data_GH1 # _chem_comp.id GH1 _chem_comp.name "(5S)-5-({4-[2-(3-methoxyphenyl)-2-oxoethoxy]phenyl}methyl)-1,3-thiazolidine-2,4-dione" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C19 H17 N O5 S" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2018-05-21 _chem_comp.pdbx_modified_date 2019-05-17 _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 371.407 _chem_comp.one_letter_code ? _chem_comp.three_letter_code GH1 _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 6DH9 _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 GH1 C13 C1 C 0 1 Y N N 17.663 61.171 13.662 0.103 -1.525 -0.082 C13 GH1 1 GH1 C15 C2 C 0 1 Y N N 16.685 61.820 15.751 1.890 -0.158 -0.908 C15 GH1 2 GH1 C17 C3 C 0 1 Y N N 19.019 61.161 15.680 2.352 -2.355 -0.071 C17 GH1 3 GH1 C20 C4 C 0 1 N N S 18.979 62.789 18.517 4.946 -0.361 0.300 C20 GH1 4 GH1 C21 C5 C 0 1 N N N 19.033 62.979 19.914 6.440 -0.266 0.079 C21 GH1 5 GH1 C24 C6 C 0 1 N N N 20.755 64.357 19.416 6.097 2.011 0.323 C24 GH1 6 GH1 C01 C7 C 0 1 N N N 17.224 68.332 9.187 -9.225 1.179 0.201 C01 GH1 7 GH1 C03 C8 C 0 1 Y N N 17.186 65.988 9.344 -6.939 0.529 0.132 C03 GH1 8 GH1 C04 C9 C 0 1 Y N N 18.392 65.985 8.664 -6.664 1.771 -0.426 C04 GH1 9 GH1 C05 C10 C 0 1 Y N N 19.137 64.815 8.581 -5.367 2.112 -0.764 C05 GH1 10 GH1 C06 C11 C 0 1 Y N N 18.705 63.635 9.164 -4.336 1.221 -0.549 C06 GH1 11 GH1 C07 C12 C 0 1 Y N N 17.499 63.640 9.845 -4.603 -0.032 0.012 C07 GH1 12 GH1 C08 C13 C 0 1 Y N N 16.739 64.808 9.946 -5.914 -0.372 0.358 C08 GH1 13 GH1 C09 C14 C 0 1 N N N 17.035 62.332 10.476 -3.506 -0.987 0.242 C09 GH1 14 GH1 C11 C15 C 0 1 N N N 18.128 61.838 11.417 -2.093 -0.615 -0.127 C11 GH1 15 GH1 C14 C16 C 0 1 Y N N 16.558 61.604 14.386 0.547 -0.334 -0.637 C14 GH1 16 GH1 C16 C17 C 0 1 Y N N 17.908 61.617 16.385 2.792 -1.167 -0.625 C16 GH1 17 GH1 C18 C18 C 0 1 Y N N 18.888 60.946 14.306 1.009 -2.536 0.201 C18 GH1 18 GH1 C19 C19 C 0 1 N N N 17.952 61.849 17.881 4.256 -0.972 -0.921 C19 GH1 19 GH1 N23 N1 N 0 1 N N N 19.993 63.813 20.368 6.907 0.971 0.111 N23 GH1 20 GH1 O02 O1 O 0 1 N N N 16.449 67.184 9.413 -8.217 0.201 0.461 O02 GH1 21 GH1 O10 O2 O 0 1 N N N 15.829 62.516 11.173 -3.740 -2.073 0.729 O10 GH1 22 GH1 O12 O3 O 0 1 N N N 17.518 60.933 12.285 -1.217 -1.699 0.191 O12 GH1 23 GH1 O22 O4 O 0 1 N N N 18.159 62.341 20.795 7.144 -1.235 -0.110 O22 GH1 24 GH1 O25 O5 O 0 1 N N N 21.784 65.262 19.700 6.429 3.180 0.370 O25 GH1 25 GH1 S26 S1 S 0 1 N N N 20.233 63.769 17.895 4.452 1.381 0.522 S26 GH1 26 GH1 H1 H1 H 0 1 N N N 15.831 62.147 16.325 2.236 0.769 -1.341 H1 GH1 27 GH1 H2 H2 H 0 1 N N N 19.957 60.978 16.182 3.058 -3.142 0.149 H2 GH1 28 GH1 H3 H3 H 0 1 N N N 16.586 69.225 9.256 -9.003 2.088 0.759 H3 GH1 29 GH1 H4 H4 H 0 1 N N N 18.020 68.391 9.943 -9.247 1.404 -0.866 H4 GH1 30 GH1 H5 H5 H 0 1 N N N 17.674 68.279 8.185 -10.196 0.791 0.510 H5 GH1 31 GH1 H6 H6 H 0 1 N N N 18.753 66.890 8.199 -7.466 2.474 -0.597 H6 GH1 32 GH1 H7 H7 H 0 1 N N N 20.077 64.826 8.049 -5.160 3.079 -1.197 H7 GH1 33 GH1 H8 H8 H 0 1 N N N 19.294 62.733 9.089 -3.325 1.490 -0.815 H8 GH1 34 GH1 H9 H9 H 0 1 N N N 15.806 64.799 10.489 -6.126 -1.336 0.796 H9 GH1 35 GH1 H11 H11 H 0 1 N N N 18.925 61.340 10.846 -2.040 -0.406 -1.195 H11 GH1 36 GH1 H12 H12 H 0 1 N N N 18.553 62.680 11.982 -1.793 0.271 0.433 H12 GH1 37 GH1 H13 H13 H 0 1 N N N 15.612 61.770 13.892 -0.157 0.455 -0.859 H13 GH1 38 GH1 H14 H14 H 0 1 N N N 19.738 60.603 13.735 0.666 -3.464 0.634 H14 GH1 39 GH1 H15 H15 H 0 1 N N N 16.962 62.235 18.164 4.369 -0.303 -1.774 H15 GH1 40 GH1 H16 H16 H 0 1 N N N 18.107 60.863 18.343 4.712 -1.935 -1.152 H16 GH1 41 GH1 H17 H17 H 0 1 N N N 20.123 64.008 21.340 7.855 1.125 -0.021 H17 GH1 42 GH1 H19 H19 H 0 1 N N N 18.273 63.628 18.426 4.726 -0.942 1.196 H19 GH1 43 # # 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 GH1 C05 C04 DOUB Y N 1 GH1 C05 C06 SING Y N 2 GH1 C04 C03 SING Y N 3 GH1 C06 C07 DOUB Y N 4 GH1 C01 O02 SING N N 5 GH1 C03 O02 SING N N 6 GH1 C03 C08 DOUB Y N 7 GH1 C07 C08 SING Y N 8 GH1 C07 C09 SING N N 9 GH1 C09 O10 DOUB N N 10 GH1 C09 C11 SING N N 11 GH1 C11 O12 SING N N 12 GH1 O12 C13 SING N N 13 GH1 C13 C18 DOUB Y N 14 GH1 C13 C14 SING Y N 15 GH1 C18 C17 SING Y N 16 GH1 C14 C15 DOUB Y N 17 GH1 C17 C16 DOUB Y N 18 GH1 C15 C16 SING Y N 19 GH1 C16 C19 SING N N 20 GH1 C19 C20 SING N N 21 GH1 S26 C20 SING N N 22 GH1 S26 C24 SING N N 23 GH1 C20 C21 SING N N 24 GH1 C24 O25 DOUB N N 25 GH1 C24 N23 SING N N 26 GH1 C21 N23 SING N N 27 GH1 C21 O22 DOUB N N 28 GH1 C15 H1 SING N N 29 GH1 C17 H2 SING N N 30 GH1 C01 H3 SING N N 31 GH1 C01 H4 SING N N 32 GH1 C01 H5 SING N N 33 GH1 C04 H6 SING N N 34 GH1 C05 H7 SING N N 35 GH1 C06 H8 SING N N 36 GH1 C08 H9 SING N N 37 GH1 C11 H11 SING N N 38 GH1 C11 H12 SING N N 39 GH1 C14 H13 SING N N 40 GH1 C18 H14 SING N N 41 GH1 C19 H15 SING N N 42 GH1 C19 H16 SING N N 43 GH1 N23 H17 SING N N 44 GH1 C20 H19 SING N N 45 # # 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 GH1 SMILES ACDLabs 12.01 "c1(ccc(cc1)CC2C(NC(=O)S2)=O)OCC(c3cccc(OC)c3)=O" GH1 InChI InChI 1.03 "InChI=1S/C19H17NO5S/c1-24-15-4-2-3-13(10-15)16(21)11-25-14-7-5-12(6-8-14)9-17-18(22)20-19(23)26-17/h2-8,10,17H,9,11H2,1H3,(H,20,22,23)/t17-/m0/s1" GH1 InChIKey InChI 1.03 YAUMOGALQJYOJQ-KRWDZBQOSA-N GH1 SMILES_CANONICAL CACTVS 3.385 "COc1cccc(c1)C(=O)COc2ccc(C[C@@H]3SC(=O)NC3=O)cc2" GH1 SMILES CACTVS 3.385 "COc1cccc(c1)C(=O)COc2ccc(C[CH]3SC(=O)NC3=O)cc2" GH1 SMILES_CANONICAL "OpenEye OEToolkits" 2.0.6 "COc1cccc(c1)C(=O)COc2ccc(cc2)CC3C(=O)NC(=O)S3" GH1 SMILES "OpenEye OEToolkits" 2.0.6 "COc1cccc(c1)C(=O)COc2ccc(cc2)CC3C(=O)NC(=O)S3" # # 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 GH1 "SYSTEMATIC NAME" ACDLabs 12.01 "(5S)-5-({4-[2-(3-methoxyphenyl)-2-oxoethoxy]phenyl}methyl)-1,3-thiazolidine-2,4-dione" GH1 "SYSTEMATIC NAME" "OpenEye OEToolkits" 2.0.6 "5-[[4-[2-(3-methoxyphenyl)-2-oxidanylidene-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 GH1 "Create component" 2018-05-21 RCSB GH1 "Initial release" 2019-05-22 RCSB ##