data_4U9 # _chem_comp.id 4U9 _chem_comp.name "5-[4-bromo-2-(2-chloro-6-fluorophenyl)-1H-imidazol-5-yl]-2-{[4-(trifluoromethyl)phenyl]ethynyl}pyridine" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C23 H11 Br Cl F4 N3" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2015-05-27 _chem_comp.pdbx_modified_date 2015-07-02 _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 520.704 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 4U9 _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 4YL3 _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 4U9 C7 C1 C 0 1 N N N 16.645 16.916 25.885 -3.037 0.110 0.037 C7 4U9 1 4U9 C6 C2 C 0 1 Y N N 16.190 16.755 27.218 -1.606 0.042 0.040 C6 4U9 2 4U9 C1 C3 C 0 1 Y N N 13.332 15.299 32.594 4.710 0.517 0.016 C1 4U9 3 4U9 N1 N1 N 0 1 Y N N 13.575 15.366 31.293 3.434 0.998 0.084 N1 4U9 4 4U9 C5 C4 C 0 1 Y N N 14.635 15.834 28.624 0.408 0.871 -0.729 C5 4U9 5 4U9 C4 C5 C 0 1 Y N N 15.249 16.343 29.778 1.116 -0.067 0.028 C4 4U9 6 4U9 BR1 BR1 BR 0 0 N N N 16.609 17.539 32.943 2.789 -2.981 -0.268 BR1 4U9 7 4U9 C3 C6 C 0 1 Y N N 15.158 16.503 32.365 3.387 -1.193 -0.118 C3 4U9 8 4U9 C2 C7 C 0 1 Y N N 14.725 16.104 31.112 2.591 -0.090 -0.001 C2 4U9 9 4U9 CL1 CL1 CL 0 0 N N N 14.061 12.812 34.354 7.303 -1.023 0.138 CL1 4U9 10 4U9 C23 C8 C 0 1 Y N N 12.454 13.427 34.004 7.191 0.710 0.130 C23 4U9 11 4U9 C22 C9 C 0 1 Y N N 11.340 12.752 34.558 8.338 1.477 0.179 C22 4U9 12 4U9 C21 C10 C 0 1 Y N N 10.032 13.214 34.321 8.252 2.858 0.173 C21 4U9 13 4U9 C20 C11 C 0 1 Y N N 9.819 14.353 33.541 7.018 3.481 0.118 C20 4U9 14 4U9 C19 C12 C 0 1 Y N N 10.919 15.020 32.977 5.861 2.727 0.068 C19 4U9 15 4U9 F4 F1 F 0 1 N N N 10.731 16.110 32.202 4.657 3.336 0.009 F4 4U9 16 4U9 C18 C13 C 0 1 Y N N 12.230 14.580 33.213 5.941 1.331 0.069 C18 4U9 17 4U9 N2 N2 N 0 1 Y N N 14.291 15.990 33.286 4.660 -0.794 -0.099 N2 4U9 18 4U9 C17 C14 C 0 1 Y N N 16.400 17.099 29.575 0.406 -0.986 0.815 C17 4U9 19 4U9 C16 C15 C 0 1 Y N N 16.889 17.319 28.288 -0.961 -0.926 0.817 C16 4U9 20 4U9 N3 N3 N 0 1 Y N N 15.075 16.010 27.349 -0.907 0.898 -0.701 N3 4U9 21 4U9 C8 C16 C 0 1 N N N 17.069 16.988 24.770 -4.209 0.165 0.035 C8 4U9 22 4U9 C9 C17 C 0 1 Y N N 17.594 17.089 23.453 -5.640 0.232 0.032 C9 4U9 23 4U9 C15 C18 C 0 1 Y N N 17.605 15.966 22.624 -6.386 -0.661 0.806 C15 4U9 24 4U9 C14 C19 C 0 1 Y N N 18.129 16.077 21.333 -7.764 -0.589 0.799 C14 4U9 25 4U9 C12 C20 C 0 1 Y N N 18.635 17.314 20.879 -8.406 0.363 0.028 C12 4U9 26 4U9 C13 C21 C 0 1 N N N 19.222 17.422 19.494 -9.912 0.434 0.025 C13 4U9 27 4U9 F3 F2 F 0 1 N N N 20.402 16.734 19.402 -10.339 1.302 1.036 F3 4U9 28 4U9 F2 F3 F 0 1 N N N 19.504 18.717 19.155 -10.354 0.909 -1.214 F2 4U9 29 4U9 F1 F4 F 0 1 N N N 18.414 16.905 18.529 -10.439 -0.842 0.252 F1 4U9 30 4U9 C11 C22 C 0 1 Y N N 18.610 18.431 21.730 -7.674 1.250 -0.741 C11 4U9 31 4U9 C10 C23 C 0 1 Y N N 18.090 18.319 23.021 -6.296 1.195 -0.740 C10 4U9 32 4U9 H1 H1 H 0 1 N N N 13.021 14.954 30.570 3.171 1.927 0.176 H1 4U9 33 4U9 H2 H2 H 0 1 N N N 13.735 15.252 28.760 0.945 1.583 -1.338 H2 4U9 34 4U9 H3 H3 H 0 1 N N N 11.495 11.874 35.168 9.305 0.998 0.222 H3 4U9 35 4U9 H4 H4 H 0 1 N N N 9.190 12.686 34.744 9.153 3.453 0.212 H4 4U9 36 4U9 H5 H5 H 0 1 N N N 8.817 14.718 33.373 6.959 4.559 0.114 H5 4U9 37 4U9 H7 H7 H 0 1 N N N 16.920 17.520 30.423 0.927 -1.722 1.409 H7 4U9 38 4U9 H8 H8 H 0 1 N N N 17.780 17.907 28.123 -1.537 -1.619 1.413 H8 4U9 39 4U9 H9 H9 H 0 1 N N N 17.213 15.023 22.976 -5.886 -1.405 1.408 H9 4U9 40 4U9 H10 H10 H 0 1 N N N 18.147 15.215 20.682 -8.342 -1.279 1.396 H10 4U9 41 4U9 H11 H11 H 0 1 N N N 18.994 19.379 21.385 -8.183 1.990 -1.341 H11 4U9 42 4U9 H12 H12 H 0 1 N N N 18.072 19.176 23.678 -5.726 1.888 -1.340 H12 4U9 43 # 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 4U9 F1 C13 SING N N 1 4U9 F2 C13 SING N N 2 4U9 F3 C13 SING N N 3 4U9 C13 C12 SING N N 4 4U9 C12 C14 DOUB Y N 5 4U9 C12 C11 SING Y N 6 4U9 C14 C15 SING Y N 7 4U9 C11 C10 DOUB Y N 8 4U9 C15 C9 DOUB Y N 9 4U9 C10 C9 SING Y N 10 4U9 C9 C8 SING N N 11 4U9 C8 C7 TRIP N N 12 4U9 C7 C6 SING N N 13 4U9 C6 N3 DOUB Y N 14 4U9 C6 C16 SING Y N 15 4U9 N3 C5 SING Y N 16 4U9 C16 C17 DOUB Y N 17 4U9 C5 C4 DOUB Y N 18 4U9 C17 C4 SING Y N 19 4U9 C4 C2 SING N N 20 4U9 C2 N1 SING Y N 21 4U9 C2 C3 DOUB Y N 22 4U9 N1 C1 SING Y N 23 4U9 F4 C19 SING N N 24 4U9 C3 BR1 SING N N 25 4U9 C3 N2 SING Y N 26 4U9 C1 C18 SING N N 27 4U9 C1 N2 DOUB Y N 28 4U9 C19 C18 DOUB Y N 29 4U9 C19 C20 SING Y N 30 4U9 C18 C23 SING Y N 31 4U9 C20 C21 DOUB Y N 32 4U9 C23 CL1 SING N N 33 4U9 C23 C22 DOUB Y N 34 4U9 C21 C22 SING Y N 35 4U9 N1 H1 SING N N 36 4U9 C5 H2 SING N N 37 4U9 C22 H3 SING N N 38 4U9 C21 H4 SING N N 39 4U9 C20 H5 SING N N 40 4U9 C17 H7 SING N N 41 4U9 C16 H8 SING N N 42 4U9 C15 H9 SING N N 43 4U9 C14 H10 SING N N 44 4U9 C11 H11 SING N N 45 4U9 C10 H12 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 4U9 SMILES ACDLabs 12.01 "C(c3ncc(c2nc(c1c(Cl)cccc1F)nc2Br)cc3)#Cc4ccc(cc4)C(F)(F)F" 4U9 InChI InChI 1.03 "InChI=1S/C23H11BrClF4N3/c24-21-20(31-22(32-21)19-17(25)2-1-3-18(19)26)14-7-11-16(30-12-14)10-6-13-4-8-15(9-5-13)23(27,28)29/h1-5,7-9,11-12H,(H,31,32)" 4U9 InChIKey InChI 1.03 KPXLXMUZOLULFL-UHFFFAOYSA-N 4U9 SMILES_CANONICAL CACTVS 3.385 "Fc1cccc(Cl)c1c2[nH]c(c(Br)n2)c3ccc(nc3)C#Cc4ccc(cc4)C(F)(F)F" 4U9 SMILES CACTVS 3.385 "Fc1cccc(Cl)c1c2[nH]c(c(Br)n2)c3ccc(nc3)C#Cc4ccc(cc4)C(F)(F)F" 4U9 SMILES_CANONICAL "OpenEye OEToolkits" 1.9.2 "c1cc(c(c(c1)Cl)c2[nH]c(c(n2)Br)c3ccc(nc3)C#Cc4ccc(cc4)C(F)(F)F)F" 4U9 SMILES "OpenEye OEToolkits" 1.9.2 "c1cc(c(c(c1)Cl)c2[nH]c(c(n2)Br)c3ccc(nc3)C#Cc4ccc(cc4)C(F)(F)F)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 4U9 "SYSTEMATIC NAME" ACDLabs 12.01 "5-[4-bromo-2-(2-chloro-6-fluorophenyl)-1H-imidazol-5-yl]-2-{[4-(trifluoromethyl)phenyl]ethynyl}pyridine" 4U9 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.9.2 "5-[4-bromanyl-2-(2-chloranyl-6-fluoranyl-phenyl)-1H-imidazol-5-yl]-2-[2-[4-(trifluoromethyl)phenyl]ethynyl]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 4U9 "Create component" 2015-05-27 RCSB 4U9 "Initial release" 2015-07-07 RCSB #