PATENT CLAIM ANALYSIS

Application Number: 16068559
Application Type: Utility
Filing Date: 2018-07
Publication Date: 2019-01
Patent Classification: ["544", "331000"]

Abstract:
The present invention provides compounds of Formula (I) or a subgeneric structure or species thereof or a pharmaceutically acceptable salt, ester, solvate, and/or prodrug thereof and methods and compositions for treating or ameliorating abnormal cell proliferative disorders, such as cancer, wherein A, R 2 , R 3 , R 10 , E 1 , E 2 , E 3 , Y, and Z are as defined herein.

Claim (Index 1):
A compound of the formula (I) or a stereoisomer or a pharmaceutically acceptable salt, solvate, ester, or prodrug thereof; wherein,\n A is \n each of a, b, c, d, e, f, g, h, i and j are independently either (formal) double bonds or (formal) single bonds, and none of X 1 , X 2 , X 3 , X 4 , X 5 , X 6 , X 7 , X 8 , X 9 , X 10 , X 11 , and X 12  has two (formal) double bonds attached thereto; each of X 1 , X 2 , X 3 , X 6 , X 7 , X 8 , X 9 , X 10 , X 11 , and X 12  is optionally substituted and is independently C or a heteroatom selected from the group consisting of N, S, and O; and the optional substituent is selected from the group consisting of \u2550O (oxo), \u2550S, \u2550NR 13 , (\u2550O) 2 , (O)(NR 13 ), R 4 , and R 13 ; or alternatively, each of X 1 , X 2 , X 3 , X 6 , X 7 , X 8 , X 9 , X 10 , X 11 , and X 12  is selected from the group consisting of: C, CH, CR 4 , C(R 4 ) 2 , CR 13 , CH 2 , C\u2550O, C\u2550S, C\u2550NR 13 , N, NR 4 , NR 13 , N(O), S, S(O), S(O) 2 , S(\u2550O)(\u2550NR 13 ), S(\u2550NR 13 ) 2 , and O; in A 1 , A 2 , A 3 , A 4a , and A 4b , each of X 4  and X 5  is independently C or N; at least four of X 1 , X 2 , X 3 , X 4 , X 5 , X 6 , X 7 , X 8 , X 9 , X 10 , X 11 , and X 12  are C, CR 4 , or C(R 4 ) 2 ; in A 1 , A 2 , A 3  and A 5 , X 1  is C, CH or N; in A 4a , X 9  is C, CH or N; in A 4b , X 8  is C, CH or N; in A 4a  and A 4b , X 1  is N, NR 13 , C(R 4 ) 2 , C(O), S(O) x , S(\u2550O)(\u2550NR 13 ), S(\u2550NR 13 ) 2 , or CR 4 ; in A 1 , A 2 , A 3 , A 4a , and A 4b , X 2  is N, NR 13 , C(R 4 ) 2 , S(O) x , S(\u2550O)(\u2550NR 13 ), S(\u2550NR 13 ) 2 , C(O), or CR 4 ; in A 1 , A 2 , A 3 , A 4a , and A 4b , X 3  is N, NR 13 , C(R 4 ) 2 , C(O), S(O) x , S(\u2550O)(\u2550NR 13 ), S(\u2550NR 13 ) 2 , or CR 4 ; in A 5 , at least three of X 2 , X 3 , X 4 , X 5  and X 6  are C, C\u2550O, CR 4 , or C(R 4 ) 2 ; E 1  and E 2  are independently C\u2014R 1  or N with the proviso that E 1  and E 2  are not both N; E 3  and Z are independently CH or N; Y is R 1  is independently selected from hydrogen, fluoro, chloro, bromo, methyl, ethyl, hydroxyl, methoxy, ethoxy, isopropxy, \u2014OCF 3 , \u2014OCH 2 CF 3 , \u2014OCH 2 CHF 2 , ethenyl, ethynyl, CF 3 , CHF 2 , CHO, CH 2 OH, CONH 2 , CO 2 Me, CONHMe, CONMe 2 , and cyano; R 2  is R 10 , \u2014OCF 3 , \u2014OCHF 2 , \u2014OCF 2 CF 3 , \u2014OCH 2 CHF 2 , \u2014OCH 2 CF 3 , cyclopropyl, cyclopropoxy, methoxy, ethoxy, or isopropoxy; R 3  is C 2-6  alkenyl-R 7 , C 2-6  alkynyl-R 7 , N(R 10 )C 2-6  alkyl-NR 10 R 10 , N(R 10 )C 2-6  alkyl-R 7 , O(CH 2 ) p R 7 , N(R 10 )C(\u2550O)(CH 2 ) p R 7 , C(R 5 )\u2550C(R 5 )(CH 2 ) p R 7 , or R 7 ; each R 4  is independently H, cyano, nitro, halo, \u2014C 1-6  alkyl, \u2014C 1-6  haloalkyl, C 1-6  acyl-C 1-6 alkyl-, R 7 \u2014(CH 2 ) p C(\u2550O)\u2014C 1-6  alkyl-, carboxy-C 1-6  alkyl-, C 1-6  alkyloxycarbonyl-C 1-6  alkyl-, R 7 \u2014(CH 2 ) p O\u2014C(\u2550O)\u2014C 1-6  alkyl-, R 8 R 9 N\u2014C(\u2550O)C 1-6  alkyl-, R 7 \u2014C 2  alkyl-N(R 10 )\u2014C(\u2550O)C 1-6  alkyl-, \u2014C 1-6  hydroxyalkyl, C 1-6  alkoxy-C 1-6  alkyl-, R 7 (CH 2 ) p OC 1-6  alkyl-, C 1-6  acyloxy-C 1-6  alkyl-, R 7 \u2014(CH 2 ) p C(\u2550O)O\u2014C 1-6  alkyl-, C 1-6  alkoxy-C(\u2550O)O\u2014C 1-6  alkyl-, R 7 (CH 2 ) p O\u2014C(\u2550O)\u2014OC 1-6  alkyl-, R 8 R 9 N\u2014C(\u2550O)OC 1-6  alkyl-, C 1-6  alkyl-N(R 10 )C(\u2550O)O\u2014C 1-6  alkyl-, R 7 (CH 2 ) p N(R 10 )\u2014C(\u2550O)O\u2014C 1-6  alkyl-, R 8 R 9 N\u2014C 1-6  alkyl-, R 13 R 13 N\u2014C 1-6  alkyl-, R 7 \u2014C 1-6  alkyl-, C 1-6  acylN(R 10 )\u2014C 1-6  alkyl-, R 7 \u2014C 1-6 acylN(R 10 )\u2014C 1-6  alkyl-, R 7 \u2014(CH 2 ) p C(\u2550O)(N(R 10 )\u2014C 1-6  alkyl-, R 7 \u2014C 0-6  alkylC(\u2550O)N(R 10 )\u2014C 1-6  alkyl-, C 1-6  alkoxy-C(\u2550O)N(R 10 )\u2014C 1-6  alkyl-, R 7 \u2014(CH 2 ) p C(\u2550O)N(R 10 )C 1-6  alkyl-, R 8 R 9 NC(\u2550O)N(R 10 )C 1-6  alkyl-, R 10 SO 2 \u2014N(R 10 )\u2014C 1-6  alkyl-, R 7 \u2014SO 2 \u2014N(R 10 )\u2014C 1-6  alkyl-, C 1-6  alkylS(O)\u2014C 1-6  alkyl-, R 7 \u2014(CH 2 ) p S(O) x C 1-6  alkyl-, R 7 SO 2 C 1-6  alkyl-, C 1-6  alkylS(\u2550O)(\u2550NR 13 )\u2014C 1-6  alkyl-, C 1-6  haloalkyl S(\u2550NR 13 )\u2014C 1-6  alkyl-, C 1-6  alkylS(\u2550NR 13 )(\u2550NR 13 )\u2014C 1-6  alkyl-, C 1-6  haloalkyl S(\u2550NR 13 )(\u2550NR 13 )\u2014C 1-6  alkyl-, R 7 S(\u2550O)(\u2550NR 13 )C 1-6  alkyl-, R 7 S(\u2550NR 13 )(\u2550NR 13 )\u2014C 1-6  alkyl-, \u2014C 2-6  alkenyl, \u2014C 2-4  haloalkenyl, R 7 \u2014C 3-6  alkenyl-, C 1-6  alkoxy-C 3-6  alkenyl-, \u2014C 2-6  alkynyl, \u2014C 2-6  haloalkynyl, R 7 \u2014C 2-6  alkynyl-, C 2-6  alkynyl-, C 1-6 acyl-, R 7 \u2014(CH 2 ) p C(\u2550O)\u2014, R 7 \u2014C 1-6  alkyl-C(\u2550O)\u2014, C 1-6  hydroxyalkyl-C(\u2550O)\u2014, C 1-6  alkoxy-C 1-6  alkyl-C(\u2550O)\u2014, C 1-6  alkylS(O)\u2014C 1-6  alkyl-C(\u2550O)\u2014, carboxy, \u2014C 1-6  alkoxycarbonyl, R 7 \u2014(CH 2 ) p oxycarbonyl-, \u2014C(\u2550O)NR 8 R 9 , R 7 \u2014(CH 2 ) p \u2014N(R 10 )\u2014C(\u2550O)\u2014, hydroxyl, \u2014C 1-6  alkoxy, \u2014C 1-6  haloalkoxy, C 1-6  alkyl-N(R 10 ) p C(\u2550O)\u2014C 1-6  alkoxy-, R 7 (CH 2 ) p O\u2014, R 7 (CH 2 ) p C(\u2550O)OC 2-6  alkoxy-, R 7 (CH 2 ) p N(R 10 )\u2014C(\u2550O)O\u2014C 2-6  alkoxy-, R 8 R 9 N\u2014C(\u2550O)OC 2-6  alkoxy-, C 1-6  alkoxy-C(\u2550O)N(R 10 )\u2014C 2-6  alkoxy-, R 7 \u2014(CH 2 ) p C(\u2550O)N(R 10 )C 1-3  alkoxy-, R 8 R 9 NC(\u2550O)N(R 10 )C 1-6  alkoxy-, C 1-6  alkoxycarbonylC 1-6  alkoxy-, R 7 (CH 2 ) p OC(\u2550O)C 1-6  alkoxy-, C 1-6 acyloxy, R 7 \u2014(CH 2 ) p C(\u2550O)O\u2014, \u2014NR 8 R 9 , \u2014NR 13 R 13 , R 8 R 9 N\u2014C 2-6 alkyl-N(R 10 )\u2014, R 7 \u2014C 2-6 alkyl-N(R 10 )\u2014, C 1-6 acyl-N(R 10 )\u2014, C 1-6  alkoxycarbonyl-N(R 10 )\u2014, R 8 R 7  N\u2014C(\u2550O)\u2014N(R 10 )\u2014, R 7 \u2014C 1-6 acyl-N(R 10 )\u2014, C 1-6  alkylS(O) 2 \u2014N(R 10 )\u2014, R 10 S(O) 2 \u2014N(R 10 )\u2014, C 1-6  haloalkylS(O) 2 \u2014N(R 10 )\u2014, R 7 SO 2 \u2014N(R 10 )\u2014, thio, C 1-6  alkylS(O) x \u2014, C 1-6  haloalkylS(O) x \u2014, R 7 \u2014(CH 2 ) p S(O) 2 \u2014, R 7 SO 2 \u2014, C 1-6  alkyl-S(\u2550O)(\u2550NR 13 )\u2014, C 1-6 haloalkyl-S(\u2550O)(\u2550NR 13 )\u2014, C 1-6  alkylS(\u2550NR 13 )(\u2550NR 13 )\u2014, C 1-4  haloalkyl-S(\u2550NR 13 )(\u2550NR 13 )\u2014, R 7 S(\u2550O)(\u2550NR 13 )\u2014, R 7 S(\u2550NR 13 )(\u2550NR 13 )\u2014, C 6-12  aryl, C 6 -C 12  aryl-C 1 -C 6 alkyl-, 5-12 membered heteroaryl, 5-12 membered heteroaryl-C 1 -C 6 alkyl-, C 3-8  cycloalkyl-, C 3-8  cycloalkyl-C 1 -C 6  alkyl-, C 3-8  cycloalkenyl-, C 3-8  cycloalkenyl-C 1 -C 6  alkyl-, 4-12 membered monocyclic or bicyclic heterocyclyl-, or 4-12 membered monocyclic or bicyclic heterocyclyl-C 1 -C 6  alkyl-; in R 3 , R 5  is H, F, CF 3 , CHF 2 , or C 1 -C 6  alkyl; in Y 1  and Y 2 , R 5a  is H, F, Cl, CF 3 , CHF 2 , CF 2 C 1-6  alkyl, CF 2 CH 2 NR 8 R 9 , CH 2 NR 8 R 9 , CN, or C 1-6  alkyl; in Y 1  and Y 2 , R 6e  is R 10 , H, F, aryl, heteroaryl, cycloalkyl, heterocycloalkyl, (CH 2 ) m CHR 10 R 10 , CF 2 (CH 2 ) m CHR 10 R 7 , or C(R 10 ) 2 R 7 ; in Y 4  and Y 5 , R 6t  is C 1-6  alkyl, C 3-6  cycloalkyl, aryl, heteroaryl, heterocycloalkyl, (CH 2 ) m CHR 10 R 7 , C(R 10 ) 2 R 7 ; in Y 1  and Y 2 , R 6z  is H, F, Cl, CF 3 , CHF 2 , CF 2 C 1-6  alkyl or C 1-6  alkyl; or alternatively in Y 1  and Y 2 , R 6e  and R 6z , taken together, form R 6e R 6z C\u2550; or alternatively in Y 1  and Y 2 , R 6e  and R 6z , taken together with the sp 2  carbon atom to which both are attached, form an alicyclic ring of 4 to 7 members wherein one of the ring atoms are optionally replaced by NR, O, S(O) x , S(\u2550O)(\u2550NR 8 ), P\u2550O, P(\u2550O)(OR 8 ), OP(\u2550O)(OR 8 )O, and the alicyclic ring is optionally substituted with one or more substituents selected from the group consisting of halogen, oxo, OH, OR 8 , and NR 8 R 9 ; R 7  is OH, NR 8 R 9 , O(CH 2 ) q NR 8 R 9 , C 1-6  alkoxy, C 1-6  alkoxy-C 1-6  alkoxy, C 2-6  hydroxyalkoxy, oxetanyl, oxetanyloxy, oxetanylamino, oxolanyl, oxolanyloxy, oxolanylamino, oxanyl oxanyloxy, oxanylamino, oxepanyl, oxepanyloxy, oxepanylamino, azetidinyl, azetidinyloxy, azetidylamino, pyrrolidinyl, pyrolidinyloxy, pyrrolidinylamino, piperidinyl, piperidinyloxy, piperidinylamino, azepanyl, azepanyloxy, azepanylamino, dioxolanyl, dioxanyl, morpholino, thiomorpholino, thiomorpholino-S,S-dioxide, piperazino, dioxepanyl, dioxepanyloxy, dioxepanylamino, oxazepanyl, oxazepanyloxy, oxazepanylamino, diazepanyl, diazepanyloxy, diazepanylamino, (3R)-3-(dimethylamino)pyrrolidin-1-yl, (3S)-3-(dimethylamino)pyrrolidin-1-yl, 3-(dimethylamino)azetidin-1-yl, [2-(dimethylamino)ethyl](methyl)amino, [2-(methylamino)ethyl](methyl)amino, 5-methyl-2,5diazaspiro[3.4]oct-2-yl, (3aR,6aR)-5-methylhexa-hydro-pyrrolo[3,4-b]pyrrol-1(2H)-yl, I-methyl-1,2,3,6-tetrahydropyridin-4-yl, 4-methylpiperizin-1-yl, 4-[2(dimethylamino)-2-oxoethyl]piperazin-1-yl, methyl[2-(4-methylpiperazin-1yl)ethyl]amino, methyl[2-(morpholin-4-yl)ethyl]amino, 1-amino-1,2,3,6tetrahydropyridin-4-yl, 4-[(2S)-2-aminopropanoyl]piperazin-1-yl, all of which may be optionally substituted with OH, OR 10 , oxo, halogen, R 10 , CH 2 OR 10 , or CH 2 NR 8 R 9 ; R 8  and R 9  are independently H, \u2014CD 3 , C 1-6  alkyl, C 3-6  haloalkyl, C 3-6  alkenyl, C 3-6  haloalkenyl, C 3-6  alkynyl, C 3 -C 6  haloalkynyl, C 3-8  cycloalkyl, C 3-8  cycloalkyl-C 1 -C 6  alkyl-, C 3-8  halocycloalkyl, C 3-8  halocycloalkyl-C 1 -C 6 alkyl-, C 3-8  cycloalkenyl, C 3-8  cycloalkenyl-C 1 -C 6  alkyl-, C 3-8  halocycloalkenyl, C 3-8  halocycloalkenyl-C 1 -C 6 alkyl-, C 1 -C 6  acyl, C 1 -C 6  acyl-C 1 -C 6  alkyl-, 4-12 membered monocyclic or bicyclic heterocyclyl, 4-12 membered monocyclic or bicyclic heterocyclyl-C 1 -C 6  alkyl-, C 6 -C 12  aryl, C 6 -C 12  aryl-C 1 -C 6  alkyl-, 5-12 membered heteroaryl, or 5-12 membered heteroaryl-C 1 -C 6 alkyl-; and R 8  and R 9  may be further independently substituted with up to three substituents chosen from hydroxyl, C 1-6  alkoxy, C 1-6  hydroxyalkyl, C 1-6  alkoxy-C 1-6  alkyl, C 1-6  alkoxy-C 1-6  alkoxy, C 2-6  hydroxyalkoxy, oxo, thiono, cyano or halo; or alternatively, R 8  and R 9 , taken together with the N atom to which they are both attached, form a heterocyclic ring of 4-7 members, containing up to one other heteroatom chosen from O, S, or NR 11 , and the heterocyclic ring is optionally substituted with up to three substituents chosen from hydroxyl, C 1-6  alkoxy, C 1-6  hydroxyalkyl, C 1-6  alkoxy-C 1-6  alkyl, C 1-6  alkoxy-C 1-6  alkoxy, C 2-6  hydroxyalkoxy, oxo, thiono, cyano or halo; each R 10  is independently H, \u2014CD 3 , C 1-6  alkyl, C 3-6  cycloalkyl, C 2-6  hydroxyalkyl, C 1-6  alkoxy-C 1-6  alkyl or C 2-6  alkyl-NR 8 R 9 ; each R 11  is independently hydrogen, C 1 -C 6  alkyl, C 3 -C 6  alkenyl, C 3 -C 6  alkynyl, C 1 -C 6  cycloalkyl, C 6 -C 12  aryl, 4-12 membered heterocyclyl, or 5-12 membered heteroaryl; or alternatively, two R 11 , taken together with the heteroatom(s) attached thereto, form a 5-8 membered heterocyclyl ring, which is optionally substituted with up to three substituents selected from hydroxyl, C 1-6  alkoxy, C 1-6  hydroxyalkyl, C 1-6  alkoxy-C 1-6  alkyl, C 1-6  alkoxy-C 1-6  alkoxy, C 2-6  hydroxyalkoxy, oxo, thiono, cyano and halo; each R 13  is independently H, \u2014CD 3 , cyano, \u2014C 1-6  alkyl, \u2014C 1-6  haloalkyl, C 1-6  acyl-C 1-6  alkyl-, R 7 \u2014(CH 2 ) p C(\u2550O)\u2014C 1-6  alkyl-, carboxy-C 1-6  alkyl-, C 1-6  alkyloxycarbonyl-C 1-6  alkyl-, R 7 \u2014(CH 2 ) p O\u2014C(\u2550O)\u2014C 1-6  alkyl-, R 8 R 9 N\u2014C(\u2550O)C 1-6  alkyl-, R 7 \u2014C 2-6  alkyl-N(R 10 )\u2014C(\u2550O)C 1-6  alkyl-, \u2014C 2-6  hydroxyalkyl, C 1-6  alkoxy-C 2-6  alkyl-, R 7 (CH 2 ) p OC 2-6  alkyl-, C 1-6  acyloxy-C 2-6  alkyl-, R 7 \u2014(CH 2 ) p C(\u2550O)O\u2014C 2-6  alkyl-, C 2-6  alkoxy-C(\u2550O)O\u2014C 2-6  alkyl-, R 7 (CH 2 ) p O\u2014C(\u2550O)\u2014OC 2-6  alkyl-, R 8 R 9 N\u2014C(\u2550O) p C 2-6  alkyl-, C 1-6  alkyl-N(R 10 )C(\u2550O)O\u2014C 2-6  alkyl-, R 7 (CH 2 ) p N(R 10 )\u2014C(\u2550O)O\u2014C 2-6  alkyl-, R 8 R 9 N\u2014C 2-6  alkyl-, R 7 \u2014C 2-6  alkyl-, C 1-6  acylN(R 10 )\u2014C 2-6  alkyl-, R 7 \u2014C 1-6  acylN(R 10 )\u2014C 2-6  alkyl-, R 7 \u2014(CH 2 ) p C(\u2550O)N(R 10 )\u2014C 2-6  alkyl-, R 7 \u2014C 1-6  alkylC(\u2550O)N(R 10 )\u2014C 2-6  alkyl-, C 1-6  alkoxy-C(\u2550O)N(R 10 )\u2014C 2-6  alkyl-, R 7 \u2014(CH 2 ) p C(\u2550O)N(R 10 )C 2-6  alkyl-, R 8 R 9 NC(\u2550O)N(R 10 )C 2-6  alkyl-, R 10 SO 2 \u2014N(R 10 )\u2014C 2-6  alkyl-, R 7 \u2014SO 2 \u2014N(R 10 )\u2014C 2-6  alkyl-, C 1-6  alkylS(O) x \u2014C 2-6  alkyl-, R 7 \u2014(CH 2 ) p S(O) x C 2-6  alkyl-, R 7 SO 2 C 2-6  alkyl-, C 1-6  alkylS(\u2550O)(\u2550NR 10 )\u2014C 2-6  alkyl-, C 1-6  haloalkyl S(\u2550O)(\u2550N R 10 )\u2014C 2-6  alkyl-, C 1-6  alkylS(\u2550N R 10 )(\u2550N R 10 )\u2014C 2-6  alkyl-, C 1-6 haloalkyl S(\u2550N R 10 )(\u2550N R 10 )\u2014C 2-6  alkyl-, R 7 S(\u2550O)(\u2550N R 10 )C 2-6  alkyl-, R 7 S(\u2550NR 13 )(\u2550NR 13 )\u2014C 2-6  alkyl-, \u2014C 3-6  alkenyl, \u2014C 3-6  haloalkenyl, R 7 \u2014C 4-6  alkenyl-, C 1-6  alkoxy-C 4-6  alkenyl-, \u2014C 2-6  alkynyl, \u2014C 2-6  haloalkynyl, R 7 \u2014C 2  alkynyl-, C 2-6  alkynyl-, C 1-6  acyl-, R 7 \u2014(CH 2 ) p C(\u2550O)\u2014, R 7 \u2014C 1-6  alkyl-C(\u2550O)\u2014, C 1-6  hydroxyalkyl-C(\u2550O)\u2014, C 1-6  alkoxy-C 1-6  alkyl-C(\u2550O)\u2014, C 1-6  alkylS(O) x \u2014C 1-6  alkyl-C(\u2550O)\u2014, \u2014C 1-6  alkoxycarbonyl, R 7 \u2014(CH 2 ) p oxycarbonyl-, \u2014C(\u2550O)NR 8 R 9 , R 7 \u2014(CH 2 ) p \u2014N(R 10 )\u2014C(\u2550O)\u2014, hydroxyl, \u2014C 1-6  alkoxy, \u2014C 1-6  haloalkoxy, C 1-6  alkyl-N(R 10 )C(\u2550O)\u2014C 1-6  alkoxy-, R 7 (CH 2 ) p O\u2014, R 7 (CH 2 ) p C(\u2550O)OC 2-6  alkoxy-, R 7 \u2014(CH 2 ) p N(R 10 )\u2014C(\u2550O)O\u2014C 2  alkoxy-, R 8 R 9 N\u2014C(\u2550O)OC 2-6  alkoxy-, C 1-6  alkoxy-C(\u2550O)N(R 10 )\u2014C 2-6  alkoxy-, R 7 \u2014(CH 2 ) p C(\u2550O)N(R 10 )C 2-6  alkoxy-, R 8 R 9 NC(\u2550O)N(R 10 )C 2-6  alkoxy-, C 1-6  alkoxycarbonylC 1-6  alkoxy-, R 7 (CH 2 ) p C(\u2550O)C 1-6  alkoxy-, \u2014C 1-6  acyloxy, R 7 \u2014(CH 2 ) p C(\u2550O)O\u2014, \u2014NR 8 R 9 , R 8 R 9 N\u2014C 2-6 alkyl-N(R 10 )\u2014, R 7 \u2014C 2-6 alkyl-N(R 10 )\u2014, C 1-6  acyl-N(R 10 )\u2014, C 1-6  alkoxycarbonyl-N(R 10 )\u2014, R 8 R 9  N\u2014C(\u2550O)\u2014N(R 10 )\u2014, R 7 \u2014C 1-6  acyl-N(R 10 )\u2014, C 1-6  alkylS(O) 2 \u2014N(R 10 )\u2014, R 10 S(O) 2 \u2014N(R 10 )\u2014, C 1-6  haloalkylS(O) 2 \u2014N(R 10 )\u2014, R 7 SO 2 \u2014N(R 10 )\u2014, C 1-6  alkylS(O) x \u2014, C 1-6  haloalkylS(O) x \u2014, R 7 \u2014(CH 2 ) p S(O) 2 , R 7 SO 2 \u2014, C 1-6  alkyl-S(\u2550O)(\u2550N R 10 )\u2014, C 1-6  haloalkyl-S(\u2550O)(\u2550N R 10 )\u2014, C 6-12  aryl, C 6 -C 12  aryl-C 1 -C 6 alkyl-, 5-12 membered heteroaryl, 5-12 membered heteroaryl-C 1 -C 6 alkyl-, C 3-8  cycloalkyl-, C 3-8  cycloalkyl-C 1 -C 6 alkyl-, C 3-8  cycloalkenyl-, C 3-8  cycloalkenyl-C 1 -C 6  alkyl-, 4-12 membered monocyclic or bicyclic heterocyclyl-, or 4-12 membered monocyclic or bicyclic heterocyclyl-C 1 -C 6  alkyl-; or alternatively, two R 4 , tow R 13 , or R 13  and R 4 , taken together with atoms attached thereto, form a ring of 5-7 members, which may be aromatic or partially saturated, and which may contain up to two heteroatoms chosen from N, O and S; and the 5-7 member ring is optionally further substituted by is selected from the group consisting of \u2550O (oxo), \u2550S, \u2550NR 13 , (\u2550O) 2 , (O)(NR 13 ), R 4 , and R 13 ; m is 0, 1, 2, or 3; n=1, 2, or 3; p=0, 1, 2, 3, or 4; q=2, 3, or 4; and x=0, 1, or 2.

Metadata:
- Claim Count in Document: 70.0
- Percentile: 95.0
- Lexical Diversity: 1.5098
- Patent Class: 544.0
- Transitional Phrase Type: closed
- Component Type: 1
- Foreign Priority: False
- Related Applications: ['13229178', '12008840', '12842389', '11282119', '12310150']

Analysis Scores:
- 35 USC 101 Eligibility (BERT): 0.8306254772137955
- 35 USC 102 Novelty (BERT): 0.5209223613609119
- Combined Prediction Score: 0.7996551656285071
- Mean Citation Score: 314.529296
- Max Citation Score: 321.7707200000001
- Similarity Product: 185.788581777792

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