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 #