data_3EJ # _chem_comp.id 3EJ _chem_comp.name "4-[(5-{2-[(3-fluorobenzyl)carbamoyl]pyridin-4-yl}-2H-tetrazol-2-yl)methyl]benzoic acid" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C22 H17 F N6 O3" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2009-10-29 _chem_comp.pdbx_modified_date 2011-06-04 _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 432.407 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 3EJ _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 3KEJ _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 3EJ C1 C1 C 0 1 Y N N 78.852 24.698 24.287 -6.581 0.963 1.220 C1 3EJ 1 3EJ C2 C2 C 0 1 Y N N 79.121 23.382 24.589 -7.276 1.168 0.026 C2 3EJ 2 3EJ C3 C3 C 0 1 Y N N 80.087 22.696 23.884 -7.179 0.227 -1.000 C3 3EJ 3 3EJ C4 C4 C 0 1 Y N N 80.787 23.318 22.874 -6.397 -0.897 -0.830 C4 3EJ 4 3EJ C5 C5 C 0 1 Y N N 80.526 24.632 22.564 -5.712 -1.094 0.356 C5 3EJ 5 3EJ C6 C6 C 0 1 Y N N 79.559 25.314 23.274 -5.799 -0.162 1.376 C6 3EJ 6 3EJ C7 C7 C 0 1 N N N 78.399 22.675 25.661 -8.111 2.373 -0.149 C7 3EJ 7 3EJ O8 O8 O 0 1 N N N 77.195 22.981 25.894 -8.195 3.190 0.746 O8 3EJ 8 3EJ O9 O9 O 0 1 N N N 79.089 21.799 26.242 -8.781 2.567 -1.302 O9 3EJ 9 3EJ C10 C10 C 0 1 N N N 81.308 25.268 21.459 -4.861 -2.325 0.535 C10 3EJ 10 3EJ N11 N11 N 0 1 Y N N 81.111 26.701 21.438 -3.497 -2.047 0.077 N11 3EJ 11 3EJ N12 N12 N 0 1 Y N N 80.069 27.264 20.809 -3.066 -2.221 -1.124 N12 3EJ 12 3EJ N13 N13 N 0 1 Y N N 80.237 28.561 21.029 -1.824 -1.876 -1.176 N13 3EJ 13 3EJ C14 C14 C 0 1 Y N N 81.377 28.678 21.783 -1.471 -1.470 0.052 C14 3EJ 14 3EJ N15 N15 N 0 1 Y N N 81.962 27.513 22.070 -2.544 -1.585 0.810 N15 3EJ 15 3EJ C16 C16 C 0 1 Y N N 81.868 29.936 22.256 -0.135 -0.981 0.474 C16 3EJ 16 3EJ C17 C17 C 0 1 Y N N 81.028 31.025 22.287 0.921 -0.904 -0.437 C17 3EJ 17 3EJ C18 C18 C 0 1 Y N N 81.528 32.208 22.780 2.157 -0.439 0.003 C18 3EJ 18 3EJ N19 N19 N 0 1 Y N N 82.768 32.391 23.248 2.332 -0.075 1.268 N19 3EJ 19 3EJ C20 C20 C 0 1 Y N N 83.549 31.304 23.197 1.358 -0.136 2.150 C20 3EJ 20 3EJ C21 C21 C 0 1 Y N N 83.160 30.070 22.721 0.098 -0.580 1.792 C21 3EJ 21 3EJ C22 C22 C 0 1 N N N 80.606 33.350 22.819 3.288 -0.351 -0.950 C22 3EJ 22 3EJ N23 N23 N 0 1 N N N 81.034 34.426 23.561 4.488 0.098 -0.531 N23 3EJ 23 3EJ C24 C24 C 0 1 N N N 80.177 35.578 23.732 5.607 0.186 -1.473 C24 3EJ 24 3EJ C25 C25 C 0 1 Y N N 79.009 35.387 24.657 6.824 0.713 -0.758 C25 3EJ 25 3EJ O26 O26 O 0 1 N N N 79.531 33.266 22.252 3.134 -0.683 -2.109 O26 3EJ 26 3EJ C27 C27 C 0 1 Y N N 78.700 34.180 25.249 7.058 2.075 -0.704 C27 3EJ 27 3EJ C28 C28 C 0 1 Y N N 77.613 34.049 26.090 8.175 2.560 -0.049 C28 3EJ 28 3EJ C29 C29 C 0 1 Y N N 76.805 35.136 26.356 9.059 1.684 0.552 C29 3EJ 29 3EJ C30 C30 C 0 1 Y N N 77.122 36.340 25.759 8.826 0.320 0.498 C30 3EJ 30 3EJ C31 C31 C 0 1 Y N N 78.207 36.473 24.924 7.704 -0.164 -0.153 C31 3EJ 31 3EJ F32 F32 F 0 1 N N N 76.367 37.420 25.994 9.690 -0.537 1.084 F32 3EJ 32 3EJ H1 H1 H 0 1 N N N 78.097 25.242 24.836 -6.652 1.688 2.018 H1 3EJ 33 3EJ H3 H3 H 0 1 N N N 80.296 21.664 24.125 -7.714 0.378 -1.926 H3 3EJ 34 3EJ H4 H4 H 0 1 N N N 81.541 22.773 22.325 -6.321 -1.626 -1.623 H4 3EJ 35 3EJ H6 H6 H 0 1 N N N 79.352 26.346 23.033 -5.261 -0.322 2.298 H6 3EJ 36 3EJ HO9 HO9 H 0 1 N N N 78.565 21.375 26.912 -9.314 3.371 -1.370 HO9 3EJ 37 3EJ H10 H10 H 0 1 N N N 82.377 25.057 21.611 -4.840 -2.601 1.589 H10 3EJ 38 3EJ H10A H10A H 0 0 N N N 80.974 24.848 20.499 -5.280 -3.144 -0.047 H10A 3EJ 39 3EJ H17 H17 H 0 1 N N N 80.009 30.954 21.936 0.781 -1.200 -1.466 H17 3EJ 40 3EJ H20 H20 H 0 1 N N N 84.563 31.402 23.557 1.544 0.170 3.169 H20 3EJ 41 3EJ H21 H21 H 0 1 N N N 83.845 29.235 22.712 -0.695 -0.621 2.524 H21 3EJ 42 3EJ HN23 HN23 H 0 0 N N N 81.940 34.412 23.983 4.611 0.363 0.394 HN23 3EJ 43 3EJ H24 H24 H 0 1 N N N 80.794 36.391 24.143 5.821 -0.804 -1.875 H24 3EJ 44 3EJ H24A H24A H 0 0 N N N 79.775 35.840 22.742 5.343 0.860 -2.288 H24A 3EJ 45 3EJ H27 H27 H 0 1 N N N 79.321 33.319 25.050 6.368 2.760 -1.174 H27 3EJ 46 3EJ H28 H28 H 0 1 N N N 77.394 33.093 26.541 8.356 3.624 -0.007 H28 3EJ 47 3EJ H29 H29 H 0 1 N N N 75.951 35.047 27.011 9.932 2.063 1.063 H29 3EJ 48 3EJ H31 H31 H 0 1 N N N 78.430 37.431 24.477 7.519 -1.227 -0.192 H31 3EJ 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 3EJ C6 C1 DOUB Y N 1 3EJ C1 C2 SING Y N 2 3EJ C1 H1 SING N N 3 3EJ C3 C2 DOUB Y N 4 3EJ C2 C7 SING N N 5 3EJ C4 C3 SING Y N 6 3EJ C3 H3 SING N N 7 3EJ C5 C4 DOUB Y N 8 3EJ C4 H4 SING N N 9 3EJ C10 C5 SING N N 10 3EJ C5 C6 SING Y N 11 3EJ C6 H6 SING N N 12 3EJ C7 O8 DOUB N N 13 3EJ C7 O9 SING N N 14 3EJ O9 HO9 SING N N 15 3EJ N11 C10 SING N N 16 3EJ C10 H10 SING N N 17 3EJ C10 H10A SING N N 18 3EJ N12 N11 SING Y N 19 3EJ N11 N15 SING Y N 20 3EJ N12 N13 DOUB Y N 21 3EJ N13 C14 SING Y N 22 3EJ C14 N15 DOUB Y N 23 3EJ C14 C16 SING Y N 24 3EJ C16 C17 DOUB Y N 25 3EJ C16 C21 SING Y N 26 3EJ C17 C18 SING Y N 27 3EJ C17 H17 SING N N 28 3EJ C18 C22 SING N N 29 3EJ C18 N19 DOUB Y N 30 3EJ C20 N19 SING Y N 31 3EJ C21 C20 DOUB Y N 32 3EJ C20 H20 SING N N 33 3EJ C21 H21 SING N N 34 3EJ O26 C22 DOUB N N 35 3EJ C22 N23 SING N N 36 3EJ N23 C24 SING N N 37 3EJ N23 HN23 SING N N 38 3EJ C24 C25 SING N N 39 3EJ C24 H24 SING N N 40 3EJ C24 H24A SING N N 41 3EJ C25 C31 DOUB Y N 42 3EJ C25 C27 SING Y N 43 3EJ C27 C28 DOUB Y N 44 3EJ C27 H27 SING N N 45 3EJ C28 C29 SING Y N 46 3EJ C28 H28 SING N N 47 3EJ C30 C29 DOUB Y N 48 3EJ C29 H29 SING N N 49 3EJ C31 C30 SING Y N 50 3EJ C30 F32 SING N N 51 3EJ C31 H31 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 3EJ SMILES ACDLabs 11.02 "Fc1cccc(c1)CNC(=O)c4nccc(c2nn(nn2)Cc3ccc(C(=O)O)cc3)c4" 3EJ SMILES_CANONICAL CACTVS 3.352 "OC(=O)c1ccc(Cn2nnc(n2)c3ccnc(c3)C(=O)NCc4cccc(F)c4)cc1" 3EJ SMILES CACTVS 3.352 "OC(=O)c1ccc(Cn2nnc(n2)c3ccnc(c3)C(=O)NCc4cccc(F)c4)cc1" 3EJ SMILES_CANONICAL "OpenEye OEToolkits" 1.7.0 "c1cc(cc(c1)F)CNC(=O)c2cc(ccn2)c3nnn(n3)Cc4ccc(cc4)C(=O)O" 3EJ SMILES "OpenEye OEToolkits" 1.7.0 "c1cc(cc(c1)F)CNC(=O)c2cc(ccn2)c3nnn(n3)Cc4ccc(cc4)C(=O)O" 3EJ InChI InChI 1.03 "InChI=1S/C22H17FN6O3/c23-18-3-1-2-15(10-18)12-25-21(30)19-11-17(8-9-24-19)20-26-28-29(27-20)13-14-4-6-16(7-5-14)22(31)32/h1-11H,12-13H2,(H,25,30)(H,31,32)" 3EJ InChIKey InChI 1.03 VMAHZFWSXKJIIT-UHFFFAOYSA-N # 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 3EJ "SYSTEMATIC NAME" ACDLabs 11.02 "4-[(5-{2-[(3-fluorobenzyl)carbamoyl]pyridin-4-yl}-2H-tetrazol-2-yl)methyl]benzoic acid" 3EJ "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.6.1 "4-[[5-[2-[(3-fluorophenyl)methylcarbamoyl]pyridin-4-yl]-1,2,3,4-tetrazol-2-yl]methyl]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 3EJ "Create component" 2009-10-29 RCSB 3EJ "Modify aromatic_flag" 2011-06-04 RCSB 3EJ "Modify descriptor" 2011-06-04 RCSB #