data_6B9 # _chem_comp.id 6B9 _chem_comp.name "2-(6-hydroxy-3-oxo-3H-xanthen-9-yl)-5-[(E)-(sulfanylmethylidene)amino]benzoic acid" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C21 H13 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 2016-03-01 _chem_comp.pdbx_modified_date 2017-03-03 _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 391.397 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 6B9 _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 5IEL _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 6B9 O O1 O 0 1 N N N -8.301 12.155 -6.777 -0.719 -0.763 2.134 O 6B9 1 6B9 C7 C1 C 0 1 N N N -7.386 11.323 -6.620 0.489 -0.661 2.211 C7 6B9 2 6B9 C3 C2 C 0 1 Y N N -6.661 10.712 -7.805 1.262 -0.159 1.056 C3 6B9 3 6B9 C4 C3 C 0 1 Y N N -6.212 11.605 -8.750 2.642 -0.041 1.140 C4 6B9 4 6B9 C5 C4 C 0 1 Y N N -5.541 11.154 -9.863 3.368 0.435 0.043 C5 6B9 5 6B9 N N1 N 0 1 N N N -5.096 11.977 -10.897 4.726 0.551 0.124 N 6B9 6 6B9 C6 C5 C 0 1 N N N -3.878 12.174 -11.421 5.477 0.133 -0.860 C6 6B9 7 6B9 S S1 S 0 1 N N N -3.554 12.921 -12.775 7.230 0.283 -0.756 S 6B9 8 6B9 C C6 C 0 1 Y N N -5.296 9.773 -10.017 2.706 0.792 -1.137 C 6B9 9 6B9 O1 O2 O 0 1 N N N -7.076 10.855 -5.392 1.123 -1.001 3.349 O1 6B9 10 6B9 C8 C7 C 0 1 N N N -6.931 8.522 -6.836 -0.860 0.073 -0.240 C8 6B9 11 6B9 C2 C8 C 0 1 Y N N -6.413 9.333 -7.967 0.600 0.199 -0.140 C2 6B9 12 6B9 C1 C9 C 0 1 Y N N -5.736 8.869 -9.069 1.339 0.678 -1.228 C1 6B9 13 6B9 C16 C10 C 0 1 Y N N -5.974 7.575 -6.179 -1.729 1.253 -0.194 C16 6B9 14 6B9 C17 C11 C 0 1 Y N N -4.599 7.649 -6.410 -1.189 2.537 -0.048 C17 6B9 15 6B9 C18 C12 C 0 1 Y N N -3.728 6.780 -5.767 -2.018 3.620 -0.008 C18 6B9 16 6B9 C19 C13 C 0 1 Y N N -4.229 5.785 -4.906 -3.399 3.455 -0.112 C19 6B9 17 6B9 O4 O3 O 0 1 N N N -3.373 4.918 -4.296 -4.211 4.542 -0.071 O4 6B9 18 6B9 C20 C14 C 0 1 Y N N -5.601 5.669 -4.685 -3.950 2.192 -0.257 C20 6B9 19 6B9 C15 C15 C 0 1 Y N N -6.450 6.569 -5.306 -3.124 1.079 -0.299 C15 6B9 20 6B9 O3 O4 O 0 1 N N N -7.813 6.403 -5.018 -3.651 -0.155 -0.440 O3 6B9 21 6B9 C10 C16 C 0 1 N N N -8.737 7.222 -5.658 -2.888 -1.267 -0.487 C10 6B9 22 6B9 C11 C17 C 0 1 N N N -10.070 7.003 -5.340 -3.488 -2.503 -0.633 C11 6B9 23 6B9 C12 C18 C 0 1 N N N -11.062 7.732 -6.018 -2.701 -3.659 -0.682 C12 6B9 24 6B9 O2 O5 O 0 1 N N N -12.355 7.422 -5.713 -3.235 -4.755 -0.811 O2 6B9 25 6B9 C13 C19 C 0 1 N N N -10.709 8.688 -6.978 -1.298 -3.571 -0.582 C13 6B9 26 6B9 C14 C20 C 0 1 N N N -9.368 8.907 -7.263 -0.699 -2.362 -0.438 C14 6B9 27 6B9 C9 C21 C 0 1 N N N -8.355 8.202 -6.605 -1.479 -1.191 -0.389 C9 6B9 28 6B9 H1 H1 H 0 1 N N N -6.387 12.663 -8.618 3.154 -0.316 2.050 H1 6B9 29 6B9 H2 H2 H 0 1 N N N -3.038 11.785 -10.865 5.024 -0.304 -1.738 H2 6B9 30 6B9 H3 H3 H 0 1 N N N -2.257 12.840 -12.825 7.598 -0.277 -1.996 H3 6B9 31 6B9 H4 H4 H 0 1 N N N -4.759 9.419 -10.885 3.272 1.159 -1.981 H4 6B9 32 6B9 H5 H5 H 0 1 N N N -7.646 11.256 -4.747 0.574 -1.321 4.079 H5 6B9 33 6B9 H6 H6 H 0 1 N N N -5.550 7.812 -9.193 0.834 0.956 -2.141 H6 6B9 34 6B9 H7 H7 H 0 1 N N N -4.210 8.388 -7.094 -0.121 2.670 0.033 H7 6B9 35 6B9 H8 H8 H 0 1 N N N -2.664 6.867 -5.928 -1.602 4.610 0.104 H8 6B9 36 6B9 H9 H9 H 0 1 N N N -3.866 4.314 -3.753 -4.389 4.933 -0.937 H9 6B9 37 6B9 H10 H10 H 0 1 N N N -5.993 4.894 -4.043 -5.021 2.075 -0.337 H10 6B9 38 6B9 H11 H11 H 0 1 N N N -10.341 6.283 -4.582 -4.563 -2.576 -0.710 H11 6B9 39 6B9 H13 H13 H 0 1 N N N -11.474 9.251 -7.493 -0.698 -4.468 -0.620 H13 6B9 40 6B9 H14 H14 H 0 1 N N N -9.101 9.639 -8.011 0.376 -2.298 -0.363 H14 6B9 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 6B9 S C6 SING N N 1 6B9 C6 N DOUB N N 2 6B9 N C5 SING N N 3 6B9 C C5 DOUB Y N 4 6B9 C C1 SING Y N 5 6B9 C5 C4 SING Y N 6 6B9 C1 C2 DOUB Y N 7 6B9 C4 C3 DOUB Y N 8 6B9 C2 C3 SING Y N 9 6B9 C2 C8 SING N N 10 6B9 C3 C7 SING N N 11 6B9 C14 C13 DOUB N N 12 6B9 C14 C9 SING N N 13 6B9 C13 C12 SING N N 14 6B9 C8 C9 DOUB N N 15 6B9 C8 C16 SING N N 16 6B9 O C7 DOUB N N 17 6B9 C7 O1 SING N N 18 6B9 C9 C10 SING N N 19 6B9 C17 C16 SING Y N 20 6B9 C17 C18 DOUB Y N 21 6B9 C16 C15 DOUB Y N 22 6B9 C12 O2 DOUB N N 23 6B9 C12 C11 SING N N 24 6B9 C18 C19 SING Y N 25 6B9 C10 C11 DOUB N N 26 6B9 C10 O3 SING N N 27 6B9 C15 O3 SING N N 28 6B9 C15 C20 SING Y N 29 6B9 C19 C20 DOUB Y N 30 6B9 C19 O4 SING N N 31 6B9 C4 H1 SING N N 32 6B9 C6 H2 SING N N 33 6B9 S H3 SING N N 34 6B9 C H4 SING N N 35 6B9 O1 H5 SING N N 36 6B9 C1 H6 SING N N 37 6B9 C17 H7 SING N N 38 6B9 C18 H8 SING N N 39 6B9 O4 H9 SING N N 40 6B9 C20 H10 SING N N 41 6B9 C11 H11 SING N N 42 6B9 C13 H13 SING N N 43 6B9 C14 H14 SING N N 44 # 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 6B9 SMILES ACDLabs 12.01 "O=C(O)c1cc(N=[C@H]S)ccc1C2=C4C(Oc3c2ccc(c3)O)=CC(=O)C=C4" 6B9 InChI InChI 1.03 "InChI=1S/C21H13NO5S/c23-12-2-5-15-18(8-12)27-19-9-13(24)3-6-16(19)20(15)14-4-1-11(22-10-28)7-17(14)21(25)26/h1-10,23H,(H,22,28)(H,25,26)" 6B9 InChIKey InChI 1.03 KDFRZGWCOSXMPY-UHFFFAOYSA-N 6B9 SMILES_CANONICAL CACTVS 3.385 "OC(=O)c1cc(ccc1C2=C3C=CC(=O)C=C3Oc4cc(O)ccc24)N=CS" 6B9 SMILES CACTVS 3.385 "OC(=O)c1cc(ccc1C2=C3C=CC(=O)C=C3Oc4cc(O)ccc24)N=CS" 6B9 SMILES_CANONICAL "OpenEye OEToolkits" 2.0.4 "c1cc(c(cc1/N=C/S)C(=O)O)C2=C3C=CC(=O)C=C3Oc4c2ccc(c4)O" 6B9 SMILES "OpenEye OEToolkits" 2.0.4 "c1cc(c(cc1N=CS)C(=O)O)C2=C3C=CC(=O)C=C3Oc4c2ccc(c4)O" # 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 6B9 "SYSTEMATIC NAME" ACDLabs 12.01 "2-(6-hydroxy-3-oxo-3H-xanthen-9-yl)-5-[(E)-(sulfanylmethylidene)amino]benzoic acid" 6B9 "SYSTEMATIC NAME" "OpenEye OEToolkits" 2.0.4 "2-(3-oxidanyl-6-oxidanylidene-xanthen-9-yl)-5-[(~{E})-sulfanylmethylideneamino]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 6B9 "Create component" 2016-03-01 EBI 6B9 "Initial release" 2017-03-08 RCSB #