PATENT CLAIM ANALYSIS

Application Number: 15753008
Application Type: Utility
Filing Date: 2018-02
Publication Date: 2018-08
Patent Classification: ["514", "406000"]

Abstract:
Disclosed herein is a compound of formula (I) and/or a pharmaceutically acceptable salt thereof that can serve as Erk inhibitors. They are potentially useful in the treatment of diseases treatable by inhibition of Erk, such as cancers. Also disclosed herein is a pharmaceutical composition, comprising a compound of formula I and/or a pharmaceutically acceptable salt thereof and a pharmaceutically acceptable carrier.

Claim (Index 20):
The compound of  claim 1 , which is chosen from\n (S)\u2014N-(1-(3-chlorophenyl)-2-hydroxyethyl)-3-(2-methylpyridin-4-yl)-1H-pyrazolo[3,4-b]pyridine-5-carboxamide, (R)\u2014N-(1-(3-chlorophenyl)-2-hydroxyethyl)-3-(2-methylpyridin-4-yl)-1H-pyrazolo[3,4-b]pyridine-5-carboxamide, a mixture of (S)- and (R)\u2014N-(1-(3-chlorophenyl)-2-hydroxyethyl)-3-(2-methylpyridin-4-yl)-1H-pyrazolo[3,4-b]pyridine-5-carboxamide, (R)-1-(3-(2-methylpyridin-4-yl)-1H-pyrazolo[3,4-b]pyridin-6-yl)-3-(1-phenylethyl)urea, (S)-1-(3-(2-methylpyridin-4-yl)-1H-pyrazolo[3,4-b]pyridin-6-yl)-3-(1-phenylethy)urea, a mixture of (R)- and (S)-1-(3-(2-methylpyridin-4-yl)-1H-pyrazolo[3,4-b]pyridin-6-yl)-3-(1-phenylethyl)urea, N-((3R,4S)-1-methyl-4-(2-(trifluoromethyl)phenyl)pyrrolidin-3-yl)-3-(2-methylpyridin-4-yl)-1H-pyrazolo[3,4-b]pyridine-5-carboxamide, N-((3S,4R)-1-methyl-4-(2-(trifluoromethyl)phenyl)pyrrolidin-3-yl)-3-(2-methylpyridin-4-yl)-1H-pyrazolo[3,4-b]pyridine-5-carboxamide, a mixture of N-((3R,4S)-1-methyl-4-(2-(trifluoromethyl)phenyl)pyrrolidin-3-yl)-3-(2-methylpyridin-4-yl)-1H-pyrazolo[3,4-b]pyridine-5-carboxamide and N-((3S,4R)-1-methyl-4-(2-(trifluoromethyl)phenyl)pyrrolidin-3-yl)-3-(2-methylpyridin-4-yl)-1H-pyrazolo[3,4-b]pyridine-5-carboxamide, (S)-1-(3-(2-methylpyridin-4-yl)-1H-pyrazolo[3,4-b]pyridin-5-yl)-3-(1-phenylethyl)urea, (R)-1-(3-(2-methylpyridin-4-yl)-1H-pyrazolo[3,4-b]pyridin-5-yl)-3-(1-phenylethyl)urea, a mixture of (S)- and (R)-1-(3-(2-methylpyridin-4-yl)-1H-pyrazolo[3,4-b]pyridin-5-yl)-3-(1-phenylethyl)urea, (R)\u2014N-(1-(4-fluorophenyl)-2-hydroxy-2-methylpropyl)-3-(2-methylpyridin-4-yl)-1H-pyrazolo[3,4-b]pyridine-5-carboxamide, (S)\u2014N-(1-(4-fluorophenyl)-2-hydroxy-2-methylpropyl)-3-(2-methylpyridin-4-yl)-1H-pyrazolo[3,4-b]pyridine-5-carboxamide, a mixture of (R)- and (S)\u2014N-(1-(4-fluorophenyl)-2-hydroxy-2-methylpropyl)-3-(2-methylpyridin-4-yl)-1H-pyrazolo[3,4-b]pyridine-5-carboxamide, 3-(2-methoxyethoxy)-N-((3R,4S)-1-methyl-4-(2-(triluoromethyl)phenyl)pyrrolidin-3-yl)-1H-pyrazolo[3,4-b]pyridine-5-carboxamide, 3-(2-methoxyethoxy)-N-((3S,4R)-1-methyl-4-(2-(trifluoromethyl)phenyl)pyrrolidin-3-yl)-1H-pyrazolo[3,4-b]pyridine-5-carboxamide, a mixture of 3-(2-methoxyethoxy)-N-((3R,4S)-1-methyl-4-(2-(trifluoromethyl)phenyl)pyrrolidin-3-yl)-1H-pyrazolo[3,4-b]pyridine-5-carboxamide and 3-(2-methoxyethoxy)-N-((3S,4R)-1-methyl-4-(2-(trifluoromethyl)phenyl)pyrrolidin-3-yl)-1H-pyrazolo[3,4-b]pyridine-5-carboxamide, N-((3R,4S)-1-methyl-4-(2-(trifluoromethyl)phenyl)pyrrolidin-3-yl)-3-(2-methylpyridin-4-yl)-1H-pyrazolo[4,3-c]pyridine-6-carboxamide, N-((3S,4R)-1-methyl-4-(2-(trifluoromethyl)phenyl)pyrrolidin-3-yl)-3-(2-methylpyridin-4-yl)-1H-pyrazolo[4,3-c]pyridine-6-carboxamide, a mixture of N-((3R,4S)-1-methyl-4-(2-(trifluoromethyl)phenyl)pyrrolidin-3-yl)-3-(2-methylpyridin-4-yl)-1H-pyrazolo[4,3-c]pyridine-6-carboxamide and N-((3S,4R)-1-methyl-4-(2-(trifluoromethyl)phenyl)pyrrolidin-3-yl)-3-(2-methylpyridin-4-yl)-1H-pyrazolo[4,3-c]pyridine-6-carboxamide, (R)-3-(2-methylpyridin-4-yl)-N-(1-(2-oxo-2-(4-(4-(pyrimidin-2-yl)phenyl)piperazin-1-yl)ethyl)pyrrolidin-3-yl)-1H-pyrazolo[3,4-b]pyridine-5-carboxamide, (S)-3-(2-methylpyridin-4-yl)-N-(1-(2-oxo-2-(4-(4-(pyrimidin-2-yl)phenyl)piperazin-1-yl)ethyl)pyrrolidin-3-yl)-1H-pyrazolo[3,4-b]pyridine-5-carboxamide, a mixture of (R)- and (S)-3-(2-methylpyridin-4-yl)-N-(1-(2-oxo-2-(4-(4-(pyrimidin-2-yl)phenyl)piperazin-1-yl)ethyl)pyrrolidin-3-yl)-1H-pyrazolo[3,4-b]pyridine-5-carboxamide, N-((3R,4S)-1-methyl-4-(2-(trifluoromethyl)phenyl)pyrrolidin-3-yl)-3-morpholino-1H-pyrazolo[3,4-b]pyridine-5-carboxamide, N-((3R,4R)-1-methyl-4-(2-(trifluoromethyl)phenyl)pyrrolidin-3-yl)-3-morpholino-1H-pyrazolo[3,4-b]pyridine-5-carboxamide, a mixture of N-((3R,4S)-1-methyl-4-(2-(trifluoromethyl)phenyl)pyrrolidin-3-yl)-3-morpholino-1H-pyrazolo[3,4-b]pyridine-5-carboxamide and N-((3S,4R)-1-methyl-4-(2-(trifluoromethyl)phenyl)pyrrolidin-3-yl)-3-morpholino-1H-pyrazolo[3,4-b]pyridine-5-carboxamide, N-((3R,4S)-4-(3-chlorophenyl)-1-methylpyrrolidin-3-yl)-3-(2-methylpyridin-4-yl)-1H-pyrazolo[3,4-b]pyridine-5-carboxamide, N-((3S,4R)-4-(3-chlorophenyl)-1-methylpyrrolidin-3-yl)-3-(2-methylpyridin-4-yl)-1H-pyrazolo[3,4-b]pyridine-5-carboxamide, a mixture of N-((3R,4S)-4-(3-chlorophenyl)-1-methylpyrrolidin-3-yl)-3-(2-methylpyridin-4-yl)-1H-pyrazolo[3,4-b]pyridine-5-carboxamide and N-((3S,4R)-4-(3-chlorophenyl)-1-methylpyrrolidin-3-yl)-3-(2-methylpyridin-4-yl)-1H-pyrazolo[3,4-b]pyridine-5-carboxamide, N-((3R,4S)-1-methyl-4-(3-(pyridin-4-yl)phenyl)pyrrolidin-3-yl)-3-(2-methylpyridin-4-yl)-1H-pyrazolo[3,4-b]pyridine-5-carboxamide, N-((3S,4R)-1-methyl-4-(3-(pyridin-4-yl)phenyl)pyrrolidin-3-yl)-3-(2-methylpyridin-4-yl)-1H-pyrazolo[3,4-b]pyridine-5-carboxamide, a mixture of N-((3R,4S)-1-methyl-4-(3-(pyridin-4-yl)phenyl)pyrrolidin-3-yl)-3-(2-methylpyridin-4-yl)-1H-pyrazolo[3,4-b]pyridine-5-carboxamide and N-((3S,4R)-1-methyl-4-(3-(pyridin-4-yl)phenyl)pyrrolidin-3-yl)-3-(2-methylpyridin-4-yl)-1H-pyrazolo[4-b]pyridine-5-carboxamide, N-((3R,4S)-1-methyl-4-(3-(1-methyl-1H-pyrazol-4-yl)phenyl)pyrrolidin-3-yl)-3-(2-methylpyridin-4-yl)-1H-pyrazolo[3,4-b]pyridine-5-carboxamide, N-((3S,4R)-1-methyl-4-(3-(1-methyl-1H-pyrazol-4-yl)phenyl)pyrrolidin-3-yl)-3-(2-methylpyridin-4-yl)-1H-pyrazolo[3,4-b]pyridine-5-carboxamide, a mixture of N-((3R,4S)-1-methyl-4-(3-(1-methyl-1H-pyrazol-4-yl)phenyl)pyrrolidin-3-yl)-3-(2-methylpyridin-4-yl)-1H-pyrazolo[3,4-b]pyridine-5-carboxamide and N-((3S,4R)-1-methyl-4-(3-(1-methyl-1H-pyrazol-4-yl)phenyl)pyrrolidin-3-yl)-3-(2-methylpyridin-4-yl)-1H-pyrazolo[3,4-b]pyridine-5-carboxamide, 3-(2-methoxypyridin-4-yl)-N-((3R,4S)-1-methyl-4-(2-(trifluoromethyl)phenyl)pyrrolidin-3-yl)-1H-pyrazolo[3,4-b]pyridine-5-carboxamide, 3-(2-methoxypyridin-4-yl)-N-((3S,4R)-1-methyl-4-(2-(trifluoromethyl)phenyl)pyrrolidin-3-yl)-1H-pyrazolo[3,4-b]pyridine-5-carboxamide, a mixture of 3-(2-methoxypyridin-4-yl)-N-((3R,4S)-1-methyl-4-(2-(trifluoromethyl)phenyl)pyrrolidin-3-yl)-1H-pyrazolo[3,4-b]pyridine-5-carboxamide and 3-(2-methoxypyridin-4-yl)-N-((3S,4R)-1-methyl-4-(2-(trifluoromethyl)phenyl)pyrrolidin-3-yl)-1H-pyrazolo[3,4-b]pyridine-5-carboxamide, N-((3R,4S)-4-(2-fluorophenyl)-1-methylpyrrolidin-3-yl)-3-(2-methylpyridin-4-yl)-1H-pyrazolo[3,4-b]pyridine-5-carboxamide, N-((3S,4R)-4-(2-fluorophenyl)-1-methylpyrrolidin-3-yl)-3-(2-methylpyridin-4-yl)-1H-pyrazolo[3,4-b]pyridine-5-carboxamide, a mixture of N-((3R,4S)-4-(2-fluorophenyl)-1-methylpyrrolidin-3-yl)-3-(2-methylpyridin-4-yl)-1H-pyrazolo[3,4-b]pyridine-5-carboxamide and N-((3R,4R)-4-(2-fluorophenyl)-1-methylpyrrolidin-3-yl)-3-(2-methylpyridin-4-yl)-1H-pyrazolo[3,4-b]pyridine-5-carboxamide, (R)\u2014N-(1-(2-oxo-2-(4-(4-(pyrimidin-2-yl)phenyl)piperazin-1-yl)ethyl)pyrrolidin-3-yl)-3-(pyridin-4-yl)-1H-thieno[2,3-c]pyrazole-5-carboxamide, (S)\u2014N-(1-(2-oxo-2-(4-(4-(pyrimidin-2-yl)phenyl)piperazin-1-yl)ethyl)pyrrolidin-3-yl)-3-(pyridin-4-yl)-1H-thieno[2,3-c]pyrazole-5-carboxamide, a mixture of (R)\u2014(S)\u2014N-(1-(2-oxo-2-(4-(4-(pyrimidin-2-yl)phenyl)piperazin-1-yl)ethyl)pyrrolidin-3-yl)-3-(pyridin-4-yl)-1H-thieno[2,3-c]pyrazole-5-carboxamide, (R)\u2014N-(1-(2-oxo-2-(4-(4-(pyrimidin-2-yl)phenyl)piperazin-1-yl)ethyl)pyrrolidin-3-yl)-3-(pyridin-3-yl)-1H-thieno[2,3-c]pyrazole-5-carboxamide, (S)\u2014N-(1-(2-oxo-2-(4-(4-(pyrimidin-2-yl)phenyl)piperazin-1-yl)ethyl)pyrrolidin-3-yl)-3-(pyridin-3-yl)-1H-thieno[2,3-c]pyrazole-5-carboxamide, a mixture of (R)- and (S)\u2014N-(1-(2-oxo-2-(4-(4-(pyrimidin-2-yl)phenyl)piperazin-1-yl)ethyl)pyrrolidin-3-yl)-3-(pyridin-3-yl)-1H-thieno[2,3-c]pyrazole-5-carboxamide, (R)-3-(2,3-dihydrobenzo[b][1,4]dioxin-6-yl)-N-(1-(2-oxo-2-(4-(4-(pyrimidin-2-yl)phenyl)piperazin-1-yl)ethyl)pyrrolidin-3-yl)-1H-thieno[2,3-c]pyrazole-5-carboxamide, (S)-3-(2,3-dihydrobenzo[b][1,4]dioxin-6-yl)-N-(1-(2-oxo-2-(4-(4-(pyrimidin-2-yl)phenyl)piperazin-1-yl)ethyl)pyrrolidin-3-yl)-1H-thieno[2,3-c]pyrazole-5-carboxamide, a mixture of (R)- and (S)-3-(2,3-dihydrobenzo[b][1,4]dioxin-6-yl)-N-(1-(2-oxo-2-(4-(4-(pyrimidin-2-yl)phenyl)piperazin-1-yl)ethyl)pyrrolidin-3-yl)-1H-thieno[2,3-c]pyrazole-5-carboxamide, (R)-3-(4-fluorophenyl)-N-(1-(2-oxo-2-(4-(4-(pyrimidin-2-yl)phenyl)piperazin-1-yl)ethyl)pyrrolidin-3-yl)-1H-thieno[2,3-c]pyrazole-5-carboxamide, (S)-3-(4-fluorophenyl)-N-(1-(2-oxo-2-(4-(4-(pyrimidin-2-yl)phenyl)piperazin-1-yl)ethyl)pyrrolidin-3-yl)-1H-thieno[2,3-c]pyrazole-5-carboxamide, a mixture of (R)- and (S)-3-(4-fluorophenyl)-N-(1-(2-oxo-2-(4-(4-(pyrimidin-2-yl)phenyl)piperazin-1-yl)ethyl)pyrrolidin-3-yl)-1H-thieno[2,3-c]pyrazole-5-carboxamide, (R)-3-morpholino-N-(1-(2-oxo-2-(4-(4-(pyrimidin-2-yl)phenyl)piperazin-1-yl)ethyl)pyrrolidin-3-yl)-1H-thieno[2,3-c]pyrazole-5-carboxamide, (S)-3-morpholino-N-(1-(2-oxo-2-(4-(4-(pyrimidin-2-yl)phenyl)piperazin-1-yl)ethyl)pyrrolidin-3-yl)-1H-thieno[2,3-c]pyrazole-5-carboxamide, a mixture of (R)- and (S)-3-morpholino-N-(1-(2-oxo-2-(4-(4-(pyrimidin-2-yl)phenyl)piperazin-1-yl)ethyl)pyrrolidin-3-yl)-1H-thieno[2,3-c]pyrazole-5-carboxamide, (R)-3-(6-methoxypyridin-3-yl)-N-(1-(2-oxo-2-(4-(4-(pyrimidin-2-yl)phenyl)piperazin-1-yl)ethyl)pyrrolidin-3-yl)-1H-thieno[2,3-c]pyrazole-5-carboxamide, (S)-3-(6-methoxypyridin-3-yl)-N-(1-(2-oxo-2-(4-(4-(pyrimidin-2-yl)phenyl)piperazin-1-yl)ethyl)pyrrolidin-3-yl)-1H-thieno[2,3-c]pyrazole-5-carboxamide, a mixture of (R)- and (S)-3-(6-methoxypyridin-3-yl)-N-(1-(2-oxo-2-(4-(4-(pyrimidin-2-yl)phenyl)piperazin-1-yl)ethyl)pyrrolidin-3-yl)-1H-thieno[2,3-c]pyrazole-5-carboxamide, (R)\u2014N-(1-(2-oxo-2-(4-(4-(pyrimidin-2-yl)phenyl)piperazin-1-yl)ethyl)pyrrolidin-3-yl)-3-(piperazin-1-yl)-1H-thieno[2,3-c]pyrazole-5-carboxamide, (S)\u2014N-(1-(2-oxo-2-(4-(4-(pyrimidin-2-yl)phenyl)piperazin-1-yl)ethyl)pyrrolidin-3-yl)-3-(piperazin-1-yl)-1H-thieno[2,3-c]pyrazole-5-carboxamide, a mixture of (R)- and (S)\u2014N-(1-(2-oxo-2-(4-(4-(pyrimidin-2-yl)phenyl)piperazin-1-yl)ethyl)pyrrolidin-3-yl)-3-(piperazin-1-yl)-1H-thieno[2,3-c]pyrazole-5-carboxamide, (R)-3-(6-hydroxypyridin-3-yl)-N-(1-(2-oxo-2-(4-(4-(pyrimidin-2-yl)phenyl)piperazin-1-yl)ethyl)pyrrolidin-3-yl)-1H-thieno[2,3-c]pyrazole-5-carboxamide, (S)-3-(6-hydroxypyridin-3-yl)-N-(1-(2-oxo-2-(4-(4-(pyrimidin-2-yl)phenyl)piperazin-1-yl)ethyl)pyrrolidin-3-yl)-1H-thieno[2,3-c]pyrazole-5-carboxamide, a mixture of (R)- and (S)-3-(6-hydroxypyridin-3-yl)-N-(1-(2-oxo-2-(4-(4-(pyrimidin-2-yl)phenyl)piperazin-1-yl)ethyl)pyrrolidin-3-yl)-1H-thieno[2,3-c]pyrazole-5-carboxamide, (R)\u2014N-(1-(2-oxo-2-(4-(4-(pyrimidin-2-yl)phenyl)piperazin-1-yl)ethyl)pyrrolidin-3-yl)-3-(pyridin-4-yl)-1H-thieno[2,3-c]pyrazole-5-carboxamide, (S)\u2014N-(1-(2-oxo-2-(4-(4-(pyrimidin-2-yl)phenyl)piperazin-1-yl)ethyl)pyrrolidin-3-yl)-3-(pyridin-4-yl)-1H-thieno[2,3-c]pyrazole-5-carboxamide, a mixture of (R)- and (S)\u2014N-(1-(2-oxo-2-(4-(4-(pyrimidin-2-yl)phenyl)piperazin-1-yl)ethyl)pyrrolidin-3-yl)-3-(pyridin-4-yl)-1H-thieno[2,3-c]pyrazole-5-carboxamide, (S)\u2014N-(1-(2-oxo-2-(4-(4-(pyrimidin-2-yl)phenyl)piperazin-1-yl)ethyl)pyrrolidin-3-yl)-3-(pyridin-4-yl)-1H-thieno[2,3-c]pyrazole-5-carboxamide, (R)\u2014N-(1-(2-oxo-2-(4-(4-(pyrimidin-2-yl)phenyl)piperazin-1-yl)ethyl)pyrrolidin-3-yl)-3-(pyridin-4-yl)-1H-thieno[2,3-c]pyrazole-5-carboxamide, a mixture of (R)- and (S)\u2014N-(1-(2-oxo-2-(4-(4-(pyrimidin-2-yl)phenyl)piperazin-1-yl)ethyl)pyrrolidin-3-yl)-3-(pyridin-4-yl)-1H-thieno[2,3-c]pyrazole-5-carboxamide, (R)-3-(2-methylbenzo[d]thiazol-6-yl)-N-(1-(2-oxo-2-(4-(4-(pyrimidin-2-yl)phenyl)piperazin-1-yl)ethyl)pyrrolidin-3-yl)-1H-thieno[2,3-c]pyrazole-5-carboxamide, (8)-3-(2-methylbenzo[d]thiazol-6-yl)-N-(1-(2-oxo-2-(4-(4-(pyrimidin-2-yl)phenyl)piperazin-1-yl)ethyl)pyrrolidin-3-yl)-1H-thieno[2,3-c]pyrazole-5-carboxamide, a mixture of (R)- and (S)-3-(2-methylbenzo[d]thiazol-6-yl)-N-(1-(2-oxo-2-(4-(4-(pyrimidin-2-yl)phenyl)piperazin-1-yl)ethyl)pyrrolidin-3-yl)-1H-thieno[2,3-c]pyrazole-5-carboxamide, (R)-3-(1H-imidazol-1-yl)-N-(1-(2-oxo-2-(4-(4-(pyrimidin-2-yl)phenyl)piperazin-1-yl)ethyl)pyrrolidin-3-yl)-1H-thieno[2,3-c]pyrazole-5-carboxamide, (S)-3-(1H-imidazol-1-yl)-N-(1-(2-oxo-2-(4-(4-(pyrimidin-2-yl)phenyl)piperazin-1-yl)ethyl)pyrrolidin-3-yl)-1H-thieno[2,3-c]pyrazole-5-carboxamide, a mixture of (R)- and (S)-3-(1H-imidazol-1-yl)-N-(1-(2-oxo-2-(4-(4-(pyrimidin-2-yl)phenyl)piperazin-1-yl)ethyl)pyrrolidin-3-yl)-1H-thieno[2,3-c]pyrazole-5-carboxamide, (R)\u2014N-(1-(4-fluorophenyl)-2-hydroxy-2-methylpropyl)-3-(2-methylpyridin-4-yl)-1H-thieno[2,3-c]pyrazole-5-carboxamide, (S)\u2014N-(1-(4-fluorophenyl)-2-hydroxy-2-methylpropyl)-3-(2-methylpyridin-4-yl)-1H-thieno[2,3-c]pyrazole-5-carboxamide, a mixture of (R)- and (S)\u2014N-(1-(4-fluorophenyl)-2-hydroxy-2-methylpropyl)-3-(2-methylpyridin-4-yl)-1H-thieno[2,3-c]pyrazole-5-carboxamide, (R)-3-(2-oxo-1,2-dihydropyridin-4-yl)-N-(1-(2-oxo-2-(4-(4-(pyrimidin-2-yl)phenyl)piperazin-1-yl)ethyl)pyrrolidin-3-yl)-1H-thieno[2,3-c]pyrazole-5-carboxamide, (S)-3-(2-oxo-1,2-dihydropyridin-4-yl)-N-(1-(2-oxo-2-(4-(4-(pyrimidin-2-yl)phenyl)piperazin-1-yl)ethyl)pyrrolidin-3-yl)-1H-thieno[2,3-c]pyrazole-5-carboxamide, a mixture of (R)- and (S)-3-(2-oxo-1,2-dihydropyridin-4-yl)-N-(1-(2-oxo-2-(4-(4-(pyrimidin-2-yl)phenyl)piperazin-1-yl)ethyl)pyrrolidin-3-yl)-1H-thieno[2,3-c]pyrazole-5-carboxamide, N-((3R,4S)-1-methyl-4-(2-(trifluoromethyl)phenyl)pyrrolidin-3-yl)-3-(2-methylpyridin-4-yl)-1H-thieno[2,3-c]pyrazole-5-carboxamide, N-((3S,4R)-1-methyl-4-(2-(trifluoromethyl)phenyl)pyrrolidin-3-yl)-3-(2-methylpyridin-4-yl)-1H-thieno[2,3-c]pyrazole-5-carboxamide, or a mixture of N-((3R,4S)-1-methyl-4-(2-(trifluoromethyl)phenyl)pyrrolidin-3-yl)-3-(2-methylpyridin-4-yl)-1H-thieno[2,3-c]pyrazole-5-carboxamide and N-((3S,4R)-1-methyl-4-(2-(trifluoromethyl)phenyl)pyrrolidin-3-yl)-3-(2-methylpyridin-4-yl)-1H-thieno[2,3-c]pyrazole-5-carboxamide, 3-(2-methoxypyrimidin-5-yl)-N-((3R,4S)-1-methyl-4-(2-(trifluoromethyl)phenyl)pyrrolidin-3-yl)-1H-pyrazolo[3,4-b]pyridine-5-carboxamide, 3-(2-methoxypyrimidin-5-yl)-N-((3R,4R)-1-methyl-4-(2-(trifluoromethyl)phenyl)pyrrolidin-3-yl)-1H-pyrazolo[3,4-b]pyridine-5-carboxamide, a mixture of 3-(2-methoxypyrimidin-5-yl)-N-((3R,4S)-1-methyl-4-(2-(trifluoromethyl)phenyl)pyrrolidin-3-yl)-1H-pyrazolo[3,4-b]pyridine-5-carboxamide and 3-(2-methoxypyrimidin-5-yl)-N-((3S,4R)-1-methyl-4-(2-(trifluoromethyl)phenyl)pyrrolidin-3-yl)-1H-pyrazolo[3,4-b]pyridine-5-carboxamid N-((3R,4R)-1-methyl-4-(2-(trifluoromethyl)phenyl)pyrrolidin-3-yl)-3-(2-(trifluoromethyl)pyridin-4-yl)-1H-pyrazolo[3,4-b]pyridine-5-carboxamide, N-((3R,4S)-1-methyl-4-(2-(trifluoromethyl)phenyl)pyrrolidin-3-yl)-3-(2-(trifluoromethyl)pyridin-4-yl)-1H-pyrazolo[3,4-b]pyridine-5-carboxamide, a mixture of N-((3R,4R)-1-methyl-4-(2-(trifluoromethyl)phenyl)pyrrolidin-3-yl)-3-(2-(trifluoromethyl)pyridin-4-yl)-1H-pyrazolo[3,4-b]pyridine-5-carboxamide and N-((3R,4S)-1-methyl-4-(2-(trifluoromethyl)phenyl)pyrrolidin-3-yl)-3-(2-(trifluoromethyl)pyridin-4-yl)-1H-pyrazolo[3,4-b]pyridine-5-carboxamide, 3-(2-methylpyridin-4-yl)-N-((3R,4S)-4-(2-(trifluoromethyl)phenyl)pyrrolidin-3-yl)-1H-pyrazolo[3,4-b]pyridine-5-carboxamide, 3-(2-methylpyridin-4-yl)-N-((3S,4R)-4-(2-(trifluoromethyl)phenyl)pyrrolidin-3-yl)-1H-pyrazolo[3,4-b]pyridine-5-carboxamide, a mixture of 3-(2-methylpyridin-4-yl)-N-((3R,4S)-4-(2-(trifluoromethyl)phenyl)pyrrolidin-3-yl)-1H-pyrazolo[3,4-b]pyridine-5-carboxamide and 3-(2-methylpyridin-4-yl)-N-((3R,4R)-4-(2-(trifluoromethyl)phenyl)pyrrolidin-3-yl)-1H-pyrazolo[3,4-b]pyridine-5-carboxamide, 3-(2-methylpyridin-4-yl)-N-((3R,4S)-1-(methylsulfonyl)-4-(2-(trifluoromethyl)phenyl)pyrrolidin-3-yl)-1H-pyrazolo[3,4-b]pyridine-5-carboxamide, 3-(2-methylpyridin-4-yl)-N-((3S,4R)-1-(methylsulfonyl)-4-(2-(trifluoromethyl)phenyl)pyrrolidin-3-yl)-1H-pyrazolo[3,4-b]pyridine-5-carboxamide, a mixture of 3-(2-methylpyridin-4-yl)-N-((3R,4S)-1-(methylsulfonyl)-4-(2-(trifluoromethyl)phenyl)pyrrolidin-3-yl)-1H-pyrazolo[3,4-b]pyridine-5-carboxamide and 3-(2-methylpyridin-4-yl)-N-((3S,4R)-1-(methylsulfonyl)-4-(2-(trifluoromethyl)phenyl)pyrrolidin-3-yl)-1H-pyrazolo[3,4-b]pyridine-5-carboxamide, N-((3S,4R)-1-isopropyl-4-(2-(trifluoromethyl)phenyl)pyrrolidin-3-yl)-3-(2-methylpyridin-4-yl)-1H-pyrazolo[3,4-b]pyridine-5-carboxamide, N-((3R,4S)-1-isopropyl-4-(2-(trifluoromethyl)phenyl)pyrrolidin-3-yl)-3-(2-methylpyridin-4-yl)-1H-pyrazolo[3,4-b]pyridine-5-carboxamide, a mixture of N-((3S,4R)-1-isopropyl-4-(2-(trifluoromethyl)phenyl)pyrrolidin-3-yl)-3-(2-methylpyridin-4-yl)-1H-pyrazolo[3,4-b]pyridine-5-carboxamide and N-((3R,4S)-1-isopropyl-4-(2-(trifluoromethyl)phenyl)pyrrolidin-3-yl)-3-(2-methylpyridin-4-yl)-1H-pyrazolo[3,4-b]pyridine-5-carboxamide, N-((3R,4R)-1-(2-methoxyethyl)-4-(2-(trifluoromethyl)phenyl)pyrrolidin-3-yl)-3-(2-methylpyridin-4-yl)-1H-pyrazolo[3,4-b]pyridine-5-carboxamide, N-((3R,4S)-1-(2-methoxyethyl)-4-(2-(trifluoromethyl)phenyl)pyrrolidin-3-yl)-3-(2-methylpyridin-4-yl)-1H-pyrazolo[3,4-b]pyridine-5-carboxamide, a mixture of N-((3S,4R)-1-(2-methoxyethyl)-4-(2-(trifluoromethyl)phenyl)pyrrolidin-3-yl)-3-(2-methylpyridin-4-yl)-1H-pyrazolo[3,4-b]pyridine-5-carboxamide and N-((3R,4S)-1-(2-methoxyethyl)-4-(2-(trifluoromethyl)phenyl)pyrrolidin-3-yl)-3-(2-methylpyridin-4-yl)-1H-pyrazolo[3,4-b]pyridine-5-carboxamide, N-((3R,4S)-4-(2-fluorophenyl)-1-methylpyrrolidin-3-yl)-3-(2-methylpyridin-4-yl)-1H-indazole-5-carboxamide, N-((3S,4R)-4-(2-fluorophenyl)-ethylpyrrolidin-3-yl)-3-(2-methylpyridin-4-yl)-1H-indazole-5-carboxamide, a mixture of N-((3R,4S)-4-(2-fluorophenyl)-1-methylpyrrolidin-3-yl)-3-(2-methylpyridin-4-yl)-1H-indazole-5-carboxamide and N-((3S,4R)-4-(2-fluorophenyl)-1-methylpyrrolidin-3-yl)-3-(2-methylpyridin-4-yl)-1H-indazole-5-carboxamide, N-((3R,4S)-4-(4-fluorophenyl)-1-methylpyrrolidin-3-yl)-3-(2-methylpyridin-4-yl)-1H-pyrazolo[3,4-b]pyridine-5-carboxamide, N-((3S,4R)-4-(4-fluorophenyl)-1-methylpyrrolidin-3-yl)-3-(2-methylpyridin-4-yl)-1H-pyrazolo[3,4-b]pyridine-5-carboxamide, a mixture of N-((3R,4S)-4-(4-fluorophenyl)-1-methylpyrrolidin-3-yl)-3-(2-methylpyridin-4-yl)-1H-pyrazolo[3,4-b]pyridine-5-carboxamide and N-((3S,4R)-4-(4-fluorophenyl)-1-methylpyrrolidin-3-yl)-3-(2-methylpyridin-4-yl)-1H-pyrazolo[3,4-b]pyridine-5-carboxamide, N-((3R,4S)-4-(2,4-difluorophenyl)-1-methylpyrrolidin-3-yl)-3-(2-methylpyridin-4-yl)-1H-pyrazolo[3,4-b]pyridine-5-carboxamide, N-((3S,4R)-4-(2,4-difluorophenyl)-1-methylpyrrolidin-3-yl)-3-(2-methylpyridin-4-yl)-1H-pyrazolo[3,4-b]pyridine-5-carboxamide, a mixture of N-((3R,4S)-4-(2,4-difluorophenyl)-1-methylpyrrolidin-3-yl)-3-(2-methylpyridin-4-yl)-1H-pyrazolo[3,4-b]pyridine-5-carboxamide and N-((3S,4R)-4-(2,4-difluorophenyl)-1-methylpyrrolidin-3-yl)-3-(2-methylpyridin-4-yl)-1H-pyrazolo[3,4-b]pyridine-5-carboxamide, N-((3R,4S)-1-ethyl-4-(2-(trifluoromethyl)phenyl)pyrrolidin-3-yl)-3-(2-methylpyridin-4-yl)-1H-pyrazolo[3,4-b]pyridine-5-carboxamide, N-((3S,4R)-1-ethyl-4-(2-(trifluoromethyl)phenyl)pyrrolidin-3-yl)-3-(2-methylpyridin-4-yl)-1H-pyrazolo[3,4-b]pyridine-5-carboxamide, a mixture of N-((3R,4S)-1-ethyl-4-(2-(trifluoromethyl)phenyl)pyrrolidin-3-yl)-3-(2-methylpyridin-4-yl)-1H-pyrazolo[3,4-b]pyridine-5-carboxamide and N-((3S,4R)-1-ethyl-4-(2-(trifluoromethyl)phenyl)pyrrolidin-3-yl)-3-(2-methylpyridin-4-yl)-1H-pyrazolo[3,4-b]pyridine-5-carboxamide, N-((3R,4S)-1-(2,2-difluoroethyl)-4-(2-(trifluoromethyl)phenyl)pyrrolidin-3-yl)-3-(2-methylpyridin-4-yl)-1H-pyrazolo[3,4-b]pyridine-5-carboxamide, N-((3S,4R)-1-(2,2-difluoroethyl)-4-(2-(trifluoromethyl)phenyl)pyrrolidin-3-yl)-3-(2-methylpyridin-4-yl)-1H-pyrazolo[3,4-b]pyridine-5-carboxamide, a mixture of N-((3R,4S)-1-(2,2-difluoroethyl)-4-(2-(trifluoromethyl)phenyl)pyrrolidin-3-yl)-3-(2-methylpyridin-4-yl)-1H-pyrazolo[3,4-b]pyridine-5-carboxamide and N-((3S,4R)-1-(2,2-difluoroethyl)-4-(2-(trifluoromethyl)phenyl)pyrrolidin-3-yl)-3-(2-methylpyridin-4-yl)-1H-pyrazolo[3,4-b]pyridine-5-carboxamide, N-((3R,4S)-4-(2-chloro-4-fluorophenyl)-1-methylpyrrolidin-3-yl)-3-(2-methylpyridin-4-yl)-1H-pyrazolo[3,4-b]pyridine-5-carboxamide, N-((3S,4R)-4-(2-chloro-4-fluorophenyl)-1-methylpyrrolidin-3-yl)-3-(2-methylpyridin-4-yl)-1H-pyrazolo[3,4-b]pyridine-5-carboxamide, a mixture of N-((3R,4S)-4-(2-chloro-4-fluorophenyl)-1-methylpyrrolidin-3-yl)-3-(2-methylpyridin-4-yl)-1H-pyrazolo[3,4-b]pyridine-5-carboxamide and N-((3S,4R)-4-(2-chloro-4-fluorophenyl)-1-methylpyrrolidin-3-yl)-3-(2-methylpyridin-4-yl)-1H-pyrazolo[3,4-b]pyridine-5-carboxamide, 3-(2-methylpyridin-4-yl)-N-((3R,4S)-1-propyl-4-(2-(trifluoromethyl)phenyl)pyrrolidin-3-yl)-1H-pyrazolo[3,4-b]pyridine-5-carboxamide, 3-(2-methylpyridin-4-yl)-N-((3S,4R)-1-propyl-4-(2-(trifluoromethyl)phenyl)pyrrolidin-3-yl)-1H-pyrazolo[3,4-b]pyridine-5-carboxamide, a mixture of 3-(2-methylpyridin-4-yl)-N-((3R,4S)-1-propyl-4-(2-(trifluoromethyl)phenyl)pyrrolidin-3-yl)-1H-pyrazolo[3,4-b]pyridine-5-carboxamide and 3-(2-methylpyridin-4-yl)-N-((3S,4R)-1-propyl-4-(2-(trifluoromethyl)phenyl)pyrrolidin-3-yl)-1H-pyrazolo[3,4-b]pyridine-5-carboxamide, N-((3R,4S)-1-(2-hydroxy-2-methylpropyl)-4-(2-(trifluoromethyl)phenyl)pyrrolidin-3-yl)-3-(2-methylpyridin-4-yl)-1H-pyrazolo[3,4-b]pyridine-5-carboxamide, N-((3S,4R)-1-(2-hydroxy-2-methylpropyl)-4-(2-(trifluoromethyl)phenyl)pyrrolidin-3-yl)-3-(2-methylpyridin-4-yl)-1H-pyrazolo[3,4-b]pyridine-5-carboxamide, a mixture of N-((3R,4S)-1-(2-hydroxy-2-methylpropyl)-4-(2-(trifluoromethyl)phenyl)pyrrolidin-3-yl)-3-(2-methylpyridin-4-yl)-1H-pyrazolo[3,4-b]pyridine-5-carboxamide and N-((3S,4R)-1-(2-hydroxy-2-methylpropyl)-4-(2-(trifluoromethyl)phenyl)pyrrolidin-3-yl)-3-(2-methylpyridin-4-yl)-1H-pyrazolo[3,4-b]pyridine-5-carboxamide, N-((3R,4S)-4-(2-chlorophenyl)-1-methylpyrrolidin-3-yl)-3-(2-methylpyridin-4-yl)-1H-indazole-5-carboxamide, N-((3S,4R)-4-(2-chlorophenyl)-1-methylpyrrolidin-3-yl)-3-(2-methylpyridin-4-yl)-1H-indazole-5-carboxamide, a mixture of N-((3R,4S)-4-(2-chlorophenyl)-1-methylpyrrolidin-3-yl)-3-(2-methylpyridin-4-yl)-1H-indazole-5-carboxamide and N-((3S,4R)-4-(2-chlorophenyl)-1-methylpyrrolidin-3-yl)-3-(2-methylpyridin-4-yl)-1H-indazole-5-carboxamide, 3-(2-methylpyridin-4-yl)-N-((1S,2R)-2-phenylcyclopentyl)-1H-pyrazolo[3,4-b]pyridine-5-carboxamide, 3-(2-methylpyridin-4-yl)-N-((1R,2S)-2-phenylcyclopentyl)-1H-pyrazolo[3,4-b]pyridine-5-carboxamide, a mixture of 3-(2-methylpyridin-4-yl)-N-((1S,2R)-2-phenylcyclopentyl)-1H-pyrazolo[3,4-b]pyridine-5-carboxamide and 3-(2-methylpyridin-4-yl)-N-((1R,2S)-2-phenylcyclopentyl)-1H-pyrazolo[3,4-b]pyridine-5-carboxamide, N-((3S,4R)-4-(2-chlorophenyl)-1-methylpyrrolidin-3-yl)-3-(2-methylpyridin-4-yl)-1H-pyrazolo[3,4-b]pyridine-5-carboxamide, N-((3R,4S)-4-(2-chlorophenyl)-1-methylpyrrolidin-3-yl)-3-(2-methylpyridin-4-yl)-1H-pyrazolo[3,4-b]pyridine-5-carboxamide, a mixture of N-((3S,4R)-4-(2-chlorophenyl)-1-methylpyrrolidin-3-yl)-3-(2-methylpyridin-4-yl)-1H-pyrazolo[3,4-b]pyridine-5-carboxamide and N-((3R,4S)-4-(2-chlorophenyl)-1-methylpyrrolidin-3-yl)-3-(2-methylpyridin-4-yl)-1H-pyrazolo[3,4-b]pyridine-5-carboxamide, 3-(2-methylpyridin-4-yl)-N-((3S,4S)-4-phenyltetrahydrofuran-3-yl)-1H-pyrazolo[3,4-b]pyridine-5-carboxamide, 3-(2-methylpyridin-4-yl)-N-((3R,4R)-4-phenyltetrahydrofuran-3-yl)-1H-pyrazolo[3,4-b]pyridine-5-carboxamide, a mixture of 3-(2-methylpyridin-4-yl)-N-((3S,4S)-4-phenyltetrahydrofuran-3-yl)-1H-pyrazolo[3,4-b]pyridine-5-carboxamide and 3-(2-methylpyridin-4-yl)-N-((3R,4R)-4-phenyltetrahydrofuran-3-yl)-1H-pyrazolo[3,4-b]pyridine-5-carboxamide, 3-(2-methylpyridin-4-yl)-N-((1R,2S)-2-phenylcyclopropyl)-1H-pyrazolo[3,4-b]pyridine-5-carboxamide, 3-(2-methylpyridin-4-yl)-N-((1S,2R)-2-phenylcyclopropyl)-1H-pyrazolo[3,4-b]pyridine-5-carboxamide, a mixture of 3-(2-methylpyridin-4-yl)-N-((1R,2S)-2-phenylcyclopropyl)-1H-pyrazolo[3,4-b]pyridine-5-carboxamide and 3-(2-methylpyridin-4-yl)-N-((1S,2R)-2-phenylcyclopropyl)-1H-pyrazolo[3,4-b]pyridine-5-carboxamide, N-((3S,4R)-4-(2-chlorophenyl)-1-methylpyrrolidin-3-yl)-3-(2-methylpyridin-4-yl)-1H-indazole-5-carboxamide, N-((3R,4S)-4-(2-chlorophenyl)-1-methylpyrrolidin-3-yl)-3-(2-methylpyridin-4-yl)-1H-indazole-5-carboxamide, a mixture of N-((3S,4R)-4-(2-chlorophenyl)-1-methylpyrrolidin-3-yl)-3-(2-methylpyridin-4-yl)-1H-indazole-5-carboxamide and N-((3R,4S)-4-(2-chlorophenyl)-1-methylpyrrolidin-3-yl)-3-(2-methylpyridin-4-yl)-1H-indazole-5-carboxamide, N-((3S,4R)-1-methyl-4-phenylpyrrolidin-3-yl)-3-(2-methylpyridin-4-yl)-1H-pyrazolo[3,4-b]pyridine-5-carboxamide, N-((3R,4S)-1-methyl-4-phenylpyrrolidin-3-yl)-3-(2-methylpyridin-4-yl)-1H-pyrazolo[3,4-b]pyridine-5-carboxamide, a mixture of N-((3S,4R)-1-methyl-4-phenylpyrrolidin-3-yl)-3-(2-methylpyridin-4-yl)-1H-pyrazolo[3,4-b]pyridine-5-carboxamide and N-((3R,4S)-1-methyl-4-phenylpyrrolidin-3-yl)-3-(2-methylpyridin-4-yl)-1H-pyrazolo[3,4-b]pyridine-5-carboxamide, N-((3S,4R)-1-methyl-4-(2-(trifluoromethyl)phenyl)pyrrolidin-3-yl)-3-(2-methylpyridin-4-yl)-1H-indazole-5-carboxamide, N-((3R,4S)-1-methyl-4-(2-(trifluoromethyl)phenyl)pyrrolidin-3-yl)-3-(2-methylpyridin-4-yl)-1H-indazole-5-carboxamide, a mixture of N-((3S,4R)-1-methyl-4-(2-(trifluoromethyl)phenyl)pyrrolidin-3-yl)-3-(2-methylpyridin-4-yl)-1H-indazole-5-carboxamide and N-((3R,4S)-1-methyl-4-(2-(trifluoromethyl)phenyl)pyrrolidin-3-yl)-3-(2-methylpyridin-4-yl)-1H-indazole-5-carboxamide, N-((1R,2S)-2-(2-chlorophenyl)cyclopropyl)-3-(2-methylpyridin-4-yl)-1H-pyrazolo[3,4-b]pyridine-5-carboxamide, N-((1S,2R)-2-(2-chlorophenyl)cyclopropyl)-3-(2-methylpyridin-4-yl)-1H-pyrazolo[3,4-b]pyridine-5-carboxamide, and a mixture of N-((1R,2S)-2-(2-chlorophenyl)cyclopropyl)-3-(2-methylpyridin-4-yl)-1H-pyrazolo[3,4-b]pyridine-5-carboxamide and N-((1S,2R)-2-(2-chlorophenyl)cyclopropyl)-3-(2-methylpyridin-4-yl)-1H-pyrazolo[3,4-b]pyridine-5-carboxamide, and/or a pharmaceutically acceptable salt thereof.

Metadata:
- Claim Count in Document: 35.0
- Percentile: 88.0
- Lexical Diversity: 1.5814
- Patent Class: 514.0
- Transitional Phrase Type: none
- Component Type: 0
- Foreign Priority: False
- Related Applications: ['15352184', '14776280', '14135793', '14710631', '13855246']

Analysis Scores:
- 35 USC 101 Eligibility (BERT): 0.8258153874081138
- 35 USC 102 Novelty (BERT): 0.5469906451359103
- Combined Prediction Score: 0.7979329131808935
- Mean Citation Score: 402.434838
- Max Citation Score: 408.44528
- Similarity Product: 320.0315147938729

Labels:
- Claim Label 101: 1
- Claim Label 102: 1
- Claim Label 103: 1
- Claim Label 112: 1
- Combined Label: 1
- Label 101 Adjusted: 1

Dataset: test