data_GD4 # _chem_comp.id GD4 _chem_comp.name "(5S)-5-[(4-{[(2R)-6-hydroxy-2,5,7,8-tetramethyl-3,4-dihydro-2H-1-benzopyran-2-yl]methoxy}phenyl)methyl]-1,3-thiazolidine-2,4-dione" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C24 H27 N O5 S" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms "Troglitazone (isoform)" _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2018-05-18 _chem_comp.pdbx_modified_date 2021-03-01 _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 441.540 _chem_comp.one_letter_code ? _chem_comp.three_letter_code GD4 _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 6DGO _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 GD4 CAM C1 C 0 1 N N N 16.268 62.248 9.690 2.952 2.205 0.499 CAM GD4 1 GD4 CAL C2 C 0 1 N N N 15.054 63.042 10.079 4.385 2.373 -0.011 CAL GD4 2 GD4 CBB C3 C 0 1 Y N N 15.174 64.507 9.594 5.105 1.050 0.052 CBB GD4 3 GD4 CAZ C4 C 0 1 Y N N 14.013 65.290 9.456 6.489 1.042 -0.001 CAZ GD4 4 GD4 CAC C5 C 0 1 N N N 12.650 64.691 9.789 7.243 2.342 -0.115 CAC GD4 5 GD4 CBA C6 C 0 1 Y N N 14.109 66.614 9.016 7.183 -0.156 0.049 CBA GD4 6 GD4 OAG O1 O 0 1 N N N 12.956 67.395 8.880 8.542 -0.159 -0.003 OAG GD4 7 GD4 CAX C7 C 0 1 Y N N 15.369 67.165 8.710 6.489 -1.353 0.154 CAX GD4 8 GD4 CAA C8 C 0 1 N N N 15.468 68.612 8.230 7.240 -2.658 0.208 CAA GD4 9 GD4 CAY C9 C 0 1 Y N N 16.521 66.389 8.847 5.111 -1.346 0.209 CAY GD4 10 GD4 CAB C10 C 0 1 N N N 17.880 66.990 8.510 4.358 -2.646 0.325 CAB GD4 11 GD4 CBC C11 C 0 1 Y N N 16.430 65.049 9.292 4.412 -0.143 0.160 CBC GD4 12 GD4 OAR O2 O 0 1 N N N 17.644 64.277 9.414 3.055 -0.180 0.224 OAR GD4 13 GD4 CBE C12 C 0 1 N N R 17.543 62.998 10.005 2.336 0.982 -0.192 CBE GD4 14 GD4 CAD C13 C 0 1 N N N 18.727 62.158 9.548 2.443 1.139 -1.710 CAD GD4 15 GD4 CAN C14 C 0 1 N N N 17.623 63.151 11.537 0.865 0.849 0.211 CAN GD4 16 GD4 OAQ O3 O 0 1 N N N 17.737 61.878 12.100 0.296 -0.291 -0.435 OAQ GD4 17 GD4 CAW C15 C 0 1 Y N N 18.231 61.950 13.401 -1.013 -0.553 -0.182 CAW GD4 18 GD4 CAK C16 C 0 1 Y N N 17.359 62.109 14.459 -1.737 0.273 0.665 CAK GD4 19 GD4 CAI C17 C 0 1 Y N N 17.854 62.191 15.745 -3.067 0.005 0.920 CAI GD4 20 GD4 CAJ C18 C 0 1 Y N N 19.592 61.879 13.616 -1.630 -1.645 -0.776 CAJ GD4 21 GD4 CAH C19 C 0 1 Y N N 20.088 61.961 14.901 -2.962 -1.909 -0.518 CAH GD4 22 GD4 CAV C20 C 0 1 Y N N 19.218 62.115 15.959 -3.679 -1.087 0.332 CAV GD4 23 GD4 CAO C21 C 0 1 N N N 19.769 62.211 17.374 -5.130 -1.378 0.613 CAO GD4 24 GD4 CBD C22 C 0 1 N N S 19.460 63.604 17.883 -6.003 -0.658 -0.417 CBD GD4 25 GD4 SAS S1 S 0 1 N N N 20.805 64.264 18.579 -5.882 1.151 -0.212 SAS GD4 26 GD4 CAT C23 C 0 1 N N N 20.402 64.648 20.110 -7.604 1.358 0.155 CAT GD4 27 GD4 OAE O4 O 0 1 N N N 21.089 65.223 20.883 -8.165 2.408 0.399 OAE GD4 28 GD4 NAP N1 N 0 1 N N N 18.928 64.122 20.391 -8.175 0.152 0.116 NAP GD4 29 GD4 CAU C24 C 0 1 N N N 18.324 63.490 19.055 -7.469 -0.932 -0.161 CAU GD4 30 GD4 OAF O5 O 0 1 N N N 17.249 63.014 18.927 -7.952 -2.043 -0.206 OAF GD4 31 GD4 H1 H1 H 0 1 N N N 16.231 62.044 8.610 2.961 2.052 1.578 H1 GD4 32 GD4 H2 H2 H 0 1 N N N 16.266 61.297 10.243 2.370 3.095 0.259 H2 GD4 33 GD4 H3 H3 H 0 1 N N N 14.953 63.032 11.174 4.365 2.726 -1.041 H3 GD4 34 GD4 H4 H4 H 0 1 N N N 14.163 62.584 9.625 4.909 3.099 0.611 H4 GD4 35 GD4 H5 H5 H 0 1 N N N 12.223 64.227 8.888 7.465 2.721 0.883 H5 GD4 36 GD4 H6 H6 H 0 1 N N N 12.766 63.929 10.573 8.175 2.175 -0.655 H6 GD4 37 GD4 H7 H7 H 0 1 N N N 11.978 65.485 10.146 6.635 3.069 -0.653 H7 GD4 38 GD4 H8 H8 H 0 1 N N N 12.195 66.882 9.123 8.969 -0.103 0.863 H8 GD4 39 GD4 H9 H9 H 0 1 N N N 15.393 68.641 7.133 7.379 -3.039 -0.804 H9 GD4 40 GD4 H10 H10 H 0 1 N N N 14.649 69.201 8.669 8.212 -2.499 0.673 H10 GD4 41 GD4 H11 H11 H 0 1 N N N 16.433 69.037 8.543 6.670 -3.381 0.793 H11 GD4 42 GD4 H12 H12 H 0 1 N N N 18.309 67.455 9.410 4.218 -2.893 1.377 H12 GD4 43 GD4 H13 H13 H 0 1 N N N 18.553 66.197 8.151 3.385 -2.547 -0.158 H13 GD4 44 GD4 H14 H14 H 0 1 N N N 17.760 67.751 7.725 4.926 -3.439 -0.162 H14 GD4 45 GD4 H15 H15 H 0 1 N N N 18.663 61.157 10.000 3.492 1.224 -1.993 H15 GD4 46 GD4 H16 H16 H 0 1 N N N 18.710 62.067 8.452 2.004 0.269 -2.197 H16 GD4 47 GD4 H17 H17 H 0 1 N N N 19.663 62.643 9.861 1.909 2.037 -2.021 H17 GD4 48 GD4 H18 H18 H 0 1 N N N 18.502 63.756 11.805 0.794 0.728 1.292 H18 GD4 49 GD4 H19 H19 H 0 1 N N N 16.712 63.642 11.910 0.324 1.746 -0.091 H19 GD4 50 GD4 H20 H20 H 0 1 N N N 16.295 62.169 14.282 -1.260 1.126 1.125 H20 GD4 51 GD4 H21 H21 H 0 1 N N N 17.180 62.314 16.580 -3.631 0.648 1.580 H21 GD4 52 GD4 H22 H22 H 0 1 N N N 20.267 61.760 12.781 -1.071 -2.287 -1.440 H22 GD4 53 GD4 H23 H23 H 0 1 N N N 21.152 61.905 15.077 -3.442 -2.759 -0.980 H23 GD4 54 GD4 H24 H24 H 0 1 N N N 19.288 61.460 18.017 -5.305 -2.453 0.549 H24 GD4 55 GD4 H25 H25 H 0 1 N N N 20.856 62.045 17.367 -5.384 -1.028 1.613 H25 GD4 56 GD4 H26 H26 H 0 1 N N N 19.101 64.259 17.076 -5.724 -0.951 -1.429 H26 GD4 57 GD4 H27 H27 H 0 1 N N N 18.453 64.178 21.269 -9.124 0.068 0.293 H27 GD4 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 GD4 CAA CAX SING N N 1 GD4 CAB CAY SING N N 2 GD4 CAX CAY DOUB Y N 3 GD4 CAX CBA SING Y N 4 GD4 CAY CBC SING Y N 5 GD4 OAG CBA SING N N 6 GD4 CBA CAZ DOUB Y N 7 GD4 CBC OAR SING N N 8 GD4 CBC CBB DOUB Y N 9 GD4 OAR CBE SING N N 10 GD4 CAZ CBB SING Y N 11 GD4 CAZ CAC SING N N 12 GD4 CAD CBE SING N N 13 GD4 CBB CAL SING N N 14 GD4 CAM CBE SING N N 15 GD4 CAM CAL SING N N 16 GD4 CBE CAN SING N N 17 GD4 CAN OAQ SING N N 18 GD4 OAQ CAW SING N N 19 GD4 CAW CAJ DOUB Y N 20 GD4 CAW CAK SING Y N 21 GD4 CAJ CAH SING Y N 22 GD4 CAK CAI DOUB Y N 23 GD4 CAH CAV DOUB Y N 24 GD4 CAI CAV SING Y N 25 GD4 CAV CAO SING N N 26 GD4 CAO CBD SING N N 27 GD4 CBD SAS SING N N 28 GD4 CBD CAU SING N N 29 GD4 SAS CAT SING N N 30 GD4 OAF CAU DOUB N N 31 GD4 CAU NAP SING N N 32 GD4 CAT NAP SING N N 33 GD4 CAT OAE DOUB N N 34 GD4 CAM H1 SING N N 35 GD4 CAM H2 SING N N 36 GD4 CAL H3 SING N N 37 GD4 CAL H4 SING N N 38 GD4 CAC H5 SING N N 39 GD4 CAC H6 SING N N 40 GD4 CAC H7 SING N N 41 GD4 OAG H8 SING N N 42 GD4 CAA H9 SING N N 43 GD4 CAA H10 SING N N 44 GD4 CAA H11 SING N N 45 GD4 CAB H12 SING N N 46 GD4 CAB H13 SING N N 47 GD4 CAB H14 SING N N 48 GD4 CAD H15 SING N N 49 GD4 CAD H16 SING N N 50 GD4 CAD H17 SING N N 51 GD4 CAN H18 SING N N 52 GD4 CAN H19 SING N N 53 GD4 CAK H20 SING N N 54 GD4 CAI H21 SING N N 55 GD4 CAJ H22 SING N N 56 GD4 CAH H23 SING N N 57 GD4 CAO H24 SING N N 58 GD4 CAO H25 SING N N 59 GD4 CBD H26 SING N N 60 GD4 NAP H27 SING N N 61 # # 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 GD4 SMILES ACDLabs 12.01 "C1C(Oc2c(C1)c(C)c(O)c(c2C)C)(COc3ccc(cc3)CC4SC(NC4=O)=O)C" GD4 InChI InChI 1.03 "InChI=1S/C24H27NO5S/c1-13-14(2)21-18(15(3)20(13)26)9-10-24(4,30-21)12-29-17-7-5-16(6-8-17)11-19-22(27)25-23(28)31-19/h5-8,19,26H,9-12H2,1-4H3,(H,25,27,28)/t19-,24+/m0/s1" GD4 InChIKey InChI 1.03 GXPHKUHSUJUWKP-YADARESESA-N GD4 SMILES_CANONICAL CACTVS 3.385 "Cc1c(C)c2O[C@](C)(CCc2c(C)c1O)COc3ccc(C[C@@H]4SC(=O)NC4=O)cc3" GD4 SMILES CACTVS 3.385 "Cc1c(C)c2O[C](C)(CCc2c(C)c1O)COc3ccc(C[CH]4SC(=O)NC4=O)cc3" GD4 SMILES_CANONICAL "OpenEye OEToolkits" 2.0.6 "Cc1c(c2c(c(c1O)C)CC[C@](O2)(C)COc3ccc(cc3)C[C@H]4C(=O)NC(=O)S4)C" GD4 SMILES "OpenEye OEToolkits" 2.0.6 "Cc1c(c2c(c(c1O)C)CCC(O2)(C)COc3ccc(cc3)CC4C(=O)NC(=O)S4)C" # # 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 GD4 "SYSTEMATIC NAME" ACDLabs 12.01 "(5S)-5-[(4-{[(2R)-6-hydroxy-2,5,7,8-tetramethyl-3,4-dihydro-2H-1-benzopyran-2-yl]methoxy}phenyl)methyl]-1,3-thiazolidine-2,4-dione" GD4 "SYSTEMATIC NAME" "OpenEye OEToolkits" 2.0.6 "(5~{S})-5-[[4-[[(2~{R})-2,5,7,8-tetramethyl-6-oxidanyl-3,4-dihydrochromen-2-yl]methoxy]phenyl]methyl]-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 GD4 "Create component" 2018-05-18 RCSB GD4 "Modify name" 2018-05-18 RCSB GD4 "Initial release" 2019-05-22 RCSB GD4 "Modify synonyms" 2021-03-01 PDBE # _pdbx_chem_comp_synonyms.ordinal 1 _pdbx_chem_comp_synonyms.comp_id GD4 _pdbx_chem_comp_synonyms.name "Troglitazone (isoform)" _pdbx_chem_comp_synonyms.provenance ? _pdbx_chem_comp_synonyms.type ? ##