PATENT CLAIM ANALYSIS

Application Number: 15745223
Application Type: Utility
Filing Date: 2018-01
Publication Date: 2019-01
Patent Classification: ["514", "412000"]

Abstract:
Compounds of the formulas which are useful as colony stimulating factor-1 receptor inhibitors (“CSF-1R inhibitors”).

Claim (Index 1):
A compound comprising the structure of Formula (I): or the pharmaceutically acceptable salt thereof, wherein: n is 0, 1, 2, 3, 4 or 5; m is 1, 2, 3 or 4; X 1  is C, N or CR 7 , X 2 , X 3 , X 4 , X 5 , X 6  and X 7  are each independently selected from N, NR 7  or CR 7 , wherein each R 7  is independently selected from the group consisting of H, (C 1 -C 10 )alkyl, (C 3 -C 10 )cycloalkyl, (C 2 -C 9 )heterocycloalkyl, (C 6 -C 14 )aryl, (C 2 -C 9 )heteroaryl, (C 2 -C 10 )alkylnyl, (C 1 -C 10 )alkylamine, ((C 1 -C 10 )alkyl) 2 amine, (C 2 -C 10 )alkynylamine, C(O)\u2014, (C 1 -C 10 )alkyl-C(O)O\u2014, COOH\u2014(C 1 -C 10 )alkyl-, COOH\u2014(C 3 -C 10 )cycloalkyl-, (C 1 -C 10 )alkoxy-, R 8 \u2014(C 1 -C 10 )alkyl-, R 8 \u2014(C 3 -C 10 )cycloalkyl, R 8 \u2014(C 2 -C 9 )heterocycloalkyl, R 8 \u2014(C 6 -C 14 )aryl, R 8 \u2014(C 2 -C 9 )heteroaryl, R 8 \u2014(C 2 -C 10 )alkylnyl, R 8 \u2014(C 1 -C 10 )alkylamine, R 8 \u2014((C 1 -C 10 )alkyl) 2 amine, R 8 \u2014(C 2 -C 10 )alkynylamine, R 8 \u2014C(O)\u2014, R 8 \u2014(C 1 -C 10 )alkyl-C(O)O\u2014, R 8 \u2014(C 1 -C 10 )alkoxy-, (C 3 -C 10 )cycloalkyl-O\u2014, (C 2 -C 9 )heterocycloalkyl-O\u2014, (C 6 -C 14 )aryl-O\u2014, (C 2 -C 9 )heteroaryl-O\u2014, R 8 \u2014(C 3 -C 10 )cycloalkyl-O\u2014, R 8 \u2014(C 2 -C 9 )heterocycloalkyl-O\u2014, R 8 \u2014(C 6 -C 14 )aryl-O\u2014, R 8 \u2014(C 2 -C 9 )heteroaryl-O\u2014, HO\u2014, halo, cyano, H 2 N\u2014, (CH 3 )HN\u2014, (CH 3 ) 2 N\u2014, R 8 R 9 N\u2014, R 8 R 9 N(O)C\u2014, R 8 (R 9 C(O))N\u2014, R 8 R 9 NC(O)O\u2014, R 8 C(O)\u2014, R 8 R 9 NC(O)R 8 N\u2014, (C 1 -C 10 )alkyl-OC(O)R 8 N\u2014, (C 3 -C 10 )cycloalkyl-OC(O)R 8 N\u2014, (C 2 -C 9 )heterocycloalkyl-OC(O)R 8 N\u2014, (C 6 -C 14 )aryl-OC(O)R 8 N\u2014, (C 2 -C 9 )heteroaryl-OC(O)R 8 N\u2014, F 3 C\u2014, F 2 HC\u2014, CH 3 F 2 C\u2014, FH 2 C\u2014, CH 3 FHC\u2014, (CH 3 ) 2 FC\u2014; NC\u2014, (C 1 -C 10 )alkyl(O)P\u2014, (C 1 -C 10 )alkyl-S\u2014, (C 1 -C 10 )alkyl-S\u2014(C 1 -C 10 )alkyl-, (C 3 -C 10 )cycloalkyl-S\u2014, (C 6 -C 14 )aryl-S\u2014, (C 2 -C 9 )heteroalkyl-S\u2014, (C 2 -C 9 )heterocycloalkyl-S\u2014, (C 2 -C 9 )heteroaryl-S\u2014, (C 1 -C 10 )alkyl-S(O)\u2014, (C 3 -C 10 )cycloalkyl-S(O)\u2014, (C 6 -C 14 )aryl-S(O)\u2014, (C 2 -C 9 )heterocycloalkyl-S(O)\u2014, (C 2 -C 9 )heteroaryl-S(O)\u2014, (C 3 -C 10 )alkyl-S(O) 2 \u2014, (C 3 -C 10 )cycloalkyl-S(O) 2 \u2014, (C 6 -C 14 )aryl-S(O) 2 \u2014, (C 2 -C 9 )heterocycloalkyl-S(O) 2 \u2014, (C 2 -C 9 )heteroaryl-S(O) 2 \u2014, R 8 R 9 NS(O) 2 \u2014, (C 1 -C 10 )alkyl-S(O) 2 R 8 N\u2014, (C 3 -C 10 )cycloalkyl-S(O) 2 R 8 N\u2014, (C 6 -C 14 )aryl-S(O) 2 R 8 N\u2014, (C 2 -C 9 )heterocycloalkyl-SO 2 R 8 N\u2014, and (C 2 -C 9 )heteroaryl-S(O) 2 R 8 N\u2014;\n wherein R 8  and R 9  are each independently selected from the group consisting of H, (C 1 -C 10 )alkyl, (C 3 -C 10 )cycloalkyl, (C 2 -C 9 )heterocycloalkyl, (C 6 -C 14 )aryl, (C 2 -C 9 )heteroaryl, (C 1 -C 10 )alkylamine, ((C 1 -C 10 )alkyl) 2 amine, (C 1 -C 3 )alkynylamine, (C 1 -C 10 )alkyl-C(O)O\u2014, COOH\u2014(C 1 -C 10 )alkyl, COOH\u2014(C 3 -C 10 )cycloalkyl, (C 1 -C 10 )alkoxy-, (C 1 -C 10 )alkoxy-(C 1 -C 10 )alkyl-, (C 3 -C 10 )cycloalkyl-O\u2014, (C 2 -C 9 )heterocycloalkyl-O\u2014, (C 6 -C 14 )aryl-O\u2014, (C 2 -C 9 )heteroaryl-O\u2014, HO\u2014, halo, (CH 3 ) 2 N\u2014, and H 2 N\u2014;\n or R 8  and R 9  are taken together to form a 3 to 10 member cycloalkyl, heterocycloalkyl, aryl or heteroaryl ring; \n \n wherein each (C 1 -C 10 )alkyl, (C 6 -C 14 )aryl, (C 2 -C 9 )heteroaryl, (C 3 -C 10 )cycloalkyl, or (C 2 -C 9 )heterocycloalkyl are further optionally substituted by one to four groups selected from (C 1 -C 10 )alkyl, (C 3 -C 10 )cycloalkyl, (C 2 -C 9 )heterocycloalkyl, (C 6 -C 14 )aryl, (C 2 -C 9 )heteroaryl, (C 1 -C 10 )alkylamine, ((C 1 -C 10 )alkyl) 2 amine, (C 1 -C 3 )alkynylamine, (C 1 -C 10 )alkyl-C(O)O\u2014, COOH\u2014(C 1 -C 10 )alkyl, COOH\u2014(C 3 -C 10 )cycloalkyl, (C 1 -C 10 )alkoxy-, (C 1 -C 10 )alkoxy-(C 1 -C 10 )alkyl-, (C 3 -C 10 )cycloalkyl-O\u2014, (C 2 -C 9 )heterocycloalkyl-O\u2014, (C 6 -C 14 )aryl-O\u2014, (C 2 -C 9 )heteroaryl-O\u2014, HO\u2014, halo, or H 2 N\u2014; \n X 8  and X 9  are each independently selected from N or C; T 1 , T 2 , and T 3  is each independently selected from are each independently selected from N or CR 10 , wherein each R 10  is independently selected from the group consisting of H, (C 1 -C 10 )alkyl, (C 3 -C 10 )cycloalkyl, (C 2 -C 9 )heterocycloalkyl, (C 6 -C 14 )aryl, (C 2 -C 9 )heteroaryl, (C 2 -C 10 )alkylnyl, (C 1 -C 10 )alkylamine, ((C 1 -C 10 )alkyl) 2 amine, (C 2 -C 10 )alkynylamine, C(O)\u2014, (C 1 -C 10 )alkyl-C(O)O\u2014, COOH\u2014(C 1 -C 10 )alkyl-, COOH\u2014(C 3 -C 10 )cycloalkyl-, (C 1 -C 10 )alkoxy-, R 10A \u2014(C 1 -C 10 )alkyl-, R 10A \u2014(C 3 -C 10 )cycloalkyl, R 10A \u2014(C 2 -C 9 )heterocycloalkyl, R 10A \u2014(C 6 -C 14 )aryl, R 10A \u2014(C 2 -C 9 )heteroaryl, R 10A \u2014(C 2 -C 10 )alkylnyl, R 10A \u2014(C 1 -C 10 )alkylamine, R 10A \u2014((C 1 -C 10 )alkyl) 2 amine, R 10A \u2014(C 2 -C 10 )alkynylamine, R 10A \u2014C(O)\u2014, R 10A \u2014(C 1 -C 10 )alkyl-C(O)O\u2014, R 10A \u2014(C 1 -C 10 )alkoxy-, (C 3 -C 10 )cycloalkyl-O\u2014, (C 2 -C 9 )heterocycloalkyl-O\u2014, (C 6 -C 14 )aryl-O\u2014, (C 2 -C 9 )heteroaryl-O\u2014, R 10A \u2014(C 3 -C 10 )cycloalkyl-O\u2014, R 10A \u2014(C 2 -C 9 )heterocycloalkyl-O\u2014, R 10A \u2014(C 6 -C 14 )aryl-O\u2014, R 10A \u2014(C 2 -C 9 )heteroaryl-O\u2014, HO\u2014, halo, cyano, H 2 N\u2014, (CH 3 )HN\u2014, (CH 3 ) 2 N\u2014, R 10A R 11 N\u2014, R 10A R 11 N(O)C\u2014, R 10A (R 11 C(O))N\u2014, R 10A R 11 NC(O)O\u2014, R 10A C(O)\u2014, R 10A R 11 NC(O)R 10A N\u2014, (C 1 -C 10 )alkyl-OC(O)R 10A N\u2014, (C 3 -C 10 )cycloalkyl-OC(O)R 10A N\u2014, (C 2 -C 9 )heterocycloalkyl-OC(O)R 10A N\u2014, (C 6 -C 14 )aryl-OC(O)R 10A N\u2014, (C 2 -C 9 )heteroaryl-OC(O)R 10A N\u2014, F 3 C\u2014, F 2 HC\u2014, CH 3 F 2 C\u2014, FH 2 C\u2014, CH 3 FHC\u2014, (CH 3 ) 2 FC\u2014; NC\u2014, (C 1 -C 10 )alkyl(O)P\u2014, (C 1 -C 10 )alkyl-S\u2014, (C 1 -C 10 )alkyl-S\u2014(C 1 -C 10 )alkyl-, (C 3 -C 10 )cycloalkyl-S\u2014, (C 6 -C 14 )aryl-S\u2014, (C 2 -C 9 )heteroalkyl-S\u2014, (C 2 -C 9 )heterocycloalkyl-S\u2014, (C 2 -C 9 )heteroaryl-S\u2014, (C 1 -C 10 )alkyl-S(O)\u2014, (C 3 -C 10 )cycloalkyl-S(O)\u2014, (C 6 -C 14 )aryl-S(O)\u2014, (C 2 -C 9 )heterocycloalkyl-S(O)\u2014, (C 2 -C 9 )heteroaryl-S(O)\u2014, (C 3 -C 10 )alkyl-S(O) 2 \u2014, (C 3 -C 10 )cycloalkyl-S(O) 2 \u2014, (C 6 -C 14 )aryl-S(O) 2 \u2014, (C 2 -C 9 )heterocycloalkyl-S(O) 2 \u2014, (C 2 -C 9 )heteroaryl-S(O) 2 \u2014, R 10A R 11 NS(O) 2 \u2014, (C 1 -C 10 )alkyl-S(O) 2 R 10A N\u2014, (C 3 -C 10 )cycloalkyl-S(O) 2 R 10A N\u2014, (C 6 -C 14 )aryl-S(O) 2 R 10A N\u2014, (C 2 -C 9 )heterocycloalkyl-SO 2 R 10A N\u2014, and (C 2 -C 9 )heteroaryl-S(O) 2 R 10A N\u2014;\n wherein R 10A  and R 11  are each independently selected from the group consisting of H, (C 1 -C 10 )alkyl, (C 3 -C 10 )cycloalkyl, (C 2 -C 9 )heterocycloalkyl, (C 6 -C 14 )aryl, (C 2 -C 9 )heteroaryl, (C 1 -C 10 )alkylamine, ((C 1 -C 10 )alkyl) 2 amine, (C 1 -C 3 )alkynylamine, (C 1 -C 10 )alkyl-C(O)O\u2014, COOH\u2014(C 1 -C 10 )alkyl, COOH\u2014(C 3 -C 10 )cycloalkyl, (C 1 -C 10 )alkoxy-, (C 1 -C 10 )alkoxy-(C 1 -C 10 )alkyl-, (C 3 -C 10 )cycloalkyl-O\u2014, (C 2 -C 9 )heterocycloalkyl-O\u2014, (C 6 -C 14 )aryl-O\u2014, (C 2 -C 9 )heteroaryl-O\u2014, HO\u2014, halo, (CH 3 ) 2 N\u2014, and H 2 N\u2014; \n or R 10A  and R 11  are taken together to form a 3 to 10 member cycloalkyl, heterocycloalkyl, aryl or heteroaryl ring; \n wherein each (C 1 -C 10 )alkyl, (C 6 -C 14 )aryl, (C 2 -C 9 )heteroaryl, (C 3 -C 10 )cycloalkyl, or (C 2 -C 9 )heterocycloalkyl are further optionally substituted by one to four groups selected from (C 1 -C 10 )alkyl, (C 3 -C 10 )cycloalkyl, (C 2 -C 9 )heterocycloalkyl, (C 6 -C 14 )aryl, (C 2 -C 9 )heteroaryl, (C 1 -C 10 )alkylamine, ((C 1 -C 10 )alkyl) 2 amine, (C 1 -C 3 )alkynylamine, (C 1 -C 10 )alkyl-C(O)O\u2014, COOH\u2014(C 1 -C 10 )alkyl, COOH\u2014(C 3 -C 10 )cycloalkyl, (C 1 -C 10 )alkoxy-, (C 1 -C 10 )alkoxy-(C 1 -C 10 )alkyl-, (C 3 -C 10 )cycloalkyl-O\u2014, (C 2 -C 9 )heterocycloalkyl-O\u2014, (C 6 -C 14 )aryl-O\u2014, (C 2 -C 9 )heteroaryl-O\u2014, HO\u2014, halo, or H 2 N\u2014 \n Y 1  is O, S, NR 12 , or CR 12 R 13 ,\n wherein R 12  is absent or R 12  and R 13  are each independently selected from the group consisting of H, (C 1 -C 10 )alkyl, (C 3 -C 10 )cycloalkyl, (C 2 -C 9 )heterocycloalkyl, (C 6 -C 14 )aryl, (C 2 -C 9 )heteroaryl, (C 1 -C 10 )alkylamine, ((C 1 -C 10 )alkyl) 2 amine, (C 1 -C 3 )alkynylamine, (C 1 -C 10 )alkyl-C(O)O\u2014, COOH\u2014(C 1 -C 10 )alkyl, COOH\u2014(C 3 -C 10 )cycloalkyl, (C 1 -C 10 )alkoxy-, (C 1 -C 10 )alkoxy-(C 1 -C 10 )alkyl-, (C 3 -C 10 )cycloalkyl-O\u2014, (C 2 -C 9 )heterocycloalkyl-O\u2014, (C 6 -C 14 )aryl-O\u2014, (C 2 -C 9 )heteroaryl-O\u2014, HO\u2014, halo, and H 2 N\u2014; \n R 1  together with the carbon to which it is attached to form a carbonyl and R 2  is absent, or R 1  and R 2  are each independently selected from the group consisting of H, (C 1 -C 10 )alkyl, (C 3 -C 10 )cycloalkyl, (C 2 -C 9 )heterocycloalkyl, (C 6 -C 14 )aryl, (C 2 -C 9 )heteroaryl, (C 1 -C 10 )alkylamine, ((C 1 -C 10 )alkyl) 2 amine, (C 1 -C 3 )alkynylamine, (C 1 -C 10 )alkoxy-, (C 1 -C 10 )alkoxy-(C 1 -C 10 )alkyl-, (C 3 -C 10 )cycloalkyl-O\u2014, (C 2 -C 9 )heterocycloalkyl-O\u2014, (C 6 -C 14 )aryl-O\u2014, (C 2 -C 9 )heteroaryl-O\u2014, HO\u2014, halo, and H 2 N\u2014, or R 1  and R 2  are taken together with the carbon to which they are attached to form a 3 to 10 member ring; R 4  is selected from the group consisting of H, (C 1 -C 10 )alkyl, (C 3 -C 10 )cycloalkyl, (C 2 -C 9 )heterocycloalkyl, (C 6 -C 14 )aryl, (C 2 -C 9 )heteroaryl, (C 1 -C 10 )alkylamine, ((C 1 -C 10 )alkyl) 2 amine, (C 1 -C 3 )alkynylamine, (C 1 -C 10 )alkoxy-, (C 1 -C 10 )alkoxy-(C 1 -C 10 )alkyl-, (C 3 -C 10 )cycloalkyl-O\u2014, (C 2 -C 9 )heterocycloalkyl-O\u2014, (C 6 -C 14 )aryl-O\u2014, (C 2 -C 9 )heteroaryl-O\u2014, HO\u2014, halo, and H 2 N\u2014, or R 4  and R 5  can be taken together with the carbon to which they are attached to form a 3 to 10 member ring; R 5  is absent or selected from the group consisting of H, (C 1 -C 10 )alkyl, (C 3 -C 10 )cycloalkyl, (C 2 -C 9 )heterocycloalkyl, (C 6 -C 14 )aryl, (C 2 -C 9 )heteroaryl, (C 1 -C 10 )alkylamine, ((C 1 -C 10 )alkyl) 2 amine, (C 1 -C 3 )alkynylamine, (C 1 -C 10 )alkoxy-, (C 1 -C 10 )alkoxy-(C 1 -C 10 )alkyl-, (C 3 -C 10 )cycloalkyl-O\u2014, (C 2 -C 9 )heterocycloalkyl-O\u2014, (C 6 -C 14 )aryl-O\u2014, (C 2 -C 9 )heteroaryl-O\u2014, HO\u2014, halo, and H 2 N\u2014; and R 6  is selected from the group consisting of H, (C 1 -C 10 )alkyl, (C 3 -C 10 )cycloalkyl, (C 2 -C 9 )heterocycloalkyl, (C 6 -C 14 )aryl, (C 2 -C 9 )heteroaryl, (C 2 -C 10 )alkylnyl, (C 1 -C 10 )alkylamine, ((C 1 -C 10 )alkyl) 2 amine, (C 2 -C 10 )alkynylamine, C(O)\u2014, (C 1 -C 10 )alkyl-C(O)O\u2014, COOH\u2014(C 1 -C 10 )alkyl-, COOH\u2014(C 3 -C 10 )cycloalkyl-, (C 1 -C 10 )alkoxy-, R 14 \u2014(C 1 -C 10 )alkyl-, R 14 \u2014(C 3 -C 10 )cycloalkyl, R 14 \u2014(C 2 -C 9 )heterocycloalkyl, R 14 \u2014(C 6 -C 14 )aryl, R 14 \u2014(C 2 -C 9 )heteroaryl, R 14 \u2014(C 2 -C 10 )alkylnyl, R 14 \u2014(C 1 -C 10 )alkylamine, R 14 \u2014((C 1 -C 10 )alkyl) 2 amine, R 14 \u2014(C 2 -C 10 )alkynylamine, R 14 \u2014C(O)\u2014, R 14 \u2014(C 1 -C 10 )alkyl-C(O)O\u2014, R 14 \u2014(C 1 -C 10 )alkoxy-, (C 3 -C 10 )cycloalkyl-O\u2014, (C 2 -C 9 )heterocycloalkyl-O\u2014, (C 6 -C 14 )aryl-O\u2014, (C 2 -C 9 )heteroaryl-O\u2014, R 14 \u2014(C 3 -C 10 )cycloalkyl-O\u2014, R 14 \u2014(C 2 -C 9 )heterocycloalkyl-O\u2014, R 14 \u2014(C 6 -C 14 )aryl-O\u2014, R 14 \u2014(C 2 -C 9 )heteroaryl-O\u2014, HO\u2014, halo, cyano, H 2 N\u2014, (CH 3 )HN\u2014, (CH 3 ) 2 N\u2014, R 14 R 15 N\u2014, R 14 R 15 N(O)C\u2014, R 14 (R 15 C(O))N\u2014, R 14 R 15 NC(O)O\u2014, R 14 C(O)\u2014, R 14 R 15 NC(O)R 14 N\u2014, (C 1 -C 10 )alkyl-OC(O)R 14 N\u2014, (C 3 -C 10 )cycloalkyl-OC(O)R 4 N\u2014, (C 2 -C 9 )heterocycloalkyl-OC(O)R 14 N\u2014, (C 6 -C 14 )aryl-OC(O)R 14 N\u2014, (C 2 -C 9 )heteroaryl-OC(O)R 14 N\u2014, F 3 C\u2014, F 2 HC\u2014, CH 3 F 2 C\u2014, FH 2 C\u2014, CH 3 FHC\u2014, (CH 3 ) 2 FC\u2014; NC\u2014, (C 1 -C 10 )alkyl(O)P\u2014, (C 1 -C 10 )alkyl-S\u2014, (C 1 -C 10 )alkyl-S\u2014(C 1 -C 10 )alkyl-, (C 3 -C 10 )cycloalkyl-S\u2014, (C 6 -C 14 )aryl-S\u2014, (C 2 -C 9 )heteroalkyl-S\u2014, (C 2 -C 9 )heterocycloalkyl-S\u2014, (C 2 -C 9 )heteroaryl-S\u2014, (C 1 -C 10 )alkyl-S(O)\u2014, (C 3 -C 10 )cycloalkyl-S(O)\u2014, (C 6 -C 14 )aryl-S(O)\u2014, (C 2 -C 9 )heterocycloalkyl-S(O)\u2014, (C 2 -C 9 )heteroaryl-S(O)\u2014, (C 3 -C 10 )alkyl-S(O) 2 \u2014, (C 3 -C 10 )cycloalkyl-S(O) 2 \u2014, (C 6 -C 14 )aryl-S(O) 2 \u2014, (C 2 -C 9 )heterocycloalkyl-S(O) 2 \u2014, (C 2 -C 9 )heteroaryl-S(O) 2 \u2014, R 14 R 15 NS(O) 2 \u2014, (C 1 -C 10 )alkyl-S(O) 2 R 14 N\u2014, (C 3 -C 10 )cycloalkyl-S(O) 2 R 14 N\u2014, (C 6 -C 14 )aryl-S(O) 2 R 14 N\u2014, (C 2 -C 9 )heterocycloalkyl-SO 2 R 14 N\u2014, and (C 2 -C 9 )heteroaryl-S(O) 2 R 14 N\u2014;\n wherein R 14  and R 15  are each independently selected from the group consisting of H, (C 1 -C 10 )alkyl, (C 3 -C 10 )cycloalkyl, (C 2 -C 9 )heterocycloalkyl, (C 6 -C 14 )aryl, (C 2 -C 9 )heteroaryl, (C 1 -C 10 )alkylamine, ((C 1 -C 10 )alkyl) 2 amine, (C 1 -C 3 )alkynylamine, (C 1 -C 10 )alkyl-C(O)O\u2014, COOH\u2014(C 1 -C 10 )alkyl, COOH\u2014(C 3 -C 10 )cycloalkyl, (C 1 -C 10 )alkoxy-, (C 1 -C 10 )alkoxy-(C 1 -C 10 )alkyl-, (C 3 -C 10 )cycloalkyl-O\u2014, (C 2 -C 9 )heterocycloalkyl-O\u2014, (C 6 -C 14 )aryl-O\u2014, (C 2 -C 9 )heteroaryl-O\u2014, HO\u2014, F 2 HC\u2014O\u2014, halo, (CH 3 ) 2 N\u2014, H 2 N\u2014, F 3 C\u2014C(O)\u2014, F 3 C\u2014, and F 2 HC\u2014;\n or R 14  and R 15  are taken together to form a 3 to 10 member cycloalkyl, heterocycloalkyl, aryl or heteroaryl ring; \n \n wherein each (C 1 -C 10 )alkyl, (C 6 -C 14 )aryl, (C 2 -C 9 )heteroaryl, (C 3 -C 10 )cycloalkyl, or (C 2 -C 9 )heterocycloalkyl are further optionally substituted by one to four groups selected from (C 1 -C 10 )alkyl, (C 3 -C 10 )cycloalkyl, (C 2 -C 9 )heterocycloalkyl, (C 6 -C 14 )aryl, (C 2 -C 9 )heteroaryl, (C 1 -C 10 )alkylamine, ((C 1 -C 10 )alkyl) 2 amine, (C 1 -C 3 )alkynylamine, (C 1 -C 10 )alkyl-C(O)O\u2014, COOH\u2014(C 1 -C 10 )alkyl, COOH\u2014(C 3 -C 10 )cycloalkyl, (C 1 -C 10 )alkoxy-, (C 1 -C 10 )alkoxy-(C 1 -C 10 )alkyl-, (C 3 -C 10 )cycloalkyl-O\u2014, (C 2 -C 9 )heterocycloalkyl-O\u2014, (C 6 -C 14 )aryl-0-, (C 2 -C 9 )heteroaryl-O\u2014, HO\u2014, halo, or H 2 N\u2014; and \n R 3  is N or CR 16 , wherein R 16  is selected from the group consisting of H, (C 1 -C 10 )alkyl, (C 3 -C 10 )cycloalkyl, (C 2 -C 9 )heterocycloalkyl, (C 6 -C 14 )aryl, (C 2 -C 9 )heteroaryl, (C 1 -C 10 )alkylamine, ((C 1 -C 10 )alkyl) 2 amine, (C 1 -C 3 )alkynylamine, (C 1 -C 10 )alkyl-C(O)O\u2014, COOH\u2014(C 1 -C 10 )alkyl, COOH\u2014(C 3 -C 10 )cycloalkyl, (C 1 -C 10 )alkoxy-, (C 1 -C 10 )alkoxy-(C 1 -C 10 )alkyl-, (C 3 -C 10 )cycloalkyl-O\u2014, (C 2 -C 9 )heterocycloalkyl-O\u2014, (C 6 -C 14 )aryl-O\u2014, (C 2 -C 9 )heteroaryl-O\u2014, HO\u2014, halo, and H 2 N\u2014, or\n when m is 1, R 16  and R 4  are taken together with the carbons to which they are attached to form a compound according to Formula (II): \n wherein the dashed lines represent optional double bonds and:\n p is 0, 1, 2, 3, 4 or 5; \n Z 1  is each independently selected from H, halo, (C 1 -C 10 )alkyl, (C 2 -C 9 )heteroalkyl, (C 1 -C 10 )alkylamine, ((C 1 -C 10 )alkyl) 2 amine, (C 2 -C 10 )alkynylamine, (C 1 -C 10 )alkoxy-, or H 2 N\u2014; \n Y 2  is O, S, NR 17 , or CR 17 R 18 , \n wherein R 17  is absent or R 17  and R 8  are each independently selected from H, (C 1 -C 10 )alkyl, (C 3 -C 10 )cycloalkyl, (C 2 -C 9 )heterocycloalkyl, (C 6 -C 14 )aryl, (C 2 -C 9 )heteroaryl, (C 1 -C 10 )alkylamine, ((C 1 -C 10 )alkyl) 2 amine, (C 1 -C 3 )alkynylamine, (C 1 -C 10 )alkyl-C(O)O\u2014, COOH\u2014(C 1 -C 10 )alkyl, COOH\u2014(C 3 -C 10 )cycloalkyl, (C 1 -C 10 )alkoxy-, (C 1 -C 10 )alkoxy-(C 1 -C 10 )alkyl-, (C 3 -C 10 )cycloalkyl-O\u2014, (C 2 -C 9 )heterocycloalkyl-O\u2014, (C 6 -C 14 )aryl-O\u2014, (C 2 -C 9 )heteroaryl-O\u2014, HO\u2014, halo, or H 2 N\u2014.

Metadata:
- Claim Count in Document: 3.0
- Percentile: 86.0
- Lexical Diversity: 1.05263
- Patent Class: 514.0
- Transitional Phrase Type: open
- Component Type: 1
- Foreign Priority: False
- Related Applications: ['15436195', '14741017', '13139009', '15541018', '15546165']

Analysis Scores:
- 35 USC 101 Eligibility (BERT): 0.7619508431314789
- 35 USC 102 Novelty (BERT): 0.5467180526613816
- Combined Prediction Score: 0.7404275640844691
- Mean Citation Score: 359.877388
- Max Citation Score: 393.70688
- Similarity Product: 287.2714715148163

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

Dataset: test