data_1EN # _chem_comp.id 1EN _chem_comp.name "3-[1-(4-chlorophenyl)cyclopropyl]-8-(2-fluorophenoxy)[1,2,4]triazolo[4,3-a]pyridine" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C21 H15 Cl F N3 O" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2013-01-07 _chem_comp.pdbx_modified_date 2014-06-06 _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 379.815 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 1EN _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 4IJV _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 1EN C1 C1 C 0 1 Y N N 45.782 63.668 81.074 0.806 0.054 3.042 C1 1EN 1 1EN C2 C2 C 0 1 Y N N 45.040 63.332 82.149 -0.080 -0.492 2.182 C2 1EN 2 1EN N3 N3 N 0 1 Y N N 45.053 62.054 82.679 0.143 -0.451 0.835 N3 1EN 3 1EN C4 C4 C 0 1 Y N N 45.823 61.062 82.124 1.272 0.146 0.334 C4 1EN 4 1EN C5 C5 C 0 1 Y N N 46.652 61.376 80.945 2.210 0.722 1.220 C5 1EN 5 1EN C6 C6 C 0 1 Y N N 46.628 62.632 80.437 1.970 0.678 2.563 C6 1EN 6 1EN C7 C7 C 0 1 Y N N 44.406 61.525 83.750 -0.550 -0.902 -0.244 C7 1EN 7 1EN N8 N8 N 0 1 Y N N 44.718 60.260 83.858 0.136 -0.586 -1.313 N8 1EN 8 1EN N9 N9 N 0 1 Y N N 45.659 59.959 82.805 1.214 0.033 -0.982 N9 1EN 9 1EN C10 C10 C 0 1 N N N 43.434 62.258 84.620 -1.868 -1.633 -0.216 C10 1EN 10 1EN C11 C11 C 0 1 Y N N 42.227 62.692 83.820 -3.096 -0.762 -0.275 C11 1EN 11 1EN C12 C12 C 0 1 N N N 43.240 61.786 86.019 -1.935 -2.997 -0.906 C12 1EN 12 1EN C13 C13 C 0 1 N N N 43.942 63.079 85.758 -1.949 -2.911 0.621 C13 1EN 13 1EN C14 C14 C 0 1 Y N N 41.649 63.946 84.027 -3.257 0.135 -1.315 C14 1EN 14 1EN C15 C15 C 0 1 Y N N 40.529 64.323 83.268 -4.383 0.935 -1.370 C15 1EN 15 1EN C16 C16 C 0 1 Y N N 40.005 63.453 82.296 -5.350 0.837 -0.385 C16 1EN 16 1EN C17 C17 C 0 1 Y N N 40.583 62.196 82.081 -5.188 -0.061 0.655 C17 1EN 17 1EN C18 C18 C 0 1 Y N N 41.697 61.824 82.845 -4.064 -0.864 0.706 C18 1EN 18 1EN CL19 CL19 CL 0 0 N N N 38.621 63.937 81.379 -6.764 1.841 -0.453 CL19 1EN 19 1EN O20 O20 O 0 1 N N N 47.429 60.395 80.396 3.334 1.316 0.741 O20 1EN 20 1EN C21 C21 C 0 1 Y N N 47.689 60.519 79.075 4.208 0.553 0.034 C21 1EN 21 1EN C22 C22 C 0 1 Y N N 48.997 60.823 78.656 5.305 1.141 -0.585 C22 1EN 22 1EN C23 C23 C 0 1 Y N N 49.292 60.967 77.296 6.192 0.361 -1.303 C23 1EN 23 1EN C24 C24 C 0 1 Y N N 48.257 60.807 76.365 5.988 -1.003 -1.406 C24 1EN 24 1EN C25 C25 C 0 1 Y N N 46.945 60.514 76.797 4.898 -1.590 -0.791 C25 1EN 25 1EN C26 C26 C 0 1 Y N N 46.648 60.362 78.154 4.011 -0.816 -0.067 C26 1EN 26 1EN F27 F27 F 0 1 N N N 49.976 60.970 79.565 5.503 2.474 -0.484 F27 1EN 27 1EN H1 H1 H 0 1 N N N 45.760 64.675 80.684 0.616 0.014 4.104 H1 1EN 28 1EN H2 H2 H 0 1 N N N 44.417 64.084 82.610 -0.973 -0.965 2.563 H2 1EN 29 1EN H3 H3 H 0 1 N N N 47.224 62.877 79.570 2.676 1.113 3.255 H3 1EN 30 1EN H4 H4 H 0 1 N N N 42.235 61.786 86.465 -2.867 -3.264 -1.404 H4 1EN 31 1EN H5 H5 H 0 1 N N N 43.805 60.918 86.390 -1.026 -3.365 -1.382 H5 1EN 32 1EN H6 H6 H 0 1 N N N 45.024 63.164 85.936 -1.049 -3.224 1.151 H6 1EN 33 1EN H7 H7 H 0 1 N N N 43.453 64.032 86.011 -2.890 -3.122 1.129 H7 1EN 34 1EN H8 H8 H 0 1 N N N 42.059 64.620 84.764 -2.502 0.212 -2.084 H8 1EN 35 1EN H9 H9 H 0 1 N N N 40.068 65.286 83.432 -4.509 1.636 -2.182 H9 1EN 36 1EN H10 H10 H 0 1 N N N 40.177 61.525 81.339 -5.942 -0.138 1.424 H10 1EN 37 1EN H11 H11 H 0 1 N N N 42.155 60.859 82.684 -3.938 -1.565 1.518 H11 1EN 38 1EN H12 H12 H 0 1 N N N 50.296 61.197 76.971 7.045 0.817 -1.784 H12 1EN 39 1EN H13 H13 H 0 1 N N N 48.464 60.908 75.310 6.680 -1.610 -1.971 H13 1EN 40 1EN H14 H14 H 0 1 N N N 46.157 60.405 76.066 4.742 -2.655 -0.874 H14 1EN 41 1EN H15 H15 H 0 1 N N N 45.645 60.130 78.482 3.160 -1.276 0.413 H15 1EN 42 # 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 1EN C24 C25 DOUB Y N 1 1EN C24 C23 SING Y N 2 1EN C25 C26 SING Y N 3 1EN C23 C22 DOUB Y N 4 1EN C26 C21 DOUB Y N 5 1EN C22 C21 SING Y N 6 1EN C22 F27 SING N N 7 1EN C21 O20 SING N N 8 1EN O20 C5 SING N N 9 1EN C6 C5 DOUB Y N 10 1EN C6 C1 SING Y N 11 1EN C5 C4 SING Y N 12 1EN C1 C2 DOUB Y N 13 1EN CL19 C16 SING N N 14 1EN C17 C16 DOUB Y N 15 1EN C17 C18 SING Y N 16 1EN C4 N3 SING Y N 17 1EN C4 N9 DOUB Y N 18 1EN C2 N3 SING Y N 19 1EN C16 C15 SING Y N 20 1EN N3 C7 SING Y N 21 1EN N9 N8 SING Y N 22 1EN C18 C11 DOUB Y N 23 1EN C15 C14 DOUB Y N 24 1EN C7 N8 DOUB Y N 25 1EN C7 C10 SING N N 26 1EN C11 C14 SING Y N 27 1EN C11 C10 SING N N 28 1EN C10 C13 SING N N 29 1EN C10 C12 SING N N 30 1EN C13 C12 SING N N 31 1EN C1 H1 SING N N 32 1EN C2 H2 SING N N 33 1EN C6 H3 SING N N 34 1EN C12 H4 SING N N 35 1EN C12 H5 SING N N 36 1EN C13 H6 SING N N 37 1EN C13 H7 SING N N 38 1EN C14 H8 SING N N 39 1EN C15 H9 SING N N 40 1EN C17 H10 SING N N 41 1EN C18 H11 SING N N 42 1EN C23 H12 SING N N 43 1EN C24 H13 SING N N 44 1EN C25 H14 SING N N 45 1EN C26 H15 SING N N 46 # 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 1EN SMILES ACDLabs 12.01 "Clc1ccc(cc1)C5(c4nnc3c(Oc2ccccc2F)cccn34)CC5" 1EN InChI InChI 1.03 "InChI=1S/C21H15ClFN3O/c22-15-9-7-14(8-10-15)21(11-12-21)20-25-24-19-18(6-3-13-26(19)20)27-17-5-2-1-4-16(17)23/h1-10,13H,11-12H2" 1EN InChIKey InChI 1.03 OUNKWLWWQCCPIP-UHFFFAOYSA-N 1EN SMILES_CANONICAL CACTVS 3.370 "Fc1ccccc1Oc2cccn3c2nnc3C4(CC4)c5ccc(Cl)cc5" 1EN SMILES CACTVS 3.370 "Fc1ccccc1Oc2cccn3c2nnc3C4(CC4)c5ccc(Cl)cc5" 1EN SMILES_CANONICAL "OpenEye OEToolkits" 1.7.6 "c1ccc(c(c1)Oc2cccn3c2nnc3C4(CC4)c5ccc(cc5)Cl)F" 1EN SMILES "OpenEye OEToolkits" 1.7.6 "c1ccc(c(c1)Oc2cccn3c2nnc3C4(CC4)c5ccc(cc5)Cl)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 1EN "SYSTEMATIC NAME" ACDLabs 12.01 "3-[1-(4-chlorophenyl)cyclopropyl]-8-(2-fluorophenoxy)[1,2,4]triazolo[4,3-a]pyridine" 1EN "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.6 "3-[1-(4-chlorophenyl)cyclopropyl]-8-(2-fluoranylphenoxy)-[1,2,4]triazolo[4,3-a]pyridine" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site 1EN "Create component" 2013-01-07 RCSB 1EN "Modify atom id" 2013-04-01 RCSB 1EN "Initial release" 2014-06-11 RCSB #