylpyridin-4-yl)thiophen-3-yl]-3-chlorobenzoyl}piperidin-3-yl)methanesulfonamide;

N-(1-{4-[5-(2-tert-butylpyridin-4-yl)thiophen-3-yl]-3-chlorobenzoyl}piperidin-3-yl)acetamide;

4-[5-(2-tert-butylpyridin-4-yl)thiophen-3-yl]-3-chloro-N,N-bis(propan-2-yl)benzamide;

1-(1-{4-[5-(2-tert-butylpyridin-4-yl)thiophen-3-yl]-3-chlorobenzoyl}piperidin-3-yl)pyrrolidin-2-one;

6-[5-(2-tert-butylpyridin-4-yl)thiophen-3-yl]-2-(propan-2-yl)-1,2,3,4-tetrahydroisoquinolin-1-one;

2-(1-{4-[5-(2-tert-butylpyridin-4-yl)thiophen-3-yl]-3-chlorobenzoyl}piperidin-3-yl)-1λ 6 ,2-thiazolidine-1, 1-dione;

tert-butyl N-(1-{4-[5-(2-tert-butylpyridin-4-yl)thiophen-3-yl]-3-chlorobenzoyl}piperidin-4-yl)carbamate;

N-(1-{4-[5-(2-tert-butylpyridin-4-yl)thiophen-3-yl]-3-chlorobenzoyl}piperidin-4-yl)acetamide;

4-{4-[5-(2-tert-butylpyridin-4-yl)thiophen-3-yl]-3-chlorobenzoyl}-1-ethylpiperazin-2-one;

2-tert-butyl-4-{5-[2-chloro-4-(4,4-difluoropiperidine-1-carbonyl)phenyl]thiophen-3-yl}pyridine;

4-[5-(2-tert-butylpyridin-4-yl)thiophen-3-yl]-3-chloro-N-methyl-N-phenylbenzamide;

4-{4-[4-(azetidine-1-carbonyl)-2-chlorophenyl]thiophen-2-yl}-2-tert-butylpyridine;

6-{4-[5-(2-tert-butylpyridin-4-yl)thiophen-3-yl]-3-chlorobenzoyl}-2-oxa-6-azaspiro[3.3]heptane;

ethyl N-(1-{4-[5-(2-tert-butylpyridin-4-yl)thiophen-3-yl]-3-chlorobenzoyl}piperidin-3-yl)carbamate;

ethyl 4-{4-[5-(2-tert-butylpyridin-4-yl)thiophen-3-yl]-3-chlorobenzoyl}piperazine-1-carboxylate;

1-(4-{4-[5-(2-tert-butylpyridin-4-yl)thiophen-3-yl]-3-chlorobenzoyl}piperazin-1-yl)-2,2-dimethylpropan-1-one;

N-[2-(1-{4-[5-(2-tert-butylpyridin-4-yl)thiophen-3-yl]-3-chlorophenyl}-N-ethylformamido)ethyl] acetamide;

1-{4-[5-(2-tert-butylpyridin-4-yl)thiophen-3-yl]-3-chlorobenzoyl}piperidin-3-ol;

(3R)-1-{4-[5-(2-tert-butylpyridin-4-yl)thiophen-3-yl]-3-chlorobenzoyl}piperidin-3-ol;

(3S)-1-{4-[5-(2-tert-butylpyridin-4-yl)thiophen-3-yl]-3-chlorobenzoyl}piperidin-3-ol;

4-[5-(2-tert-butylpyridin-4-yl)thiophen-3-yl]-3-chloro-N-(3-hydroxyphenyl)benzamide;

(2S,6R)-4-{4-[5-(2-tert-butylpyridin-4-yl)thiophen-3-yl]-3-chlorobenzoyl}-2,6-dimethylmorpholine;

1-{4-[4-(2-tert-butylpyridin-4-yl)thiophen-2-yl]-3-chlorobenzoyl}-1,2,3,4-tetrahydro-1,8-naphthyridine;

6-[5-(2-tert-butylpyridin-4-yl)thiophen-3-yl]-7-chloro-2-(propan-2-yl)-1,2,3,4-tetrahydroisoquinolin-1-one;

4-[5-(2-tert-butylpyridin-4-yl)thiophen-3-yl]-3-chloro-N-[(4,6-dimethyl-2-oxo-1,2-dihydropyridin-3-yl)methyl]benzamide;

4-[5-(2-tert-butylpyridin-4-yl)thiophen-3-yl]-3-chloro-N-(4-fluorophenyl)benzamide

N-(1-{4-[5-(2-tert-butylpyridin-4-yl)thiophen-3-yl]-3-chlorobenzoyl}piperidin-3-yl)-2,2-dimethylpropanamide;

1-(1-{4-[5-(2-tert-butylpyridin-4-yl)thiophen-3-yl]-3-chlorobenzoyl}piperidin-3-yl)-3-cyclopropylurea;

1-{4-[5-(2-tert-butylpyridin-4-yl)thiophen-3-yl]-3-chlorobenzoyl}piperidin-4-ol;

4-[5-(2-tert-butylpyridin-4-yl)thiophen-3-yl]-3-chloro-N-(pyridin-3-yl)benzamide;

N-(1-{4-[5-(2-tert-butylpyridin-4-yl)thiophen-3-yl]-3-chlorobenzoyl}piperidin-4-yl)methanesulfonamide;

4-[5-(2-tert-butylpyridin-4-yl)thiophen-3-yl]-3-chloro-N-methyl-N-(1,3-oxazol-2-yl)benzamide;

4-[5-(2-tert-butylpyridin-4-yl)thiophen-3-yl]-3-chloro-N-[2-(morpholin-4-yl)-2-oxoethyl]benzamide;

4-[5-(2-tert-butylpyridin-4-yl)thiophen-3-yl]-3-chloro-N-{8-methyl-8-azabicyclo[3.2.1]octan-3-yl}benzamide;

ethyl N-(1-{4-[5-(2-tert-butylpyridin-4-yl)thiophen-3-yl]-3-chlorobenzoyl}piperidin-4-yl)carbamate;

tert-butyl N-[1-(3-chloro-4-{5-[2-(morpholin-4-yl)pyridin-4-yl]thiophen-3-yl}benzoyl)piperidin-3-yl]carbamate;

1-(3-chloro-4-{5-[2-(morpholin-4-yl)pyridin-4-yl]thiophen-3-yl}benzoyl)piperidin-3-amine;

1-{4-[5-(2-tert-butylpyridin-4-yl)-2-methylthiophen-3-yl]-3-chlorobenzoyl}piperidin-3-amine;

4-[5-(2-tert-butylpyridin-4-yl)-2-methylthiophen-3-yl]-3-chloro-N-phenylbenzamide;

(3S)-1-{4-[4-(2-tert-butylpyridin-4-yl)thiophen-2-yl]-3-chlorobenzoyl}pyrrolidin-3-ol;

(3R)-1-{4-[4-(2-tert-butylpyridin-4-yl)thiophen-2-yl]-3-chlorobenzoyl}pyrrolidin-3-ol;

tert-butyl N-[(3R)-1-{4-[4-(2-tert-butylpyridin-4-yl)thiophen-2-yl]-3-chlorobenzoyl}piperidin-3-yl]carbamate;

tert-butyl N-(1-{4-[5-(2-tert-butylpyridin-4-yl)thiophen-3-yl]-3-chlorobenzoyl}piperidin-3-yl)-N-methylcarbamate;

tert-butyl 3-{4-[5-(2-tert-butylpyridin-4-yl)thiophen-3-yl]-3-chlorobenzamido}piperidine-1-carboxylate;

1-{4-[5-(2-tert-butylpyridin-4-yl)thiophen-3-yl]-3-chlorobenzoyl}piperidin-4-amine;

6-[5-(2-tert-butylpyridin-4-yl)thiophen-3-yl]-5-chloro-N-phenylpyridine-3-carboxamide;

(3R)-1-{4-[4-(2-tert-butylpyridin-4-yl)thiophen-2-yl]-3-chlorobenzoyl}piperidin-3-amine;

(3S)-1-{4-[4-(2-tert-butylpyridin-4-yl)thiophen-2-yl]-3-chlorobenzoyl}piperidin-3-amine;

1-{4-[5-(2-tert-butylpyridin-4-yl)thiophen-3-yl]-3-chlorobenzoyl}-N-methylpiperidin-3-amine;

N-(1-{4-[5-(2-tert-butylpyridin-4-yl)thiophen-3-yl]-3-chlorobenzoyl}piperidin-4-yl)-2,2-dimethylpropanamide;

4-{4-[4-(2-tert-butylpyridin-4-yl)-5-methylthiophen-2-yl]-3-chlorobenzoyl}piperazin-2-one;

tert-butyl 4-{4-[5-(2-tert-butylpyridin-4-yl)thiophen-3-yl]-3-chlorobenzamido}piperidine-1-carboxylate;

tert-butyl N-[(3R)-1-{4-[4-(2-tert-butylpyridin-4-yl)-5-methylthiophen-2-yl]-3-chlorobenzoyl}piperidin-3-yl]carbamate;

tert-butyl N-[(3S)-1-{4-[4-(2-tert-butylpyridin-4-yl)-5-methylthiophen-2-yl]-3-chlorobenzoyl}piperidin-3-yl]carbamate;

1-{4-[5-(2-tert-butylpyridin-4-yl)thiophen-3-yl]-3-chlorobenzoyl}-N-[(4-chlorophenyl)methyl]piperidin-3-amine;

(3R)-1-{4-[5-(2-tert-butylpyridin-4-yl)thiophen-3-yl]-3-chlorobenzoyl}-N-[(4-chlorophenyl)methyl]piperidin-3-amine;

(3R)-1-{4-[4-(2-tert-butylpyridin-4-yl)thiophen-2-yl]-3-chlorobenzoyl}-N-[(4-chlorophenyl)methyl]piperidin-3-amine;

1-{4-[5-(2-tert-butylpyridin-4-yl)thiophen-3-yl]-3-chlorobenzoyl}-N-[(3-chlorophenyl)methyl]piperidin-3-amine;

(3R)-1-{4-[5-(2-tert-butylpyridin-4-yl)thiophen-3-yl]-3-chlorobenzoyl}pyrrolidin-3-ol;

7-{4-[5-(2-tert-butylpyridin-4-yl)thiophen-3-yl]-3-chlorobenzoyl}-2,7-diazaspiro[4.5] decan-1-one;

2-tert-butyl-4-[4-(2-chloro-4-{octahydropyrrolo [1,2-a]piperazine-2-carbonyl}phenyl)thiophen-2-yl]pyridine;

1-{4-[2-(2-tert-butylpyridin-4-yl)-1H-imidazol-4-yl]-3-chlorobenzoyl}piperidin-3-amine;

1-{4-[4-(2-tert-butylpyridin-4-yl)thiophen-2-yl]-3-chlorobenzoyl}piperidin-4-ol;

(3S)-1-{4-[4-(2-tert-butylpyridin-4-yl)-5-methylthiophen-2-yl]-3-chlorobenzoyl}piperidin-3-amine;

(3R)-1-{4-[4-(2-tert-butylpyridin-4-yl)-5-methylthiophen-2-yl]-3-chlorobenzoyl}piperidin-3-amine;

1-{4-[4-(2-tert-butylpyridin-4-yl)thiophen-2-yl]-3-chlorobenzoyl}piperidine-4-carboxylic acid;

1-{4-[4-(2-tert-butylpyridin-4-yl)thiophen-2-yl]-3-chlorobenzoyl}piperidin-3-ol;

(3R)-1-{4-[4-(2-tert-butylpyridin-4-yl)thiophen-2-yl]-3-chlorobenzoyl}piperidin-3-ol;

(3S)-1-{4-[4-(2-tert-butylpyridin-4-yl)thiophen-2-yl]-3-chlorobenzoyl}piperidin-3-ol;

tert-butyl N-[(3R)-1-{4-[5-(2-tert-butylpyridin-4-yl)thiophen-3-yl]-3-chlorobenzoyl}pyrrolidin-3-yl]carbamate;

(3R)-1-{4-[4-(2-tert-butylpyridin-4-yl)thiophen-2-yl]-3-chlorobenzoyl}piperidine-3-carboxylic acid;

2-tert-butyl-4-[5-(2-chloro-4-{3H,4H, 5H,6H,7H-imidazo[4, 5-c]pyridine-5-carbonyl}phenyl)thiophen-3-yl]pyridine;

4-{4-[4-(2-tert-butylpyridin-4-yl)thiophen-2-yl]-3-chlorobenzoyl}piperazin-2-one;

1-[(3R)-1-{4-[4-(2-tert-butylpyridin-4-yl)thiophen-2-yl]-3-chlorobenzoyl}piperidin-3-yl]imidazolidin-2-one;

1-{4-[4-(2-tert-butylpyridin-4-yl)thiophen-2-yl]-3-chlorobenzoyl}-3-methylpiperidin-3-amine;

(3R)-1-{4-[4-(2-tert-butylpyridin-4-yl)thiophen-2-yl]-3-chlorobenzoyl}-3-methylpiperidin-3-amine;

(3S)-1-{4-[4-(2-tert-butylpyridin-4-yl)thiophen-2-yl]-3-chlorobenzoyl}-3-methylpiperidin-3-amine;

(3R)-1-{4-[4-(2-tert-butylpyridin-4-yl)thiophen-2-yl]-3-chlorobenzoyl}pyrrolidin-3-amine;

(3S)-1-{4-[4-(2-tert-butylpyridin-4-yl)thiophen-2-yl]-3-chlorobenzoyl}pyrrolidin-3-amine;

1-{4-[4-(2-tert-butylpyridin-4-yl)thiophen-2-yl]-3-chlorobenzoyl}-1,2,3,4-tetrahydro-1,5-naphthyridine;

1-{4-[2-(2-tert-butylpyridin-4-yl)-1H-imidazol-4-yl]-3-chlorobenzoyl}piperidin-4-ol;

2-tert-butyl-4-{5-[2-chloro-4-(3-methoxypiperidine-1-carbonyl)phenyl]thiophen-3-yl}pyridine;

1-{4-[4-(2-tert-butylpyridin-4-yl)thiophen-2-yl]-3-chlorobenzoyl}-4-methylpiperidin-4-ol;

(3R)-1-{4-[4-(2-tert-butylpyridin-4-yl)thiophen-2-yl]-3-chlorobenzoyl}-3-methylpiperidin-3-ol;

(3S)-1-{4-[4-(2-tert-butylpyridin-4-yl)thiophen-2-yl]-3-chlorobenzoyl}-3-methylpiperidin-3-ol;

4-(3-chloro-4-{5-[1-(3-methylbutyl)-1H-pyrazol-5-yl]thiophen-3-yl}benzoyl)morpholine;

1-(3-chloro-4-{5-[1-(3-methylbutyl)-1H-pyrazol-5-yl]thiophen-3-yl}benzoyl)-4,4-difluoropiperidine;

1-(3-chloro-4-{4-[1-(3-methylbutyl)-1H-pyrazol-5-yl]thiophen-2-yl}benzoyl)piperidin-3-ol; and

3-(1-{4-[4-(2-tert-butylpyridin-4-yl)thiophen-2-yl]-3-chlorophenyl}-N-(4-fluorophenyl)formamido)propanoic acid.

6. A compound, or a pharmaceutically acceptable salt thereof, selected from the group consisting of:

piperidin-1-yl(4-(5-(2-propylpyridin-4-yl)thiophen-3-yl)phenyl)methanone;

piperidin-1-yl(3-(5-(2-propylpyridin-4-yl)thiophen-3-yl)phenyl)methanone;

(4-(5-(1-isobutyl-1H-pyrazol-5-yl)thiophen-3-yl)phenyl)(piperidin-1-yl)methanone;

(3-chloro-4-(5-(2-propylpyridin-4-yl)thiophen-3-yl)phenyl)(piperidin-1-yl)methanone;

(4-(4-(2-tert-butylpyridin-4-yl)thiophen-2-yl)-3-chlorophenyl)(piperidin-1-yl)methanone;

(3-chloro-4-(5-(1,2-dimethyl-1H-pyrrolo[2,3-b]pyridin-4-yl)thiophen-3-yl)phenyl) (piperidin-1-yl)methanone;

(3-chloro-4-(5-(1-propyl-1H-pyrrolo[2,3-b]pyridin-4-yl)thiophen-3-yl)phenyl)(piperidin-1-yl)methanone;

(3-chloro-4-(5-(2,3-dimethyl-3H-imidazo[4,5-b]pyridin-7-yl)thiophen-3-yl)phenyl) (piperidin-1-yl)methanone;

(3-chloro-4-(5-(3-propyl-3H-imidazo[4,5-b]pyridin-7-yl)thiophen-3-yl)phenyl)(piperidin-1-yl)methanone;

(4-(5-(3H-imidazo[4,5-b]pyridin-7-yl)thiophen-3-yl)-3-chlorophenyl)(piperidin-1-yl)methanone;

(3-chloro-4-(5-(1,2-dipropyl-1H-pyrrolo[2,3-b]pyridin-4-yl)thiophen-3-yl)phenyl) (piperidin-1-yl)methanone;

(4-(5-(6-(butylamino)-2-isobutylpyrimidin-4-yl)thiophen-3-yl)-3-chlorophenyl) (piperidin-1-yl)methanone;

(3-chloro-4-(5-(6-(dibutylamino)-2-isobutylpyrimidin-4-yl)thiophen-3-yl)phenyl) (piperidin-1-yl)methanone;

(4-(5-(6-amino-2-isobutylpyrimidin-4-yl)thiophen-3-yl)-3-chlorophenyl)(piperidin-1-yl)methanone;

(4-(5-(2-aminopyrimidin-4-yl)thiophen-3-yl)-3-chlorophenyl)(piperidin-1-yl)methanone;

(3-chloro-4-(5-(2-(propylamino)pyrimidin-4-yl)thiophen-3-yl)phenyl)(piperidin-1-yl) methanone;

(4-(5-(2-(butyl(propyl)amino)pyrimidin-4-yl)thiophen-3-yl)-3-chlorophenyl)(piperidin-1-yl)methanone;

(3-chloro-4-(5-(2-propylthiazol-4-yl)thiophen-3-yl)phenyl)(piperidin-1-yl)methanone;

(3-chloro-4-(5-(5-propyl-1,2,4-thiadiazol-3-yl)thiophen-3-yl)phenyl)(piperidin-1-yl) methanone;

(3-chloro-4-(5-(5-propyl-1,2,4-oxadiazol-3-yl)thiophen-3-yl)phenyl)(piperidin-1-yl) methanone;

(3-chloro-4-(5-(2-propylthiazol-5-yl)thiophen-3-yl)phenyl)(piperidin-1-yl)methanone;

(3-chloro-4-(5-(5-propyl-1,3,4-thiadiazol-2-yl)thiophen-3-yl)phenyl)(piperidin-1-yl) methanone;

(3-chloro-4-(5-(5-propyl-1,3,4-oxadiazol-2-yl)thiophen-3-yl)phenyl)(piperidin-1-yl) methanone;

5-(4-(2-chloro-4-(piperidine-1-carbonyl)phenyl)thiophen-2-yl)-isobutylpyridin-2(1H)-one;

(3-chloro-4-(5-(2-morpholinopyridin-4-yl)thiophen-3-yl)phenyl)(4,4-difluoropiperidin-1-yl)methanone;

(2-bromo-3-chloro-4-(5-(2-isobutylpyridin-4-yl)thiophen-3-yl)phenyl)(piperidin-1-yl) methanone;

(3,5-dichloro-4-(5-(2-isobutylpyridin-4-yl)thiophen-3-yl)phenyl)(piperidin-1-yl) methanone;

(4-(5-(2-isobutylpyridin-4-yl)thiophen-3-yl)-2-(trifluoromethyl)phenyl)(piperidin-1-yl) methanone;

(2-cyclopropyl-4-(5-(2-isobutylpyridin-4-yl)thiophen-3-yl)phenyl)(piperidin-1-yl) methanone;

(4-(5-(2-isobutylpyridin-4-yl)thiophen-3-yl)-2-methylphenyl)(piperidin-1-yl)methanone;

(4-(5-(2-isobutylpyridin-4-yl)thiophen-3-yl)-2-isopropylphenyl)(piperidin-1-yl) methanone;

(2-ethynyl-4-(5-(2-isobutylpyridin-4-yl)thiophen-3-yl)phenyl)(piperidin-1-yl)methanone;

(2-bromo-3-ethynyl-4-(5-(2-isobutylpyridin-4-yl)thiophen-3-yl)phenyl)(piperidin-1-yl) methanone;

(2-bromo-6-chloro-4-(5-(2-isobutylpyridin-4-yl)thiophen-3-yl)phenyl)(piperidin-1-yl) methanone;

(2-chloro-4-(5-(2-isobutylpyridin-4-yl)thiophen-3-yl)-6-methylphenyl)(piperidin-1-yl) methanone;

(4-(4-(2-tert-butylpyridin-4-yl)-1-methyl-1H-imidazol-2-yl)-3-chlorophenyl)(piperidin-1-yl)methanone;

(3-chloro-4-(5-(2-isobutylpyridin-4-yl)thiophen-3-yl)phenyl)(piperidin-1-yl)methanone;

(2-bromo-4-(2-(2-isobutylpyridin-4-yl)-1-methyl-1H-imidazol-4-yl)phenyl)(piperidin-1-yl)methanone;

(2-bromo-3-chloro-4-(2-(2-isobutylpyridin-4-yl)-1H-imidazol-4-yl)phenyl)(piperidin-1-yl)methanone;

(2-bromo-5-chloro-4-(2-(2-isobutylpyridin-4-yl)-1-methyl-1H-imidazol-4-yl)phenyl) (piperidin-1-yl)methanone;

(4-(4-(2-tert-butylpyridin-4-yl)oxazol-2-yl)-3-chlorophenyl)(piperidin-1-yl)methanone;

(4-(2-(2-tert-butylpyridin-4-yl)oxazol-4-yl)-3-chlorophenyl)(piperidin-1-yl)methanone;

(3-chloro-4-(5-(2-(dimethylamino)pyridin-4-yl)thiophen-3-yl)phenyl)(piperidin-1-yl) methanone;

(3,5-dichloro-4-(5-(2-propylpyridin-4-yl)thiophen-3-yl)phenyl)(piperidin-1-yl) methanone;

N-(4-(4-(2-chloro-4-(piperidine-1-carbonyl)phenyl)thiophen-2-yl)pyridin-2-yl) methanesulfonamide;

(3-chloro-4-(5-(2-(3,3,3-trifluoropropyl)pyridin-4-yl)thiophen-3-yl)phenyl)(piperidin-1-yl)methanone;

(3-chloro-4-(1-methyl-2-(2-(3,3,3-trifluoropropyl)pyridin-4-yl)-1H-imidazol-4-yl)phenyl) (piperidin-1-yl)methanone;

(2-hydroxy-4-(5-(2-propylpyridin-4-yl)thiophen-3-yl)phenyl)(piperidin-1-yl)methanone;

(4-(5-(2-tert-butylpyridin-4-yl)thiophen-3-yl)-2-hydroxyphenyl)(piperidin-1-yl) methanone;

(2-methoxy-4-(5-(2-propylpyridin-4-yl)thiophen-3-yl)phenyl)(piperidin-1-yl)methanone;

(4-(5-(2-isobutylpyridin-4-yl)thiophen-3-yl)-2-methoxyphenyl)(piperidin-1-yl) methanone;

(4-(5-(2-tert-butylpyridin-4-yl)thiophen-3-yl)-2-methoxyphenyl)(piperidin-1-yl) methanone;

(4-(5-(2-isobutylpyridin-4-yl)thiophen-3-yl)-3-(trifluoromethyl)phenyl)(piperidin-1-yl) methanone;

(3-chloro-4-(5-(2-neopentylpyridin-4-yl)thiophen-3-yl)phenyl)(piperidin-1-yl) methanone;

(3-chloro-4-(5-(2-isobutylpyridin-4-yl)thiophen-3-yl)-5-(trifluoromethyl)phenyl) (piperidin-1-yl)methanone;

(2,3-dichloro-4-(5-(2-isobutylpyridin-4-yl)thiophen-3-yl)phenyl)(piperidin-1-yl) methanone;

(4-(2-(2-isobutylpyridin-4-yl)-1-methyl-1H-imidazol-4-yl)-2-methoxyphenyl)(piperidin-1-yl)methanone;

(2-methoxy-4-(1-methyl-2-(2-propylpyridin-4-yl)-1H-imidazol-4-yl)phenyl)(piperidin-1-yl)methanone;

(4-(2-(2-tert-butylpyridin-4-yl)-1-methyl-1H-imidazol-4-yl)-2-methoxyphenyl)(piperidin-1-yl)methanone;

(4-(5-(2-benzylpyridin-4-yl)thiophen-3-yl)-3-chlorophenyl)(piperidin-1-yl)methanone;

(4-(5-(2-aminopyridin-4-yl)thiophen-3-yl)-3-chlorophenyl)(piperidin-1-yl)methanone;

N-(4-(4-(2-chloro-4-(piperidine-1-carbonyl)phenyl)-1-methyl-1H-imidazol-2-yl)pyridin-2-yl)methanesulfonamide;

(2-hydroxy-4-(5-(2-isobutylpyridin-4-yl)thiophen-3-yl)phenyl)(piperidin-1-yl) methanone;

(3-chloro-4-(5-(2-(3,3,3-trifluoropropyl)pyridin-4-yl)furan-3-yl)phenyl)(piperidin-1-yl) methanone;

(2-methoxy-4-(5-(2-neopentylpyridin-4-yl)thiophen-3-yl)phenyl)(piperidin-1-yl) methanone;

N-(4-(4-(2-chloro-4-(piperidine-1-carbonyl)phenyl)thiophen-2-yl)pyridin-2-yl)-1, 1, 1-trifluoromethanesulfonamide;

1-(4-(4-(4-(2-chloro-4-(4,4-difluoropiperidine-1-carbonyl)phenyl)thiophen-2-yl)pyridin-2-yl)piperazin-1-yl)ethanone;

(3-chloro-4-(5-(1-isopentyl-1H-pyrazol-5-yl)thiophen-3-yl)phenyl)(piperidin-1-yl) methanone;

(3-chloro-4-(5-(1-isopentyl-1H-pyrazol-5-yl)furan-3-yl)phenyl)(piperidin-1-yl) methanone;

(3-chloro-4-(5-(2-(cyclohexylmethyl)pyridin-4-yl)thiophen-3-yl)phenyl)(piperidin-1-yl)methanone;

(3-chloro-4-(5-(naphthalen-1-yl)thiophen-3-yl)phenyl)(piperidin-1-yl)methanone;

(4-(5-(1H-indol-6-yl)thiophen-3-yl)-3-chlorophenyl)(piperidin-1-yl)methanone;

(4-(5-(1H-indol-4-yl)thiophen-3-yl)-3-chlorophenyl)(4,4-difluoropiperidin-1-yl) methanone;

(4-(5-(1H-benzo[d]imidazol-4-yl)thiophen-3-yl)-3-chlorophenyl)(4,4-difluoropiperidin-1-yl)methanone;

(3-chloro-4-(5-(isoquinolin-4-yl)thiophen-3-yl)phenyl)(piperidin-1-yl)methanone;

(3-chloro-4-(5-(2-(4-methylpiperazin-1-yl)pyridin-4-yl)thiophen-3-yl)phenyl)(piperidin-1-yl)methanone;

(3-chloro-4-(5-(3,5-dimethylisoxazol-4-yl)thiophen-3-yl)phenyl)(piperidin-1-yl) methanone;

(3-chloro-4-(5-(1-isopentyl-1H-pyrazol-5-yl)thiophen-3-yl)phenyl)(4,4-difluoropiperidin-1-yl)methanone;

(3-chloro-4-(5-(1-ethyl-1H-indol-4-yl)thiophen-3-yl)phenyl)(4,4-difluoropiperidin-1-yl) methanone;

(4-(5-(1H-indol-4-yl)thiophen-3-yl)-3-chlorophenyl)(piperidin-1-yl)methanone;

(3-chloro-4-(5-(1-ethyl-1H-benzo[d]imidazol-4-yl)thiophen-3-yl)phenyl)(4,4-difluoropiperidin-1-yl)methanone;

(3-chloro-4-(5-(2,3-dihydrobenzofuran-5-yl)thiophen-3-yl)phenyl)(piperidin-1-yl) methanone;

(3-chloro-4-(5-(2-(hydroxymethyl)pyridin-4-yl)thiophen-3-yl)phenyl)(piperidin-1-yl) methanone;

(3-chloro-4-(5-(3-(hydroxymethyl)pyridin-4-yl)thiophen-3-yl)phenyl)(piperidin-1-yl) methanone;

(3-chloro-4-(5-(2-(piperidin-1-yl)pyridin-4-yl)thiophen-3-yl)phenyl)(piperidin-1-yl) methanone;

(3-chloro-4-(5-(3-methylpyridin-4-yl)thiophen-3-yl)phenyl)(piperidin-1-yl)methanone;

(4-(5-(1H-pyrrolo[2,3-b]pyridin-4-yl)thiophen-3-yl)-3-chlorophenyl)(piperidin-1-yl) methanone;

(3-chloro-4-(5-(2-(piperidin-1-yl)pyridin-4-yl)thiophen-3-yl)phenyl)(4,4-difluoropiperidin-1-yl)methanone;

(3-chloro-4-(5-(5-fluoro-1H-pyrrolo[2, 3-b]pyridin-4-yl)thiophen-3-yl)phenyl)(piperidin-1-yl)methanone;

(4-(5-(benzo[b]thiophen-3-yl)thiophen-3-yl)-3-chlorophenyl)(piperidin-1-yl)methanone;

(3-chloro-4-(5-(3-(pyrrolidin-1-ylmethyl)pyridin-4-yl)thiophen-3-yl)phenyl)(piperidin-1-yl)methanone;

(3-chloro-4-(5-(2-(cyclopentylamino)pyridin-4-yl)thiophen-3-yl)phenyl)(piperidin-1-yl) methanone;

(4-(5-(1H-indol-3-yl)thiophen-3-yl)-3-chlorophenyl)(piperidin-1-yl)methanone;

(3-chloro-4-(5-(quinolin-4-yl)thiophen-3-yl)phenyl)(piperidin-1-yl)methanone;

(3-chloro-4-(5-(2-chloropyridin-4-yl)thiophen-3-yl)phenyl)(piperidin-1-yl)methanone;

(2-bromo-4-(5-(2-tert-butylpyridin-4-yl)thiophen-3-yl)-3-chlorophenyl)(piperidin-1-yl) methanone;

(2-bromo-4-(2-(2-propylpyridin-4-yl)-1H-imidazol-4-yl)phenyl)(piperidin-1-yl) methanone;

(2-bromo-4-(5-(2-tert-butylpyridin-4-yl)furan-3-yl)-3-chlorophenyl)(piperidin-1-yl) methanone;

(2-bromo-4-(5-(2-tert-butylpyridin-4-yl)-1H-pyrrol-3-yl)-3-chlorophenyl)(piperidin-1-yl) methanone;

(4-(2-(2-tert-butylpyridin-4-yl)-1H-imidazol-4-yl)-3-fluorophenyl)(piperidin-1-yl) methanone;

(4-(4-(2-tert-butylpyridin-4-yl)-1H-imidazol-2-yl)-3-chlorophenyl)(piperidin-1-yl) methanone;

(2-bromo-4-(2-(2-(piperidin-1-yl)pyridin-4-yl)-1H-imidazol-4-yl)phenyl)(piperidin-1-yl) methanone;

(4-(2-(2-tert-butylpyridin-4-yl)-1-methyl-1H-imidazol-4-yl)-3-chlorophenyl)(piperidin-1-yl)methanone;

(4-(5-(2-tert-butylpyridin-4-yl)-1H-pyrrol-3-yl)-3-chlorophenyl)(piperidin-1-yl) methanone;

(4-(4-(2-tert-butylpyridin-4-yl)furan-2-yl)-3-chlorophenyl)(piperidin-1-yl)methanone;

(4-(4-(2-tert-butylpyridin-4-yl)-1H-pyrrol-2-yl)-3-chlorophenyl)(piperidin-1-yl) methanone;

(4-(4-(2-tert-butylpyridin-4-yl)-1-methyl-1H-pyrrol-2-yl)-3-chlorophenyl)(piperidin-1-yl) methanone;

(4-(4-(2-tert-butylpyridin-4-yl)thiazol-2-yl)-3-chlorophenyl)(piperidin-1-yl)methanone;

(4-(5-(2-tert-butylpyridin-4-yl)isothiazol-3-yl)-3-chlorophenyl)(piperidin-1-yl) methanone;

(4-(5-(2-tert-butylpyridin-4-yl)isoxazol-3-yl)-3-chlorophenyl)(piperidin-1-yl)methanone;

(4-(5-(2-tert-butylpyridin-4-yl)-1H-pyrazol-3-yl)-3-chlorophenyl)(piperidin-1-yl) methanone;

(4-(3-(2-tert-butylpyridin-4-yl)isothiazol-5-yl)-3-chlorophenyl)(piperidin-1-yl) methanone;

(4-(3-(2-tert-butylpyridin-4-yl)isoxazol-5-yl)-3-chlorophenyl)(piperidin-1-yl)methanone;

(4-(3-(2-tert-butylpyridin-4-yl)-1H-pyrazol-5-yl)-3-chlorophenyl)(piperidin-1-yl) methanone;

(4-(3-(2-tert-butylpyridin-4-yl)-1-methyl-1H-pyrazol-5-yl)-3-chlorophenyl)(piperidin-1-yl)methanone;

(3-chloro-4-(5-(2-isobutylpyridin-4-yl)-1H-pyrrol-3-yl)phenyl)(piperidin-1-yl) methanone;

(3-fluoro-4-(5-(2-propylpyridin-4-yl)thiophen-3-yl)phenyl)(piperidin-1-yl)methanone;

(3-chloro-4-(2-(2-isobutylpyridin-4-yl)-1H-imidazol-4-yl)phenyl)(piperidin-1-yl) methanone;

(3-chloro-4-(2-(2-isobutylpyridin-4-yl)oxazol-4-yl)phenyl)(piperidin-1-yl)methanone;

(3-chloro-4-(2-(2-isobutylpyridin-4-yl)thiazol-4-yl)phenyl)(piperidin-1-yl)methanone;

(3-(5-(2-isobutylpyridin-4-yl)thiophen-3-yl)phenyl)(piperidin-1-yl)methanone;

(2-bromo-4-(5-(2-isobutylpyridin-4-yl)thiophen-3-yl)phenyl)(piperidin-1-yl)methanone;

(2-bromo-4-(2-(2-isobutylpyridin-4-yl)-1H-imidazol-4-yl)phenyl)(piperidin-1-yl) methanone;

(4-(5-(2-butylpyridin-4-yl)thiophen-3-yl)-3-chlorophenyl)(piperidin-1-yl)methanone;

(3-chloro-4-(5-(2-(methoxymethyl)pyridin-4-yl)thiophen-3-yl)phenyl)(piperidin-1-yl) methanone;

(3-chloro-4-(5-(4,6-dipropylpyridin-2-yl)thiophen-3-yl)phenyl)(piperidin-1-yl) methanone;

piperidin-1-yl(4-(5-(4-propylpyridin-2-yl)thiophen-3-yl)phenyl)methanone;

(4-(5-(2, 6-dipropylpyridin-3-yl)thiophen-3-yl)phenyl)(piperidin-1-yl)methanone;

(4-(5-(2-(cyclohexylmethyl)pyridin-4-yl)thiophen-3-yl)phenyl)(piperidin-1-yl) methanone;

(4-(5-(2-isobutylpyridin-4-yl)thiophen-3-yl)-3-methoxyphenyl)(piperidin-1-yl) methanone;

(3-chloro-4-(5-(2-((trifluoromethylsulfonyl)methyl)pyridin-4-yl)thiophen-3-yl)phenyl) (piperidin-1-yl)methanone;

(3-chloro-4-(1-methyl-2-(1H-pyrrolo[2, 3-b]pyridin-4-yl)-1H-imidazol-4-yl)phenyl) (piperidin-1-yl)methanone;

(3-chloro-4-(5-(2-propyl-3H-imidazo[4, 5-b]pyridin-7-yl)thiophen-3-yl)phenyl)(piperidin-1-yl)methanone;

4-(4-(2-chloro-4-(piperidine-1-carbonyl)phenyl)thiophen-2-yl)-N-cyclopropyl picolinamide;

4-(4-(2-chloro-4-(piperidine-1-carbonyl)phenyl)thiophen-2-yl)-N-cyclohexyl picolinamide;

(4-(2-(1H-indol-4-yl)-1-methyl-1H-imidazol-4-yl)-3-chlorophenyl)(piperidin-1-yl) methanone;

(3-chloro-4-(4-(2-(piperidin-1-yl)pyridin-4-yl)thiophen-2-yl)phenyl)(4,4-difluoro piperidin-1-yl)methanone;

(3-chloro-4-(4-(2-(piperidin-1-yl)pyridin-4-yl)thiophen-2-yl)phenyl)(piperidin-1-yl) methanone;

(2-bromo-4-(2-(2-tert-butylpyridin-4-yl)-1H-imidazol-4-yl)phenyl)(piperidin-1-yl) methanone;

(2-chloro-4-(2-(2-propylpyridin-4-yl)-1H-imidazol-4-yl)phenyl)(piperidin-1-yl) methanone;

(2-bromo-5-chloro-4-(2-(2-propylpyridin-4-yl)-1H-imidazol-4-yl)phenyl)(piperidin-1-yl) methanone;

(3-chloro-4-(5-(2-isobutylpyridin-4-yl)thiophen-3-yl)phenyl)(4,4-difluoropiperidin-1-yl) methanone;

(3-chloro-4-(5-(2-cyclopropylpyridin-4-yl)thiophen-3-yl)phenyl)(piperidin-1-yl) methanone;

piperidin-1-yl(4-(5-(2-propylpyridin-4-yl)thiophen-3-yl)-3-(trifluoromethyl)phenyl) methanone;

(3-chloro-4-(5-(2-propylpyridin-4-yl)thiophen-3-yl)phenyl)(3,3-difluoropyrrolidin-1-yl) methanone;

(3-chloro-4-(2-(2-propylpyridin-4-yl)-1H-imidazol-4-yl)phenyl)(piperidin-1-yl) methanone;

(2-bromo-4-(5-(2-propylpyridin-4-yl)thiophen-3-yl)phenyl)(piperidin-1-yl)methanone;

(4-(5-(2-isobutylpyridin-4-yl)thiophen-3-yl)phenyl)(piperidin-1-yl)methanone;

5-(5-(2-isobutylpyridin-4-yl)thiophen-3-yl)-2-(piperidine-1-carbonyl)benzonitrile;

piperidin-1-yl(4-(5-(6-propylpyridin-3-yl)thiophen-3-yl)phenyl)methanone;

(4-(5-(2-pentylpyridin-4-yl)thiophen-3-yl)phenyl)(piperidin-1-yl)methanone; and

(2-bromo-4-(1-methyl-2-(2-propylpyridin-4-yl)-1H-imidazol-4-yl)phenyl)(piperidin-1-yl) methanone.

7. A pharmaceutical composition comprising a compound of claim 1 , or a pharmaceutically acceptable salt thereof, and a pharmaceutically acceptable vehicle.

8. (4-(4-(2-tert-butylpyridin-4-yl)thiophen-2-yl)-3-chlorophenyl)(piperidin-1-yl)methanone:

9. A pharmaceutical composition comprising (4-(4-(2-tert-butylpyridin-4-yl)thiophen-2-yl)-3-chlorophenyl)(piperidin-1-yl)methanone:

or a pharmaceutically acceptable salt thereof, and a pharmaceutically acceptable vehicle.

10. The pharmaceutical composition of claim 7 , wherein:

(a) R C5 is chloro; or

(b) R C7 and R C8 are taken together with the N to which they are attached to form a C3-C8 heterocycle, wherein the C3-C8 heterocycle is selected from the group consisting of pyrrolidinyl, piperidinyl, piperazinyl, and morpholinyl, each optionally substituted with one or more R1 or R3.

11. A pharmaceutical composition comprising a compound of claim 3 , or a pharmaceutically acceptable salt thereof, and a pharmaceutically acceptable vehicle.

12. The pharmaceutical composition of claim 11 , wherein:

(a) R C5 is chloro; or

(b) R C7 and R C8 are taken together with the N to which they are attached to form a C3-C8 heterocycle, wherein the C3-C8 heterocycle is selected from the group consisting of pyrrolidinyl, piperidinyl, piperazinyl, and morpholinyl, each optionally substituted with one or more R1 or R3.

13. A pharmaceutical composition comprising a compound of claim 5 .

14. A pharmaceutical composition comprising a compound of claim 6 .

Assignments (5)
CHANGE OF NAME Recorded Nov 9, 2017
From: MEDIVATION TECHNOLOGIES, INC.
To: MEDIVATION TECHNOLOGIES LLC
Reel/Frame 044413/0660 →
CONFIRMATORY ASSIGNMENT Recorded Oct 26, 2017
From: PUJALA, BRAHMAM; JANGIR, RAMNIWAS; GUGULOTH, RAMBABU; SHINDE, BHARAT
To: MEDIVATION TECHNOLOGIES, INC.
Reel/Frame 044296/0482 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Oct 26, 2017
From: PUJALA, BRAHMAM; JANGIR, RAMNIWAS; GUGULOTH, RAMBABU; SHINDE, BHARAT UTTAM; RAI, ROOPA; PHAM, SON MINH; BERNALES, SEBASTIAN; LINDQUIST, JEFFREY; GUHA, MAUSUMEE
To: MEDIVATION TECHNOLOGIES, INC.
Reel/Frame 044296/0764 →
CONFIRMATORY ASSIGNMENT Recorded Oct 26, 2017
From: KALLEM, SATYANARAYANA; BHATT, BHAWANA; BHAGWAT, VIKAS RAMDAS
To: MEDIVATION TECHNOLOGIES, INC.
Reel/Frame 044906/0936 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Oct 26, 2017
From: RAI, ROOPA; PHAM, SON MINH; BERNALES, SEBASTIAN; LINDQUIST, JEFFREY; GUHA, MAUSUMEE
To: MEDIVATION TECHNOLOGIES, INC.
Reel/Frame 043953/0910 →
Priority Claims (2)
IN 615/DEL/2015 · Mar 4, 2015 · national
IN 640/DEL/2015 · Mar 9, 2015 · national
Continuity (1)
Related Publication 20180051013A1 · Feb 22, 2018