data_DWP # _chem_comp.id DWP _chem_comp.name "(6aS,7S,9R,10aS)-7,10a-dimethyl-8-oxo-2-(phenylamino)-5,6,6a,7,8,9,10,10a-octahydrobenzo[h]quinazoline-9-carbonitrile" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C21 H22 N4 O" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2017-11-10 _chem_comp.pdbx_modified_date 2018-07-20 _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 346.426 _chem_comp.one_letter_code ? _chem_comp.three_letter_code DWP _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 6BKX _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 DWP C4 C1 C 0 1 N N N 9.129 52.611 -71.685 2.339 2.218 0.872 C4 DWP 1 DWP C5 C2 C 0 1 N N N 9.643 51.191 -71.627 0.970 2.806 0.527 C5 DWP 2 DWP C6 C3 C 0 1 Y N N 10.778 50.992 -72.586 -0.054 1.718 0.365 C6 DWP 3 DWP C7 C4 C 0 1 Y N N 11.593 49.888 -72.454 -1.401 2.062 0.392 C7 DWP 4 DWP C13 C5 C 0 1 Y N N 16.163 47.822 -76.601 -5.964 0.839 -0.844 C13 DWP 5 DWP C15 C6 C 0 1 Y N N 16.448 47.823 -74.218 -6.598 -1.188 0.267 C15 DWP 6 DWP C20 C7 C 0 1 N N S 7.990 54.231 -73.312 4.097 0.631 0.037 C20 DWP 7 DWP C22 C8 C 0 1 N N N 6.587 53.994 -72.770 5.052 1.760 -0.356 C22 DWP 8 DWP C24 C9 C 0 1 N N R 8.500 53.630 -75.776 3.329 -1.709 -0.804 C24 DWP 9 DWP C25 C10 C 0 1 N N N 8.481 54.180 -77.128 3.488 -2.415 0.478 C25 DWP 10 DWP C14 C11 C 0 1 Y N N 16.781 47.333 -75.468 -6.945 0.011 -0.329 C14 DWP 11 DWP C12 C12 C 0 1 Y N N 15.200 48.807 -76.470 -4.636 0.471 -0.766 C12 DWP 12 DWP C16 C13 C 0 1 Y N N 15.480 48.806 -74.096 -5.272 -1.562 0.349 C16 DWP 13 DWP C11 C14 C 0 1 Y N N 14.845 49.297 -75.226 -4.284 -0.733 -0.168 C11 DWP 14 DWP C18 C15 C 0 1 Y N N 11.067 51.847 -73.637 0.282 0.392 0.185 C18 DWP 15 DWP C9 C16 C 0 1 Y N N 12.839 50.499 -74.257 -1.959 -0.144 0.068 C9 DWP 16 DWP C23 C17 C 0 1 N N N 7.834 54.549 -74.784 4.310 -0.560 -0.874 C23 DWP 17 DWP C27 C18 C 0 1 N N N 9.891 53.080 -75.435 1.904 -1.152 -0.911 C27 DWP 18 DWP C3 C19 C 0 1 N N S 8.883 52.990 -73.140 2.648 1.099 -0.124 C3 DWP 19 DWP C2 C20 C 0 1 N N S 10.219 53.077 -73.928 1.709 -0.074 0.155 C2 DWP 20 DWP C1 C21 C 0 1 N N N 11.069 54.294 -73.559 2.068 -0.660 1.522 C1 DWP 21 DWP N26 N1 N 0 1 N N N 8.404 54.531 -78.230 3.610 -2.960 1.467 N26 DWP 22 DWP N8 N2 N 0 1 Y N N 12.617 49.615 -73.269 -2.316 1.120 0.243 N8 DWP 23 DWP N17 N3 N 0 1 Y N N 12.098 51.600 -74.469 -0.686 -0.504 0.038 N17 DWP 24 DWP N10 N4 N 0 1 N N N 13.876 50.319 -75.181 -2.940 -1.109 -0.087 N10 DWP 25 DWP O28 O1 O 0 1 N N N 7.120 55.472 -75.171 5.242 -0.591 -1.641 O28 DWP 26 DWP H1 H1 H 0 1 N N N 9.875 53.291 -71.248 3.101 2.994 0.800 H1 DWP 27 DWP H2 H2 H 0 1 N N N 8.188 52.686 -71.120 2.320 1.814 1.884 H2 DWP 28 DWP H3 H3 H 0 1 N N N 8.826 50.502 -71.888 0.657 3.477 1.327 H3 DWP 29 DWP H4 H4 H 0 1 N N N 9.992 50.976 -70.606 1.046 3.368 -0.403 H4 DWP 30 DWP H5 H5 H 0 1 N N N 11.392 49.203 -71.644 -1.697 3.091 0.533 H5 DWP 31 DWP H6 H6 H 0 1 N N N 16.427 47.441 -77.576 -6.239 1.773 -1.312 H6 DWP 32 DWP H7 H7 H 0 1 N N N 16.942 47.439 -73.338 -7.366 -1.832 0.669 H7 DWP 33 DWP H8 H8 H 0 1 N N N 8.448 55.086 -72.793 4.277 0.340 1.072 H8 DWP 34 DWP H9 H9 H 0 1 N N N 6.643 53.757 -71.697 4.878 2.623 0.287 H9 DWP 35 DWP H10 H10 H 0 1 N N N 5.980 54.900 -72.914 6.082 1.422 -0.239 H10 DWP 36 DWP H11 H11 H 0 1 N N N 6.124 53.153 -73.307 4.877 2.039 -1.395 H11 DWP 37 DWP H12 H12 H 0 1 N N N 7.853 52.741 -75.815 3.515 -2.398 -1.628 H12 DWP 38 DWP H13 H13 H 0 1 N N N 17.531 46.561 -75.558 -7.983 0.302 -0.391 H13 DWP 39 DWP H14 H14 H 0 1 N N N 14.718 49.200 -77.353 -3.871 1.118 -1.169 H14 DWP 40 DWP H15 H15 H 0 1 N N N 15.220 49.190 -73.121 -5.002 -2.499 0.814 H15 DWP 41 DWP H16 H16 H 0 1 N N N 9.952 52.045 -75.803 1.755 -0.719 -1.900 H16 DWP 42 DWP H17 H17 H 0 1 N N N 10.642 53.698 -75.950 1.186 -1.956 -0.752 H17 DWP 43 DWP H18 H18 H 0 1 N N N 8.326 52.152 -73.585 2.493 1.461 -1.140 H18 DWP 44 DWP H19 H19 H 0 1 N N N 11.292 54.273 -72.482 3.151 -0.755 1.604 H19 DWP 45 DWP H20 H20 H 0 1 N N N 12.010 54.270 -74.128 1.700 -0.000 2.307 H20 DWP 46 DWP H21 H21 H 0 1 N N N 10.517 55.214 -73.802 1.608 -1.643 1.628 H21 DWP 47 DWP H22 H22 H 0 1 N N N 13.937 51.007 -75.904 -2.695 -2.046 -0.140 H22 DWP 48 # 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 DWP N26 C25 TRIP N N 1 DWP C25 C24 SING N N 2 DWP C13 C12 DOUB Y N 3 DWP C13 C14 SING Y N 4 DWP C12 C11 SING Y N 5 DWP C24 C27 SING N N 6 DWP C24 C23 SING N N 7 DWP C14 C15 DOUB Y N 8 DWP C27 C2 SING N N 9 DWP C11 N10 SING N N 10 DWP C11 C16 DOUB Y N 11 DWP N10 C9 SING N N 12 DWP O28 C23 DOUB N N 13 DWP C23 C20 SING N N 14 DWP N17 C9 DOUB Y N 15 DWP N17 C18 SING Y N 16 DWP C9 N8 SING Y N 17 DWP C15 C16 SING Y N 18 DWP C2 C18 SING N N 19 DWP C2 C1 SING N N 20 DWP C2 C3 SING N N 21 DWP C18 C6 DOUB Y N 22 DWP C20 C3 SING N N 23 DWP C20 C22 SING N N 24 DWP N8 C7 DOUB Y N 25 DWP C3 C4 SING N N 26 DWP C6 C7 SING Y N 27 DWP C6 C5 SING N N 28 DWP C4 C5 SING N N 29 DWP C4 H1 SING N N 30 DWP C4 H2 SING N N 31 DWP C5 H3 SING N N 32 DWP C5 H4 SING N N 33 DWP C7 H5 SING N N 34 DWP C13 H6 SING N N 35 DWP C15 H7 SING N N 36 DWP C20 H8 SING N N 37 DWP C22 H9 SING N N 38 DWP C22 H10 SING N N 39 DWP C22 H11 SING N N 40 DWP C24 H12 SING N N 41 DWP C14 H13 SING N N 42 DWP C12 H14 SING N N 43 DWP C16 H15 SING N N 44 DWP C27 H16 SING N N 45 DWP C27 H17 SING N N 46 DWP C3 H18 SING N N 47 DWP C1 H19 SING N N 48 DWP C1 H20 SING N N 49 DWP C1 H21 SING N N 50 DWP N10 H22 SING N N 51 # 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 DWP SMILES ACDLabs 12.01 "C2Cc1cnc(nc1C3(CC(C(C(C23)C)=O)C#N)C)Nc4ccccc4" DWP InChI InChI 1.03 "InChI=1S/C21H22N4O/c1-13-17-9-8-14-12-23-20(24-16-6-4-3-5-7-16)25-19(14)21(17,2)10-15(11-22)18(13)26/h3-7,12-13,15,17H,8-10H2,1-2H3,(H,23,24,25)/t13-,15+,17-,21-/m0/s1" DWP InChIKey InChI 1.03 DXKZYIZYBKRROL-IRYHUZONSA-N DWP SMILES_CANONICAL CACTVS 3.385 "C[C@H]1[C@@H]2CCc3cnc(Nc4ccccc4)nc3[C@@]2(C)C[C@H](C#N)C1=O" DWP SMILES CACTVS 3.385 "C[CH]1[CH]2CCc3cnc(Nc4ccccc4)nc3[C]2(C)C[CH](C#N)C1=O" DWP SMILES_CANONICAL "OpenEye OEToolkits" 2.0.6 "C[C@H]1[C@@H]2CCc3cnc(nc3[C@]2(C[C@@H](C1=O)C#N)C)Nc4ccccc4" DWP SMILES "OpenEye OEToolkits" 2.0.6 "CC1C2CCc3cnc(nc3C2(CC(C1=O)C#N)C)Nc4ccccc4" # 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 DWP "SYSTEMATIC NAME" ACDLabs 12.01 "(6aS,7S,9R,10aS)-7,10a-dimethyl-8-oxo-2-(phenylamino)-5,6,6a,7,8,9,10,10a-octahydrobenzo[h]quinazoline-9-carbonitrile" DWP "SYSTEMATIC NAME" "OpenEye OEToolkits" 2.0.6 "(6~{a}~{S},7~{S},9~{R},10~{a}~{S})-7,10~{a}-dimethyl-8-oxidanylidene-2-phenylazanyl-5,6,6~{a},7,9,10-hexahydrobenzo[h]quinazoline-9-carbonitrile" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site DWP "Create component" 2017-11-10 RCSB DWP "Modify name" 2018-05-21 RCSB DWP "Initial release" 2018-07-25 RCSB #