PATENT CLAIM ANALYSIS

Application Number: 15860741
Application Type: Utility
Filing Date: 2018-01
Publication Date: 2018-07
Patent Classification: ["435", "072000"]

Abstract:
This invention relates to generally inhibiting histone deacetylase (“HDAC”) enzymes (e.g., HDAC1, HDAC2, and HDAC3).

Claim (Index 90):
A method of Friedreich's ataxia in a subject in need thereof, comprising administering to the subject an effective amount of a compound having a structure of formula (I): wherein:\n Ar\u2032/Het\u2032 is:\n (i) phenyl, pyridyl, or pyrimidinyl, each of which is optionally substituted with from 1-3 R p ; provided that the point of connection on said phenyl, pyridyl, or pyrimidinyl to U and the point of connection on said phenyl, pyridyl, or pyrimidinyl to the amide carbonyl do not result in 1,2-relation to one another on said phenyl, pyridyl, or pyrimidinyl; wherein R p  at each occurrence is, independently, selected from H, F, chloro, CH 3 , CF 3 , OCH 3 , OCF 3 , and OCHF 2 ; \n (ii) a 5-membered heteroaryl selected from pyrazolyl, pyrrolyl, thiazolyl, thienyl, furanyl, imidazolyl, oxazolyl, oxadiazolyl, thiadiazolyl, isoxazolyl, and isothiazolyl, each of which is optionally substituted with from 1-3 R p ; provided that the point of connection on said 5-membered heteroaryl to U and the point of connection on said 5-membered heteroaryl to the amide carbonyl do not result in 1,2-relation to one another on said 5-membered heteroaryl; \n (iii) a 8-, 9- or 10-membered bicyclic heteroaryl selected from benzothienyl, benzofuranyl, benzothioazolyl, benzoxazolyl, indolyl, isoindolonyl, indolizinyl, pyrrolopyrimidinyl, pyrazolopyridinyl, imidazopyridinyl, imidazopyridazinyl, triazolopyridinyl, imidazothiazolyl, imidazooxazolyl, quinolinyl, and naphthyridinyl; each of which is optionally substituted with from 1-3 R p ; \n \n R 1  is:\n (i) hydrogen; or \n (ii) C6-C10 aryl, which is optionally substituted with from 1-3 R q ; or \n (iii) monocyclic or bicyclic heteroaryl having from 5-10 ring atoms, which is optionally substituted with from 1-3 R q ; wherein from 1-4 of the ring atoms is/are independently selected from O, N, N\u2014H, N\u2014R q , and S; or \n (iv) heterocyclyl having from 4-10 ring atoms, which is optionally substituted with from 1-3 R q ; wherein from 1-4 of the ring atoms is/are independently selected from O, N, N\u2014H, N\u2014R q\u2032  and S; and \n each occurrence of R q  is independently selected from the group consisting of halogen; C1-C6 alkyl; fluoro(C1-C6 alkyl); hydroxyl; hydroxy(C1-C4 alkyl); C1-C6 alkoxy; fluoro(C1-C6 alkoxy); (C1-C6 alkyl)C(O)\u2014; (C1-C6 alkyl)NH\u2014; (C1-C6 alkyl) 2 N\u2014; \u2014N*(R q\u2032 ) 2 , wherein R q\u2032 \u2014N*\u2014R q\u2032  together form a saturated ring having 5 or 6 ring atoms, wherein 1 or 2 ring atoms in addition to the N* ring atom is/are optionally a heteroatom independently selected from NH, N(C1-C6 alkyl), O, and S; formyl; formyl(C1-C4 alkyl); cyano; cyano(C1-C4 alkyl); benzyl; benzyloxy; heterocyclyl-(C0-C6 alkyl), wherein the heterocyclyl portion includes 5 or 6 ring atoms, in which 1 or 2 of the ring atoms is/are independently selected from NH, N(C1-C6 alkyl), O, and S; phenyl or heteroaryl having from 5-6 ring atoms, wherein from 1-4 of the ring atoms is/are independently selected from O, N, N\u2014H, N\u2014R q\u2033 , and S, wherein the phenyl or heteroaryl are each optionally substituted with from 1-3 R q\u2033 ; SO 2 \u2014(C1-C6 alkyl); SO\u2014(C1-C6 alkyl); and nitro; \n each occurrence of R q\u2033  is independently selected from the group consisting of halogen; C1-C6 alkyl; fluoro(C1-C6 alkyl); hydroxyl; hydroxy(C1-C4 alkyl); C1-C6 alkoxy; fluoro(C1-C6 alkoxy); (C1-C6 alkyl)C(O)\u2014; (C1-C6 alkyl)NH\u2014; (C1-C6 alkyl) 2 N\u2014; formyl; formyl(C1-C4 alkyl); cyano; cyano(C1-C4 alkyl); benzyl; benzyloxy; heterocyclyl-(C0-C6 alkyl), wherein the heterocyclyl portion includes 5 or 6 ring atoms, in which 1 or 2 of the ring atoms is/are independently selected from NH, N(C1-C6 alkyl), O, and S; phenyl or heteroaryl having from 5-6 ring atoms, wherein from 1-4 of the ring atoms is/are independently selected from O, N, N\u2014H, N\u2014(C1-C6 alkyl), and S; SO 2 \u2014(C1-C6 alkyl); SO\u2014(C1-C6 alkyl); and nitro; \n \n U is:\n (i) \u2550CR r , wherein the carbon atom in \u2550CR r  is doubly bonded to a ring atom of Cy, thereby forming an exocyclic double bond; or \n (ii) \u2014U\u2032\u2014C(R s ) 2 \u2014 or \u2014C(R s ) 2 \u2014U\u2032\u2014; \n \n wherein:\n R r  is hydrogen, F, C1-C6 alkyl, fluoro(C1-C6 alkyl), C3-C6 cycloalkyl, C1-C6 alkoxy, C1-C6 fluoroalkoxy, or cyano; \n each occurrence of R s  is independently selected from H, F, OH, C1-C6 alkyl, C3-C6 cycloalkyl, NH 2 , OCO\u2014(C1-C6 alkyl), OCO\u2014(C3-C6 cycloalkyl), C1-C6 alkoxy, C1-C6 fluoroalkoxy, and cyano; or \n R s \u2014C\u2014R s  together form C3-C6 cycloalkyl or heterocyclyl having 3-6 ring atoms, in which one of the heterocyclyl ring atoms is selected from O; S(O) m , wherein m is 0-2; and NR u ; \n each occurrence of R u  is independently selected from H, C1-C6 alkyl, C(\u2550O)H, C(\u2550O)R v , C(\u2550O)O(C1-C6 alkyl), C(\u2550O)N(R w ) 2 , and SO 2 \u2014R v , wherein R v  is selected from C1-C6 alkyl, CH 2 -(heteroaryl having 5-10 ring atoms), CH 2 \u2014(C6-C10 aryl), and C6-C10 aryl; and each occurrence of R w  is independently selected from H, C1-C6 alkyl, CH 2 -(heteroaryl having 5-10 ring atoms), CH 2 \u2014(C6-C10 aryl), and C6-C10 aryl wherein the aryl and heteroaryl portion in R v  and R w  can be optionally substituted with one or more groups independently selected from F, C1-C6 alkyl, fluoro(C1-C6 alkyl), C3-C6 cycloalkyl, C1-C6 alkoxy, C1-C6 fluoroalkoxy, and cyano; \n U\u2032 is a bond; O; NR u ; or S(O) m , wherein m is 0-2; CH 2 ; or U\u2033\u2014CH 2 \u2014; wherein U\u2033 is O; NR u ; or S(O) m , wherein m is 0-2; \n Cy is C4-C10 cycloalkyl or saturated heterocyclyl having 4-10 ring atoms, wherein from 1-3 heteroatoms are independently selected from N\u2014H, NR x\u2032 , and S(O) m ; m is 0-2; R x\u2032  is defined as R q\u2033 ; and Cy is optionally substituted with from 1-3 R x ; and each occurrence of R x  is independently selected from F, OH, C1-C6 alkyl, fluoro(C1-C6 alkyl), C3-C6 cycloalkyl, C1-C6 alkoxy, C1-C6 fluoroalkoxy, and cyano; and wherein when the heterocyclyl contains a secondary amine as part of its structure, then: \n (i) V is linked through the nitrogen of the secondary amine portion of the heterocyclyl; and \n (ii) U is linked to Cy via a Cy ring carbon atom; wherein the bond between U and the Cy ring carbon is a single or double bond; and \n (iii) the Cy ring carbon atom that is attached to U is not adjacent to Cy ring nitrogen atom that is attached to V; \n V is:\n (i) \u2014V\u2032\u2014C(R y ) 2 \u2014 or \u2014C(R y ) 2 \u2014V\u2032\u2014; or \n (ii) O, NR z , or S(O) m , wherein m is 0-2; or \n (iii) \u2014CH\u2550CH\u2014, C\u2550O, C(R y ) 2 \u2014C(\u2550O), C(\u2550O)\u2014C(R y ) 2 \u2014, \u2014SO 2 NR z , NR z SO 2 , C(\u2550O)NR z , or NR z C(\u2550O); wherein: \n \n each occurrence of R y  is independently selected from H, F, OH, C1-C6 alkyl, C3-C6 cycloalkyl, NH 2 , OCO\u2014(C1-C6 alkyl), OCO\u2014(C3-C6 cycloalkyl), C1-C6 alkoxy, C1-C6 fluoroalkoxy, and cyano; or \n R y \u2014C\u2014R y  together form C3-C6 cycloalkyl or heterocyclyl having 3-6 ring atoms, in which one of the heterocyclyl ring atoms is selected from O, S(O) m , and NR aa , and m is 0-2; \n each occurrence of R z  and R aa  is independently selected from H, C1-C6 alkyl, C(\u2550O)H, C(\u2550O)R v , C(\u2550O)O(C1-C6 alkyl), C(\u2550O)N(R w ) 2 , and SO 2 \u2014R v , wherein R v  is selected from C1-C6 alkyl, CH 2 -(heteroaryl having 5-10 ring atoms), CH 2 \u2014(C6-C10 aryl), and C6-C10 aryl; and each occurrence of R w  is independently selected from H, C1-C6 alkyl, CH 2 -(heteroaryl having 5-10 ring atoms), CH 2 \u2014(C6-C10 aryl), and C6-C10 aryl; \n V\u2032 is a bond; 0; NR u ; S(O) m ; \u2014C(O)\u2014O\u2014(CR y 2 ) 0-2 \u2014, \u2014(CR y 2 ) 0-2 \u2014O\u2014C(O)\u2014, C(R y ) 2 , C(R y ) 2 \u2014C(R y ) 2 ; \u2014(R y ) 2 \u2014V\u2033; or V\u2033\u2014C(R y ) 2 \u2014; wherein V\u2033 is O; NR z ; or S(O) m , and m is 0-2; wherein R u  is independently selected from H, C1-C6 alkyl, C(\u2550O)H, C(\u2550O)R v , C(\u2550O)O(C1-C6 alkyl), C(\u2550O)N(R w ) 2  and SO 2 \u2014R v , wherein R v  is selected from C1-C6 alkyl, CH 2 -(heteroaryl having 5-10 ring atoms), CH 2 \u2014(C6-Cl0 aryl), and C6-C10 aryl, and each occurrence of R y  is independently selected from H, F, OH, C1-C6 alkyl, C3-C6 cycloalkyl, NH 2 , OCO\u2014(C1-C6 alkyl), OCO\u2014(C3-C6 cycloalkyl), C1-C6 alkoxy, C1-C6 fluoroalkoxy, and cyano; \n R 2  is selected from H, F, Cl, CF 3 , CF 2 CF 3 , CH 2 CF 3 , OCF 3 , OCHF 2 , phenyl; phenyl substituted with from 1-3 substituents independently selected from F, OH, C1-C6 alkyl, fluoro(C1-C6 alkyl), C3-C6 cycloalkyl, NH 2 , C1-C6 alkoxy, C1-C6 fluoroalkoxy, and cyano; thienyl; thiazolyl; and pyrazol-1-yl; and \n R 3  is H, F, or Cl, \n or a pharmaceutically acceptable salt thereof.

Metadata:
- Claim Count in Document: 2.0
- Percentile: 86.0
- Lexical Diversity: 1.19048
- Patent Class: 435.0
- Transitional Phrase Type: open
- Component Type: 1
- Foreign Priority: False
- Related Applications: ['13843261', '15346877', '13823708', '14598583', '14773472']

Analysis Scores:
- 35 USC 101 Eligibility (BERT): 0.6386496169057357
- 35 USC 102 Novelty (BERT): 0.5814076777459601
- Combined Prediction Score: 0.6329254229897582
- Mean Citation Score: 459.948696
- Max Citation Score: 513.3397
- Similarity Product: 399.7522775239289

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