data_VHI
# 
_chem_comp.id                                    VHI 
_chem_comp.name                                  "5-{(3aS,4S,6aR)-1-[(benzyloxy)carbonyl]-2-oxohexahydro-1H-thieno[3,4-d]imidazol-4-yl}pentanoic acid" 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C18 H22 N2 O5 S" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2011-09-09 
_chem_comp.pdbx_modified_date                    2011-12-23 
_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                        378.443 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     VHI 
_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        3VHI 
_chem_comp.pdbx_subcomponent_list                ? 
_chem_comp.pdbx_processing_site                  PDBJ 
# 
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 
VHI N1   N1   N 0 1 N N N -15.957 -8.780  -27.798 -1.196 1.410  -0.484 N1   VHI 1  
VHI S1   S1   S 0 1 N N N -16.314 -11.494 -25.782 1.595  1.698  1.308  S1   VHI 2  
VHI C2   C2   C 0 1 N N S -15.018 -10.614 -25.025 2.259  1.831  -0.401 C2   VHI 3  
VHI N2   N2   N 0 1 N N N -14.049 -9.736  -27.252 0.543  0.595  -1.650 N2   VHI 4  
VHI C3   C3   C 0 1 N N N -14.783 -9.387  -28.279 -0.692 0.378  -1.175 C3   VHI 5  
VHI O3   O3   O 0 1 N N N -14.346 -9.481  -29.419 -1.298 -0.660 -1.354 O3   VHI 6  
VHI C4   C4   C 0 1 N N S -14.759 -9.466  -25.923 0.980  1.942  -1.254 C4   VHI 7  
VHI C5   C5   C 0 1 N N R -16.183 -8.989  -26.381 -0.207 2.499  -0.458 C5   VHI 8  
VHI C6   C6   C 0 1 N N N -17.260 -9.984  -26.096 0.164  2.813  1.005  C6   VHI 9  
VHI C7   C7   C 0 1 N N N -13.684 -11.433 -24.838 3.052  0.577  -0.774 C7   VHI 10 
VHI C8   C8   C 0 1 N N N -13.757 -12.221 -23.537 4.309  0.492  0.093  C8   VHI 11 
VHI C9   C9   C 0 1 N N N -12.498 -13.157 -23.388 5.102  -0.762 -0.280 C9   VHI 12 
VHI C10  C10  C 0 1 N N N -12.610 -14.065 -22.149 6.360  -0.847 0.587  C10  VHI 13 
VHI C11  C11  C 0 1 N N N -12.567 -13.260 -20.888 7.141  -2.083 0.220  C11  VHI 14 
VHI O11  O11  O 0 1 N N N -11.983 -12.104 -20.864 6.733  -2.820 -0.647 O11  VHI 15 
VHI O12  O12  O 0 1 N N N -13.100 -13.752 -19.813 8.289  -2.364 0.855  O12  VHI 16 
VHI C17  C17  C 0 1 N N N -16.651 -7.718  -28.372 -2.414 1.446  0.090  C17  VHI 17 
VHI O18  O18  O 0 1 N N N -16.376 -7.160  -29.684 -3.236 0.384  -0.007 O18  VHI 18 
VHI O19  O19  O 0 1 N N N -17.543 -7.017  -27.769 -2.772 2.436  0.695  O19  VHI 19 
VHI C20  C20  C 0 1 N N N -17.364 -6.268  -30.344 -4.533 0.493  0.635  C20  VHI 20 
VHI C21  C21  C 0 1 Y N N -16.886 -4.836  -30.205 -5.308 -0.781 0.422  C21  VHI 21 
VHI C22  C22  C 0 1 Y N N -16.639 -4.073  -31.384 -5.202 -1.816 1.332  C22  VHI 22 
VHI C23  C23  C 0 1 Y N N -16.236 -2.739  -31.293 -5.913 -2.985 1.137  C23  VHI 23 
VHI C24  C24  C 0 1 Y N N -16.057 -2.121  -30.032 -6.731 -3.120 0.030  C24  VHI 24 
VHI C25  C25  C 0 1 Y N N -16.342 -2.841  -28.829 -6.838 -2.085 -0.880 C25  VHI 25 
VHI C26  C26  C 0 1 Y N N -16.780 -4.195  -28.917 -6.130 -0.914 -0.682 C26  VHI 26 
VHI H2   H2   H 0 1 N N N -15.323 -10.338 -24.005 2.874  2.724  -0.509 H2   VHI 27 
VHI HN2  HN2  H 0 1 N N N -13.134 -10.132 -27.327 1.064  -0.036 -2.171 HN2  VHI 28 
VHI H4   H4   H 0 1 N N N -14.113 -8.789  -25.345 1.168  2.553  -2.138 H4   VHI 29 
VHI H5   H5   H 0 1 N N N -16.551 -8.100  -25.848 -0.609 3.385  -0.949 H5   VHI 30 
VHI H6   H6   H 0 1 N N N -17.949 -10.099 -26.946 -0.663 2.571  1.673  H6   VHI 31 
VHI H6A  H6A  H 0 1 N N N -17.870 -9.693  -25.228 0.457  3.857  1.113  H6A  VHI 32 
VHI H7   H7   H 0 1 N N N -13.557 -12.127 -25.682 2.435  -0.306 -0.607 H7   VHI 33 
VHI H7A  H7A  H 0 1 N N N -12.829 -10.741 -24.802 3.337  0.626  -1.825 H7A  VHI 34 
VHI H8   H8   H 0 1 N N N -13.786 -11.518 -22.691 4.926  1.375  -0.075 H8   VHI 35 
VHI H8A  H8A  H 0 1 N N N -14.667 -12.839 -23.540 4.024  0.442  1.143  H8A  VHI 36 
VHI H9   H9   H 0 1 N N N -12.419 -13.790 -24.284 4.485  -1.645 -0.113 H9   VHI 37 
VHI H9A  H9A  H 0 1 N N N -11.600 -12.529 -23.287 5.388  -0.713 -1.331 H9A  VHI 38 
VHI H10  H10  H 0 1 N N N -13.564 -14.612 -22.192 6.977  0.036  0.420  H10  VHI 39 
VHI H10A H10A H 0 0 N N N -11.770 -14.775 -22.149 6.074  -0.897 1.638  H10A VHI 40 
VHI HO12 HO12 H 0 0 N N N -12.979 -13.145 -19.092 8.755  -3.168 0.585  HO12 VHI 41 
VHI H20  H20  H 0 1 N N N -17.450 -6.530  -31.409 -4.397 0.661  1.704  H20  VHI 42 
VHI H20A H20A H 0 0 N N N -18.347 -6.381  -29.864 -5.083 1.329  0.204  H20A VHI 43 
VHI H22  H22  H 0 1 N N N -16.764 -4.530  -32.354 -4.563 -1.711 2.197  H22  VHI 44 
VHI H23  H23  H 0 1 N N N -16.059 -2.172  -32.195 -5.830 -3.793 1.848  H23  VHI 45 
VHI H24  H24  H 0 1 N N N -15.704 -1.102  -29.978 -7.286 -4.033 -0.123 H24  VHI 46 
VHI H25  H25  H 0 1 N N N -16.227 -2.365  -27.866 -7.476 -2.190 -1.745 H25  VHI 47 
VHI H26  H26  H 0 1 N N N -17.032 -4.741  -28.020 -6.216 -0.104 -1.391 H26  VHI 48 
# 
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 
VHI N1  C3   SING N N 1  
VHI N1  C5   SING N N 2  
VHI N1  C17  SING N N 3  
VHI S1  C2   SING N N 4  
VHI S1  C6   SING N N 5  
VHI C2  C4   SING N N 6  
VHI C2  C7   SING N N 7  
VHI N2  C3   SING N N 8  
VHI N2  C4   SING N N 9  
VHI C3  O3   DOUB N N 10 
VHI C4  C5   SING N N 11 
VHI C5  C6   SING N N 12 
VHI C7  C8   SING N N 13 
VHI C8  C9   SING N N 14 
VHI C9  C10  SING N N 15 
VHI C10 C11  SING N N 16 
VHI C11 O11  DOUB N N 17 
VHI C11 O12  SING N N 18 
VHI C17 O18  SING N N 19 
VHI C17 O19  DOUB N N 20 
VHI O18 C20  SING N N 21 
VHI C20 C21  SING N N 22 
VHI C21 C22  DOUB Y N 23 
VHI C21 C26  SING Y N 24 
VHI C22 C23  SING Y N 25 
VHI C23 C24  DOUB Y N 26 
VHI C24 C25  SING Y N 27 
VHI C25 C26  DOUB Y N 28 
VHI C2  H2   SING N N 29 
VHI N2  HN2  SING N N 30 
VHI C4  H4   SING N N 31 
VHI C5  H5   SING N N 32 
VHI C6  H6   SING N N 33 
VHI C6  H6A  SING N N 34 
VHI C7  H7   SING N N 35 
VHI C7  H7A  SING N N 36 
VHI C8  H8   SING N N 37 
VHI C8  H8A  SING N N 38 
VHI C9  H9   SING N N 39 
VHI C9  H9A  SING N N 40 
VHI C10 H10  SING N N 41 
VHI C10 H10A SING N N 42 
VHI O12 HO12 SING N N 43 
VHI C20 H20  SING N N 44 
VHI C20 H20A SING N N 45 
VHI C22 H22  SING N N 46 
VHI C23 H23  SING N N 47 
VHI C24 H24  SING N N 48 
VHI C25 H25  SING N N 49 
VHI C26 H26  SING N N 50 
# 
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 
VHI SMILES           ACDLabs              12.01 "O=C(O)CCCCC2SCC3N(C(=O)OCc1ccccc1)C(=O)NC23"                                                                                                                             
VHI InChI            InChI                1.03  "InChI=1S/C18H22N2O5S/c21-15(22)9-5-4-8-14-16-13(11-26-14)20(17(23)19-16)18(24)25-10-12-6-2-1-3-7-12/h1-3,6-7,13-14,16H,4-5,8-11H2,(H,19,23)(H,21,22)/t13-,14-,16-/m0/s1" 
VHI InChIKey         InChI                1.03  BWNGWJMPVBQLHD-DZKIICNBSA-N                                                                                                                                               
VHI SMILES_CANONICAL CACTVS               3.370 "OC(=O)CCCC[C@@H]1SC[C@H]2[C@@H]1NC(=O)N2C(=O)OCc3ccccc3"                                                                                                                 
VHI SMILES           CACTVS               3.370 "OC(=O)CCCC[CH]1SC[CH]2[CH]1NC(=O)N2C(=O)OCc3ccccc3"                                                                                                                      
VHI SMILES_CANONICAL "OpenEye OEToolkits" 1.7.2 "c1ccc(cc1)COC(=O)N2[C@H]3CS[C@H]([C@H]3NC2=O)CCCCC(=O)O"                                                                                                                 
VHI SMILES           "OpenEye OEToolkits" 1.7.2 "c1ccc(cc1)COC(=O)N2C3CSC(C3NC2=O)CCCCC(=O)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 
VHI "SYSTEMATIC NAME" ACDLabs              12.01 "5-{(3aS,4S,6aR)-1-[(benzyloxy)carbonyl]-2-oxohexahydro-1H-thieno[3,4-d]imidazol-4-yl}pentanoic acid"                       
VHI "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.2 "5-[(3aR,6S,6aS)-2-oxidanylidene-3-phenylmethoxycarbonyl-3a,4,6,6a-tetrahydro-1H-thieno[3,4-d]imidazol-6-yl]pentanoic acid" 
# 
loop_
_pdbx_chem_comp_audit.comp_id 
_pdbx_chem_comp_audit.action_type 
_pdbx_chem_comp_audit.date 
_pdbx_chem_comp_audit.processing_site 
VHI "Create component" 2011-09-09 PDBJ 
# 
