data_039
# 
_chem_comp.id                                    039 
_chem_comp.name                                  2-((9H-PURIN-6-YLTHIO)METHYL)-5-CHLORO-3-(2-METHOXYPHENYL)QUINAZOLIN-4(3H)-ONE 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C21 H15 Cl N6 O2 S" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         PIK-39 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2006-03-16 
_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                        450.901 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     039 
_chem_comp.pdbx_model_coordinates_details        ? 
_chem_comp.pdbx_model_coordinates_missing_flag   N 
_chem_comp.pdbx_ideal_coordinates_details        ? 
_chem_comp.pdbx_ideal_coordinates_missing_flag   N 
_chem_comp.pdbx_model_coordinates_db_code        2CHW 
_chem_comp.pdbx_subcomponent_list                ? 
_chem_comp.pdbx_processing_site                  EBI 
# 
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 
039 CAU  CAU  C  0 1 N N N 50.899 16.319 31.049 -1.115 3.273  -2.834 CAU  039 1  
039 OAT  OAT  O  0 1 N N N 49.818 16.430 31.991 -1.308 2.195  -1.915 OAT  039 2  
039 CAP  CAP  C  0 1 Y N N 49.090 17.572 31.895 -1.150 2.710  -0.667 CAP  039 3  
039 CAQ  CAQ  C  0 1 Y N N 49.483 18.653 31.114 -0.859 4.055  -0.502 CAQ  039 4  
039 CAR  CAR  C  0 1 Y N N 48.696 19.803 31.069 -0.699 4.577  0.768  CAR  039 5  
039 CAJ  CAJ  C  0 1 Y N N 47.506 19.878 31.801 -0.828 3.760  1.877  CAJ  039 6  
039 CAI  CAI  C  0 1 Y N N 47.121 18.796 32.590 -1.119 2.418  1.721  CAI  039 7  
039 CAH  CAH  C  0 1 Y N N 47.912 17.650 32.617 -1.287 1.888  0.450  CAH  039 8  
039 NAG  NAG  N  0 1 Y N N 47.498 16.590 33.417 -1.582 0.527  0.289  NAG  039 9  
039 CAF  CAF  C  0 1 Y N N 48.076 16.481 34.675 -2.872 0.119  0.263  CAF  039 10 
039 OAB  OAB  O  0 1 N N N 48.918 17.310 34.996 -3.788 0.912  0.376  OAB  039 11 
039 CAE  CAE  C  0 1 Y N N 47.695 15.455 35.531 -3.123 -1.318 0.092  CAE  039 12 
039 CAD  CAD  C  0 1 Y N N 48.237 15.287 36.823 -4.416 -1.841 0.051  CAD  039 13 
039 CL   CL   CL 0 0 N N N 49.449 16.344 37.517 -5.790 -0.791 0.204  CL   039 14 
039 CAC  CAC  C  0 1 Y N N 47.797 14.226 37.612 -4.594 -3.199 -0.112 CAC  039 15 
039 CAK  CAK  C  0 1 Y N N 46.848 13.337 37.152 -3.499 -4.045 -0.236 CAK  039 16 
039 CAL  CAL  C  0 1 Y N N 46.317 13.525 35.888 -2.216 -3.548 -0.198 CAL  039 17 
039 CAM  CAM  C  0 1 Y N N 46.730 14.565 35.063 -2.008 -2.177 -0.034 CAM  039 18 
039 NAN  NAN  N  0 1 Y N N 46.185 14.682 33.830 -0.761 -1.646 0.009  NAN  039 19 
039 CAO  CAO  C  0 1 Y N N 46.528 15.663 32.987 -0.569 -0.370 0.156  CAO  039 20 
039 CAS  CAS  C  0 1 N N N 45.932 15.789 31.564 0.849  0.140  0.192  CAS  039 21 
039 S6   S6   S  0 1 N N N 44.633 14.599 31.033 1.995  -1.249 0.010  S6   039 22 
039 C6   C6   C  0 1 Y N N 45.208 13.048 30.330 3.531  -0.390 0.086  C6   039 23 
039 C5   C5   C  0 1 Y N N 46.517 12.652 30.272 4.750  -1.085 -0.009 C5   039 24 
039 N7   N7   N  0 1 Y N N 47.643 13.224 30.634 5.095  -2.384 -0.174 N7   039 25 
039 C8   C8   C  0 1 Y N N 48.630 12.363 30.322 6.392  -2.487 -0.207 C8   039 26 
039 N9   N9   N  0 1 Y N N 48.134 11.252 29.758 6.960  -1.256 -0.072 N9   039 27 
039 C4   C4   C  0 1 Y N N 46.816 11.399 29.715 5.942  -0.344 0.052  C4   039 28 
039 N3   N3   N  0 1 Y N N 45.847 10.596 29.264 5.877  0.974  0.208  N3   039 29 
039 C2   C2   C  0 1 Y N N 44.594 11.001 29.319 4.713  1.582  0.299  C2   039 30 
039 N1   N1   N  0 1 Y N N 44.288 12.181 29.828 3.566  0.930  0.241  N1   039 31 
039 HAU1 1HAU H  0 0 N N N 51.497 15.381 31.128 -0.113 3.683  -2.708 HAU1 039 32 
039 HAU2 2HAU H  0 0 N N N 51.567 17.209 31.122 -1.233 2.906  -3.853 HAU2 039 33 
039 HAU3 3HAU H  0 0 N N N 50.518 16.447 30.009 -1.854 4.051  -2.640 HAU3 039 34 
039 HAQ  HAQ  H  0 1 N N N 50.417 18.601 30.530 -0.758 4.695  -1.365 HAQ  039 35 
039 HAR  HAR  H  0 1 N N N 49.014 20.660 30.452 -0.472 5.625  0.895  HAR  039 36 
039 HAJ  HAJ  H  0 1 N N N 46.879 20.784 31.754 -0.702 4.172  2.867  HAJ  039 37 
039 HAI  HAI  H  0 1 N N N 46.196 18.847 33.189 -1.219 1.783  2.589  HAI  039 38 
039 HAC  HAC  H  0 1 N N N 48.216 14.094 38.624 -5.593 -3.609 -0.144 HAC  039 39 
039 HAK  HAK  H  0 1 N N N 46.519 12.492 37.780 -3.657 -5.106 -0.363 HAK  039 40 
039 HAL  HAL  H  0 1 N N N 45.543 12.829 35.524 -1.373 -4.216 -0.295 HAL  039 41 
039 HAS1 1HAS H  0 0 N N N 46.764 15.766 30.823 1.002  0.846  -0.623 HAS1 039 42 
039 HAS2 2HAS H  0 0 N N N 45.547 16.826 31.427 1.031  0.639  1.144  HAS2 039 43 
039 H8   H8   H  0 1 N N N 49.702 12.547 30.506 6.937  -3.412 -0.325 H8   039 44 
039 H9   H9   H  0 1 N N N 48.667 10.448 29.426 7.910  -1.060 -0.064 H9   039 45 
039 H2   H2   H  0 1 N N N 43.792 10.348 28.936 4.695  2.655  0.425  H2   039 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 
039 CAU OAT  SING N N 1  
039 CAU HAU1 SING N N 2  
039 CAU HAU2 SING N N 3  
039 CAU HAU3 SING N N 4  
039 OAT CAP  SING N N 5  
039 CAP CAQ  DOUB Y N 6  
039 CAP CAH  SING Y N 7  
039 CAQ CAR  SING Y N 8  
039 CAQ HAQ  SING N N 9  
039 CAR CAJ  DOUB Y N 10 
039 CAR HAR  SING N N 11 
039 CAJ CAI  SING Y N 12 
039 CAJ HAJ  SING N N 13 
039 CAI CAH  DOUB Y N 14 
039 CAI HAI  SING N N 15 
039 CAH NAG  SING N N 16 
039 NAG CAF  SING Y N 17 
039 NAG CAO  SING Y N 18 
039 CAF OAB  DOUB N N 19 
039 CAF CAE  SING Y N 20 
039 CAE CAD  DOUB Y N 21 
039 CAE CAM  SING Y N 22 
039 CAD CL   SING N N 23 
039 CAD CAC  SING Y N 24 
039 CAC CAK  DOUB Y N 25 
039 CAC HAC  SING N N 26 
039 CAK CAL  SING Y N 27 
039 CAK HAK  SING N N 28 
039 CAL CAM  DOUB Y N 29 
039 CAL HAL  SING N N 30 
039 CAM NAN  SING Y N 31 
039 NAN CAO  DOUB Y N 32 
039 CAO CAS  SING N N 33 
039 CAS S6   SING N N 34 
039 CAS HAS1 SING N N 35 
039 CAS HAS2 SING N N 36 
039 S6  C6   SING N N 37 
039 C6  C5   DOUB Y N 38 
039 C6  N1   SING Y N 39 
039 C5  N7   SING Y N 40 
039 C5  C4   SING Y N 41 
039 N7  C8   DOUB Y N 42 
039 C8  N9   SING Y N 43 
039 C8  H8   SING N N 44 
039 N9  C4   SING Y N 45 
039 N9  H9   SING N N 46 
039 C4  N3   DOUB Y N 47 
039 N3  C2   SING Y N 48 
039 C2  N1   DOUB Y N 49 
039 C2  H2   SING N N 50 
# 
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 
039 SMILES           ACDLabs              10.04 Clc2cccc3N=C(N(c1ccccc1OC)C(=O)c23)CSc5ncnc4c5ncn4                                                                                                                   
039 InChI            InChI                1.02b InChI=1/C21H15ClN6O2S/c1-30-15-8-3-2-7-14(15)28-16(27-13-6-4-5-12(22)17(13)21(28)29)9-31-20-18-19(24-10-23-18)25-11-26-20/h2-8,10-11H,9H2,1H3,(H,23,24,25,26)/f/h24H 
039 InChIKey         InChI                1.02b UMMYTDJYDSTEMB-LQFNOIFHCE                                                                                                                                            
039 SMILES_CANONICAL CACTVS               3.341 COc1ccccc1N2C(=O)c3c(Cl)cccc3N=C2CSc4ncnc5[nH]cnc45                                                                                                                  
039 SMILES           CACTVS               3.341 COc1ccccc1N2C(=O)c3c(Cl)cccc3N=C2CSc4ncnc5[nH]cnc45                                                                                                                  
039 SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 COc1ccccc1N2C(=Nc3cccc(c3C2=O)Cl)CSc4c5c([nH]cn5)ncn4                                                                                                                
039 SMILES           "OpenEye OEToolkits" 1.5.0 COc1ccccc1N2C(=Nc3cccc(c3C2=O)Cl)CSc4c5c([nH]cn5)ncn4                                                                                                                
# 
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 
039 "SYSTEMATIC NAME" ACDLabs              10.04 5-chloro-3-(2-methoxyphenyl)-2-[(9H-purin-6-ylsulfanyl)methyl]quinazolin-4(3H)-one 
039 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 5-chloro-3-(2-methoxyphenyl)-2-(9H-purin-6-ylsulfanylmethyl)quinazolin-4-one       
# 
