data_58E # _chem_comp.id 58E _chem_comp.name "(5aS,6S,9aS)-7-hydroxy-2,6,9a-trimethyl-3-(pyridin-3-yl)-4,5,5a,6,9,9a-hexahydro-2H-benzo[g]indazole-8-carbonitrile" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C20 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 2015-08-20 _chem_comp.pdbx_modified_date 2016-08-05 _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 334.415 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 58E _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 5DAF _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 58E O16 O1 O 0 1 N N N -23.390 -7.243 13.624 -5.264 1.024 0.283 O16 58E 1 58E C3 C1 C 0 1 N N N -23.883 -6.387 12.720 -3.983 0.618 0.146 C3 58E 2 58E C4 C2 C 0 1 N N S -23.175 -5.053 12.532 -2.950 1.643 -0.227 C4 58E 3 58E C17 C3 C 0 1 N N N -21.666 -5.276 12.432 -3.193 2.925 0.572 C17 58E 4 58E C5 C4 C 0 1 N N S -23.701 -4.264 11.318 -1.552 1.106 0.087 C5 58E 5 58E C6 C5 C 0 1 N N N -23.150 -2.827 11.236 -0.489 2.040 -0.488 C6 58E 6 58E C7 C6 C 0 1 N N N -23.323 -2.176 9.857 0.893 1.640 0.043 C7 58E 7 58E C8 C7 C 0 1 Y N N -24.719 -2.476 9.366 1.071 0.157 -0.163 C8 58E 8 58E C13 C8 C 0 1 Y N N -25.565 -1.938 8.261 2.222 -0.565 -0.125 C13 58E 9 58E C20 C9 C 0 1 Y N N -25.229 -0.882 7.258 3.580 -0.038 0.134 C20 58E 10 58E C25 C10 C 0 1 Y N N -26.168 0.084 6.905 4.444 -0.701 1.013 C25 58E 11 58E C24 C11 C 0 1 Y N N -25.837 1.051 5.958 5.704 -0.167 1.222 C24 58E 12 58E C23 C12 C 0 1 Y N N -24.566 1.029 5.385 6.066 0.993 0.561 C23 58E 13 58E N22 N1 N 0 1 Y N N -23.675 0.088 5.744 5.230 1.596 -0.263 N22 58E 14 58E C21 C13 C 0 1 Y N N -23.976 -0.856 6.652 4.023 1.124 -0.498 C21 58E 15 58E N12 N2 N 0 1 Y N N -26.726 -2.628 8.346 1.891 -1.866 -0.370 N12 58E 16 58E C19 C14 C 0 1 N N N -27.986 -2.595 7.551 2.820 -2.998 -0.425 C19 58E 17 58E N11 N3 N 0 1 Y N N -26.766 -3.573 9.392 0.503 -1.927 -0.561 N11 58E 18 58E C9 C15 C 0 1 Y N N -25.568 -3.492 10.002 0.016 -0.725 -0.436 C9 58E 19 58E C10 C16 C 0 1 N N S -25.238 -4.354 11.183 -1.424 -0.289 -0.545 C10 58E 20 58E C18 C17 C 0 1 N N N -25.991 -3.762 12.384 -1.843 -0.228 -2.015 C18 58E 21 58E C1 C18 C 0 1 N N N -25.619 -5.833 10.977 -2.322 -1.257 0.229 C1 58E 22 58E C2 C19 C 0 1 N N N -24.990 -6.732 12.020 -3.705 -0.665 0.355 C2 58E 23 58E C14 C20 C 0 1 N N N -25.541 -7.852 12.221 -4.787 -1.539 0.697 C14 58E 24 58E N15 N4 N 0 1 N N N -26.171 -8.818 12.371 -5.645 -2.233 0.968 N15 58E 25 58E H1 H1 H 0 1 N N N -22.619 -6.865 14.031 -5.877 0.317 0.524 H1 58E 26 58E H2 H2 H 0 1 N N N -23.363 -4.445 13.429 -3.024 1.861 -1.293 H2 58E 27 58E H3 H3 H 0 1 N N N -21.319 -5.840 13.310 -3.121 2.708 1.638 H3 58E 28 58E H4 H4 H 0 1 N N N -21.439 -5.844 11.518 -2.444 3.669 0.302 H4 58E 29 58E H5 H5 H 0 1 N N N -21.153 -4.303 12.396 -4.187 3.312 0.346 H5 58E 30 58E H6 H6 H 0 1 N N N -23.299 -4.783 10.435 -1.425 1.030 1.167 H6 58E 31 58E H7 H7 H 0 1 N N N -22.077 -2.853 11.475 -0.494 1.968 -1.576 H7 58E 32 58E H8 H8 H 0 1 N N N -23.677 -2.210 11.979 -0.709 3.066 -0.191 H8 58E 33 58E H9 H9 H 0 1 N N N -22.584 -2.589 9.155 1.667 2.182 -0.501 H9 58E 34 58E H10 H10 H 0 1 N N N -23.183 -1.088 9.938 0.960 1.875 1.106 H10 58E 35 58E H11 H11 H 0 1 N N N -27.146 0.084 7.362 4.136 -1.605 1.517 H11 58E 36 58E H12 H12 H 0 1 N N N -26.554 1.806 5.672 6.397 -0.651 1.894 H12 58E 37 58E H13 H13 H 0 1 N N N -24.296 1.772 4.649 7.046 1.414 0.725 H13 58E 38 58E H14 H14 H 0 1 N N N -23.239 -1.601 6.914 3.367 1.645 -1.179 H14 58E 39 58E H15 H15 H 0 1 N N N -28.696 -3.331 7.957 2.919 -3.435 0.569 H15 58E 40 58E H16 H16 H 0 1 N N N -28.428 -1.589 7.607 2.438 -3.749 -1.116 H16 58E 41 58E H17 H17 H 0 1 N N N -27.764 -2.840 6.502 3.795 -2.651 -0.768 H17 58E 42 58E H18 H18 H 0 1 N N N -25.781 -4.362 13.281 -1.732 -1.214 -2.466 H18 58E 43 58E H19 H19 H 0 1 N N N -25.660 -2.726 12.550 -2.884 0.088 -2.084 H19 58E 44 58E H20 H20 H 0 1 N N N -27.072 -3.773 12.181 -1.212 0.487 -2.543 H20 58E 45 58E H21 H21 H 0 1 N N N -26.713 -5.930 11.038 -2.371 -2.209 -0.301 H21 58E 46 58E H22 H22 H 0 1 N N N -25.278 -6.152 9.981 -1.908 -1.418 1.225 H22 58E 47 # 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 58E C23 N22 DOUB Y N 1 58E C23 C24 SING Y N 2 58E N22 C21 SING Y N 3 58E C24 C25 DOUB Y N 4 58E C21 C20 DOUB Y N 5 58E C25 C20 SING Y N 6 58E C20 C13 SING N N 7 58E C19 N12 SING N N 8 58E C13 N12 SING Y N 9 58E C13 C8 DOUB Y N 10 58E N12 N11 SING Y N 11 58E C8 C7 SING N N 12 58E C8 C9 SING Y N 13 58E N11 C9 DOUB Y N 14 58E C7 C6 SING N N 15 58E C9 C10 SING N N 16 58E C1 C10 SING N N 17 58E C1 C2 SING N N 18 58E C10 C5 SING N N 19 58E C10 C18 SING N N 20 58E C6 C5 SING N N 21 58E C5 C4 SING N N 22 58E C2 C14 SING N N 23 58E C2 C3 DOUB N N 24 58E C14 N15 TRIP N N 25 58E C17 C4 SING N N 26 58E C4 C3 SING N N 27 58E C3 O16 SING N N 28 58E O16 H1 SING N N 29 58E C4 H2 SING N N 30 58E C17 H3 SING N N 31 58E C17 H4 SING N N 32 58E C17 H5 SING N N 33 58E C5 H6 SING N N 34 58E C6 H7 SING N N 35 58E C6 H8 SING N N 36 58E C7 H9 SING N N 37 58E C7 H10 SING N N 38 58E C25 H11 SING N N 39 58E C24 H12 SING N N 40 58E C23 H13 SING N N 41 58E C21 H14 SING N N 42 58E C19 H15 SING N N 43 58E C19 H16 SING N N 44 58E C19 H17 SING N N 45 58E C18 H18 SING N N 46 58E C18 H19 SING N N 47 58E C18 H20 SING N N 48 58E C1 H21 SING N N 49 58E C1 H22 SING N N 50 # 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 58E SMILES ACDLabs 12.01 "OC=4C(C)C3CCc1c(nn(c1c2cccnc2)C)C3(C)CC=4C#N" 58E InChI InChI 1.03 "InChI=1S/C20H22N4O/c1-12-16-7-6-15-17(13-5-4-8-22-11-13)24(3)23-19(15)20(16,2)9-14(10-21)18(12)25/h4-5,8,11-12,16,25H,6-7,9H2,1-3H3/t12-,16-,20-/m0/s1" 58E InChIKey InChI 1.03 IQRJTLOGKWCNQB-APXLUKDGSA-N 58E SMILES_CANONICAL CACTVS 3.385 "C[C@H]1[C@@H]2CCc3c(nn(C)c3c4cccnc4)[C@@]2(C)CC(=C1O)C#N" 58E SMILES CACTVS 3.385 "C[CH]1[CH]2CCc3c(nn(C)c3c4cccnc4)[C]2(C)CC(=C1O)C#N" 58E SMILES_CANONICAL "OpenEye OEToolkits" 1.9.2 "C[C@H]1[C@@H]2CCc3c(n(nc3[C@]2(CC(=C1O)C#N)C)C)c4cccnc4" 58E SMILES "OpenEye OEToolkits" 1.9.2 "CC1C2CCc3c(n(nc3C2(CC(=C1O)C#N)C)C)c4cccnc4" # 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 58E "SYSTEMATIC NAME" ACDLabs 12.01 "(5aS,6S,9aS)-7-hydroxy-2,6,9a-trimethyl-3-(pyridin-3-yl)-4,5,5a,6,9,9a-hexahydro-2H-benzo[g]indazole-8-carbonitrile" 58E "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.9.2 "(5aS,6S,9aS)-2,6,9a-trimethyl-7-oxidanyl-3-pyridin-3-yl-5,5a,6,9-tetrahydro-4H-benzo[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 58E "Create component" 2015-08-20 RCSB 58E "Initial release" 2016-08-10 RCSB #