data_4UL # _chem_comp.id 4UL _chem_comp.name "2-(difluoromethyl)-5-{[(2-methylpropanoyl)amino]methyl}-N-{5-methyl-4-[4-(trifluoromethyl)phenyl]-1H-imidazol-2-yl}pyridine-3-carboxamide" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C23 H22 F5 N5 O2" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2015-05-29 _chem_comp.pdbx_modified_date 2016-04-08 _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 495.445 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 4UL _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 5BQI _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 4UL O1 O1 O 0 1 N N N 8.814 16.204 30.524 6.397 3.750 1.300 O1 4UL 1 4UL C7 C1 C 0 1 Y N N 17.745 18.050 25.079 -6.611 1.114 0.101 C7 4UL 2 4UL C6 C2 C 0 1 Y N N 16.527 17.456 25.385 -6.460 -0.197 0.515 C6 4UL 3 4UL C1 C3 C 0 1 Y N N 17.026 17.886 30.367 -2.542 -2.011 -0.516 C1 4UL 4 4UL N1 N1 N 0 1 Y N N 16.311 17.331 31.409 -1.186 -2.199 -0.428 N1 4UL 5 4UL C5 C4 C 0 1 Y N N 16.140 17.264 26.699 -5.223 -0.805 0.452 C5 4UL 6 4UL C4 C5 C 0 1 Y N N 16.961 17.675 27.747 -4.124 -0.096 -0.030 C4 4UL 7 4UL C3 C6 C 0 1 Y N N 16.562 17.441 29.150 -2.792 -0.744 -0.101 C3 4UL 8 4UL C2 C7 C 0 1 N N N 18.130 18.845 30.670 -3.559 -3.018 -0.990 C2 4UL 9 4UL F4 F1 F 0 1 N N N 15.335 14.218 35.436 2.539 -4.404 0.676 F4 4UL 10 4UL C22 C8 C 0 1 N N N 14.758 13.237 34.694 3.498 -3.953 -0.237 C22 4UL 11 4UL F3 F2 F 0 1 N N N 15.597 13.035 33.642 2.936 -3.903 -1.517 F3 4UL 12 4UL C13 C9 C 0 1 Y N N 13.388 13.674 34.138 3.964 -2.577 0.161 C13 4UL 13 4UL N3 N2 N 0 1 Y N N 12.348 12.907 34.496 5.244 -2.359 0.384 N3 4UL 14 4UL C14 C10 C 0 1 Y N N 11.130 13.227 34.036 5.699 -1.172 0.734 C14 4UL 15 4UL C15 C11 C 0 1 Y N N 10.866 14.304 33.209 4.843 -0.095 0.885 C15 4UL 16 4UL C17 C12 C 0 1 N N N 9.472 14.588 32.710 5.380 1.254 1.287 C17 4UL 17 4UL N4 N3 N 0 1 N N N 9.287 14.162 31.328 5.730 2.017 0.086 N4 4UL 18 4UL C18 C13 C 0 1 N N N 9.083 15.022 30.325 6.233 3.262 0.202 C18 4UL 19 4UL C19 C14 C 0 1 N N N 9.189 14.448 28.925 6.593 4.047 -1.033 C19 4UL 20 4UL C21 C15 C 0 1 N N N 7.854 14.576 28.195 5.346 4.232 -1.901 C21 4UL 21 4UL C20 C16 C 0 1 N N N 10.328 15.119 28.152 7.138 5.418 -0.626 C20 4UL 22 4UL C16 C17 C 0 1 Y N N 11.947 15.089 32.830 3.489 -0.271 0.663 C16 4UL 23 4UL C12 C18 C 0 1 Y N N 13.231 14.792 33.288 3.037 -1.541 0.286 C12 4UL 24 4UL C11 C19 C 0 1 N N N 14.336 15.703 32.842 1.601 -1.785 0.036 C11 4UL 25 4UL O O2 O 0 1 N N N 15.014 16.332 33.652 1.232 -2.862 -0.389 O 4UL 26 4UL N2 N4 N 0 1 N N N 14.518 15.797 31.482 0.700 -0.812 0.279 N2 4UL 27 4UL C C20 C 0 1 Y N N 15.438 16.552 30.795 -0.648 -1.041 0.045 C 4UL 28 4UL N N5 N 0 1 Y N N 15.543 16.570 29.447 -1.614 -0.177 0.238 N 4UL 29 4UL C9 C21 C 0 1 Y N N 18.190 18.254 27.441 -4.282 1.225 -0.446 C9 4UL 30 4UL C8 C22 C 0 1 Y N N 18.570 18.446 26.124 -5.524 1.823 -0.378 C8 4UL 31 4UL C10 C23 C 0 1 N N N 18.160 18.252 23.659 -7.966 1.770 0.167 C10 4UL 32 4UL F2 F3 F 0 1 N N N 17.633 17.350 22.835 -8.124 2.390 1.411 F2 4UL 33 4UL F1 F4 F 0 1 N N N 17.802 19.440 23.183 -8.070 2.728 -0.848 F1 4UL 34 4UL F F5 F 0 1 N N N 19.477 18.166 23.495 -8.962 0.802 -0.002 F 4UL 35 4UL H1 H1 H 0 1 N N N 15.873 17.140 24.586 -7.312 -0.746 0.889 H1 4UL 36 4UL H2 H2 H 0 1 N N N 16.426 17.482 32.391 -0.700 -3.006 -0.659 H2 4UL 37 4UL H3 H3 H 0 1 N N N 15.193 16.791 26.915 -5.106 -1.829 0.776 H3 4UL 38 4UL H4 H4 H 0 1 N N N 17.728 19.868 30.707 -3.851 -3.659 -0.158 H4 4UL 39 4UL H5 H5 H 0 1 N N N 18.579 18.592 31.642 -4.436 -2.496 -1.372 H5 4UL 40 4UL H6 H6 H 0 1 N N N 18.897 18.781 29.884 -3.125 -3.627 -1.783 H6 4UL 41 4UL H7 H7 H 0 1 N N N 14.624 12.317 35.281 4.347 -4.637 -0.240 H7 4UL 42 4UL H8 H8 H 0 1 N N N 10.300 12.602 34.331 6.756 -1.038 0.907 H8 4UL 43 4UL H9 H9 H 0 1 N N N 9.285 15.670 32.776 4.621 1.794 1.852 H9 4UL 44 4UL H10 H10 H 0 1 N N N 8.752 14.052 33.346 6.268 1.122 1.905 H10 4UL 45 4UL H11 H11 H 0 1 N N N 9.314 13.184 31.121 5.598 1.627 -0.792 H11 4UL 46 4UL H12 H12 H 0 1 N N N 9.426 13.377 29.013 7.352 3.507 -1.599 H12 4UL 47 4UL H13 H13 H 0 1 N N N 7.066 14.082 28.782 4.587 4.772 -1.335 H13 4UL 48 4UL H14 H14 H 0 1 N N N 7.606 15.640 28.069 5.606 4.800 -2.794 H14 4UL 49 4UL H15 H15 H 0 1 N N N 7.929 14.098 27.207 4.957 3.256 -2.191 H15 4UL 50 4UL H16 H16 H 0 1 N N N 11.269 15.004 28.711 8.026 5.286 -0.008 H16 4UL 51 4UL H17 H17 H 0 1 N N N 10.429 14.646 27.164 7.398 5.985 -1.519 H17 4UL 52 4UL H18 H18 H 0 1 N N N 10.105 16.189 28.026 6.379 5.957 -0.060 H18 4UL 53 4UL H19 H19 H 0 1 N N N 11.793 15.935 32.176 2.798 0.552 0.774 H19 4UL 54 4UL H20 H20 H 0 1 N N N 13.901 15.245 30.921 0.994 0.047 0.619 H20 4UL 55 4UL H22 H22 H 0 1 N N N 18.853 18.556 28.239 -3.435 1.780 -0.820 H22 4UL 56 4UL H23 H23 H 0 1 N N N 19.521 18.910 25.906 -5.648 2.846 -0.700 H23 4UL 57 # 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 4UL F2 C10 SING N N 1 4UL F1 C10 SING N N 2 4UL F C10 SING N N 3 4UL C10 C7 SING N N 4 4UL C7 C6 DOUB Y N 5 4UL C7 C8 SING Y N 6 4UL C6 C5 SING Y N 7 4UL C8 C9 DOUB Y N 8 4UL C5 C4 DOUB Y N 9 4UL C9 C4 SING Y N 10 4UL C4 C3 SING N N 11 4UL C20 C19 SING N N 12 4UL C21 C19 SING N N 13 4UL C19 C18 SING N N 14 4UL C3 N SING Y N 15 4UL C3 C1 DOUB Y N 16 4UL N C DOUB Y N 17 4UL C18 O1 DOUB N N 18 4UL C18 N4 SING N N 19 4UL C1 C2 SING N N 20 4UL C1 N1 SING Y N 21 4UL C N1 SING Y N 22 4UL C N2 SING N N 23 4UL N4 C17 SING N N 24 4UL N2 C11 SING N N 25 4UL C17 C15 SING N N 26 4UL C16 C15 DOUB Y N 27 4UL C16 C12 SING Y N 28 4UL C11 C12 SING N N 29 4UL C11 O DOUB N N 30 4UL C15 C14 SING Y N 31 4UL C12 C13 DOUB Y N 32 4UL F3 C22 SING N N 33 4UL C14 N3 DOUB Y N 34 4UL C13 N3 SING Y N 35 4UL C13 C22 SING N N 36 4UL C22 F4 SING N N 37 4UL C6 H1 SING N N 38 4UL N1 H2 SING N N 39 4UL C5 H3 SING N N 40 4UL C2 H4 SING N N 41 4UL C2 H5 SING N N 42 4UL C2 H6 SING N N 43 4UL C22 H7 SING N N 44 4UL C14 H8 SING N N 45 4UL C17 H9 SING N N 46 4UL C17 H10 SING N N 47 4UL N4 H11 SING N N 48 4UL C19 H12 SING N N 49 4UL C21 H13 SING N N 50 4UL C21 H14 SING N N 51 4UL C21 H15 SING N N 52 4UL C20 H16 SING N N 53 4UL C20 H17 SING N N 54 4UL C20 H18 SING N N 55 4UL C16 H19 SING N N 56 4UL N2 H20 SING N N 57 4UL C9 H22 SING N N 58 4UL C8 H23 SING N N 59 # 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 4UL SMILES ACDLabs 12.01 "O=C(NCc1cnc(C(F)F)c(c1)C(=O)Nc3nc(C)c(c2ccc(cc2)C(F)(F)F)n3)C(C)C" 4UL InChI InChI 1.03 "InChI=1S/C23H22F5N5O2/c1-11(2)20(34)30-10-13-8-16(18(19(24)25)29-9-13)21(35)33-22-31-12(3)17(32-22)14-4-6-15(7-5-14)23(26,27)28/h4-9,11,19H,10H2,1-3H3,(H,30,34)(H2,31,32,33,35)" 4UL InChIKey InChI 1.03 BZYSILFNUIGABU-UHFFFAOYSA-N 4UL SMILES_CANONICAL CACTVS 3.385 "CC(C)C(=O)NCc1cnc(C(F)F)c(c1)C(=O)Nc2[nH]c(C)c(n2)c3ccc(cc3)C(F)(F)F" 4UL SMILES CACTVS 3.385 "CC(C)C(=O)NCc1cnc(C(F)F)c(c1)C(=O)Nc2[nH]c(C)c(n2)c3ccc(cc3)C(F)(F)F" 4UL SMILES_CANONICAL "OpenEye OEToolkits" 1.9.2 "Cc1c(nc([nH]1)NC(=O)c2cc(cnc2C(F)F)CNC(=O)C(C)C)c3ccc(cc3)C(F)(F)F" 4UL SMILES "OpenEye OEToolkits" 1.9.2 "Cc1c(nc([nH]1)NC(=O)c2cc(cnc2C(F)F)CNC(=O)C(C)C)c3ccc(cc3)C(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 4UL "SYSTEMATIC NAME" ACDLabs 12.01 "2-(difluoromethyl)-5-{[(2-methylpropanoyl)amino]methyl}-N-{5-methyl-4-[4-(trifluoromethyl)phenyl]-1H-imidazol-2-yl}pyridine-3-carboxamide" 4UL "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.9.2 "2-[bis(fluoranyl)methyl]-5-[(2-methylpropanoylamino)methyl]-N-[5-methyl-4-[4-(trifluoromethyl)phenyl]-1H-imidazol-2-yl]pyridine-3-carboxamide" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site 4UL "Create component" 2015-05-29 RCSB 4UL "Initial release" 2016-04-13 RCSB #