IP Library › Granted Patent US 9,102,676

Granted Patent B2

US 9,102,676 · App. 14/297,167 · Granted Aug 11, 2015

MK2 inhibitors

Inventors: Tjeerd Andries Barf (Ravenstein, NL); Arthur Oubrie (Wychen, NL); Carsten Schultz-Fadermrecht (Pomezia, IT); Eduard Willem Zwart (Oss, NL); Niels Hoogenboom (Ryen, NL); Sander Martijn De Wilde (Oss, NL); Allard Kaptein (Zaltbommel, NL)

Assignee: Merck Sharp & Dohme B.V.

C07D471/20 A61K31/444 A61K31/4709 A61K31/506

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Quick Facts

Patent No.: US 9,102,676
App. No.: 14/297,167
Granted: Aug 11, 2015
Kind: B2

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Abstract

The present invention relates to compounds of general Formula (I) or a pharmaceutically acceptable salt thereof. The compounds can be used in the treatment of immune, autoimmune, inflammatory diseases, cardiovascular diseases, infectious diseases, bone resorption disorders, neurodegenerative diseases or proliferative diseases.

Claims (376)

1. A method of inhibiting MK2 activity comprising the step of contacting a cell with a compound selected from the group consisting of:

2′-(2-(benzofuran-2-yl)pyrimidin-4-yl)-5′,6′-dihydrospiro[piperidine-4,7′-pyrrolo[3,2-c]pyridin]-4′(1H)-one;

2′-(2′-amino-2,5′-bipyrimidin-4-yl)-5′,6′-dihydrospiro[piperidine-4,7′-pyrrolo[3,2-c]pyridin]-4′(1′H)-one;

2′-(2-(5-methoxypyridin-3-yl)pyrimidin-4-yl)-5′,6′-dihydrospiro[piperidine-4,7′-pyrrolo[3,2-c]pyridin]-4′(1′H)-one;

2′-(2-(2-fluorophenyl)pyrimidin-4-yl)-5′,6′-dihydrospiro[piperidine-4,7′-pyrrolo[3,2-c]pyridin]-4′(1′H)-one;

2′-(2-(3-fluorophenyl)pyrimidin-4-yl)-5′,6′-dihydrospiro[piperidine-4,7′-pyrrolo[3,2-c]pyridin]-4′(1′H)-one;

2′-(2-(4-acetylphenyl)pyrimidin-4-yl)-5′,6′-dihydrospiro[piperidine-4,7′-pyrrolo[3,2-c]pyridin]-4′(1′H)-one;

2′-(2-(benzo[d][1,3]dioxol-5-yl)pyrimidin-4-yl)-5′,6′-dihydrospiro[piperidine-4,7′-pyrrolo[3,2-c]pyridin]-4′(1′H)-one;

N-(5-(4-(4′-oxo-1′,4′,5′,6′-tetrahydrospiro[piperidine-4,7′-pyrrolo[3,2-c]pyridine]-2′-yl)pyrimidin-2-yl)pyridin-2-yl)acetamide;

N-(5-(4-(4′-oxo-1′,4′,5′,6′-tetrahydrospiro[piperidine-4,7′-pyrrolo[3,2-c]pyridine]-2′-yl)pyrimidin-2-yl)pyridin-2-yl)propionamide;

2′-(2-(3-chloro-4-(trifluoromethyl)phenyl)pyrimidin-4-yl)-5′,6′-dihydrospiro[piperidine-4,7′-pyrrolo[3,2-c]pyridin]-4′(1′H)-one;

2′-(2-(3,4-dihydro-2H-benzo[b][1,4]dioxepin-7-yl)pyrimidin-4-yl)-5′,6′-dihydrospiro[piperidine-4,7′-pyrrolo[3,2-c]pyridin]-4′(1′H)-one;

2′-(2-(biphenyl-4-yl)pyrimidin-4-yl)-5′,6′-dihydrospiro[piperidine-4,7′-pyrrolo[3,2-c]pyridin]-4′(1′H)-one;

2′-(2-(3,4-dichlorophenyl)pyrimidin-4-yl)-5′,6′-dihydrospiro[piperidine-4,7′-pyrrolo[3,2-c]pyridin]-4′(1′H)-one;

2′-(2-(3-isopropylphenyl)pyrimidin-4-yl)-5′,6′-dihydrospiro[piperidine-4,7′-pyrrolo[3,2-c]pyridin]-4′(1′H)-one;

2′-(2-(4-phenoxyphenyl)pyrimidin-4-yl)-5′,6′-dihydrospiro[piperidine-4,7′-pyrrolo[3,2-c]pyridin]-4′(1′H)-one;

2′-(2-(3-(trifluoromethoxy)phenyl)pyrimidin-4-yl)-5′,6′-dihydrospiro[piperidine-4,7′-pyrrolo[3,2-c]pyridin]-4′(1′H)-one;

2′-(2-(4-(trifluoromethyl)phenyl)pyrimidin-4-yl)-5′,6′-dihydrospiro[piperidine-4,7′-pyrrolo[3,2-c]pyridin]-4′(1′H)-one;

2′-(2-(4-cyclohexylphenyl)pyrimidin-4-yl)-5′,6′-dihydrospiro[piperidine-4,7′-pyrrolo[3,2-c]pyridin]-4′(1′H)-one;

2′-(2-(3-tert-butyl-5-methylphenyl)pyrimidin-4-yl)-5′,6′-dihydrospiro[piperidine-4,7′-pyrrolo[3,2-c]pyridin]-4′(1′H)-one;

2′-(2-(4-hydroxy-3-methoxyphenyl)pyrimidin-4-yl)-5′,6′-dihydrospiro[piperidine-4,7′-pyrrolo[3,2-c]pyridin]-4′(1′H)-one;

2′-(2-(quinolin-3-yl)pyrimidin-4-yl)-5′,6′-dihydrospiro[piperidine-4,7′-pyrrolo[3,2-c]pyridin]-4′(1′H)-one;

2′-(2-(4-tert-butylphenyl)pyrimidin-4-yl)-5′,6′-dihydrospiro[piperidine-4,7′-pyrrolo[3,2-c]pyridin]-4′(1′H)-one;

2′-(2-(4-isobutylphenyl)pyrimidin-4-yl)-5′,6′-dihydrospiro[piperidine-4,7′-pyrrolo[3,2-c]pyridin]-4′(1′H)-one;

2′-(2-(naphthalen-2-yl)pyrimidin-4-yl)-5′,6′-dihydrospiro[piperidine-4,7′-pyrrolo[3,2-c]pyridin]-4′(1′H)-one;

2′-(2-(3,5-dichlorophenyl)pyrimidin-4-yl)-5′,6′-dihydrospiro[piperidine-4,7′-pyrrolo[3,2-c]pyridin]-4′(1′H)-one;

2′-(2-(dibenzo[b,d]furan-2-yl)pyrimidin-4-yl)-5′,6′-dihydrospiro[piperidine-4,7′-pyrrolo[3,2-c]pyridin]-4′(1′H)-one;

2′-(2-(4-isobutoxyphenyl)pyrimidin-4-yl)-5′,6′-dihydrospiro[piperidine-4,7′-pyrrolo[3,2-c]pyridin]-4′(1′H)-one;

2′-(2-(benzo[b]thiophen-2-yl)pyrimidin-4-yl)-5′,6′-dihydrospiro[piperidine-4,7′-pyrrolo[3,2-c]pyridin]-4′(1′H)-one;

3-(4-(4′-oxo-1′,4′,5′,6′-tetrahydrospiro[piperidine-4,7′-pyrrolo[3,2-c]pyridine]-2′-yl)pyrimidin-2-yl)benzamide;

2′-(2-(3-acetylphenyl)pyrimidin-4-yl)-5′,6′-dihydrospiro[piperidine-4,7′-pyrrolo[3,2-c]pyridin]-4′(1′H)-one;

2-chloro-N-cyclohexyl-4-(4-(4′-oxo-1′,4′,5′,6′-tetrahydrospiro[piperidine-4,7′-pyrrolo[3,2-c]pyridine]-2′-yl)pyrimidin-2-yl)benzamide;

2′-(2-(4-chloro-2-fluorophenyl)pyrimidin-4-yl)-5′,6′-dihydrospiro[piperidine-4,7′-pyrrolo[3,2-c]pyridin]-4′(1′H)-one;

2′-(2-(biphenyl-3-yl)pyrimidin-4-yl)-5′,6′-dihydrospiro[piperidine-4,7′-pyrrolo[3,2-c]pyridin]-4′(1′H)-one;

2′-(2-(3,5-bis(trifluoromethyl)phenyl)pyrimidin-4-yl)-5′,6′-dihydrospiro[piperidine-4,7 pyrrolo[3,2-c]pyridin]-4(1′H)-one;

2′-(2-(3-(trifluoromethyl)phenyl)pyrimidin-4-yl)-5′,6′-dihydrospiro[piperidine-4,7′-pyrrolo[3,2-c]pyridin]-4′(1′H)-one;

N-cyclohexyl-4-(4-(4′-oxo-1′,4′,5′,6′-tetrahydrospiro[piperidine-4,7′-pyrrolo[3,2-c]pyridine]-2′-yl)pyrimidin-2-yl)benzamide;

2′-(2-(benzofuran-2-yl)pyrimidin-4-yl)-1-methyl-5′,6′-dihydrospiro[piperidine-4,7′-pyrrolo[3,2-c]pyridin]-4′(1′H)-one;

2′-(2-(benzofuran-2-yl)pyrimidin-4-yl)-1-ethyl-5′,6′-dihydrospiro[piperidine-4,7′-pyrrolo[3,2-c]pyridin]-4′(1′H)-one;

1-(2-aminoethyl)-2′-(2-(benzofuran-2-yl)pyrimidin-4-yl)-5′,6′-dihydrospiro[piperidine-4,7′-pyrrolo[3,2-c]pyridin]-4′(1′H)-one;

N-(2-(2′-(2-(benzofuran-2-yl)pyrimidin-4-yl)-4′-oxo-1′,4′,5′,6′-tetrahydrospiro[piperidine-4,7′-pyrrolo[3,2-c]pyridine]-1-yl)ethyl)acetamide;

N-(3-(2′-(2-(benzofuran-2-yl)pyrimidin-4-yl)-4′-oxo-1′,4′,5′,6′-tetrahydrospiro[piperidine-4,7′-pyrrolo[3,2-c]pyridine]-1-yl)propyl)acetamide;

2′-(2-(benzofuran-2-yl)-5-fluoropyrimidin-4-yl)-5′,6′-dihydrospiro[piperidine-4,7′-pyrrolo[3,2-c]pyridin]-4′(1′H)-one;

2′-(2-(benzo[d][1,3]dioxol-5-yl)-5-fluoropyrimidin-4-yl)-5′,6′-dihydrospiro[piperidine-4,7′-pyrrolo[3,2-c]pyridin]-4′(1′H)-one;

2′-(5-fluoro-2-(quinolin-3-yl)pyrimidin-4-yl)-5′,6′-dihydrospiro[piperidine-4,7′-pyrrolo[3,2-c]pyridin]-4′(1′H)-one;

4-(5-fluoro-4-(4′-oxo-1′,4′,5′,6′-tetrahydrospiro[piperidine-4,7′-pyrrolo[3,2-c]pyridine]-2′-yl)pyrimidin-2-yl)-N-methylbenzamide;

2′-(2-(4-chloro-2-fluorophenyl)-5-fluoropyrimidin-4-yl)-5′,6′-dihydrospiro[piperidine-4,7′-pyrrolo[3,2-c]pyridin]-4′(1′H)-one;

2′-(2-(benzofuran-2-yl)pyrimidin-4-yl)-5′,6′-dihydrospiro[piperidine-3,7′-pyrrolo[3,2-c]pyridin]-4′(1′H)-one;

2′-(2-(benzo[d][1,3]dioxol-5-yl)pyrimidin-4-yl)-5′,6′-dihydrospiro[piperidine-3,7′-pyrrolo[3,2-c]pyridin]-4′(1′H)-one;

2′-(2-(benzo[d][1,3]dioxol-5-yl)pyrimidin-4-yl)-5′,6′-dihydrospiro[pyrrolidine-3,7′-pyrrolo[3,2-c]pyridin]-4′(1′H)-one;

2′-(2-p-tolylpyrimidin-4-yl)-5′,6′-dihydrospiro[pyrrolidine-3,7′-pyrrolo[3,2-c]pyridin]-4′(1′H)-one;

2′-(2-(3-fluorophenyl)pyrimidin-4-yl)-5′,6′-dihydrospiro[pyrrolidine-3,7′-pyrrolo[3,2-c]pyridin]-4′(1′H)-one;

2′-(2-(benzofuran-2-yl)pyridin-4-yl)-5′,6′-dihydrospiro[pyrrolidine-3,7′-pyrrolo[3,2-c]pyridin]-4′(1′H)-one;

2′-(2-(benzofuran-2-yl)pyrimidin-4-yl)-5′,6′-dihydrospiro[morpholine-2,7′-pyrrolo[3,2-c]pyridin]-4′(1′H)-one;

2′-(2-(benzofuran-2-yl)pyridin-4-yl)-5′,6′-dihydrospiro[piperidine-4,7′-pyrrolo[3,2-c]pyridin]-4′(1′H)-one;

2′-(2-(quinolin-3-yl)pyridin-4-yl)-5′,6′-dihydrospiro[piperidine-4,7′-pyrrolo[3,2-c]pyridin]-4′(1H′)-one;

2′-(2-(benzo[d][1,3]dioxol-5-yl)pyridin-4-yl)-5′,6′-dihydrospiro[piperidine-4,7′-pyrrolo[3,2-c]pyridin]-4′(1′H)-one;

2′-(2-(benzo[d]thiazol-2-yl)pyridin-4-yl)-5′,6′-dihydrospiro[piperidine-4,7′-pyrrolo[3,2-c]pyridin]-4′(1′H)-one;

2′-(2-(benzo[d]thiazol-2-yl)pyrimidin-4-yl)-5′,6′-dihydrospiro[piperidine-4,7′-pyrrolo[3,2-c]pyridin]-4′(1′H)-one;

2′-(2-(thiazol-2-yl)pyrimidin-4-yl)-5′,6′-dihydrospiro[piperidine-4,7′-pyrrolo[3,2-c]pyridin]-4′(1′H)-one;

1-(2-aminoacetyl)-2′-(2-(benzofuran-2-yl)pyrimidin-4-yl)-5′,6′-dihydrospiro[piperidine-4,7′-pyrrolo[3,2-c]pyridin]-4′(1′H)-one;

2′-(2′-(cyclopentylamino)-2,5′-bipyrimidin-4-yl)-5′,6′-dihydrospiro[piperidine-4,7′-pyrrolo[3,2-c]pyridin]-4′(1′H)-one;

N-(4-(4′-oxo-1′,4′,5′,6′-tetrahydrospiro[piperidine-4,7′-pyrrolo[3,2-c]pyridine]-2′-yl)pyridin-2-yl)-4-(trifluoromethyl)benzamide;

3,4-dimethyl-N-(4-(4′-oxo-1′,4′,5′,6′-tetrahydrospiro[piperidine-4,7′-pyrrolo[3,2-c]pyridine]-2′-yl)pyridin-2-yl)benzamide;

N-(4-(4′-oxo-1′,4′,5′,6′-tetrahydrospiro[piperidine-3,7′-pyrrolo[3,2-c]pyridine]-2′-yl)pyrimidin-2-yl)-4-(trifluoromethyl)benzamide;

N-(4-(4′-oxo-1′,4′,5′,6′-tetrahydrospiro[piperidine-3,7′-pyrrolo[3,2-c]pyridine]-2′-yl)pyrimidin-2-yl)-3-(trifluoromethoxy)benzamide; 2′-(2-(6-aminopyridin-3-yl)pyrimidin-4-yl)-5′,6′-dihydrospiro[piperidine-4,7′-pyrrolo[3,2-c]pyridin]-4′(1′H)-one;

2′-(2-(pyridin-3-yl)pyrimidin-4-yl)-5′,6′-dihydrospiro[piperidine-4,7′-pyrrolo[3,2-c]pyridin]-4′(1′H)-one;

2′-(2-(pyridin-3-yl)pyrimidin-4-yl)-5′,6′-dihydrospiro[piperidine-3,7′-pyrrolo[3,2-c]pyridin]-4′(1′H)-one;

(S)-2′-(2-(pyridin-3-yl)pyrimidin-4-yl)-5′,6′-dihydrospiro[piperidine-3,7′-pyrrolo[3,2-c]pyridin]-4′(1′H)-one;

(R)-2′-(2-(pyridin-3-yl)pyrimidin-4-yl)-5′,6′-dihydrospiro[piperidine-3,7′-pyrrolo[3,2-c]pyridin]-4′(1′H)-one;

2′-(2-(6-(3-methoxypropoxyl)pyridin-3-yl)pyrimidin-4-yl)-5′,6′-dihydrospiro[piperidine-3,7′-pyrrolo[3,2-c]pyridin]-4′(1′H)-one;

(S)-2′-(2-(6-(3-methoxypropoxyl)pyridin-3-yl)pyrimidin-4-yl)-5′,6′-dihydrospiro[piperidine-3,7′-pyrrolo[3,2-c]pyridin]-4′(1′H)-one;

(R)-2′-(2-(6-(3-methoxypropoxyl)pyridin-3-yl)pyrimidin-4-yl)-5′,6′-dihydrospiro[piperidine-3,7′-pyrrolo[3,2-c]pyridin]-4′(1′H)-one;

2′-(2-(5-methoxypyridin-3-yl)pyrimidin-4-yl)-5′,6′-dihydrospiro[piperidine-3,7′-pyrrolo[3,2-c]pyridin]-4′(1′H)-one;

(S)-2′-(2-(5-methoxypyridin-3-yl)pyrimidin-4-yl)-5′,6′-dihydrospiro[piperidine-3,7′-pyrrolo[3,2-c]pyridin]-4′(1′H)-one;

(R)-2′-(2-(5-methoxypyridin-3-yl)pyrimidin-4-yl)-5′,6′-dihydrospiro[piperidine-3,7′-pyrrolo[3,2-c]pyridin]-4′(1′H)-one;

2′-(2′-(cyclopentylamino)-2,5′-bipyrimidin-4-yl)-5′,6′-dihydrospiro[piperidine-4,7′-pyrrolo[3,2-c]pyridin]-4′(1′H)-one;

3,4-dimethyl-N-(4-(4′-oxo-1′,4′,5′,6′-tetrahydrospiro[piperidine-4,7′-pyrrolo[3,2-c]pyridine]-2′-yl)pyrimidin-2-yl)benzamide;

3,4-dimethyl-N-(4-(4′-oxo-1′,4′,5′,6′-tetrahydrospiro[piperidine-4,7′-pyrrolo[3,2-c]pyridine]-2′-yl)pyridin-2-yl)benzamide;

3-fluoro-N-(4-(4′-oxo-1′,4′,5′,6′-tetrahydrospiro[piperidine-4,7′-pyrrolo[3,2-c]pyridine]-2′-yl)pyridin-2-yl)benzamide;

N-(4-(4′-oxo-1′,4′,5′,6′-tetrahydrospiro[piperidine-4,7′-pyrrolo[3,2-c]pyridine]-2′-yl)pyridin-2-yl)picolinamide;

4-fluoro-N-(4-(4′-oxo-1′,4′,5′,6′-tetrahydrospiro[piperidine-4,7′-pyrrolo[3,2-c]pyridine]-2′-yl)pyrimidin-2-yl)benzamide;

4-fluoro-N-(4-(4′-oxo-1′,4′,5′,6′-tetrahydrospiro[piperidine-4,7′-pyrrolo[3,2-c]pyridine]-2′-yl)pyridin-2-yl)benzamide;

N-(4-(4′-oxo-1′,4′,5′,6′-tetrahydrospiro[piperidine-4,7′-pyrrolo[3,2-c]pyridine]-2′-yl)pyrimidin-2-yl)-2-naphthamide;

N-(4-(4′-oxo-1′,4′,5′,6′-tetrahydrospiro[piperidine-4,7′-pyrrolo[3,2-c]pyridine]-2′-yl)pyridin-2-yl)-2-naphthamide;

N-(4-(4′-oxo-1′,4′,5′,6′-tetrahydrospiro[piperidine-4,7′-pyrrolo[3,2-c]pyridine]-2′-yl)pyrimidin-2-yl)-1-naphthamide;

N-(4-(4′-oxo-1′,4′,5′,6′-tetrahydrospiro[piperidine-4,7′-pyrrolo[3,2-c]pyridine]-2′-yl)pyridin-2-yl)-1-naphthamide;

N-(4-(4′-oxo-1′,4′,5′,6′-tetrahydrospiro[piperidine-4,7′-pyrrolo[3,2-c]pyridine]-2′-yl)pyridin-2-yl)biphenyl-4-carboxamide;

N-(4-(4′-oxo-1′,4′,5′,6′-tetrahydrospiro[piperidine-4,7′-pyrrolo[3,2-c]pyridine]-2′-yl)pyridin-2-yl)-4-(trifluoromethyl)benzamide;

3-(dimethylamino)-N-(4-(4′-oxo-1′,4′,5′,6′-tetrahydrospiro[piperidine-4,7′-pyrrolo[3,2-c]pyridine]-2′-yl)pyridin-2-yl)benzamide;

N-(4-(4′-oxo-1′,4′,5′,6′-tetrahydrospiro[piperidine-4,T-pyrrolo[3,2-c]pyridine]-2′-yl)pyridin-2-yl)isonicotinamide;

6-methoxy-N-(4-(4′-oxo-1′,4′,5′,6′-tetrahydrospiro[piperidine-4,7′-pyrrolo[3,2-c]pyridine]-2′-yl)pyridin-2-yl)picolinamide;

3,4-dimethyl-N-(4-(1-methyl-4′-oxo-1′,4′,5′,6′-tetrahydrospiro[piperidine-4,7′-pyrrolo[3,2-c]pyridine]-2′-yl)pyridin-2-yl)benzamide;

3,4-dimethyl-N-(4-(4′-oxo-1′,4′,5′,6′-tetrahydrospiro[piperidine-3,7′-pyrrolo[3,2-c]pyridine]-2′-yl)pyridin-2-yl)benzamide;

(S)-3,4-dimethyl-N-(4-(4′-oxo-1′,4′,5′,6′-tetrahydrospiro[piperidine-3,7′-pyrrolo[3,2-c]pyridine]-2′-yl)pyridin-2-yl)benzamide;

(R)-3,4-dimethyl-N-(4-(4′-oxo-1′,4′,5′,6′-tetrahydrospiro[piperidine-3,7′-pyrrolo[3,2-c]pyridine]-2′-yl)pyridin-2-yl)benzamide;

3,4-dimethyl-N-(4-(4′-oxo-1′,4′,5′,6′-tetrahydrospiro[pyrrolidine-3,7′-pyrrolo[3,2-c]pyridine]-2′-yl)pyridin-2-yl)benzamide;

N-(4-(1-methyl-4′-oxo-1′,4′,5′,6′-tetrahydrospiro[piperidine-4,7′-pyrrolo[3,2-c]pyridine]-2′-yl)pyridin-2-yl)-3-(trifluoromethoxy)benzamide;

N-(4-(4′-oxo-1′,4′,5′,6′-tetrahydrospiro[piperidine-3,7′-pyrrolo[3,2-c]pyridine]-2′-yl)pyridin-2-yl)-3-(trifluoromethoxy)benzamide;

N-(4-(4′-oxo-1′,4′,5′,6′-tetrahydrospiro[pyrrolidine-3,7′-pyrrolo[3,2-c]pyridine]-2′-yl)pyridin-2-yl)-3-(trifluoromethoxy)benzamide;

3-fluoro-N-(4-(1-methyl-4′-oxo-1′,4′,5′,6′-tetrahydrospiro[piperidine-4,7′-pyrrolo[3,2-c]pyridine]-2′-yl)pyridin-2-yl)benzamide;

3-fluoro-N-(4-(4′-oxo-1′,4′,5′,6′-tetrahydrospiro[piperidine-3,7′-pyrrolo[3,2-c]pyridine]-2′-yl)pyridin-2-yl)benzamide;

3-fluoro-N-(4-(4′-oxo-1′,4′,5′,6′-tetrahydrospiro[pyrrolidine-3,7′-pyrrolo[3,2-c]pyridine]-2′-yl)pyridin-2-yl)benzamide;

1 N-(4-(4′-oxo-1′,4′,5′,6′-tetrahydrospiro[piperidine-3,7′-pyrrolo[3,2-c]pyridine]-2′-yl)pyridin-2-yl)picolinamide;

N-(4-(4′-oxo-1′,4′,5′,6′-tetrahydrospiro[pyrrolidine-3,7′-pyrrolo[3,2-c]pyridine]-2′-yl)pyridin-2-yl)picolinamide;

4-fluoro-N-(4-(4′-oxo-1′,4′,5′,6′-tetrahydrospiro[piperidine-3,7′-pyrrolo[3,2-c]pyridine]-2′-yl)pyridin-2-yl)benzamide;

(S)-4-fluoro-N-(4-(4′-oxo-1′,4′,5′,6′-tetrahydrospiro[piperidine-3,7′-pyrrolo[3,2-c]pyridine]-2′-yl)pyridin-2-yl)benzamide;

(R)-4-fluoro-N-(4-(4′-oxo-1′,4′,5′,6′-tetrahydrospiro[piperidine-3,7′-pyrrolo[3,2-c]pyridine]-2′-yl)pyridin-2-yl)benzamide;

4-fluoro-N-(4-(4′-oxo-1′,4′,5′,6′-tetrahydrospiro[pyrrolidine-3,7′-pyrrolo[3,2-c]pyridine]-2′-yl)pyridin-2-yl)benzamide;

N-(4-(1-methyl-4′-oxo-1′,4′,5′,6′-tetrahydrospiro[piperidine-4,7′-pyrrolo[3,2-c]pyridine]-2′-yl)pyridin-2-yl)-2-naphthamide;

N-(4-(4′-oxo-1′,4′,5′,6′-tetrahydrospiro[piperidine-3,7′-pyrrolo[3,2-c]pyridine]-2′-yl)pyridin-2-yl)-2-naphthamide;

(S)—N-(4-(4′-oxo-1′,4′,5′,6′-tetrahydrospiro[piperidine-3,7′-pyrrolo[3,2-c]pyridine]-2′-yl)pyridin-2-yl)-2-naphthamide;

N-(4-(4′-oxo-1′,4′,5′,6′-tetrahydrospiro[pyrrolidine-3,7′-pyrrolo[3,2-c]pyridine]-2′-yl)pyridin-2-yl)-2-naphthamide;

N-(4-(4′-oxo-1′,4′,5′,6′-tetrahydrospiro[piperidine-3,7′-pyrrolo[3,2-c]pyridine]-2′-yl)pyridin-2-yl)-3-(trifluoromethyl)benzamide;

3,5-difluoro-N-(4-(4′-oxo-1′,4′,5′,6′-tetrahydrospiro[piperidine-3,7′-pyrrolo[3,2-c]pyridine]-2′-yl)pyridin-2-yl)benzamide;

N-(4-(4′-oxo-1′,4′,5′,6′-tetrahydrospiro[piperidine-3,7′-pyrrolo[3,2-c]pyridine]-2′-yl)pyridin-2-yl)-1-naphthamide;

N-(4-(4′-oxo-1′,4′,5′,6′-tetrahydrospiro[piperidine-3,7′-pyrrolo[3,2-c]pyridine]-2′-yl)pyridin-2-yl)quinoline-2-carboxamide;

N-(4-(4′-oxo-1′,4′,5′,6′-tetrahydrospiro[piperidine-3,7′-pyrrolo[3,2-c]pyridine]-2′-yl)pyridin-2-yl)isoquinoline-1-carboxamide;

N-(4-(4′-oxo-1′,4′,5′,6′-tetrahydrospiro[piperidine-3,7′-pyrrolo[3,2-c]pyridine]-2′-yl)pyridin-2-yl)-4-(trifluoromethyl)benzamide, and

(S)-2′-(2-(benzo[d][1,3]dioxol-5-yl)pyrimidin-4-yl)-5′,6′-dihydrospiro[piperidine-3,7′-pyrrolo[3,2-c]pyridin]-4′(1′H)-one,

or a pharmaceutically acceptable salt thereof.

2. A method of treating a disease selected from the group consisting of multiple myeloma, and metastatic melanoma, in a subject in need thereof, comprising the step of administering to the subject a therapeutically effective amount of a compound selected from the group consisting of:

2′-(2-(benzofuran-2-yl)pyrimidin-4-yl)-5′,6′-dihydrospiro[piperidine-4,7′-pyrrolo[3,2-c]pyridin]-4′(1′H)-one;