data_IK8 # _chem_comp.id IK8 _chem_comp.name ;1-(3-AMINO-1,2-BENZISOXAZOL-5-YL)-N-(4-{2-[(DIMETHYLAMINO)METHYL]-1H-IMIDAZOL-1-YL}-2-FLUOROPHENYL)-3-(TRIFLUOROMETHYL) -1H-PYRAZOLE-5-CARBOXAMIDE ; _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C24 H20 F4 N8 O2" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ;1-(3'-AMINOBENZISOXAZOL-5'-YL)-3-TRIFLUOROMETHYL-N-[2-FLUORO-4-[(2'-DIMETHYLAMINOMETHYL)IMIDAZOL-1-YL]PHENYL]-1H-PYRAZO LE-5-CARBOXYAMIDE; razaxaban; DPC906; BMS-561389 ; _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2005-04-06 _chem_comp.pdbx_modified_date 2020-06-17 _chem_comp.pdbx_ambiguous_flag N _chem_comp.pdbx_release_status REL _chem_comp.pdbx_replaced_by ? _chem_comp.pdbx_replaces ? _chem_comp.formula_weight 528.462 _chem_comp.one_letter_code ? _chem_comp.three_letter_code IK8 _chem_comp.pdbx_model_coordinates_details ? _chem_comp.pdbx_model_coordinates_missing_flag N _chem_comp.pdbx_ideal_coordinates_details Corina _chem_comp.pdbx_ideal_coordinates_missing_flag N _chem_comp.pdbx_model_coordinates_db_code 1Z6E _chem_comp.pdbx_subcomponent_list ? _chem_comp.pdbx_processing_site RCSB # # loop_ _chem_comp_atom.comp_id _chem_comp_atom.atom_id _chem_comp_atom.alt_atom_id _chem_comp_atom.type_symbol _chem_comp_atom.charge _chem_comp_atom.pdbx_align _chem_comp_atom.pdbx_aromatic_flag _chem_comp_atom.pdbx_leaving_atom_flag _chem_comp_atom.pdbx_stereo_config _chem_comp_atom.model_Cartn_x _chem_comp_atom.model_Cartn_y _chem_comp_atom.model_Cartn_z _chem_comp_atom.pdbx_model_Cartn_x_ideal _chem_comp_atom.pdbx_model_Cartn_y_ideal _chem_comp_atom.pdbx_model_Cartn_z_ideal _chem_comp_atom.pdbx_component_atom_id _chem_comp_atom.pdbx_component_comp_id _chem_comp_atom.pdbx_ordinal IK8 F F F 0 1 N N N 2.646 27.955 53.186 6.904 -1.956 0.428 F IK8 1 IK8 F1 F1 F 0 1 N N N 2.682 26.456 54.672 5.781 -3.579 -0.722 F1 IK8 2 IK8 F2 F2 F 0 1 N N N 3.512 26.106 52.718 5.537 -3.407 1.543 F2 IK8 3 IK8 OT1 OT1 O 0 1 Y N N 12.217 27.685 52.443 2.249 5.394 -0.808 OT1 IK8 4 IK8 O1 O1 O 0 1 N N N 8.202 29.360 56.358 0.595 0.339 -0.468 O1 IK8 5 IK8 N N N 0 1 Y N N 12.139 28.539 51.406 1.181 5.508 0.110 N IK8 6 IK8 N1 N1 N 0 1 N N N 10.314 29.937 50.483 -0.002 4.075 1.633 N1 IK8 7 IK8 N2 N2 N 0 1 Y N N 6.881 27.795 54.352 3.468 0.065 -0.160 N2 IK8 8 IK8 N3 N3 N 0 1 Y N N 5.898 27.147 53.657 4.635 -0.454 -0.024 N3 IK8 9 IK8 N4 N4 N 0 1 N N N 6.245 30.347 56.936 0.243 -1.792 0.055 N4 IK8 10 IK8 C C C 0 1 Y N N 11.034 27.559 53.042 2.710 4.125 -0.806 C IK8 11 IK8 C1 C1 C 0 1 Y N N 10.080 28.400 52.335 1.939 3.404 0.119 C1 IK8 12 IK8 C2 C2 C 0 1 Y N N 10.857 28.998 51.315 0.965 4.355 0.678 C2 IK8 13 IK8 C3 C3 C 0 1 Y N N 10.574 26.793 54.241 3.726 3.482 -1.504 C3 IK8 14 IK8 C4 C4 C 0 1 Y N N 9.170 26.874 54.709 3.971 2.145 -1.287 C4 IK8 15 IK8 C5 C5 C 0 1 Y N N 8.210 27.726 53.954 3.208 1.425 -0.370 C5 IK8 16 IK8 C6 C6 C 0 1 Y N N 8.676 28.502 52.761 2.194 2.051 0.333 C6 IK8 17 IK8 C7 C7 C 0 1 Y N N 4.711 27.485 54.183 4.555 -1.748 0.159 C7 IK8 18 IK8 C8 C8 C 0 1 Y N N 4.912 28.378 55.272 3.204 -2.101 0.140 C8 IK8 19 IK8 C9 C9 C 0 1 Y N N 6.313 28.558 55.352 2.518 -0.916 -0.073 C9 IK8 20 IK8 C10 C10 C 0 1 N N N 3.345 26.995 53.681 5.715 -2.689 0.356 C10 IK8 21 IK8 C13 C13 C 0 1 N N N 6.976 29.434 56.241 1.061 -0.746 -0.175 C13 IK8 22 IK8 C14 C14 C 0 1 Y N N 6.799 31.339 57.713 -1.133 -1.668 -0.177 C14 IK8 23 IK8 C15 C15 C 0 1 Y N N 7.587 31.005 58.889 -2.018 -2.585 0.382 C15 IK8 24 IK8 C16 C16 C 0 1 Y N N 8.198 31.980 59.748 -3.375 -2.462 0.153 C16 IK8 25 IK8 C17 C17 C 0 1 Y N N 8.010 33.379 59.409 -3.854 -1.424 -0.635 C17 IK8 26 IK8 C18 C18 C 0 1 Y N N 7.234 33.741 58.207 -2.971 -0.509 -1.192 C18 IK8 27 IK8 C19 C19 C 0 1 Y N N 6.611 32.737 57.345 -1.615 -0.628 -0.959 C19 IK8 28 IK8 N5 N5 N 0 1 Y N N 8.467 34.342 60.339 -5.233 -1.299 -0.868 N5 IK8 29 IK8 C21 C21 C 0 1 Y N N 9.712 34.904 60.364 -6.058 -2.253 -1.403 C21 IK8 30 IK8 C22 C22 C 0 1 Y N N 9.759 35.816 61.425 -7.293 -1.719 -1.449 C22 IK8 31 IK8 N6 N6 N 0 1 Y N N 8.537 35.801 62.045 -7.229 -0.473 -0.957 N6 IK8 32 IK8 C25 C25 C 0 1 Y N N 7.765 34.894 61.383 -6.001 -0.212 -0.600 C25 IK8 33 IK8 F3 F3 F 0 1 N N N 7.773 29.718 59.168 -1.550 -3.595 1.147 F3 IK8 34 IK8 C11 C11 C 0 1 N N N 6.306 34.581 61.777 -5.517 1.081 0.004 C11 IK8 35 IK8 N7 N7 N 0 1 N N N 6.139 34.182 63.210 -5.496 0.960 1.468 N7 IK8 36 IK8 C20 C20 C 0 1 N N N 6.533 35.104 64.301 -4.781 2.088 2.080 C20 IK8 37 IK8 C23 C23 C 0 1 N N N 6.333 32.774 63.573 -6.859 0.846 2.006 C23 IK8 38 IK8 HN11 HN11 H 0 0 N N N 11.024 30.298 49.878 -0.599 4.776 1.938 HN11 IK8 39 IK8 HN12 HN12 H 0 0 N N N 9.591 29.518 49.935 -0.081 3.179 1.996 HN12 IK8 40 IK8 HN4 HN4 H 0 1 N N N 5.248 30.294 56.879 0.606 -2.630 0.382 HN4 IK8 41 IK8 H3 H3 H 0 1 N N N 11.277 26.170 54.775 4.322 4.032 -2.217 H3 IK8 42 IK8 H4 H4 H 0 1 N N N 8.849 26.325 55.582 4.761 1.649 -1.832 H4 IK8 43 IK8 H6 H6 H 0 1 N N N 7.987 29.131 52.218 1.602 1.493 1.045 H6 IK8 44 IK8 H8 H8 H 0 1 N N N 4.157 28.823 55.903 2.784 -3.088 0.261 H8 IK8 45 IK8 H16 H16 H 0 1 N N N 8.775 31.684 60.612 -4.063 -3.173 0.585 H16 IK8 46 IK8 H18 H18 H 0 1 N N N 7.122 34.785 57.955 -3.345 0.298 -1.804 H18 IK8 47 IK8 H19 H19 H 0 1 N N N 6.037 33.019 56.475 -0.929 0.087 -1.390 H19 IK8 48 IK8 H21 H21 H 0 1 N N N 10.520 34.683 59.683 -5.772 -3.243 -1.727 H21 IK8 49 IK8 H22 H22 H 0 1 N N N 10.607 36.423 61.705 -8.182 -2.209 -1.819 H22 IK8 50 IK8 H111 H111 H 0 0 N N N 5.704 35.485 61.603 -4.511 1.296 -0.357 H111 IK8 51 IK8 H112 H112 H 0 0 N N N 5.954 33.750 61.149 -6.188 1.890 -0.284 H112 IK8 52 IK8 H201 H201 H 0 0 N N N 6.333 34.629 65.273 -5.278 3.020 1.814 H201 IK8 53 IK8 H202 H202 H 0 0 N N N 7.606 35.332 64.218 -4.781 1.973 3.164 H202 IK8 54 IK8 H203 H203 H 0 0 N N N 5.953 36.035 64.221 -3.754 2.107 1.716 H203 IK8 55 IK8 H231 H231 H 0 0 N N N 6.175 32.648 64.654 -7.306 -0.089 1.668 H231 IK8 56 IK8 H232 H232 H 0 0 N N N 5.612 32.151 63.023 -6.821 0.857 3.096 H232 IK8 57 IK8 H233 H233 H 0 0 N N N 7.357 32.466 63.314 -7.459 1.685 1.655 H233 IK8 58 # # loop_ _chem_comp_bond.comp_id _chem_comp_bond.atom_id_1 _chem_comp_bond.atom_id_2 _chem_comp_bond.value_order _chem_comp_bond.pdbx_aromatic_flag _chem_comp_bond.pdbx_stereo_config _chem_comp_bond.pdbx_ordinal IK8 F C10 SING N N 1 IK8 F1 C10 SING N N 2 IK8 F2 C10 SING N N 3 IK8 OT1 N SING Y N 4 IK8 OT1 C SING Y N 5 IK8 O1 C13 DOUB N N 6 IK8 N C2 DOUB Y N 7 IK8 N1 C2 SING N N 8 IK8 N1 HN11 SING N N 9 IK8 N1 HN12 SING N N 10 IK8 N2 N3 SING Y N 11 IK8 N2 C5 SING Y N 12 IK8 N2 C9 SING Y N 13 IK8 N3 C7 DOUB Y N 14 IK8 N4 C13 SING N N 15 IK8 N4 C14 SING N N 16 IK8 N4 HN4 SING N N 17 IK8 C C1 SING Y N 18 IK8 C C3 DOUB Y N 19 IK8 C1 C2 SING Y N 20 IK8 C1 C6 DOUB Y N 21 IK8 C3 C4 SING Y N 22 IK8 C3 H3 SING N N 23 IK8 C4 C5 DOUB Y N 24 IK8 C4 H4 SING N N 25 IK8 C5 C6 SING Y N 26 IK8 C6 H6 SING N N 27 IK8 C7 C8 SING Y N 28 IK8 C7 C10 SING N N 29 IK8 C8 C9 DOUB Y N 30 IK8 C8 H8 SING N N 31 IK8 C9 C13 SING N N 32 IK8 C14 C15 DOUB Y N 33 IK8 C14 C19 SING Y N 34 IK8 C15 C16 SING Y N 35 IK8 C15 F3 SING N N 36 IK8 C16 C17 DOUB Y N 37 IK8 C16 H16 SING N N 38 IK8 C17 C18 SING Y N 39 IK8 C17 N5 SING Y N 40 IK8 C18 C19 DOUB Y N 41 IK8 C18 H18 SING N N 42 IK8 C19 H19 SING N N 43 IK8 N5 C21 SING Y N 44 IK8 N5 C25 SING Y N 45 IK8 C21 C22 DOUB Y N 46 IK8 C21 H21 SING N N 47 IK8 C22 N6 SING Y N 48 IK8 C22 H22 SING N N 49 IK8 N6 C25 DOUB Y N 50 IK8 C25 C11 SING N N 51 IK8 C11 N7 SING N N 52 IK8 C11 H111 SING N N 53 IK8 C11 H112 SING N N 54 IK8 N7 C20 SING N N 55 IK8 N7 C23 SING N N 56 IK8 C20 H201 SING N N 57 IK8 C20 H202 SING N N 58 IK8 C20 H203 SING N N 59 IK8 C23 H231 SING N N 60 IK8 C23 H232 SING N N 61 IK8 C23 H233 SING N N 62 # # loop_ _pdbx_chem_comp_descriptor.comp_id _pdbx_chem_comp_descriptor.type _pdbx_chem_comp_descriptor.program _pdbx_chem_comp_descriptor.program_version _pdbx_chem_comp_descriptor.descriptor IK8 SMILES ACDLabs 12.01 "Fc2cc(n1ccnc1CN(C)C)ccc2NC(=O)c5cc(nn5c4cc3c(onc3N)cc4)C(F)(F)F" IK8 SMILES_CANONICAL CACTVS 3.370 "CN(C)Cc1nccn1c2ccc(NC(=O)c3cc(nn3c4ccc5onc(N)c5c4)C(F)(F)F)c(F)c2" IK8 SMILES CACTVS 3.370 "CN(C)Cc1nccn1c2ccc(NC(=O)c3cc(nn3c4ccc5onc(N)c5c4)C(F)(F)F)c(F)c2" IK8 SMILES_CANONICAL "OpenEye OEToolkits" 1.7.0 "CN(C)Cc1nccn1c2ccc(c(c2)F)NC(=O)c3cc(nn3c4ccc5c(c4)c(no5)N)C(F)(F)F" IK8 SMILES "OpenEye OEToolkits" 1.7.0 "CN(C)Cc1nccn1c2ccc(c(c2)F)NC(=O)c3cc(nn3c4ccc5c(c4)c(no5)N)C(F)(F)F" IK8 InChI InChI 1.03 "InChI=1S/C24H20F4N8O2/c1-34(2)12-21-30-7-8-35(21)13-3-5-17(16(25)10-13)31-23(37)18-11-20(24(26,27)28)32-36(18)14-4-6-19-15(9-14)22(29)33-38-19/h3-11H,12H2,1-2H3,(H2,29,33)(H,31,37)" IK8 InChIKey InChI 1.03 OFJRNBWSFXEHSA-UHFFFAOYSA-N # # loop_ _pdbx_chem_comp_identifier.comp_id _pdbx_chem_comp_identifier.type _pdbx_chem_comp_identifier.program _pdbx_chem_comp_identifier.program_version _pdbx_chem_comp_identifier.identifier IK8 "SYSTEMATIC NAME" ACDLabs 12.01 "1-(3-amino-1,2-benzoxazol-5-yl)-N-(4-{2-[(dimethylamino)methyl]-1H-imidazol-1-yl}-2-fluorophenyl)-3-(trifluoromethyl)-1H-pyrazole-5-carboxamide" IK8 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.0 "2-(3-azanyl-1,2-benzoxazol-5-yl)-N-[4-[2-(dimethylaminomethyl)imidazol-1-yl]-2-fluoro-phenyl]-5-(trifluoromethyl)pyrazole-3-carboxamide" # # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site IK8 "Create component" 2005-04-06 RCSB IK8 "Modify aromatic_flag" 2011-06-04 RCSB IK8 "Modify descriptor" 2011-06-04 RCSB IK8 "Modify synonyms" 2020-06-05 PDBE # # loop_ _pdbx_chem_comp_synonyms.ordinal _pdbx_chem_comp_synonyms.comp_id _pdbx_chem_comp_synonyms.name _pdbx_chem_comp_synonyms.provenance _pdbx_chem_comp_synonyms.type 1 IK8 "1-(3'-AMINOBENZISOXAZOL-5'-YL)-3-TRIFLUOROMETHYL-N-[2-FLUORO-4-[(2'-DIMETHYLAMINOMETHYL)IMIDAZOL-1-YL]PHENYL]-1H-PYRAZOLE-5-CARBOXYAMIDE" ? ? 2 IK8 razaxaban ? ? 3 IK8 DPC906 ? ? 4 IK8 BMS-561389 ? ? ##