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                    2008-12-19 
_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 N N 7  
AK8 C5  C2   SING Y N 8  
AK8 C5  C9   DOUB N 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 N N 14 
AK8 C15 C16  SING N N 15 
AK8 C15 C14  DOUB N N 16 
AK8 C17 C16  SING N N 17 
AK8 C20 C21  DOUB N N 18 
AK8 C20 C19  SING N N 19 
AK8 C21 C22  SING Y N 20 
AK8 C22 C23  DOUB Y N 21 
AK8 C24 C19  DOUB N N 22 
AK8 C24 C23  SING Y N 23 
AK8 N4  C1   SING Y N 24 
AK8 C1  N2   SING N N 25 
AK8 C3  C2   DOUB N N 26 
AK8 C9  O1   SING N N 27 
AK8 O1  C11  SING N N 28 
AK8 C11 C16  DOUB N N 29 
AK8 C11 C12  SING Y N 30 
AK8 C14 N5   SING Y N 31 
AK8 N5  C18  SING N N 32 
AK8 C18 O2   DOUB Y N 33 
AK8 C18 N6   SING N N 34 
AK8 N6  C19  SING Y N 35 
AK8 C23 C25  SING N N 36 
AK8 C25 F2   SING Y N 37 
AK8 C25 F3   SING Y 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 Y N 42 
AK8 C8  H8   SING Y 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 Y N 47 
AK8 C15 H15  SING Y 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 InChI            InChI                1.02b InChI=1/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)/f/h29,32-33H 
AK8 InChIKey         InChI                1.02b INFGJUQNPPGDNS-ULOXKXMCCK                                                                                                                                                                
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                                                                                                                              
# 
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    
# 
