data_RBE # _chem_comp.id RBE _chem_comp.name "3-(BENZOYLOXY)-8-AZA-BICYCLO[3.2.1]OCTANE-2-CARBOXYLIC ACID" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C15 H17 N O4" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms NOR-BENZOYLECGONINE _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2003-11-20 _chem_comp.pdbx_modified_date 2020-06-17 _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 275.300 _chem_comp.one_letter_code ? _chem_comp.three_letter_code RBE _chem_comp.pdbx_model_coordinates_details ? _chem_comp.pdbx_model_coordinates_missing_flag N _chem_comp.pdbx_ideal_coordinates_details ? _chem_comp.pdbx_ideal_coordinates_missing_flag N _chem_comp.pdbx_model_coordinates_db_code 1RIU _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 RBE C1 C1 C 0 1 N N R 22.907 -1.291 26.641 3.313 0.129 0.775 C1 RBE 1 RBE C2 C2 C 0 1 N N R 24.293 -1.960 26.271 1.849 0.588 0.852 C2 RBE 2 RBE C3 C3 C 0 1 N N S 24.187 -2.401 24.781 0.965 -0.444 0.145 C3 RBE 3 RBE C4 C4 C 0 1 N N N 22.925 -3.188 24.508 1.476 -0.712 -1.275 C4 RBE 4 RBE C5 C5 C 0 1 N N S 21.711 -2.368 25.036 2.969 -1.073 -1.197 C5 RBE 5 RBE C6 C6 C 0 1 N N N 21.676 -0.897 24.573 3.138 -2.150 -0.102 C6 RBE 6 RBE C7 C7 C 0 1 N N N 22.489 -0.146 25.689 3.366 -1.357 1.202 C7 RBE 7 RBE C8 C8 C 0 1 N N N 26.619 -2.608 24.414 -1.427 -0.841 0.122 C8 RBE 8 RBE C9 C9 C 0 1 Y N N 27.647 -3.614 23.970 -2.820 -0.353 0.058 C9 RBE 9 RBE C10 C10 C 0 1 Y N N 27.288 -4.906 23.570 -3.882 -1.259 0.098 C10 RBE 10 RBE C11 C11 C 0 1 Y N N 28.285 -5.824 23.161 -5.181 -0.797 0.039 C11 RBE 11 RBE C12 C12 C 0 1 Y N N 29.617 -5.443 23.154 -5.432 0.561 -0.060 C12 RBE 12 RBE C13 C13 C 0 1 Y N N 29.980 -4.174 23.545 -4.384 1.463 -0.100 C13 RBE 13 RBE C14 C14 C 0 1 Y N N 29.005 -3.232 23.962 -3.080 1.015 -0.036 C14 RBE 14 RBE C15 C15 C 0 1 N N N 24.653 -3.103 27.256 1.703 1.926 0.173 C15 RBE 15 RBE N1 N1 N 1 1 N N N 21.840 -2.318 26.503 3.700 0.125 -0.661 N1 RBE 16 RBE O1 O1 O 0 1 N N N 25.381 -3.135 24.364 -0.404 0.035 0.083 O1 RBE 17 RBE O2 O2 O 0 1 N N N 26.861 -1.500 24.765 -1.203 -2.032 0.209 O2 RBE 18 RBE O3 O3 O -1 1 N N N 25.660 -3.220 27.893 2.635 2.713 0.170 O3 RBE 19 RBE O4 O4 O 0 1 N N N 23.690 -4.009 27.287 0.652 2.224 -0.368 O4 RBE 20 RBE H1 H1 H 0 1 N N N 23.030 -0.883 27.672 3.972 0.754 1.378 H1 RBE 21 RBE H2 H2 H 0 1 N N N 25.143 -1.246 26.376 1.547 0.674 1.896 H2 RBE 22 RBE H3 H3 H 0 1 N N N 24.124 -1.474 24.165 1.000 -1.367 0.723 H3 RBE 23 RBE H41 1H4 H 0 1 N N N 22.963 -4.219 24.931 1.350 0.192 -1.871 H41 RBE 24 RBE H42 2H4 H 0 1 N N N 22.819 -3.468 23.434 0.926 -1.533 -1.733 H42 RBE 25 RBE H5 H5 H 0 1 N N N 20.793 -2.869 24.649 3.363 -1.398 -2.160 H5 RBE 26 RBE H61 1H6 H 0 1 N N N 20.653 -0.492 24.394 4.002 -2.779 -0.319 H61 RBE 27 RBE H62 2H6 H 0 1 N N N 22.049 -0.729 23.536 2.236 -2.757 -0.024 H62 RBE 28 RBE H71 1H7 H 0 1 N N N 23.333 0.478 25.311 4.341 -1.595 1.625 H71 RBE 29 RBE H72 2H7 H 0 1 N N N 21.942 0.692 26.180 2.576 -1.573 1.920 H72 RBE 30 RBE H10 H10 H 0 1 N N N 26.225 -5.199 23.577 -3.688 -2.318 0.175 H10 RBE 31 RBE H11 H11 H 0 1 N N N 28.021 -6.847 22.844 -6.003 -1.496 0.070 H11 RBE 32 RBE H12 H12 H 0 1 N N N 30.395 -6.156 22.834 -6.450 0.917 -0.106 H12 RBE 33 RBE H13 H13 H 0 1 N N N 31.051 -3.912 23.524 -4.586 2.521 -0.179 H13 RBE 34 RBE H14 H14 H 0 1 N N N 29.299 -2.216 24.276 -2.263 1.721 -0.068 H14 RBE 35 RBE HN11 1HN1 H 0 0 N N N 20.979 -2.134 27.017 3.390 0.967 -1.124 HN11 RBE 36 RBE HN12 2HN1 H 0 0 N N N 22.022 -3.210 26.962 4.696 0.009 -0.765 HN12 RBE 37 # # 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 RBE C1 C2 SING N N 1 RBE C1 C7 SING N N 2 RBE C1 N1 SING N N 3 RBE C1 H1 SING N N 4 RBE C2 C3 SING N N 5 RBE C2 C15 SING N N 6 RBE C2 H2 SING N N 7 RBE C3 C4 SING N N 8 RBE C3 O1 SING N N 9 RBE C3 H3 SING N N 10 RBE C4 C5 SING N N 11 RBE C4 H41 SING N N 12 RBE C4 H42 SING N N 13 RBE C5 C6 SING N N 14 RBE C5 N1 SING N N 15 RBE C5 H5 SING N N 16 RBE C6 C7 SING N N 17 RBE C6 H61 SING N N 18 RBE C6 H62 SING N N 19 RBE C7 H71 SING N N 20 RBE C7 H72 SING N N 21 RBE C8 C9 SING N N 22 RBE C8 O1 SING N N 23 RBE C8 O2 DOUB N N 24 RBE C9 C10 DOUB Y N 25 RBE C9 C14 SING Y N 26 RBE C10 C11 SING Y N 27 RBE C10 H10 SING N N 28 RBE C11 C12 DOUB Y N 29 RBE C11 H11 SING N N 30 RBE C12 C13 SING Y N 31 RBE C12 H12 SING N N 32 RBE C13 C14 DOUB Y N 33 RBE C13 H13 SING N N 34 RBE C14 H14 SING N N 35 RBE C15 O3 SING N N 36 RBE C15 O4 DOUB N N 37 RBE N1 HN11 SING N N 38 RBE N1 HN12 SING N N 39 # # 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 RBE SMILES ACDLabs 10.04 "[O-]C(=O)C3C1[NH2+]C(CC1)CC3OC(=O)c2ccccc2" RBE SMILES_CANONICAL CACTVS 3.341 "[O-]C(=O)[C@@H]1[C@H]2CC[C@@H](C[C@@H]1OC(=O)c3ccccc3)[NH2+]2" RBE SMILES CACTVS 3.341 "[O-]C(=O)[CH]1[CH]2CC[CH](C[CH]1OC(=O)c3ccccc3)[NH2+]2" RBE SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "c1ccc(cc1)C(=O)O[C@H]2C[C@@H]3CC[C@H]([C@H]2C(=O)[O-])[NH2+]3" RBE SMILES "OpenEye OEToolkits" 1.5.0 "c1ccc(cc1)C(=O)OC2CC3CCC(C2C(=O)[O-])[NH2+]3" RBE InChI InChI 1.03 "InChI=1S/C15H17NO4/c17-14(18)13-11-7-6-10(16-11)8-12(13)20-15(19)9-4-2-1-3-5-9/h1-5,10-13,16H,6-8H2,(H,17,18)/t10-,11+,12-,13+/m0/s1" RBE InChIKey InChI 1.03 CMYJDRSCSOXYHG-QNWHQSFQSA-N # # 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 RBE "SYSTEMATIC NAME" ACDLabs 10.04 "(1R,2R,3S,5S)-3-[(phenylcarbonyl)oxy]-8-azoniabicyclo[3.2.1]octane-2-carboxylate" RBE "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "(1R,2R,3S,5S)-3-(phenylcarbonyloxy)-8-azoniabicyclo[3.2.1]octane-2-carboxylate" # # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site RBE "Create component" 2003-11-20 RCSB RBE "Modify descriptor" 2011-06-04 RCSB RBE "Modify synonyms" 2020-06-05 PDBE # _pdbx_chem_comp_synonyms.ordinal 1 _pdbx_chem_comp_synonyms.comp_id RBE _pdbx_chem_comp_synonyms.name NOR-BENZOYLECGONINE _pdbx_chem_comp_synonyms.provenance ? _pdbx_chem_comp_synonyms.type ? ##