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                    2008-10-14 
_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 N N 17 
VBZ C10 C15  DOUB N N 18 
VBZ C11 C12  DOUB N N 19 
VBZ C12 C13  SING N N 20 
VBZ C15 C14  SING N N 21 
VBZ C14 C13  DOUB N 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 Y N 33 
VBZ C7  H7C1 SING Y N 34 
VBZ C7  H7C2 SING Y N 35 
VBZ O6  H6   SING N N 36 
VBZ C9  H9C1 SING Y N 37 
VBZ C9  H9C2 SING N N 38 
VBZ C11 H11  SING Y N 39 
VBZ C15 H15  SING N N 40 
VBZ C12 H12  SING Y 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 InChI            InChI                1.02b InChI=1/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                1.02b XOLGFLJPIWWVBX-KJWHEZOQBS                                                                                                         
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                                                                                                
# 
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 
# 
