data_76S # _chem_comp.id 76S _chem_comp.name "5-(4-fluorophenyl)-2,3-dihydroxy-N-[2-(3-pyridin-4-yl-1H-1,2,4-triazol-5-yl)ethyl]benzamide" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C22 H18 F N5 O3" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms "4'-fluoro-4,5-dihydroxy-N-{2-[5-(pyridin-4-yl)-4H-1,2,4-triazol-3-yl]ethyl}[1,1'-biphenyl]-3-carboxamide" _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2016-09-07 _chem_comp.pdbx_modified_date 2021-03-13 _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 419.408 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 76S _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 5P93 _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 76S C4 C1 C 0 1 Y N N -0.503 13.744 25.158 -2.998 -0.452 -0.011 C4 76S 1 76S C5 C2 C 0 1 Y N N -0.340 12.551 25.879 -2.454 -1.735 -0.086 C5 76S 2 76S C6 C3 C 0 1 Y N N 0.918 12.220 26.412 -3.295 -2.837 -0.284 C6 76S 3 76S C7 C4 C 0 1 Y N N 0.443 15.848 24.165 -4.950 1.089 -0.046 C7 76S 4 76S C8 C5 C 0 1 Y N N 1.231 16.953 24.471 -6.327 1.270 -0.161 C8 76S 5 76S C10 C6 C 0 1 Y N N 0.242 18.174 22.691 -6.033 3.633 0.102 C10 76S 6 76S C20 C7 C 0 1 Y N N -4.503 5.719 27.577 5.577 0.219 0.410 C20 76S 7 76S C22 C8 C 0 1 Y N N -3.144 6.966 26.507 3.426 0.095 0.691 C22 76S 8 76S C24 C9 C 0 1 Y N N -5.521 5.275 28.523 6.923 0.580 -0.088 C24 76S 9 76S C28 C10 C 0 1 Y N N -7.518 5.565 29.842 9.308 0.382 -0.018 C28 76S 10 76S C1 C11 C 0 1 Y N N 2.014 13.073 26.146 -4.670 -2.648 -0.403 C1 76S 11 76S C2 C12 C 0 1 Y N N 1.841 14.240 25.431 -5.204 -1.376 -0.329 C2 76S 12 76S C3 C13 C 0 1 Y N N 0.580 14.602 24.920 -4.370 -0.275 -0.126 C3 76S 13 76S C9 C14 C 0 1 Y N N 1.120 18.140 23.759 -6.862 2.540 -0.087 C9 76S 14 76S C11 C15 C 0 1 Y N N -0.537 17.077 22.336 -4.662 3.459 0.205 C11 76S 15 76S C12 C16 C 0 1 Y N N -0.455 15.929 23.102 -4.119 2.192 0.138 C12 76S 16 76S F13 F1 F 0 1 N N N 0.148 19.311 21.969 -6.561 4.875 0.174 F13 76S 17 76S O14 O1 O 0 1 N N N 3.245 12.691 26.620 -5.488 -3.718 -0.595 O14 76S 18 76S O15 O2 O 0 1 N N N 1.150 11.140 27.188 -2.772 -4.087 -0.358 O15 76S 19 76S C16 C17 C 0 1 N N N -1.535 11.650 26.057 -0.996 -1.930 0.041 C16 76S 20 76S N17 N1 N 0 1 N N N -1.352 10.380 26.490 -0.188 -0.868 0.230 N17 76S 21 76S O18 O3 O 0 1 N N N -2.674 12.001 25.693 -0.525 -3.049 -0.025 O18 76S 22 76S N19 N2 N 0 1 Y N N -4.061 7.017 27.462 4.382 0.697 -0.055 N19 76S 23 76S N21 N3 N 0 1 Y N N -3.938 4.881 26.691 5.302 -0.624 1.380 N21 76S 24 76S N23 N4 N 0 1 Y N N -3.095 5.675 26.044 4.029 -0.693 1.543 N23 76S 25 76S C25 C18 C 0 1 N N N -2.321 8.081 25.974 1.938 0.294 0.562 C25 76S 26 76S N26 N5 N 0 1 Y N N -7.420 4.303 30.337 9.413 1.246 -1.009 N26 76S 27 76S C27 C19 C 0 1 N N N -2.431 9.428 26.756 1.258 -1.062 0.356 C27 76S 28 76S C29 C20 C 0 1 Y N N -6.419 3.515 29.905 8.354 1.795 -1.574 C29 76S 29 76S C30 C21 C 0 1 Y N N -6.577 6.135 28.934 8.073 0.017 0.477 C30 76S 30 76S C31 C22 C 0 1 Y N N -5.428 3.939 29.008 7.081 1.488 -1.141 C31 76S 31 76S H1 H1 H 0 1 N N N -1.480 14.006 24.780 -2.353 0.401 0.141 H1 76S 32 76S H2 H2 H 0 1 N N N 1.944 16.886 25.279 -6.975 0.418 -0.309 H2 76S 33 76S H3 H3 H 0 1 N N N -8.356 6.171 30.154 10.202 -0.044 0.414 H3 76S 34 76S H4 H4 H 0 1 N N N 2.688 14.888 25.260 -6.270 -1.234 -0.423 H4 76S 35 76S H5 H5 H 0 1 N N N 1.701 19.009 24.031 -7.929 2.681 -0.176 H5 76S 36 76S H6 H6 H 0 1 N N N -1.193 17.121 21.479 -4.019 4.314 0.352 H6 76S 37 76S H7 H7 H 0 1 N N N -1.092 15.087 22.875 -3.051 2.057 0.219 H7 76S 38 76S H8 H8 H 0 1 N N N 3.164 11.866 27.084 -5.812 -4.116 0.224 H8 76S 39 76S H9 H9 H 0 1 N N N 2.068 11.116 27.432 -2.708 -4.539 0.495 H9 76S 40 76S H10 H10 H 0 1 N N N -0.413 10.071 26.639 -0.565 0.024 0.282 H10 76S 41 76S H11 H11 H 0 1 N N N -4.363 7.817 27.981 4.247 1.336 -0.772 H11 76S 42 76S H12 H12 H 0 1 N N N -1.268 7.764 25.991 1.553 0.759 1.469 H12 76S 43 76S H13 H13 H 0 1 N N N -2.632 8.265 24.935 1.731 0.938 -0.293 H13 76S 44 76S H14 H14 H 0 1 N N N -3.384 9.905 26.484 1.466 -1.706 1.210 H14 76S 45 76S H15 H15 H 0 1 N N N -2.429 9.200 27.832 1.643 -1.527 -0.552 H15 76S 46 76S H16 H16 H 0 1 N N N -6.376 2.499 30.269 8.487 2.499 -2.382 H16 76S 47 76S H17 H17 H 0 1 N N N -6.661 7.153 28.582 7.995 -0.691 1.289 H17 76S 48 76S H18 H18 H 0 1 N N N -4.629 3.281 28.698 6.219 1.941 -1.608 H18 76S 49 # # 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 76S F13 C10 SING N N 1 76S C11 C10 DOUB Y N 2 76S C11 C12 SING Y N 3 76S C10 C9 SING Y N 4 76S C12 C7 DOUB Y N 5 76S C9 C8 DOUB Y N 6 76S C7 C8 SING Y N 7 76S C7 C3 SING N N 8 76S C3 C4 DOUB Y N 9 76S C3 C2 SING Y N 10 76S C4 C5 SING Y N 11 76S C2 C1 DOUB Y N 12 76S O18 C16 DOUB N N 13 76S C5 C16 SING N N 14 76S C5 C6 DOUB Y N 15 76S C25 C22 SING N N 16 76S C25 C27 SING N N 17 76S N23 C22 DOUB Y N 18 76S N23 N21 SING Y N 19 76S C16 N17 SING N N 20 76S C1 C6 SING Y N 21 76S C1 O14 SING N N 22 76S C6 O15 SING N N 23 76S N17 C27 SING N N 24 76S C22 N19 SING Y N 25 76S N21 C20 DOUB Y N 26 76S N19 C20 SING Y N 27 76S C20 C24 SING N N 28 76S C24 C30 DOUB Y N 29 76S C24 C31 SING Y N 30 76S C30 C28 SING Y N 31 76S C31 C29 DOUB Y N 32 76S C28 N26 DOUB Y N 33 76S C29 N26 SING Y N 34 76S C4 H1 SING N N 35 76S C8 H2 SING N N 36 76S C28 H3 SING N N 37 76S C2 H4 SING N N 38 76S C9 H5 SING N N 39 76S C11 H6 SING N N 40 76S C12 H7 SING N N 41 76S O14 H8 SING N N 42 76S O15 H9 SING N N 43 76S N17 H10 SING N N 44 76S N19 H11 SING N N 45 76S C25 H12 SING N N 46 76S C25 H13 SING N N 47 76S C27 H14 SING N N 48 76S C27 H15 SING N N 49 76S C29 H16 SING N N 50 76S C30 H17 SING N N 51 76S C31 H18 SING N N 52 # # 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 76S SMILES ACDLabs 12.01 "c3c(C(NCCc2nc(c1ccncc1)nn2)=O)c(O)c(O)cc3c4ccc(cc4)F" 76S InChI InChI 1.03 "InChI=1S/C22H18FN5O3/c23-16-3-1-13(2-4-16)15-11-17(20(30)18(29)12-15)22(31)25-10-7-19-26-21(28-27-19)14-5-8-24-9-6-14/h1-6,8-9,11-12,29-30H,7,10H2,(H,25,31)(H,26,27,28)" 76S InChIKey InChI 1.03 OLQVMQHZBKHZRY-UHFFFAOYSA-N 76S SMILES_CANONICAL CACTVS 3.385 "Oc1cc(cc(c1O)C(=O)NCCc2[nH]c(nn2)c3ccncc3)c4ccc(F)cc4" 76S SMILES CACTVS 3.385 "Oc1cc(cc(c1O)C(=O)NCCc2[nH]c(nn2)c3ccncc3)c4ccc(F)cc4" 76S SMILES_CANONICAL "OpenEye OEToolkits" 2.0.6 "c1cc(ccc1c2cc(c(c(c2)O)O)C(=O)NCCc3[nH]c(nn3)c4ccncc4)F" 76S SMILES "OpenEye OEToolkits" 2.0.6 "c1cc(ccc1c2cc(c(c(c2)O)O)C(=O)NCCc3[nH]c(nn3)c4ccncc4)F" # # 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 76S "SYSTEMATIC NAME" ACDLabs 12.01 "4'-fluoro-4,5-dihydroxy-N-{2-[5-(pyridin-4-yl)-4H-1,2,4-triazol-3-yl]ethyl}[1,1'-biphenyl]-3-carboxamide" 76S "SYSTEMATIC NAME" "OpenEye OEToolkits" 2.0.6 "5-(4-fluorophenyl)-2,3-bis(oxidanyl)-~{N}-[2-(5-pyridin-4-yl-4~{H}-1,2,4-triazol-3-yl)ethyl]benzamide" # # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site 76S "Create component" 2016-09-07 RCSB 76S "Initial release" 2017-08-30 RCSB 76S "Modify synonyms" 2021-03-13 RCSB # _pdbx_chem_comp_synonyms.ordinal 1 _pdbx_chem_comp_synonyms.comp_id 76S _pdbx_chem_comp_synonyms.name "4'-fluoro-4,5-dihydroxy-N-{2-[5-(pyridin-4-yl)-4H-1,2,4-triazol-3-yl]ethyl}[1,1'-biphenyl]-3-carboxamide" _pdbx_chem_comp_synonyms.provenance PDB _pdbx_chem_comp_synonyms.type ? ##