IP Library › Granted Patent US 11,608,335

Granted Patent B2

US 11,608,335 · App. 16/968,533 · Granted Mar 21, 2023

Somatostatin modulators and uses thereof

Inventors: Jian Zhao (San Diego, CA); Shimiao Wang (San Diego, CA); Yunfei Zhu (San Diego, CA)

Assignee: CRINETICS PHARMACEUTICALS, INC.

C07D471/04 A61P3/08 C07D401/14

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Quick Facts

Patent No.: US 11,608,335
App. No.: 16/968,533
Granted: Mar 21, 2023
Kind: B2

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Abstract

Described herein are compounds that are somatostatin modulators, methods of making such compounds, pharmaceutical compositions and medicaments comprising such compounds, and methods of using such compounds in the treatment of conditions, diseases, or disorders that would benefit from modulation of somatostatin activity.

Claims (379)

1. A compound of Formula (II), or a pharmaceutically acceptable salt, solvate, diastereomeric mixture, or individual enantiomers thereof:

wherein:

R 3 and R 4 are independently H or substituted or unsubstituted C 1 -C 6 alkyl;

R 5 is H, —OH, substituted or unsubstituted C 1 -C 6 alkyl, substituted or unsubstituted C 1 -C 6 alkoxy, or substituted or unsubstituted C 1 -C 6 heteroalkyl;

each R 6 is independently H, halogen, —OR 17 , —N(R 17 ) 2 , —CN, —CO 2 R 17 , —C(═O)N(R 17 ) 2 , substituted or unsubstituted C 1 -C 6 alkyl, substituted or unsubstituted C 1 -C 6 fluoroalkyl, substituted or unsubstituted C 1 -C 6 heteroalkyl, substituted or unsubstituted monocyclic carbocycle, or substituted or unsubstituted monocyclic heterocycle;

R a is H or —NR 7 R 8 ;

R 7 is H, substituted or unsubstituted C 1 -C 4 alkyl, substituted or unsubstituted C 1 -C 4 fluoroalkyl, substituted or unsubstituted C 1 -C 4 heteroalkyl, or substituted or unsubstituted C 3 -C 6 cycloalkyl;

R 8 is H, substituted or unsubstituted C 1 -C 4 alkyl, substituted or unsubstituted C 1 -C 4 fluoroalkyl, substituted or unsubstituted C 1 -C 4 heteroalkyl, or substituted or unsubstituted C 3 -C 6 cycloalkyl;

X 1 is N or C—R 9 ;

R 9 is H, F, Cl, Br, —CN, —N(R 17 ) 2 , substituted or unsubstituted C 1 -C 4 alkyl, substituted or unsubstituted C 1 -C 4 alkoxy, substituted or unsubstituted C 1 -C 4 fluoroalkyl, substituted or unsubstituted C 1 -C 4 fluoroalkoxy, substituted or unsubstituted C 1 -C 4 heteroalkyl, or substituted C 3 -C 6 cycloalkyl;

X 2 is C—R 10 or N;

X 3 is C—R 11 or N;

R 10 , each R 11 and R 12 are each independently H, halogen, substituted or unsubstituted C 1 -C 4 alkyl, substituted or unsubstituted C 1 -C 4 alkenyl, substituted or unsubstituted C 1 -C 4 alkynyl, substituted or unsubstituted C 1 -C 4 fluoroalkyl, substituted or unsubstituted C 1 -C 6 heteroalkyl, substituted or unsubstituted monocyclic carbocycle, substituted or unsubstituted monocyclic heterocycle, —CN, —OR 17 , —CO 2 R 17 , —C(═O)N(R 17 ) 2 , —N(R 17 ) 2 , —NR 17 C(═O)R 18 , —NR 17 C(═O)OR 18 , —NR 17 C(═O)N(R 17 ) 2 , —C(R 17 )═N—OR 17 , —SR 17 , —S(═O)R 17 , —SO 2 R 17 , or —SO 2 N(R 17 ) 2 ;

R 13 is H, substituted or unsubstituted C 1 -C 4 alkyl, substituted or unsubstituted C 1 -C 4 fluoroalkyl, substituted or unsubstituted C 1 -C 4 heteroalkyl, or substituted or unsubstituted C 3 -C 6 cycloalkyl;

X 4 and X 6 are independently CR 14 or N;

each R 14 is independently H, halogen, substituted or unsubstituted C 1 -C 4 alkyl, substituted or unsubstituted C 1 -C 4 fluoroalkyl, substituted or unsubstituted C 1 -C 6 heteroalkyl, substituted or unsubstituted monocyclic carbocycle, substituted or unsubstituted monocyclic heterocycle, —CN, —OR 17 , —CO 2 R 17 , —C(═O)N(R 17 ) 2 , —N(R 17 ) 2 , —NR 17 C(═O)R 18 , —NR 17 C(═O)OR 18 , —NR 17 C(═O)N(R 17 ) 2 , —C(R 17 )═N—OR 17 , —SR 17 , —S(═O)R 17 , —SO 2 R 17 , or —SO 2 N(R 17 ) 2 ;

X 5 is CR 15 or N;

R 15 and R 16 are independently H, halogen, substituted or unsubstituted C 1 -C 4 alkyl, substituted or unsubstituted C 1 -C 4 fluoroalkyl, substituted or unsubstituted C 1 -C 6 heteroalkyl, substituted or unsubstituted monocyclic carbocycle, substituted or unsubstituted monocyclic heterocycle, —CN, —OR 17 , —CO 2 R 17 , —C(═O)N(R 17 ) 2 , —N(R 17 ) 2 , —NR 17 C(═O)R 18 , —NR 17 C(═O)OR 18 , —NR 17 C(═O)N(R 17 ) 2 , —C(R 17 )═N—OR 17 , —SR 17 , —S(═O)R 17 , —SO 2 R 17 , or —SO 2 N(R 17 ) 2 ;

each R 17 is independently selected from H, substituted or unsubstituted C 1 -C 6 alkyl, substituted or unsubstituted C 1 -C 6 heteroalkyl, substituted or unsubstituted C 3 -C 7 cycloalkyl, substituted or unsubstituted monocyclic C 2 -C 6 heterocycloalkyl, substituted or unsubstituted phenyl, and substituted or unsubstituted monocyclic heteroaryl;

or two R 17 on the same N atom are taken together with the N atom to which they are attached to form a substituted or unsubstituted N-containing heterocycle;

each R 18 is independently selected from substituted or unsubstituted C 1 -C 6 alkyl, substituted or unsubstituted C 1 -C 6 heteroalkyl, substituted or unsubstituted C 3 -C 7 cycloalkyl, substituted or unsubstituted monocyclic C 2 -C 6 heterocycloalkyl, substituted or unsubstituted phenyl, and substituted or unsubstituted monocyclic heteroaryl; and

m is 0, 1, or 2;

wherein any substituted group is substituted with one or two substituents that are independently selected from halogen, —CN, —NH 2 , —OH, —NH(CH 3 ), —N(CH 3 ) 2 , —CH 3 , —CH 2 CH 3 , —CF 3 , —OCH 3 , and —OCF 3 .

2. The compound of claim 1 , or a pharmaceutically acceptable salt, solvate, diastereomeric mixture, or individual enantiomers thereof, wherein:

R a is H or —NR 7 R 8 ;

R 5 is H, —OH, or C 1 -C 4 alkyl;

each R 6 is independently H, halogen, —OR 17 , —N(R 17 ) 2 , —CN, —CO 2 R 17 , —C(═O)N(R 17 ) 2 , substituted or unsubstituted C 1 -C 6 alkyl, substituted or unsubstituted C 1 -C 6 fluoroalkyl, substituted or unsubstituted C 1 -C 6 heteroalkyl, substituted or unsubstituted phenyl, or substituted or unsubstituted monocyclic 5-membered or 6-membered heterocycle;

R 7 is H, C 1 -C 4 alkyl, C 1 -C 4 fluoroalkyl, C 1 -C 4 heteroalkyl, or C 3 -C 6 cycloalkyl; and

R 8 is H, C 1 -C 4 alkyl, C 1 -C 4 fluoroalkyl, C 1 -C 4 heteroalkyl, or C 3 -C 6 cycloalkyl.

3. The compound of claim 1 , or a pharmaceutically acceptable salt, solvate, diastereomeric mixture, or individual enantiomers thereof, wherein:

R 5 is H, —OH, —CH 3 or —CH 2 CH 3 ;

each R 6 is independently H, F, —OH, —OCH 3 , —OCH 2 CH 3 , —OCF 3 , —NH 2 ,—NHCH 3 , —N(CH 3 ) 2 , —CN, —C(═O)OCH 3 , —C(═O)NH 2 , —C(═O)NHCH 3 , —C(═O)N(CH 3 ) 2 , —CH 3 , —CH 2 CH 3 , —CH 2 OH, —CH 2 OCH 3 , —CH 2 CN, or —CF 3 ; and

R a is H.

4. A compound of Formula (III), or a pharmaceutically acceptable salt, pharmaceutically acceptable solvate, diastereomeric mixture, or individual enantiomers thereof:

wherein:

R 3 and R 4 are independently H or substituted or unsubstituted C 1 -C 6 alkyl;

R 5 is H, —OH, substituted or unsubstituted C 1 -C 6 alkyl, substituted or unsubstituted C 1 -C 6 alkoxy, or substituted or unsubstituted C i C 6 heteroalkyl;

R a is H or —NR 7 R 8 ;

X 1 is N or C—R 9 ;

X 2 is C—R 10 or N;

X 3 is C—R 11 or N;

X 4 and X 6 are independently CR 14 or N;

X 5 is CR 15 or N;

or two R 17 on the same N atom are taken together with the N atom to which they are attached to form a substituted or unsubstituted N-containing heterocycle;

5. The compound of claim 1 , or a pharmaceutically acceptable salt, solvate, diastereomeric mixture, or individual enantiomers thereof, wherein:

and

R 13 is H, or C 1 -C 4 alkyl.

6. The compound of claim 1 , or a pharmaceutically acceptable salt, solvate, diastereomeric mixture, or individual enantiomers thereof, wherein:

7. The compound of claims 4 , or a pharmaceutically acceptable salt, solvate, diastereomeric mixture, or individual enantiomers thereof, wherein:

8. The compound of claim 1 , or a pharmaceutically acceptable salt, solvate, diastereomeric mixture, or individual enantiomers thereof, wherein the compound has the structure of Formula (IV), or a pharmaceutically acceptable salt, pharmaceutically acceptable solvate, diastereomeric mixture, or individual enantiomers thereof:

9. The compound of claim 1 , wherein the compound has the structure of Formula (IVc), (IVd), (IVe), or (IVf), or a pharmaceutically acceptable salt, pharmaceutically acceptable solvate, diastereomeric mixture, or individual enantiomers thereof:

10. The compound of claim 9 , or a pharmaceutically acceptable salt, solvate, diastereomeric mixture, or individual enantiomers thereof, wherein:

R 5 is H, —OH, or C 1 -C 4 alkyl.

each R 6 is independently H, halogen, —OR 17 , —N(R 17 ) 2 , —CN, —CO 2 R 17 , —C(═O)N(R 17 ) 2 , substituted or unsubstituted C 1 -C 6 alkyl, substituted or unsubstituted C 1 -C 6 fluoroalkyl, substituted or unsubstituted C 1 -C 6 heteroalkyl, substituted or unsubstituted phenyl, or substituted or unsubstituted monocyclic 5-membered or 6-membered heterocycle;

R a is H or —NR 7 R 8 ;

R 7 is H, C 1 -C 4 alkyl, C 1 -C 4 fluoroalkyl, C 1 -C 4 heteroalkyl, or C 3 -C 6 cycloalkyl; and

R 8 is H, C 1 -C 4 alkyl, C 1 -C 4 fluoroalkyl, C 1 -C 4 heteroalkyl, or C 3 -C 6 cycloalkyl.

11. The compound of any claim 9 , or a pharmaceutically acceptable salt, solvate, diastereomeric mixture, or individual enantiomers thereof, wherein:

R a is H;

R 5 is H, —OH, —CH 3 or —CH 2 CH 3 ; and

each R 6 is independently H, F, —OH, —OCH 3 , —OCH 2 CH 3 , —OCF 3 , —NH 2 , —NHCH 3 , —N(CH 3 ) 2 , —CN, —C(═O)OCH 3 , —C(═O)NH 2 , —C(═O)NHCH 3 , —C(═O)N(CH 3 ) 2 , —CH 3 , —CH 2 CH 3 , —CH 2 OH, —CH 2 OCH 3 , —CH 2 CN, or —CF 3 .

12. The compound of claim 4 , wherein the compound has the structure of Formula (V), or a pharmaceutically acceptable salt, pharmaceutically acceptable solvate, diastereomeric mixture, or individual enantiomers thereof:

wherein:

R 3 and R 4 are independently H, —CH 3 , or —CH 2 CH 3 ;

R 5 is H, —OH, or C 1 -C 4 alkyl;

R a is H or —NR 7 R 8 ;

R 7 is H, C 1 -C 4 alkyl, C 1 -C 4 fluoroalkyl, C 1 -C 4 heteroalkyl, or C 3 -C 6 cycloalkyl; and

R 8 is H, C 1 -C 4 alkyl, C 1 -C 4 fluoroalkyl, C 1 -C 4 heteroalkyl, or C 3 -C 6 cycloalkyl.

13. The compound of claim 1 , or a pharmaceutically acceptable salt, solvate, diastereomeric mixture, or individual enantiomers thereof, wherein:

R 10 and R 12 are each independently H, halogen, substituted or unsubstituted C 1 -C 4 alkyl, substituted or unsubstituted C 1 -C 4 fluoroalkyl, substituted or unsubstituted C 2 -C 4 alkenyl, substituted or unsubstituted C 2 -C 4 alkynyl, substituted or unsubstituted C 1 -C 6 heteroalkyl, substituted or unsubstituted monocyclic C 3 -C 5 heterocycloalkyl, substituted or unsubstituted monocyclic C 1 -C 5 heteroaryl, —CN, —CO 2 R 17 , —C(═O)N(R 17 ) 2 , —N(R 17 ) 2 , —NR 17 C(═O)R 18 , —C(R 17 )═N—OR 17 , —SR 17 , —S(═O)R 18 , —SO 2 R 18 , or —SO 2 N(R 17 ) 2 ; and

each is independently H, halogen, substituted or unsubstituted C 1 -C 4 alkyl, substituted or unsubstituted C 1 -C 4 fluoroalkyl, substituted or unsubstituted C 2 -C 4 alkenyl, substituted or unsubstituted C 2 -C 4 alkynyl, substituted or unsubstituted C 1 -C 6 heteroalkyl, —CN, —OH, —O-(substituted or unsubstituted C 1 -C 4 alkyl), or —O-(substituted or unsubstituted C 1 -C 4 fluoroalkyl).

14. The compound of claim 1 , or a pharmaceutically acceptable salt, solvate, diastereomeric mixture, or individual enantiomers thereof, wherein:

R 10 and R 12 are each independently H, F, Cl, —CH 3 , —CF 3 , —C≡CH, —CN, —OH, —OCH 3 , —OCF 3 , azetidinyl, pyrrolidinyl, —CN, —OH, —OCH 3 , —OCH 2 CH 3 , —OCH 2 CH 2 OH, —OCH 2 CN, —CO 2 H, —CO 2 CH 3 , —C(═O)NH 2 , —C(═O)NHCH 3 , —C(═O)N(CH 3 ) 2 , —NH 2 , —NHCH 3 , —N(CH 3 ) 2 , —NHC(═O)CH 3 , —NCH 3 C(═O)CH 3 , —CH═N—OH, —CH═N—OCH 3 , —SO 2 CH 3 , or —SO 2 NH 2 ; and

each R 11 is independently H, F, Cl, Br, —CN, —CH 3 , —CF 3 , —CN, —OH, —OCH 3 , or —OCF 3 .

15. The compound of claim 1 , or a pharmaceutically acceptable salt, solvate, diastereomeric mixture, or individual enantiomers thereof, wherein:

each R 14 is independently H, halogen, substituted or unsubstituted C 1 -C 4 alkyl, substituted or unsubstituted C 1 -C 4 fluoroalkyl, substituted or unsubstituted C 1 -C 4 heteroalkyl, —CN, —OH, —O-(substituted or unsubstituted C 1 -C 4 alkyl), or —O-(substituted or unsubstituted C 1 -C 4 fluoroalkyl);

R 15 is H, halogen, substituted or unsubstituted C 1 -C 4 alkyl, substituted or unsubstituted C 1 -C 4 fluoroalkyl, substituted or unsubstituted C 1 -C 4 heteroalkyl, —CN, —OH, —O-(substituted or unsubstituted C 1 -C 4 alkyl), or -O-(substituted or unsubstituted C 1 -C 4 fluoroalkyl); and

R 16 H, halogen, substituted or unsubstituted C 1 -C 4 alkyl, substituted or unsubstituted C 1 -C 4 fluoroalkyl, substituted or unsubstituted C 1 -C 4 heteroalkyl, substituted or unsubstituted phenyl, substituted or unsubstituted C 3 -C 6 cycloalkyl, substituted or unsubstituted monocyclic C 3 -C 5 heterocycloalkyl, substituted or unsubstituted monocyclic C 1 -C 5 heteroaryl, —CN, —OR 17 , —CO 2 R 17 , —C(═O)N(R 17 ) 2 , —N(R 17 ) 2 , —NR 17 C(═O)R 18 , —NR 17 C(═O)OR 18 , —NR 17 C(═O)N(R 17 ) 2 , —C(R 17 )═N—OR 17 , —SR 17 , —S(═O)R 17 , —SO 2 R 17 , or —SO 2 N(R 17 ) 2 .

16. The compound of claim 1 , or a pharmaceutically acceptable salt, solvate, diastereomeric mixture, or individual enantiomers thereof, wherein:

each R 14 is independently H, F, Cl, Br, —CH 3 , —CF 3 , —CN, —OH, —OCH 3 , or —OCF 3 ;

R 15 is H, F, Cl, Br, —CH 3 , —CF 3 , —CN, —OH, —OCH 3 , or —OCF 3 ; and

R 16 is H, F, Cl, Br, —CH 3 , —CF 3 , —CN, —OH, —OCH 3 , —OCF 3 , or —NH 2 .

17. The compound of claim 1 , wherein the compound is:

1-[3-(4,6-difluoro-1H-1,3-benzodiazol-2-yl)-5-(3-fluoro-5-methylphenyl)pyridin-4-yl]pyrrolidin-3-amine;

(3R)-1-[3-(3-chloro-5-fluorophenyl)-5-(4-fluoro-1H-1,3-benzodiazol-2-yl)pyridin-4-yl]pyrrolidin-3-amine;

(3S)-1-[3-(3-chloro-5-fluorophenyl)-5-(4-fluoro-1H-1,3-benzodiazol-2-yl)pyridin-4-yl]pyrrolidin-3-amine;

1-[3-(3-chloro-5-fluorophenyl)-5-(4-fluoro-1H-1,3-benzodiazol-2-yl)pyridin-4-yl]-3-methylpyrrolidin-3-amine;

3-{4-[(3S)-3-aminopyrrolidin-1-yl]-5-(4-fluoro-1H-1,3-benzodiazol-2-yl)pyridin-3-yl}-5-chlorobenzonitrile;

3-[4-(3-amino-3-methylpyrrolidin-1-yl)-5-(4-fluoro-1H-1,3-benzodiazol-2-yl)pyridin-3-yl]-5-fluorobenzonitrile;

3-{4-[(3S)-3-aminopyrrolidin-1-yl]-5-(4-fluoro-1H-1,3-benzodiazol-2-yl)pyridin-3-yl}benzonitrile;

3{4-[(3S)-3-aminopyrrolidin-1-yl]-5-(4-fluoro-1H-1,3-benzodiazol-2-yl)pyridin-3-yl}fluorobenzonitrile;

(3S)-1-[3-(4-fluoro-1H-1,3-benzodiazol-2-yl)-5-{3-fluoro-5-[(methoxyimino)methyl]phenyl}pyridin-4-yl]pyrrolidin-3-amine;

1-[3-(4-fluoro-1H-1,3-benzodiazol-2-yl)-5-[3-(trifluoromethoxy)phenyl]pyridin-4-yl]-3-methylpyrrolidin-3-amine;

1-[3-(4-fluoro-1H-1,3-benzodiazol-2-yl)-5-(3-methoxyphenyl)pyridin-4-yl]-3-methylpyrrolidin-3-amine;

(3S)-1-[3-(4-fluoro-1H-1,3-benzodiazol-2-yl)-5-{3-[(methoxyimino)methyl]phenyl}pyridin-4-yl]pyrrolidin-3-amine;

3-[4-(3-amino-3-methylpyrrolidin-1-yl)-5-(4-fluoro-1H-1,3-benzodiazol-2-yl)pyridin-3-yl]benzonitrile;

4′-(3-amino-3-methylpyrrolidin-1-yl)-5′-(4-fluoro-1H-1,3-benzodiazol-2-yl)-N,N-dimethyl-[3,3′-bipyridin]-6-amine;

4-(3-amino-3-methylpyrrolidin-1-yl)-5-(4-fluoro-1H-1,3-benzodiazol-2-yl)-[3,4′-bipyridin]-2′-amine;

1-[3 -(4-fluoro-1H-1,3-benzodiazol-2-yl)-5-[3-(1H-pyrazol-1-yl)phenyl]pyridin-4-yl]-3-methylpyrrolidin-3-amine;

3-{3-[4-(3 -amino-3-methylpyrrolidin-1-yl)-5-(4-fluoro-1H-1,3-benzodiazol-2-yl)pyridin-3-yl]phenyl}-1,3-oxazolidin-2-one;

3-[4-(3-amino-3-methylpyrrolidin-1-yl)-5-(4-fluoro-1H-1,3-benzodiazol-2-yl)pyridin-3-yl]benzamide;

3-[4-(3-amino-3-methylpyrrolidin-1-yl)-5-(4-fluoro-1H-1,3-benzodiazol-2-yl)pyridin-3-yl]-N-methylbenzamide;

3-[4-(3-amino-3-methylpyrrolidin-1-yl)-5-(4-fluoro-1H-1,3-benzodiazol-2-yl)pyridin-3-yl]-5-fluorobenzamide;

1-[3-(4-fluoro-1H-1,3-benzodiazol-2-yl)-5-(3-methanesulfonylphenyl)pyridin-4-yl]-3-methylpyrrolidin-3-amine;

1-[3-(2,3-dihydro-1-benzofuran-6-yl)-5-(4-fluoro-1H-1,3-benzodiazol-2-yl)pyridin-4-yl]-3-methylpyrrolidin-3-amine;

5-{4-[(3S)-3-aminopyrrolidin-1-yl]-5-(4-fluoro-1H-1,3-benzodiazol-2-yl)pyridin-3-yl}-2-fluorobenzonitrile;

3-{4-[(3S)-3-aminopyrrolidin-1-yl]-5-(4-fluoro-1H-1,3-benzodiazol-2-yl)pyridin-3-yl}-2-fluorobenzonitrile;

3-{4-[(3S)-3-aminopyrrolidin-1-yl]-5-(4-fluoro-1H-1,3-benzodiazol-2-yl)pyridin-3-yl}-5-fluorophenol;

5-{4-[(3S)-3-aminopyrrolidin-1-yl]-5-(4-fluoro-1H-1,3-benzodiazol-2-yl)pyridin-3-yl}thiophene-2-carbonitrile;

2-{3-[4-(3-amino-3-methylpyrrolidin-1-yl)-5-(4-fluoro-1H-1,3-benzodiazol-2-yl)pyridin-3-yl]-5-fluorophenoxy}acetonitrile;

1-[3-(3-chlorophenyl)-5-(4-fluoro-1H-1,3-benzodiazol-2-yl)pyridin-4-yl]-3-methylpyrrolidin-3-amine;

1-[3-(4-fluoro-1H-1,3-benzodiazol-2-yl)-5-(1H-indol-6-yl)pyridin-4-yl]-3-methylpyrrolidin-3-amine;

1-[3-(4-fluoro-1H-1,3-benzodiazol-2-yl)-5-(1H-indol-5-yl)pyridin-4-yl]-3-methylpyrrolidin-3-amine;

3-[4-(3-amino-3-methylpyrrolidin-1-yl)-5-(4-fluoro-1H-1,3-benzodiazol-2-yl)pyridin-3-yl]-N,N-dimethylbenzamide;

3-{4-[(3S)-3-aminopyrrolidin-1-yl]-5-(4-fluoro-1H-1,3-benzodiazol-2-yl)pyridin-3-yl}-2,6-difluorobenzonitrile;

3-{4-[3-amino-4-(trifluoromethyl)pyrrolidin-1-yl]-5-(4-fluoro-1H-1,3-benzodiazol-2-yl)pyridin-3-yl}benzonitrile;

3-{4-[(3S)-3-aminopyrrolidin-1-yl]-5-(4-methyl-1H-1,3-benzodiazol-2-yl)pyridin-3-yl}-5-fluorobenzonitrile;

4-{4-[(3S)-3-aminopyrrolidin-1-yl]-5-(4-fluoro-1H-1,3-benzodiazol-2-yl)pyridin-3-yl}-2-fluorobenzonitrile;

5-{4-[(3S)-3-aminopyrrolidin-1-yl]-5-(4-fluoro-1H-1,3-benzodiazol-2-yl)pyridin-3-yl}-2-hydroxybenzonitrile;

5-{4-[(3S)-3-aminopyrrolidin-1-yl]-5-(4-methyl-1H-1,3-benzodiazol-2-yl)pyridin-3-yl}-2-fluorobenzonitrile;

3-{4-[(3S)-3-aminopyrrolidin-1-yl]-5-(4,7-difluoro-1H-1,3-benzodiazol-2-yl)pyridin-3-yl}-5-fluorobenzonitrile;

5-{4-[(3S)-3-aminopyrrolidin-1-yl]-5-(4-fluoro-1H-1,3-benzodiazol-2-yl)pyridin-3-yl}-2-chlorobenzonitrile;

2-{4-[(3S)-3-aminopyrrolidin-1-yl]-5-(4,7-difluoro-1H-1,3-benzodiazol-2-yl)pyridin-3-yl}-6-fluorobenzonitrile;

3-{4-[(3S)-3-aminopyrrolidin-1-yl]-5-(4,5,6,7-tetrafluoro-1H-1,3-benzodiazol-2-yl)pyridin-3-yl}benzonitrile;

4-{4-[(3S)-3-aminopyrrolidin-1-yl]-5-(4-fluoro-1H-1,3-benzodiazol-2-yl)pyridin-3-yl}benzonitrile;

3-{4-[(3S)-3-aminopyrrolidin-1-yl]-5-(4,7-difluoro-1H-1,3-benzodiazol-2-yl)pyridin-3-yl}benzamide;

5-{4-[(3S)-3-aminopyrrolidin-1-yl]-5-(4,7-difluoro-1H-1,3-benzodiazol-2-yl)pyridin-3-yl}-2-fluorobenzonitrile;

3-{4-[trans-3-amino-4-methoxypyrrolidin-1-yl]-5-(4-fluoro-1H-1,3-benzodiazol-2-yl)pyridin-3-yl}benzonitrile;

3-{4-[cis-3-amino-4-methoxypyrrolidin-1-yl]-5-(4-fluoro-1H-1,3-benzodiazol-2-yl)pyridin-3-yl}benzonitrile;

2-{4-[(3S)-3-aminopyrrolidin-1-yl]-5-(4-fluoro-1H-1,3-benzodiazol-2-yl)pyridin-3-yl}-6-chlorobenzonitrile;

5-{4-[(3S)-3-aminopyrrolidin-1-yl]-5-(4,7-difluoro-1H-1,3-benzodiazol-2-yl)pyridin-3-yl}-2-(trifluoromethyl)benzonitrile;

5-{4-[(3S)-3-aminopyrrolidin-1-yl]-5-(4,7-difluoro-1H-1,3-benzodiazol-2-yl)pyridin-3-yl}-2-methylbenzonitrile;

5-{4-[(3S)-3-aminopyrrolidin-1-yl]-5-{7-methyl-1H-imidazo[4,5-b]pyridin-2-yl}pyridin-3-yl}-2-fluorobenzonitrile;

5-{4-[(3S)-3-aminopyrrolidin-1-yl]-5-(4-chloro-1H-1,3-benzodiazol-2-yl)pyridin-3-yl}-2-fluorobenzonitrile;

5-{4-[(3S)-3-aminopyrrolidin-1-yl]-5-(4,5-difluoro-1H-1,3-benzodiazol-2-yl)pyridin-3-yl}-2-fluorobenzonitrile;

1-[3-(4-fluoro-1H-1,3-benzodiazol-2-yl)-5-[3-(1H-imidazol-1-yl)phenyl]pyridin-4-yl]-3-methylpyrrolidin-3-amine;

3-{4-[3-amino-3-(hydroxymethyl)pyrrolidin-1-yl]-5-(4-fluoro-1H-1,3-benzodiazol-2-yl)pyridin-3-yl}benzonitrile;

3-{4-[trans-3-amino-4-fluoropyrrolidin-1-yl]-5-(4-fluoro-1H-1,3-benzodiazol-2-yl)pyridin-3-yl}benzonitrile;

3-{4-[trans-3-amino-4-phenylpyrrolidin-1-yl]-5-(4-fluoro-1H-1,3-benzodiazol-2-yl)pyridin-3-yl}benzonitrile;

3-{4-[(3S)-3-aminopyrrolidin-1-yl]-5-(4-bromo-1H-1,3-benzodiazol-2-yl)pyridin-3-yl}benzonitrile;

(3S)-1-[3-(4-fluoro-1H-1,3-benzodiazol-2-yl)-5-(3-methanesulfonylphenyl)pyridin-4-yl]pyrrolidin-3-amine;

(3S)-1-[3-(2,3-dihydro-1-benzofuran-6-yl)-5-(4-fluoro-1H-1,3-benzodiazol-2-yl)pyridin-4-yl]pyrrolidin-3-amine;

5-{4-[(3S)-3-aminopyrrolidin-1-yl]-5-[4-(trifluoromethyl)-1H-1,3-benzodiazol-2-yl]pyridin-3-yl}-2-fluorobenzonitrile;

5-{4-[(3S)-3-aminopyrrolidin-1-yl]-5-(4,7-difluoro-1H-1,3-benzodiazol-2-yl)pyridin-3-yl}-2-fluorobenzamide;

3-{4-[(3S)-3-aminopyrrolidin-1-yl]-5-(4-chloro-1H-1,3-benzodiazol-2-yl)pyridin-3-yl}-5-fluorobenzonitrile;

3-{4-[(3S)-3-aminopyrrolidin-1-yl]-5-(7-fluoro-4-methyl-1H-1,3-benzodiazol-2-yl)pyridin-3-yl}-5-fluorobenzonitrile;

3-{4-[3-amino-3-(trifluoromethyl)pyrrolidin-1-yl]-5-(4-fluoro-1H-1,3-benzodiazol-2-yl)pyridin-3-yl}benzamide;

3-{4-[(3S)-3-aminopyrrolidin-1-yl]-5-(4-methyl-1H-1,3-benzodiazol-2-yl)pyridin-3-yl}-5-fluorobenzamide;

3-{4-[(2R,4S)-4-amino-2-(hydroxymethyl)pyrrolidin-1-yl]-5-(4-fluoro-1H-1,3-benzodiazol-2-yl)pyridin-3-yl}-5-fluorobenzonitrile;

4-[(3S)-3-aminopyrrolidin-1-yl]-5-(4-fluoro-1H-1,3-benzodiazol-2-yl)-N-methyl-[3,4′-bipyridin]-2′-amine;

3-{4-[cis-3-amino-4-hydroxypyrrolidin-1-yl]-5-(4-fluoro-1H-1,3-benzodiazol-2-yl)pyridin-3-yl}benzonitrile;

trans-4-amino-1-[3-(3-cyanophenyl)-5-(4-fluoro-1H-1,3-benzodiazol-2-yl)pyridin-4-yl]pyrrolidine-3-carboxamide;

3-{4-[cis-3-amino-4-fluoropyrrolidin-1-yl]-5-(4-fluoro-1H-1,3-benzodiazol-2-yl)pyridin-3-yl}benzonitrile;

5-{4-[(3S)-3-aminopyrrolidin-1-yl]-5-(4-fluoro-1H-1,3-benzodiazol-2-yl)pyridin-3-yl}-2-fluorobenzamide;

3-{4-[(3S)-3-aminopyrrolidin-1-yl]-5-(4-fluoro-1H-1,3-benzodiazol-2-yl)pyridin-3-yl}-5-fluorobenzamide;

5-{4-[(3S)-3-aminopyrrolidin-1-yl]-5-(4-fluoro-1H-1,3-benzodiazol-2-yl)pyridin-3-yl}-2-methoxybenzamide;

3-{4-[(3S)-3-aminopyrrolidin-1-yl]-5-(4-fluoro-1-methyl-1H-1,3-benzodiazol-2-yl)pyridin-3-yl}benzonitrile;

3-{4-[(3S)-3-aminopyrrolidin-1-yl]-5-(7-fluoro-1-methyl-1H-1,3-benzodiazol-2-yl)pyridin-3-yl}benzonitrile;

3-{4-[(3S)-3-aminopyrrolidin-1-yl]-5-(4-chloro-1-methyl-1H-1,3-benzodiazol-2-yl)pyridin-3-yl}benzonitrile;

3-{4-[3-amino-3-(trifluoromethyl)pyrrolidin-1-yl]-5-(4-fluoro-1H-1,3-benzodiazol-2-yl)pyridin-3-yl}-5-fluorobenzonitrile;

3-{4-[(3S)-3-aminopyrrolidin-1-yl]-5-(6-fluoro-4-methyl-1H-1,3-benzodiazol-2-yl)pyridin-3-yl}-5-fluorobenzonitrile;

3-{4-[(3S)-3-aminopyrrolidin-1-yl]-5-(4-methyl-1H-1,3-benzodiazol-2-yl)pyridin-3-yl}benzonitrile;

3-{4-[trans-3-amino-4-hydroxypyrrolidin-1-yl]-5-(4-fluoro-1H-1,3-benzodiazol-2-yl)pyridin-3-yl}benzonitrile;

2-{4-[(3S)-3-aminopyrrolidin-1-yl]-5-(3-cyanophenyl)pyridin-3-yl}-1H-1,3-benzodiazole-4-carboxylic acid;

2-{4-[(3S)-3-aminopyrrolidin-1-yl]-5-(3-cyanophenyl)pyridin-3-yl}-1H-1,3-benzodiazole-4-carboxamide;

3-{4-[(3S)-3-aminopyrrolidin-1-yl]-5-(4-ethynyl-1H-1,3-benzodiazol-2-yl)pyridin-3-yl}benzonitrile;

3-{4-[(3S)-3-aminopyrrolidin-1-yl]-5-(4-fluoro-1H-1,3-benzodiazol-2-yl)pyridin-3-yl}benzamide;

3-{4-[(3S)-3-aminopyrrolidin-1-yl]-5-(5-fluoro-4-methyl-1H-1,3-benzodiazol-2-yl)pyridin-3-yl}-5-fluorobenzonitrile;

3-{4-[(3S)-3-aminopyrrolidin-1-yl]-5-(4,6-difluoro-1H-1,3-benzodiazol-2-yl)pyridin-3-yl}-5-fluorobenzonitrile;

3-{4-[(2S,4S)-4-amino-2-(hydroxymethyl)pyrrolidin-1-yl]-5-(4-fluoro-1H-1,3-benzodiazol-2-yl)pyridin-3-yl}-5-fluorobenzonitrile;

3-{4-[trans-3-amino-4-(hydroxymethyl)pyrrolidin-1-yl]-5-(4-fluoro-1H-1,3-benzodiazol-2-yl)pyridin-3-yl}benzonitrile;

2-{4-[(3S)-3-aminopyrrolidin-1-yl]-5-(3-cyanophenyl)pyridin-3-yl}-N-methyl-1H-1,3-benzodiazole-4-carboxamide;

3-{4-[(3S)-3-aminopyrrolidin-1-yl]-5-[4-(hydroxymethyl)-1H-1,3-benzodiazol-2-yl]pyridin-3-yl}benzonitrile;

(3S)-1-[3-(4-fluoro-1H-1,3-benzodiazol-2-yl)-5-(3-fluoro-5-methanesulfonylphenyl)pyridin-4-yl]pyrrolidin-3-amine;

(3S)-1-[3-(4,6-difluoro-1H-1,3-benzodiazol-2-yl)-5-(3-methanesulfonylphenyl)pyridin-4-yl]pyrrolidin-3-amine;

(3S)-1-[3-(3-chloro-5-fluorophenyl)-5-(6-fluoro-1H-1,3-benzodiazol-2-yl)pyridin-4-yl]pyrrolidin-3-amine;

(3S)-1-[3-(5-chloro-1H-1,3-benzodiazol-2-yl)-5-(3-chloro-5-fluorophenyl)pyridin-4-yl]pyrrolidin-3-amine;

3-{4-[(3S)-3-aminopyrrolidin-1-yl]-5-(7-fluoro-4-methyl-1H-1,3-benzodiazol-2-yl)pyridin-3-yl}-5-fluorobenzamide;

3-{4-[(3S)-3-aminopyrrolidin-1-yl]-5-(4-methyl-1H-1,3-benzodiazol-2-yl)pyridin-3-yl}benzamide;

5-{4-[(3S)-3-aminopyrrolidin-1-yl]-5-(4-methyl-1H-1,3-benzodiazol-2-yl)pyridin-3-yl}-2-chlorobenzonitrile;

3-{4-[(3S)-3-aminopyrrolidin-1-yl]-5-(4,5-difluoro-1H-1,3-benzodiazol-2-yl)pyridin-3-yl}-5-fluorobenzonitrile;

3-{4-[(3S)-3-aminopyrrolidin-1-yl]-5-(4-ethyl-1H-1,3-benzodiazol-2-yl)pyridin-3-yl}benzonitrile;

3-{4-[(3S)-3-aminopyrrolidin-1-yl]-5-(7-fluoro-4-methyl-1H-1,3-benzodiazol-2-yl)pyridin-3-yl}benzonitrile;

(3S)-1-[3-(3-chloro-5-fluorophenyl)-5-(5-methyl-1H-1,3-benzodiazol-2-yl)pyridin-4-yl]pyrrolidin-3-amine;

2-{4-[(3S)-3-aminopyrrolidin-1-yl]-5-(3-chloro-5-fluorophenyl)pyridin-3-yl}-1H-1,3-benzodiazole-5-carbonitrile;

(3S)-1-[3-(3-chloro-5-fluorophenyl)-5-(5-methoxy-1H-1,3-benzodiazol-2-yl)pyridin-4-yl]pyrrolidin-3-amine;

4-(3-amino-3-methylpyrrolidin-1-yl)-5-(4-methyl-1H-1,3-benzodiazol-2-yl)-[3,4′-bipyridine]-2′-carboxamide;

4-[(3S)-3-aminopyrrolidin-1-yl]-5-(7-fluoro-4-methyl-1H-1,3-benzodiazol-2-yl)-[3,4′-bipyridine]-2′-carbonitrile;

4-[(3S)-3-aminopyrrolidin-1-yl]-5-(7-fluoro-4-methyl-1H-1,3-benzodiazol-2-yl)-[3,4′-bipyridine]-2′-carboxamide;

3-[4-(3-amino-3-methylpyrrolidin-1-yl)-5-{7-methyl-1H-imidazo[4,5-b]pyridin-2-yl}pyridin-3-yl]-5-fluorobenzonitrile;

3-{4-[(3S)-3-aminopyrrolidin-1-yl]-5-(1H-1,3-benzodiazol-2-yl)pyridin-3-yl}-5-fluorobenzonitrile;

3-{4-[(3S)-3-aminopyrrolidin-1-yl]-5-(1-methyl-1H-1,3-benzodiazol-2-yl)pyridin-3-yl}-5-fluorobenzonitrile;

3-{4-[(3S)-3-aminopyrrolidin-1-yl]-5-(1-propyl-1H-1,3-benzodiazol-2-yl)pyridin-3-yl}-5-fluorobenzonitrile;

3-{4-[(3S)-3-aminopyrrolidin-1-yl]-5-[1-(2-methoxyethyl)-1H-1,3-benzodiazol-2-yl]pyridin-3-yl}-5-fluorobenzonitrile;

3-{4-[(3S)-3-aminopyrrolidin-1-yl]-5-[1-(cyanomethyl)-1H-1,3-benzodiazol-2-yl]pyridin-3-yl}-5-fluorobenzonitrile;

3-{4-[(3S)-3-aminopyrrolidin-1-yl]-5-(1,4-dimethyl-1H-1,3-benzodiazol-2-yl)pyridin-3-yl}-5-fluorobenzonitrile;

3-{4-[(3S)-3-aminopyrrolidin-1-yl]-5-(1,7-dimethyl-1H-1,3-benzodiazol-2-yl)pyridin-3-yl}-5-fluorobenzonitrile;

3-{4-[(3S)-3-aminopyrrolidin-1-yl]-5-(4-chloro-1-methyl-1H-1,3-benzodiazol-2-yl)pyridin-3-yl}-5-fluorobenzonitrile;

3-{4-[(3S)-3-aminopyrrolidin-1-yl]-5-(7-chloro-1-methyl-1H-1,3-benzodiazol-2-yl)pyridin-3-yl}-5-fluorobenzonitrile;

3-[4-(3-amino-3-methylpyrrolidin-1-yl)-5-(4-methyl-1H-1,3-benzodiazol-2-yl)pyridin-3-yl]-5-fluorobenzamide;

5-[4-(3-amino-3-methylpyrrolidin-1-yl)-5-{7-methyl-1H-imidazo[4,5-b]pyridin-2-yl}pyridin-3-yl]-2-fluorobenzonitrile;

5-[4-(3-amino-3-methylpyrrolidin-1-yl)-5-(4-fluoro-1H-1,3-benzodiazol-2-yl)pyridin-3-yl]-2-fluorobenzamide;

4-(3-amino-3-methylpyrrolidin-1-yl)-5-(4-fluoro-1H-1,3-benzodiazol-2-yl)-[3,4′-bipyridine]-2′-carbonitrile;

3-[4-(3-amino-3-methylpyrrolidin-1-yl)-5-{7-methyl-1H-imidazo[4,5-b]pyridin-2-yl}pyridin-3-yl]benzonitrile;

4-(3-amino-3-methylpyrrolidin-1-yl)-5-(4-methyl-1H-1,3-benzodiazol-2-yl)-[3,4′-bipyridine]-2′-carbonitrile;

5-[4-(3-amino-3-methylpyrrolidin-1-yl)-5-(4-methyl-1H-1,3-benzodiazol-2-yl)pyridin-3-yl]-2-fluorobenzamide;

5-[4-(3-amino-3-methylpyrrolidin-1-yl)-5-(7-fluoro-4-methyl-1H-1,3-benzodiazol-2-yl)pyridin-3-yl]-2-fluorobenzamide;

5-[4-(3-amino-3-methylpyrrolidin-1-yl)-5-(4-methyl-1H-1,3-benzodiazol-2-yl)pyridin-3-yl]-2,3-difluorobenzoic acid;

5-[4-(3-amino-3-methylpyrrolidin-1-yl)-5-(4-methyl-1H-1,3-benzodiazol-2-yl)pyridin-3-yl]-2,3-difluorobenzamide;

4-[(3S)-3-aminopyrrolidin-1-yl]-5-(4-methyl-1H-1,3-benzodiazol-2-yl)-[3,4′-bipyridine]-2′-carbonitrile;

3-{4-[(3S)-3-aminopyrrolidin-1-yl]-5-(4-methyl-1H-indol-2-yl)pyridin-3-yl}-5-fluorobenzonitrile;

4-[(3S)-3-aminopyrrolidin-1-yl]-5-(4-fluoro-1H-1,3-benzodiazol-2-yl)-6′-methyl-[3,4′-bipyridin]-2′-amine;

5-{4-[(3S)-3-aminopyrrolidin-1-yl]-5-(4-chloro-1-methyl-1H-1,3-benzodiazol-2-yl)pyridin-3-yl}-2-fluorobenzonitrile;

5-{4-[(3S)-3-aminopyrrolidin-1-yl]-5-(1,4-dimethyl-1H-1,3-benzodiazol-2-yl)pyridin-3-yl}-2-fluorobenzonitrile;

5-{4-[(3S)-3-aminopyrrolidin-1-yl]-5-(7-chloro-1-methyl-1H-1,3-benzodiazol-2-yl)pyridin-3-yl}-2-fluorobenzonitrile;

5-{4-[(3S)-3-aminopyrrolidin-1-yl]-5-(1,7-dimethyl-1H-1,3-benzodiazol-2-yl)pyridin-3-yl}-2-fluorobenzonitrile;

3-{4-[(3S)-3-amino-3-(hydroxymethyl)pyrrolidin-1-yl]-5-(4-methyl-1H-1,3-benzodiazol-2-yl)pyridin-3-yl}-5-fluorobenzonitrile;

3-{4-[(3R)-3-amino-3-(hydroxymethyl)pyrrolidin-1-yl]-5-(4-methyl-1H-1,3-benzodiazol-2-yl)pyridin-3-yl}-5-fluorobenzonitrile;

3-{4-[(3S)-3-aminopyrrolidin-1-yl]-5-(7-methyl-1H-indol-2-yl)pyridin-3-yl}-5-fluorobenzonitrile;

3-[4-(3-amino-3-methylpyrrolidin-1-yl)-5-(4-methyl-1H-1,3-benzodiazol-2-yl)pyridin-3-yl]-2-fluorobenzamide;

5-{4-[(3S)-3-aminopyrrolidin-1-yl]-5-(4-methyl-1H-1,3-benzodiazol-2-yl)pyridin-3-yl}-2,3-difluorobenzonitrile;

5-[4-(3-amino-3-methylpyrrolidin-1-yl)-5-{7-methyl-1H-imidazo[4,5-b]pyridin-2-yl}pyridin-3-yl]-2,3-difluorobenzonitrile;

(3S)-1-{3-[4-fluoro-3-(trifluoromethoxy)phenyl]-5-(4-methyl-1H-1,3-benzodiazol-2-yl)pyridin-4-yl}pyrrolidin-3-amine;

5-{4-[(3S)-3-aminopyrrolidin-1-yl]-5-(1-ethyl-4-fluoro-1H-1,3-benzodiazol-2-yl)pyridin-3-yl}-2-fluorobenzonitrile;

3-{4-[(3S)-3-aminopyrrolidin-1-yl]-5-(1-ethyl-4-fluoro-1H-1,3-benzodiazol-2-yl)pyridin-3-yl}benzonitrile;

3-{4-[(3S)-3-aminopyrrolidin-1-yl]-5-(1-ethyl-4-fluoro-1H-1,3-benzodiazol-2-yl)pyridin-3-yl}-5-fluorobenzonitrile;

4-[(3S)-3-amino-3-methylpyrrolidin-1-yl]-5-(4-methyl-1H-1,3-benzodiazol-2-yl)-[3,4′-bipyridine]-2′-carbonitrile;

(3S)-1-[3-(4-methyl-1H-1,3-benzodiazol-2-yl)-5-(3-methylphenyl)pyridin-4-yl]pyrrolidin-3-amine;

2-[4-(3-amino-3-methylpyrrolidin-1-yl)-5-(3-cyano-4-fluorophenyl)pyridin-3-yl]-1H-1,3-benzodiazole-4-carbonitrile;

4-(3-amino-3-methylpyrrolidin-1-yl)-5-[4-(trifluoromethyl)-1H-1,3-benzodiazol-2-yl]-[3,4′-bipyridine]-2′-carbonitrile;

5-[4-(3-amino-3-methylpyrrolidin-1-yl)-5-{7-methyl-3H-imidazo[4,5-c]pyridin-2-yl}pyridin-3-yl]-2-fluorobenzonitrile;

4-[(3S)-3-amino-3-methylpyrrolidin-1-yl]-5-(4-fluoro-1-methyl-1H-1,3-benzodiazol-2-yl)-[3,4′-bipyridine]-2′-carbonitrile;

4-[(3S)-3-amino-3-methylpyrrolidin-1-yl]-5-(4-chloro-1-methyl-1H-1,3-benzodiazol-2-yl)-[3,4′-bipyridine]-2′-carbonitrile;

4-[(3S)-3-amino-3-methylpyrrolidin-1-yl]-5-(1,4-dimethyl-1H-1,3-benzodiazol-2-yl)-[3,4′-bipyridine]-2′-carbonitrile;

3-{4-[(3S)-3-amino-3-methylpyrrolidin-1-yl]-5-(4-fluoro-1-methyl-1H-1,3-benzodiazol-2-yl)pyridin-3-yl}benzonitrile;

5-{4-[(3S)-3-amino-3-methylpyrrolidin-1-yl]-5-{7-methyl-1H-imidazo[4,5-b]pyridin-2-yl}pyridin-3-yl}-2-fluorobenzonitrile;

3-{4-[(3S)-3-amino-3-methylpyrrolidin-1-yl]-5-{7-methyl-1H-imidazo[4,5-b]pyridin-2-yl}pyridin-3-yl}benzonitrile;

4-[(3S)-3-amino-3-methylpyrrolidin-1-yl]-5-(4-methyl-1H-1,3-benzodiazol-2-yl)-[3,4′-bipyridine]-2′-carboxamide;

4-(3-amino-3-methylpyrrolidin-1-yl)-5-(4-chloro-1H-1,3-benzodiazol-2-yl)-[3,4′-bipyridine]-2′-carbonitrile;

2-{4-[(3S)-3-aminopyrrolidin-1-yl]-5-(3-cyano-4-fluorophenyl)pyridin-3-yl}-1H-1,3-benzodiazole-4-carbonitrile;

5-[4-(3-amino-3-methylpyrrolidin-1-yl)-5-{4-methyl-3H-imidazo[4,5-c]pyridin-2-yl}pyridin-3-yl]-2-fluorobenzonitrile;

4-(3-amino-3-methylpyrrolidin-1-yl)-5-(4-cyano-1H-1,3-benzodiazol-2-yl)-[3,4′-bipyridine]-2′-carbonitrile;

4-[(3S)-3-aminopyrrolidin-1-yl]-5-(4-chloro-1H-1,3-benzodiazol-2-yl)-[3,4′-bipyridine]-2′-carbonitrile;

4-[(3S)-3-amino-3-methylpyrrolidin-1-yl]-5-(4-fluoro-1H-1,3-benzodiazol-2-yl)-[3,4′-bipyridine]-2′-carbonitrile;

4-[(3S)-3-amino-3-methylpyrrolidin-1-yl]-5-(4-chloro-1H-1,3-benzodiazol-2-yl)-[3,4′-bipyridine]-2′-carbonitrile;

4-[(3S)-3-amino-3-methylpyrrolidin-1-yl]-5-(5-fluoro-4-methyl-1H-1,3-benzodiazol-2-yl)-[3,4′-bipyridine]-2′-carbonitrile;

5-{4-[(3S)-3-amino-3-methylpyrrolidin-1-yl]-5-{7-methyl-1H-imidazo[4,5-b]pyridin-2-yl}pyridin-3-yl}-2,3-difluorobenzonitrile;

4-[(3S)-3-amino-3-methylpyrrolidin-1-yl]-5-(6-fluoro-4-methyl-1H-1,3-benzodiazol-2-yl)-[3,4′-bipyridine]-2′-carbonitrile;

5-{4-[(3S)-3-amino-3-methylpyrrolidin-1-yl]-5-{1H-imidazo[4,5-b]pyridin-2-yl}pyridin-3-yl}-2-fluorobenzonitrile;

5-{4-[(3S)-3-amino-3-methylpyrrolidin-1-yl]-5-{6-fluoro-1H-imidazo[4,5-b]pyridin-2-yl}pyridin-3-yl}-2-fluorobenzonitrile;

3-{4-[(3S)-3-amino-3-methylpyrrolidin-1-yl]-5-{7-methyl-1H-imidazo[4,5-b]pyridin-2-yl}pyridin-3-yl}-5-fluorobenzamide;

5-{4-[(3S)-3-amino-3-methylpyrrolidin-1-yl]-5-{6-methyl-1H-imidazo[4,5-b]pyridin-2-yl}pyridin-3-yl}-2-fluorobenzonitrile;

2-{4-[(3S)-3-amino-3-methylpyrrolidin-1-yl]-5-(3-cyano-4-fluorophenyl)pyridin-3-yl}-1H-1,3-benzodiazole-7-carbonitrile;

5-{4-[(3S)-3-amino-3-methylpyrrolidin-1-yl]-5-{7-methoxy-1H-imidazo[4,5-b]pyridin-2-yl}pyridin-3-yl}-2-fluorobenzonitrile;

3-{4-[(3S)-3-amino-3-methylpyrrolidin-1-yl]-5-{5,7-dimethyl-1H-imidazo[4,5-b]pyridin-2-yl}pyridin-3-yl}benzonitrile;

5-{4-[(3S)-3-amino-3-methylpyrrolidin-1-yl]-5-{5,7-dimethyl-1H-imidazo[4,5-b]pyridin-2-yl}pyridin-3-yl}-2-fluorobenzonitrile;

4-[(3S)-3-amino-3-methylpyrrolidin-1-yl]-5-[7-(trifluoromethyl)-1H-1,3-benzodiazol-2-yl]-[3,4′-bipyridine]-2′-carbonitrile;

2-{4-[(3S)-3-amino-3-methylpyrrolidin-1-yl]-5-(3-cyano-4-fluorophenyl)pyridin-3-yl}-1H-imidazo[4,5-b]pyridine-7-carbonitrile;

2-{4-[(3S)-3-amino-3-methylpyrrolidin-1-yl]-5-(3-cyanophenyl)pyridin-3-yl}-1H-1,3-benzodiazole-7-carbonitrile;

(3S)-1-[5-(4-fluoro-1H-1,3-benzodiazol-2-yl)-2′-methyl-[3,4′-bipyridin]-4-yl]-3-methylpyrrolidin-3-amine;

2-{4-[(3S)-3-amino-3-methylpyrrolidin-1-yl]-5-(3-cyano-4-methoxyphenyl)pyridin-3-yl}-1H-imidazo[4,5-b]pyridine-7-carbonitrile;

(3S)-1-[3-(3-chlorophenyl)-5-{7-methyl-1H-imidazo[4,5-b]pyridin-2-yl}pyridin-4-yl]-3-methylpyrrolidin-3-amine;

(3S)-1-[5-(4-fluoro-1H-1,3-benzodiazol-2-yl)-2′-methyl-[3,4′-bipyridin]-4-yl]pyrrolidin-3-amine;

(3S)-1-[3-(3-fluoro-5-methylphenyl)-5-(4-methyl-1H-1,3-benzodiazol-2-yl)pyridin-4-yl]pyrrolidin-3-amine;

(3S)-1-[3-(3-chloro-5-fluorophenyl)-5-(4-methyl-1H-1,3-benzodiazol-2-yl)pyridin-4-yl]pyrrolidin-3-amine;

(3S)-1-[3-(3-fluoro-5-methoxyphenyl)-5-(4-methyl-1H-1,3-benzodiazol-2-yl)pyridin-4-yl]pyrrolidin-3-amine;

(3S)-1-{3-[3-fluoro-5-(trifluoromethyl)phenyl]-5-(4-methyl-1H-1,3-benzodiazol-2-yl)pyridin-4-yl}pyrrolidin-3-amine;

(3S)-1-[5-(4-fluoro-1H-1,3-benzodiazol-2-yl)-2′-(trifluoromethyl)-[3,4′-bipyridin]-4-yl]-3-methylpyrrolidin-3-amine;

(3S)-1-[5-(4-fluoro-1H-1,3-benzodiazol-2-yl)-2′-methoxy-[3,4′-bipyridin]-4-yl]-3-methylpyrrolidin-3-amine;

(3S)-1-[3-(4-fluoro-3-methylphenyl)-5-{7-methyl-1H-imidazo[4,5-b]pyridin-2-yl}pyridin-4-yl]-3-methylpyrrolidin-3-amine;

(3S)-1-[3-(4-fluoro-3-methoxyphenyl)-5-{7-methyl-1H-imidazo[4,5-b]pyridin-2-yl}pyridin-4-yl]-3-methylpyrrolidin-3-amine;

(3S)-1-[3-(3,4-difluorophenyl)-5-{7-methyl-1H-imidazo[4,5-b]pyridin-2-yl}pyridin-4-yl]-3-methylpyrrolidin-3-amine;

(3S)-1-{3-[4-fluoro-3 -(trifluoromethyl)phenyl]-5-{7-methyl-1H-imidazo[4,5-b]pyridin-2-yl}pyridin-4-yl}-3-methylpyrrolidin-3-amine;

(3S)-1-[3-(3-chloro-4-fluorophenyl)-5-{7-methyl-1H-imidazo[4,5-b]pyridin-2-yl}pyridin-4-yl]-3-methylpyrrolidin-3-amine;

(3S)-1-[3-(4-fluoro-1H-1,3-benzodiazol-2-yl)-5-(3-fluoro-5-methylphenyl)pyridin-4-yl]pyrrolidin-3-amine;

1-[3-(4,6-difluoro-1H-1,3-benzodiazol-2-yl)-5-(3-fluoro-5-methylphenyl)pyridin-4-yl]pyrrolidin-3-amine;

3-{4-[(3S)-3-aminopyrrolidin-1-yl]-5-(4,6-difluoro-1H-1,3-benzodiazol-2-yl)pyridin-3-yl}-5-fluorobenzonitrile;

(3S)-1-[3-(6-chloro-1H-1,3-benzodiazol-2-yl)-5-(3-fluoro-5-methylphenyl)pyridin-4-yl]pyrrolidin-3-amine;

(3S)-1-[3-(7-chloro-1H-1,3-benzodiazol-2-yl)-5-(3-fluoro-5-methylphenyl)pyridin-4-yl]pyrrolidin-3-amine;

3-{4-[(3S)-3-aminopyrrolidin-1-yl]-5-(6-chloro-1H-1,3-benzodiazol-2-yl)pyridin-3-yl}-5-fluorobenzonitrile;

(3R)-1-[3-(4-methyl-1H-1,3-benzodiazol-2-yl)-5-(3-methylphenyl)pyridin-4-yl]pyrrolidin-3-amine;

3-{4-[(3S)-3-amino-3-methylpyrrolidin-1-yl]-5-(4-fluoro-1H-1,3-benzodiazol-2-yl)pyridin-3-yl}benzonitrile;

(3S)-1-[3-(3,5-difluorophenyl)-5-(4-methyl-1H-1,3-benzodiazol-2-yl)pyridin-4-yl]pyrrolidin-3-amine; or

3-{4-[(3S)-3-amino-3-methylpyrrolidin-1-yl]-5-{7-methyl-1H-imidazo[4,5-b]pyridin-2-yl}pyridin-3-yl}-5-fluorobenzonitrile;

or a pharmaceutically acceptable salt, or solvate thereof.

18. The compound of claim 4 , wherein the compound is:

1-{1-[3-(5-fluoro-1H-1,3-benzodiazol-2-yl)-5-(3-fluoro-5-methylphenyl)pyridin-4-yl]azetidin-3-yl}methanamine;

1-{1-[3-(4-fluoro-1H-1,3-benzodiazol-2-yl)-5-(3-fluoro-5-methylphenyl)pyridin-4-yl]azetidin-3-yl}methanamine;

1-{1-[3-(4-chloro-1H-1,3-benzodiazol-2-yl)-5-(3-fluoro-5-methylphenyl)pyridin-4-yl]azetidin-3-yl}methanamine;

1-{1-[3-(5-chloro-1H-1,3-benzodiazol-2-yl)-5-(3-fluoro-5-methylphenyl)pyridin-4-yl]azetidin-3-yl}methanamine;

2-{4-[3-(aminomethyl)azetidin-1-yl]-5-(3-fluoro-5-methylphenyl)pyridin-3-yl}-1H-1,3-benzodiazole-4-carbonitrile;

1-{1-[3-(4,5-difluoro-1H-1,3-benzodiazol-2-yl)-5-(3-fluoro-5-methylphenyl)pyridin-4-yl]azetidin-3-yl}methanamine;

1-{1-[3-(4,6-difluoro-1H-1,3-benzodiazol-2-yl)-5-(3-fluoro-5-methylphenyl)pyridin-4-yl]azetidin-3-yl}methanamine;

2-{4-[3-(aminomethyl)azetidin-1-yl]-5-(3-fluoro-5-methylphenyl)pyridin-3-yl}-1H-1,3-benzodiazole-5-carbonitrile;

1-{1-[3-(3-fluoro-5-methylphenyl)-5-(4-methyl-1H-1,3-benzodiazol-2-yl)pyridin-4-yl]azetidin-3-yl}methanamine;

1-{1-[3-(3-fluoro-5-methylphenyl)-5-(5-methyl-1H-1,3-benzodiazol-2-yl)pyridin-4-yl]azetidin-3-yl}methanamine;

1-{1-[3-(3-fluoro-5-methylphenyl)-5-(4-methoxy-1H-1,3-benzodiazol-2-yl)pyridin-4-yl]azetidin-3-yl}methanamine;

1-{1-[3-(3-fluoro-5-methylphenyl)-5-(5-methoxy-1H-1,3-benzodiazol-2-yl)pyridin-4-yl]azetidin-3-yl}methanamine;

1-{1-[3-(5,6-difluoro-1H-1,3-benzodiazol-2-yl)-5-(3-fluoro-5-methylphenyl)pyridin-4-yl]azetidin-3-yl}methanamine;

1-{1-[3-(5-chloro-6-fluoro-1H-1,3-benzodiazol-2-yl)-5-(3-fluoro-5-methylphenyl)pyridin-4-yl]azetidin-3-yl}methanamine;

1-{1-[3-(6-fluoro-4-methoxy-1H-1,3-benzodiazol-2-yl)-5-(3-fluoro-5-methylphenyl)pyridin-4-yl]azetidin-3-yl}methanamine;

2-{4-[3-(aminomethyl)azetidin-1-yl]-5-(3-fluoro-5-methylphenyl)pyridin-3-yl}-4-fluoro-1H-1,3-benzodiazole-6-carbonitrile;

2-{4-[3-(aminomethyl)azetidin-1-yl]-5-(3-fluoro-5-methylphenyl)pyridin-3-yl}-6-fluoro-1H-1,3-benzodiazole-5-carbonitrile;

1-{1-[3-(6-chloro-4-fluoro-1H-1,3-benzodiazol-2-yl)-5-(3-fluoro-5-methylphenyl)pyridin-4-yl]azetidin-3-yl}methanamine;

1-{1-[3-(4,6-difluoro-1H-1,3-benzodiazol-2-yl)-5-(3,5-dimethylphenyl)pyridin-4-yl]azetidin-3-yl}methanamine;

1-{1-[3-(3-chloro-5-methylphenyl)-5-(4,6-difluoro-1H-1,3-benzodiazol-2-yl)pyridin-4-yl]azetidin-3-yl}methanamine;

1-{1-[3-(4,6-difluoro-1H-1,3-benzodiazol-2-yl)-5-(3,5-difluorophenyl)pyridin-4-yl]azetidin-3-yl}methanamine;

1-{1-[3-(3-fluoro-5-methylphenyl)-5-{3H-imidazo[4,5-c]pyridin-2-yl}pyridin-4-yl]azetidin-3-yl}methanamine;

1-{1-[3-(3-fluoro-5-methylphenyl)-5-{1H-imidazo[4,5-b]pyridin-2-yl}pyridin-4-yl]azetidin-3-yl}methanamine;

1-{1-[3-(4-fluoro-1-methyl-1H-1,3-benzodiazol-2-yl)-5-(3-fluoro-5-methylphenyl)pyridin-4-yl]azetidin-3-yl}methanamine;

1-{1-[3-(7-fluoro-1-methyl-1H-1,3-benzodiazol-2-yl)-5-(3-fluoro-5-methylphenyl)pyridin-4-yl]azetidin-3-yl}methanamine;

3-(aminomethyl)-1-[3-(4,6-difluoro-1H-1,3-benzodiazol-2-yl)-5-(3-fluoro-5-methylphenyl)pyridin-4-yl]azetidin-3-ol;

1-{1-[3-(4,6-difluoro-1H-1,3-benzodiazol-2-yl)-5-phenylpyridin-4-yl]azetidin-3-yl}methanamine;

1-{1-[3-(4,6-difluoro-1H-1,3-benzodiazol-2-yl)-5-(3-fluorophenyl)pyridin-4-yl]azetidin-3-yl}methanamine;

1-{1-[3-(4,6-difluoro-1H-1,3-benzodiazol-2-yl)-5-(3-methylphenyl)pyridin-4-yl]azetidin-3-yl}methanamine;

1-{1-[3-(4,6-difluoro-1H-1,3-benzodiazol-2-yl)-5-(2-methylphenyl)pyridin-4-yl]azetidin-3-yl}methanamine;

1-{1-[3-(4,6-difluoro-1H-1,3-benzodiazol-2-yl)-5-(4-methylphenyl)pyridin-4-yl]azetidin-3-yl}methanamine;

1-{1-[5-(4,6-difluoro-1H-1,3-benzodiazol-2-yl)-5′-methyl-[3,3′-bipyridin]-4-yl]azetidin-3-yl}methanamine;

1-{1-[3-(4,6-difluoro-1H-1,3-benzodiazol-2-yl)-5-[3-methyl-5-(trifluoromethyl)phenyl]pyridin-4-yl]azetidin-3-yl}methanamine;

3-{4-[3-(aminomethyl)azetidin-1-yl]-5-(4,6-difluoro-1H-1,3-benzodiazol-2-yl)pyridin-3-yl}-5-fluorobenzonitrile;

1-{1-[3-(4,6-difluoro-1H-1,3-benzodiazol-2-yl)-5-(1H-indol-6-yl)pyridin-4-yl]azetidin-3-yl}methanamine;

1-{1-[3-(4,6-difluoro-1H-1,3-benzodiazol-2-yl)-5-(1H-indol-7-yl)pyridin-4-yl]azetidin-3-yl}methanamine;

1-{1-[3-(4,7-difluoro-1H-1,3-benzodiazol-2-yl)-5-(3-fluoro-5-methylphenyl)pyridin-4-yl]azetidin-3-yl}methanamine;

1-{1-[3-(4,6-difluoro-1H-1,3-benzodiazol-2-yl)-5-(1-methyl-1H-pyrazol-4-yl)pyridin-4-yl]azetidin-3-yl}methanamine;

1-{1-[3-(3-chloro-5-fluorophenyl)-5-(4,6-difluoro-1H-1,3-benzodiazol-2-yl)pyridin-4-yl]azetidin-3-yl}methanamine;

1-{1-[3-chloro-5-(trifluoromethyl)phenyl]-5-(4,6-difluoro-1H-1,3-benzodiazol-2-yl)pyridin-4-yl}azetidin-3-yl)methanamine;

1-{1-[3-(4,6-difluoro-1H-1,3-benzodiazol-2-yl)-5-(naphthalen-2-yl)pyridin-4-yl]azetidin-3-yl}methanamine;

1-{1-[3-(4,6-difluoro-1H-1,3-benzodiazol-2-yl)-5-(3-fluoro-5-methylphenyl)pyridin-4-yl]azetidin-3-yl}ethan-1-amine;

1-{1-[3-(4,6-difluoro-1H-1,3-benzodiazol-2-yl)-5-(4-fluorophenyl)pyridin-4-yl]azetidin-3-yl}methanamine;

1-{1-[3-(4,6-difluoro-1H-1,3-benzodiazol-2-yl)-5-(2-fluorophenyl)pyridin-4-yl]azetidin-3-yl}methanamine;

1-{1-[3-(4,6-difluoro-1H-1,3-benzodiazol-2-yl)-5-(2-fluoro-5-methylphenyl)pyridin-4-yl]azetidin-3-yl}methanamine;

1-{1-[3-(4,6-difluoro-1H-1,3-benzodiazol-2-yl)-5-(5-fluoro-2-methylphenyl)pyridin-4-yl]azetidin-3-yl}methanamine;

1-{1-[3-(4,6-difluoro-1H-1,3-benzodiazol-2-yl)-5-(4-fluoro-3 -methylphenyl)pyridin-4-yl]azetidin-3-yl}methanamine;

1-{1-[3-(4,6-difluoro-1H-1,3-benzodiazol-2-yl)-5-(3,4,5-trifluorophenyl)pyridin-4-yl]azetidin-3-yl}methanamine;

2-amino-2-{1-[3-(4,6-difluoro-1H-1,3-benzodiazol-2-yl)-5-(3-fluoro-5-methylphenyl)pyridin-4-yl]azetidin-3-yl }ethan-1-ol;

1-{1-[3-(4,6-difluoro-1H-1,3-benzodiazol-2-yl)-5-(3-fluoro-5-methylphenyl)pyridin-4-yl]-3-methylazetidin-3-yl}methanamine;

1-{1-[3-(4,6-difluoro-1H-1,3-benzodiazol-2-yl)-5-(3-fluoro-5-methylphenyl)pyridin-4-yl]azetidin-3-yl}propan-1-amine;

1-{1-[3-(4,6-difluoro-1H-1,3-benzodiazol-2-yl)-5-(naphthalen-1-yl)pyridin-4-yl]azetidin-3-yl}methanamine;

1-{1-[3-(3-chlorophenyl)-5-(4,6-difluoro-1H-1,3-benzodiazol-2-yl)pyridin-4-yl]azetidin-3-yl}methanamine;

3-{4-[3-(aminomethyl)azetidin-1-yl]-5-(4,6-difluoro-1H-1,3-benzodiazol-2-yl)pyridin-3-yl}benzonitrile;

1-{1-[3-(4,6-difluoro-1H-1,3-benzodiazol-2-yl)-5-(3-fluoro-4-methylphenyl)pyridin-4-yl]azetidin-3-yl}methanamine;

1-{1-[3-(3-fluoro-5-methylphenyl)-5-(1H-imidazol-2-yl)pyridin-4-yl]azetidin-3-yl}methanamine;

1-{1-[3-(3-chloro-2-fluorophenyl)-5-(4,6-difluoro-1H-1,3-benzodiazol-2-yl)pyridin-4-yl]azetidin-3-yl}methanamine

1-{1-[3-(4,6-difluoro-1H-1,3-benzodiazol-2-yl)-5-(3-fluoro-5-methoxyphenyl)pyridin-4-yl]azetidin-3-yl}methanamine;

1-{1-[3-(3-chloro-5-methoxyphenyl)-5-(4,6-difluoro-1H-1,3-benzodiazol-2-yl)pyridin-4-yl]azetidin-3-yl}methanamine;

1-{1-[3-(3,5-dichlorophenyl)-5-(4,6-difluoro-1H-1,3-benzodiazol-2-yl)pyridin-4-yl]azetidin-3-yl}methanamine;

1-{1-[3-(3-chloro-5-fluorophenyl)-5-(4,6-difluoro-1H-1,3-benzodiazol-2-yl)pyridin-4-yl]azetidin-3-yl}ethan-1-amine;

1-{1-[3-(3-chloro-5-fluorophenyl)-5-(4,6-difluoro-1H-1,3-benzodiazol-2-yl)pyridin-4-yl]-3-fluoroazetidin-3-yl}methanamine;

1-{1-[3-(4,6-difluoro-1H-1,3-benzodiazol-2-yl)-5-[3-fluoro-5-(trifluoromethyl)phenyl]pyridin-4-yl]azetidin-3-yl}ethan-1-amine;

3-{4-[3-(1-aminoethyl)azetidin-1-yl]-5-(4,6-difluoro-1H-1,3-benzodiazol-2-yl)pyridin-3-yl}-5-fluorobenzonitrile;

5-{4-[3-(1-aminoethyl)azetidin-1-yl]-5-(4,6-difluoro-1H-1,3-benzodiazol-2-yl)pyridin-3-yl}-2-fluorobenzonitrile;

1-{1-[3-(3-chloro-2-methylphenyl)-5-(4,6-difluoro-1H-1,3-benzodiazol-2-yl)pyridin-4-yl]azetidin-3-yl}methanamine;

1-{1-[3-(4,6-difluoro-1H-1,3-benzodiazol-2-yl)-5-(2-fluoro-3-methylphenyl)pyridin-4-yl]azetidin-3-yl}methanamine;

1-{1-[3-(4,6-difluoro-1H-1,3-benzodiazol-2-yl)-5-(3-fluorophenyl)pyridin-4-yl]-3-methylazetidin-3-yl}ethan-1-amine;

1-{1-[3-(4,6-difluoro-1H-1,3-benzodiazol-2-yl)-5-[3-(trifluoromethyl)phenyl]pyridin-4-yl]-3-methylazetidin-3-yl}ethan-1-amine;

3-{4-[3-(1-aminoethyl)-3-methylazetidin-1-yl]-5-(4,6-difluoro-1H-1,3-benzodiazol-2-yl)pyridin-3-yl}benzonitrile;

1-{1-[3-(4,6-difluoro-1H-1,3-benzodiazol-2-yl)-5-[3-fluoro-5-(trifluoromethyl)phenyl]pyridin-4-yl]azetidin-3-yl}ethan-1-amine;

1-{1-[3-(4,6-difluoro-1H-1,3-benzodiazol-2-yl)-5-(4-ethoxy-3-fluorophenyl)pyridin-4-yl]azetidin-3-yl}ethan-1-amine;

1-{1-[3-(4,6-difluoro-1H-1,3-benzodiazol-2-yl)-5-(3-fluoro-2-methoxyphenyl)pyridin-4-yl]azetidin-3-yl}ethan-1-amine;

1-{1-[3-(2-chloro-3-fluorophenyl)-5-(4,6-difluoro-1H-1,3-benzodiazol-2-yl)pyridin-4-yl]azetidin-3-yl}ethan-1-amine;

2-{4-[3-(1-aminoethyl)azetidin-1-yl]-5-(4,6-difluoro-1H-1,3-benzodiazol-2-yl)pyridin-3-yl}-6-fluorophenol; or

1-{1-[3-(4,6-difluoro-1H-1,3-benzodiazol-2-yl)-5-(2-fluoro-3-methylphenyl)pyridin-4-yl]azetidin-3-yl}ethan-1-amine;

or a pharmaceutically acceptable salt, or solvate thereof.

19. A pharmaceutical composition comprising a compound claim 1 , or a pharmaceutically acceptable salt, solvate, diastereomeric mixture, or individual enantiomers thereof, and at least one pharmaceutically acceptable excipient.

20. A method of treating a disease or condition in a mammal comprising administering a compound of claim 1 , or a pharmaceutically acceptable salt, solvate, diastereomeric mixture, or individual enantiomers thereof, to the mammal in need thereof; wherein the disease or condition is hyperinsulinemic hypoglycemia, hypoglycemia due to endogenous insulin, drug induced hyperinsulinism, or hypoglycemia due to exogenous (injected) insulin.

21. A method for treating a disease or condition in a mammal that comprising administering a small molecule somatostatin receptor subtype 5 (SSTR5) agonist to the mammal in need thereof, wherein the small molecule SSTR5 agonist is at least 10 times more selective for modulating or binding to SSTR5 than for somatostatin receptor subtype 2 (SSTR2); wherein the disease or condition is hyperinsulinemic hypoglycemia, hypoglycemia due to endogenous insulin, drug induced hyperinsulinism, or hypoglycemia due to exogenous (injected) insulin.

Assignments (2)

CONFIRMATORY LICENSE Recorded Oct 12, 2022

From: CRINETICS PHARMACEUTICALS INC

To: NATIONAL INSTITUTES OF HEALTH (NIH), U.S. DEPT. OF HEALTH AND HUMAN SERVICES (DHHS), U.S. GOVERNMENT

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ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Sep 1, 2020

From: ZHAO, JIAN; WANG, SHIMIAO; ZHU, YUNFEI

To: CRINETICS PHARMACEUTICALS, INC.

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Continuity (4)

Provisional Application 62724421 · Aug 29, 2018

Provisional Application 62673042 · May 17, 2018

Provisional Application 62629377 · Feb 12, 2018

Related Publication 20210040087A1 · Feb 11, 2021

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