data_DWG # _chem_comp.id DWG _chem_comp.name "(6aS,7S,9S,10aS)-7-methyl-8-oxo-10a-phenyl-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 "C26 H24 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 408.495 _chem_comp.one_letter_code ? _chem_comp.three_letter_code DWG _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 6BL1 _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 DWG C4 C1 C 0 1 N N N 0.800 222.359 70.141 -3.907 1.150 -0.447 C4 DWG 1 DWG C5 C2 C 0 1 N N S 1.866 221.686 70.960 -2.989 1.616 0.660 C5 DWG 2 DWG C6 C3 C 0 1 N N N 1.488 221.497 72.361 -3.251 3.034 0.954 C6 DWG 3 DWG C8 C4 C 0 1 N N N 3.245 222.334 70.883 -1.535 1.447 0.203 C8 DWG 4 DWG C10 C5 C 0 1 Y N N 4.096 222.091 68.595 -1.723 -0.916 0.878 C10 DWG 5 DWG C13 C6 C 0 1 Y N N 4.893 220.167 66.718 -2.467 -2.609 2.934 C13 DWG 6 DWG C15 C7 C 0 1 Y N N 4.706 222.459 67.407 -3.017 -0.889 1.362 C15 DWG 7 DWG C20 C8 C 0 1 Y N N 4.947 225.325 69.471 0.529 -1.006 -1.637 C20 DWG 8 DWG C21 C9 C 0 1 Y N N 4.861 224.021 69.941 0.129 -0.231 -0.568 C21 DWG 9 DWG C26 C10 C 0 1 Y N N 9.490 223.922 73.475 5.571 0.536 1.536 C26 DWG 10 DWG C28 C11 C 0 1 Y N N 11.482 225.233 73.285 7.336 0.455 -0.081 C28 DWG 11 DWG C12 C12 C 0 1 Y N N 4.313 219.769 67.901 -1.170 -2.632 2.454 C12 DWG 12 DWG C14 C13 C 0 1 Y N N 5.094 221.513 66.481 -3.389 -1.735 2.389 C14 DWG 13 DWG C27 C14 C 0 1 Y N N 10.641 224.440 74.039 6.916 0.445 1.237 C27 DWG 14 DWG C29 C15 C 0 1 Y N N 11.166 225.507 71.968 6.410 0.556 -1.104 C29 DWG 15 DWG C11 C16 C 0 1 Y N N 3.934 220.728 68.816 -0.800 -1.790 1.423 C11 DWG 16 DWG C30 C17 C 0 1 Y N N 10.013 224.983 71.412 5.063 0.637 -0.812 C30 DWG 17 DWG C32 C18 C 0 1 Y N N 6.096 226.024 69.767 1.891 -1.188 -1.851 C32 DWG 18 DWG C25 C19 C 0 1 Y N N 9.157 224.191 72.161 4.639 0.632 0.511 C25 DWG 19 DWG C23 C20 C 0 1 Y N N 6.975 224.245 70.877 2.342 0.131 -0.024 C23 DWG 20 DWG C19 C21 C 0 1 N N N 3.886 226.009 68.680 -0.457 -1.681 -2.576 C19 DWG 21 DWG C18 C22 C 0 1 N N N 2.834 225.039 68.202 -1.862 -1.702 -1.975 C18 DWG 22 DWG C2 C23 C 0 1 N N S 1.170 223.310 69.019 -3.667 -0.213 -1.061 C2 DWG 23 DWG C16 C24 C 0 1 N N S 2.471 224.053 69.299 -2.193 -0.297 -1.468 C16 DWG 24 DWG C9 C25 C 0 1 N N S 3.660 223.122 69.637 -1.319 0.002 -0.246 C9 DWG 25 DWG C1 C26 C 0 1 N N N 0.018 224.280 68.797 -4.554 -0.390 -2.295 C1 DWG 26 DWG N7 N1 N 0 1 N N N 1.196 221.315 73.469 -3.454 4.129 1.181 N7 DWG 27 DWG N31 N2 N 0 1 Y N N 7.123 225.509 70.449 2.759 -0.613 -1.038 N31 DWG 28 DWG N22 N3 N 0 1 Y N N 5.885 223.497 70.640 1.053 0.321 0.209 N22 DWG 29 DWG N24 N4 N 0 1 N N N 7.988 223.614 71.624 3.276 0.724 0.810 N24 DWG 30 DWG O33 O1 O 0 1 N N N -0.368 222.050 70.357 -4.816 1.847 -0.829 O33 DWG 31 DWG H2 H2 H 0 1 N N N 3.981 221.526 71.006 -1.334 2.122 -0.630 H2 DWG 32 DWG H4 H4 H 0 1 N N N 5.188 219.434 65.982 -2.756 -3.267 3.740 H4 DWG 33 DWG H5 H5 H 0 1 N N N 4.881 223.505 67.202 -3.739 -0.207 0.936 H5 DWG 34 DWG H6 H6 H 0 1 N N N 8.841 223.297 74.071 5.244 0.528 2.565 H6 DWG 35 DWG H7 H7 H 0 1 N N N 12.383 225.638 73.722 8.388 0.384 -0.312 H7 DWG 36 DWG H8 H8 H 0 1 N N N 4.157 218.721 68.109 -0.447 -3.308 2.885 H8 DWG 37 DWG H9 H9 H 0 1 N N N 5.561 221.829 65.560 -4.401 -1.714 2.767 H9 DWG 38 DWG H10 H10 H 0 1 N N N 10.882 224.224 75.069 7.642 0.366 2.033 H10 DWG 39 DWG H11 H11 H 0 1 N N N 11.818 226.129 71.374 6.741 0.564 -2.132 H11 DWG 40 DWG H12 H12 H 0 1 N N N 3.491 220.406 69.747 0.211 -1.814 1.042 H12 DWG 41 DWG H13 H13 H 0 1 N N N 9.776 225.194 70.380 4.340 0.716 -1.611 H13 DWG 42 DWG H14 H14 H 0 1 N N N 6.171 227.047 69.429 2.236 -1.794 -2.676 H14 DWG 43 DWG H15 H15 H 0 1 N N N 4.348 226.493 67.807 -0.488 -1.133 -3.517 H15 DWG 44 DWG H16 H16 H 0 1 N N N 3.407 226.772 69.311 -0.128 -2.703 -2.767 H16 DWG 45 DWG H17 H17 H 0 1 N N N 1.934 225.599 67.908 -2.580 -2.015 -2.733 H17 DWG 46 DWG H18 H18 H 0 1 N N N 3.221 224.486 67.334 -1.890 -2.392 -1.132 H18 DWG 47 DWG H19 H19 H 0 1 N N N 1.304 222.721 68.100 -3.892 -0.990 -0.331 H19 DWG 48 DWG H20 H20 H 0 1 N N N 2.292 224.653 70.203 -1.989 0.431 -2.253 H20 DWG 49 DWG H21 H21 H 0 1 N N N -0.905 223.715 68.598 -4.359 -1.362 -2.747 H21 DWG 50 DWG H22 H22 H 0 1 N N N -0.118 224.899 69.696 -5.602 -0.330 -2.001 H22 DWG 51 DWG H23 H23 H 0 1 N N N 0.244 224.927 67.937 -4.334 0.397 -3.017 H23 DWG 52 DWG H24 H24 H 0 1 N N N 7.863 222.637 71.795 2.984 1.203 1.601 H24 DWG 53 DWG H1 H1 H 0 1 N N N 1.986 220.680 70.532 -3.163 1.019 1.556 H1 DWG 54 DWG H3 H3 H 0 1 N N N 3.316 223.027 71.734 -0.863 1.678 1.029 H3 DWG 55 # 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 DWG C14 C13 DOUB Y N 1 DWG C14 C15 SING Y N 2 DWG C13 C12 SING Y N 3 DWG C15 C10 DOUB Y N 4 DWG C12 C11 DOUB Y N 5 DWG C18 C19 SING N N 6 DWG C18 C16 SING N N 7 DWG C10 C11 SING Y N 8 DWG C10 C9 SING N N 9 DWG C19 C20 SING N N 10 DWG C1 C2 SING N N 11 DWG C2 C16 SING N N 12 DWG C2 C4 SING N N 13 DWG C16 C9 SING N N 14 DWG C20 C32 DOUB Y N 15 DWG C20 C21 SING Y N 16 DWG C9 C21 SING N N 17 DWG C9 C8 SING N N 18 DWG C32 N31 SING Y N 19 DWG C21 N22 DOUB Y N 20 DWG C4 O33 DOUB N N 21 DWG C4 C5 SING N N 22 DWG N31 C23 DOUB Y N 23 DWG N22 C23 SING Y N 24 DWG C23 N24 SING N N 25 DWG C8 C5 SING N N 26 DWG C5 C6 SING N N 27 DWG C30 C29 DOUB Y N 28 DWG C30 C25 SING Y N 29 DWG N24 C25 SING N N 30 DWG C29 C28 SING Y N 31 DWG C25 C26 DOUB Y N 32 DWG C6 N7 TRIP N N 33 DWG C28 C27 DOUB Y N 34 DWG C26 C27 SING Y N 35 DWG C8 H2 SING N N 36 DWG C13 H4 SING N N 37 DWG C15 H5 SING N N 38 DWG C26 H6 SING N N 39 DWG C28 H7 SING N N 40 DWG C12 H8 SING N N 41 DWG C14 H9 SING N N 42 DWG C27 H10 SING N N 43 DWG C29 H11 SING N N 44 DWG C11 H12 SING N N 45 DWG C30 H13 SING N N 46 DWG C32 H14 SING N N 47 DWG C19 H15 SING N N 48 DWG C19 H16 SING N N 49 DWG C18 H17 SING N N 50 DWG C18 H18 SING N N 51 DWG C2 H19 SING N N 52 DWG C16 H20 SING N N 53 DWG C1 H21 SING N N 54 DWG C1 H22 SING N N 55 DWG C1 H23 SING N N 56 DWG N24 H24 SING N N 57 DWG C5 H1 SING N N 58 DWG C8 H3 SING N N 59 # 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 DWG SMILES ACDLabs 12.01 "C4(=O)C(C#N)CC5(c1ccccc1)c3c(cnc(Nc2ccccc2)n3)CCC5C4C" DWG InChI InChI 1.03 "InChI=1S/C26H24N4O/c1-17-22-13-12-18-16-28-25(29-21-10-6-3-7-11-21)30-24(18)26(22,14-19(15-27)23(17)31)20-8-4-2-5-9-20/h2-11,16-17,19,22H,12-14H2,1H3,(H,28,29,30)/t17-,19?,22-,26+/m0/s1" DWG InChIKey InChI 1.03 ZJPWPENZDAACRJ-BXZAVOJSSA-N DWG SMILES_CANONICAL CACTVS 3.385 "C[C@H]1[C@@H]2CCc3cnc(Nc4ccccc4)nc3[C@]2(C[C@@H](C#N)C1=O)c5ccccc5" DWG SMILES CACTVS 3.385 "C[CH]1[CH]2CCc3cnc(Nc4ccccc4)nc3[C]2(C[CH](C#N)C1=O)c5ccccc5" DWG SMILES_CANONICAL "OpenEye OEToolkits" 2.0.6 "C[C@H]1[C@@H]2CCc3cnc(nc3[C@]2(CC(C1=O)C#N)c4ccccc4)Nc5ccccc5" DWG SMILES "OpenEye OEToolkits" 2.0.6 "CC1C2CCc3cnc(nc3C2(CC(C1=O)C#N)c4ccccc4)Nc5ccccc5" # 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 DWG "SYSTEMATIC NAME" ACDLabs 12.01 "(6aS,7S,9S,10aS)-7-methyl-8-oxo-10a-phenyl-2-(phenylamino)-5,6,6a,7,8,9,10,10a-octahydrobenzo[h]quinazoline-9-carbonitrile" DWG "SYSTEMATIC NAME" "OpenEye OEToolkits" 2.0.6 "(6~{a}~{S},7~{S},10~{a}~{S})-7-methyl-8-oxidanylidene-10~{a}-phenyl-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 DWG "Create component" 2017-11-10 RCSB DWG "Initial release" 2018-07-25 RCSB #