data_91O # _chem_comp.id 91O _chem_comp.name "5-chloro-2-methoxy-4[(1Z)-3-(4-methoxyphenyl)-3-oxoprop-1-en-1-yl]aminobenzoic acid" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C18 H16 Cl N O5" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2017-11-30 _chem_comp.pdbx_modified_date 2018-11-30 _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 361.776 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 91O _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 5YV9 _chem_comp.pdbx_subcomponent_list ? _chem_comp.pdbx_processing_site PDBJ # 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 91O C23 C1 C 0 1 Y N N 3.314 -11.272 -26.161 3.910 1.124 -0.006 C23 91O 1 91O C22 C2 C 0 1 Y N N 3.494 -9.859 -26.027 2.526 1.128 -0.022 C22 91O 2 91O C21 C3 C 0 1 Y N N 1.190 -2.291 -25.181 -4.493 -1.284 0.025 C21 91O 3 91O C20 C4 C 0 1 Y N N 1.177 -0.902 -24.817 -5.870 -1.270 0.007 C20 91O 4 91O C19 C5 C 0 1 N N N 2.899 1.465 -22.646 -8.550 1.229 -0.036 C19 91O 5 91O C10 C6 C 0 1 N N N 3.500 -6.879 -25.212 -0.242 1.119 -0.042 C10 91O 6 91O C12 C7 C 0 1 N N N 2.386 -4.604 -25.419 -2.306 -0.092 0.052 C12 91O 7 91O C11 C8 C 0 1 N N N 3.500 -5.499 -25.017 -1.590 1.126 0.060 C11 91O 8 91O C14 C9 C 0 1 Y N N 2.338 -3.103 -25.022 -3.784 -0.081 0.033 C14 91O 9 91O C25 C10 C 0 1 N N N 5.720 -11.384 -26.035 3.825 3.497 -0.019 C25 91O 10 91O C15 C11 C 0 1 Y N N 3.455 -2.449 -24.462 -4.475 1.133 0.021 C15 91O 11 91O C01 C12 C 0 1 Y N N 2.061 -11.806 -26.501 4.601 -0.098 0.002 C01 91O 12 91O C02 C13 C 0 1 N N N 1.826 -13.374 -26.653 6.072 -0.115 0.019 C02 91O 13 91O C05 C14 C 0 1 Y N N 0.979 -10.911 -26.727 3.885 -1.301 -0.006 C05 91O 14 91O C06 C15 C 0 1 Y N N 1.181 -9.510 -26.596 2.519 -1.285 -0.022 C06 91O 15 91O C08 C16 C 0 1 Y N N 2.423 -8.945 -26.232 1.829 -0.073 -0.024 C08 91O 16 91O C16 C17 C 0 1 Y N N 3.446 -1.075 -24.071 -5.852 1.140 0.002 C16 91O 17 91O C17 C18 C 0 1 Y N N 2.310 -0.278 -24.251 -6.554 -0.060 -0.005 C17 91O 18 91O N09 N1 N 0 1 N N N 2.589 -7.491 -26.109 0.437 -0.068 -0.039 N09 91O 19 91O O03 O1 O 0 1 N N N 0.750 -13.870 -26.185 6.732 -1.290 0.026 O03 91O 20 91O O04 O2 O 0 1 N N N 2.756 -14.042 -27.195 6.691 0.931 0.026 O04 91O 21 91O O13 O3 O 0 1 N N N 1.421 -5.060 -26.109 -1.705 -1.152 0.062 O13 91O 22 91O O18 O4 O 0 1 N N N 2.270 1.079 -23.896 -7.911 -0.049 -0.024 O18 91O 23 91O O24 O5 O 0 1 N N N 4.443 -12.076 -25.929 4.596 2.294 -0.004 O24 91O 24 91O CL7 CL1 CL 0 0 N N N -0.240 -8.424 -26.910 1.638 -2.781 -0.032 CL7 91O 25 91O H1 H1 H 0 1 N N N 4.469 -9.476 -25.763 1.988 2.065 -0.031 H1 91O 26 91O H2 H2 H 0 1 N N N 0.293 -2.731 -25.590 -3.963 -2.225 0.039 H2 91O 27 91O H3 H3 H 0 1 N N N 0.281 -0.322 -24.980 -6.419 -2.200 0.001 H3 91O 28 91O H4 H4 H 0 1 N N N 2.790 2.550 -22.500 -9.632 1.094 -0.051 H4 91O 29 91O H5 H5 H 0 1 N N N 2.416 0.933 -21.813 -8.266 1.785 0.858 H5 91O 30 91O H6 H6 H 0 1 N N N 3.967 1.205 -22.678 -8.240 1.782 -0.922 H6 91O 31 91O H7 H7 H 0 1 N N N 4.206 -7.492 -24.671 0.298 2.050 -0.124 H7 91O 32 91O H8 H8 H 0 1 N N N 4.363 -5.054 -24.545 -2.120 2.063 0.146 H8 91O 33 91O H10 H10 H 0 1 N N N 6.539 -12.092 -25.838 3.206 3.522 -0.916 H10 91O 34 91O H11 H11 H 0 1 N N N 5.829 -10.970 -27.048 3.187 3.531 0.864 H11 91O 35 91O H12 H12 H 0 1 N N N 5.757 -10.567 -25.299 4.494 4.358 -0.015 H12 91O 36 91O H13 H13 H 0 1 N N N 4.364 -3.016 -24.322 -3.929 2.066 0.027 H13 91O 37 91O H14 H14 H 0 1 N N N 0.006 -11.295 -26.997 4.413 -2.243 -0.005 H14 91O 38 91O H15 H15 H 0 1 N N N 4.332 -0.644 -23.629 -6.386 2.078 -0.007 H15 91O 39 91O H16 H16 H 0 1 N N N 0.756 -14.812 -26.306 7.699 -1.250 0.037 H16 91O 40 91O H9 H9 H 0 1 N N N 2.029 -6.900 -26.690 -0.051 -0.906 -0.048 H9 91O 41 # 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 91O O04 C02 DOUB N N 1 91O CL7 C06 SING N N 2 91O C05 C06 DOUB Y N 3 91O C05 C01 SING Y N 4 91O C02 C01 SING N N 5 91O C02 O03 SING N N 6 91O C06 C08 SING Y N 7 91O C01 C23 DOUB Y N 8 91O C08 N09 SING N N 9 91O C08 C22 DOUB Y N 10 91O C23 C22 SING Y N 11 91O C23 O24 SING N N 12 91O N09 C10 SING N N 13 91O O13 C12 DOUB N N 14 91O C25 O24 SING N N 15 91O C12 C14 SING N N 16 91O C12 C11 SING N N 17 91O C10 C11 DOUB N Z 18 91O C21 C14 DOUB Y N 19 91O C21 C20 SING Y N 20 91O C14 C15 SING Y N 21 91O C20 C17 DOUB Y N 22 91O C15 C16 DOUB Y N 23 91O C17 C16 SING Y N 24 91O C17 O18 SING N N 25 91O O18 C19 SING N N 26 91O C22 H1 SING N N 27 91O C21 H2 SING N N 28 91O C20 H3 SING N N 29 91O C19 H4 SING N N 30 91O C19 H5 SING N N 31 91O C19 H6 SING N N 32 91O C10 H7 SING N N 33 91O C11 H8 SING N N 34 91O C25 H10 SING N N 35 91O C25 H11 SING N N 36 91O C25 H12 SING N N 37 91O C15 H13 SING N N 38 91O C05 H14 SING N N 39 91O C16 H15 SING N N 40 91O O03 H16 SING N N 41 91O N09 H9 SING N N 42 # 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 91O SMILES ACDLabs 12.01 "c1(cc(c(cc1C(O)=O)Cl)N[C@H]=CC(c2ccc(cc2)OC)=O)OC" 91O InChI InChI 1.03 "InChI=1S/C18H16ClNO5/c1-24-12-5-3-11(4-6-12)16(21)7-8-20-15-10-17(25-2)13(18(22)23)9-14(15)19/h3-10,20H,1-2H3,(H,22,23)/b8-7-" 91O InChIKey InChI 1.03 KFXXLYWMHLDCLE-FPLPWBNLSA-N 91O SMILES_CANONICAL CACTVS 3.385 "COc1ccc(cc1)C(=O)\C=C/Nc2cc(OC)c(cc2Cl)C(O)=O" 91O SMILES CACTVS 3.385 "COc1ccc(cc1)C(=O)C=CNc2cc(OC)c(cc2Cl)C(O)=O" 91O SMILES_CANONICAL "OpenEye OEToolkits" 2.0.6 "COc1ccc(cc1)C(=O)/C=C\Nc2cc(c(cc2Cl)C(=O)O)OC" 91O SMILES "OpenEye OEToolkits" 2.0.6 "COc1ccc(cc1)C(=O)C=CNc2cc(c(cc2Cl)C(=O)O)OC" # 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 91O "SYSTEMATIC NAME" ACDLabs 12.01 "5-chloro-2-methoxy-4-{[(1Z)-3-(4-methoxyphenyl)-3-oxoprop-1-en-1-yl]amino}benzoic acid" 91O "SYSTEMATIC NAME" "OpenEye OEToolkits" 2.0.6 "5-chloranyl-2-methoxy-4-[[(~{Z})-3-(4-methoxyphenyl)-3-oxidanylidene-prop-1-enyl]amino]benzoic acid" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site 91O "Create component" 2017-11-30 PDBJ 91O "Initial release" 2018-12-05 RCSB #