data_77R # _chem_comp.id 77R _chem_comp.name "5-(4-fluorophenyl)-2,3-dihydroxy-N-(5-imidazol-1-ylpentyl)benzamide" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C21 H22 F N3 O3" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2016-09-08 _chem_comp.pdbx_modified_date 2017-08-25 _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 383.416 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 77R _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 5P9D _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 77R C4 C1 C 0 1 N N N -1.710 14.759 14.294 -0.767 2.375 -0.014 C4 77R 1 77R C5 C2 C 0 1 Y N N 0.639 12.039 15.444 -3.695 0.011 -0.006 C5 77R 2 77R C6 C3 C 0 1 Y N N 1.988 13.735 14.311 -4.535 2.269 -0.014 C6 77R 3 77R C10 C4 C 0 1 Y N N -6.843 21.324 11.768 7.921 -1.018 -1.078 C10 77R 4 77R C13 C5 C 0 1 Y N N -5.051 22.068 12.860 7.926 -1.014 1.111 C13 77R 5 77R C17 C6 C 0 1 Y N N -0.392 10.569 17.223 -5.258 -1.932 -0.001 C17 77R 6 77R C20 C7 C 0 1 Y N N 0.413 8.336 17.580 -4.425 -4.179 0.006 C20 77R 7 77R C21 C8 C 0 1 Y N N -0.466 9.355 17.900 -5.490 -3.292 0.001 C21 77R 8 77R C22 C9 C 0 1 Y N N 1.350 8.504 16.569 -3.124 -3.705 -0.003 C22 77R 9 77R C24 C10 C 0 1 N N N -6.066 19.899 13.724 6.471 0.730 -0.002 C24 77R 10 77R C26 C11 C 0 1 N N N -4.692 19.161 13.766 5.036 0.199 0.001 C26 77R 11 77R C28 C12 C 0 1 N N N -4.716 18.116 14.857 4.057 1.376 -0.006 C28 77R 12 77R C1 C13 C 0 1 Y N N -0.445 13.981 14.540 -2.152 1.863 -0.011 C1 77R 13 77R C2 C14 C 0 1 Y N N 0.827 14.434 14.003 -3.231 2.756 -0.011 C2 77R 14 77R C3 C15 C 0 1 Y N N -0.500 12.800 15.261 -2.390 0.488 -0.009 C3 77R 15 77R N7 N1 N 0 1 Y N N -6.495 22.473 11.224 8.719 -1.969 -0.675 N7 77R 16 77R N8 N2 N 0 1 Y N N -5.978 21.044 12.805 7.407 -0.396 0.005 N8 77R 17 77R C9 C16 C 0 1 Y N N 1.912 12.526 14.996 -4.766 0.905 -0.012 C9 77R 18 77R C11 C17 C 0 1 Y N N 0.556 10.734 16.205 -3.950 -1.451 -0.004 C11 77R 19 77R C12 C18 C 0 1 Y N N -5.392 22.969 11.882 8.744 -1.987 0.666 C12 77R 20 77R O14 O1 O 0 1 N N N -2.817 14.258 14.601 -0.562 3.573 -0.016 O14 77R 21 77R N15 N3 N 0 1 N N N -1.648 16.021 13.790 0.269 1.513 -0.008 N15 77R 22 77R C16 C19 C 0 1 Y N N 1.413 9.688 15.878 -2.882 -2.346 -0.004 C16 77R 23 77R O18 O2 O 0 1 N N N 0.922 15.647 13.326 -3.006 4.094 -0.014 O18 77R 24 77R O19 O3 O 0 1 N N N 3.213 14.175 13.810 -5.583 3.135 -0.020 O19 77R 25 77R F23 F1 F 0 1 N N N 0.372 7.180 18.252 -4.658 -5.510 0.008 F23 77R 26 77R C25 C20 C 0 1 N N N -2.894 16.813 13.623 1.643 2.021 -0.011 C25 77R 27 77R C27 C21 C 0 1 N N N -3.296 17.437 14.977 2.622 0.845 -0.004 C27 77R 28 77R H1 H1 H 0 1 N N N -7.669 20.704 11.453 7.709 -0.768 -2.107 H1 77R 29 77R H2 H2 H 0 1 N N N -4.217 22.145 13.542 7.724 -0.766 2.142 H2 77R 30 77R H3 H3 H 0 1 N N N -1.060 11.377 17.481 -6.088 -1.241 -0.005 H3 77R 31 77R H4 H4 H 0 1 N N N -1.207 9.209 18.672 -6.503 -3.666 -0.002 H4 77R 32 77R H5 H5 H 0 1 N N N 2.030 7.701 16.326 -2.297 -4.399 0.002 H5 77R 33 77R H6 H6 H 0 1 N N N -6.321 20.257 14.732 6.634 1.333 -0.895 H6 77R 34 77R H7 H7 H 0 1 N N N -6.844 19.206 13.373 6.633 1.343 0.885 H7 77R 35 77R H8 H8 H 0 1 N N N -4.507 18.675 12.797 4.873 -0.414 -0.885 H8 77R 36 77R H9 H9 H 0 1 N N N -3.892 19.887 13.971 4.873 -0.403 0.895 H9 77R 37 77R H10 H10 H 0 1 N N N -4.975 18.593 15.814 4.219 1.989 0.880 H10 77R 38 77R H11 H11 H 0 1 N N N -5.468 17.351 14.613 4.220 1.978 -0.900 H11 77R 39 77R H12 H12 H 0 1 N N N -1.438 12.472 15.683 -1.561 -0.205 -0.009 H12 77R 40 77R H13 H13 H 0 1 N N N 2.809 11.956 15.190 -5.780 0.531 -0.014 H13 77R 41 77R H14 H14 H 0 1 N N N -4.886 23.899 11.667 9.317 -2.666 1.281 H14 77R 42 77R H15 H15 H 0 1 N N N -0.766 16.415 13.532 0.106 0.557 -0.003 H15 77R 43 77R H16 H16 H 0 1 N N N 2.129 9.808 15.079 -1.867 -1.977 -0.006 H16 77R 44 77R H17 H17 H 0 1 N N N 0.052 16.002 13.188 -2.943 4.484 0.869 H17 77R 45 77R H18 H18 H 0 1 N N N 3.904 13.595 14.108 -5.889 3.387 0.862 H18 77R 46 77R H19 H19 H 0 1 N N N -2.724 17.613 12.887 1.806 2.624 -0.904 H19 77R 47 77R H20 H20 H 0 1 N N N -3.701 16.155 13.269 1.806 2.635 0.876 H20 77R 48 77R H21 H21 H 0 1 N N N -3.332 16.650 15.745 2.460 0.232 -0.890 H21 77R 49 77R H22 H22 H 0 1 N N N -2.553 18.195 15.264 2.459 0.243 0.890 H22 77R 50 # 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 77R N7 C10 DOUB Y N 1 77R N7 C12 SING Y N 2 77R C10 N8 SING Y N 3 77R C12 C13 DOUB Y N 4 77R N8 C13 SING Y N 5 77R N8 C24 SING N N 6 77R O18 C2 SING N N 7 77R C25 N15 SING N N 8 77R C25 C27 SING N N 9 77R C24 C26 SING N N 10 77R C26 C28 SING N N 11 77R N15 C4 SING N N 12 77R O19 C6 SING N N 13 77R C2 C6 DOUB Y N 14 77R C2 C1 SING Y N 15 77R C4 C1 SING N N 16 77R C4 O14 DOUB N N 17 77R C6 C9 SING Y N 18 77R C1 C3 DOUB Y N 19 77R C28 C27 SING N N 20 77R C9 C5 DOUB Y N 21 77R C3 C5 SING Y N 22 77R C5 C11 SING N N 23 77R C16 C11 DOUB Y N 24 77R C16 C22 SING Y N 25 77R C11 C17 SING Y N 26 77R C22 C20 DOUB Y N 27 77R C17 C21 DOUB Y N 28 77R C20 C21 SING Y N 29 77R C20 F23 SING N N 30 77R C10 H1 SING N N 31 77R C13 H2 SING N N 32 77R C17 H3 SING N N 33 77R C21 H4 SING N N 34 77R C22 H5 SING N N 35 77R C24 H6 SING N N 36 77R C24 H7 SING N N 37 77R C26 H8 SING N N 38 77R C26 H9 SING N N 39 77R C28 H10 SING N N 40 77R C28 H11 SING N N 41 77R C3 H12 SING N N 42 77R C9 H13 SING N N 43 77R C12 H14 SING N N 44 77R N15 H15 SING N N 45 77R C16 H16 SING N N 46 77R O18 H17 SING N N 47 77R O19 H18 SING N N 48 77R C25 H19 SING N N 49 77R C25 H20 SING N N 50 77R C27 H21 SING N N 51 77R C27 H22 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 77R SMILES ACDLabs 12.01 "C(c2cc(c1ccc(F)cc1)cc(c2O)O)(=O)NCCCCCn3cncc3" 77R InChI InChI 1.03 "InChI=1S/C21H22FN3O3/c22-17-6-4-15(5-7-17)16-12-18(20(27)19(26)13-16)21(28)24-8-2-1-3-10-25-11-9-23-14-25/h4-7,9,11-14,26-27H,1-3,8,10H2,(H,24,28)" 77R InChIKey InChI 1.03 WQIGOCFLNCQOJK-UHFFFAOYSA-N 77R SMILES_CANONICAL CACTVS 3.385 "Oc1cc(cc(c1O)C(=O)NCCCCCn2ccnc2)c3ccc(F)cc3" 77R SMILES CACTVS 3.385 "Oc1cc(cc(c1O)C(=O)NCCCCCn2ccnc2)c3ccc(F)cc3" 77R SMILES_CANONICAL "OpenEye OEToolkits" 1.7.6 "c1cc(ccc1c2cc(c(c(c2)O)O)C(=O)NCCCCCn3ccnc3)F" 77R SMILES "OpenEye OEToolkits" 1.7.6 "c1cc(ccc1c2cc(c(c(c2)O)O)C(=O)NCCCCCn3ccnc3)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 77R "SYSTEMATIC NAME" ACDLabs 12.01 "4'-fluoro-4,5-dihydroxy-N-[5-(1H-imidazol-1-yl)pentyl][1,1'-biphenyl]-3-carboxamide" 77R "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.6 "5-(4-fluorophenyl)-N-(5-imidazol-1-ylpentyl)-2,3-bis(oxidanyl)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 77R "Create component" 2016-09-08 RCSB 77R "Initial release" 2017-08-30 RCSB #