data_VAZ
# 
_chem_comp.id                                    VAZ 
_chem_comp.name                                  N^6^-{(1R)-2-{[(1S,2R)-1-carboxy-2-hydroxy-2-(methylsulfanyl)ethyl]oxy}-1-[(oxidosulfanyl)methyl]-2-oxoethyl}-6-oxo-L-lysine 
_chem_comp.type                                  non-polymer 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C13 H22 N2 O9 S2" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         "(S)-2-amino-6-((R)-1-((1S,2S)-1-carboxy-2-hydroxy-2-(methylthio)ethoxy)-3-hydrosulfinyl-1-oxopropan-2-ylamino)-6-oxohexanoic acid" 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2007-09-07 
_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                        414.452 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     VAZ 
_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        2VBB 
_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 
VAZ SAQ  SAQ  S 0 1 N N N 5.984  39.331 2.218 6.784  -0.729 0.648  SAQ  VAZ 1  
VAZ CAY  CAY  C 0 1 N N R 7.019  37.861 2.894 5.347  0.221  0.082  CAY  VAZ 2  
VAZ OAJ  OAJ  O 0 1 N N N 7.169  36.602 2.221 5.147  1.342  0.945  OAJ  VAZ 3  
VAZ CAZ  CAZ  C 0 1 N N S 6.834  37.359 4.297 4.104  -0.670 0.107  CAZ  VAZ 4  
VAZ CAU  CAU  C 0 1 N N N 5.465  37.269 5.084 4.315  -1.852 -0.804 CAU  VAZ 5  
VAZ OAI  OAI  O 0 1 N N N 5.438  38.005 6.136 3.629  -1.985 -1.790 OAI  VAZ 6  
VAZ OAE  OAE  O 0 1 N N N 4.473  36.540 4.679 5.264  -2.757 -0.519 OAE  VAZ 7  
VAZ OAP  OAP  O 0 1 N N N 7.606  38.461 4.808 2.953  0.091  -0.347 OAP  VAZ 8  
VAZ CAV  CAV  C 0 1 N N N 8.910  38.259 4.759 1.758  -0.253 0.158  CAV  VAZ 9  
VAZ OAF  OAF  O 0 1 N N N 9.434  37.241 4.683 1.676  -1.159 0.953  OAF  VAZ 10 
VAZ CAX  CAX  C 0 1 N N R 9.711  39.536 4.832 0.518  0.492  -0.266 CAX  VAZ 11 
VAZ CAN  CAN  C 0 1 N N N 9.411  40.540 3.721 0.662  1.971  0.099  CAN  VAZ 12 
VAZ SAR  SAR  S 0 1 N N R 9.472  39.709 2.117 -0.830 2.868  -0.412 SAR  VAZ 13 
VAZ OAG  OAG  O 0 1 N N N 8.253  39.178 2.294 -0.696 4.241  -0.073 OAG  VAZ 14 
VAZ NAO  NAO  N 0 1 N N N 11.124 39.270 4.657 -0.648 -0.069 0.421  NAO  VAZ 15 
VAZ CAS  CAS  C 0 1 N N N 12.033 39.459 5.601 -1.874 0.052  -0.124 CAS  VAZ 16 
VAZ OAC  OAC  O 0 1 N N N 11.693 39.737 6.779 -2.012 0.625  -1.184 OAC  VAZ 17 
VAZ CAL  CAL  C 0 1 N N N 13.396 39.059 5.236 -3.073 -0.525 0.582  CAL  VAZ 18 
VAZ CAK  CAK  C 0 1 N N N 13.779 37.713 5.889 -4.332 -0.252 -0.244 CAK  VAZ 19 
VAZ CB   CB   C 0 1 N N N 15.242 37.404 5.410 -5.550 -0.838 0.474  CB   VAZ 20 
VAZ CA   CA   C 0 1 N N S 15.903 36.339 6.149 -6.809 -0.566 -0.352 CA   VAZ 21 
VAZ C    C    C 0 1 N N N 17.320 36.193 5.616 -7.989 -1.247 0.291  C    VAZ 22 
VAZ OXT  OXT  O 0 1 N N N 18.237 36.395 6.407 -8.754 -0.611 0.977  OXT  VAZ 23 
VAZ O    O    O 0 1 N N N 17.487 35.836 4.448 -8.190 -2.561 0.102  O    VAZ 24 
VAZ N    N    N 0 1 N N N 15.893 36.464 7.583 -7.051 0.882  -0.411 N    VAZ 25 
VAZ CAA  CAA  C 0 1 N N N 4.658  38.404 1.280 8.160  0.428  0.405  CAA  VAZ 26 
VAZ HAA1 1HAA H 0 0 N N N 3.799  38.222 1.942 9.091  -0.044 0.718  HAA1 VAZ 27 
VAZ HAA2 2HAA H 0 0 N N N 4.334  39.002 0.416 8.226  0.698  -0.648 HAA2 VAZ 28 
VAZ HAA3 3HAA H 0 0 N N N 5.061  37.442 0.930 7.990  1.325  1.001  HAA3 VAZ 29 
VAZ HAJ  HAJ  H 0 1 N N N 7.202  36.746 1.283 4.985  1.104  1.868  HAJ  VAZ 30 
VAZ HAZ  HAZ  H 0 1 N N N 7.046  36.283 4.381 3.929  -1.021 1.124  HAZ  VAZ 31 
VAZ HAE  HAE  H 0 1 N N N 3.741  36.640 5.277 5.362  -3.498 -1.133 HAE  VAZ 32 
VAZ HAX  HAX  H 0 1 N N N 9.438  39.945 5.816 0.387  0.394  -1.343 HAX  VAZ 33 
VAZ HAN1 1HAN H 0 0 N N N 8.408  40.966 3.874 0.794  2.069  1.176  HAN1 VAZ 34 
VAZ HAN2 2HAN H 0 0 N N N 10.161 41.344 3.744 1.530  2.388  -0.413 HAN2 VAZ 35 
VAZ HAO  HAO  H 0 1 N N N 11.431 38.923 3.771 -0.537 -0.527 1.269  HAO  VAZ 36 
VAZ HAL1 1HAL H 0 0 N N N 13.455 38.954 4.143 -2.943 -1.601 0.701  HAL1 VAZ 37 
VAZ HAL2 2HAL H 0 0 N N N 14.093 39.831 5.594 -3.175 -0.061 1.563  HAL2 VAZ 38 
VAZ HAK1 1HAK H 0 0 N N N 13.737 37.787 6.986 -4.463 0.823  -0.362 HAK1 VAZ 39 
VAZ HAK2 2HAK H 0 0 N N N 13.083 36.912 5.599 -4.231 -0.716 -1.225 HAK2 VAZ 40 
VAZ HBC1 1HBC H 0 0 N N N 15.195 37.103 4.353 -5.419 -1.914 0.592  HBC1 VAZ 41 
VAZ HBC2 2HBC H 0 0 N N N 15.830 38.318 5.577 -5.652 -0.374 1.455  HBC2 VAZ 42 
VAZ HA   HA   H 0 1 N N N 15.310 35.429 5.975 -6.672 -0.952 -1.362 HA   VAZ 43 
VAZ HN1  1HN  H 0 1 N N N 15.891 35.554 7.997 -7.840 1.093  -1.004 HN1  VAZ 44 
VAZ HN2  2HN  H 0 1 N N N 16.707 36.963 7.880 -7.182 1.265  0.514  HN2  VAZ 45 
VAZ H    H    H 0 1 N N N 18.417 35.748 4.273 -8.961 -2.953 0.535  H    VAZ 46 
VAZ HAY  HAY  H 0 1 N N N 7.867  38.540 2.721 5.521  0.573  -0.935 HAY  VAZ 47 
VAZ HAR  HAR  H 0 1 N N N 9.606  40.485 1.083 -0.734 2.876  -1.753 HAR  VAZ 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 
VAZ SAQ CAY  SING N N 1  
VAZ SAQ CAA  SING N N 2  
VAZ CAY OAJ  SING N N 3  
VAZ CAY CAZ  SING N N 4  
VAZ CAZ CAU  SING N N 5  
VAZ CAZ OAP  SING N N 6  
VAZ CAU OAI  DOUB N N 7  
VAZ CAU OAE  SING N N 8  
VAZ OAP CAV  SING N N 9  
VAZ CAV OAF  DOUB N N 10 
VAZ CAV CAX  SING N N 11 
VAZ CAX CAN  SING N N 12 
VAZ CAX NAO  SING N N 13 
VAZ CAN SAR  SING N N 14 
VAZ SAR OAG  DOUB N N 15 
VAZ NAO CAS  SING N N 16 
VAZ CAS OAC  DOUB N N 17 
VAZ CAS CAL  SING N N 18 
VAZ CAL CAK  SING N N 19 
VAZ CAK CB   SING N N 20 
VAZ CB  CA   SING N N 21 
VAZ CA  C    SING N N 22 
VAZ CA  N    SING N N 23 
VAZ C   OXT  DOUB N N 24 
VAZ C   O    SING N N 25 
VAZ CAA HAA1 SING N N 26 
VAZ CAA HAA2 SING N N 27 
VAZ CAA HAA3 SING N N 28 
VAZ OAJ HAJ  SING N N 29 
VAZ CAZ HAZ  SING N N 30 
VAZ OAE HAE  SING N N 31 
VAZ CAX HAX  SING N N 32 
VAZ CAN HAN1 SING N N 33 
VAZ CAN HAN2 SING N N 34 
VAZ NAO HAO  SING N N 35 
VAZ CAL HAL1 SING N N 36 
VAZ CAL HAL2 SING N N 37 
VAZ CAK HAK1 SING N N 38 
VAZ CAK HAK2 SING N N 39 
VAZ CB  HBC1 SING N N 40 
VAZ CB  HBC2 SING N N 41 
VAZ CA  HA   SING N N 42 
VAZ N   HN1  SING N N 43 
VAZ N   HN2  SING N N 44 
VAZ O   H    SING N N 45 
VAZ CAY HAY  SING N N 46 
VAZ SAR HAR  SING N N 47 
# 
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 
VAZ SMILES           ACDLabs              10.04 O=C(OC(C(=O)O)C(O)SC)C(NC(=O)CCCC(C(=O)O)N)CS=O                                                                                                                                       
VAZ InChI            InChI                1.02b InChI=1/C13H22N2O9S2/c1-25-13(22)9(11(19)20)24-12(21)7(5-26-23)15-8(16)4-2-3-6(14)10(17)18/h6-7,9,13,22,26H,2-5,14H2,1H3,(H,15,16)(H,17,18)(H,19,20)/t6-,7-,9-,13-/m0/s1/f/h15,17,19H 
VAZ InChIKey         InChI                1.02b CRQOTISMRKWURZ-VLAURTEDDA                                                                                                                                                             
VAZ SMILES_CANONICAL CACTVS               3.341 CS[C@H](O)[C@@H](OC(=O)[C@H](C[S@@H]=O)NC(=O)CCC[C@H](N)C(O)=O)C(O)=O                                                                                                                 
VAZ SMILES           CACTVS               3.341 CS[CH](O)[CH](OC(=O)[CH](C[SH]=O)NC(=O)CCC[CH](N)C(O)=O)C(O)=O                                                                                                                        
VAZ SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 CS[C@@H]([C@H](C(=O)O)OC(=O)[C@H](C[S@H]=O)NC(=O)CCC[C@@H](C(=O)O)N)O                                                                                                                 
VAZ SMILES           "OpenEye OEToolkits" 1.5.0 CSC(C(C(=O)O)OC(=O)C(CS=O)NC(=O)CCCC(C(=O)O)N)O                                                                                                                                       
# 
_pdbx_chem_comp_identifier.comp_id           VAZ 
_pdbx_chem_comp_identifier.type              "SYSTEMATIC NAME" 
_pdbx_chem_comp_identifier.program           ACDLabs 
_pdbx_chem_comp_identifier.program_version   10.04 
_pdbx_chem_comp_identifier.identifier        N~6~-{(1R)-2-{[(1S,2S)-1-carboxy-2-hydroxy-2-(methylsulfanyl)ethyl]oxy}-1-[(oxidosulfanyl)methyl]-2-oxoethyl}-6-oxo-L-lysine 
# 
