PATENT CLAIM ANALYSIS

Application Number: 15763281
Application Type: Utility
Filing Date: 2018-03
Publication Date: 2019-02
Patent Classification: ["544", "238000"]

Abstract:
The present disclosure is directed to biaryl compounds of formula (I) which can inhibit AAK1 (adaptor associated kinase 1), compositions comprising such compounds and their use for treating e.g. pain, Alzheimer's disease, Parkinson's disease and schizophrenia.

Claim (Index 6):
A compound selected from\n (S)-1-(4-(3,5-dimethyl-1H-pyrazol-4-yl)-2-fluorophenoxy)-2,4-dimethylpentan-2-amine; (S)-2-((2-amino-2,4-dimethylpentyl)oxy)-5-(2,3-dimethylpyrido[2,3-b]pyrazin-8-yl)benzonitrile; (S)-1-(2-fluoro-4-(pyrido[2,3-b]pyrazin-8-yl)phenoxy)-2,4-dimethylpentan-2-amine (S)-2-((2-amino-2,4-dimethylpentyl)oxy)-5-(2-amino-3H-imidazo[4,5-b]pyridin-7-yl)benzonitrile; (S)-7-(4-((2-amino-2,4-dimethylpentyl)oxy)-3-(trifluoromethyl)phenyl)-3H-imidazo[4,5-b]pyridin-2-amine; (S)\u2014N-(4-(4-((2-amino-2,4-dimethylpentyl)oxy)-3-(trifluoromethyl)phenyl)pyridin-2-yl)thiazol-2-amine; (S)\u2014N-(4-(4-((2-amino-2,4-dimethylpentyl)oxy)-3-chlorophenyl)pyridin-2-yl)thiazol-2-amine; (S)\u2014N-(4-(4-((2-amino-2,4-dimethylpentyl)oxy)-3-(trifluoromethyl)phenyl)pyridin-2-yl)thiazole-2-carboxamide; (S)-7-(4-((2-amino-2,4-dimethylpentyl)oxy)-3-methylphenyl)-3H-imidazo[4,5-b]pyridin-2-amine; (S)\u2014N-(4-(4-((2-amino-2,4-dimethylpentyl)oxy)-3-chlorophenyl)pyridin-2-yl)thiazole-2-carboxamide; (S)\u2014N-(4-(4-((2-amino-2,4-dimethylpentyl)oxy)-3-cyanophenyl)pyridin-2-yl)thiazole-2-carboxamide; (S)\u2014N-(4-(4-((2-amino-2,4-dimethylpentyl)oxy)-3-chlorophenyl)pyridin-2-yl)-4-methylthiazol-2-amine; (R)-2,4-dimethyl-1-((3-methyl-5-(pyrazolo[1,5-a]pyrimidin-7-yl)pyridin-2-yl)oxy)pentan-2-amine; (R)-1-((3-chloro-5-(pyrazolo[1,5-a]pyrimidin-7-yl)pyridin-2-yl)oxy)-2,4-dimethylpentan-2-amine; (R)-1-((5-(2-cyclopropylpyrazolo[1,5-a]pyrimidin-7-yl)-3-methylpyridin-2-yl)oxy)-2,4-dimethylpentan-2-amine; (S)-2,4-dimethyl-1-((7-(2-methylpyridin-4-yl)benzo[d]thiazol-4-yl)oxy)pentan-2-amine; (S)-methyl (4-(4-((2-amino-2,4-dimethylpentyl)oxy)benzo[d]thiazol-7-yl)pyridin-2-yl)carbamate; (S)-2,4-dimethyl-1-(4-(2-methylthiazolo[5,4-d]pyrimidin-7-yl)-2-(trifluoromethyl)phenoxy)pentan-2-amine; (S)-2-((2-amino-2,4-dimethylpentyl)oxy)-5-(2-methylthiazolo[5,4-d]pyrimidin-7-yl)benzonitrile; (S)-1-((3-chloro-5-(pyrazolo[1,5-a]pyrimidin-7-yl)pyridin-2-yl)oxy)-2,4-dimethylpentan-2-amine; (S)-2,4-dimethyl-1-((3-methyl-5-(pyrazolo[1,5-a]pyrimidin-7-yl)pyridin-2-yl)oxy)pentan-2-amine; (S)-1-((2-(fluoromethyl)-6-(pyrazolo[1,5-a]pyrimidin-7-yl)pyridin-3-yl)oxy)-2,4-dimethylpentan-2-amine 2-amino-2-(((2\u2032,4-bis(difluoromethyl)-[2,4\u2032-bipyridin]-5-yl)oxy)methyl)-4-methylpentan-1-ol; (S)-1-(4-(imidazo[1,2-b]pyridazin-8-yl)phenoxy)-2,4-dimethylpentan-2-amine; (S)-1-(2-chloro-4-(2-methyl-3H-imidazo[4,5-b]pyridin-7-yl)phenoxy)-2,4-dimethylpentan-2-amine; (S)-1-(4-(imidazo[1,2-b]pyridazin-8-yl)-2-(trifluoromethyl)phenoxy)-2,4-dimethylpentan-2-amine; (S)-1-(2-chloro-4-(1H-pyrazolo[3,4-b]pyridin-4-yl)phenoxy)-2,4-dimethylpentan-2-amine; (S)-2-((2-amino-2,4-dimethylpentyl)oxy)-5-(6-chloroimidazo[1,2-b]pyridazin-8-yl)benzonitrile; (S)-2-((2-amino-2,4-dimethylpentyl)oxy)-5-(imidazo[1,2-b]pyridazin-8-yl)benzonitrile; (S)-1-(2-fluoro-4-(1H-pyrazolo[3,4-b]pyridin-4-yl)phenoxy)-2,4-dimethylpentan-2-amine; (S)-1-(2-fluoro-4-(1-methyl-1H-pyrazolo[3,4-b]pyridin-4-yl)phenoxy)-2,4-dimethylpentan-2-amine 2,4-dimethyl-1-(4-(2-methyl-3H-imidazo[4,5-b]pyridin-7-yl)-2-(trifluoromethyl)phenoxy)pentan-2-amine; (S)-1-(4-(1H-pyrazolo[3,4-b]pyridin-4-yl)-2-(trifluoromethyl)phenoxy)-2,4-dimethylpentan-2-amine; (S)-2-((2-amino-2,4-dimethylpentyl)oxy)-5-(2-methyl-3H-imidazo[4,5-b]pyridin-7-yl)benzonitrile; (S)-2,4-dimethyl-1-(2-methyl-4-(2-methyl-3H-imidazo[4,5-b]pyridin-7-yl)phenoxy)pentan-2-amine; (S)-1-(4-(2-(methoxymethyl)-3H-imidazo[4,5-b]pyridin-7-yl)-2-(trifluoromethyl)phenoxy)-2,4-dimethylpentan-2-amine; (S)-1-(4-(2-(methoxymethyl)-3H-imidazo[4,5-b]pyridin-7-yl)-2-methylphenoxy)-2,4-dimethylpentan-2-amine; (S)-2-((2-amino-2,4-dimethylpentyl)oxy)-5-(2-oxo-2,3-dihydro-1H-pyrrolo[2,3-b]pyridin-4-yl)benzonitrile; (S)-4-(4-((2-amino-2,4-dimethylpentyl)oxy)-3-(trifluoromethyl)phenyl)-1H-pyrrolo[2,3-b]pyridin-2(3H)-one 2-methyl-1-((2-methyl-6-(2-methylpyrimidin-4-yl)pyridin-3-yl)oxy)propan-2-amine; (S)-1-((2-(difluoromethyl)-6-(pyrazolo[1,5-a]pyrimidin-7-yl)pyridin-3-yl)oxy)-2,4-dimethylpentan-2-amine; (S)-1-(2-chloro-4-(pyrazolo[, 5-a]pyridin-3-yl)phenoxy)-2,4-dimethylpentan-2-amine (S)-2,4-dimethyl-1-(2-methyl-4-(pyrazolo[1,5-a]pyridin-3-yl)phenoxy)pentan-2-amine 4-(4-(((S)-2-amino-2,4-dimethylpentyl)oxy)-3-chlorophenyl)-N-(3-fluorocyclopentyl)pyridin-2-amine; (S)-1-(2-fluoro-4-(2-(trifluoromethyl) pyrazolo[1,5-a]pyrimidin-7-yl)phenoxy)-2,4-dimethylpentan-2-amine; (S)-1-(2-chloro-4-(2-(trifluoromethyl)pyrazolo[1,5-a]pyrimidin-7-yl)phenoxy)-2,4-dimethylpentan-2-amine 4-(4-(((S)-2-amino-2,4-dimethylpentyl)oxy)-3-chlorophenyl)-N-(tetrahydro-2H-pyran-3-yl)pyridin-2-amine 4-(4-(((S)-2-amino-2,4-dimethylpentyl)oxy)-3-chlorophenyl)-N-(tetrahydro-2H-pyran-3-yl)pyridin-2-amine 4-(4-(((S)-2-amino-2,4-dimethylpentyl)oxy)-3-chlorophenyl)-N-(tetrahydro-2H-pyran-3-yl)pyridin-2-amine; (S)-2,4-dimethyl-1-((7-(pyrazolo[1,5-a]pyrimidin-7-yl)benzo[d]thiazol-4-yl)oxy)pentan-2-amine; (S)-2,4-dimethyl-1-((7-(2-methylpyrimidin-4-yl)benzo[d]thiazol-4-yl)oxy)pentan-2-amine 4-(4-(((S)-2-amino-2,4-dimethylpentyl)oxy)-3-chlorophenyl)-N-(tetrahydrofuran-3-yl)pyridin-2-amine 4-(4-(((S)-2-amino-2,4-dimethylpentyl)oxy)-3-methylphenyl)-N-(tetrahydrofuran-3-yl)pyridin-2-amine 1-(((3-methyl-5-(2-methylpyrimidin-4-yl)pyridin-2-yl)oxy)methyl)cyclobutanamine; (S)-1-(2-(difluoromethyl)-4-(pyrazolo[1,5-a]pyrimidin-7-yl)phenoxy)-2,4-dimethylpentan-2-amine; (S)-1-(2-(fluoromethyl)-4-(pyrazolo[1,5-a]pyrimidin-7-yl)phenoxy)-2,4-dimethylpentan-2amine; (S)-2,4-dimethyl-1-(5-methyl-2-(pyridin-4-yl)thiazol-4-yloxy)pentan-2-amine 6-(4-(((S)-2-amino-2,4-dimethylpentyl)oxy)-3-(trifluoromethyl)phenyl)-N-(tetrahydro-2H-pyran-3-yl)pyrimidin-4-amine; (S)-1-(2-chloro-4-(7H-pyrrolo[2,3-d]pyrimidin-4-yl)phenoxy)-2,4-dimethylpentan-2-amine; (S)-2-((2-amino-2,4-dimethylpentyl)oxy)-5-(7H-pyrrolo[2,3-d]pyrimidin-4-yl)benzonitrile; (S)-1-(4-(7H-pyrrolo[2,3-d]pyrimidin-4-yl)-2-(trifluoromethyl)phenoxy)-2,4-dimethylpentan-2-amine; (S)-2-((2-amino-2,4-dimethylpentyl)oxy)-5-(7-methyl-7H-pyrrolo[2,3-d]pyrimidin-4-yl)benzonitrile; (S)-1-(2-fluoro-4-(7-methyl-7H-pyrrolo[2,3-d]pyrimidin-4-yl)phenoxy)-2,4-dimethylpentan-2-amine; (S)-2,4-dimethyl-1-(4-(7-methyl-7H-pyrrolo[2,3-d]pyrimidin-4-yl)-2-(trifluoromethyl)phenoxy)pentan-2-amine; (S)\u2014N-(4-(4-((2-amino-2,4-dimethylpentyl)oxy)-3-methylphenyl)pyrimidin-2-yl)thiazol-2-amine; (S)-4-(4-((2-amino-2,4-dimethylpentyl)oxy)-3-methylphenyl)-N-cyclopropylpyrimidin-2-amine; (S)\u2014N-(4-(4-((2-amino-2,4-dimethylpentyl)oxy)-3-(trifluoromethyl)phenyl)pyrimidin-2-yl)thiazol-2-amine; (S)\u2014N-(4-(4-((2-amino-2,4-dimethylpentyl)oxy)-3-(trifluoromethyl)phenyl)pyrimidin-2-yl)-4-methylthiazol-2-amine; (S)-4-(4-((2-amino-2,4-dimethylpentyl)oxy)-3-(trifluoromethyl)phenyl)-N-cyclopentylpyrimidin-2-amine; (S)-2-((2-amino-2,4-dimethylpentyl)oxy)-5-(2-((4-methylthiazol-2-yl)amino)pyrimidin-4-yl)benzonitrile; (S)\u2014N-(4-(4-((2-amino-2,4-dimethylpentyl)oxy)-3-methylphenyl)pyrimidin-2-yl)-4-methylthiazol-2-(S)\u2014N-(4-(4-((2-amino-2,4-dimethylpentyl)oxy)-3-(trifluoromethyl)phenyl)pyridin-2-yl)cyclopropanecarboxamide; (S)\u2014N-(4-(4-((2-amino-2,4-dimethylpentyl)oxy)-3-(trifluoromethyl)phenyl)pyridin-2-yl)cyclobutanecarboxamide (S)\u2014N-(4-(4-((2-amino-2,4-dimethylpentyl)oxy)-3-(trifluoromethyl)phenyl)pyridin-2-yl)cyclopentanecarboxamide (S)\u2014N-(4-(4-((2-amino-2,4-dimethylpentyl)oxy)-3-(trifluoromethyl)phenyl)pyridin-2-yl)-2-cyclopentylacetamide; (S)\u2014N-(4-(4-((2-amino-2,4-dimethylpentyl)oxy)-3-(trifluoromethyl)phenyl)pyridin-2-yl)-3-cyclopentylpropanamide; (S)\u2014N-(4-(4-((2-amino-2,4-dimethylpentyl)oxy)-3-(trifluoromethyl)phenyl)pyridin-2-yl)-2-cyclohexylacetamide N-(4-(4-(((S)-2-amino-2,4-dimethylpentyl)oxy)-3-(trifluoromethyl)phenyl)pyridin-2-yl)tetrahydrofuran-2-carboxamide; (S)\u2014N-(4-(4-((2-amino-2,4-dimethylpentyl)oxy)-3-(trifluoromethyl)phenyl)pyridin-2-yl)-2-cycloheptylacetamide (S)\u2014N-(4-(4-((2-amino-2,4-dimethylpentyl)oxy)-3-(trifluoromethyl)phenyl)pyridin-2-yl)furan-2-carboxamide (S)\u2014N-(4-(4-((2-amino-2,4-dimethylpentyl)oxy)-3-(trifluoromethyl)phenyl)pyridin-2-yl)-5-bromofuran-2-carboxamide; (S)-2-acetamido-N-(4-(4-((2-amino-2,4-dimethylpentyl)oxy)-3-(trifluoromethyl)phenyl)pyridin-2-yl)acetamide; (S)\u2014N-(4-(4-((2-amino-2,4-dimethylpentyl)oxy)-3-(trifluoromethyl)phenyl)pyridin-2-yl)thiophene-2-carboxamide; (S)\u2014N-(4-(4-((2-amino-2,4-dimethylpentyl)oxy)-3-(trifluoromethyl)phenyl)pyridin-2-yl)pyrazine-2-carboxamide; (S)\u2014N-(4-(4-((2-amino-2,4-dimethylpentyl)oxy)-3-(trifluoromethyl)phenyl)pyridin-2-yl)-2-methylnicotinamide; (S)\u2014N-(4-(4-((2-amino-2,4-dimethylpentyl)oxy)-3-(trifluoromethyl)phenyl)pyridin-2-yl)-1H-1,2,3-triazole-5-carboxamide (S)\u2014N-(4-(4-((2-amino-2,4-dimethylpentyl)oxy)-3-(trifluoromethyl)phenyl)pyridin-2-yl)-6-oxo-1,4,5,6-tetrahydropyridazine-3-carboxamide (S)\u2014N-(4-(4-((2-amino-2,4-dimethylpentyl)oxy)-3-(trifluoromethyl)phenyl)pyridin-2-yl)-5-methylisoxazole-3-carboxamide (S)\u2014N-(4-(4-((2-amino-2,4-dimethylpentyl)oxy)-3-(trifluoromethyl)phenyl)pyridin-2-yl)-5-isopropyl-1H-pyrazole-3-carboxamide (S)-4-(4-((2-amino-2,4-dimethylpentyl)oxy)-3-(trifluoromethyl)phenyl)-N-(pyridin-3-ylmethyl)pyridin-2-amine; (S)-4-(4-((2-amino-2,4-dimethylpentyl)oxy)-3-(trifluoromethyl)phenyl)-N-(furan-2-ylmethyl)pyridin-2-amine; (S)-4-(4-((2-amino-2,4-dimethylpentyl)oxy)-3-(trifluoromethyl)phenyl)-N-(benzo[d][1,3]dioxol-5-yl)pyridin-2-amine; (S)-4-(4-((2-amino-2,4-dimethylpentyl)oxy)-3-fluorophenyl)-6-methyl-6,7-dihydro-5H-pyrrolo[3,4-b]pyridin-5-one; (S)-2-((2-amino-2,4-dimethylpentyl)oxy)-5-(6-methyl-5-oxo-6,7-dihydro-5H-pyrrolo[3,4-b]pyridin-4-yl)benzonitrile; (S)-2-((2-amino-2,4-dimethylpentyl)oxy)-5-(5-oxo-6,7-dihydro-5H-pyrrolo[3,4-b]pyridin-4-yl)benzonitrile; (S)-4-(4-((2-amino-2,4-dimethylpentyl)oxy)-3-fluorophenyl)-6,7-dihydro-5H-pyrrolo[3,4-b]pyridin-5-one; (S)-4-(4-((2-amino-2,4-dimethylpentyl)oxy)-3-chlorophenyl)-6,7-dihydro-5H-pyrrolo[3,4-b]pyridin-5-one; (S)-4-(4-((2-amino-2,4-dimethylpentyl)oxy)-3-(trifluoromethyl)phenyl)-6-ethyl-6,7-dihydro-5H-pyrrolo[3,4-b]pyridin-5-one; (S)-4-(4-((2-amino-2,4-dimethylpentyl)oxy)-3-fluorophenyl)-6-ethyl-6,7-dihydro-5H-pyrrolo[3,4-b]pyridin-5-one; (S)-1-(2-fluoro-4-(1H-pyrrolo[3,2-b]pyridin-7-yl)phenoxy)-2,4-dimethylpentan-2-amine; (S)-2-((2-amino-2,4-dimethylpentyl)oxy)-5-(1H-pyrrolo[3,2-b]pyridin-7-yl)benzonitrile; (S)-2-((2-amino-2,4-dimethylpentyl)oxy)-5-(1-methyl-1H-pyrrolo[3,2-b]pyridin-7-yl)benzonitrile; (S)-1-(4-(1H-pyrrolo[3,2-b]pyridin-7-yl)-2-(trifluoromethyl)phenoxy)-2,4-dimethylpentan-2-amine; (S)-4-(4-((2-amino-2,4-dimethylpentyl)oxy)-3-(trifluoromethyl)phenyl)-6,7-dihydro-5H-pyrrolo[3,4-b]pyridin-5-one; (S)-4-(4-((2-amino-2,4-dimethylpentyl)oxy)-3-(trifluoromethyl)phenyl)-6-methyl-6,7-dihydro-5H-pyrrolo[3,4-b]pyridin-5-one; (S)-2,4-dimethyl-1-(2-methyl-4-(1-methyl-1H-pyrrolo[3,2-b]pyridin-7-yl)phenoxy)pentan-2-amine; (S)-4-(4-((2-amino-2,4-dimethylpentyl)oxy)-3-methylphenyl)-6,7-dihydro-5H-pyrrolo[3,4-b]pyridin-5-one; (S)-4-(4-((2-amino-2,4-dimethylpentyl)oxy)-3-chlorophenyl)-6-methyl-6,7-dihydro-5H-pyrrolo[3,4-b]pyridin-5-one; (S)-4-(4-((2-amino-2,4-dimethylpentyl)oxy)-3-methylphenyl)-6-methyl-6,7-dihydro-5H-pyrrolo[3,4-b]pyridin-5-one 6-(4-(((S)-2-amino-2,4-dimethylpentyl)oxy)-3-(trifluoromethyl)phenyl)-N-(tetrahydrofuran-3-yl)pyrimidin-4-amine 6-(6-(((S)-2-amino-2,4-dimethylpentyl)oxy)-5-chloropyridin-3-yl)-N-(tetrahydrofuran-3-yl)pyrimidin-4-amine; (S)-2,4-dimethyl-1-((2-methyl-6-(2-methylimidazo[1,2-b]pyridazin-8-yl)pyridin-3-yl)oxy)pentan-2-amine; (S)-1-((2-(difluoromethyl)-6-(2-methylimidazo[1,2-b]pyridazin-8-yl)pyridin-3-yl)oxy)-2,4-dimethylpentan-2-amine; (S)-7-(4-((2-amino-2,4-dimethylpentyl)oxy)-2-fluorophenyl)pyrazolo[1,5-a]pyrimidin-5-amine; (S)-1-(2-chloro-4-(pyrazolo[1,5-a]pyrimidin-7-yl)phenoxy)-2,4-dimethylpentan-2-amine; (S)-7-(4-((2-amino-2,4-dimethylpentyl) oxy)-3-fluorophenyl)pyrazolo[1,5-a]pyrimidin-5-amine; (S)-1-(2-chloro-4-(2,5-dimethylpyrazolo[1,5-a]pyrimidin-7-yl)phenoxy)-2,4-dimethylpentan-2-amine; (S)-2-((2-amino-2,4-dimethylpentyl)oxy)-5-(pyrazolo[1,5-a]pyrimidin-7-yl)benzonitrile; (S)-1-(2-fluoro-4-(pyrazolo[1,5-a]pyrimidin-7-yl)phenoxy)-2,4-dimethylpentan-2-amine; (S)\u2014N-(7-(4-((2-amino-2,4-dimethylpentyl) oxy)-3-fluorophenyl) pyrazolo[1,5-a]pyrimidin-5-yl) acetamide; (S)-2-((2-amino-2,4-dimethylpentyl)oxy)-5-(2,5-dimethylpyrazolo[1,5-a]pyrimidin-7-yl)benzonitrile; (S)-2-(2-amino-2,4-dimethylpentyloxy)-5-(2-(piperidin-4-ylamino) pyridin-4-yl)benzonitrile; (S)-2,4-dimethyl-1-(4-(pyrazolo[1,5-a]pyrimidin-7-yl)-2-(trifluoromethyl)phenoxy)pentan-2-amine; (S)-2-(2-amino-2,4-dimethylpentyloxy)-5-(2-(tetrahydro-2H-pyran-4-ylamino)pyridin-4yl)benzonitrile; (S)-4-(4-(2-amino-2,4-dimethylpentyloxy)-3-(trifluoromethyl)phenyl)-N-(piperidin-4-yl)pyridin-2-amine; (S)-1-(4-(6,7-difluoroquinazolin-4-yl)-2-(trifluoromethyl)phenoxy)-2,4-dimethylpentan-2-amine; (S)-2,4-dimethyl-1-(2-methyl-4-(pyrazolo[1,5-a]pyrimidin-7-yl)phenoxy)pentan-2-amine; (S)-2,4-dimethyl-1-(4-(pyrazolo[1,5-a]pyrimidin-3-yl)-2-(trifluoromethyl)phenoxy)pentan-2-amine 4-(4-((5)-2-amino-2,4-dimethylpentyloxy)-3-(trifluoromethyl)phenyl)-N-(tetrahydro-2H-pyran-3-yl)pyridin-2-amine 4-(4-(((5)-2-amino-2,4-dimethylpentyl)oxy)-3-(trifluoromethyl)phenyl)-N-(tetrahydro-2H-pyran-3-yl)pyridin-2-amine 4-(4-(((5)-2-amino-2,4-dimethylpentyl)oxy)-3-(trifluoromethyl)phenyl)-N-(tetrahydro-2H-pyran-3-yl)pyridin-2-amine; (S)-3-(5-((2-amino-2,4-dimethylpentyl)oxy)-6-methylpyridin-2-yl)pyrazolo[1,5-a]pyrimidine-6-carbonitrile; (S)-2,4-dimethyl-1-(4-(2-methylthieno[2,3-d]pyrimidin-4-yl)-2-(trifluoromethyl)phenoxy)pentan-2-amine; (S)-1-(2-chloro-4-(2-cyclopropylpyrazolo[1,5-a]pyrimidin-7-yl)phenoxy)-2,4-dimethylpentan-2-amine; (S)-1-(4-(2-Cyclopropylpyrazolo[1,5-a]pyrimidin-7-yl)-2-(trifluoromethyl)phenoxy)-2,4-dimethylpentan-2-amine; (S)-2-((2-amino-2,4-dimethylpentyl)oxy)-5-(2-(trifluoromethyl)pyrazolo[1,5-a]pyrimidin-7-yl)benzonitrile; (S)-5-((2-amino-2,4-dimethylpentyl)oxy)-2-(pyrazolo[1,5-a]pyrimidin-7-yl)isonicotinonitrile; (S)-2,4-dimethyl-1-((2-methyl-6-(pyrazolo[1,5-a]pyrimidin-7-yl)pyridin-3-yl)oxy)pentan-2-amine; (S)-1-(2,5-difluoro-4-(pyrazolo[1,5-a]pyrimidin-7-yl)phenoxy)-2,4-dimethylpentan-2-amine 1,1,1-trifluoro-4-methyl-2-(((2-methyl-6-(pyrazolo[1,5-a]pyrimidin-7-yl)pyridin-3-yl)oxy)methyl)pentan-2-amine; (S)-2-((2-amino-2,4-dimethylpentyl)oxy)-5-(2-methylimidazo[1,2-b]pyridazin-8-yl)benzonitrile (S)-1-(4-(2-cyclopropylimidazo[1,2-b]pyridazin-8-yl)-2-fluorophenoxy)-2,4-dimethylpentan-2-amine; (S)-2-((2-amino-2,4-dimethylpentyl)oxy)-5-(6-chloro-2-cyclopropylimidazo[1,2-b]pyridazin-8-yl)benzonitrile; (S)-1-(4-(6-chloro-2-methylimidazo[1,2-b]pyridazin-8-yl)-2-(trifluoromethyl)phenoxy)-2,4-dimethylpentan-2-amine; (S)-1-(4-(6-chloro-2-cyclopropylimidazo[1,2-b]pyridazin-8-yl)-2-(trifluoromethyl)phenoxy)-2,4-dimethylpentan-2-amine; (S)-1-(2-fluoro-4-(2-methylimidazo[1,2-b]pyridazin-8-yl)phenoxy)-2,4-dimethylpentan-2-amine; (S)-2,4-dimethyl-1-(4-(2-methylimidazo[1,2-b]pyridazin-8-yl)-2-(trifluoromethyl)phenoxy)pentan-2-amine; (S)-2-((2-amino-2,4-dimethylpentyl)oxy)-5-(2-cyclopropylimidazo[1,2-b]pyridazin-8-yl)benzonitrile; (S)-2,4-dimethyl-1-(2-methyl-4-(2-(trifluoromethyl)imidazo[1,2-b]pyridazin-8-yl)phenoxy)pentan-2-amine; (S)-2,4-dimethyl-1-(4-(2-(trifluoromethyl)imidazo[1,2-b]pyridazin-8-yl)phenoxy)pentan-2-amine; (S)-1-(4-(imidazo[1,2-b]pyridazin-3-yl)-2-methylphenoxy)-2,4-dimethylpentan-2-amine; (S)-1-(2-chloro-4-(imidazo[1,2-b]pyridazin-3-yl)phenoxy)-2,4-dimethylpentan-2-amine; (R)-2,4-dimethyl-1-((3-methyl-5-(2-(trifluoromethyl)imidazo[1,2-b]pyridazin-8-yl)pyridin-2-yl)oxy)pentan-2-amine; and (S)-6-(4-((2-amino-2,4-dimethylpentyl)oxy)-3-chlorophenyl)pyrimidin-4(3H)-one; or a pharmaceutically acceptable salt thereof.

Metadata:
- Claim Count in Document: 26.0
- Percentile: 90.0
- Lexical Diversity: 1.23684
- Patent Class: 544.0
- Transitional Phrase Type: none
- Component Type: 0
- Foreign Priority: True
- Related Applications: ['15763280', '15300618', '15563697', '15865848', '13777144']

Analysis Scores:
- 35 USC 101 Eligibility (BERT): 0.807615756184691
- 35 USC 102 Novelty (BERT): 0.6308354872882931
- Combined Prediction Score: 0.7899377292950511
- Mean Citation Score: 476.6418
- Max Citation Score: 616.3539
- Similarity Product: 530.1303434662699

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