PATENT CLAIM ANALYSIS

Application Number: 15915415
Application Type: Utility
Filing Date: 2018-03
Publication Date: 2018-07
Patent Classification: ["548", "400000"]

Abstract:
The present disclosure provides boron-containing diacylhydrazines having Formula I: and the pharmaceutically acceptable salts and solvates thereof, wherein A, R 4 , and R 5  are defined as set forth in the specification. The present disclosure also provides the use of boron-containing diacylhydrazines is ecdysone receptor-based inducible gene expression systems. Thus, the present disclosure is useful for applications such as gene therapy, treatment of disease, large scale production of proteins and antibodies, cell-based screening assays, functional genomics, proteomics, metabolomics, and regulation of traits in transgenic organisms, where control of gene expression levels is desirable.

Claim (Index 55):
A method of treating a disease, disorder, injury, or condition selected from the group consisting of cancer, metabolic-related disorder, kidney disease, anemia, autoimmune disorder, ocular disorder, blood disorder, neurological disorder, pulmonary disorder, rheumatologic disorder, cardiac disorder, hepatic disorder, and infectious disease in a subject, the method comprising administering to said subject a compound having Formula I: or a pharmaceutically acceptable salt, solvate, or boronic anhydride thereof, wherein:\n A is selected from the group consisting of hydrogen and \u2014C(R 1 )R 2 )(R 3 ); \n R 1 , R 2 , and R 3  are each independently selected from the group consisting of hydrogen and optionally substituted alkyl; \n R 4  is selected from the group consisting of: \n X is selected from the group consisting of \u2014O\u2014 and \u2014N(R 8a ); X 1  is selected from the group consisting of \u2014O\u2014 and \u2014N(R 8b )\u2014; X 2  is selected from the group consisting of \u2014O\u2014 an \u2014N(R 8c )\u2014; X 3  is selected from the group consisting of \u2014O\u2014 and \u2014N(R 8d )\u2014; Y 1  is \u2014(R 9a R 9b ) m \u2014; m is 0, 1, 2, or 3; Z 1  is selected from the group consisting of \u2014O\u2014 and \u2014N(R 8e )\u2014, or Z 1  is absent, Z 2  is selected from the group consisting of O, S, and NH; R 6a  is selected from the group consisting of hydrogen, \u2014B(OH) 2 , and pinacolborane; R 6b , R 6c , and R 6d  are each independently selected from the group consisting of hydrogen, halo, nitro, cyano, hydroxy, amino, \u2014N(H)CHO, \u2014N(H)CN, \u2014N(H)(cyano)alkyl, \u2014CHO, optionally substituted alkyl, haloalkyl, alkoxyalkyl, hydroxyalkyl, arylalkyl, (amino)alkyl, (alkylamino)alkyl, (dialkylamino)alkyl, (cyano)alkyl, optionally substituted cycloalkyl, optionally substituted alkenyl, optionally substituted alkynyl, optionally substituted aryl, optionally substituted heteroaryl, optionally substituted heterocycle, alkoxy, aryloxy, arylalkyloxy, alkylthio, heteroalkyl, carboxamido, sulfonamido, \u2014COR 10 , \u2014SO 2 R 11 , \u2014N(R 12 )COR 13 , \u2014N(R 12 )SO 2 R 14  or N(R 12 )C\u2550N(R 15 )-amino; or R 6b  is selected from the group consisting of hydrogen, halo, nitro, cyano, hydroxy, \u2014N(H)CHO, \u2014N(H)CN, amino, optionally substituted alkyl, haloalkyl, hydroxyalkyl, arylalkyl, optionally substituted cycloalkyl, optionally substituted alkenyl, optionally substituted alkynyl, optionally substituted aryl, optionally substituted heteroaryl, optionally substituted heterocycle, alkoxy, aryloxy, arylalkyloxy, alkylthio, heteroalkyl, carboxamido, sulfonamido, \u2014COR 10 , \u2014SO 2 R 11 , \u2014N(R 12 )COR 13 , \u2014N(R 12 )SO 2 R 14  or N(R 12 )C\u2550N(R 15 )-amino; and/or R 6c  and R 6d  taken together with two adjacent carbon atoms form a fused optionally substituted cycloalkyl, optionally substituted heterocyclo, or optionally substituted heteroaryl group; R 6f  is selected from the group consisting of hydrogen, alkyl, amino, alkylamino, dialkylamino, and hydroxy; R 7a , R 7b , R 7c , R 7d , R 7e , R 7f , R 7g , R 7h , R 7i , and R 7j  are each independently selected from the group consisting of hydrogen, halo, nitro, cyano, hydroxy, amino, optionally substituted alkyl, haloalkyl, hydroxyalkyl, alkoxy, and alkylthio; R 8a , R 8b , R 8c , R 8d , R 8e , R 8f , and R 8g  are each independently selected from the group consisting of hydrogen, alkyl, optionally substituted aryl, optionally substituted heteroaryl, alkylsulfonyl, arylsulfonyl, alkylcarbonyl, and arylcarbonyl; R 9a  and R 9b  are each independently selected from the group consisting of hydrogen, alkyl, and cyano; R 5  is selected from the group consisting of: X 4  is selected from the group consisting of \u2014O\u2014 and \u2014N(R 8h )\u2014; X 5  is selected from the group consisting of \u2014O\u2014 and \u2014N(R 8i )\u2014; X 6  is selected from the group consisting of \u2014O\u2014 and \u2014N(R 8j )\u2014; X 7  is selected from the group consisting of \u2014O\u2014 and \u2014N(R 8k )\u2014; Y 2  is \u2014(CR 9c R 9d ) n \u2014; n is 0, 1, 2, or 3; Z 3  is selected from the group consisting of \u2014O\u2014 and \u2014N(R 8l )\u2014, or Z 3  is absent; Z 4  is selected from the group consisting of O, S, and NH; R 6e  is selected from the group consisting of hydrogen, \u2014B(OH) 2 , and pinacolborane; R 6g , R 6h , and R 6i  are each independently selected from the group consisting of hydrogen, halo, nitro, cyano, hydroxy, amino, \u2014N(H)CHO, \u2014N(H)CN, \u2014N(H)(cyano)alkyl, \u2014CHO, optionally substituted alkyl, haloalkyl, alkoxyalkyl, hydroxyalkyl, arylalkyl, (amino)alkyl, (alkylamino)alkyl, (dialkylamino)alkyl, (cyano)alkyl, optionally substituted cycloalkyl, optionally substituted alkenyl, optionally substituted alkynyl, optionally substituted aryl, optionally substituted heteroaryl, optionally substituted heterocycle, alkoxy, aryloxy, arylalkyloxy, alkylthio, heteroalkyl, carboxamido, sulfonamido, \u2014COR 10 , \u2014SO 2 R 11 , \u2014N(R 12 )COR 13 , \u2014N(R 12 )SO 2 R 14  or N(R 12 )C\u2550N(R 15 )-amino; or R 6g  is selected from the group consisting of hydrogen, halo, nitro, cyano, hydroxy, \u2014N(H)CHO, \u2014N(H)CN, amino, optionally substituted alkyl, haloalkyl, hydroxyalkyl, arylalkyl, optionally substituted cycloalkyl, optionally substituted alkenyl, optionally substituted alkynyl, optionally substituted aryl, optionally substituted heteroaryl, optionally substituted heterocycle, alkoxy, aryloxy, arylalkyloxy, alkylthio, heteroalkyl, carboxamido, sulfonamido, \u2014COR 10 , \u2014SO 2 R 11 , \u2014N(R 12 )COR 13 , \u2014N(R 12 )SO 2 R 14  or N(R 12 )C\u2550N(R 15 )-amino; and/or R 6h  and R 6i  taken together with two adjacent carbon atoms form a fused optionally substituted cycloalkyl, optionally substituted heterocyclo, or optionally substituted heteroaryl group; R 6j  is selected from the group consisting of hydrogen, alkyl, amino, and hydroxy; R 7k , R 7l , R 7m , R 7n , R 7o , R 7p , R 7q , R 7r , R 7s , and R 7t  are each independently selected from the group consisting of hydrogen, halo, nitro, cyano, hydroxy, amino, optionally substituted alkyl, haloalkyl, hydroxyalkyl, alkoxy, and alkylthio; R 8h , R 8i , R 8j , R 8k , R 8l , R 8m , and R 8n  are each independently selected from the group consisting of hydrogen, alkyl, optionally substituted aryl, optionally substituted heteroaryl, alkylsulfonyl, arylsulfonyl, alkylcarbonyl, and arylcarbonyl; R 9c  and R 9d  are each independently selected from the group consisting of hydrogen, alkyl, and cyano; R 10  is selected from the group consisting of hydrogen, hydroxy, haloalkyl, hydroxyalkyl, arylalkyl, optionally substituted alkyl, optionally substituted cycloalkyl, optionally substituted alkenyl, optionally substituted alkynyl, optionally substituted heterocycle, optionally substituted aryl, optionally substituted heteroaryl, alkoxy, aryloxy, and arylalkyloxy; R 11  is selected from the group consisting of haloalkyl, hydroxyalkyl, arylalkyl, optionally substituted alkyl, optionally substituted cycloalkyl, optionally substituted alkenyl, optionally substituted alkynyl, optionally substituted heterocycle, optionally substituted aryl, and optionally substituted heteroaryl; R 12  is selected from the group consisting of hydrogen, haloalkyl, hydroxyalkyl, arylalkyl, optionally substituted alkyl, optionally substituted cycloalkyl, optionally substituted alkenyl, optionally substituted alkynyl, optionally substituted heterocycle, optionally substituted aryl, and optionally substituted heteroaryl; R 13  is selected from the group consisting of hydrogen, haloalkyl, hydroxyalkyl, arylalkyl, optionally substituted alkyl, optionally substituted cycloalkyl, optionally substituted alkenyl, optionally substituted alkynyl, optionally substituted heterocycle, optionally substituted aryl, optionally substituted heteroaryl, alkoxy, aryloxy, arylalkyloxy, and amino; R 14  is selected from the group consisting of haloalkyl, hydroxyalkyl, arylalkyl, optionally substituted alkyl, optionally substituted cycloalkyl, optionally substituted alkenyl, optionally substituted alkynyl, optionally substituted heterocycle, optionally substituted aryl, optionally substituted heteroaryl, and amino; and R 15  is selected from the group consisting of hydrogen, alkyl, aryl, cyano, and nitro, with the provisos that: 1) when R 4  is R 4 -1 or R 4 -2 and R is R 5 -1 or R 5 -2, then one of R 6a  or R 6e  is \u2014B(OH) 2  or pinacolborane; and 2) said compound having Formula I is not: (3-(2-(tert-butyl)-2-(3,5-dimethylbenzoyl)hydrazine-1-carbonyl)-2-methylphenyl)boronic acid; (R)-(2-chloro-3-(2-(3,5-dimethylbenzoyl)-2-(2,2-dimethylhexan-3-yl)hydrazine-1-carbonyl)phenylboronic acid; (4-(2-(tert-butyl)-2-(3,5-dimethylbenzoyl)hydrazine-1-carbonyl)phenyl)boronic acid; (R)-(4-(2-(3,5-dimethylbenzoyl)-2-(2,2-dimethylhexan 3-yl)hydrazine-1-carbonyl)-3-isopropylphenyl)boronic aid; (R)-(4-(2-(3,5-dimethylbenzoyl)-2-(2,2-dimethylhexan-3-yl)hydrazine-1-carbonyl)-3-fluorophenyl)boronic acid; (R)-(4-(2-(2,6-dimethylisonicotinoyl)-2-(2,2-dimethylpentan-3-yl)hydrazine-1-carbonyl)-3-fluorophenyl)boronic acid; (R)-(4-(2-(3,5-dimethylbenzoyl)-2-(2,2-dimethylhexan-3-yl)hydrazine-1-carbonyl)-3-fluorophenyl)boronic acid; (4-(2-(tert-butyl)-2-(3,5-dimethylbenzoyl)hydrazine-1-carbonyl)-3,5-difluorophenyl)boronic acid; (2-(1-(2,2-dimethylpentan-3-yl)-2-(3-methoxy-2-methylbenzoyl)hydrazine-1-carbonyl)phenyl)boronic acid; (3-(1-(2,2-dimethylpentan-3-yl)-2-(3-methoxy-2-methylbenzoyl)hydrazine-1-carbonyl)-4-fluorophenyl)boronic acid; (3-(1-(2,2-dimethylpentan-3-yl)-2-(3-methoxy-2-methylbenzoyl)hydrazine-1-carbonyl)-5-methoxyphenyl)boronic acid, (4-(1-(tert-butyl)-2-(2-ethyl-3-methoxybenzoyl)hydrazine-1-carbonyl)phenyl)boronic acid; N\u2032-(tert-butyl)-N\u2032-(5-dimethylbenzoyl)-2-methyl-3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzohydrazide; N\u2032-(3-chloro-5-methylbenzoyl)-N\u2032-(2,2-dimethylhexan-3-yl)-2-methyl-3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzohydrazide; N-(2,2-dimethylhexan-3-yl)-N\u2032-(2-methyl-3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzoyl)-2-oxo-1,2-dihydropyridine-3-carbohydrazide; (R)\u2014N\u2032-(3,5-dimethylbenzoyl)-N\u2032-(2,2-dimethylpentan-3-yl)-1-hydroxy-1,3-dihydrobenzo[c][1,2]oxaborole-6-carbohydrazide; N\u2032-(tert-butyl)-N\u2032-(3,5-dimethylbenzoyl)-7-fluoro-1-hydroxy-1,3-dihydrobenzo[c][1,2]oxaborole-6-carbohydrazide; (S)\u2014N\u2032-(3,5-dimethylbenzoyl)-N\u2032-(2,2-dimethylpentan-3-yl)-7-fluoro-1-hydroxy-1,3-dihydrobenzo[c][1,2]oxaborole-6-carbohydrazide; (R)\u2014N\u2032-(3,5-dimethylbenzoyl)-N\u2032-(2,2-dimethylpentan-3-yl)-4-fluoro-1-hydroxy-1,3-dihydrobenzo[c][1,2]oxaborole-6-carbohydrazide; N\u2032-(3,5-dimethylbenzoyl)-1-hydroxy-N\u2032-isopropyl-6-methyl-3,4-dihydro-1H-benzo[c][1,5,2]dioxaborepine-7-carbohydrazide; N\u2032-(3,5-dimethylbenzoyl)-1-hydroxy-6-methyl-N\u2032-(tert-pentyl)-3,4-dihydro-1H-benzo[c][1,5,2]dioxaborepine-7-carbohydrazide; (R)\u2014N\u2032-(3,5-dimethylbenzoyl)-N\u2032-(2,2-dimethylpentan-3-yl)-1-hydroxy-6-methyl-3,4-dihydro-1H-benzo[c][1,5,2]dioxaborepine-7-carbohydrazide; N\u2032-(3,5-dimethylbenzoyl)-N\u2032-(1-fluorobutan-2-yl)-1-hydroxy-6-methyl-3,4-dihydro-1H-benzo[c][1,5,2]dioxaborepine-7-carbohydrazide; N\u2032-(tert-butyl)-N\u2032-(3,5-dimethylbenzoyl)-2-methyl-3-(2-((tetrahydro-2H-pyran-2-yl)oxy)ethoxy)-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2 yl)benzohydrazide; (R)\u2014N\u2032-(3,5-dimethylbenzoyl)-N\u2032-(2,2-dimethylpentan-3-yl)-3-(2-methoxyethoxy)-2-methyl-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-yl)benzohydrazide; (R)\u2014N\u2032-(3,5-dimethylbenzoyl)-N\u2032-(2,2-dimethylhexan-3-yl)-3-fluoro-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzohydrazide; N\u2032-(tert-butyl)-N\u2032-(3,5-dimethylbenzoyl)-2,6-difluoro-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzohydrazide; N\u2032-(tert-butyl)-3-(cyanomethoxy)-N\u2032-(2,2-dimethylhexan-3-yl-3-fluoro-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzohydrazide; (R)\u2014N\u2032-(3,5-dimethylbenzoyl)-N\u2032-(2,2-dimethylpentan-3-yl)-3-fluoro-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzohydrazide; (R)-(4-(2-(3,5-dimethylbenzoyl)-2-(2,2-dimethylpentan-3-yl)hydrazine-1-carbonyl)-3-fluorophenyl)boronic acid; (3-(2-(tert-butyl)-2-(3,5-dimethylbenzoyl)hydrazine-1-carbonyl)-2-fluoro-6-(methoxymethyl)phenyl)boronic acid; N\u2032-(tert-butyl)-N\u2032-(3,5-dimethylbenzoyl)-1-hydroxy-6-methyl-1,2,3,4-tetrahydrobenzo[f][1,4,5]oxazaborepine-7-carbohydrazide; N\u2032-(tert-butyl)-N\u2032-(3,5-dimethylbenzoyl)-2-fluoro-4-(methoxymethyl)-3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzohydrazide; (R)-(3-(2-(3,5-dimethylbenzoyl)-2-(2,2-dimethylhexan-3-yl)hydrazine-1-carbonyl)-2-methylphenyl)boronic acid; (3-(2-(tert-butyl)-2-(3,5-dimethylbenzoyl)hydrazine-1-carbonyl)-2-fluorophenyl)boronic acid; (R)-(4-(2-(3,5-dimethylbenzoyl)-2-(2,2-dimethylhexan-3-yl)hydrazine-1-carbonyl)phenyl)boronic acid; (4-(2-(tert-butyl)-2-(3,5-dimethylbenzoyl)hydrazine-1-carbonyl)-3-isopropylphenyl)boronic acid; (R)-(4-(2-(3,5-dimethylbenzoyl)-2-(6-fluoro-2,2-dimethylhexan-3-yl)hydrazine-1-carbonyl)-3-fluorophenyl)boronic acid; (R)-(4-(2-(2,2-dimethylpentan-3-yl)-2-(4,6-dimethylpyrimidine-2-carbonyl)hydrazine-1-carbonyl)-3-fluorophenyl)boronic acid; (R)-(3-chloro-4-(2-(3,5-dimethylbenzoyl)-2-(2,2-dimethylhexan-3-yl)hydrazine-1-carbonyl)phenyl)boronic acid; (4-(2-(tert-butyl)-2-(3,5-dimethylbenzoyl)hydrazine-1-carbonyl)-2-fluorophenyl)boronic acid; (R)-(4-(2-(3,5-dimethylbenzoyl)-2-(2,2-dimethylpentan-3-yl)hydrazine-1-carbonyl)-2-(2-methoxyethoxy)-3-methylphenyl)boronic acid; (R)\u2014N\u2032(3,5-dimethylbenzoyl)-N\u2032-(2,2-dimethylhexan-3-yl)-3-methoxy-2-methyl-4-(3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2 yl)propyl)benzohydrazide; (3-(1-(2,2-dimethylpentan-3-yl)-2-(3-methoxy-2-methylbenzoyl)hydrazine-1-carbonyl)phenyl)boronic acid; (3-(1-(2,2-dimethylpentan-3-yl)-2-(3-methoxy-2-methylbenzoyl)hydrazine-1-carbonyl)-5-fluorophenyl)boronic acid; N\u2032-(3,5-dimethylbenzoyl)-N\u2032-(2,2-dimethylhexan-3-yl)-2-methyl-3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzohydrazide; N-(2,2-dimethylpentan-3-yl)-3,5-dimethoxy-4-methyl-N\u2032-(2-methyl-3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzoyl)benzohydrazide; N\u2032-(tert-butyl)-N\u2032-(3,5-dimethylbenzoyl)-1-hydroxy-1,3-dihydrobenzo[c][1,2]oxaborole-6-carbohydrazide; (S)\u2014N\u2032-(3,5-dimethylbenzoyl)-N\u2032-(2,2-dimethylpentan-3-yl)-1-hydroxy-1,3-dihydrobenzo[c][1,2]oxaborole-6-carbohydrazide; (R)\u2014N-(2,2-dimethylpentan-3-yl)-N\u2032-(1-hydroxy-1,3-dihydrobenzo[c][1,2]oxaborole-6-carbonyl)-4,6-dimethylpyrimidine-2-carbohydrazide; (R)\u2014N\u2032-(3,5-dimethylbenzoyl)-N\u2032-(2,2-dimethylpentan-3-yl)-7-fluoro-1-hydroxy-1,3-dihydrobenzo[c][1,2]oxaborole-6-carbohydrazide; (S)\u2014N\u2032-(3,5-bis(methyl-d3)benzoyl)-N\u2032-(2,2-dimethylpentan-3-yl)-7-fluoro-1-hydroxy-1,3-dihydrobenzo[c][1,2]oxaborole-6-carbohydrazide; N\u2032-(tert-butyl)-N\u2032-(3,5-dimethylbenzoyl)-4-fluoro-1-hydroxy-1,3-dihydrobenzo[c][1,2]oxaborole-5-carbohydrazide; N\u2032-(3,5-dimethylbenzoyl)-1-hydroxy-6-methyl-N\u2032-neopentyl-3,4-dihydro-1H-benzo[c][1,5,2]dioxaborepine-7-carbohydrazide; N\u2032-(3,5-bis(methyl-d3)benzoyl-1-hydroxy-6-methyl-N\u2032-(tert-pentyl)-3,4-dihydro-1H-benzo[c][1,5,2]dioxaborepine-7-carbohydrazide; (S)\u2014N\u2032-(3,5-dimethylbenzoyl)-N\u2032-(2,2-dimethylpentan-3-yl)-1-hydroxy-6-methyl-3,4-dihydro-1H-benzo[c][1,5,2]dioxaborepine-7-carbohydrazide; N\u2032-(3,5-dimethylbenzoyl)-N\u2032-((R)-2,2-dimethylpentan-3-yl)-2-methyl-3-(2-((tetrahydro-2H-pyran-2-yl)oxy)ethoxy)-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzohydrazide; N\u2032-(tert-butyl)-N\u2032-(3,5-dimethylbenzoyl)-3-fluoro-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzohydrazide; (R)-3-(cyanomethoxy)-N\u2032-(3,5-dimethylbenzoyl)-N\u2032-(2,2-dimethylpentan-3-yl)-2-methyl-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzohydrazide; (R)-3-(2-(3,5-dimethylbenzoyl)-2-(2,2-dimethylpentan-3-yl)hydrazine-1-carbonyl)-2-fluoro-6-(methoxymethyl)phenyl)boronic acid; (R)\u2014N\u2032-(3,5-dimethylbenzoyl)-N\u2032-(2,2-dimethylpentan-3-yl)-1-hydroxy-6-methyl-1,2,3,4-tetrahydrobenzo[f][1,4,5]oxazaborepine-7-carbohydrazide; (3-(2-(tert-butyl)-2-(3,5-dimethylhexan-3-yl)hydrazine-1-carbonyl)-2-chlorophenyl)boronic acid; (R)-(3-(2-(3,5-dimethylbenzoyl)-2-(2,2-dimethylhexan-3-yl)hydrazine-1-carbonyl)-2-fluorophenyl)boronic acid; (4-(2-(tert-butyl)-2-(3,5-dimethylbenzoyl)hydrazine-1-carbonyl)-3-methylphenyl)boronic acid; (4-(2-(tert-butyl)-2-(3,5-dimethylbenzoyl)hydrazine-1-carbonyl)-3-fluorophenyl)boronic acid; (R)-4-(3,5-bis(methyl-d3)benzoyl)-2-(2,2-dimethylpentan-3-yl)hydrazine-1-carbonyl)-3-fluorophenyl)boronic acid; (4-(2-(tert-butyl)-2-(3,5-dimethylbenzoyl)hydrazine-1-carbonyl)-3-chlorophenyl)boronic acid; (R)-(4-(2-(3,5-dimethylbenzoyl)-2-(2,2-dimethylhexan-3-yl)hydrazine-1-carbonyl)-3,5-difluorophenyl)boronic acid; (R)-(3-(4-(2-(3,5-dimethylbenzoyl)-2-(2,2-dimethylhexan-3-yl)hydrazine-1-carbonyl)-2-methoxy-3-methylphenyl)propyl)boronic acid; (R)-3-(difluoromethoxy)-N\u2032-(3,5-dimethylbenzoyl)-N\u2032-(2,2-dimethylhexan-3-yl)-2-methyl-4-(3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)propyl)benzohydrazide; (R)-(3-(1-(2,2-dimethylpentan-3-yl)-2-(3-methoxy-2-methylbenzoyl)hydrazine-1-carbonyl)-5-methylphenyl)boronic acid; (3-(1-(2,2-dimethylpentan-3-yl)-2-(3-methoxy-2-methylbenzoyl)hydrazine-1-carbonyl)-5-nitrophenyl)boronic acid; (R)\u2014N\u2032-(2,2-dimethylpentan-3-yl)-3-methoxy-2-methyl-N\u2032-(3-methyl-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzoyl)benzohydrazide; (R)-(3-(2-(3-borono-5-methylbenzoyl)-(2,2-dimethylpentan-3-yl)hydrazine-1-carbonyl)-5-methylphenyl)boronic acid; (R)\u2014N\u2032-(3,5-dimethylbenzoyl)-N\u2032-(2,2-dimethylhexan-3-yl)-2-methyl-3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzohydrazide; N\u2032-(2,5-dimethylbenzoyl)-N\u2032-(2,2-dimethylpentan-3-yl)-1-methyl-3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzohydrazide; N\u2032-(3,5-dimethylbenzoyl)-N\u2032-(2,2-dimethylpentan-3-yl)-1-hydroxy-1,3-dihydrobenzo[c][1,2]oxaborole-6-carbohydrazide; (S)\u2014N\u2032-benzoyl-N\u2032-(2,2-dimethylpentan-3-yl)-1-hydroxy-1,3-dihydrobenzo[c][1,2]oxaborole-6-carbohydrazide; N-(tert-butyl)-N\u2032-(1-hydroxy-1,3-dihydrobenzo[c][1,2]oxaborole-6-carbonyl)-2,6-dimethylisonicotinohydrazide; (R)\u2014N\u2032-benzoyl-N\u2032-2-dimethylpentan-3-yl)-7-fluoro-1-hydroxy-1,3-dihydrobenzo[c][1,2]oxaborole-6-carbohydrazide; N-(tert-butyl)-N\u2032-(7-fluoro-1-hydroxy-1,3-dihydrobenzo[c][1,2]oxaborole-6-carbonyl)-2,6-dimethylisonicotinohydrazide; N\u2032-(3,5-bis(methyl-d3)benzoyl)-N\u2032-(tert-buty)-4-fluoro-1-hydroxy-1,3-dihydrobenzo[c][1,2]oxaborole-5-carbohydrazide; N\u2032-(tert-butyl)-N\u2032-(3,5-dimethylbenzoyl)-2-hydroxy-9-methyl-2,3,4,5-tetrahydrobenzo[f][1,2]oxaborepine-8-carbohydrazide; N\u2032-(3-chloro-5-methylbenzoyl)-1-hydroxy-6-methyl-N\u2032-neopentyl-3,4-dihydro-1H-benzo[c][1,5,2]dioxaborepine-7-carbohydrazide; N\u2032(tert-butyl)-N\u2032-(3,5-dimethylbenzoyl)-1-hydroxy-6-methyl-3,4-dihydro-1H-benzo[c][1,5,2]dioxaborepine-7-carbohydrazide; N\u2032-(3,5-dimethylbenzoyl)-N\u2032-(2,3-dimethylbutan-2-yl)-1-hydroxy-6-methyl-3,4-dihydro-1H-benzo[c][1,5,2]dioxaborepine-7-carbohydrazide; (S)\u2014N\u2032-(3,5-bis(methyl-d3)benzoyl-N\u2032-(2,2-dimethylpentan-3-yl)-1-hydroxy-6-methyl-3,4-dihydro-1H-benzo[c][1,5,2]dioxaborepine-7-carbohydrazide; (R)\u2014N\u2032-(3,5-bis(methyl-d3)benzoyl)-N\u2032-(2,2-dimethylpentan-3-yl)-4-fluoro-1-hydroxy-1,3-dihydrobenzo[c][1,2]oxaborole-5-carbohydrazide; N\u2032-(3,5-dimethylbenzoyl)-N\u2032-(1-fluorobutan-2-yl)-2-methyl-3-(2-((tetrahydro-2H-pyran-2-yl)oxy)ethoxy)-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzohydrazide; (R)\u2014N\u2032-(3,5-methylbenzoyl)-N\u2032-(2,2-dimethylhexan-3-yl)-2-fluoro-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzohydrazide; (R)\u2014N\u2032-(3,5-dimethylbenzoyl)-N\u2032-(2,2-dimethylhexan-3-yl)-2,6-difluoro-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzohydrazide; (R)-(4-(2-(3,5-dimethylbenzoyl)-2-(2,2-dimethylpentan-3-yl)hydrazine-1-carbonyl)-2-hydroxy-3-methylphenyl)boronic acid; (R)\u2014N\u2032-(3,5-dimethylbenzoyl)-N\u2032-(2,2-dimethylpentan-3-yl)-2-fluoro-4-(methoxymethyl)-3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzohydrazide; (R)-(3-(2-(3,5-dimethylbenzoyl)-2-(2,2-dimethylpentan-3-yl)hydrazine-1-carbonyl)-6-(ethoxymethyl)-2-fluorophenyl)boronic acid; potassium (R)-(4-(2-(3,5-dimethylbenzoyl)-2-(2,2-dimethylhexan-3-yl)hydrazine-1-carbonyl)-3-fluorophenyl)trifluoroborate; (R)\u2014N\u2032-(3,5-dimethylbenzoyl)-N\u2032-(2,2-dimethylhexan-3-yl)-3-hydroxy-2-methyl-4-(3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)propyl)benzohydrazide; N\u2032-(tert-butyl)-N\u2032-(3,5-dimethylbenzoyl)-3-hydroxy-2-methyl-4-(3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)propyl)benzohydrazide; (R)-(3-(4-(2-(3,5-dimethylbenzoyl)-2-(2,2-dimethylhexan-3-yl)hydrazine-1-carbonyl)-2-hydroxy-3-methylphenyl)propyl)boronic acid; (3-(4-(2-(tert-butyl)-2-(3,5-dimethylbenzoyl)hydrazine-1-carbonyl)-2-hydroxy-3-methylphenyl)propyl)boronic acid; tert-butyl (2-(3-(2-(tert-butyl)-2-(3,5-dimethylbenzoyl)hydrazine-1-carbonyl)-2-hydroxy-3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenoxy)ethyl)carbamate; N\u2032-(tert-butyl)-N\u2032-(3,5-dimethylbenzoyl)-3-hydroxy-2-methyl-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzohydrazide; or wherein a host cell within said subject comprises a polynucleotide encoding a gene switch that comprises a ligand binding domain that binds said compound.

Metadata:
- Claim Count in Document: 65.0
- Percentile: 90.0
- Lexical Diversity: 1.57971
- Patent Class: 548.0
- Transitional Phrase Type: open
- Component Type: 1
- Foreign Priority: False
- Related Applications: ['14855646', '14805837', '15354239', '14212526', '10775883']

Analysis Scores:
- 35 USC 101 Eligibility (BERT): 0.7639982085908602
- 35 USC 102 Novelty (BERT): 0.6757919263193923
- Combined Prediction Score: 0.7551775803637134
- Mean Citation Score: 527.6125400000002
- Max Citation Score: 798.55835
- Similarity Product: 635.4051315461278

Labels:
- Claim Label 101: 1
- Claim Label 102: 1
- Claim Label 103: 1
- Claim Label 112: 0
- Combined Label: 1
- Label 101 Adjusted: 1

Dataset: test