data_AK8 # _chem_comp.id AK8 _chem_comp.name "1-[3-methyl-4-({3-[2-(methylamino)pyrimidin-4-yl]pyridin-2-yl}oxy)phenyl]-3-[3-(trifluoromethyl)phenyl]urea" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C25 H21 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 2008-09-24 _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 494.468 _chem_comp.one_letter_code ? _chem_comp.three_letter_code AK8 _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 3EFW _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 AK8 N1 N1 N 0 1 Y N N 64.440 30.479 5.073 -5.761 0.835 0.419 N1 AK8 1 AK8 N3 N3 N 0 1 Y N N 65.414 26.024 6.132 -3.089 -2.318 -0.285 N3 AK8 2 AK8 C4 C4 C 0 1 Y N N 64.766 30.238 2.383 -8.290 0.423 1.278 C4 AK8 3 AK8 C5 C5 C 0 1 Y N N 65.266 28.312 5.506 -5.223 -1.549 0.377 C5 AK8 4 AK8 C6 C6 C 0 1 Y N N 65.818 28.677 6.732 -5.634 -2.867 0.588 C6 AK8 5 AK8 C7 C7 C 0 1 Y N N 66.157 27.686 7.646 -4.727 -3.885 0.346 C7 AK8 6 AK8 C8 C8 C 0 1 Y N N 65.940 26.353 7.306 -3.454 -3.571 -0.093 C8 AK8 7 AK8 C10 C10 C 0 1 N N N 63.627 32.912 6.186 -7.054 4.267 0.652 C10 AK8 8 AK8 C13 C13 C 0 1 Y N N 65.478 23.375 2.524 0.067 0.607 0.046 C13 AK8 9 AK8 C15 C15 C 0 1 Y N N 63.462 23.061 3.803 -0.479 0.309 -2.277 C15 AK8 10 AK8 C17 C17 C 0 1 N N N 62.333 24.937 5.070 -2.822 -0.162 -3.016 C17 AK8 11 AK8 C20 C20 C 0 1 Y N N 67.123 18.046 3.580 4.849 -1.325 0.277 C20 AK8 12 AK8 C21 C21 C 0 1 Y N N 67.872 16.893 3.807 5.845 -1.884 1.052 C21 AK8 13 AK8 C22 C22 C 0 1 Y N N 67.439 15.660 3.319 7.073 -1.256 1.162 C22 AK8 14 AK8 C24 C24 C 0 1 Y N N 65.502 16.738 2.373 6.312 0.498 -0.280 C24 AK8 15 AK8 N4 N4 N 0 1 N N N 63.613 32.624 4.733 -6.151 3.137 0.417 N4 AK8 16 AK8 C1 C1 C 0 1 Y N N 64.108 31.482 4.241 -6.591 1.843 0.636 C1 AK8 17 AK8 N2 N2 N 0 1 Y N N 64.275 31.347 2.912 -7.832 1.645 1.058 N2 AK8 18 AK8 C3 C3 C 0 1 Y N N 65.112 29.185 3.222 -7.458 -0.661 1.065 C3 AK8 19 AK8 C2 C2 C 0 1 Y N N 64.930 29.324 4.603 -6.154 -0.422 0.620 C2 AK8 20 AK8 C9 C9 C 0 1 Y N N 65.074 26.953 5.223 -3.917 -1.311 -0.068 C9 AK8 21 AK8 O1 O1 O 0 1 N N N 64.527 26.581 4.025 -3.499 -0.038 -0.278 O1 AK8 22 AK8 C11 C11 C 0 1 Y N N 64.487 25.248 3.709 -2.195 0.158 -0.609 C11 AK8 23 AK8 C16 C16 C 0 1 Y N N 63.460 24.410 4.164 -1.803 0.109 -1.939 C16 AK8 24 AK8 C12 C12 C 0 1 Y N N 65.486 24.724 2.885 -1.257 0.407 0.382 C12 AK8 25 AK8 C14 C14 C 0 1 Y N N 64.466 22.531 2.985 0.460 0.559 -1.285 C14 AK8 26 AK8 N5 N5 N 0 1 N N N 64.425 21.221 2.659 1.804 0.762 -1.627 N5 AK8 27 AK8 C18 C18 C 0 1 N N N 65.366 20.339 3.027 2.781 0.318 -0.812 C18 AK8 28 AK8 O2 O2 O 0 1 N N N 66.351 20.687 3.684 2.498 -0.191 0.256 O2 AK8 29 AK8 N6 N6 N 0 1 N N N 65.164 19.072 2.618 4.072 0.438 -1.179 N6 AK8 30 AK8 C19 C19 C 0 1 Y N N 65.934 17.985 2.852 5.080 -0.131 -0.393 C19 AK8 31 AK8 C23 C23 C 0 1 Y N N 66.248 15.570 2.597 7.305 -0.066 0.497 C23 AK8 32 AK8 C25 C25 C 0 1 N N N 65.787 14.190 2.058 8.643 0.616 0.621 C25 AK8 33 AK8 F2 F2 F 0 1 N N N 64.460 14.108 1.976 9.476 -0.139 1.454 F2 AK8 34 AK8 F3 F3 F 0 1 N N N 66.280 13.988 0.830 9.228 0.729 -0.645 F3 AK8 35 AK8 F1 F1 F 0 1 N N N 66.228 13.230 2.883 8.468 1.891 1.169 F1 AK8 36 AK8 H4 H4 H 0 1 N N N 64.896 30.152 1.314 -9.303 0.273 1.622 H4 AK8 37 AK8 H6 H6 H 0 1 N N N 65.981 29.718 6.970 -6.634 -3.087 0.931 H6 AK8 38 AK8 H7 H7 H 0 1 N N N 66.582 27.946 8.604 -5.012 -4.916 0.499 H7 AK8 39 AK8 H8 H8 H 0 1 N N N 66.203 25.575 8.008 -2.747 -4.365 -0.282 H8 AK8 40 AK8 H10 H10 H 0 1 N N N 63.630 31.966 6.748 -6.536 5.199 0.427 H10 AK8 41 AK8 H10A H10A H 0 0 N N N 64.529 33.490 6.436 -7.928 4.173 0.007 H10A AK8 42 AK8 H10B H10B H 0 0 N N N 62.732 33.493 6.453 -7.370 4.269 1.695 H10B AK8 43 AK8 H13 H13 H 0 1 N N N 66.257 22.984 1.886 0.796 0.806 0.818 H13 AK8 44 AK8 H15 H15 H 0 1 N N N 62.674 22.415 4.162 -0.173 0.271 -3.312 H15 AK8 45 AK8 H17 H17 H 0 1 N N N 62.714 25.063 6.094 -2.892 -1.237 -3.186 H17 AK8 46 AK8 H17A H17A H 0 0 N N N 61.979 25.906 4.689 -3.793 0.221 -2.702 H17A AK8 47 AK8 H17B H17B H 0 0 N N N 61.500 24.218 5.074 -2.517 0.333 -3.938 H17B AK8 48 AK8 H20 H20 H 0 1 N N N 67.465 18.993 3.970 3.892 -1.819 0.188 H20 AK8 49 AK8 H21 H21 H 0 1 N N N 68.795 16.954 4.365 5.667 -2.813 1.573 H21 AK8 50 AK8 H22 H22 H 0 1 N N N 68.027 14.772 3.500 7.850 -1.695 1.769 H22 AK8 51 AK8 H24 H24 H 0 1 N N N 64.576 16.676 1.820 6.495 1.427 -0.800 H24 AK8 52 AK8 HN4 HN4 H 0 1 N N N 62.650 32.638 4.465 -5.246 3.296 0.109 HN4 AK8 53 AK8 H3 H3 H 0 1 N N N 65.516 28.271 2.813 -7.807 -1.668 1.237 H3 AK8 54 AK8 H12 H12 H 0 1 N N N 66.273 25.369 2.523 -1.563 0.445 1.417 H12 AK8 55 AK8 HN5 HN5 H 0 1 N N N 63.653 20.892 2.115 2.030 1.223 -2.450 HN5 AK8 56 AK8 HN6 HN6 H 0 1 N N N 64.341 18.915 2.072 4.302 0.919 -1.990 HN6 AK8 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 AK8 N1 C1 DOUB Y N 1 AK8 N1 C2 SING Y N 2 AK8 N3 C8 DOUB Y N 3 AK8 N3 C9 SING Y N 4 AK8 C4 N2 DOUB Y N 5 AK8 C4 C3 SING Y N 6 AK8 C5 C6 SING Y N 7 AK8 C5 C2 SING Y N 8 AK8 C5 C9 DOUB Y N 9 AK8 C6 C7 DOUB Y N 10 AK8 C7 C8 SING Y N 11 AK8 C10 N4 SING N N 12 AK8 C13 C12 DOUB Y N 13 AK8 C13 C14 SING Y N 14 AK8 C15 C16 SING Y N 15 AK8 C15 C14 DOUB Y N 16 AK8 C17 C16 SING N N 17 AK8 C20 C21 DOUB Y N 18 AK8 C20 C19 SING Y N 19 AK8 C21 C22 SING Y N 20 AK8 C22 C23 DOUB Y N 21 AK8 C24 C19 DOUB Y N 22 AK8 C24 C23 SING Y N 23 AK8 N4 C1 SING N N 24 AK8 C1 N2 SING Y N 25 AK8 C3 C2 DOUB Y N 26 AK8 C9 O1 SING N N 27 AK8 O1 C11 SING N N 28 AK8 C11 C16 DOUB Y N 29 AK8 C11 C12 SING Y N 30 AK8 C14 N5 SING N N 31 AK8 N5 C18 SING N N 32 AK8 C18 O2 DOUB N N 33 AK8 C18 N6 SING N N 34 AK8 N6 C19 SING N N 35 AK8 C23 C25 SING N N 36 AK8 C25 F2 SING N N 37 AK8 C25 F3 SING N N 38 AK8 C25 F1 SING N N 39 AK8 C4 H4 SING N N 40 AK8 C6 H6 SING N N 41 AK8 C7 H7 SING N N 42 AK8 C8 H8 SING N N 43 AK8 C10 H10 SING N N 44 AK8 C10 H10A SING N N 45 AK8 C10 H10B SING N N 46 AK8 C13 H13 SING N N 47 AK8 C15 H15 SING N N 48 AK8 C17 H17 SING N N 49 AK8 C17 H17A SING N N 50 AK8 C17 H17B SING N N 51 AK8 C20 H20 SING N N 52 AK8 C21 H21 SING N N 53 AK8 C22 H22 SING N N 54 AK8 C24 H24 SING N N 55 AK8 N4 HN4 SING N N 56 AK8 C3 H3 SING N N 57 AK8 C12 H12 SING N N 58 AK8 N5 HN5 SING N N 59 AK8 N6 HN6 SING N N 60 # 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 AK8 SMILES ACDLabs 10.04 "FC(F)(F)c1cc(ccc1)NC(=O)Nc4ccc(Oc3ncccc3c2nc(ncc2)NC)c(c4)C" AK8 SMILES_CANONICAL CACTVS 3.341 "CNc1nccc(n1)c2cccnc2Oc3ccc(NC(=O)Nc4cccc(c4)C(F)(F)F)cc3C" AK8 SMILES CACTVS 3.341 "CNc1nccc(n1)c2cccnc2Oc3ccc(NC(=O)Nc4cccc(c4)C(F)(F)F)cc3C" AK8 SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "Cc1cc(ccc1Oc2c(cccn2)c3ccnc(n3)NC)NC(=O)Nc4cccc(c4)C(F)(F)F" AK8 SMILES "OpenEye OEToolkits" 1.5.0 "Cc1cc(ccc1Oc2c(cccn2)c3ccnc(n3)NC)NC(=O)Nc4cccc(c4)C(F)(F)F" AK8 InChI InChI 1.03 "InChI=1S/C25H21F3N6O2/c1-15-13-18(33-24(35)32-17-6-3-5-16(14-17)25(26,27)28)8-9-21(15)36-22-19(7-4-11-30-22)20-10-12-31-23(29-2)34-20/h3-14H,1-2H3,(H,29,31,34)(H2,32,33,35)" AK8 InChIKey InChI 1.03 INFGJUQNPPGDNS-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 AK8 "SYSTEMATIC NAME" ACDLabs 10.04 "1-[3-methyl-4-({3-[2-(methylamino)pyrimidin-4-yl]pyridin-2-yl}oxy)phenyl]-3-[3-(trifluoromethyl)phenyl]urea" AK8 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "1-[3-methyl-4-[3-(2-methylaminopyrimidin-4-yl)pyridin-2-yl]oxy-phenyl]-3-[3-(trifluoromethyl)phenyl]urea" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site AK8 "Create component" 2008-09-24 RCSB AK8 "Modify aromatic_flag" 2011-06-04 RCSB AK8 "Modify descriptor" 2011-06-04 RCSB #