data_20F # _chem_comp.id 20F _chem_comp.name "5-(4-fluorophenyl)-3-hydroxy-6-[4-(1H-tetrazol-5-yl)phenyl]pyridin-2(1H)-one" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C18 H12 F N5 O2" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2013-08-12 _chem_comp.pdbx_modified_date 2013-09-20 _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 349.319 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 20F _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 4M5U _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 20F O01 O01 O 0 1 N N N 9.850 22.300 -8.069 4.247 -3.306 0.160 O01 20F 1 20F C02 C02 C 0 1 N N N 10.035 21.768 -9.176 3.659 -2.238 0.101 C02 20F 2 20F C03 C03 C 0 1 N N N 9.683 20.428 -9.538 4.396 -1.037 0.029 C03 20F 3 20F O04 O04 O 0 1 N N N 9.097 19.666 -8.581 5.756 -1.070 0.024 O04 20F 4 20F C05 C05 C 0 1 N N N 9.956 19.986 -10.800 3.740 0.159 -0.036 C05 20F 5 20F C06 C06 C 0 1 N N N 10.570 20.768 -11.821 2.331 0.172 -0.030 C06 20F 6 20F C07 C07 C 0 1 Y N N 10.800 20.114 -13.162 1.597 1.458 -0.095 C07 20F 7 20F C08 C08 C 0 1 Y N N 11.375 18.830 -13.264 1.676 2.362 0.964 C08 20F 8 20F C09 C09 C 0 1 Y N N 11.614 18.167 -14.465 0.991 3.558 0.900 C09 20F 9 20F C10 C10 C 0 1 Y N N 11.279 18.782 -15.671 0.225 3.861 -0.215 C10 20F 10 20F C11 C11 C 0 1 Y N N 10.708 20.055 -15.641 0.144 2.966 -1.270 C11 20F 11 20F C12 C12 C 0 1 Y N N 10.479 20.688 -14.414 0.830 1.770 -1.217 C12 20F 12 20F F13 F13 F 0 1 N N N 11.500 18.169 -16.817 -0.448 5.031 -0.271 F13 20F 13 20F C14 C14 C 0 1 N N N 10.923 22.077 -11.499 1.635 -1.027 0.042 C14 20F 14 20F C15 C15 C 0 1 Y N N 11.584 23.107 -12.385 0.161 -1.023 0.048 C15 20F 15 20F C16 C16 C 0 1 Y N N 12.940 23.045 -12.737 -0.532 -0.175 0.919 C16 20F 16 20F C17 C17 C 0 1 Y N N 13.580 24.001 -13.542 -1.903 -0.171 0.923 C17 20F 17 20F C18 C18 C 0 1 Y N N 12.913 25.115 -14.067 -2.608 -1.013 0.060 C18 20F 18 20F C19 C19 C 0 1 Y N N 11.564 25.198 -13.712 -1.916 -1.860 -0.810 C19 20F 19 20F C20 C20 C 0 1 Y N N 10.931 24.236 -12.909 -0.545 -1.861 -0.821 C20 20F 20 20F C21 C21 C 0 1 Y N N 13.590 26.131 -14.896 -4.086 -1.013 0.070 C21 20F 21 20F N22 N22 N 0 1 Y N N 14.872 26.626 -14.843 -4.892 -0.254 0.851 N22 20F 22 20F N23 N23 N 0 1 Y N N 14.994 27.567 -15.813 -6.109 -0.560 0.548 N23 20F 23 20F N24 N24 N 0 1 Y N N 13.886 27.724 -16.472 -6.099 -1.460 -0.372 N24 20F 24 20F N25 N25 N 0 1 Y N N 12.969 26.862 -15.938 -4.883 -1.748 -0.683 N25 20F 25 20F N26 N26 N 0 1 N N N 10.644 22.537 -10.188 2.314 -2.214 0.101 N26 20F 26 20F H1 H1 H 0 1 N N N 9.009 20.173 -7.782 6.128 -1.961 0.073 H1 20F 27 20F H2 H2 H 0 1 N N N 9.687 18.969 -11.043 4.295 1.084 -0.091 H2 20F 28 20F H3 H3 H 0 1 N N N 11.648 18.327 -12.348 2.272 2.127 1.834 H3 20F 29 20F H4 H4 H 0 1 N N N 12.056 17.182 -14.463 1.051 4.259 1.719 H4 20F 30 20F H5 H5 H 0 1 N N N 10.443 20.551 -16.563 -0.454 3.207 -2.136 H5 20F 31 20F H6 H6 H 0 1 N N N 10.032 21.671 -14.424 0.766 1.074 -2.039 H6 20F 32 20F H7 H7 H 0 1 N N N 13.525 22.215 -12.368 0.012 0.475 1.587 H7 20F 33 20F H8 H8 H 0 1 N N N 14.629 23.872 -13.765 -2.439 0.483 1.595 H8 20F 34 20F H9 H9 H 0 1 N N N 10.985 26.036 -14.070 -2.462 -2.511 -1.477 H9 20F 35 20F H10 H10 H 0 1 N N N 9.884 24.371 -12.681 -0.011 -2.516 -1.493 H10 20F 36 20F H11 H11 H 0 1 N N N 15.587 26.343 -14.204 -4.609 0.395 1.513 H11 20F 37 20F H12 H12 H 0 1 N N N 10.898 23.478 -9.964 1.820 -3.048 0.151 H12 20F 38 # 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 20F F13 C10 SING N N 1 20F N24 N25 SING Y N 2 20F N24 N23 DOUB Y N 3 20F N25 C21 DOUB Y N 4 20F N23 N22 SING Y N 5 20F C10 C11 DOUB Y N 6 20F C10 C09 SING Y N 7 20F C11 C12 SING Y N 8 20F C21 N22 SING Y N 9 20F C21 C18 SING N N 10 20F C09 C08 DOUB Y N 11 20F C12 C07 DOUB Y N 12 20F C18 C19 DOUB Y N 13 20F C18 C17 SING Y N 14 20F C19 C20 SING Y N 15 20F C17 C16 DOUB Y N 16 20F C08 C07 SING Y N 17 20F C07 C06 SING N N 18 20F C20 C15 DOUB Y N 19 20F C16 C15 SING Y N 20 20F C15 C14 SING N N 21 20F C06 C14 DOUB N N 22 20F C06 C05 SING N N 23 20F C14 N26 SING N N 24 20F C05 C03 DOUB N N 25 20F N26 C02 SING N N 26 20F C03 C02 SING N N 27 20F C03 O04 SING N N 28 20F C02 O01 DOUB N N 29 20F O04 H1 SING N N 30 20F C05 H2 SING N N 31 20F C08 H3 SING N N 32 20F C09 H4 SING N N 33 20F C11 H5 SING N N 34 20F C12 H6 SING N N 35 20F C16 H7 SING N N 36 20F C17 H8 SING N N 37 20F C19 H9 SING N N 38 20F C20 H10 SING N N 39 20F N22 H11 SING N N 40 20F N26 H12 SING N N 41 # 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 20F SMILES ACDLabs 12.01 "Fc1ccc(cc1)C=4C=C(O)C(=O)NC=4c3ccc(c2nnnn2)cc3" 20F InChI InChI 1.03 "InChI=1S/C18H12FN5O2/c19-13-7-5-10(6-8-13)14-9-15(25)18(26)20-16(14)11-1-3-12(4-2-11)17-21-23-24-22-17/h1-9,25H,(H,20,26)(H,21,22,23,24)" 20F InChIKey InChI 1.03 HSMMRXNTCXSWQT-UHFFFAOYSA-N 20F SMILES_CANONICAL CACTVS 3.385 "OC1=CC(=C(NC1=O)c2ccc(cc2)c3[nH]nnn3)c4ccc(F)cc4" 20F SMILES CACTVS 3.385 "OC1=CC(=C(NC1=O)c2ccc(cc2)c3[nH]nnn3)c4ccc(F)cc4" 20F SMILES_CANONICAL "OpenEye OEToolkits" 1.7.6 "c1cc(ccc1c2[nH]nnn2)C3=C(C=C(C(=O)N3)O)c4ccc(cc4)F" 20F SMILES "OpenEye OEToolkits" 1.7.6 "c1cc(ccc1c2[nH]nnn2)C3=C(C=C(C(=O)N3)O)c4ccc(cc4)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 20F "SYSTEMATIC NAME" ACDLabs 12.01 "5-(4-fluorophenyl)-3-hydroxy-6-[4-(1H-tetrazol-5-yl)phenyl]pyridin-2(1H)-one" 20F "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.6 "5-(4-fluorophenyl)-3-oxidanyl-6-[4-(1H-1,2,3,4-tetrazol-5-yl)phenyl]-1H-pyridin-2-one" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site 20F "Create component" 2013-08-12 RCSB 20F "Initial release" 2013-09-25 RCSB #