data_21A # _chem_comp.id 21A _chem_comp.name "6-(4-fluorophenyl)-5-[4-(1H-tetrazol-5-yl)phenyl]pyridine-2,3-diol" _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 2013-08-14 _chem_comp.pdbx_modified_date 2013-09-13 _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 349.319 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 21A _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 4M4Q _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 21A O01 O01 O 0 1 N N N 8.863 19.850 -8.642 -5.691 -1.016 0.000 O01 21A 1 21A C02 C02 C 0 1 Y N N 9.415 20.504 -9.499 -4.334 -1.040 -0.014 C02 21A 2 21A C03 C03 C 0 1 Y N N 9.799 21.835 -9.237 -3.669 -2.265 -0.088 C03 21A 3 21A O04 O04 O 0 1 N N N 9.541 22.427 -7.987 -4.373 -3.426 -0.144 O04 21A 4 21A C05 C05 C 0 1 Y N N 10.443 22.591 -10.244 -2.283 -2.286 -0.103 C05 21A 5 21A C06 C06 C 0 1 Y N N 10.736 22.066 -11.511 -1.599 -1.068 -0.044 C06 21A 6 21A C07 C07 C 0 1 Y N N 11.431 23.044 -12.438 -0.118 -1.036 -0.058 C07 21A 7 21A C08 C08 C 0 1 Y N N 12.801 22.989 -12.626 0.605 -1.847 0.818 C08 21A 8 21A C09 C09 C 0 1 Y N N 13.420 23.916 -13.452 1.982 -1.818 0.805 C09 21A 9 21A C10 C10 C 0 1 Y N N 12.665 24.901 -14.074 2.654 -0.977 -0.083 C10 21A 10 21A C11 C11 C 0 1 Y N N 13.331 25.929 -14.961 4.132 -0.941 -0.093 C11 21A 11 21A N12 N12 N 0 1 Y N N 12.772 26.590 -15.995 4.962 -1.673 0.692 N12 21A 12 21A N13 N13 N 0 1 Y N N 13.704 27.420 -16.502 6.261 -1.294 0.309 N13 21A 13 21A N14 N14 N 0 1 Y N N 14.830 27.278 -15.782 6.134 -0.414 -0.624 N14 21A 14 21A N15 N15 N 0 1 Y N N 14.599 26.361 -14.826 4.892 -0.197 -0.870 N15 21A 15 21A C16 C16 C 0 1 Y N N 11.301 24.971 -13.861 1.930 -0.166 -0.959 C16 21A 16 21A C17 C17 C 0 1 Y N N 10.683 24.040 -13.043 0.554 -0.199 -0.950 C17 21A 17 21A C18 C18 C 0 1 Y N N 10.369 20.725 -11.826 -2.336 0.124 0.029 C18 21A 18 21A N19 N19 N 0 1 Y N N 9.701 19.922 -10.805 -3.663 0.096 0.035 N19 21A 19 21A C20 C20 C 0 1 Y N N 10.636 20.069 -13.168 -1.628 1.423 0.092 C20 21A 20 21A C21 C21 C 0 1 Y N N 10.136 20.612 -14.343 -2.168 2.546 -0.534 C21 21A 21 21A C22 C22 C 0 1 Y N N 10.383 19.990 -15.558 -1.505 3.754 -0.471 C22 21A 22 21A C23 C23 C 0 1 Y N N 11.122 18.817 -15.599 -0.304 3.853 0.212 C23 21A 23 21A F24 F24 F 0 1 N N N 11.358 18.219 -16.774 0.342 5.038 0.271 F24 21A 24 21A C25 C25 C 0 1 Y N N 11.617 18.270 -14.422 0.237 2.740 0.837 C25 21A 25 21A C26 C26 C 0 1 Y N N 11.369 18.895 -13.210 -0.421 1.529 0.784 C26 21A 26 21A H2 H2 H 0 1 N N N 9.107 21.798 -7.422 -4.586 -3.714 -1.043 H2 21A 27 21A H3 H3 H 0 1 N N N 10.720 23.612 -10.029 -1.745 -3.220 -0.159 H3 21A 28 21A H4 H4 H 0 1 N N N 13.386 22.227 -12.132 0.085 -2.498 1.506 H4 21A 29 21A H5 H5 H 0 1 N N N 14.487 23.871 -13.611 2.541 -2.446 1.483 H5 21A 30 21A H6 H6 H 0 1 N N N 11.834 26.483 -16.326 4.713 -2.319 1.372 H6 21A 31 21A H7 H7 H 0 1 N N N 10.719 25.750 -14.331 2.450 0.485 -1.647 H7 21A 32 21A H8 H8 H 0 1 N N N 9.617 24.091 -12.877 -0.006 0.428 -1.628 H8 21A 33 21A H9 H9 H 0 1 N N N 9.553 21.521 -14.311 -3.104 2.470 -1.068 H9 21A 34 21A H10 H10 H 0 1 N N N 10.000 20.419 -16.472 -1.923 4.624 -0.956 H10 21A 35 21A H11 H11 H 0 1 N N N 12.195 17.358 -14.451 1.173 2.822 1.368 H11 21A 36 21A H12 H12 H 0 1 N N N 11.749 18.465 -12.295 0.001 0.663 1.271 H12 21A 37 21A H13 H13 H 0 1 N N N 8.682 18.979 -8.975 -6.075 -1.057 0.886 H13 21A 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 21A F24 C23 SING N N 1 21A N13 N12 SING Y N 2 21A N13 N14 DOUB Y N 3 21A N12 C11 SING Y N 4 21A N14 N15 SING Y N 5 21A C23 C22 DOUB Y N 6 21A C23 C25 SING Y N 7 21A C22 C21 SING Y N 8 21A C11 N15 DOUB Y N 9 21A C11 C10 SING N N 10 21A C25 C26 DOUB Y N 11 21A C21 C20 DOUB Y N 12 21A C10 C16 DOUB Y N 13 21A C10 C09 SING Y N 14 21A C16 C17 SING Y N 15 21A C09 C08 DOUB Y N 16 21A C26 C20 SING Y N 17 21A C20 C18 SING N N 18 21A C17 C07 DOUB Y N 19 21A C08 C07 SING Y N 20 21A C07 C06 SING N N 21 21A C18 C06 SING Y N 22 21A C18 N19 DOUB Y N 23 21A C06 C05 DOUB Y N 24 21A N19 C02 SING Y N 25 21A C05 C03 SING Y N 26 21A C02 C03 DOUB Y N 27 21A C02 O01 SING N N 28 21A C03 O04 SING N N 29 21A O04 H2 SING N N 30 21A C05 H3 SING N N 31 21A C08 H4 SING N N 32 21A C09 H5 SING N N 33 21A N12 H6 SING N N 34 21A C16 H7 SING N N 35 21A C17 H8 SING N N 36 21A C21 H9 SING N N 37 21A C22 H10 SING N N 38 21A C25 H11 SING N N 39 21A C26 H12 SING N N 40 21A O01 H13 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 21A SMILES ACDLabs 12.01 "Fc1ccc(cc1)c4nc(O)c(O)cc4c3ccc(c2nnnn2)cc3" 21A InChI InChI 1.03 "InChI=1S/C18H12FN5O2/c19-13-7-5-11(6-8-13)16-14(9-15(25)18(26)20-16)10-1-3-12(4-2-10)17-21-23-24-22-17/h1-9,25H,(H,20,26)(H,21,22,23,24)" 21A InChIKey InChI 1.03 WACGMDCXKWKGHR-UHFFFAOYSA-N 21A SMILES_CANONICAL CACTVS 3.385 "Oc1cc(c2ccc(cc2)c3[nH]nnn3)c(nc1O)c4ccc(F)cc4" 21A SMILES CACTVS 3.385 "Oc1cc(c2ccc(cc2)c3[nH]nnn3)c(nc1O)c4ccc(F)cc4" 21A SMILES_CANONICAL "OpenEye OEToolkits" 1.7.6 "c1cc(ccc1c2cc(c(nc2c3ccc(cc3)F)O)O)c4[nH]nnn4" 21A SMILES "OpenEye OEToolkits" 1.7.6 "c1cc(ccc1c2cc(c(nc2c3ccc(cc3)F)O)O)c4[nH]nnn4" # 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 21A "SYSTEMATIC NAME" ACDLabs 12.01 "6-(4-fluorophenyl)-5-[4-(1H-tetrazol-5-yl)phenyl]pyridine-2,3-diol" 21A "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.6 "6-(4-fluorophenyl)-5-[4-(1H-1,2,3,4-tetrazol-5-yl)phenyl]pyridine-2,3-diol" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site 21A "Create component" 2013-08-14 RCSB 21A "Initial release" 2013-09-18 RCSB #