PATENT CLAIM ANALYSIS

Application Number: 16032715
Application Type: Utility
Filing Date: 2018-07
Publication Date: 2018-11
Patent Classification: ["514", "212060"]

Abstract:
Disclosed are the ERK inhibitors of formula (1): and the pharmaceutically acceptable salts thereof. Also disclosed are methods of treating cancer using the compounds of formula (I).

Claim (Index 23):
A compound of the formula: or a pharmaceutically acceptable salt thereof, wherein:\n Q is selected from the group consisting of: \u2014(CR 3 )\u2014 and N; \n X is selected from the group consisting of: NH and N\u2014O; \n Y is \u2014N(R 9 )\u2014; \n Z is selected from the group consisting of: \u2014C(\u2550O)\u2014, \u2014C(R 7 R 8 )\u2014 and \u2014C(R 7 R 8 )\u2014C(R 7 R 8 )\u2014 wherein each R 7  and each R 8  is independently selected; \n R 1  is selected from the group consisting of: H, halo, \u2014CF 3 , \u2014CN, \u2014NR 12 R 13 , \u2014OR 10 , \u2014O\u2014(R 10 )\u2014O\u2014R 10 , \u2014O\u2014R 10 \u2014OH, \u2014O\u2014R 11 , (C 1 -C 6 )alkyl, substituted (C 1 -C 6 )alkyl, (C 1 -C 6 )alkenyl, (C 3 -C 7 )cycloalkyl, substituted (C 3 -C 7 )cycloalkyl, heteroaryl, substituted heteroaryl, heterocycloalkyl, substituted heterocycloalkyl, heterocycloalkenyl-, substituted heterocycloalkenyl, \u2014(C 1 -C 6 )alkyl-O\u2014(C 1 -C 6 )alkyl, (C 6 -C 14 )aryl, substituted (C 6 -C 14 )aryl, \u2014C(O)NH(C 1 -C 6 )alkyl, \n \u2014C(O)\u2014(C 1 -C 6 )alkyl-C(O)\u2014(C 1 -C 6 )alkyl, \u2014(C 1 -C 4 )alkyl-C(O)\u2014O\u2014(C 1 -C 4 )alkyl, \u2014N((C 1 -C 6 )alkyl)-S(O) 2 \u2014(C 1 -C 6 )alkyl, \u2014N((C 1 -C 6 )alkyl)-(C 1 -C 6 )alkyl-O\u2014(C 1 -C 6 )alkyl, \u2014C(O)NH\u2014(C 1 -C 2 )alkyl-fused heteroarylheteroaryl, \u2014C(O)NH\u2014(C 1 -C 2 )alkyl-(substituted fused heteroarylheteroaryl), fused arylheterocycloalkyl, substituted fused arylheterocycloalkyl, \u2014C(O)NH\u2014(C 1 -C 2 )alkyl-(C 3 -C 6 )cycloalkyl-N(R 6 ) 2 , \u2014C(O)NH\u2014(C 1 -C 2 )alkyl-(substituted (C 3 -C 6 )cycloalkyl)-N(R 6 ) 2 , \u2014C(O)NH\u2014(C 1 -C 2 )alkylheterocycloalkyl, \u2014C(O)NH\u2014(C 1 -C 2 )alkyl(substituted heterocycloalkyl), \u2014C(O)NH\u2014(C 1 -C 2 )alkylheteroaryl, \u2014C(O)NH\u2014(C 1 -C 2 )alkyl(substituted heteroaryl), \u2014C(O)NH\u2014(C 1 -C 6 )alkyl-(C 3 -C 6 )cycloalkyl, \u2014C(O)NH\u2014(C 1 -C 6 )alkyl-(substituted (C 3 -C 6 )cycloalkyl), \u2014C(O)NH\u2014(C 1 -C 6 )alkyl-O\u2014(C 1 -C 6 )alkyl, \u2014C(O)NH\u2014(C 1 -C 6 )alkylheterocycloalkyl, \u2014C(O)NH\u2014(C 1 -C 6 )alkyl(substituted heterocycloalkyl), \u2014C(O)-heterocycloalkyl-S\u2014(C 1 -C 6 )alkyl, \u2014C(O)-(substituted heterocycloalkyl-S\u2014(C 1 -C 6 )alkyl, \u2014C(O)-heterocycloalkyl, \u2014C(O)-(substituted heterocycloalkyl), fused arylheteroaryl, fused (substituted arylheteroaryl), fused heteroarylheteroaryl, fused (substituted heteroarylheteroaryl), fused heterocycloalkylheteroaryl, substituted fused heterocycloalkylheteroaryl, \u2014(C 1 -C 4 )alkyl-S(O) 2 \u2014(C 1 -C 6 )alkyl, and \u2014(C 1 -C 4 )alkyl-NH\u2014(C 1 -C 6 )alkyl;\n and wherein said substituted R 1  groups, other than said substituted (C 1 -C 6 )alkyl, are substituted with 1 to 3 substituents independently selected from the group consisting of: \u2014(C 1 -C 6 )alkyl, halo, CN, \u2014OH, \u2014OR 10 , \u2014CF 3 , \u2550O, \u2014NH 2 , \u2014NH(C 1 -C 6 )alkyl, \u2014S(O) 2 (C 1 -C 6 )alkyl, \u2014(C 3 -C 6 )cycloalkyl, \u2014((C 1 -C 6 )alkyl)OH, \u2014(C 3 -C 6 )cycloalkyl-S\u2014(C 3 -C 6 )cycloalkyl, \u2014N((C 1 -C 6 )alkyl) 2  wherein each alkyl is independently selected, \u2014C(O)O\u2014(C 1 -C 6 )alkyl, \u2014C(O)OH, \u2014OCF 3 , \u2014C(O)NH(C 1 -C 6 )alkyl, heteroaryl, \u2014(C 1 -C 6 )alkyl)-O\u2014(C 1 -C 6 )alkyl, fused heteroarylaryl-, heterocycloalkyl, and heterocycloalkenyl; \n and wherein said substituted (C 1 -C 6 )alkyl R 1  group is substituted with 1 to 3 substituents independently selected from the group consisting of: \u2014(C 1 -C 6 )alkoxy, halo, CN, \u2014OH, \u2550O, \u2014CF 3 , \u2014NH 2 , \u2014NH(C 1 -C 6 )alkyl, \u2014S(O) 2 (C 1 -C 6 )alkyl, fused heteroarylaryl-, heterocycloalkyl, and heterocycloalkenyl; \n and wherein the alkyl moieties of the R 1  groups, other than (C 1 -C 6 )alkyl and substituted (C 1 -C 6 )alkyl, are optionally substituted with 1 to 3 substituents independently selected from the group consisting of: (C 1 -C 6 )alkoxy, halo, CN, \u2014OH, \u2550O, \u2014CF 3 , \u2014NH 2 , \u2014NH(C 1 -C 6 )alkyl, \u2014S(O) 2 (C 1 -C 6 )alkyl, fused heteroarylaryl-, heterocycloalkyl, and heterocycloalkenyl; \n and wherein said heteroaryl moiety of said R 1  groups is a 5-10 membered ring comprising 1-3 heteroatoms independently selected from the group consisting of: N, O and S, and wherein the remaining ring atoms are carbon (and wherein said heteroaryl definition applies to the heteroaryl moieties in the R 1  fused heteroarylheteroaryl, substituted fused heteroarylheteroaryl, fused arylheteroaryl, substituted arylheteroaryl, fused heterocycloalkylheteroaryl, substituted fused heterocycloalkylheteroaryl, and fused heteroarylaryl- groups); \n and wherein said heterocycloalkyl moiety of said R 1  groups is a 3-10 membered ring comprising 1-3 heteroatoms independently selected from the group consisting of: N, O and S, and wherein the remaining ring atoms are carbon (and wherein said heterocycloalkyl definition applies to the heterocycloalkyl moieties in the R 1  fused heterocycloalkylheteroaryl and substituted fused heterocycloalkylheteroaryl groups); \n and wherein said heterocycloalkenyl moiety of said R 1  groups is a 3-10 membered ring comprising 1-2 double bonds, and 1-3 heteroatoms independently selected from the group consisting of: N, O and S, and the remaining ring atoms are carbon; \n and wherein said fused heteroarylheteroaryl moiety of said R 1  groups is a heteroaryl, as defined above, fused to a heteroaryl, as defined above, such that there are two ring atoms in common with each heteroaryl, and wherein the total ring atoms are 8-11, and wherein said fused ring comprises 1-4 heteroatoms independently selected from the group consisting of: O, N and S, and wherein the remaining ring atoms are carbon; \n and wherein said fused heterocycloalkylheteroaryl moiety of said R 1  groups comprises a heteroaryl, as defined above, fused to a heterocyloalkyl, as defined above, such that there are two ring atoms in common with the heterocycloalkyl and heteroaryl, wherein said heterocycloalkyl is bound to the rest of the molecule, and wherein said heterocycloalkyl moiety comprises 1-3 heteroatoms independently selected from the group consisting of: N, O and S, and wherein said heteroaryl moiety comprises 1-3 heteroatoms independently selected from the group consisting of: N, S, and O; \n and wherein said fused arylheteroaryl moiety of said R 1  groups comprises a C 6 -C 10  aryl fused to a heteroaryl, as defined above, wherein the aryl and the heteroaryl have 2 ring atoms in common; \n R 2  is selected from the group consisting of: H, halo, \u2014NH 2 , \u2014OH and \u2014(C 1 -C 3 )alkyl; \n R 3  is selected from the group consisting of: H, halo, (C 1 -C 6 alkyl), and (C 1 -C 6 alkyl) substituted with 1-2 \u2014OH groups, \u2014(C 3 -C 6  cycloalkyl), \u2014(C 1 -C 6 alkyl)-O\u2014(C 1 -C 6 alkyl), \u2014(C 1 -C 6 alkyl)-N(C 1 -C 6 alkyl) 2  wherein each alkyl is independently selected, and \u2014(C 1 -C 6 alkyl)-heterocycloalkyl, wherein said heterocycloalkyl is as defined above for R 1 ; \n R 4  is selected from the group consisting of: H, halo, (C 6 -C 14 )aryl(C 1 -C 6 )-alkyl-, and substituted (C 6 -C 14 )aryl(C 1 -C 6 )alkyl-, heteroaryl, substituted heteroaryl, heteroaryl(C 1 -C 6 )alkyl-, substituted heteroaryl(C 1 -C 6 )alkyl-, fused (C 3 -C 7 )cycloalkyl(C 6 -C 14 )aryl, substituted fused (C 3 -C 7 )cycloalkyl(C 6 -C 14 )aryl, fused heterocycloalkyl(C 6 -C 14 )aryl, substituted fused heterocycloalkyl(C 6 -C 14 )aryl; wherein said substituted R 4  moieties are substituted with 1-3 substitutents independently selected from the group consisting of: halo, (C 1 -C 6 )alkyl, (C 1 -C 6 )alkyl-O\u2014(C 1 -C 6 )alkyl; and wherein said heteroaryl moiety and said heterocycloalkyl moiety is as defined above in R 1 ; \n each R 6 , R 7 , and R 8  is independently selected from the group consisting of: H, halo, (C 6 -C 14 )aryl(C 1 -C 6 )-alkyl-, and substituted (C 6 -C 14 )aryl(C 1 -C 6 )alkyl-, heteroaryl, substituted heteroaryl, heteroaryl(C 1 -C 6 )alkyl-, substituted heteroaryl(C 1 -C 6 )alkyl-, fused (C 3 -C 7 )cycloalkyl(C 6 -C 14 )aryl, substituted fused (C 3 -C 7 )cycloalkyl(C 6 -C 14 )aryl, fused heterocycloalkyl(C 6 -C 14 )aryl, substituted fused heterocycloalkyl(C 6 -C 14 )aryl; wherein said substituted R 6 , R 7 , R 8  moieties are substituted with 1-3 substitutents independently selected from the group consisting of: halo, (C 1 -C 6 )alkyl, (C 1 -C 6 )alkyl-0\u2014(C 1 -C 6 )alkyl; and wherein said heteroaryl moiety and said heterocycloalkyl moiety is as defined above in R 1 ; \n R 9  is selected from the group consisting of: H, (C 6 -C 10 )aryl(C 1 -C 6 )alkyl, and substituted (C 6 -C 14 )aryl(C 1 -C 6 )alkyl-, heteroaryl, substituted heteroaryl, heteroaryl(C 1 -C 6 )alkyl-, substituted heteroaryl(C 1 -C 6 )alkyl-, fused (C 3 -C 7 )cycloalkyl(C 6 -C 14 )aryl, substituted fused (C 3 -C 7 )cycloalkyl(C 6 -C 14 )aryl, fused heterocycloalkyl(C 6 -C 14 )aryl, substituted fused heterocycloalkyl(C 6 -C 14 )aryl; wherein said substituted R 9  moieties are substituted with 1-3 substitutents independently selected from the group consisting of: halo, OH, CN, CF 3 , (C 1 -C 6 )alkyl, (C 1 -C 6 )alkyl-O\u2014(C 1 -C 6 )alkyl; and wherein said heteroaryl moiety and said heterocycloalkyl moiety is as defined above for R 1 ; \n R 10  is independently selected from the group consisting of: C 1 -C 6 alkyl, \n R 11  is selected from the group consisting of: a 4-7 membered heterocycloalkyl ring comprising 1-3 heteroatoms independently selected from the group consisting of: O, S and N; and \n R 12  and R 13  are independently selected from the group consisting of: H, (C 1 -C 6 )alkyl, \u2014C(O)OR 10 , \u2014C(O)R 10 ; said alkyl group optionally substituted with 1-4 substitutents independently selected from the group consisting of halo.

Metadata:
- Claim Count in Document: 14.0
- Percentile: 95.0
- Lexical Diversity: 1.36
- Patent Class: 514.0
- Transitional Phrase Type: open
- Component Type: 1
- Foreign Priority: False
- Related Applications: ['15656176', '14787280', '14353381', '14431485', '15103893']

Analysis Scores:
- 35 USC 101 Eligibility (BERT): 0.8147024316594941
- 35 USC 102 Novelty (BERT): 0.6065222724962959
- Combined Prediction Score: 0.7938844157431743
- Mean Citation Score: 463.273524
- Max Citation Score: 537.2629
- Similarity Product: 506.636234728688

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

Dataset: test