data_AK1
# 
_chem_comp.id                                    AK1 
_chem_comp.name                                  1-{5-[2-(thieno[3,2-d]pyrimidin-4-ylamino)ethyl]-1,3-thiazol-2-yl}-3-[3-(trifluoromethyl)phenyl]urea 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C19 H15 F3 N6 O S2" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2008-05-05 
_chem_comp.pdbx_modified_date                    2008-10-14 
_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                        464.487 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     AK1 
_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        3D14 
_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 
AK1 C31  C31  C 0 1 Y N N -9.059  27.557 76.628 0.794  -0.480 -1.201 C31  AK1 1  
AK1 C27  C27  C 0 1 Y N N -8.738  27.502 77.938 1.609  -1.096 -0.343 C27  AK1 2  
AK1 C23  C23  C 0 1 N N N -14.261 18.446 78.112 -9.023 -0.149 0.042  C23  AK1 3  
AK1 C17  C17  C 0 1 Y N N -12.955 20.597 77.859 -6.565 -0.083 0.504  C17  AK1 4  
AK1 C20  C20  C 0 1 Y N N -12.673 20.777 80.627 -6.212 1.989  -1.299 C20  AK1 5  
AK1 C15  C15  C 0 1 Y N N -12.257 21.679 78.414 -5.299 0.446  0.293  C15  AK1 6  
AK1 C12  C12  C 0 1 N N N -7.954  28.594 78.672 3.068  -1.398 -0.569 C12  AK1 7  
AK1 C14  C14  C 0 1 N N N -10.970 23.659 77.979 -2.994 -0.135 0.393  C14  AK1 8  
AK1 C11  C11  C 0 1 N N N -6.675  28.064 79.330 3.915  -0.226 -0.067 C11  AK1 9  
AK1 C9   C9   C 0 1 Y N N -5.137  30.038 79.603 6.297  0.401  0.090  C9   AK1 10 
AK1 C7   C7   C 0 1 Y N N -4.061  30.959 77.586 6.865  2.433  1.014  C7   AK1 11 
AK1 C4   C4   C 0 1 Y N N -4.524  30.978 80.386 7.661  0.132  -0.115 C4   AK1 12 
AK1 C3   C3   C 0 1 Y N N -3.699  31.879 79.857 8.602  1.085  0.279  C3   AK1 13 
AK1 C2   C2   C 0 1 Y N N -3.195  32.703 80.674 9.920  0.681  0.012  C2   AK1 14 
AK1 C1   C1   C 0 1 Y N N -3.577  32.506 81.877 10.054 -0.508 -0.555 C1   AK1 15 
AK1 F26  F26  F 0 1 N N N -14.625 18.703 76.870 -9.779 -0.028 -1.129 F26  AK1 16 
AK1 N30  N30  N 0 1 Y N N -9.725  26.536 76.238 -0.444 -0.327 -0.769 N30  AK1 17 
AK1 C29  C29  C 0 1 Y N N -9.961  25.687 77.236 -0.713 -0.785 0.414  C29  AK1 18 
AK1 S28  S28  S 0 1 Y N N -9.302  26.184 78.584 0.682  -1.494 1.101  S28  AK1 19 
AK1 N6   N6   N 0 1 Y N N -3.478  31.880 78.541 8.146  2.227  0.843  N6   AK1 20 
AK1 N10  N10  N 0 1 N N N -5.980  29.124 80.099 5.333  -0.519 -0.287 N10  AK1 21 
AK1 N8   N8   N 0 1 Y N N -4.935  30.015 78.275 5.949  1.550  0.656  N8   AK1 22 
AK1 S5   S5   S 0 1 Y N N -4.621  31.209 82.052 8.485  -1.253 -0.815 S5   AK1 23 
AK1 F24  F24  F 0 1 N N N -13.509 17.365 78.136 -9.653 0.548  1.079  F24  AK1 24 
AK1 F25  F25  F 0 1 N N N -15.339 18.221 78.832 -8.912 -1.500 0.389  F25  AK1 25 
AK1 C18  C18  C 0 1 Y N N -13.503 19.611 78.687 -7.648 0.425  -0.186 C18  AK1 26 
AK1 C19  C19  C 0 1 Y N N -13.361 19.704 80.068 -7.472 1.460  -1.086 C19  AK1 27 
AK1 C21  C21  C 0 1 Y N N -12.125 21.759 79.805 -5.125 1.485  -0.612 C21  AK1 28 
AK1 N22  N22  N 0 1 N N N -11.735 22.624 77.593 -4.199 -0.066 0.991  N22  AK1 29 
AK1 N13  N13  N 0 1 N N N -10.687 24.572 77.043 -1.957 -0.714 1.031  N13  AK1 30 
AK1 O16  O16  O 0 1 N N N -10.541 23.765 79.123 -2.841 0.324  -0.723 O16  AK1 31 
AK1 H31  H31  H 0 1 N N N -8.783  28.375 75.979 1.121  -0.131 -2.169 H31  AK1 32 
AK1 H17  H17  H 0 1 N N N -13.070 20.524 76.788 -6.702 -0.894 1.204  H17  AK1 33 
AK1 H20  H20  H 0 1 N N N -12.564 20.848 81.699 -6.078 2.796  -2.003 H20  AK1 34 
AK1 H12  H12  H 0 1 N N N -7.674  29.370 77.944 3.341  -2.302 -0.026 H12  AK1 35 
AK1 H12A H12A H 0 0 N N N -8.600  28.990 79.469 3.248  -1.546 -1.634 H12A AK1 36 
AK1 H11  H11  H 0 1 N N N -6.942  27.246 80.015 3.642  0.678  -0.611 H11  AK1 37 
AK1 H11A H11A H 0 0 N N N -5.999  27.711 78.537 3.735  -0.078 0.998  H11A AK1 38 
AK1 H7   H7   H 0 1 N N N -3.876  30.970 76.522 6.544  3.356  1.472  H7   AK1 39 
AK1 H2   H2   H 0 1 N N N -2.514  33.490 80.385 10.771 1.300  0.255  H2   AK1 40 
AK1 H1   H1   H 0 1 N N N -3.256  33.120 82.705 10.999 -0.957 -0.822 H1   AK1 41 
AK1 HN10 HN10 H 0 0 N N N -6.721  29.664 80.498 5.597  -1.358 -0.697 HN10 AK1 42 
AK1 H19  H19  H 0 1 N N N -13.785 18.943 80.707 -8.321 1.855  -1.625 H19  AK1 43 
AK1 H21  H21  H 0 1 N N N -11.593 22.590 80.245 -4.142 1.899  -0.778 H21  AK1 44 
AK1 HN22 HN22 H 0 0 N N N -11.937 22.544 76.617 -4.305 -0.372 1.906  HN22 AK1 45 
AK1 HN13 HN13 H 0 0 N N N -11.045 24.412 76.123 -2.078 -1.080 1.921  HN13 AK1 46 
# 
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 
AK1 N30 C31  SING Y N 1  
AK1 C31 C27  DOUB N N 2  
AK1 C31 H31  SING Y N 3  
AK1 C27 S28  SING N N 4  
AK1 C27 C12  SING N N 5  
AK1 F26 C23  SING N N 6  
AK1 C23 F24  SING N N 7  
AK1 C23 C18  SING Y N 8  
AK1 C23 F25  SING Y N 9  
AK1 C17 C15  DOUB N N 10 
AK1 C17 C18  SING N N 11 
AK1 C17 H17  SING Y N 12 
AK1 C21 C20  DOUB N N 13 
AK1 C19 C20  SING N N 14 
AK1 C20 H20  SING N N 15 
AK1 N22 C15  SING N N 16 
AK1 C15 C21  SING N N 17 
AK1 C12 C11  SING N N 18 
AK1 C12 H12  SING N N 19 
AK1 C12 H12A SING N N 20 
AK1 N13 C14  SING Y N 21 
AK1 N22 C14  SING Y N 22 
AK1 C14 O16  DOUB Y N 23 
AK1 C11 N10  SING N N 24 
AK1 C11 H11  SING Y N 25 
AK1 C11 H11A SING Y N 26 
AK1 N8  C9   DOUB Y N 27 
AK1 C9  N10  SING Y N 28 
AK1 C9  C4   SING N N 29 
AK1 C7  N8   SING Y N 30 
AK1 C7  N6   DOUB N N 31 
AK1 C7  H7   SING N N 32 
AK1 C3  C4   DOUB Y N 33 
AK1 C4  S5   SING Y N 34 
AK1 N6  C3   SING Y N 35 
AK1 C3  C2   SING Y N 36 
AK1 C2  C1   DOUB N N 37 
AK1 C2  H2   SING Y N 38 
AK1 C1  S5   SING Y N 39 
AK1 C1  H1   SING Y N 40 
AK1 N30 C29  DOUB N N 41 
AK1 N13 C29  SING Y N 42 
AK1 C29 S28  SING N N 43 
AK1 N10 HN10 SING N N 44 
AK1 C18 C19  DOUB N N 45 
AK1 C19 H19  SING N N 46 
AK1 C21 H21  SING N N 47 
AK1 N22 HN22 SING N N 48 
AK1 N13 HN13 SING N N 49 
# 
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 
AK1 SMILES           ACDLabs              10.04 FC(F)(F)c1cc(ccc1)NC(=O)Nc2ncc(s2)CCNc4ncnc3c4scc3                                                                                                                                  
AK1 InChI            InChI                1.02b InChI=1/C19H15F3N6OS2/c20-19(21,22)11-2-1-3-12(8-11)27-17(29)28-18-24-9-13(31-18)4-6-23-16-15-14(5-7-30-15)25-10-26-16/h1-3,5,7-10H,4,6H2,(H,23,25,26)(H2,24,27,28,29)/f/h23,27-28H 
AK1 InChIKey         InChI                1.02b JJHXPDTVQKWKHA-FCBXKJEACQ                                                                                                                                                           
AK1 SMILES_CANONICAL CACTVS               3.341 FC(F)(F)c1cccc(NC(=O)Nc2sc(CCNc3ncnc4ccsc34)cn2)c1                                                                                                                                  
AK1 SMILES           CACTVS               3.341 FC(F)(F)c1cccc(NC(=O)Nc2sc(CCNc3ncnc4ccsc34)cn2)c1                                                                                                                                  
AK1 SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 c1cc(cc(c1)NC(=O)Nc2ncc(s2)CCNc3c4c(ccs4)ncn3)C(F)(F)F                                                                                                                              
AK1 SMILES           "OpenEye OEToolkits" 1.5.0 c1cc(cc(c1)NC(=O)Nc2ncc(s2)CCNc3c4c(ccs4)ncn3)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 
AK1 "SYSTEMATIC NAME" ACDLabs              10.04 1-{5-[2-(thieno[3,2-d]pyrimidin-4-ylamino)ethyl]-1,3-thiazol-2-yl}-3-[3-(trifluoromethyl)phenyl]urea 
AK1 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 1-[5-[2-(thieno[2,3-e]pyrimidin-4-ylamino)ethyl]-1,3-thiazol-2-yl]-3-[3-(trifluoromethyl)phenyl]urea 
# 
