data_LHL
# 
_chem_comp.id                                    LHL 
_chem_comp.name                                  "3-(2,6-dichlorophenyl)-7-({4-[2-(diethylamino)ethoxy]phenyl}amino)-1-methyl-3,4-dihydropyrimido[4,5-d]pyrimidin-2(1H)-one" 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C25 H28 Cl2 N6 O2" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2009-11-12 
_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                        515.435 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     LHL 
_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        3KMM 
_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 
LHL N1   N1   N  0 1 Y N N 24.871 35.300 82.470 -0.363  -0.275 -0.287 N1   LHL 1  
LHL C2   C2   C  0 1 Y N N 25.873 35.924 83.137 -0.257  -1.389 0.421  C2   LHL 2  
LHL N2   N2   N  0 1 N N N 27.193 35.642 82.675 -1.406  -2.096 0.734  N2   LHL 3  
LHL N3   N3   N  0 1 Y N N 25.686 36.767 84.181 0.915   -1.851 0.837  N3   LHL 4  
LHL C4   C4   C  0 1 Y N N 24.420 36.964 84.560 2.032   -1.195 0.551  C4   LHL 5  
LHL C5   C5   C  0 1 N N N 25.274 38.648 86.187 3.326   -2.891 1.753  C5   LHL 6  
LHL N5   N5   N  0 1 N N N 24.172 37.844 85.650 3.268   -1.652 0.974  N5   LHL 7  
LHL C6   C6   C  0 1 N N N 22.902 37.945 86.264 4.414   -1.014 0.702  C6   LHL 8  
LHL O6   O6   O  0 1 N N N 22.720 38.695 87.233 5.453   -1.492 1.114  O6   LHL 9  
LHL N7   N7   N  0 1 N N N 21.862 37.149 85.743 4.472   0.129  -0.005 N7   LHL 10 
LHL C8   C8   C  0 1 N N N 21.942 36.592 84.371 3.221   0.721  -0.513 C8   LHL 11 
LHL C9   C9   C  0 1 Y N N 23.357 36.345 83.929 1.944   -0.017 -0.193 C9   LHL 12 
LHL C10  C10  C  0 1 Y N N 23.625 35.526 82.863 0.715   0.432  -0.609 C10  LHL 13 
LHL C21  C21  C  0 1 Y N N 28.377 36.362 83.109 -2.662  -1.574 0.402  C21  LHL 14 
LHL C22  C22  C  0 1 Y N N 29.604 35.902 82.621 -3.698  -2.428 0.050  C22  LHL 15 
LHL C23  C23  C  0 1 Y N N 30.769 36.543 82.987 -4.937  -1.912 -0.277 C23  LHL 16 
LHL C24  C24  C  0 1 Y N N 30.706 37.643 83.832 -5.145  -0.541 -0.254 C24  LHL 17 
LHL O24  O24  O  0 1 N N N 31.897 38.275 84.172 -6.365  -0.033 -0.576 O24  LHL 18 
LHL C25  C25  C  0 1 Y N N 29.484 38.119 84.333 -4.111  0.313  0.098  C25  LHL 19 
LHL C26  C26  C  0 1 Y N N 28.300 37.472 83.965 -2.873  -0.201 0.430  C26  LHL 20 
LHL C27  C27  C  0 1 N N N 31.877 38.840 85.483 -6.509  1.388  -0.531 C27  LHL 21 
LHL C28  C28  C  0 1 N N N 33.214 38.589 86.213 -7.939  1.768  -0.922 C28  LHL 22 
LHL N28  N28  N  0 1 N N N 34.287 39.459 85.667 -8.871  1.292  0.109  N28  LHL 23 
LHL C29  C29  C  0 1 N N N 34.918 38.842 84.479 -10.175 1.958  -0.013 C29  LHL 24 
LHL C30  C30  C  0 1 N N N 35.922 39.815 83.842 -10.974 1.756  1.277  C30  LHL 25 
LHL C31  C31  C  0 1 N N N 35.308 39.754 86.699 -9.019  -0.168 0.052  C31  LHL 26 
LHL C32  C32  C  0 1 N N N 34.684 40.511 87.881 -9.421  -0.586 -1.364 C32  LHL 27 
LHL C71  C71  C  0 1 Y N N 20.571 37.154 86.414 5.703   0.748  -0.255 C71  LHL 28 
LHL C72  C72  C  0 1 Y N N 19.666 38.201 86.174 6.428   0.421  -1.395 C72  LHL 29 
LHL CL72 CL72 CL 0 0 N N N 20.101 39.524 85.114 5.808   -0.754 -2.512 CL72 LHL 30 
LHL C73  C73  C  0 1 Y N N 18.421 38.199 86.824 7.642   1.034  -1.639 C73  LHL 31 
LHL C74  C74  C  0 1 Y N N 18.099 37.165 87.707 8.137   1.971  -0.750 C74  LHL 32 
LHL C75  C75  C  0 1 Y N N 18.999 36.125 87.950 7.419   2.298  0.386  C75  LHL 33 
LHL C76  C76  C  0 1 Y N N 20.240 36.116 87.303 6.200   1.693  0.633  C76  LHL 34 
LHL CL76 CL76 CL 0 0 N N N 21.357 34.821 87.595 5.296   2.110  2.055  CL76 LHL 35 
LHL HN2  HN2  H  0 1 N N N 27.310 34.903 82.011 -1.340  -2.953 1.184  HN2  LHL 36 
LHL H5   H5   H  0 1 N N N 24.906 39.266 87.019 3.436   -3.740 1.079  H5   LHL 37 
LHL H5A  H5A  H  0 1 N N N 26.071 37.982 86.549 4.177   -2.854 2.433  H5A  LHL 38 
LHL H5B  H5B  H  0 1 N N N 25.672 39.299 85.395 2.407   -3.001 2.329  H5B  LHL 39 
LHL H8   H8   H  0 1 N N N 21.400 35.635 84.352 3.138   1.730  -0.109 H8   LHL 40 
LHL H8A  H8A  H  0 1 N N N 21.481 37.310 83.677 3.302   0.801  -1.597 H8A  LHL 41 
LHL H10  H10  H  0 1 N N N 22.808 35.057 82.335 0.626   1.340  -1.187 H10  LHL 42 
LHL H22  H22  H  0 1 N N N 29.639 35.048 81.960 -3.536  -3.495 0.031  H22  LHL 43 
LHL H23  H23  H  0 1 N N N 31.722 36.192 82.620 -5.743  -2.576 -0.552 H23  LHL 44 
LHL H25  H25  H  0 1 N N N 29.459 38.973 84.994 -4.274  1.381  0.116  H25  LHL 45 
LHL H26  H26  H  0 1 N N N 27.346 37.819 84.332 -2.068  0.463  0.708  H26  LHL 46 
LHL H27  H27  H  0 1 N N N 31.711 39.924 85.403 -6.302  1.742  0.479  H27  LHL 47 
LHL H27A H27A H  0 0 N N N 31.062 38.377 86.059 -5.808  1.846  -1.228 H27A LHL 48 
LHL H28  H28  H  0 1 N N N 33.085 38.809 87.283 -8.016  2.852  -1.009 H28  LHL 49 
LHL H28A H28A H  0 0 N N N 33.503 37.536 86.079 -8.189  1.308  -1.878 H28A LHL 50 
LHL H29  H29  H  0 1 N N N 35.446 37.927 84.784 -10.024 3.024  -0.183 H29  LHL 51 
LHL H29A H29A H  0 0 N N N 34.139 38.594 83.743 -10.725 1.530  -0.851 H29A LHL 52 
LHL H30  H30  H  0 1 N N N 36.382 39.343 82.961 -11.970 2.182  1.158  H30  LHL 53 
LHL H30A H30A H  0 0 N N N 35.399 40.732 83.535 -11.057 0.690  1.489  H30A LHL 54 
LHL H30B H30B H  0 0 N N N 36.704 40.066 84.574 -10.462 2.251  2.102  H30B LHL 55 
LHL H31  H31  H  0 1 N N N 35.734 38.808 87.063 -8.071  -0.639 0.315  H31  LHL 56 
LHL H31A H31A H  0 0 N N N 36.100 40.374 86.254 -9.788  -0.484 0.757  H31A LHL 57 
LHL H32  H32  H  0 1 N N N 35.459 40.719 88.634 -8.601  -0.378 -2.051 H32  LHL 58 
LHL H32A H32A H  0 0 N N N 34.256 41.459 87.524 -9.645  -1.652 -1.378 H32A LHL 59 
LHL H32B H32B H  0 0 N N N 33.891 39.897 88.332 -10.303 -0.024 -1.671 H32B LHL 60 
LHL H73  H73  H  0 1 N N N 17.714 38.995 86.642 8.207   0.781  -2.524 H73  LHL 61 
LHL H74  H74  H  0 1 N N N 17.142 37.170 88.208 9.086   2.448  -0.942 H74  LHL 62 
LHL H75  H75  H  0 1 N N N 18.738 35.331 88.634 7.808   3.029  1.078  H75  LHL 63 
# 
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 
LHL N1  C2   DOUB Y N 1  
LHL N1  C10  SING Y N 2  
LHL C2  N2   SING N N 3  
LHL C2  N3   SING Y N 4  
LHL N2  C21  SING N N 5  
LHL N3  C4   DOUB Y N 6  
LHL C4  N5   SING N N 7  
LHL C4  C9   SING Y N 8  
LHL C5  N5   SING N N 9  
LHL N5  C6   SING N N 10 
LHL C6  O6   DOUB N N 11 
LHL C6  N7   SING N N 12 
LHL N7  C8   SING N N 13 
LHL N7  C71  SING N N 14 
LHL C8  C9   SING N N 15 
LHL C9  C10  DOUB Y N 16 
LHL C21 C22  DOUB Y N 17 
LHL C21 C26  SING Y N 18 
LHL C22 C23  SING Y N 19 
LHL C23 C24  DOUB Y N 20 
LHL C24 O24  SING N N 21 
LHL C24 C25  SING Y N 22 
LHL O24 C27  SING N N 23 
LHL C25 C26  DOUB Y N 24 
LHL C27 C28  SING N N 25 
LHL C28 N28  SING N N 26 
LHL N28 C29  SING N N 27 
LHL N28 C31  SING N N 28 
LHL C29 C30  SING N N 29 
LHL C31 C32  SING N N 30 
LHL C71 C72  DOUB Y N 31 
LHL C71 C76  SING Y N 32 
LHL C72 CL72 SING N N 33 
LHL C72 C73  SING Y N 34 
LHL C73 C74  DOUB Y N 35 
LHL C74 C75  SING Y N 36 
LHL C75 C76  DOUB Y N 37 
LHL C76 CL76 SING N N 38 
LHL N2  HN2  SING N N 39 
LHL C5  H5   SING N N 40 
LHL C5  H5A  SING N N 41 
LHL C5  H5B  SING N N 42 
LHL C8  H8   SING N N 43 
LHL C8  H8A  SING N N 44 
LHL C10 H10  SING N N 45 
LHL C22 H22  SING N N 46 
LHL C23 H23  SING N N 47 
LHL C25 H25  SING N N 48 
LHL C26 H26  SING N N 49 
LHL C27 H27  SING N N 50 
LHL C27 H27A SING N N 51 
LHL C28 H28  SING N N 52 
LHL C28 H28A SING N N 53 
LHL C29 H29  SING N N 54 
LHL C29 H29A SING N N 55 
LHL C30 H30  SING N N 56 
LHL C30 H30A SING N N 57 
LHL C30 H30B SING N N 58 
LHL C31 H31  SING N N 59 
LHL C31 H31A SING N N 60 
LHL C32 H32  SING N N 61 
LHL C32 H32A SING N N 62 
LHL C32 H32B SING N N 63 
LHL C73 H73  SING N N 64 
LHL C74 H74  SING N N 65 
LHL C75 H75  SING N N 66 
# 
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 
LHL SMILES_CANONICAL CACTVS               3.352 "CCN(CC)CCOc1ccc(Nc2ncc3CN(C(=O)N(C)c3n2)c4c(Cl)cccc4Cl)cc1"                                                                                                                      
LHL SMILES           CACTVS               3.352 "CCN(CC)CCOc1ccc(Nc2ncc3CN(C(=O)N(C)c3n2)c4c(Cl)cccc4Cl)cc1"                                                                                                                      
LHL SMILES_CANONICAL "OpenEye OEToolkits" 1.7.0 "CCN(CC)CCOc1ccc(cc1)Nc2ncc3c(n2)N(C(=O)N(C3)c4c(cccc4Cl)Cl)C"                                                                                                                    
LHL SMILES           "OpenEye OEToolkits" 1.7.0 "CCN(CC)CCOc1ccc(cc1)Nc2ncc3c(n2)N(C(=O)N(C3)c4c(cccc4Cl)Cl)C"                                                                                                                    
LHL InChI            InChI                1.03  "InChI=1S/C25H28Cl2N6O2/c1-4-32(5-2)13-14-35-19-11-9-18(10-12-19)29-24-28-15-17-16-33(25(34)31(3)23(17)30-24)22-20(26)7-6-8-21(22)27/h6-12,15H,4-5,13-14,16H2,1-3H3,(H,28,29,30)" 
LHL InChIKey         InChI                1.03  LQYPBKQMDVWUGO-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 
LHL "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.6.1 "3-(2,6-dichlorophenyl)-7-[[4-(2-diethylaminoethyloxy)phenyl]amino]-1-methyl-4H-pyrimido[4,5-d]pyrimidin-2-one" 
# 
loop_
_pdbx_chem_comp_audit.comp_id 
_pdbx_chem_comp_audit.action_type 
_pdbx_chem_comp_audit.date 
_pdbx_chem_comp_audit.processing_site 
LHL "Create component"     2009-11-12 RCSB 
LHL "Modify aromatic_flag" 2011-06-04 RCSB 
LHL "Modify descriptor"    2011-06-04 RCSB 
# 
