data_GTB
# 
_chem_comp.id                                    GTB 
_chem_comp.name                                  S-(P-NITROBENZYL)GLUTATHIONE 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C17 H22 N4 O8 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                        442.444 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     GTB 
_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   Y 
_chem_comp.pdbx_model_coordinates_db_code        1GLQ 
_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 
GTB N1    N1    N 0  1 N N N 60.271 10.373 10.054 4.609  4.137  -1.654 N1    GTB 1  
GTB CA1   CA1   C 0  1 N N S 59.889 9.011  10.112 3.885  4.345  -0.392 CA1   GTB 2  
GTB C1    C1    C 0  1 N N N 59.917 8.684  8.619  4.726  5.182  0.537  C1    GTB 3  
GTB O11   O11   O 0  1 N N N 60.181 7.533  8.277  4.150  5.834  1.559  O11   GTB 4  
GTB O12   O12   O 0  1 N N N 59.736 9.583  7.774  5.919  5.266  0.362  O12   GTB 5  
GTB CB1   CB1   C 0  1 N N N 58.507 8.902  10.676 3.598  2.991  0.260  CB1   GTB 6  
GTB CG1   CG1   C 0  1 N N N 58.135 7.442  10.801 2.643  2.190  -0.627 CG1   GTB 7  
GTB CD1   CD1   C 0  1 N N N 56.807 7.196  11.470 2.361  0.856  0.015  CD1   GTB 8  
GTB OE1   OE1   O 0  1 N N N 56.064 8.103  11.841 2.873  0.575  1.078  OE1   GTB 9  
GTB N2    N2    N 0  1 N N N 56.666 5.905  11.715 1.539  -0.023 -0.592 N2    GTB 10 
GTB CA2   CA2   C 0  1 N N R 55.459 5.322  12.276 1.264  -1.319 0.033  CA2   GTB 11 
GTB C2    C2    C 0  1 N N N 55.810 4.374  13.386 2.349  -2.297 -0.340 C2    GTB 12 
GTB O2    O2    O 0  1 N N N 56.776 3.631  13.197 3.262  -1.945 -1.057 O2    GTB 13 
GTB CB2   CB2   C 0  1 N N N 54.708 4.533  11.198 -0.086 -1.846 -0.457 CB2   GTB 14 
GTB SG2   SG2   S 0  1 N N N 54.037 5.553  9.841  -1.392 -0.669 -0.009 SG2   GTB 15 
GTB N3    N3    N 0  1 N N N 55.064 4.331  14.486 2.305  -3.562 0.123  N3    GTB 16 
GTB CA3   CA3   C 0  1 N N N 55.308 3.290  15.468 3.360  -4.512 -0.239 CA3   GTB 17 
GTB C3    C3    C 0  1 N N N 55.730 3.887  16.785 3.077  -5.845 0.403  C3    GTB 18 
GTB O31   O31   O 0  1 N N N 55.750 3.140  17.772 3.916  -6.875 0.209  O31   GTB 19 
GTB O32   O32   O 0  1 N N N 56.004 5.101  16.817 2.095  -5.988 1.093  O32   GTB 20 
GTB "C'"  "C'"  C 0  1 N N N 52.441 5.931  10.629 -2.837 -1.526 -0.694 "C'"  GTB 21 
GTB "C1'" "C1'" C 0  1 Y N N 51.632 4.670  10.924 -4.076 -0.709 -0.432 "C1'" GTB 22 
GTB "C2'" "C2'" C 0  1 Y N N 51.290 4.332  12.230 -4.489 0.235  -1.353 "C2'" GTB 23 
GTB "C3'" "C3'" C 0  1 Y N N 50.579 3.169  12.483 -5.626 0.984  -1.113 "C3'" GTB 24 
GTB "C4'" "C4'" C 0  1 Y N N 50.217 2.327  11.427 -6.350 0.788  0.048  "C4'" GTB 25 
GTB N41   N41   N 1  1 N N N 49.508 1.030  11.693 -7.567 1.591  0.305  N41   GTB 26 
GTB O41   O41   O -1 1 N N N 49.221 0.270  10.788 -7.929 2.424  -0.506 O41   GTB 27 
GTB O42   O42   O 0  1 N N N 49.311 0.686  12.835 -8.205 1.419  1.328  O42   GTB 28 
GTB "C5'" "C5'" C 0  1 Y N N 50.536 2.687  10.119 -5.938 -0.157 0.968  "C5'" GTB 29 
GTB "C6'" "C6'" C 0  1 Y N N 51.252 3.844  9.872  -4.804 -0.909 0.726  "C6'" GTB 30 
GTB HN11  1HN1  H 0  0 N N N 60.252 10.591 11.050 5.468  3.662  -1.421 HN11  GTB 31 
GTB HN12  2HN1  H 0  0 N N N 59.707 10.972 9.451  4.059  3.492  -2.200 HN12  GTB 32 
GTB HA1   HA1   H 0  1 N N N 60.517 8.342  10.746 2.945  4.858  -0.593 HA1   GTB 33 
GTB HO1   HO1   H 0  1 N N N 59.753 9.379  6.846  ?      ?      ?      HO1   GTB 34 
GTB HB11  1HB1  H 0  0 N N N 58.399 9.450  11.640 4.531  2.440  0.379  HB11  GTB 35 
GTB HB12  2HB1  H 0  0 N N N 57.760 9.479  10.082 3.141  3.148  1.237  HB12  GTB 36 
GTB HG11  1HG1  H 0  0 N N N 58.166 6.945  9.803  1.710  2.741  -0.747 HG11  GTB 37 
GTB HG12  2HG1  H 0  0 N N N 58.943 6.877  11.320 3.101  2.033  -1.604 HG12  GTB 38 
GTB HN2   HN2   H 0  1 N N N 57.490 5.357  11.470 1.130  0.202  -1.442 HN2   GTB 39 
GTB HA2   HA2   H 0  1 N N N 54.821 6.149  12.664 1.237  -1.202 1.116  HA2   GTB 40 
GTB HB21  1HB2  H 0  0 N N N 55.354 3.721  10.790 -0.059 -1.963 -1.541 HB21  GTB 41 
GTB HB22  2HB2  H 0  0 N N N 53.898 3.919  11.659 -0.291 -2.810 0.007  HB22  GTB 42 
GTB HN3   HN3   H 0  1 N N N 54.348 5.052  14.571 1.575  -3.843 0.696  HN3   GTB 43 
GTB HA31  1HA3  H 0  0 N N N 54.426 2.616  15.583 3.387  -4.629 -1.323 HA31  GTB 44 
GTB HA32  2HA3  H 0  0 N N N 56.045 2.539  15.099 4.322  -4.137 0.110  HA32  GTB 45 
GTB HO3   HO3   H 0  1 N N N 56.270 5.477  17.647 ?      ?      ?      HO3   GTB 46 
GTB "H'1" "1H'" H 0  1 N N N 52.580 6.545  11.548 -2.707 -1.655 -1.769 "H'1" GTB 47 
GTB "H'2" "2H'" H 0  1 N N N 51.851 6.655  10.020 -2.939 -2.503 -0.221 "H'2" GTB 48 
GTB "H2'" "H2'" H 0  1 N N N 51.583 4.987  13.067 -3.923 0.388  -2.260 "H2'" GTB 49 
GTB "H3'" "H3'" H 0  1 N N N 50.302 2.914  13.520 -5.947 1.723  -1.833 "H3'" GTB 50 
GTB "H5'" "H5'" H 0  1 N N N 50.219 2.052  9.274  -6.504 -0.309 1.875  "H5'" GTB 51 
GTB "H6'" "H6'" H 0  1 N N N 51.520 4.108  8.835  -4.482 -1.647 1.445  "H6'" GTB 52 
# 
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 
GTB N1    CA1   SING N N 1  
GTB N1    HN11  SING N N 2  
GTB N1    HN12  SING N N 3  
GTB CA1   C1    SING N N 4  
GTB CA1   CB1   SING N N 5  
GTB CA1   HA1   SING N N 6  
GTB C1    O11   DOUB N N 7  
GTB C1    O12   SING N N 8  
GTB O12   HO1   SING N N 9  
GTB CB1   CG1   SING N N 10 
GTB CB1   HB11  SING N N 11 
GTB CB1   HB12  SING N N 12 
GTB CG1   CD1   SING N N 13 
GTB CG1   HG11  SING N N 14 
GTB CG1   HG12  SING N N 15 
GTB CD1   OE1   DOUB N N 16 
GTB CD1   N2    SING N N 17 
GTB N2    CA2   SING N N 18 
GTB N2    HN2   SING N N 19 
GTB CA2   C2    SING N N 20 
GTB CA2   CB2   SING N N 21 
GTB CA2   HA2   SING N N 22 
GTB C2    O2    DOUB N N 23 
GTB C2    N3    SING N N 24 
GTB CB2   SG2   SING N N 25 
GTB CB2   HB21  SING N N 26 
GTB CB2   HB22  SING N N 27 
GTB SG2   "C'"  SING N N 28 
GTB N3    CA3   SING N N 29 
GTB N3    HN3   SING N N 30 
GTB CA3   C3    SING N N 31 
GTB CA3   HA31  SING N N 32 
GTB CA3   HA32  SING N N 33 
GTB C3    O31   DOUB N N 34 
GTB C3    O32   SING N N 35 
GTB O32   HO3   SING N N 36 
GTB "C'"  "C1'" SING N N 37 
GTB "C'"  "H'1" SING N N 38 
GTB "C'"  "H'2" SING N N 39 
GTB "C1'" "C2'" DOUB Y N 40 
GTB "C1'" "C6'" SING Y N 41 
GTB "C2'" "C3'" SING Y N 42 
GTB "C2'" "H2'" SING N N 43 
GTB "C3'" "C4'" DOUB Y N 44 
GTB "C3'" "H3'" SING N N 45 
GTB "C4'" N41   SING N N 46 
GTB "C4'" "C5'" SING Y N 47 
GTB N41   O41   SING N N 48 
GTB N41   O42   DOUB N N 49 
GTB "C5'" "C6'" DOUB Y N 50 
GTB "C5'" "H5'" SING N N 51 
GTB "C6'" "H6'" SING N N 52 
# 
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 
GTB SMILES           ACDLabs              10.04 O=C(O)C(N)CCC(=O)NC(C(=O)NCC(=O)O)CSCc1ccc(cc1)[N+]([O-])=O                                                                                                                                       
GTB InChI            InChI                1.02b InChI=1/C17H22N4O8S/c18-12(17(26)27)5-6-14(22)20-13(16(25)19-7-15(23)24)9-30-8-10-1-3-11(4-2-10)21(28)29/h1-4,12-13H,5-9,18H2,(H,19,25)(H,20,22)(H,23,24)(H,26,27)/t12-,13-/m0/s1/f/h19-20,23,26H 
GTB InChIKey         InChI                1.02b OAWORKDPTSAMBZ-PNOCCVHXDX                                                                                                                                                                         
GTB SMILES_CANONICAL CACTVS               3.341 N[C@@H](CCC(=O)N[C@@H](CSCc1ccc(cc1)[N+]([O-])=O)C(=O)NCC(O)=O)C(O)=O                                                                                                                             
GTB SMILES           CACTVS               3.341 N[CH](CCC(=O)N[CH](CSCc1ccc(cc1)[N+]([O-])=O)C(=O)NCC(O)=O)C(O)=O                                                                                                                                 
GTB SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 c1cc(ccc1CSC[C@@H](C(=O)NCC(=O)O)NC(=O)CC[C@@H](C(=O)O)N)[N+](=O)[O-]                                                                                                                             
GTB SMILES           "OpenEye OEToolkits" 1.5.0 c1cc(ccc1CSCC(C(=O)NCC(=O)O)NC(=O)CCC(C(=O)O)N)[N+](=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 
GTB "SYSTEMATIC NAME" ACDLabs              10.04 L-gamma-glutamyl-S-(4-nitrobenzyl)-L-cysteinylglycine                                                                          
GTB "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "(2S)-2-amino-5-[[(2R)-1-(carboxymethylamino)-3-[(4-nitrophenyl)methylsulfanyl]-1-oxo-propan-2-yl]amino]-5-oxo-pentanoic acid" 
# 
