data_AK2
# 
_chem_comp.id                                    AK2 
_chem_comp.name                                  "1-(3-chlorophenyl)-3-{5-[2-(thieno[3,2-d]pyrimidin-4-ylamino)ethyl]-1,3-thiazol-2-yl}urea" 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C18 H15 Cl 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                    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                        430.934 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     AK2 
_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        3D15 
_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 
AK2 C27  C27  C  0 1 Y N N 10.792 20.501 7.950  6.160   0.832  -1.057 C27  AK2 1  
AK2 C26  C26  C  0 1 Y N N 11.139 19.357 7.236  7.268   0.673  -1.865 C26  AK2 2  
AK2 C24  C24  C  0 1 Y N N 12.895 18.937 8.818  8.252   -0.788 -0.239 C24  AK2 3  
AK2 C23  C23  C  0 1 Y N N 12.555 20.086 9.527  7.143   -0.637 0.572  C23  AK2 4  
AK2 C22  C22  C  0 1 Y N N 11.496 20.872 9.101  6.095   0.179  0.167  C22  AK2 5  
AK2 C17  C17  C  0 1 Y N N 8.930  27.173 10.617 -0.077  1.094  -0.960 C17  AK2 6  
AK2 C15  C15  C  0 1 Y N N 9.676  25.210 10.130 1.438   0.962  0.670  C15  AK2 7  
AK2 C12  C12  C  0 1 N N N 7.759  28.129 8.663  -2.395  1.591  -0.070 C12  AK2 8  
AK2 C13  C13  C  0 1 Y N N 8.550  27.059 9.413  -0.916  1.333  0.050  C13  AK2 9  
AK2 C11  C11  C  0 1 N N N 6.446  27.569 8.099  -3.153  0.265  0.010  C11  AK2 10 
AK2 C9   C9   C  0 1 Y N N 3.252  32.456 6.727  -9.083  -1.027 -0.241 C9   AK2 11 
AK2 C8   C8   C  0 1 Y N N 3.695  32.321 5.550  -9.306  0.271  -0.376 C8   AK2 12 
AK2 C4   C4   C  0 1 Y N N 4.059  30.599 9.626  -5.900  -2.798 0.132  C4   AK2 13 
AK2 C6   C6   C  0 1 Y N N 5.071  29.602 7.734  -5.486  -0.541 -0.061 C6   AK2 14 
AK2 C2   C2   C  0 1 Y N N 3.713  31.580 7.548  -7.737  -1.405 -0.119 C2   AK2 15 
AK2 C1   C1   C  0 1 Y N N 4.487  30.612 6.949  -6.867  -0.314 -0.170 C1   AK2 16 
AK2 CL28 CL28 CL 0 0 N N N 14.258 17.946 9.404  9.563   -1.808 0.265  CL28 AK2 17 
AK2 C25  C25  C  0 1 Y N N 12.198 18.562 7.675  8.313   -0.135 -1.458 C25  AK2 18 
AK2 N20  N20  N  0 1 N N N 11.183 22.016 9.864  4.976   0.343  0.991  N20  AK2 19 
AK2 C19  C19  C  0 1 N N N 10.504 23.078 9.434  3.756   0.518  0.445  C19  AK2 20 
AK2 O21  O21  O  0 1 N N N 10.076 23.126 8.281  3.613   0.436  -0.760 O21  AK2 21 
AK2 N18  N18  N  0 1 N N N 10.328 24.052 10.343 2.696   0.783  1.233  N18  AK2 22 
AK2 N16  N16  N  0 1 Y N N 9.540  26.144 11.063 1.177   0.896  -0.598 N16  AK2 23 
AK2 S14  S14  S  0 1 Y N N 9.004  25.687 8.797  0.009   1.292  1.548  S14  AK2 24 
AK2 N10  N10  N  0 1 N N N 5.864  28.608 7.238  -4.592  0.516  -0.106 N10  AK2 25 
AK2 N5   N5   N  0 1 Y N N 4.826  29.636 9.071  -5.051  -1.787 0.088  N5   AK2 26 
AK2 N3   N3   N  0 1 Y N N 3.504  31.575 8.883  -7.195  -2.636 0.034  N3   AK2 27 
AK2 S7   S7   S  0 1 Y N N 4.563  30.910 5.277  -7.795  1.166  -0.362 S7   AK2 28 
AK2 H27  H27  H  0 1 N N N 9.968  21.111 7.611  5.346   1.467  -1.374 H27  AK2 29 
AK2 H26  H26  H  0 1 N N N 10.591 19.086 6.346  7.318   1.181  -2.817 H26  AK2 30 
AK2 H23  H23  H  0 1 N N N 13.115 20.364 10.407 7.091   -1.154 1.519  H23  AK2 31 
AK2 H17  H17  H  0 1 N N N 8.754  28.058 11.210 -0.400  1.060  -1.991 H17  AK2 32 
AK2 H12  H12  H  0 1 N N N 8.372  28.503 7.829  -2.717  2.243  0.742  H12  AK2 33 
AK2 H12A H12A H  0 0 N N N 7.515  28.936 9.369  -2.604  2.071  -1.026 H12A AK2 34 
AK2 H11  H11  H  0 1 N N N 6.641  26.657 7.516  -2.831  -0.388 -0.802 H11  AK2 35 
AK2 H11A H11A H  0 0 N N N 5.754  27.305 8.913  -2.945  -0.216 0.966  H11A AK2 36 
AK2 H9   H9   H  0 1 N N N 2.556  33.230 7.014  -9.886  -1.748 -0.222 H9   AK2 37 
AK2 H8   H8   H  0 1 N N N 3.527  33.058 4.779  -10.283 0.718  -0.481 H8   AK2 38 
AK2 H4   H4   H  0 1 N N N 3.887  30.586 10.692 -5.510  -3.798 0.254  H4   AK2 39 
AK2 H25  H25  H  0 1 N N N 12.472 17.668 7.135  9.178   -0.258 -2.092 H25  AK2 40 
AK2 HN20 HN20 H  0 0 N N N 11.499 22.031 10.813 5.078   0.331  1.956  HN20 AK2 41 
AK2 HN18 HN18 H  0 0 N N N 10.714 23.904 11.254 2.811   0.848  2.194  HN18 AK2 42 
AK2 HN10 HN10 H  0 0 N N N 6.643  29.073 6.818  -4.918  1.423  -0.216 HN10 AK2 43 
# 
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 
AK2 C26 C27  DOUB Y N 1  
AK2 C27 C22  SING Y N 2  
AK2 C27 H27  SING N N 3  
AK2 C26 C25  SING Y N 4  
AK2 C26 H26  SING N N 5  
AK2 C25 C24  DOUB Y N 6  
AK2 C24 CL28 SING N N 7  
AK2 C24 C23  SING Y N 8  
AK2 C22 C23  DOUB Y N 9  
AK2 C23 H23  SING N N 10 
AK2 C22 N20  SING N N 11 
AK2 C13 C17  DOUB Y N 12 
AK2 C17 N16  SING Y N 13 
AK2 C17 H17  SING N N 14 
AK2 S14 C15  SING Y N 15 
AK2 C15 N18  SING N N 16 
AK2 C15 N16  DOUB Y N 17 
AK2 C11 C12  SING N N 18 
AK2 C12 C13  SING N N 19 
AK2 C12 H12  SING N N 20 
AK2 C12 H12A SING N N 21 
AK2 S14 C13  SING Y N 22 
AK2 N10 C11  SING N N 23 
AK2 C11 H11  SING N N 24 
AK2 C11 H11A SING N N 25 
AK2 C8  C9   DOUB Y N 26 
AK2 C9  C2   SING Y N 27 
AK2 C9  H9   SING N N 28 
AK2 S7  C8   SING Y N 29 
AK2 C8  H8   SING N N 30 
AK2 N3  C4   DOUB Y N 31 
AK2 N5  C4   SING Y N 32 
AK2 C4  H4   SING N N 33 
AK2 C1  C6   SING Y N 34 
AK2 N10 C6   SING N N 35 
AK2 C6  N5   DOUB Y N 36 
AK2 C1  C2   DOUB Y N 37 
AK2 C2  N3   SING Y N 38 
AK2 S7  C1   SING Y N 39 
AK2 C25 H25  SING N N 40 
AK2 C19 N20  SING N N 41 
AK2 N20 HN20 SING N N 42 
AK2 O21 C19  DOUB N N 43 
AK2 C19 N18  SING N N 44 
AK2 N18 HN18 SING N N 45 
AK2 N10 HN10 SING N N 46 
# 
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 
AK2 SMILES           ACDLabs              10.04 "Clc1cccc(c1)NC(=O)Nc2ncc(s2)CCNc4ncnc3c4scc3"                                                                                                                   
AK2 SMILES_CANONICAL CACTVS               3.341 "Clc1cccc(NC(=O)Nc2sc(CCNc3ncnc4ccsc34)cn2)c1"                                                                                                                   
AK2 SMILES           CACTVS               3.341 "Clc1cccc(NC(=O)Nc2sc(CCNc3ncnc4ccsc34)cn2)c1"                                                                                                                   
AK2 SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "c1cc(cc(c1)Cl)NC(=O)Nc2ncc(s2)CCNc3c4c(ccs4)ncn3"                                                                                                               
AK2 SMILES           "OpenEye OEToolkits" 1.5.0 "c1cc(cc(c1)Cl)NC(=O)Nc2ncc(s2)CCNc3c4c(ccs4)ncn3"                                                                                                               
AK2 InChI            InChI                1.03  "InChI=1S/C18H15ClN6OS2/c19-11-2-1-3-12(8-11)24-17(26)25-18-21-9-13(28-18)4-6-20-16-15-14(5-7-27-15)22-10-23-16/h1-3,5,7-10H,4,6H2,(H,20,22,23)(H2,21,24,25,26)" 
AK2 InChIKey         InChI                1.03  FAYAUAZLLLJJGH-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 
AK2 "SYSTEMATIC NAME" ACDLabs              10.04 "1-(3-chlorophenyl)-3-{5-[2-(thieno[3,2-d]pyrimidin-4-ylamino)ethyl]-1,3-thiazol-2-yl}urea" 
AK2 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "1-(3-chlorophenyl)-3-[5-[2-(thieno[2,3-e]pyrimidin-4-ylamino)ethyl]-1,3-thiazol-2-yl]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 
AK2 "Create component"     2008-05-05 RCSB 
AK2 "Modify aromatic_flag" 2011-06-04 RCSB 
AK2 "Modify descriptor"    2011-06-04 RCSB 
# 
