data_GNK # _chem_comp.id GNK _chem_comp.name "(1~{S},5~{R})-8-[2-(4-chlorophenyl)ethyl]-8-azabicyclo[3.2.1]octan-3-one" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C15 H18 Cl N O" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2018-09-28 _chem_comp.pdbx_modified_date 2019-02-22 _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 263.763 _chem_comp.one_letter_code ? _chem_comp.three_letter_code GNK _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 6HRW _chem_comp.pdbx_subcomponent_list ? _chem_comp.pdbx_processing_site EBI # # 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 GNK O2 O1 O 0 1 N N N 19.294 18.545 14.498 -3.625 -2.560 0.230 O2 GNK 1 GNK C7 C1 C 0 1 N N N 18.335 15.701 13.174 -4.550 0.818 0.558 C7 GNK 2 GNK C8 C2 C 0 1 N N N 21.916 15.157 12.318 -0.854 0.719 0.373 C8 GNK 3 GNK C9 C3 C 0 1 N N N 22.778 14.137 12.961 0.075 1.228 -0.731 C9 GNK 4 GNK CL1 CL1 CL 0 0 N N N 28.526 14.495 11.175 5.677 -0.663 0.335 CL1 GNK 5 GNK C14 C4 C 0 1 Y N N 26.790 14.438 11.603 4.059 -0.116 0.027 C14 GNK 6 GNK C13 C5 C 0 1 Y N N 26.479 14.290 12.927 3.629 1.096 0.536 C13 GNK 7 GNK C12 C6 C 0 1 Y N N 25.169 14.207 13.339 2.340 1.530 0.291 C12 GNK 8 GNK C15 C7 C 0 1 Y N N 25.783 14.515 10.669 3.200 -0.891 -0.733 C15 GNK 9 GNK C16 C8 C 0 1 Y N N 24.459 14.443 11.087 1.911 -0.455 -0.978 C16 GNK 10 GNK C10 C9 C 0 1 Y N N 24.154 14.288 12.432 1.480 0.754 -0.464 C10 GNK 11 GNK N1 N1 N 0 1 N N N 20.557 15.003 12.862 -2.224 1.181 0.112 N1 GNK 12 GNK C5 C10 C 0 1 N N R 20.353 15.198 14.312 -2.778 0.542 -1.110 C5 GNK 13 GNK C4 C11 C 0 1 N N N 20.726 16.605 14.813 -2.427 -0.955 -1.046 C4 GNK 14 GNK C3 C12 C 0 1 N N N 19.997 17.652 14.000 -3.021 -1.515 0.231 C3 GNK 15 GNK C2 C13 C 0 1 N N N 20.115 17.443 12.522 -2.835 -0.722 1.509 C2 GNK 16 GNK C6 C14 C 0 1 N N N 18.846 15.051 14.449 -4.309 0.680 -0.959 C6 GNK 17 GNK C1 C15 C 0 1 N N S 19.610 16.005 12.336 -3.145 0.753 1.196 C1 GNK 18 GNK H1 H1 H 0 1 N N N 17.793 16.630 13.404 -5.023 1.775 0.780 H1 GNK 19 GNK H2 H2 H 0 1 N N N 17.670 15.014 12.630 -5.170 -0.003 0.919 H2 GNK 20 GNK H3 H3 H 0 1 N N N 21.903 15.004 11.229 -0.835 -0.371 0.389 H3 GNK 21 GNK H4 H4 H 0 1 N N N 22.297 16.164 12.542 -0.518 1.102 1.336 H4 GNK 22 GNK H5 H5 H 0 1 N N N 22.780 14.286 14.051 -0.261 0.844 -1.694 H5 GNK 23 GNK H6 H6 H 0 1 N N N 22.399 13.131 12.729 0.056 2.318 -0.748 H6 GNK 24 GNK H7 H7 H 0 1 N N N 27.272 14.238 13.658 4.300 1.702 1.126 H7 GNK 25 GNK H8 H8 H 0 1 N N N 24.943 14.077 14.387 2.004 2.476 0.689 H8 GNK 26 GNK H9 H9 H 0 1 N N N 26.019 14.630 9.621 3.536 -1.835 -1.135 H9 GNK 27 GNK H10 H10 H 0 1 N N N 23.663 14.508 10.360 1.241 -1.059 -1.572 H10 GNK 28 GNK H12 H12 H 0 1 N N N 20.876 14.428 14.899 -2.412 1.016 -2.021 H12 GNK 29 GNK H13 H13 H 0 1 N N N 21.811 16.753 14.709 -2.852 -1.471 -1.908 H13 GNK 30 GNK H14 H14 H 0 1 N N N 20.442 16.702 15.871 -1.345 -1.081 -1.037 H14 GNK 31 GNK H15 H15 H 0 1 N N N 21.159 17.541 12.191 -3.519 -1.089 2.274 H15 GNK 32 GNK H16 H16 H 0 1 N N N 19.486 18.157 11.970 -1.806 -0.818 1.856 H16 GNK 33 GNK H17 H17 H 0 1 N N N 18.475 15.578 15.340 -4.808 -0.210 -1.342 H17 GNK 34 GNK H18 H18 H 0 1 N N N 18.553 13.992 14.500 -4.662 1.569 -1.481 H18 GNK 35 GNK H19 H19 H 0 1 N N N 19.402 15.819 11.272 -3.059 1.384 2.081 H19 GNK 36 # # 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 GNK C15 C16 DOUB Y N 1 GNK C15 C14 SING Y N 2 GNK C16 C10 SING Y N 3 GNK CL1 C14 SING N N 4 GNK C14 C13 DOUB Y N 5 GNK C8 N1 SING N N 6 GNK C8 C9 SING N N 7 GNK C1 C2 SING N N 8 GNK C1 N1 SING N N 9 GNK C1 C7 SING N N 10 GNK C10 C9 SING N N 11 GNK C10 C12 DOUB Y N 12 GNK C2 C3 SING N N 13 GNK N1 C5 SING N N 14 GNK C13 C12 SING Y N 15 GNK C7 C6 SING N N 16 GNK C3 O2 DOUB N N 17 GNK C3 C4 SING N N 18 GNK C5 C6 SING N N 19 GNK C5 C4 SING N N 20 GNK C7 H1 SING N N 21 GNK C7 H2 SING N N 22 GNK C8 H3 SING N N 23 GNK C8 H4 SING N N 24 GNK C9 H5 SING N N 25 GNK C9 H6 SING N N 26 GNK C13 H7 SING N N 27 GNK C12 H8 SING N N 28 GNK C15 H9 SING N N 29 GNK C16 H10 SING N N 30 GNK C5 H12 SING N N 31 GNK C4 H13 SING N N 32 GNK C4 H14 SING N N 33 GNK C2 H15 SING N N 34 GNK C2 H16 SING N N 35 GNK C6 H17 SING N N 36 GNK C6 H18 SING N N 37 GNK C1 H19 SING N N 38 # # 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 GNK InChI InChI 1.03 "InChI=1S/C15H18ClNO/c16-12-3-1-11(2-4-12)7-8-17-13-5-6-14(17)10-15(18)9-13/h1-4,13-14H,5-10H2/t13-,14+" GNK InChIKey InChI 1.03 UHYXSJKYMROJDA-OKILXGFUSA-N GNK SMILES_CANONICAL CACTVS 3.385 "Clc1ccc(CCN2[C@H]3CC[C@@H]2CC(=O)C3)cc1" GNK SMILES CACTVS 3.385 "Clc1ccc(CCN2[CH]3CC[CH]2CC(=O)C3)cc1" GNK SMILES_CANONICAL "OpenEye OEToolkits" 2.0.6 "c1cc(ccc1CCN2[C@@H]3CC[C@H]2CC(=O)C3)Cl" GNK SMILES "OpenEye OEToolkits" 2.0.6 "c1cc(ccc1CCN2C3CCC2CC(=O)C3)Cl" # _pdbx_chem_comp_identifier.comp_id GNK _pdbx_chem_comp_identifier.type "SYSTEMATIC NAME" _pdbx_chem_comp_identifier.program "OpenEye OEToolkits" _pdbx_chem_comp_identifier.program_version 2.0.6 _pdbx_chem_comp_identifier.identifier "(1~{S},5~{R})-8-[2-(4-chlorophenyl)ethyl]-8-azabicyclo[3.2.1]octan-3-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 GNK "Create component" 2018-09-28 EBI GNK "Initial release" 2019-02-27 RCSB ##