data_OBE # _chem_comp.id OBE _chem_comp.name "3-(3-HYDROXY-BENZOYLOXY)-8-METHYL-8-AZA-BICYCLO[3.2.1]OCTANE-2-CARBOXYLIC ACID" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C16 H19 N O5" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms META-OXYBENZOYLECGONINE _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2003-11-20 _chem_comp.pdbx_modified_date 2021-03-01 _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 305.326 _chem_comp.one_letter_code ? _chem_comp.three_letter_code OBE _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 1RIV _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 OBE C1 C1 C 0 1 N N R 22.868 -1.275 26.887 3.387 -0.055 -0.875 C1 OBE 1 OBE C2 C2 C 0 1 N N R 24.275 -1.939 26.472 1.946 -0.588 -0.922 C2 OBE 2 OBE C3 C3 C 0 1 N N S 24.138 -2.362 24.940 1.024 0.415 -0.222 C3 OBE 3 OBE C4 C4 C 0 1 N N N 22.871 -3.166 24.663 1.574 0.711 1.220 C4 OBE 4 OBE C5 C5 C 0 1 N N S 21.664 -2.301 25.232 3.040 1.156 1.093 C5 OBE 5 OBE C6 C6 C 0 1 N N N 21.662 -0.798 24.780 3.129 2.227 -0.017 C6 OBE 6 OBE C7 C7 C 0 1 N N N 22.479 -0.084 25.940 3.358 1.430 -1.318 C7 OBE 7 OBE C8 C8 C 0 1 N N N 26.611 -2.572 24.563 -1.385 0.679 -0.141 C8 OBE 8 OBE C9 C9 C 0 1 Y N N 27.638 -3.593 24.110 -2.747 0.115 -0.051 C9 OBE 9 OBE C10 C10 C 0 1 Y N N 29.020 -3.290 24.139 -3.857 0.960 -0.052 C10 OBE 10 OBE C11 C11 C 0 1 Y N N 29.975 -4.271 23.717 -5.132 0.423 0.025 C11 OBE 11 OBE C12 C12 C 0 1 Y N N 29.538 -5.557 23.265 -5.302 -0.951 0.117 C12 OBE 12 OBE C13 C13 C 0 1 Y N N 28.177 -5.873 23.227 -4.203 -1.790 0.124 C13 OBE 13 OBE C14 C14 C 0 1 Y N N 27.196 -4.899 23.653 -2.929 -1.267 0.041 C14 OBE 14 OBE C15 C15 C 0 1 N N N 24.725 -3.136 27.406 1.876 -1.918 -0.217 C15 OBE 15 OBE C16 C16 C 0 1 N N N 20.533 -2.037 27.441 5.250 0.244 0.656 C16 OBE 16 OBE N1 N1 N 1 1 N N N 21.820 -2.333 26.716 3.805 0.002 0.550 N1 OBE 17 OBE O1 O1 O 0 1 N N N 25.350 -3.062 24.488 -0.315 -0.139 -0.134 O1 OBE 18 OBE O2 O2 O 0 1 N N N 26.881 -1.489 24.963 -1.230 1.881 -0.221 O2 OBE 19 OBE O3 O3 O -1 1 N N N 25.782 -3.225 27.941 0.847 -2.259 0.342 O3 OBE 20 OBE O4 O4 O 0 1 N N N 23.810 -4.086 27.519 2.849 -2.653 -0.205 O4 OBE 21 OBE O5 O5 O 0 1 N N N 31.267 -3.891 23.783 -6.216 1.243 0.018 O5 OBE 22 OBE H1 H1 H 0 1 N N N 22.946 -0.890 27.930 4.065 -0.653 -1.484 H1 OBE 23 OBE H2 H2 H 0 1 N N N 25.097 -1.198 26.609 1.634 -0.708 -1.959 H2 OBE 24 OBE H3 H3 H 0 1 N N N 24.037 -1.426 24.342 0.995 1.342 -0.795 H3 OBE 25 OBE H41 1H4 H 0 1 N N N 22.905 -4.203 25.072 1.511 -0.192 1.827 H41 OBE 26 OBE H42 2H4 H 0 1 N N N 22.749 -3.446 23.591 0.985 1.504 1.680 H42 OBE 27 OBE H5 H5 H 0 1 N N N 20.712 -2.734 24.847 3.445 1.510 2.041 H5 OBE 28 OBE H61 1H6 H 0 1 N N N 20.651 -0.369 24.588 2.198 2.791 -0.076 H61 OBE 29 OBE H62 2H6 H 0 1 N N N 22.055 -0.618 23.752 3.968 2.898 0.169 H62 OBE 30 OBE H71 1H7 H 0 1 N N N 23.340 0.532 25.590 2.539 1.601 -2.017 H71 OBE 31 OBE H72 2H7 H 0 1 N N N 21.938 0.752 26.443 4.309 1.709 -1.772 H72 OBE 32 OBE H10 H10 H 0 1 N N N 29.350 -2.297 24.488 -3.723 2.030 -0.124 H10 OBE 33 OBE H12 H12 H 0 1 N N N 30.265 -6.320 22.939 -6.297 -1.367 0.182 H12 OBE 34 OBE H13 H13 H 0 1 N N N 27.882 -6.873 22.867 -4.342 -2.859 0.196 H13 OBE 35 OBE H14 H14 H 0 1 N N N 26.122 -5.150 23.630 -2.073 -1.925 0.046 H14 OBE 36 OBE H161 1H16 H 0 0 N N N 20.135 -1.039 27.144 5.530 0.322 1.707 H161 OBE 37 OBE H162 2H16 H 0 0 N N N 19.754 -2.824 27.314 5.792 -0.582 0.196 H162 OBE 38 OBE H163 3H16 H 0 0 N N N 20.726 -1.847 28.523 5.502 1.173 0.144 H163 OBE 39 OBE HN1 HN1 H 0 1 N N N 22.075 -3.240 27.108 3.553 -0.849 1.029 HN1 OBE 40 OBE HO5 HO5 H 0 1 N N N 31.900 -4.541 23.503 -6.402 1.469 0.939 HO5 OBE 41 # # 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 OBE C1 C2 SING N N 1 OBE C1 C7 SING N N 2 OBE C1 N1 SING N N 3 OBE C1 H1 SING N N 4 OBE C2 C3 SING N N 5 OBE C2 C15 SING N N 6 OBE C2 H2 SING N N 7 OBE C3 C4 SING N N 8 OBE C3 O1 SING N N 9 OBE C3 H3 SING N N 10 OBE C4 C5 SING N N 11 OBE C4 H41 SING N N 12 OBE C4 H42 SING N N 13 OBE C5 C6 SING N N 14 OBE C5 N1 SING N N 15 OBE C5 H5 SING N N 16 OBE C6 C7 SING N N 17 OBE C6 H61 SING N N 18 OBE C6 H62 SING N N 19 OBE C7 H71 SING N N 20 OBE C7 H72 SING N N 21 OBE C8 C9 SING N N 22 OBE C8 O1 SING N N 23 OBE C8 O2 DOUB N N 24 OBE C9 C10 DOUB Y N 25 OBE C9 C14 SING Y N 26 OBE C10 C11 SING Y N 27 OBE C10 H10 SING N N 28 OBE C11 C12 DOUB Y N 29 OBE C11 O5 SING N N 30 OBE C12 C13 SING Y N 31 OBE C12 H12 SING N N 32 OBE C13 C14 DOUB Y N 33 OBE C13 H13 SING N N 34 OBE C14 H14 SING N N 35 OBE C15 O3 SING N N 36 OBE C15 O4 DOUB N N 37 OBE C16 N1 SING N N 38 OBE C16 H161 SING N N 39 OBE C16 H162 SING N N 40 OBE C16 H163 SING N N 41 OBE N1 HN1 SING N N 42 OBE O5 HO5 SING N N 43 # # 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 OBE SMILES ACDLabs 10.04 "[O-]C(=O)C3C1[NH+](C)C(CC1)CC3OC(=O)c2cccc(O)c2" OBE SMILES_CANONICAL CACTVS 3.341 "C[NH+]1[C@H]2CC[C@@H]1[C@H]([C@H](C2)OC(=O)c3cccc(O)c3)C([O-])=O" OBE SMILES CACTVS 3.341 "C[NH+]1[CH]2CC[CH]1[CH]([CH](C2)OC(=O)c3cccc(O)c3)C([O-])=O" OBE SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "C[N@H+]1[C@H]2CC[C@@H]1[C@H]([C@H](C2)OC(=O)c3cccc(c3)O)C(=O)[O-]" OBE SMILES "OpenEye OEToolkits" 1.5.0 "C[NH+]1C2CCC1C(C(C2)OC(=O)c3cccc(c3)O)C(=O)[O-]" OBE InChI InChI 1.03 "InChI=1S/C16H19NO5/c1-17-10-5-6-12(17)14(15(19)20)13(8-10)22-16(21)9-3-2-4-11(18)7-9/h2-4,7,10,12-14,18H,5-6,8H2,1H3,(H,19,20)/t10-,12+,13-,14+/m0/s1" OBE InChIKey InChI 1.03 XCJJCRPRQYXLRE-AHLTXXRQSA-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 OBE "SYSTEMATIC NAME" ACDLabs 10.04 "(1R,2R,3S,5S,8S)-3-{[(3-hydroxyphenyl)carbonyl]oxy}-8-methyl-8-azoniabicyclo[3.2.1]octane-2-carboxylate" OBE "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "(1R,2R,3S,5S,8S)-3-(3-hydroxyphenyl)carbonyloxy-8-methyl-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 OBE "Create component" 2003-11-20 RCSB OBE "Modify descriptor" 2011-06-04 RCSB OBE "Modify synonyms" 2021-03-01 PDBE # _pdbx_chem_comp_synonyms.ordinal 1 _pdbx_chem_comp_synonyms.comp_id OBE _pdbx_chem_comp_synonyms.name META-OXYBENZOYLECGONINE _pdbx_chem_comp_synonyms.provenance ? _pdbx_chem_comp_synonyms.type ? ##