data_GEV # _chem_comp.id GEV _chem_comp.name "(5Z)-5-({4-[3-(5-methyl-2-phenyl-1,3-oxazol-4-yl)propanoyl]phenyl}methylidene)-1,3-thiazolidine-2,4-dione" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C23 H18 N2 O4 S" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms Darglitazone _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2018-05-18 _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 418.465 _chem_comp.one_letter_code ? _chem_comp.three_letter_code GEV _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 6DGL _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 GEV C10 C1 C 0 1 Y N N 16.557 69.728 8.188 8.083 2.743 -1.510 C10 GEV 1 GEV C13 C2 C 0 1 N N N 16.271 62.177 9.846 2.581 -2.290 0.267 C13 GEV 2 GEV C15 C3 C 0 1 N N N 17.492 61.938 11.904 0.159 -2.582 -0.175 C15 GEV 3 GEV C17 C4 C 0 1 Y N N 17.585 61.847 13.418 -1.232 -2.140 -0.355 C17 GEV 4 GEV C20 C5 C 0 1 Y N N 17.828 61.723 16.143 -3.848 -1.309 -0.696 C20 GEV 5 GEV C21 C6 C 0 1 Y N N 16.703 62.316 15.581 -2.845 -0.371 -0.419 C21 GEV 6 GEV C22 C7 C 0 1 Y N N 16.576 62.386 14.206 -1.554 -0.781 -0.252 C22 GEV 7 GEV C24 C8 C 0 1 N N N 18.745 62.835 18.198 -5.642 0.323 -0.368 C24 GEV 8 GEV C28 C9 C 0 1 N N N 20.288 64.773 18.772 -6.037 2.623 0.795 C28 GEV 9 GEV C01 C10 C 0 1 N N N 19.488 62.747 9.171 3.486 -1.353 3.109 C01 GEV 10 GEV C02 C11 C 0 1 Y N N 18.324 63.740 9.178 4.047 -0.879 1.793 C02 GEV 11 GEV C03 C12 C 0 1 Y N N 16.966 63.498 9.473 3.659 -1.281 0.569 C03 GEV 12 GEV C05 C13 C 0 1 Y N N 17.276 65.604 8.994 5.234 0.167 0.302 C05 GEV 13 GEV C07 C14 C 0 1 Y N N 17.024 67.074 8.718 6.226 1.063 -0.329 C07 GEV 14 GEV C08 C15 C 0 1 Y N N 18.070 67.870 8.283 6.344 1.110 -1.719 C08 GEV 15 GEV C09 C16 C 0 1 Y N N 17.834 69.207 8.023 7.268 1.953 -2.301 C09 GEV 16 GEV C11 C17 C 0 1 Y N N 15.510 68.923 8.614 7.978 2.694 -0.131 C11 GEV 17 GEV C12 C18 C 0 1 Y N N 15.751 67.590 8.872 7.055 1.859 0.463 C12 GEV 18 GEV C14 C19 C 0 1 N N N 16.088 62.025 11.346 1.237 -1.574 0.127 C14 GEV 19 GEV C18 C20 C 0 1 Y N N 18.715 61.270 13.981 -2.234 -3.078 -0.636 C18 GEV 20 GEV C19 C21 C 0 1 Y N N 18.840 61.196 15.356 -3.525 -2.668 -0.805 C19 GEV 21 GEV C23 C22 C 0 1 N N N 17.956 61.648 17.655 -5.238 -0.867 -0.876 C23 GEV 22 GEV C25 C23 C 0 1 N N N 18.579 63.406 19.469 -6.932 1.003 -0.569 C25 GEV 23 GEV N04 N1 N 0 1 Y N N 16.352 64.715 9.337 4.403 -0.625 -0.334 N04 GEV 24 GEV N27 N2 N 0 1 N N N 19.426 64.436 19.739 -7.052 2.163 0.055 N27 GEV 25 GEV O06 O1 O 0 1 Y N N 18.430 65.017 8.895 5.027 0.030 1.623 O06 GEV 26 GEV O16 O2 O 0 1 N N N 18.249 60.963 11.255 0.438 -3.759 -0.270 O16 GEV 27 GEV O26 O3 O 0 1 N N N 17.624 62.957 20.373 -7.820 0.534 -1.255 O26 GEV 28 GEV O29 O4 O 0 1 N N N 21.231 65.803 18.827 -6.010 3.667 1.418 O29 GEV 29 GEV S30 S1 S 0 1 N N N 20.008 63.728 17.471 -4.740 1.418 0.700 S30 GEV 30 GEV H1 H1 H 0 1 N N N 16.377 70.773 7.982 8.807 3.399 -1.971 H1 GEV 31 GEV H2 H2 H 0 1 N N N 15.282 62.149 9.364 2.817 -2.805 -0.665 H2 GEV 32 GEV H3 H3 H 0 1 N N N 16.882 61.340 9.478 2.524 -3.015 1.078 H3 GEV 33 GEV H5 H5 H 0 1 N N N 15.930 62.721 16.217 -3.093 0.677 -0.339 H5 GEV 34 GEV H6 H6 H 0 1 N N N 15.711 62.850 13.755 -0.780 -0.058 -0.039 H6 GEV 35 GEV H7 H7 H 0 1 N N N 20.415 63.270 8.894 4.049 -2.221 3.452 H7 GEV 36 GEV H8 H8 H 0 1 N N N 19.601 62.307 10.173 3.565 -0.554 3.846 H8 GEV 37 GEV H9 H9 H 0 1 N N N 19.285 61.949 8.441 2.439 -1.627 2.980 H9 GEV 38 GEV H10 H10 H 0 1 N N N 19.057 67.452 8.149 5.706 0.497 -2.337 H10 GEV 39 GEV H11 H11 H 0 1 N N N 18.640 69.845 7.692 7.355 1.997 -3.377 H11 GEV 40 GEV H12 H12 H 0 1 N N N 14.520 69.335 8.742 8.620 3.309 0.480 H12 GEV 41 GEV H13 H13 H 0 1 N N N 14.944 66.949 9.195 6.968 1.827 1.539 H13 GEV 42 GEV H14 H14 H 0 1 N N N 15.560 62.896 11.761 1.001 -1.058 1.059 H14 GEV 43 GEV H15 H15 H 0 1 N N N 15.523 61.110 11.576 1.294 -0.849 -0.685 H15 GEV 44 GEV H16 H16 H 0 1 N N N 19.496 60.879 13.346 -1.985 -4.125 -0.720 H16 GEV 45 GEV H17 H17 H 0 1 N N N 19.708 60.737 15.807 -4.297 -3.391 -1.021 H17 GEV 46 GEV H18 H18 H 0 1 N N N 17.543 60.858 18.265 -5.937 -1.491 -1.413 H18 GEV 47 GEV H20 H20 H 0 1 N N N 19.406 64.917 20.616 -7.870 2.679 -0.026 H20 GEV 48 # # 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 GEV C09 C10 DOUB Y N 1 GEV C09 C08 SING Y N 2 GEV C10 C11 SING Y N 3 GEV C08 C07 DOUB Y N 4 GEV C11 C12 DOUB Y N 5 GEV C07 C12 SING Y N 6 GEV C07 C05 SING N N 7 GEV O06 C05 SING Y N 8 GEV O06 C02 SING Y N 9 GEV C05 N04 DOUB Y N 10 GEV C01 C02 SING N N 11 GEV C02 C03 DOUB Y N 12 GEV N04 C03 SING Y N 13 GEV C03 C13 SING N N 14 GEV C13 C14 SING N N 15 GEV O16 C15 DOUB N N 16 GEV C14 C15 SING N N 17 GEV C15 C17 SING N N 18 GEV C17 C18 DOUB Y N 19 GEV C17 C22 SING Y N 20 GEV C18 C19 SING Y N 21 GEV C22 C21 DOUB Y N 22 GEV C19 C20 DOUB Y N 23 GEV C21 C20 SING Y N 24 GEV C20 C23 SING N N 25 GEV S30 C24 SING N N 26 GEV S30 C28 SING N N 27 GEV C23 C24 DOUB N Z 28 GEV C24 C25 SING N N 29 GEV C28 O29 DOUB N N 30 GEV C28 N27 SING N N 31 GEV C25 N27 SING N N 32 GEV C25 O26 DOUB N N 33 GEV C10 H1 SING N N 34 GEV C13 H2 SING N N 35 GEV C13 H3 SING N N 36 GEV C21 H5 SING N N 37 GEV C22 H6 SING N N 38 GEV C01 H7 SING N N 39 GEV C01 H8 SING N N 40 GEV C01 H9 SING N N 41 GEV C08 H10 SING N N 42 GEV C09 H11 SING N N 43 GEV C11 H12 SING N N 44 GEV C12 H13 SING N N 45 GEV C14 H14 SING N N 46 GEV C14 H15 SING N N 47 GEV C18 H16 SING N N 48 GEV C19 H17 SING N N 49 GEV C23 H18 SING N N 50 GEV N27 H20 SING N N 51 # # 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 GEV SMILES ACDLabs 12.01 "c4ccc(c3nc(CCC(c2ccc(\C=C1\C(NC(=O)S1)=O)cc2)=O)c(C)o3)cc4" GEV InChI InChI 1.03 "InChI=1S/C23H18N2O4S/c1-14-18(24-22(29-14)17-5-3-2-4-6-17)11-12-19(26)16-9-7-15(8-10-16)13-20-21(27)25-23(28)30-20/h2-10,13H,11-12H2,1H3,(H,25,27,28)" GEV InChIKey InChI 1.03 DAVUFXMQAAAHHE-UHFFFAOYSA-N GEV SMILES_CANONICAL CACTVS 3.385 "Cc1oc(nc1CCC(=O)c2ccc(cc2)\C=C\3SC(=O)NC\3=O)c4ccccc4" GEV SMILES CACTVS 3.385 "Cc1oc(nc1CCC(=O)c2ccc(cc2)C=C3SC(=O)NC3=O)c4ccccc4" GEV SMILES_CANONICAL "OpenEye OEToolkits" 2.0.6 "Cc1c(nc(o1)c2ccccc2)CCC(=O)c3ccc(cc3)C=C4C(=O)NC(=O)S4" GEV SMILES "OpenEye OEToolkits" 2.0.6 "Cc1c(nc(o1)c2ccccc2)CCC(=O)c3ccc(cc3)C=C4C(=O)NC(=O)S4" # # 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 GEV "SYSTEMATIC NAME" ACDLabs 12.01 "(5Z)-5-({4-[3-(5-methyl-2-phenyl-1,3-oxazol-4-yl)propanoyl]phenyl}methylidene)-1,3-thiazolidine-2,4-dione" GEV "SYSTEMATIC NAME" "OpenEye OEToolkits" 2.0.6 "5-[[4-[3-(5-methyl-2-phenyl-1,3-oxazol-4-yl)propanoyl]phenyl]methylidene]-1,3-thiazolidine-2,4-dione" # # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site GEV "Create component" 2018-05-18 RCSB GEV "Initial release" 2019-05-22 RCSB GEV "Modify synonyms" 2020-06-05 PDBE # _pdbx_chem_comp_synonyms.ordinal 1 _pdbx_chem_comp_synonyms.comp_id GEV _pdbx_chem_comp_synonyms.name Darglitazone _pdbx_chem_comp_synonyms.provenance ? _pdbx_chem_comp_synonyms.type ? ##