data_VBZ # _chem_comp.id VBZ _chem_comp.name "(1R,4R,5R,7R,8R)-2-Benzyl-5-hydroxymethyl-2-aza-bicyclo[2.2.2]octane-4,7,8-triol" _chem_comp.type non-polymer _chem_comp.pdbx_type ? _chem_comp.formula "C15 H21 N O4" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2008-02-08 _chem_comp.pdbx_modified_date 2011-06-04 _chem_comp.pdbx_ambiguous_flag ? _chem_comp.pdbx_release_status REL _chem_comp.pdbx_replaced_by ? _chem_comp.pdbx_replaces ? _chem_comp.formula_weight 279.332 _chem_comp.one_letter_code ? _chem_comp.three_letter_code VBZ _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 2VO5 _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 VBZ O2 O2 O 0 1 N N N 28.098 44.685 -0.020 28.098 44.685 -0.020 O2 VBZ 1 VBZ C2 C2 C 0 1 N N R 27.532 45.902 -0.486 27.532 45.902 -0.486 C2 VBZ 2 VBZ C3 C3 C 0 1 N N R 28.095 47.094 0.252 28.095 47.094 0.252 C3 VBZ 3 VBZ O3 O3 O 0 1 N N N 29.360 46.723 0.731 29.360 46.723 0.731 O3 VBZ 4 VBZ C4 C4 C 0 1 N N S 28.171 48.224 -0.781 28.171 48.224 -0.781 C4 VBZ 5 VBZ O4 O4 O 0 1 N N N 28.418 49.466 -0.072 28.418 49.466 -0.072 O4 VBZ 6 VBZ C5 C5 C 0 1 N N R 26.788 48.304 -1.466 26.788 48.304 -1.466 C5 VBZ 7 VBZ C6 C6 C 0 1 N N N 26.400 49.639 -2.107 26.400 49.639 -2.107 C6 VBZ 8 VBZ O6 O6 O 0 1 N N N 27.190 49.827 -3.270 27.190 49.827 -3.270 O6 VBZ 9 VBZ C7 C7 C 0 1 N N N 26.623 47.113 -2.416 26.623 47.113 -2.416 C7 VBZ 10 VBZ C8 C8 C 0 1 N N N 29.309 47.917 -1.769 29.309 47.917 -1.769 C8 VBZ 11 VBZ N1 N1 N 0 1 N N N 29.033 46.627 -2.447 29.033 46.627 -2.447 N1 VBZ 12 VBZ C1 C1 C 0 1 N N R 27.695 46.122 -2.013 27.695 46.122 -2.013 C1 VBZ 13 VBZ C9 C9 C 0 1 N N N 29.048 46.700 -3.954 29.048 46.700 -3.954 C9 VBZ 14 VBZ C10 C10 C 0 1 Y N N 30.271 47.353 -4.582 30.271 47.353 -4.582 C10 VBZ 15 VBZ C11 C11 C 0 1 Y N N 31.562 46.880 -4.334 31.562 46.880 -4.334 C11 VBZ 16 VBZ C12 C12 C 0 1 Y N N 32.684 47.496 -4.930 32.684 47.496 -4.930 C12 VBZ 17 VBZ C15 C15 C 0 1 Y N N 30.123 48.476 -5.409 30.123 48.476 -5.409 C15 VBZ 18 VBZ C14 C14 C 0 1 Y N N 31.234 49.110 -5.995 31.234 49.110 -5.995 C14 VBZ 19 VBZ C13 C13 C 0 1 Y N N 32.520 48.613 -5.763 32.520 48.613 -5.763 C13 VBZ 20 VBZ H2 H2 H 0 1 N N N 28.224 44.093 -0.752 28.224 44.093 -0.752 H2 VBZ 21 VBZ HA HA H 0 1 N N N 26.455 45.811 -0.280 26.455 45.811 -0.280 HA VBZ 22 VBZ H3 H3 H 0 1 N N N 27.490 47.424 1.109 27.490 47.424 1.110 H3 VBZ 23 VBZ H1 H1 H 0 1 N N N 27.600 45.143 -2.505 27.600 45.143 -2.506 H1 VBZ 24 VBZ HB HB H 0 1 N N N 29.963 46.639 0.002 29.963 46.639 0.002 HB VBZ 25 VBZ H4 H4 H 0 1 N N N 28.472 49.293 0.861 28.472 49.293 0.861 H4 VBZ 26 VBZ H5 H5 H 0 1 N N N 26.055 48.245 -0.648 26.055 48.245 -0.648 H5 VBZ 27 VBZ H8C1 1H8C H 0 0 N N N 29.373 48.720 -2.518 29.373 48.720 -2.518 H8C1 VBZ 28 VBZ H8C2 2H8C H 0 0 N N N 30.263 47.851 -1.225 30.263 47.851 -1.225 H8C2 VBZ 29 VBZ H6C1 1H6C H 0 0 N N N 25.334 49.626 -2.379 25.334 49.626 -2.379 H6C1 VBZ 30 VBZ H6C2 2H6C H 0 0 N N N 26.573 50.461 -1.397 26.573 50.461 -1.397 H6C2 VBZ 31 VBZ H7C1 1H7C H 0 0 N N N 25.622 46.668 -2.315 25.622 46.668 -2.315 H7C1 VBZ 32 VBZ H7C2 2H7C H 0 0 N N N 26.725 47.416 -3.469 26.725 47.416 -3.469 H7C2 VBZ 33 VBZ H6 H6 H 0 1 N N N 26.626 49.869 -4.033 26.626 49.869 -4.033 H6 VBZ 34 VBZ H9C1 1H9C H 0 0 N N N 28.998 45.668 -4.332 28.998 45.668 -4.332 H9C1 VBZ 35 VBZ H9C2 2H9C H 0 0 N N N 28.194 47.336 -4.231 28.194 47.336 -4.231 H9C2 VBZ 36 VBZ H11 H11 H 0 1 N N N 31.703 46.033 -3.679 31.703 46.033 -3.679 H11 VBZ 37 VBZ H15 H15 H 0 1 N N N 29.133 48.863 -5.601 29.133 48.863 -5.601 H15 VBZ 38 VBZ H12 H12 H 0 1 N N N 33.673 47.105 -4.744 33.674 47.105 -4.744 H12 VBZ 39 VBZ H13 H13 H 0 1 N N N 33.378 49.084 -6.220 33.378 49.084 -6.220 H13 VBZ 40 VBZ H14 H14 H 0 1 N N N 31.094 49.978 -6.622 31.094 49.978 -6.622 H14 VBZ 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 VBZ O2 C2 SING N N 1 VBZ C2 C3 SING N N 2 VBZ C2 C1 SING N N 3 VBZ C3 O3 SING N N 4 VBZ C3 C4 SING N N 5 VBZ C4 O4 SING N N 6 VBZ C4 C5 SING N N 7 VBZ C4 C8 SING N N 8 VBZ C5 C6 SING N N 9 VBZ C5 C7 SING N N 10 VBZ C6 O6 SING N N 11 VBZ C7 C1 SING N N 12 VBZ C8 N1 SING N N 13 VBZ N1 C1 SING N N 14 VBZ N1 C9 SING N N 15 VBZ C9 C10 SING N N 16 VBZ C10 C11 SING Y N 17 VBZ C10 C15 DOUB Y N 18 VBZ C11 C12 DOUB Y N 19 VBZ C12 C13 SING Y N 20 VBZ C15 C14 SING Y N 21 VBZ C14 C13 DOUB Y N 22 VBZ O2 H2 SING N N 23 VBZ C2 HA SING N N 24 VBZ C3 H3 SING N N 25 VBZ C1 H1 SING N N 26 VBZ O3 HB SING N N 27 VBZ O4 H4 SING N N 28 VBZ C5 H5 SING N N 29 VBZ C8 H8C1 SING N N 30 VBZ C8 H8C2 SING N N 31 VBZ C6 H6C1 SING N N 32 VBZ C6 H6C2 SING N N 33 VBZ C7 H7C1 SING N N 34 VBZ C7 H7C2 SING N N 35 VBZ O6 H6 SING N N 36 VBZ C9 H9C1 SING N N 37 VBZ C9 H9C2 SING N N 38 VBZ C11 H11 SING N N 39 VBZ C15 H15 SING N N 40 VBZ C12 H12 SING N N 41 VBZ C13 H13 SING N N 42 VBZ C14 H14 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 VBZ SMILES ACDLabs 10.04 "OCC2CC3N(Cc1ccccc1)CC2(O)C(O)C3O" VBZ SMILES_CANONICAL CACTVS 3.341 "OC[C@H]1C[C@@H]2[C@@H](O)[C@@H](O)[C@@]1(O)CN2Cc3ccccc3" VBZ SMILES CACTVS 3.341 "OC[CH]1C[CH]2[CH](O)[CH](O)[C]1(O)CN2Cc3ccccc3" VBZ SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "c1ccc(cc1)C[N@]2C[C@]3([C@H](C[C@@H]2[C@H]([C@H]3O)O)CO)O" VBZ SMILES "OpenEye OEToolkits" 1.5.0 "c1ccc(cc1)CN2CC3(C(CC2C(C3O)O)CO)O" VBZ InChI InChI 1.03 "InChI=1S/C15H21NO4/c17-8-11-6-12-13(18)14(19)15(11,20)9-16(12)7-10-4-2-1-3-5-10/h1-5,11-14,17-20H,6-9H2/t11-,12-,13-,14-,15-/m1/s1" VBZ InChIKey InChI 1.03 XOLGFLJPIWWVBX-KJWHEZOQSA-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 VBZ "SYSTEMATIC NAME" ACDLabs 10.04 "(1R,4S,5R,6R,8R)-2-benzyl-8-(hydroxymethyl)-2-azabicyclo[2.2.2]octane-4,5,6-triol" VBZ "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "(1S,3S,4R,6R,7R,8R)-6-(hydroxymethyl)-3-(phenylmethyl)-3-azabicyclo[2.2.2]octane-1,7,8-triol" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site VBZ "Create component" 2008-02-08 EBI VBZ "Modify aromatic_flag" 2011-06-04 RCSB VBZ "Modify descriptor" 2011-06-04 RCSB #