data_8XS # _chem_comp.id 8XS _chem_comp.name "3-[2-(4-fluorophenyl)-3-(methylcarbamoyl)-1-benzofuran-5-yl]benzoic acid" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C23 H16 F N O4" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2017-03-17 _chem_comp.pdbx_modified_date 2017-05-05 _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 389.376 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 8XS _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 5PZM _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 8XS C13 C1 C 0 1 Y N N 18.691 4.712 73.407 4.619 -0.549 0.028 C13 8XS 1 8XS C17 C2 C 0 1 Y N N 18.141 7.501 74.383 2.006 -1.758 0.088 C17 8XS 2 8XS C19 C3 C 0 1 Y N N 17.639 13.877 71.512 -4.655 -1.921 0.064 C19 8XS 3 8XS C20 C4 C 0 1 Y N N 17.139 13.849 73.855 -4.612 0.490 -0.111 C20 8XS 4 8XS C22 C5 C 0 1 Y N N 17.079 15.877 72.635 -6.702 -0.678 -0.019 C22 8XS 5 8XS C23 C6 C 0 1 Y N N 17.403 15.239 71.471 -6.033 -1.890 0.065 C23 8XS 6 8XS C24 C7 C 0 1 Y N N 16.927 15.218 73.829 -5.990 0.508 -0.114 C24 8XS 7 8XS C11 C8 C 0 1 Y N N 18.504 3.353 73.150 5.882 0.040 -0.008 C11 8XS 8 8XS C12 C9 C 0 1 Y N N 18.049 5.691 72.640 3.483 0.249 -0.049 C12 8XS 9 8XS C27 C10 C 0 1 Y N N 17.246 5.275 71.572 3.612 1.634 -0.157 C27 8XS 10 8XS C1 C11 C 0 1 Y N N 17.752 10.740 71.748 -1.637 0.361 -0.096 C1 8XS 11 8XS C2 C12 C 0 1 Y N N 17.702 11.703 72.714 -2.458 -0.753 -0.017 C2 8XS 12 8XS C3 C13 C 0 1 Y N N 17.976 9.473 72.439 -0.258 -0.164 -0.055 C3 8XS 13 8XS O4 O1 O 0 1 Y N N 17.863 11.152 73.974 -1.701 -1.859 0.065 O4 8XS 14 8XS C5 C14 C 0 1 Y N N 18.009 9.790 73.789 -0.385 -1.558 0.046 C5 8XS 15 8XS C6 C15 C 0 1 N N N 17.629 10.897 70.287 -2.051 1.764 -0.199 C6 8XS 16 8XS C7 C16 C 0 1 Y N N 18.084 8.134 72.057 1.000 0.427 -0.096 C7 8XS 17 8XS C8 C17 C 0 1 N N N 19.142 2.321 74.028 7.094 -0.801 0.067 C8 8XS 18 8XS C9 C18 C 0 1 Y N N 18.130 7.127 73.031 2.135 -0.371 -0.018 C9 8XS 19 8XS C10 C19 C 0 1 Y N N 17.504 13.160 72.700 -3.932 -0.727 -0.022 C10 8XS 20 8XS C14 C20 C 0 1 Y N N 18.109 8.830 74.776 0.761 -2.344 0.118 C14 8XS 21 8XS O15 O2 O 0 1 N N N 18.604 10.720 69.569 -2.220 2.269 -1.293 O15 8XS 22 8XS O16 O3 O 0 1 N N N 19.047 1.119 73.785 6.991 -2.008 0.161 O16 8XS 23 8XS N18 N1 N 0 1 N N N 16.430 11.239 69.819 -2.243 2.494 0.917 N18 8XS 24 8XS O21 O4 O 0 1 N N N 19.820 2.783 75.054 8.314 -0.230 0.032 O21 8XS 25 8XS F25 F1 F 0 1 N N N 16.952 17.231 72.616 -8.053 -0.655 -0.023 F25 8XS 26 8XS C26 C21 C 0 1 Y N N 17.692 2.970 72.084 5.998 1.428 -0.116 C26 8XS 27 8XS C28 C22 C 0 1 Y N N 17.074 3.927 71.297 4.865 2.214 -0.186 C28 8XS 28 8XS C29 C23 C 0 1 N N N 16.166 11.394 68.397 -2.657 3.895 0.814 C29 8XS 29 8XS H31 H1 H 0 1 N N N 19.343 5.014 74.213 4.523 -1.622 0.112 H31 8XS 30 8XS H33 H2 H 0 1 N N N 18.175 6.731 75.140 2.890 -2.375 0.144 H33 8XS 31 8XS H35 H3 H 0 1 N N N 17.932 13.361 70.610 -4.134 -2.864 0.133 H35 8XS 32 8XS H36 H4 H 0 1 N N N 17.020 13.309 74.783 -4.059 1.416 -0.177 H36 8XS 33 8XS H38 H5 H 0 1 N N N 17.473 15.785 70.542 -6.592 -2.811 0.130 H38 8XS 34 8XS H39 H6 H 0 1 N N N 16.649 15.753 74.725 -6.517 1.449 -0.178 H39 8XS 35 8XS H41 H7 H 0 1 N N N 16.755 6.013 70.955 2.730 2.254 -0.218 H41 8XS 36 8XS H30 H8 H 0 1 N N N 18.132 7.874 71.010 1.094 1.500 -0.174 H30 8XS 37 8XS H32 H9 H 0 1 N N N 18.161 9.105 75.819 0.673 -3.418 0.196 H32 8XS 38 8XS H34 H10 H 0 1 N N N 15.685 11.395 70.468 -2.108 2.091 1.789 H34 8XS 39 8XS H37 H11 H 0 1 N N N 20.196 2.057 75.538 9.077 -0.821 0.084 H37 8XS 40 8XS H40 H12 H 0 1 N N N 17.544 1.922 71.871 6.976 1.887 -0.144 H40 8XS 41 8XS H42 H13 H 0 1 N N N 16.456 3.622 70.466 4.960 3.286 -0.270 H42 8XS 42 8XS H44 H14 H 0 1 N N N 15.114 11.678 68.248 -2.761 4.318 1.813 H44 8XS 43 8XS H45 H15 H 0 1 N N N 16.819 12.178 67.986 -1.905 4.456 0.259 H45 8XS 44 8XS H43 H16 H 0 1 N N N 16.365 10.443 67.881 -3.612 3.955 0.293 H43 8XS 45 # 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 8XS C29 N18 SING N N 1 8XS O15 C6 DOUB N N 2 8XS N18 C6 SING N N 3 8XS C6 C1 SING N N 4 8XS C28 C27 DOUB Y N 5 8XS C28 C26 SING Y N 6 8XS C23 C19 DOUB Y N 7 8XS C23 C22 SING Y N 8 8XS C19 C10 SING Y N 9 8XS C27 C12 SING Y N 10 8XS C1 C3 SING Y N 11 8XS C1 C2 DOUB Y N 12 8XS C7 C3 DOUB Y N 13 8XS C7 C9 SING Y N 14 8XS C26 C11 DOUB Y N 15 8XS C3 C5 SING Y N 16 8XS F25 C22 SING N N 17 8XS C22 C24 DOUB Y N 18 8XS C12 C9 SING N N 19 8XS C12 C13 DOUB Y N 20 8XS C10 C2 SING N N 21 8XS C10 C20 DOUB Y N 22 8XS C2 O4 SING Y N 23 8XS C9 C17 DOUB Y N 24 8XS C11 C13 SING Y N 25 8XS C11 C8 SING N N 26 8XS O16 C8 DOUB N N 27 8XS C5 O4 SING Y N 28 8XS C5 C14 DOUB Y N 29 8XS C24 C20 SING Y N 30 8XS C8 O21 SING N N 31 8XS C17 C14 SING Y N 32 8XS C13 H31 SING N N 33 8XS C17 H33 SING N N 34 8XS C19 H35 SING N N 35 8XS C20 H36 SING N N 36 8XS C23 H38 SING N N 37 8XS C24 H39 SING N N 38 8XS C27 H41 SING N N 39 8XS C7 H30 SING N N 40 8XS C14 H32 SING N N 41 8XS N18 H34 SING N N 42 8XS O21 H37 SING N N 43 8XS C26 H40 SING N N 44 8XS C28 H42 SING N N 45 8XS C29 H44 SING N N 46 8XS C29 H45 SING N N 47 8XS C29 H43 SING N N 48 # 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 8XS SMILES ACDLabs 12.01 "c1c(C(O)=O)cccc1c4ccc2c(c(c(o2)c3ccc(cc3)F)C(=O)NC)c4" 8XS InChI InChI 1.03 "InChI=1S/C23H16FNO4/c1-25-22(26)20-18-12-15(14-3-2-4-16(11-14)23(27)28)7-10-19(18)29-21(20)13-5-8-17(24)9-6-13/h2-12H,1H3,(H,25,26)(H,27,28)" 8XS InChIKey InChI 1.03 UACLAKWHWHENCA-UHFFFAOYSA-N 8XS SMILES_CANONICAL CACTVS 3.385 "CNC(=O)c1c(oc2ccc(cc12)c3cccc(c3)C(O)=O)c4ccc(F)cc4" 8XS SMILES CACTVS 3.385 "CNC(=O)c1c(oc2ccc(cc12)c3cccc(c3)C(O)=O)c4ccc(F)cc4" 8XS SMILES_CANONICAL "OpenEye OEToolkits" 2.0.6 "CNC(=O)c1c2cc(ccc2oc1c3ccc(cc3)F)c4cccc(c4)C(=O)O" 8XS SMILES "OpenEye OEToolkits" 2.0.6 "CNC(=O)c1c2cc(ccc2oc1c3ccc(cc3)F)c4cccc(c4)C(=O)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 8XS "SYSTEMATIC NAME" ACDLabs 12.01 "3-[2-(4-fluorophenyl)-3-(methylcarbamoyl)-1-benzofuran-5-yl]benzoic acid" 8XS "SYSTEMATIC NAME" "OpenEye OEToolkits" 2.0.6 "3-[2-(4-fluorophenyl)-3-(methylcarbamoyl)-1-benzofuran-5-yl]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 8XS "Create component" 2017-03-17 RCSB 8XS "Initial release" 2017-05-10 RCSB #