data_GSB
# 
_chem_comp.id                                    GSB 
_chem_comp.name                                  S-BENZYL-GLUTATHIONE 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C17 H23 N3 O6 S" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     1999-07-08 
_chem_comp.pdbx_modified_date                    2008-10-14 
_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                        397.446 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     GSB 
_chem_comp.pdbx_model_coordinates_details        ? 
_chem_comp.pdbx_model_coordinates_missing_flag   N 
_chem_comp.pdbx_ideal_coordinates_details        ? 
_chem_comp.pdbx_ideal_coordinates_missing_flag   N 
_chem_comp.pdbx_model_coordinates_db_code        1FRO 
_chem_comp.pdbx_subcomponent_list                ? 
_chem_comp.pdbx_processing_site                  RCSB 
# 
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 
GSB N1    N1    N 0 1 N N N 76.156 36.274 1.196   2.492  -1.685 4.335  N1    GSB 1  
GSB CA1   CA1   C 0 1 N N S 74.993 36.117 0.285   3.280  -0.676 3.614  CA1   GSB 2  
GSB C1    C1    C 0 1 N N N 73.753 35.935 1.157   4.171  0.053  4.586  C1    GSB 3  
GSB O11   O11   O 0 1 N N N 73.896 35.459 2.301   3.824  0.194  5.734  O11   GSB 4  
GSB O12   O12   O 0 1 N N N 72.656 36.301 0.712   5.349  0.547  4.175  O12   GSB 5  
GSB CB1   CB1   C 0 1 N N N 75.199 34.898 -0.620  2.336  0.320  2.939  CB1   GSB 6  
GSB CG1   CG1   C 0 1 N N N 74.169 34.707 -1.739  1.432  -0.420 1.952  CG1   GSB 7  
GSB CD1   CD1   C 0 1 N N N 74.180 35.821 -2.782  0.502  0.562  1.287  CD1   GSB 8  
GSB OE1   OE1   O 0 1 N N N 74.901 36.806 -2.640  0.558  1.739  1.574  OE1   GSB 9  
GSB N2    N2    N 0 1 N N N 73.410 35.647 -3.852  -0.390 0.132  0.373  N2    GSB 10 
GSB CA2   CA2   C 0 1 N N R 73.323 36.655 -4.904  -1.293 1.087  -0.272 CA2   GSB 11 
GSB C2    C2    C 0 1 N N N 72.373 37.757 -4.408  -2.559 1.209  0.536  C2    GSB 12 
GSB O2    O2    O 0 1 N N N 71.345 37.466 -3.789  -3.178 2.252  0.541  O2    GSB 13 
GSB N3    N3    N 0 1 N N N 72.720 39.014 -4.650  -3.002 0.159  1.255  N3    GSB 14 
GSB CA3   CA3   C 0 1 N N N 71.882 40.112 -4.198  -4.232 0.276  2.042  CA3   GSB 15 
GSB C3    C3    C 0 1 N N N 72.300 41.430 -4.831  -4.505 -1.027 2.746  C3    GSB 16 
GSB O31   O31   O 0 1 N N N 72.940 41.391 -5.911  -3.750 -1.959 2.605  O31   GSB 17 
GSB O32   O32   O 0 1 N N N 71.981 42.502 -4.265  -5.588 -1.153 3.530  O32   GSB 18 
GSB CB2   CB2   C 0 1 N N N 72.777 36.016 -6.173  -1.634 0.595  -1.680 CB2   GSB 19 
GSB SG2   SG2   S 0 1 N N N 73.459 34.361 -6.468  -0.110 0.449  -2.654 SG2   GSB 20 
GSB "C'"  "C'"  C 0 1 N N N 73.606 34.407 -8.284  -0.798 -0.135 -4.228 "C'"  GSB 21 
GSB "C1'" "C1'" C 0 1 Y N N 72.967 33.219 -8.941  0.317  -0.332 -5.221 "C1'" GSB 22 
GSB "C2'" "C2'" C 0 1 Y N N 71.588 33.073 -8.959  0.955  -1.556 -5.311 "C2'" GSB 23 
GSB "C3'" "C3'" C 0 1 Y N N 70.980 31.951 -9.550  1.978  -1.737 -6.222 "C3'" GSB 24 
GSB "C4'" "C4'" C 0 1 Y N N 71.765 30.976 -10.126 2.365  -0.694 -7.044 "C4'" GSB 25 
GSB "C5'" "C5'" C 0 1 Y N N 73.145 31.114 -10.114 1.727  0.528  -6.955 "C5'" GSB 26 
GSB "C6'" "C6'" C 0 1 Y N N 73.739 32.232 -9.524  0.700  0.708  -6.047 "C6'" GSB 27 
GSB HN11  1HN1  H 0 0 N N N 76.984 36.395 0.613   1.840  -2.074 3.669  HN11  GSB 28 
GSB HN12  2HN1  H 0 0 N N N 76.246 35.507 1.862   1.943  -1.188 5.021  HN12  GSB 29 
GSB HA1   HA1   H 0 1 N N N 74.876 37.011 -0.371  3.892  -1.166 2.857  HA1   GSB 30 
GSB HO1   HO1   H 0 1 N N N 71.884 36.187 1.254   5.921  1.015  4.798  HO1   GSB 31 
GSB HB11  1HB1  H 0 0 N N N 76.226 34.917 -1.052  1.724  0.811  3.695  HB11  GSB 32 
GSB HB12  2HB1  H 0 0 N N N 75.259 33.973 0.000   2.921  1.069  2.404  HB12  GSB 33 
GSB HG11  1HG1  H 0 0 N N N 74.297 33.712 -2.225  2.044  -0.910 1.195  HG11  GSB 34 
GSB HG12  2HG1  H 0 0 N N N 73.146 34.576 -1.313  0.847  -1.168 2.487  HG12  GSB 35 
GSB HN2   HN2   H 0 1 N N N 72.899 34.763 -3.865  -0.434 -0.808 0.144  HN2   GSB 36 
GSB HA2   HA2   H 0 1 N N N 74.325 37.085 -5.133  -0.808 2.061  -0.335 HA2   GSB 37 
GSB HN3   HN3   H 0 1 N N N 73.594 39.131 -5.162  -2.507 -0.675 1.252  HN3   GSB 38 
GSB HA31  1HA3  H 0 0 N N N 70.801 39.899 -4.373  -4.117 1.071  2.780  HA31  GSB 39 
GSB HA32  2HA3  H 0 0 N N N 71.865 40.181 -3.085  -5.065 0.513  1.380  HA32  GSB 40 
GSB HO3   HO3   H 0 1 N N N 72.242 43.325 -4.660  -5.763 -1.989 3.982  HO3   GSB 41 
GSB HB21  1HB2  H 0 0 N N N 71.662 35.994 -6.163  -2.119 -0.378 -1.617 HB21  GSB 42 
GSB HB22  2HB2  H 0 0 N N N 72.936 36.678 -7.055  -2.306 1.305  -2.161 HB22  GSB 43 
GSB "H'1" "1H'" H 0 1 N N N 73.200 35.360 -8.695  -1.315 -1.081 -4.069 "H'1" GSB 44 
GSB "H'2" "2H'" H 0 1 N N N 74.670 34.515 -8.598  -1.501 0.602  -4.614 "H'2" GSB 45 
GSB "H2'" "H2'" H 0 1 N N N 70.967 33.859 -8.497  0.653  -2.370 -4.669 "H2'" GSB 46 
GSB "H3'" "H3'" H 0 1 N N N 69.883 31.835 -9.561  2.477  -2.692 -6.291 "H3'" GSB 47 
GSB "H4'" "H4'" H 0 1 N N N 71.293 30.094 -10.591 3.165  -0.835 -7.755 "H4'" GSB 48 
GSB "H5'" "H5'" H 0 1 N N N 73.771 30.332 -10.575 2.028  1.342  -7.597 "H5'" GSB 49 
GSB "H6'" "H6'" H 0 1 N N N 74.836 32.337 -9.518  0.202  1.663  -5.977 "H6'" GSB 50 
# 
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 
GSB N1    CA1   SING N N 1  
GSB N1    HN11  SING N N 2  
GSB N1    HN12  SING N N 3  
GSB CA1   C1    SING N N 4  
GSB CA1   CB1   SING N N 5  
GSB CA1   HA1   SING N N 6  
GSB C1    O11   DOUB N N 7  
GSB C1    O12   SING N N 8  
GSB O12   HO1   SING N N 9  
GSB CB1   CG1   SING N N 10 
GSB CB1   HB11  SING N N 11 
GSB CB1   HB12  SING N N 12 
GSB CG1   CD1   SING N N 13 
GSB CG1   HG11  SING N N 14 
GSB CG1   HG12  SING N N 15 
GSB CD1   OE1   DOUB N N 16 
GSB CD1   N2    SING N N 17 
GSB N2    CA2   SING N N 18 
GSB N2    HN2   SING N N 19 
GSB CA2   C2    SING N N 20 
GSB CA2   CB2   SING N N 21 
GSB CA2   HA2   SING N N 22 
GSB C2    O2    DOUB N N 23 
GSB C2    N3    SING N N 24 
GSB N3    CA3   SING N N 25 
GSB N3    HN3   SING N N 26 
GSB CA3   C3    SING N N 27 
GSB CA3   HA31  SING N N 28 
GSB CA3   HA32  SING N N 29 
GSB C3    O31   DOUB N N 30 
GSB C3    O32   SING N N 31 
GSB O32   HO3   SING N N 32 
GSB CB2   SG2   SING N N 33 
GSB CB2   HB21  SING N N 34 
GSB CB2   HB22  SING N N 35 
GSB SG2   "C'"  SING N N 36 
GSB "C'"  "C1'" SING N N 37 
GSB "C'"  "H'1" SING N N 38 
GSB "C'"  "H'2" SING N N 39 
GSB "C1'" "C2'" DOUB Y N 40 
GSB "C1'" "C6'" SING Y N 41 
GSB "C2'" "C3'" SING Y N 42 
GSB "C2'" "H2'" SING N N 43 
GSB "C3'" "C4'" DOUB Y N 44 
GSB "C3'" "H3'" SING N N 45 
GSB "C4'" "C5'" SING Y N 46 
GSB "C4'" "H4'" SING N N 47 
GSB "C5'" "C6'" DOUB Y N 48 
GSB "C5'" "H5'" SING N N 49 
GSB "C6'" "H6'" 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 
GSB SMILES           ACDLabs              10.04 O=C(O)C(N)CCC(=O)NC(C(=O)NCC(=O)O)CSCc1ccccc1                                                                                                                                             
GSB InChI            InChI                1.02b InChI=1/C17H23N3O6S/c18-12(17(25)26)6-7-14(21)20-13(16(24)19-8-15(22)23)10-27-9-11-4-2-1-3-5-11/h1-5,12-13H,6-10,18H2,(H,19,24)(H,20,21)(H,22,23)(H,25,26)/t12-,13-/m0/s1/f/h19-20,22,25H 
GSB InChIKey         InChI                1.02b XYJWEQWNNKNSFU-MMVTZBCXDR                                                                                                                                                                 
GSB SMILES_CANONICAL CACTVS               3.341 N[C@@H](CCC(=O)N[C@@H](CSCc1ccccc1)C(=O)NCC(O)=O)C(O)=O                                                                                                                                   
GSB SMILES           CACTVS               3.341 N[CH](CCC(=O)N[CH](CSCc1ccccc1)C(=O)NCC(O)=O)C(O)=O                                                                                                                                       
GSB SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 c1ccc(cc1)CSC[C@@H](C(=O)NCC(=O)O)NC(=O)CC[C@@H](C(=O)O)N                                                                                                                                 
GSB SMILES           "OpenEye OEToolkits" 1.5.0 c1ccc(cc1)CSCC(C(=O)NCC(=O)O)NC(=O)CCC(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 
GSB "SYSTEMATIC NAME" ACDLabs              10.04 L-gamma-glutamyl-S-benzyl-L-cysteinylglycine                                                                  
GSB "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "(2S)-2-amino-5-[[(2R)-3-benzylsulfanyl-1-(carboxymethylamino)-1-oxo-propan-2-yl]amino]-5-oxo-pentanoic acid" 
# 
