data_KAV # _chem_comp.id KAV _chem_comp.name "N-{6-[(1-methyl-2-{[4-(trifluoromethyl)phenyl]amino}-1H-benzimidazol-5-yl)oxy]pyrimidin-4-yl}cyclopropanecarboxamide" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C23 H19 F3 N6 O2" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2018-11-16 _chem_comp.pdbx_modified_date 2019-10-04 _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 468.431 _chem_comp.one_letter_code ? _chem_comp.three_letter_code KAV _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 6N3L _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 KAV C5 C1 C 0 1 Y N N 15.597 135.901 -2.347 -4.897 0.864 0.389 C5 KAV 1 KAV C6 C2 C 0 1 Y N N 16.707 135.231 -1.817 -5.932 0.538 1.257 C6 KAV 2 KAV C7 C3 C 0 1 Y N N 17.971 135.275 -2.367 -6.614 -0.652 1.100 C7 KAV 3 KAV C8 C4 C 0 1 Y N N 18.099 136.037 -3.505 -6.267 -1.520 0.081 C8 KAV 4 KAV C10 C5 C 0 1 Y N N 15.780 136.678 -3.514 -4.556 -0.007 -0.637 C10 KAV 5 KAV C17 C6 C 0 1 Y N N 14.529 135.763 3.140 0.249 0.964 -1.038 C17 KAV 6 KAV C20 C7 C 0 1 Y N N 14.910 134.794 6.153 3.505 0.656 -0.745 C20 KAV 7 KAV C21 C8 C 0 1 Y N N 15.085 135.109 7.484 4.707 0.134 -1.211 C21 KAV 8 KAV C22 C9 C 0 1 Y N N 16.015 134.319 8.183 5.657 -0.266 -0.277 C22 KAV 9 KAV C24 C10 C 0 1 N N N 16.076 135.584 10.342 7.745 -1.278 0.216 C24 KAV 10 KAV C26 C11 C 0 1 N N N 16.528 135.602 11.776 9.009 -1.960 -0.239 C26 KAV 11 KAV C28 C12 C 0 1 N N N 15.992 136.708 12.674 9.127 -3.466 0.005 C28 KAV 12 KAV C1 C13 C 0 1 N N N 11.687 134.510 -0.636 -2.489 4.530 0.953 C1 KAV 13 KAV N2 N1 N 0 1 Y N N 12.834 135.050 0.106 -2.076 3.242 0.389 N2 KAV 14 KAV C3 C14 C 0 1 Y N N 13.988 135.608 -0.367 -2.867 2.143 0.213 C3 KAV 15 KAV N4 N2 N 0 1 N N N 14.300 135.790 -1.734 -4.205 2.069 0.545 N4 KAV 16 KAV C9 C15 C 0 1 Y N N 17.036 136.739 -4.093 -5.238 -1.199 -0.785 C9 KAV 17 KAV C11 C16 C 0 1 N N N 19.440 136.115 -4.135 -7.013 -2.819 -0.086 C11 KAV 18 KAV F12 F1 F 0 1 N N N 19.617 135.187 -5.105 -6.158 -3.780 -0.636 F12 KAV 19 KAV F13 F2 F 0 1 N N N 19.415 137.294 -4.782 -7.469 -3.259 1.161 F13 KAV 20 KAV F14 F3 F 0 1 N N N 20.492 135.928 -3.260 -8.105 -2.623 -0.939 F14 KAV 21 KAV N15 N3 N 0 1 Y N N 14.744 135.937 0.640 -2.168 1.171 -0.317 N15 KAV 22 KAV C16 C17 C 0 1 Y N N 14.148 135.633 1.791 -0.888 1.584 -0.514 C16 KAV 23 KAV C18 C18 C 0 1 Y N N 13.661 135.315 4.142 1.439 1.663 -1.110 C18 KAV 24 KAV O19 O1 O 0 1 N N N 13.992 135.480 5.480 2.547 1.059 -1.616 O19 KAV 25 KAV N23 N4 N 0 1 N N N 16.316 134.514 9.560 6.875 -0.794 -0.693 N23 KAV 26 KAV O25 O2 O 0 1 N N N 15.485 136.540 9.920 7.509 -1.166 1.401 O25 KAV 27 KAV C27 C19 C 0 1 N N N 17.432 136.772 12.153 9.955 -2.488 0.841 C27 KAV 28 KAV N29 N5 N 0 1 Y N N 16.724 133.356 7.518 5.384 -0.136 1.019 N29 KAV 29 KAV C30 C20 C 0 1 Y N N 16.543 133.111 6.234 4.233 0.364 1.420 C30 KAV 30 KAV N31 N6 N 0 1 Y N N 15.634 133.829 5.559 3.306 0.749 0.566 N31 KAV 31 KAV C32 C21 C 0 1 Y N N 12.405 134.748 3.804 1.508 2.981 -0.670 C32 KAV 32 KAV C33 C22 C 0 1 Y N N 12.012 134.620 2.484 0.391 3.604 -0.156 C33 KAV 33 KAV C34 C23 C 0 1 Y N N 12.896 135.065 1.479 -0.808 2.912 -0.067 C34 KAV 34 KAV H1 H1 H 0 1 N N N 16.564 134.643 -0.922 -6.202 1.215 2.054 H1 KAV 35 KAV H2 H2 H 0 1 N N N 18.806 134.746 -1.932 -7.418 -0.906 1.775 H2 KAV 36 KAV H3 H3 H 0 1 N N N 14.951 137.217 -3.948 -3.752 0.243 -1.314 H3 KAV 37 KAV H4 H4 H 0 1 N N N 15.481 136.204 3.399 0.200 -0.059 -1.380 H4 KAV 38 KAV H5 H5 H 0 1 N N N 14.542 135.912 7.960 4.897 0.041 -2.270 H5 KAV 39 KAV H6 H6 H 0 1 N N N 16.743 134.633 12.251 9.457 -1.561 -1.149 H6 KAV 40 KAV H7 H7 H 0 1 N N N 15.237 137.410 12.291 8.290 -3.964 0.495 H7 KAV 41 KAV H8 H8 H 0 1 N N N 15.800 136.508 13.739 9.652 -4.057 -0.745 H8 KAV 42 KAV H9 H9 H 0 1 N N N 10.932 134.140 0.073 -2.843 5.180 0.154 H9 KAV 43 KAV H10 H10 H 0 1 N N N 11.247 135.303 -1.259 -3.291 4.370 1.674 H10 KAV 44 KAV H11 H11 H 0 1 N N N 12.023 133.683 -1.278 -1.640 4.997 1.452 H11 KAV 45 KAV H12 H12 H 0 1 N N N 13.518 135.849 -2.355 -4.664 2.852 0.887 H12 KAV 46 KAV H13 H13 H 0 1 N N N 17.196 137.321 -4.988 -4.973 -1.877 -1.583 H13 KAV 47 KAV H14 H14 H 0 1 N N N 16.771 133.747 10.012 7.099 -0.814 -1.636 H14 KAV 48 KAV H15 H15 H 0 1 N N N 18.275 136.617 12.843 11.026 -2.437 0.642 H15 KAV 49 KAV H16 H16 H 0 1 N N N 17.711 137.519 11.395 9.663 -2.343 1.881 H16 KAV 50 KAV H17 H17 H 0 1 N N N 17.118 132.345 5.735 4.043 0.456 2.479 H17 KAV 51 KAV H18 H18 H 0 1 N N N 11.745 134.411 4.590 2.443 3.519 -0.731 H18 KAV 52 KAV H19 H19 H 0 1 N N N 11.054 134.191 2.230 0.451 4.627 0.185 H19 KAV 53 # # 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 KAV F12 C11 SING N N 1 KAV F13 C11 SING N N 2 KAV C11 C8 SING N N 3 KAV C11 F14 SING N N 4 KAV C9 C10 DOUB Y N 5 KAV C9 C8 SING Y N 6 KAV C10 C5 SING Y N 7 KAV C8 C7 DOUB Y N 8 KAV C7 C6 SING Y N 9 KAV C5 C6 DOUB Y N 10 KAV C5 N4 SING N N 11 KAV N4 C3 SING N N 12 KAV C1 N2 SING N N 13 KAV C3 N2 SING Y N 14 KAV C3 N15 DOUB Y N 15 KAV N2 C34 SING Y N 16 KAV N15 C16 SING Y N 17 KAV C34 C16 DOUB Y N 18 KAV C34 C33 SING Y N 19 KAV C16 C17 SING Y N 20 KAV C33 C32 DOUB Y N 21 KAV C17 C18 DOUB Y N 22 KAV C32 C18 SING Y N 23 KAV C18 O19 SING N N 24 KAV O19 C20 SING N N 25 KAV N31 C20 DOUB Y N 26 KAV N31 C30 SING Y N 27 KAV C20 C21 SING Y N 28 KAV C30 N29 DOUB Y N 29 KAV C21 C22 DOUB Y N 30 KAV N29 C22 SING Y N 31 KAV C22 N23 SING N N 32 KAV N23 C24 SING N N 33 KAV O25 C24 DOUB N N 34 KAV C24 C26 SING N N 35 KAV C26 C27 SING N N 36 KAV C26 C28 SING N N 37 KAV C27 C28 SING N N 38 KAV C6 H1 SING N N 39 KAV C7 H2 SING N N 40 KAV C10 H3 SING N N 41 KAV C17 H4 SING N N 42 KAV C21 H5 SING N N 43 KAV C26 H6 SING N N 44 KAV C28 H7 SING N N 45 KAV C28 H8 SING N N 46 KAV C1 H9 SING N N 47 KAV C1 H10 SING N N 48 KAV C1 H11 SING N N 49 KAV N4 H12 SING N N 50 KAV C9 H13 SING N N 51 KAV N23 H14 SING N N 52 KAV C27 H15 SING N N 53 KAV C27 H16 SING N N 54 KAV C30 H17 SING N N 55 KAV C32 H18 SING N N 56 KAV C33 H19 SING N N 57 # # 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 KAV SMILES ACDLabs 12.01 "c1(ccc(cc1)C(F)(F)F)Nc5n(C)c4c(cc(Oc3cc(NC(C2CC2)=O)ncn3)cc4)n5" KAV InChI InChI 1.03 "InChI=1S/C23H19F3N6O2/c1-32-18-9-8-16(34-20-11-19(27-12-28-20)31-21(33)13-2-3-13)10-17(18)30-22(32)29-15-6-4-14(5-7-15)23(24,25)26/h4-13H,2-3H2,1H3,(H,29,30)(H,27,28,31,33)" KAV InChIKey InChI 1.03 YGSUBARKRPZWKJ-UHFFFAOYSA-N KAV SMILES_CANONICAL CACTVS 3.385 "Cn1c(Nc2ccc(cc2)C(F)(F)F)nc3cc(Oc4cc(NC(=O)C5CC5)ncn4)ccc13" KAV SMILES CACTVS 3.385 "Cn1c(Nc2ccc(cc2)C(F)(F)F)nc3cc(Oc4cc(NC(=O)C5CC5)ncn4)ccc13" KAV SMILES_CANONICAL "OpenEye OEToolkits" 2.0.6 "Cn1c2ccc(cc2nc1Nc3ccc(cc3)C(F)(F)F)Oc4cc(ncn4)NC(=O)C5CC5" KAV SMILES "OpenEye OEToolkits" 2.0.6 "Cn1c2ccc(cc2nc1Nc3ccc(cc3)C(F)(F)F)Oc4cc(ncn4)NC(=O)C5CC5" # # 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 KAV "SYSTEMATIC NAME" ACDLabs 12.01 "N-{6-[(1-methyl-2-{[4-(trifluoromethyl)phenyl]amino}-1H-benzimidazol-5-yl)oxy]pyrimidin-4-yl}cyclopropanecarboxamide" KAV "SYSTEMATIC NAME" "OpenEye OEToolkits" 2.0.6 "~{N}-[6-[1-methyl-2-[[4-(trifluoromethyl)phenyl]amino]benzimidazol-5-yl]oxypyrimidin-4-yl]cyclopropanecarboxamide" # # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site KAV "Create component" 2018-11-16 RCSB KAV "Initial release" 2019-10-09 RCSB ##