data_X55 # _chem_comp.id X55 _chem_comp.name "(2R)-3-benzyl-2-(2-bromo-4-hydroxy-5-methoxyphenyl)-1,3-thiazolidin-4-one" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C17 H16 Br N O3 S" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2009-09-14 _chem_comp.pdbx_modified_date 2011-06-04 _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 394.283 _chem_comp.one_letter_code ? _chem_comp.three_letter_code X55 _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 3JTK _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 X55 CAA CAA C 0 1 N N N -7.753 23.006 3.265 2.031 2.428 -2.436 CAA X55 1 X55 OAB OAB O 0 1 N N N -8.862 26.818 -1.743 2.352 -3.238 0.351 OAB X55 2 X55 OAC OAC O 0 1 N N N -6.555 19.589 1.711 -1.212 4.084 -0.382 OAC X55 3 X55 BRAD BRAD BR 0 0 N N N -7.586 20.946 -3.237 -3.019 -0.641 0.906 BRAD X55 4 X55 CAE CAE C 0 1 Y N N -4.186 24.615 0.993 3.434 1.804 1.656 CAE X55 5 X55 CAF CAF C 0 1 Y N N -5.274 25.485 1.075 3.894 0.502 1.707 CAF X55 6 X55 CAG CAG C 0 1 Y N N -4.036 23.784 -0.116 2.077 2.055 1.570 CAG X55 7 X55 CAH CAH C 0 1 Y N N -6.214 25.533 0.045 2.998 -0.550 1.666 CAH X55 8 X55 CAI CAI C 0 1 Y N N -4.975 23.832 -1.146 1.181 1.003 1.533 CAI X55 9 X55 CAJ CAJ C 0 1 Y N N -7.094 20.303 -0.500 -1.954 1.887 0.148 CAJ X55 10 X55 CAK CAK C 0 1 Y N N -8.517 22.442 0.570 0.189 0.834 -1.260 CAK X55 11 X55 CAL CAL C 0 1 N N N -10.752 25.412 -1.322 1.225 -3.261 -1.755 CAL X55 12 X55 CAM CAM C 0 1 N N N -7.066 24.726 -2.217 0.664 -1.446 1.533 CAM X55 13 X55 OAN OAN O 0 1 N N N -7.940 21.665 2.787 0.912 3.038 -1.790 OAN X55 14 X55 SAO SAO S 0 1 N N N -10.810 23.619 -1.100 0.068 -1.984 -2.393 SAO X55 15 X55 CAP CAP C 0 1 N N N -9.280 25.669 -1.658 1.434 -2.819 -0.320 CAP X55 16 X55 CAQ CAQ C 0 1 Y N N -6.066 24.698 -1.062 1.642 -0.299 1.573 CAQ X55 17 X55 CAR CAR C 0 1 Y N N -7.171 20.472 0.883 -1.049 2.736 -0.468 CAR X55 18 X55 CAS CAS C 0 1 Y N N -7.722 21.203 -1.355 -1.783 0.517 0.064 CAS X55 19 X55 CAT CAT C 0 1 Y N N -7.879 21.539 1.426 0.027 2.208 -1.175 CAT X55 20 X55 CAU CAU C 0 1 Y N N -8.434 22.278 -0.815 -0.711 -0.008 -0.635 CAU X55 21 X55 CAV CAV C 0 1 N N R -9.146 23.267 -1.750 -0.530 -1.502 -0.724 CAV X55 22 X55 NAW NAW N 0 1 N N N -8.479 24.592 -1.813 0.555 -1.947 0.161 NAW X55 23 X55 HAA HAA H 0 1 N N N -7.817 23.017 4.363 1.681 1.813 -3.266 HAA X55 24 X55 HAAA HAAA H 0 0 N N N -6.764 23.372 2.952 2.698 3.203 -2.815 HAAA X55 25 X55 HAAB HAAB H 0 0 N N N -8.535 23.657 2.846 2.568 1.804 -1.722 HAAB X55 26 X55 HOAC HOAC H 0 0 N N N -6.703 19.845 2.614 -0.770 4.486 0.379 HOAC X55 27 X55 HAE HAE H 0 1 N N N -3.458 24.585 1.791 4.134 2.626 1.687 HAE X55 28 X55 HAF HAF H 0 1 N N N -5.389 26.123 1.939 4.953 0.306 1.779 HAF X55 29 X55 HAG HAG H 0 1 N N N -3.197 23.107 -0.177 1.717 3.073 1.530 HAG X55 30 X55 HAH HAH H 0 1 N N N -7.051 26.213 0.105 3.357 -1.567 1.705 HAH X55 31 X55 HAI HAI H 0 1 N N N -4.857 23.197 -2.012 0.121 1.199 1.465 HAI X55 32 X55 HAJ HAJ H 0 1 N N N -6.544 19.469 -0.909 -2.789 2.294 0.698 HAJ X55 33 X55 HAK HAK H 0 1 N N N -9.076 23.270 0.981 1.023 0.422 -1.809 HAK X55 34 X55 HAL HAL H 0 1 N N N -11.060 25.945 -0.410 0.770 -4.251 -1.794 HAL X55 35 X55 HALA HALA H 0 0 N N N -11.418 25.743 -2.132 2.164 -3.246 -2.309 HALA X55 36 X55 HAM HAM H 0 1 N N N -6.828 23.887 -2.888 1.016 -2.245 2.185 HAM X55 37 X55 HAMA HAMA H 0 0 N N N -6.955 25.691 -2.734 -0.313 -1.102 1.873 HAMA X55 38 X55 HAV HAV H 0 1 N N N -9.145 22.792 -2.742 -1.461 -2.016 -0.486 HAV X55 39 # 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 X55 OAN CAA SING N N 1 X55 CAA HAA SING N N 2 X55 CAA HAAA SING N N 3 X55 CAA HAAB SING N N 4 X55 OAB CAP DOUB N N 5 X55 CAR OAC SING N N 6 X55 OAC HOAC SING N N 7 X55 BRAD CAS SING N N 8 X55 CAG CAE DOUB Y N 9 X55 CAE CAF SING Y N 10 X55 CAE HAE SING N N 11 X55 CAH CAF DOUB Y N 12 X55 CAF HAF SING N N 13 X55 CAI CAG SING Y N 14 X55 CAG HAG SING N N 15 X55 CAQ CAH SING Y N 16 X55 CAH HAH SING N N 17 X55 CAI CAQ DOUB Y N 18 X55 CAI HAI SING N N 19 X55 CAS CAJ DOUB Y N 20 X55 CAJ CAR SING Y N 21 X55 CAJ HAJ SING N N 22 X55 CAU CAK DOUB Y N 23 X55 CAK CAT SING Y N 24 X55 CAK HAK SING N N 25 X55 CAP CAL SING N N 26 X55 CAL SAO SING N N 27 X55 CAL HAL SING N N 28 X55 CAL HALA SING N N 29 X55 CAM NAW SING N N 30 X55 CAM CAQ SING N N 31 X55 CAM HAM SING N N 32 X55 CAM HAMA SING N N 33 X55 CAT OAN SING N N 34 X55 CAV SAO SING N N 35 X55 NAW CAP SING N N 36 X55 CAR CAT DOUB Y N 37 X55 CAS CAU SING Y N 38 X55 CAV CAU SING N N 39 X55 NAW CAV SING N N 40 X55 CAV HAV SING N N 41 # 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 X55 SMILES ACDLabs 11.02 "O=C2N(Cc1ccccc1)C(SC2)c3cc(OC)c(O)cc3Br" X55 SMILES_CANONICAL CACTVS 3.352 "COc1cc([C@H]2SCC(=O)N2Cc3ccccc3)c(Br)cc1O" X55 SMILES CACTVS 3.352 "COc1cc([CH]2SCC(=O)N2Cc3ccccc3)c(Br)cc1O" X55 SMILES_CANONICAL "OpenEye OEToolkits" 1.7.0 "COc1cc(c(cc1O)Br)[C@@H]2N(C(=O)CS2)Cc3ccccc3" X55 SMILES "OpenEye OEToolkits" 1.7.0 "COc1cc(c(cc1O)Br)C2N(C(=O)CS2)Cc3ccccc3" X55 InChI InChI 1.03 "InChI=1S/C17H16BrNO3S/c1-22-15-7-12(13(18)8-14(15)20)17-19(16(21)10-23-17)9-11-5-3-2-4-6-11/h2-8,17,20H,9-10H2,1H3/t17-/m1/s1" X55 InChIKey InChI 1.03 IHRIZEYEEMHXFS-QGZVFWFLSA-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 X55 "SYSTEMATIC NAME" ACDLabs 11.02 "(2R)-3-benzyl-2-(2-bromo-4-hydroxy-5-methoxyphenyl)-1,3-thiazolidin-4-one" X55 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.6.1 "(2R)-2-(2-bromo-4-hydroxy-5-methoxy-phenyl)-3-(phenylmethyl)-1,3-thiazolidin-4-one" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site X55 "Create component" 2009-09-14 RCSB X55 "Modify aromatic_flag" 2011-06-04 RCSB X55 "Modify descriptor" 2011-06-04 RCSB #