data_230 # _chem_comp.id 230 _chem_comp.name "(2R,4R)-N~1~-(4-CHLOROPHENYL)-N~2~-[2-FLUORO-4-(2-OXOPYRIDIN-1(2H)-YL)PHENYL]-4-METHOXYPYRROLIDINE-1,2-DICARBOXAMIDE" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C24 H22 Cl F N4 O4" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms PD-0348292 _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2007-04-26 _chem_comp.pdbx_modified_date 2021-03-01 _chem_comp.pdbx_ambiguous_flag ? _chem_comp.pdbx_release_status REL _chem_comp.pdbx_replaced_by ? _chem_comp.pdbx_replaces ? _chem_comp.formula_weight 484.907 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 230 _chem_comp.pdbx_model_coordinates_details ? _chem_comp.pdbx_model_coordinates_missing_flag N _chem_comp.pdbx_ideal_coordinates_details "Corina V3.40" _chem_comp.pdbx_ideal_coordinates_missing_flag N _chem_comp.pdbx_model_coordinates_db_code ? _chem_comp.pdbx_subcomponent_list ? _chem_comp.pdbx_processing_site PDBJ # # 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 230 N1 N1 N 0 1 N N N 6.527 6.136 21.575 -1.047 1.984 -1.014 N1 230 1 230 N3 N3 N 0 1 N N N 8.300 2.076 18.027 -5.606 -0.832 0.515 N3 230 2 230 C4 C4 C 0 1 Y N N 6.973 5.176 20.689 -2.193 1.276 -0.630 C4 230 3 230 C5 C5 C 0 1 Y N N 6.639 3.785 20.935 -3.229 1.084 -1.539 C5 230 4 230 C6 C6 C 0 1 Y N N 7.067 2.736 20.068 -4.359 0.385 -1.159 C6 230 5 230 C7 C7 C 0 1 N N N 5.644 7.131 21.325 0.124 1.763 -0.384 C7 230 6 230 C8 C8 C 0 1 Y N N 12.104 7.685 26.263 4.926 -3.846 0.026 C8 230 7 230 C10 C10 C 0 1 Y N N 10.378 8.555 24.769 5.159 -1.738 1.137 C10 230 8 230 C13 C13 C 0 1 Y N N 11.118 6.958 27.033 4.067 -3.272 -0.894 C13 230 9 230 C15 C15 C 0 1 N N N 7.603 1.770 16.819 -5.890 -2.010 -0.073 C15 230 10 230 C17 C17 C 0 1 N N N 9.329 0.026 16.321 -7.860 -2.211 1.265 C17 230 11 230 C20 C20 C 0 1 N N N 3.886 7.607 22.871 1.240 3.971 0.036 C20 230 12 230 C21 C21 C 0 1 N N R 5.321 8.063 22.535 1.325 2.614 -0.707 C21 230 13 230 C22 C22 C 0 1 N N N 5.210 7.241 24.896 3.456 3.032 0.298 C22 230 14 230 C24 C24 C 0 1 N N N 3.066 4.763 24.010 4.034 6.177 1.018 C24 230 15 230 C1 C1 C 0 1 Y N N 7.858 3.066 18.903 -4.460 -0.124 0.130 C1 230 16 230 C2 C2 C 0 1 Y N N 8.197 4.451 18.644 -3.426 0.069 1.036 C2 230 17 230 C3 C3 C 0 1 Y N N 7.765 5.495 19.518 -2.294 0.761 0.655 C3 230 18 230 F1 F1 F 0 1 N N N 5.908 3.456 22.007 -3.131 1.580 -2.791 F1 230 19 230 O1 O1 O 0 1 N N N 5.100 7.331 20.251 0.210 0.880 0.443 O1 230 20 230 C9 C9 C 0 1 Y N N 11.742 8.475 25.149 5.470 -3.080 1.042 C9 230 21 230 C11 C11 C 0 1 Y N N 9.338 7.827 25.516 4.292 -1.160 0.220 C11 230 22 230 C12 C12 C 0 1 Y N N 9.731 7.039 26.646 3.749 -1.931 -0.799 C12 230 23 230 CL1 CL1 CL 0 0 N N N 13.760 7.597 26.686 5.318 -5.534 -0.091 CL1 230 24 230 N2 N2 N 0 1 N N N 7.980 7.834 25.205 3.976 0.201 0.314 N2 230 25 230 C14 C14 C 0 1 N N N 9.573 1.324 18.409 -6.422 -0.320 1.474 C14 230 26 230 C16 C16 C 0 1 N N N 8.168 0.682 15.936 -7.040 -2.723 0.303 C16 230 27 230 C18 C18 C 0 1 N N N 10.065 0.339 17.586 -7.537 -0.983 1.859 C18 230 28 230 O2 O2 O 0 1 N N N 6.568 2.320 16.422 -5.148 -2.457 -0.933 O2 230 29 230 C19 C19 C 0 1 N N R 3.825 7.097 24.317 2.734 4.382 0.105 C19 230 30 230 N4 N4 N 0 1 N N N 6.032 7.801 23.825 2.554 1.981 -0.196 N4 230 31 230 O3 O3 O 0 1 N N N 3.614 5.711 24.105 2.970 5.245 1.219 O3 230 32 230 C23 C23 C 0 1 N N N 7.390 8.091 23.966 2.809 0.657 -0.182 C23 230 33 230 O4 O4 O 0 1 N N N 8.016 8.567 23.001 1.986 -0.125 -0.618 O4 230 34 230 HN1 HN1 H 0 1 N N N 6.897 6.091 22.503 -1.095 2.630 -1.736 HN1 230 35 230 H6 H6 H 0 1 N N N 6.804 1.710 20.279 -5.164 0.236 -1.863 H6 230 36 230 H10 H10 H 0 1 N N N 10.097 9.159 23.919 5.583 -1.140 1.931 H10 230 37 230 H13 H13 H 0 1 N N N 11.416 6.364 27.884 3.644 -3.872 -1.686 H13 230 38 230 H17 H17 H 0 1 N N N 9.720 -0.748 15.677 -8.749 -2.746 1.567 H17 230 39 230 H201 1H20 H 0 0 N N N 3.197 8.457 22.755 0.662 4.695 -0.539 H201 230 40 230 H202 2H20 H 0 0 N N N 3.594 6.796 22.188 0.823 3.844 1.035 H202 230 41 230 H21 H21 H 0 1 N N N 5.561 9.095 22.240 1.398 2.774 -1.782 H21 230 42 230 H221 1H22 H 0 0 N N N 5.601 6.264 25.217 4.384 3.023 -0.273 H221 230 43 230 H222 2H22 H 0 0 N N N 5.210 7.888 25.785 3.667 2.872 1.355 H222 230 44 230 H241 1H24 H 0 0 N N N 2.883 4.550 22.947 4.961 5.636 0.829 H241 230 45 230 H242 2H24 H 0 0 N N N 3.662 3.950 24.450 3.804 6.812 0.162 H242 230 46 230 H243 3H24 H 0 0 N N N 2.105 4.841 24.539 4.149 6.795 1.908 H243 230 47 230 H2 H2 H 0 1 N N N 8.787 4.698 17.774 -3.505 -0.326 2.038 H2 230 48 230 H3 H3 H 0 1 N N N 8.028 6.521 19.306 -1.487 0.906 1.359 H3 230 49 230 H9 H9 H 0 1 N N N 12.496 9.012 24.593 6.137 -3.532 1.761 H9 230 50 230 H12 H12 H 0 1 N N N 8.984 6.502 27.212 3.078 -1.483 -1.517 H12 230 51 230 HN2 HN2 H 0 1 N N N 7.354 7.631 25.958 4.597 0.815 0.737 HN2 230 52 230 H14 H14 H 0 1 N N N 10.088 1.566 19.327 -6.177 0.627 1.934 H14 230 53 230 H16 H16 H 0 1 N N N 7.673 0.417 15.013 -7.273 -3.668 -0.166 H16 230 54 230 H18 H18 H 0 1 N N N 10.965 -0.198 17.847 -8.177 -0.566 2.622 H18 230 55 230 H19 H19 H 0 1 N N N 3.088 7.598 24.962 3.047 4.857 -0.825 H19 230 56 # # 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 230 N1 C4 SING N N 1 230 N1 C7 SING N N 2 230 N1 HN1 SING N N 3 230 N3 C15 SING N N 4 230 N3 C14 SING N N 5 230 N3 C1 SING N N 6 230 C4 C3 DOUB Y N 7 230 C4 C5 SING Y N 8 230 C5 C6 DOUB Y N 9 230 C5 F1 SING N N 10 230 C6 C1 SING Y N 11 230 C6 H6 SING N N 12 230 C7 O1 DOUB N N 13 230 C7 C21 SING N N 14 230 C8 C9 SING Y N 15 230 C8 CL1 SING N N 16 230 C8 C13 DOUB Y N 17 230 C10 C9 DOUB Y N 18 230 C10 C11 SING Y N 19 230 C10 H10 SING N N 20 230 C13 C12 SING Y N 21 230 C13 H13 SING N N 22 230 C15 C16 SING N N 23 230 C15 O2 DOUB N N 24 230 C17 C16 DOUB N N 25 230 C17 C18 SING N N 26 230 C17 H17 SING N N 27 230 C20 C21 SING N N 28 230 C20 C19 SING N N 29 230 C20 H201 SING N N 30 230 C20 H202 SING N N 31 230 C21 N4 SING N N 32 230 C21 H21 SING N N 33 230 C22 N4 SING N N 34 230 C22 C19 SING N N 35 230 C22 H221 SING N N 36 230 C22 H222 SING N N 37 230 C24 O3 SING N N 38 230 C24 H241 SING N N 39 230 C24 H242 SING N N 40 230 C24 H243 SING N N 41 230 C1 C2 DOUB Y N 42 230 C2 C3 SING Y N 43 230 C2 H2 SING N N 44 230 C3 H3 SING N N 45 230 C9 H9 SING N N 46 230 C11 N2 SING N N 47 230 C11 C12 DOUB Y N 48 230 C12 H12 SING N N 49 230 N2 C23 SING N N 50 230 N2 HN2 SING N N 51 230 C14 C18 DOUB N N 52 230 C14 H14 SING N N 53 230 C16 H16 SING N N 54 230 C18 H18 SING N N 55 230 C19 O3 SING N N 56 230 C19 H19 SING N N 57 230 N4 C23 SING N N 58 230 C23 O4 DOUB N N 59 # # 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 230 SMILES ACDLabs 10.04 "Clc1ccc(cc1)NC(=O)N2CC(OC)CC2C(=O)Nc3c(F)cc(cc3)N4C=CC=CC4=O" 230 SMILES_CANONICAL CACTVS 3.341 "CO[C@@H]1C[C@@H](N(C1)C(=O)Nc2ccc(Cl)cc2)C(=O)Nc3ccc(cc3F)N4C=CC=CC4=O" 230 SMILES CACTVS 3.341 "CO[CH]1C[CH](N(C1)C(=O)Nc2ccc(Cl)cc2)C(=O)Nc3ccc(cc3F)N4C=CC=CC4=O" 230 SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "CO[C@@H]1C[C@@H](N(C1)C(=O)Nc2ccc(cc2)Cl)C(=O)Nc3ccc(cc3F)N4C=CC=CC4=O" 230 SMILES "OpenEye OEToolkits" 1.5.0 "COC1CC(N(C1)C(=O)Nc2ccc(cc2)Cl)C(=O)Nc3ccc(cc3F)N4C=CC=CC4=O" 230 InChI InChI 1.03 "InChI=1S/C24H22ClFN4O4/c1-34-18-13-21(30(14-18)24(33)27-16-7-5-15(25)6-8-16)23(32)28-20-10-9-17(12-19(20)26)29-11-3-2-4-22(29)31/h2-12,18,21H,13-14H2,1H3,(H,27,33)(H,28,32)/t18-,21-/m1/s1" 230 InChIKey InChI 1.03 QQBKAVAGLMGMHI-WIYYLYMNSA-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 230 "SYSTEMATIC NAME" ACDLabs 10.04 "(2R,4R)-N~1~-(4-chlorophenyl)-N~2~-[2-fluoro-4-(2-oxopyridin-1(2H)-yl)phenyl]-4-methoxypyrrolidine-1,2-dicarboxamide" 230 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "(2R,4R)-N-(4-chlorophenyl)-N'-[2-fluoro-4-(2-oxopyridin-1-yl)phenyl]-4-methoxy-pyrrolidine-1,2-dicarboxamide" # # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site 230 "Create component" 2007-04-26 PDBJ 230 "Modify descriptor" 2011-06-04 RCSB 230 "Modify synonyms" 2021-03-01 PDBE # _pdbx_chem_comp_synonyms.ordinal 1 _pdbx_chem_comp_synonyms.comp_id 230 _pdbx_chem_comp_synonyms.name PD-0348292 _pdbx_chem_comp_synonyms.provenance ? _pdbx_chem_comp_synonyms.type ? ##