data_VB1
# 
_chem_comp.id                                    VB1 
_chem_comp.name                                  "N^6^-[(1R)-2-{[(1S)-1-carboxypropyl]amino}-2-oxo-1-(sulfanylmethyl)ethyl]-6-oxo-L-lysine" 
_chem_comp.type                                  "L-PEPTIDE LINKING" 
_chem_comp.pdbx_type                             ATOMP 
_chem_comp.formula                               "C13 H23 N3 O6 S" 
_chem_comp.mon_nstd_parent_comp_id               LYS 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2007-09-14 
_chem_comp.pdbx_modified_date                    2009-01-07 
_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                        349.403 
_chem_comp.one_letter_code                       K 
_chem_comp.three_letter_code                     VB1 
_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        2VBP 
_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 
VB1 C1   C1   C 0 1 N N N 5.978  3.932  8.399  7.126  0.926  0.118  C1   VB1 1  
VB1 C2   C2   C 0 1 N N S 6.878  2.796  8.952  5.919  0.202  -0.422 C2   VB1 2  
VB1 C3   C3   C 0 1 N N N 6.197  1.560  8.319  4.667  0.676  0.318  C3   VB1 3  
VB1 CAV  CAV  C 0 1 N N S 11.107 -5.410 9.381  -5.038 0.882  -0.252 CAV  VB1 4  
VB1 C4   C4   C 0 1 N N N 6.874  0.269  8.815  3.429  0.036  -0.313 C4   VB1 5  
VB1 C7   C7   C 0 1 N N N 6.133  -0.879 8.133  2.176  0.509  0.427  C7   VB1 6  
VB1 C10  C10  C 0 1 N N N 6.686  -2.210 8.629  0.957  -0.122 -0.194 C10  VB1 7  
VB1 N11  N11  N 0 1 N N N 7.199  -2.966 7.706  -0.268 0.152  0.297  N11  VB1 8  
VB1 C12  C12  C 0 1 N N R 7.743  -4.322 8.067  -1.453 -0.461 -0.308 C12  VB1 9  
VB1 C13  C13  C 0 1 N N N 9.159  -4.193 8.545  -2.657 0.407  -0.044 C13  VB1 10 
VB1 N14  N14  N 0 1 N N N 6.830  2.757  10.443 6.087  -1.244 -0.226 N14  VB1 11 
VB1 O15  O15  O 0 1 N N N 6.709  -2.569 9.806  1.078  -0.875 -1.137 O15  VB1 12 
VB1 C16  C16  C 0 1 N N N 7.763  -5.193 6.797  -1.679 -1.846 0.303  C16  VB1 13 
VB1 S17  S17  S 0 1 N N N 8.513  -4.363 5.321  -0.230 -2.890 -0.015 S17  VB1 14 
VB1 O18  O18  O 0 1 N N N 9.744  -3.122 8.588  -2.537 1.435  0.587  O18  VB1 15 
VB1 O19  O19  O 0 1 N Y N 5.301  4.511  9.292  7.395  2.177  -0.286 O19  VB1 16 
VB1 O20  O20  O 0 1 N N N 6.036  4.202  7.169  7.848  0.381  0.919  O20  VB1 17 
VB1 N29  N29  N 0 1 N N N 9.730  -5.364 8.904  -3.868 0.039  -0.509 N29  VB1 18 
VB1 C31  C31  C 0 1 N N N 11.995 -6.170 8.329  -5.614 0.544  1.099  C31  VB1 19 
VB1 C32  C32  C 0 1 N N N 10.678 -4.850 11.855 -5.551 1.094  -2.688 C32  VB1 20 
VB1 C33  C33  C 0 1 N N N 11.165 -5.903 10.848 -6.092 0.634  -1.333 C33  VB1 21 
VB1 O42  O42  O 0 1 N N N 13.233 -6.339 8.551  -5.100 -0.313 1.777  O42  VB1 22 
VB1 O43  O43  O 0 1 N N N 11.399 -6.510 7.259  -6.699 1.195  1.548  O43  VB1 23 
VB1 H321 1H32 H 0 0 N N N 10.562 -5.315 12.845 -4.647 0.535  -2.927 H321 VB1 24 
VB1 H322 2H32 H 0 0 N N N 11.414 -4.035 11.917 -6.302 0.917  -3.458 H322 VB1 25 
VB1 H323 3H32 H 0 0 N N N 9.710  -4.446 11.524 -5.319 2.158  -2.644 H323 VB1 26 
VB1 H331 1H33 H 0 0 N N N 12.209 -6.153 11.087 -6.324 -0.430 -1.377 H331 VB1 27 
VB1 H332 2H33 H 0 0 N N N 10.498 -6.774 10.931 -6.996 1.194  -1.094 H332 VB1 28 
VB1 HAV  HAV  H 0 1 N N N 11.553 -4.407 9.445  -4.741 1.931  -0.268 HAV  VB1 29 
VB1 H29  H29  H 0 1 N N N 9.201  -6.210 8.842  -3.964 -0.784 -1.013 H29  VB1 30 
VB1 H43  H43  H 0 1 N N N 12.022 -6.906 6.661  -7.032 0.943  2.420  H43  VB1 31 
VB1 H12  H12  H 0 1 N N N 7.115  -4.766 8.853  -1.304 -0.558 -1.383 H12  VB1 32 
VB1 H161 1H16 H 0 0 N N N 8.353  -6.096 7.014  -1.828 -1.749 1.378  H161 VB1 33 
VB1 H162 2H16 H 0 0 N N N 6.715  -5.411 6.543  -2.561 -2.302 -0.147 H162 VB1 34 
VB1 H11  H11  H 0 1 N N N 7.232  -2.648 6.758  -0.365 0.755  1.051  H11  VB1 35 
VB1 H17  H17  H 0 1 N N N 8.689  -3.100 5.576  -0.563 -4.055 0.568  H17  VB1 36 
VB1 H7C1 1H7C H 0 0 N N N 6.271  -0.808 7.044  2.242  0.217  1.475  H7C1 VB1 37 
VB1 H7C2 2H7C H 0 0 N N N 5.061  -0.816 8.373  2.101  1.594  0.356  H7C2 VB1 38 
VB1 H4C1 1H4C H 0 0 N N N 6.797  0.186  9.909  3.363  0.327  -1.361 H4C1 VB1 39 
VB1 H4C2 2H4C H 0 0 N N N 7.947  0.257  8.571  3.504  -1.049 -0.242 H4C2 VB1 40 
VB1 H3C1 1H3C H 0 0 N N N 6.286  1.618  7.224  4.732  0.384  1.366  H3C1 VB1 41 
VB1 H3C2 2H3C H 0 0 N N N 5.136  1.545  8.610  4.591  1.761  0.247  H3C2 VB1 42 
VB1 H2   H2   H 0 1 N Y N 7.948  2.890  8.715  5.815  0.415  -1.486 H2   VB1 43 
VB1 H141 1H14 H 0 0 N N N 7.761  2.748  10.807 6.186  -1.467 0.753  H141 VB1 44 
VB1 H142 2H14 H 0 0 N Y N 6.347  3.565  10.782 5.321  -1.756 -0.638 H142 VB1 45 
VB1 H19  H19  H 0 1 N Y N 4.806  5.223  8.903  8.177  2.602  0.092  H19  VB1 46 
# 
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 
VB1 C32 C33  SING N N 1  
VB1 C33 CAV  SING N N 2  
VB1 CAV C31  SING N N 3  
VB1 CAV N29  SING N N 4  
VB1 C31 O43  SING N N 5  
VB1 C31 O42  DOUB N N 6  
VB1 N29 C13  SING N N 7  
VB1 C13 O18  DOUB N N 8  
VB1 C13 C12  SING N N 9  
VB1 C12 C16  SING N N 10 
VB1 C12 N11  SING N N 11 
VB1 C16 S17  SING N N 12 
VB1 N11 C10  SING N N 13 
VB1 C10 O15  DOUB N N 14 
VB1 C10 C7   SING N N 15 
VB1 C7  C4   SING N N 16 
VB1 C4  C3   SING N N 17 
VB1 C3  C2   SING N N 18 
VB1 C2  C1   SING N N 19 
VB1 C2  N14  SING N N 20 
VB1 C1  O20  DOUB N N 21 
VB1 C1  O19  SING N N 22 
VB1 C32 H321 SING N N 23 
VB1 C32 H322 SING N N 24 
VB1 C32 H323 SING N N 25 
VB1 C33 H331 SING N N 26 
VB1 C33 H332 SING N N 27 
VB1 CAV HAV  SING N N 28 
VB1 N29 H29  SING N N 29 
VB1 O43 H43  SING N N 30 
VB1 C12 H12  SING N N 31 
VB1 C16 H161 SING N N 32 
VB1 C16 H162 SING N N 33 
VB1 N11 H11  SING N N 34 
VB1 S17 H17  SING N N 35 
VB1 C7  H7C1 SING N N 36 
VB1 C7  H7C2 SING N N 37 
VB1 C4  H4C1 SING N N 38 
VB1 C4  H4C2 SING N N 39 
VB1 C3  H3C1 SING N N 40 
VB1 C3  H3C2 SING N N 41 
VB1 C2  H2   SING N N 42 
VB1 N14 H141 SING N N 43 
VB1 N14 H142 SING N N 44 
VB1 O19 H19  SING N N 45 
# 
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 
VB1 SMILES           ACDLabs              10.04 "O=C(NC(C(=O)O)CC)C(NC(=O)CCCC(C(=O)O)N)CS"                                                                                                                                   
VB1 InChI            InChI                1.02b "InChI=1/C13H23N3O6S/c1-2-8(13(21)22)16-11(18)9(6-23)15-10(17)5-3-4-7(14)12(19)20/h7-9,23H,2-6,14H2,1H3,(H,15,17)(H,16,18)(H,19,20)(H,21,22)/t7-,8-,9-/m0/s1/f/h15-16,19,21H" 
VB1 InChIKey         InChI                1.02b UATNWSMKVYUEOE-FDDMKEMFDD                                                                                                                                                     
VB1 SMILES_CANONICAL CACTVS               3.341 "CC[C@H](NC(=O)[C@H](CS)NC(=O)CCC[C@H](N)C(O)=O)C(O)=O"                                                                                                                       
VB1 SMILES           CACTVS               3.341 "CC[CH](NC(=O)[CH](CS)NC(=O)CCC[CH](N)C(O)=O)C(O)=O"                                                                                                                          
VB1 SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "CC[C@@H](C(=O)O)NC(=O)[C@H](CS)NC(=O)CCC[C@@H](C(=O)O)N"                                                                                                                     
VB1 SMILES           "OpenEye OEToolkits" 1.5.0 "CCC(C(=O)O)NC(=O)C(CS)NC(=O)CCCC(C(=O)O)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 
VB1 "SYSTEMATIC NAME" ACDLabs              10.04 "N~6~-[(1R)-2-{[(1S)-1-carboxypropyl]amino}-2-oxo-1-(sulfanylmethyl)ethyl]-6-oxo-L-lysine"                                 
VB1 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "(2S)-2-amino-6-[[(2R)-1-[[(2S)-1-hydroxy-1-oxo-butan-2-yl]amino]-1-oxo-3-sulfanyl-propan-2-yl]amino]-6-oxo-hexanoic acid" 
# 
