data_RGZ # _chem_comp.id RGZ _chem_comp.name "(R)-ROSIGLITAZONE" _chem_comp.type non-polymer _chem_comp.pdbx_type HETAIN _chem_comp.formula "C18 H19 N3 O3 S" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2011-11-11 _chem_comp.pdbx_modified_date 2014-04-14 _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 357.427 _chem_comp.one_letter_code ? _chem_comp.three_letter_code RGZ _chem_comp.pdbx_model_coordinates_details ? _chem_comp.pdbx_model_coordinates_missing_flag Y _chem_comp.pdbx_ideal_coordinates_details Corina _chem_comp.pdbx_ideal_coordinates_missing_flag N _chem_comp.pdbx_model_coordinates_db_code 4A7A _chem_comp.pdbx_subcomponent_list ? _chem_comp.pdbx_processing_site EBI # 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 RGZ N16 N16 N 0 1 N N N 12.605 131.092 29.185 4.786 1.447 -0.244 N16 RGZ 1 RGZ C16 C16 C 0 1 N N N 13.998 131.041 29.651 5.305 2.107 -1.445 C16 RGZ 2 RGZ C15 C15 C 0 1 N N N 11.859 129.986 28.560 3.885 2.170 0.657 C15 RGZ 3 RGZ C14 C14 C 0 1 N N N 12.432 129.586 27.185 2.436 1.943 0.219 C14 RGZ 4 RGZ O13 O13 O 0 1 N N N 13.860 129.868 27.004 2.102 0.563 0.375 O13 RGZ 5 RGZ C10 C10 C 0 1 Y N N 14.363 129.590 25.763 0.842 0.190 0.028 C10 RGZ 6 RGZ C9 C9 C 0 1 Y N N 15.348 130.428 25.244 0.449 -1.135 0.154 C9 RGZ 7 RGZ C8 C8 C 0 1 Y N N 15.899 130.177 23.990 -0.832 -1.511 -0.199 C8 RGZ 8 RGZ C11 C11 C 0 1 Y N N 13.932 128.483 25.021 -0.056 1.135 -0.449 C11 RGZ 9 RGZ C12 C12 C 0 1 Y N N 14.484 128.230 23.760 -1.336 0.753 -0.801 C12 RGZ 10 RGZ C7 C7 C 0 1 Y N N 15.473 129.079 23.249 -1.723 -0.568 -0.679 C7 RGZ 11 RGZ C6 C6 C 0 1 N N N 16.083 128.839 21.865 -3.120 -0.982 -1.065 C6 RGZ 12 RGZ C5 C5 C 0 1 N N R 17.411 128.112 21.998 -4.042 -0.860 0.150 C5 RGZ 13 RGZ S1 S1 S 0 1 N N N 17.014 126.365 22.281 -4.233 0.886 0.643 S1 RGZ 14 RGZ C2 C2 C 0 1 N N N 17.832 125.976 20.809 -5.983 0.911 0.362 C2 RGZ 15 RGZ O2 O2 O 0 1 N N N 17.795 124.842 20.332 -6.722 1.863 0.525 O2 RGZ 16 RGZ N3 N3 N 0 1 N N N 18.503 126.957 20.210 -6.343 -0.302 -0.062 N3 RGZ 17 RGZ C4 C4 C 0 1 N N N 18.205 128.167 20.693 -5.454 -1.270 -0.206 C4 RGZ 18 RGZ O4 O4 O 0 1 N N N 18.565 129.211 20.158 -5.744 -2.384 -0.589 O4 RGZ 19 RGZ C21 C21 C 0 1 Y N N ? ? ? 6.425 -1.820 -0.475 C21 RGZ 20 RGZ C20 C20 C 0 1 Y N N ? ? ? 5.827 -2.437 0.615 C20 RGZ 21 RGZ C19 C19 C 0 1 Y N N ? ? ? 4.910 -1.735 1.371 C19 RGZ 22 RGZ N18 N18 N 0 1 Y N N ? ? ? 4.597 -0.489 1.069 N18 RGZ 23 RGZ C22 C22 C 0 1 Y N N ? ? ? 6.078 -0.513 -0.766 C22 RGZ 24 RGZ C17 C17 C 0 1 Y N N ? ? ? 5.145 0.134 0.038 C17 RGZ 25 RGZ H21 H21 H 0 1 N N N ? ? ? 7.150 -2.346 -1.079 H21 RGZ 26 RGZ H22 H22 H 0 1 N N N ? ? ? 6.524 -0.002 -1.607 H22 RGZ 27 RGZ H19 H19 H 0 1 N N N ? ? ? 4.442 -2.212 2.219 H19 RGZ 28 RGZ H20 H20 H 0 1 N N N ? ? ? 6.076 -3.457 0.870 H20 RGZ 29 RGZ H161 H161 H 0 0 N N N 14.280 132.017 30.072 6.241 2.611 -1.207 H161 RGZ 30 RGZ H162 H162 H 0 0 N N N 14.097 130.265 30.425 5.480 1.362 -2.221 H162 RGZ 31 RGZ H163 H163 H 0 0 N N N 14.659 130.802 28.805 4.579 2.838 -1.800 H163 RGZ 32 RGZ H151 H151 H 0 0 N N N 11.910 129.112 29.226 4.017 1.803 1.675 H151 RGZ 33 RGZ H152 H152 H 0 0 N N N 10.815 130.305 28.422 4.112 3.235 0.622 H152 RGZ 34 RGZ H141 H141 H 0 0 N N N 12.288 128.502 27.065 1.771 2.550 0.833 H141 RGZ 35 RGZ H142 H142 H 0 0 N N N 11.880 130.148 26.417 2.325 2.227 -0.828 H142 RGZ 36 RGZ H9 H9 H 0 1 N N N 15.686 131.278 25.818 1.145 -1.871 0.529 H9 RGZ 37 RGZ H11 H11 H 0 1 N N N 13.175 127.825 25.421 0.246 2.167 -0.544 H11 RGZ 38 RGZ H8 H8 H 0 1 N N N 16.657 130.835 23.592 -1.138 -2.542 -0.101 H8 RGZ 39 RGZ H12 H12 H 0 1 N N N 14.148 127.382 23.182 -2.035 1.488 -1.172 H12 RGZ 40 RGZ H61C H61C H 0 0 N N N 15.393 128.227 21.266 -3.483 -0.334 -1.862 H61C RGZ 41 RGZ H62C H62C H 0 0 N N N 16.247 129.807 21.368 -3.110 -2.015 -1.412 H62C RGZ 42 RGZ H5 H5 H 0 1 N N N 18.000 128.573 22.805 -3.663 -1.456 0.981 H5 RGZ 43 RGZ H3 H3 H 0 1 N N N 19.163 126.804 19.474 -7.274 -0.477 -0.268 H3 RGZ 44 # 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 RGZ N16 C16 SING N N 1 RGZ N16 C15 SING N N 2 RGZ N16 C17 SING N N 3 RGZ C15 C14 SING N N 4 RGZ C14 O13 SING N N 5 RGZ O13 C10 SING N N 6 RGZ C10 C9 SING Y N 7 RGZ C10 C11 DOUB Y N 8 RGZ C9 C8 DOUB Y N 9 RGZ C8 C7 SING Y N 10 RGZ C11 C12 SING Y N 11 RGZ C12 C7 DOUB Y N 12 RGZ C7 C6 SING N N 13 RGZ C6 C5 SING N N 14 RGZ C5 S1 SING N N 15 RGZ C5 C4 SING N N 16 RGZ S1 C2 SING N N 17 RGZ C2 O2 DOUB N N 18 RGZ C2 N3 SING N N 19 RGZ N3 C4 SING N N 20 RGZ C4 O4 DOUB N N 21 RGZ C21 C20 SING Y N 22 RGZ C21 C22 DOUB Y N 23 RGZ C20 C19 DOUB Y N 24 RGZ C19 N18 SING Y N 25 RGZ N18 C17 DOUB Y N 26 RGZ C22 C17 SING Y N 27 RGZ C16 H161 SING N N 28 RGZ C16 H162 SING N N 29 RGZ C16 H163 SING N N 30 RGZ C15 H151 SING N N 31 RGZ C15 H152 SING N N 32 RGZ C14 H141 SING N N 33 RGZ C14 H142 SING N N 34 RGZ C9 H9 SING N N 35 RGZ C11 H11 SING N N 36 RGZ C8 H8 SING N N 37 RGZ C12 H12 SING N N 38 RGZ C6 H61C SING N N 39 RGZ C6 H62C SING N N 40 RGZ C5 H5 SING N N 41 RGZ N3 H3 SING N N 42 RGZ C21 H21 SING N N 43 RGZ C22 H22 SING N N 44 RGZ C19 H19 SING N N 45 RGZ C20 H20 SING N N 46 # 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 RGZ SMILES ACDLabs 12.01 "O=C1NC(=O)SC1Cc3ccc(OCCN(c2ncccc2)C)cc3" RGZ InChI InChI 1.03 "InChI=1S/C18H19N3O3S/c1-21(16-4-2-3-9-19-16)10-11-24-14-7-5-13(6-8-14)12-15-17(22)20-18(23)25-15/h2-9,15H,10-12H2,1H3,(H,20,22,23)/t15-/m1/s1" RGZ InChIKey InChI 1.03 YASAKCUCGLMORW-OAHLLOKOSA-N RGZ SMILES_CANONICAL CACTVS 3.370 "CN(CCOc1ccc(C[C@H]2SC(=O)NC2=O)cc1)c3ccccn3" RGZ SMILES CACTVS 3.370 "CN(CCOc1ccc(C[CH]2SC(=O)NC2=O)cc1)c3ccccn3" RGZ SMILES_CANONICAL "OpenEye OEToolkits" 1.7.2 "CN(CCOc1ccc(cc1)C[C@@H]2C(=O)NC(=O)S2)c3ccccn3" RGZ SMILES "OpenEye OEToolkits" 1.7.2 "CN(CCOc1ccc(cc1)CC2C(=O)NC(=O)S2)c3ccccn3" # 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 RGZ "SYSTEMATIC NAME" ACDLabs 12.01 "(5R)-5-(4-{2-[methyl(pyridin-2-yl)amino]ethoxy}benzyl)-1,3-thiazolidine-2,4-dione" RGZ "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.2 "(5R)-5-[[4-[2-[methyl(pyridin-2-yl)amino]ethoxy]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 RGZ "Create component" 2011-11-11 EBI RGZ "Other modification" 2014-04-14 EBI #