data_DWJ # _chem_comp.id DWJ _chem_comp.name "(5aS,6S,8S,9aS)-2-(benzenecarbonyl)-6-methyl-7-oxo-9a-phenyl-4,5,5a,6,7,8,9,9a-octahydro-2H-benzo[g]indazole-8-carbonitrile" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C26 H23 N3 O2" _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 409.480 _chem_comp.one_letter_code ? _chem_comp.three_letter_code DWJ _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 6BL0 _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 DWJ C4 C1 C 0 1 N N S 1.869 326.366 43.175 -2.562 1.710 -0.723 C4 DWJ 1 DWJ C5 C2 C 0 1 N N N 1.178 326.942 42.019 -2.698 2.885 -1.600 C5 DWJ 2 DWJ C7 C3 C 0 1 N N N 3.298 325.887 42.945 -1.208 1.034 -0.975 C7 DWJ 3 DWJ C8 C4 C 0 1 N N S 3.991 325.459 44.252 -1.146 -0.265 -0.172 C8 DWJ 4 DWJ C10 C5 C 0 1 Y N N 5.192 326.403 46.287 -0.451 -0.283 2.232 C10 DWJ 5 DWJ C13 C6 C 0 1 Y N N 3.670 328.680 46.335 -2.841 0.871 3.004 C13 DWJ 6 DWJ C15 C7 C 0 1 N N S 3.143 324.286 44.803 -2.211 -1.236 -0.697 C15 DWJ 7 DWJ C17 C8 C 0 1 N N N 5.115 322.712 45.194 -0.785 -3.287 -0.570 C17 DWJ 8 DWJ C21 C9 C 0 1 N N N 8.396 325.071 42.301 3.672 -1.202 -0.545 C21 DWJ 9 DWJ C22 C10 C 0 1 Y N N 9.720 324.435 42.415 4.253 0.128 -0.275 C22 DWJ 10 DWJ C24 C11 C 0 1 Y N N 11.519 323.558 43.736 3.987 2.413 0.417 C24 DWJ 11 DWJ C26 C12 C 0 1 Y N N 11.651 323.558 41.327 6.157 1.592 -0.201 C26 DWJ 12 DWJ C25 C13 C 0 1 Y N N 12.198 323.266 42.567 5.343 2.624 0.232 C25 DWJ 13 DWJ C12 C14 C 0 1 Y N N 4.645 328.502 47.292 -1.884 0.564 3.953 C12 DWJ 14 DWJ C11 C15 C 0 1 Y N N 5.413 327.357 47.260 -0.689 -0.014 3.567 C11 DWJ 15 DWJ C23 C16 C 0 1 Y N N 10.273 324.155 43.656 3.438 1.173 0.167 C23 DWJ 16 DWJ C27 C17 C 0 1 Y N N 10.402 324.144 41.248 5.621 0.347 -0.456 C27 DWJ 17 DWJ C14 C18 C 0 1 Y N N 3.477 327.722 45.362 -2.599 0.612 1.668 C14 DWJ 18 DWJ C19 C19 C 0 1 Y N N 7.094 323.585 43.792 1.678 -2.566 -0.610 C19 DWJ 19 DWJ C9 C20 C 0 1 Y N N 4.221 326.550 45.306 -1.406 0.029 1.283 C9 DWJ 20 DWJ C18 C21 C 0 1 Y N N 5.840 323.672 44.339 0.362 -2.310 -0.508 C18 DWJ 21 DWJ C30 C22 C 0 1 Y N N 5.351 324.934 43.917 0.201 -0.921 -0.325 C30 DWJ 22 DWJ C3 C23 C 0 1 N N N 1.045 325.626 44.202 -3.667 0.724 -1.024 C3 DWJ 23 DWJ C16 C24 C 0 1 N N N 3.838 323.314 45.764 -2.045 -2.598 -0.027 C16 DWJ 24 DWJ C2 C25 C 0 1 N N S 1.672 324.585 45.119 -3.597 -0.656 -0.404 C2 DWJ 25 DWJ C1 C26 C 0 1 N N N 0.822 323.327 45.105 -4.673 -1.554 -1.018 C1 DWJ 26 DWJ N6 N1 N 0 1 N N N 0.657 327.417 41.098 -2.803 3.792 -2.276 N6 DWJ 27 DWJ N29 N2 N 0 1 Y N N 6.247 325.583 43.157 1.377 -0.369 -0.319 N29 DWJ 28 DWJ N20 N3 N 0 1 Y N N 7.302 324.746 43.095 2.337 -1.377 -0.496 N20 DWJ 29 DWJ O31 O1 O 0 1 N N N -0.134 325.933 44.334 -4.587 1.029 -1.745 O31 DWJ 30 DWJ O28 O2 O 0 1 N N N 8.195 325.887 41.408 4.398 -2.139 -0.811 O28 DWJ 31 DWJ H1 H1 H 0 1 N N N 2.079 327.285 43.742 -2.625 2.023 0.319 H1 DWJ 32 DWJ H2 H2 H 0 1 N N N 3.276 325.028 42.259 -1.103 0.812 -2.036 H2 DWJ 33 DWJ H3 H3 H 0 1 N N N 3.876 326.705 42.490 -0.404 1.697 -0.657 H3 DWJ 34 DWJ H4 H4 H 0 1 N N N 5.797 325.509 46.289 0.483 -0.735 1.931 H4 DWJ 35 DWJ H5 H5 H 0 1 N N N 3.057 329.569 46.347 -3.779 1.314 3.307 H5 DWJ 36 DWJ H6 H6 H 0 1 N N N 3.043 323.660 43.904 -2.090 -1.356 -1.773 H6 DWJ 37 DWJ H7 H7 H 0 1 N N N 4.855 321.827 44.594 -0.951 -3.592 -1.603 H7 DWJ 38 DWJ H8 H8 H 0 1 N N N 5.769 322.412 46.026 -0.557 -4.163 0.038 H8 DWJ 39 DWJ H9 H9 H 0 1 N N N 11.954 323.324 44.696 3.359 3.222 0.759 H9 DWJ 40 DWJ H10 H10 H 0 1 N N N 12.199 323.328 40.425 7.213 1.763 -0.344 H10 DWJ 41 DWJ H11 H11 H 0 1 N N N 13.172 322.802 42.621 5.767 3.598 0.426 H11 DWJ 42 DWJ H12 H12 H 0 1 N N N 4.806 329.248 48.056 -2.074 0.766 4.997 H12 DWJ 43 DWJ H13 H13 H 0 1 N N N 6.188 327.207 47.997 0.059 -0.254 4.308 H13 DWJ 44 DWJ H14 H14 H 0 1 N N N 9.732 324.402 44.558 2.380 1.010 0.312 H14 DWJ 45 DWJ H15 H15 H 0 1 N N N 9.964 324.372 40.287 6.257 -0.458 -0.793 H15 DWJ 46 DWJ H16 H16 H 0 1 N N N 2.717 327.890 44.613 -3.346 0.853 0.927 H16 DWJ 47 DWJ H17 H17 H 0 1 N N N 7.785 322.761 43.891 2.130 -3.536 -0.757 H17 DWJ 48 DWJ H18 H18 H 0 1 N N N 4.090 323.856 46.687 -1.949 -2.464 1.050 H18 DWJ 49 DWJ H19 H19 H 0 1 N N N 3.141 322.496 45.998 -2.917 -3.216 -0.240 H19 DWJ 50 DWJ H20 H20 H 0 1 N N N 1.638 324.990 46.141 -3.746 -0.584 0.673 H20 DWJ 51 DWJ H21 H21 H 0 1 N N N 1.272 322.572 45.767 -4.602 -2.553 -0.587 H21 DWJ 52 DWJ H22 H22 H 0 1 N N N -0.192 323.566 45.458 -5.658 -1.137 -0.807 H22 DWJ 53 DWJ H23 H23 H 0 1 N N N 0.770 322.931 44.080 -4.526 -1.612 -2.096 H23 DWJ 54 # 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 DWJ N6 C5 TRIP N N 1 DWJ C27 C26 DOUB Y N 2 DWJ C27 C22 SING Y N 3 DWJ C26 C25 SING Y N 4 DWJ O28 C21 DOUB N N 5 DWJ C5 C4 SING N N 6 DWJ C21 C22 SING N N 7 DWJ C21 N20 SING N N 8 DWJ C22 C23 DOUB Y N 9 DWJ C25 C24 DOUB Y N 10 DWJ C7 C4 SING N N 11 DWJ C7 C8 SING N N 12 DWJ N20 N29 SING Y N 13 DWJ N20 C19 SING Y N 14 DWJ N29 C30 DOUB Y N 15 DWJ C4 C3 SING N N 16 DWJ C23 C24 SING Y N 17 DWJ C19 C18 DOUB Y N 18 DWJ C30 C8 SING N N 19 DWJ C30 C18 SING Y N 20 DWJ C3 O31 DOUB N N 21 DWJ C3 C2 SING N N 22 DWJ C8 C15 SING N N 23 DWJ C8 C9 SING N N 24 DWJ C18 C17 SING N N 25 DWJ C15 C2 SING N N 26 DWJ C15 C16 SING N N 27 DWJ C1 C2 SING N N 28 DWJ C17 C16 SING N N 29 DWJ C9 C14 DOUB Y N 30 DWJ C9 C10 SING Y N 31 DWJ C14 C13 SING Y N 32 DWJ C10 C11 DOUB Y N 33 DWJ C13 C12 DOUB Y N 34 DWJ C11 C12 SING Y N 35 DWJ C4 H1 SING N N 36 DWJ C7 H2 SING N N 37 DWJ C7 H3 SING N N 38 DWJ C10 H4 SING N N 39 DWJ C13 H5 SING N N 40 DWJ C15 H6 SING N N 41 DWJ C17 H7 SING N N 42 DWJ C17 H8 SING N N 43 DWJ C24 H9 SING N N 44 DWJ C26 H10 SING N N 45 DWJ C25 H11 SING N N 46 DWJ C12 H12 SING N N 47 DWJ C11 H13 SING N N 48 DWJ C23 H14 SING N N 49 DWJ C27 H15 SING N N 50 DWJ C14 H16 SING N N 51 DWJ C19 H17 SING N N 52 DWJ C16 H18 SING N N 53 DWJ C16 H19 SING N N 54 DWJ C2 H20 SING N N 55 DWJ C1 H21 SING N N 56 DWJ C1 H22 SING N N 57 DWJ C1 H23 SING N N 58 # 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 DWJ SMILES ACDLabs 12.01 "C1(C(=O)C(C3C(C1)(c2ccccc2)c5c(CC3)cn(C(c4ccccc4)=O)n5)C)C#N" DWJ InChI InChI 1.03 "InChI=1S/C26H23N3O2/c1-17-22-13-12-19-16-29(25(31)18-8-4-2-5-9-18)28-24(19)26(22,14-20(15-27)23(17)30)21-10-6-3-7-11-21/h2-11,16-17,20,22H,12-14H2,1H3/t17-,20-,22-,26+/m0/s1" DWJ InChIKey InChI 1.03 NFNOOTFITPQOPV-OVTRCYTESA-N DWJ SMILES_CANONICAL CACTVS 3.385 "C[C@H]1[C@@H]2CCc3cn(nc3[C@]2(C[C@@H](C#N)C1=O)c4ccccc4)C(=O)c5ccccc5" DWJ SMILES CACTVS 3.385 "C[CH]1[CH]2CCc3cn(nc3[C]2(C[CH](C#N)C1=O)c4ccccc4)C(=O)c5ccccc5" DWJ SMILES_CANONICAL "OpenEye OEToolkits" 2.0.6 "C[C@H]1[C@@H]2CCc3cn(nc3[C@]2(C[C@H](C1=O)C#N)c4ccccc4)C(=O)c5ccccc5" DWJ SMILES "OpenEye OEToolkits" 2.0.6 "CC1C2CCc3cn(nc3C2(CC(C1=O)C#N)c4ccccc4)C(=O)c5ccccc5" # 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 DWJ "SYSTEMATIC NAME" ACDLabs 12.01 "(5aS,6S,8S,9aS)-2-(benzenecarbonyl)-6-methyl-7-oxo-9a-phenyl-4,5,5a,6,7,8,9,9a-octahydro-2H-benzo[g]indazole-8-carbonitrile" DWJ "SYSTEMATIC NAME" "OpenEye OEToolkits" 2.0.6 "(5~{a}~{S},6~{S},8~{S},9~{a}~{S})-6-methyl-7-oxidanylidene-9~{a}-phenyl-2-(phenylcarbonyl)-4,5,5~{a},6,8,9-hexahydrobenzo[g]indazole-8-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 DWJ "Create component" 2017-11-10 RCSB DWJ "Modify name" 2018-05-21 RCSB DWJ "Initial release" 2018-07-25 RCSB #