data_1O3 # _chem_comp.id 1O3 _chem_comp.name "2-{[(4-bromo-2-fluorophenyl)sulfonyl]amino}-5-phenoxybenzoic acid" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C19 H13 Br F 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 2013-04-08 _chem_comp.pdbx_modified_date 2013-11-22 _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 466.278 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 1O3 _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 4JU4 _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 1O3 C1 C1 C 0 1 Y N N -27.354 49.111 56.019 1.738 0.174 0.836 C1 BI 1 1O3 C2 C2 C 0 1 Y N N -27.788 49.133 54.689 2.570 -0.931 0.783 C2 BI 2 1O3 C3 C3 C 0 1 Y N N -27.773 50.349 53.983 3.840 -0.813 0.248 C3 BI 3 1O3 C4 C4 C 0 1 Y N N -27.322 51.560 54.589 4.278 0.407 -0.233 C4 BI 4 1O3 C5 C5 C 0 1 Y N N -26.889 51.536 55.931 3.447 1.511 -0.180 C5 BI 5 1O3 C6 C6 C 0 1 Y N N -26.905 50.299 56.654 2.175 1.394 0.349 C6 BI 6 1O3 S7 S7 S 0 1 N N N -26.384 50.244 58.334 1.114 2.799 0.409 S7 BI 7 1O3 O8 O8 O 0 1 N N N -27.331 49.404 59.049 0.596 2.853 1.732 O8 BI 8 1O3 O9 O9 O 0 1 N N N -26.304 51.644 58.764 1.831 3.870 -0.189 O9 BI 9 1O3 N10 N10 N 0 1 N N N -24.822 49.522 58.394 -0.173 2.484 -0.584 N10 BI 10 1O3 C11 C11 C 0 1 Y N N -23.687 50.006 57.624 -1.070 1.472 -0.261 C11 BI 11 1O3 C12 C12 C 0 1 Y N N -22.956 49.171 56.686 -1.168 0.332 -1.073 C12 BI 12 1O3 C13 C13 C 0 1 Y N N -21.853 49.721 55.958 -2.070 -0.682 -0.735 C13 BI 13 1O3 C14 C14 C 0 1 Y N N -21.469 51.061 56.137 -2.856 -0.555 0.394 C14 BI 14 1O3 C15 C15 C 0 1 Y N N -22.179 51.893 57.070 -2.754 0.577 1.195 C15 BI 15 1O3 C16 C16 C 0 1 Y N N -23.280 51.365 57.800 -1.868 1.584 0.871 C16 BI 16 1O3 C17 C17 C 0 1 N N N -23.308 47.765 56.457 -0.327 0.204 -2.275 C17 BI 17 1O3 O18 O18 O 0 1 N N N -24.390 47.255 56.723 -0.424 -0.892 -3.053 O18 BI 18 1O3 O19 O19 O 0 1 N N N -22.281 47.066 55.909 0.455 1.088 -2.566 O19 BI 19 1O3 O20 O20 O 0 1 N N N -20.380 51.484 55.365 -3.734 -1.540 0.723 O20 BI 20 1O3 C21 C21 C 0 1 Y N N -20.495 52.587 54.520 -5.050 -1.340 0.452 C21 BI 21 1O3 C22 C22 C 0 1 Y N N -21.641 52.853 53.704 -5.971 -2.350 0.691 C22 BI 22 1O3 C23 C23 C 0 1 Y N N -21.659 54.006 52.877 -7.308 -2.143 0.414 C23 BI 23 1O3 C24 C24 C 0 1 Y N N -20.544 54.892 52.859 -7.729 -0.931 -0.101 C24 BI 24 1O3 C25 C25 C 0 1 Y N N -19.402 54.629 53.669 -6.814 0.077 -0.340 C25 BI 25 1O3 C26 C26 C 0 1 Y N N -19.380 53.476 54.499 -5.476 -0.122 -0.060 C26 BI 26 1O3 F27 F27 F 0 1 N N N -27.386 47.929 56.647 0.497 0.060 1.359 F27 BI 27 1O3 BR1 BR1 BR 0 0 N N N -28.365 50.375 52.211 4.979 -2.322 0.174 BR1 BI 28 1O3 H1 H1 H 0 1 N N N -28.130 48.227 54.211 2.229 -1.884 1.159 H1 BI 29 1O3 H2 H2 H 0 1 N N N -27.312 52.482 54.027 5.270 0.499 -0.650 H2 BI 30 1O3 H3 H3 H 0 1 N N N -26.548 52.442 56.410 3.789 2.464 -0.556 H3 BI 31 1O3 H4 H4 H 0 1 N N N -24.951 48.568 58.122 -0.301 3.006 -1.392 H4 BI 32 1O3 H5 H5 H 0 1 N N N -21.309 49.099 55.263 -2.152 -1.562 -1.355 H5 BI 33 1O3 H6 H6 H 0 1 N N N -21.876 52.919 57.217 -3.373 0.670 2.076 H6 BI 34 1O3 H7 H7 H 0 1 N N N -23.814 51.997 58.494 -1.792 2.458 1.500 H7 BI 35 1O3 H8 H8 H 0 1 N N N -24.373 46.335 56.487 0.148 -0.931 -3.831 H8 BI 36 1O3 H9 H9 H 0 1 N N N -22.486 52.181 53.718 -5.642 -3.297 1.092 H9 BI 37 1O3 H10 H10 H 0 1 N N N -22.521 54.212 52.259 -8.025 -2.929 0.599 H10 BI 38 1O3 H11 H11 H 0 1 N N N -20.564 55.768 52.228 -8.776 -0.772 -0.318 H11 BI 39 1O3 H12 H12 H 0 1 N N N -18.558 55.302 53.652 -7.146 1.023 -0.743 H12 BI 40 1O3 H13 H13 H 0 1 N N N -18.517 53.272 55.115 -4.762 0.666 -0.246 H13 BI 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 1O3 BR1 C3 SING N N 1 1O3 C24 C23 DOUB Y N 2 1O3 C24 C25 SING Y N 3 1O3 C23 C22 SING Y N 4 1O3 C25 C26 DOUB Y N 5 1O3 C22 C21 DOUB Y N 6 1O3 C3 C4 DOUB Y N 7 1O3 C3 C2 SING Y N 8 1O3 C26 C21 SING Y N 9 1O3 C21 O20 SING N N 10 1O3 C4 C5 SING Y N 11 1O3 C2 C1 DOUB Y N 12 1O3 O20 C14 SING N N 13 1O3 O19 C17 DOUB N N 14 1O3 C5 C6 DOUB Y N 15 1O3 C13 C14 DOUB Y N 16 1O3 C13 C12 SING Y N 17 1O3 C1 F27 SING N N 18 1O3 C1 C6 SING Y N 19 1O3 C14 C15 SING Y N 20 1O3 C17 C12 SING N N 21 1O3 C17 O18 SING N N 22 1O3 C6 S7 SING N N 23 1O3 C12 C11 DOUB Y N 24 1O3 C15 C16 DOUB Y N 25 1O3 C11 C16 SING Y N 26 1O3 C11 N10 SING N N 27 1O3 S7 N10 SING N N 28 1O3 S7 O9 DOUB N N 29 1O3 S7 O8 DOUB N N 30 1O3 C2 H1 SING N N 31 1O3 C4 H2 SING N N 32 1O3 C5 H3 SING N N 33 1O3 N10 H4 SING N N 34 1O3 C13 H5 SING N N 35 1O3 C15 H6 SING N N 36 1O3 C16 H7 SING N N 37 1O3 O18 H8 SING N N 38 1O3 C22 H9 SING N N 39 1O3 C23 H10 SING N N 40 1O3 C24 H11 SING N N 41 1O3 C25 H12 SING N N 42 1O3 C26 H13 SING N N 43 # 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 1O3 SMILES ACDLabs 12.01 "O=S(=O)(c1c(F)cc(Br)cc1)Nc3ccc(Oc2ccccc2)cc3C(=O)O" 1O3 InChI InChI 1.03 "InChI=1S/C19H13BrFNO5S/c20-12-6-9-18(16(21)10-12)28(25,26)22-17-8-7-14(11-15(17)19(23)24)27-13-4-2-1-3-5-13/h1-11,22H,(H,23,24)" 1O3 InChIKey InChI 1.03 ONNNBBBPFLLYHY-UHFFFAOYSA-N 1O3 SMILES_CANONICAL CACTVS 3.370 "OC(=O)c1cc(Oc2ccccc2)ccc1N[S](=O)(=O)c3ccc(Br)cc3F" 1O3 SMILES CACTVS 3.370 "OC(=O)c1cc(Oc2ccccc2)ccc1N[S](=O)(=O)c3ccc(Br)cc3F" 1O3 SMILES_CANONICAL "OpenEye OEToolkits" 1.7.6 "c1ccc(cc1)Oc2ccc(c(c2)C(=O)O)NS(=O)(=O)c3ccc(cc3F)Br" 1O3 SMILES "OpenEye OEToolkits" 1.7.6 "c1ccc(cc1)Oc2ccc(c(c2)C(=O)O)NS(=O)(=O)c3ccc(cc3F)Br" # 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 1O3 "SYSTEMATIC NAME" ACDLabs 12.01 "2-{[(4-bromo-2-fluorophenyl)sulfonyl]amino}-5-phenoxybenzoic acid" 1O3 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.6 "2-[(4-bromanyl-2-fluoranyl-phenyl)sulfonylamino]-5-phenoxy-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 1O3 "Create component" 2013-04-08 RCSB 1O3 "Initial release" 2013-11-27 RCSB #