data_GTD
# 
_chem_comp.id                                    GTD 
_chem_comp.name                                  1-(S-GLUTATHIONYL)-2,4,6-TRINITROCYCLOHEXA-2,5-DIENE 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C16 H20 N6 O12 S" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         "(S)-2-AMINO-5-((R)-1-(CARBOXYMETHYLAMINO)-1-OXO-3-(2,4,6-TRINITROCYCLOHEXA-2,5-DIENYLTHIO)PROPAN-2-YLAMINO)-5-OXOPENTANOIC ACID" 
_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                        520.428 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     GTD 
_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        4GST 
_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 
GTD N1    N1    N 0  1 N N N 18.031 14.866 13.566 -5.812 2.722  1.865  N1    GTD 1  
GTD CA1   CA1   C 0  1 N N S 18.526 14.371 12.210 -5.495 3.029  0.464  CA1   GTD 2  
GTD C1    C1    C 0  1 N N N 17.550 13.310 11.736 -6.761 3.381  -0.273 C1    GTD 3  
GTD O11   O11   O 0  1 N N N 17.405 13.021 10.554 -7.832 3.041  0.170  O11   GTD 4  
GTD O12   O12   O 0  1 N N N 16.787 12.695 12.668 -6.699 4.071  -1.423 O12   GTD 5  
GTD CB1   CB1   C 0  1 N N N 19.978 13.832 12.363 -4.846 1.807  -0.191 CB1   GTD 6  
GTD CG1   CG1   C 0  1 N N N 20.579 13.585 10.985 -3.499 1.525  0.477  CG1   GTD 7  
GTD CD1   CD1   C 0  1 N N N 22.081 13.401 11.015 -2.860 0.322  -0.168 CD1   GTD 8  
GTD OE1   OE1   O 0  1 N N N 22.832 13.855 11.944 -3.427 -0.253 -1.073 OE1   GTD 9  
GTD N2    N2    N 0  1 N N N 22.575 12.736 9.980  -1.659 -0.114 0.261  N2    GTD 10 
GTD CA2   CA2   C 0  1 N N R 23.918 12.125 9.949  -1.039 -1.284 -0.365 CA2   GTD 11 
GTD C2    C2    C 0  1 N N N 24.584 12.618 8.657  -1.565 -2.539 0.282  C2    GTD 12 
GTD O2    O2    O 0  1 N N N 25.579 12.029 8.223  -2.378 -2.464 1.178  O2    GTD 13 
GTD CB2   CB2   C 0  1 N N N 23.832 10.615 9.954  0.479  -1.214 -0.184 CB2   GTD 14 
GTD SG2   SG2   S 0  1 N N N 22.933 9.924  11.308 1.112  0.297  -0.963 SG2   GTD 15 
GTD N3    N3    N 0  1 N N N 24.039 13.710 8.072  -1.131 -3.745 -0.136 N3    GTD 16 
GTD CA3   CA3   C 0  1 N N N 24.614 14.204 6.825  -1.642 -4.965 0.493  CA3   GTD 17 
GTD C3    C3    C 0  1 N N N 25.286 15.561 6.981  -1.004 -6.168 -0.152 C3    GTD 18 
GTD O31   O31   O 0  1 N N N 25.536 16.016 8.093  -0.203 -6.021 -1.045 O31   GTD 19 
GTD O32   O32   O 0  1 N N N 25.633 16.217 5.872  -1.324 -7.403 0.266  O32   GTD 20 
GTD "C1'" "C1'" C 0  1 N N N 24.208 9.573  12.493 2.881  0.120  -0.603 "C1'" GTD 21 
GTD "C2'" "C2'" C 0  1 N N N 24.371 8.076  12.459 3.086  0.150  0.882  "C2'" GTD 22 
GTD "N2'" "N2'" N 1  1 N N N 25.221 7.418  11.487 2.804  -1.077 1.661  "N2'" GTD 23 
GTD O21   O21   O 0  1 N N N 25.243 7.885  10.336 2.414  -2.082 1.093  O21   GTD 24 
GTD O22   O22   O -1 1 N N N 25.794 6.369  11.870 2.961  -1.082 2.868  O22   GTD 25 
GTD "C3'" "C3'" C 0  1 N N N 23.716 7.198  13.282 3.499  1.205  1.515  "C3'" GTD 26 
GTD "C4'" "C4'" C 0  1 N N N 23.042 7.718  14.377 3.813  2.497  0.822  "C4'" GTD 27 
GTD "N4'" "N4'" N 1  1 N N N 22.235 6.793  15.177 5.016  3.083  1.420  "N4'" GTD 28 
GTD O41   O41   O 0  1 N N N 22.403 5.557  15.053 6.074  2.482  1.371  O41   GTD 29 
GTD O42   O42   O -1 1 N N N 21.405 7.181  16.018 4.956  4.170  1.967  O42   GTD 30 
GTD "C5'" "C5'" C 0  1 N N N 22.997 9.073  14.675 4.047  2.284  -0.643 "C5'" GTD 31 
GTD "C6'" "C6'" C 0  1 N N N 23.622 9.963  13.824 3.633  1.228  -1.276 "C6'" GTD 32 
GTD "N6'" "N6'" N 1  1 N N N 23.910 11.325 14.136 3.917  1.114  -2.724 "N6'" GTD 33 
GTD O61   O61   O 0  1 N N N 23.044 11.931 14.785 3.541  0.135  -3.343 O61   GTD 34 
GTD O62   O62   O -1 1 N N N 24.954 11.857 13.785 4.526  2.000  -3.297 O62   GTD 35 
GTD HN11  1HN1  H 0  0 N N N 18.687 15.579 13.884 -6.328 3.512  2.224  HN11  GTD 36 
GTD HN12  2HN1  H 0  0 N N N 17.899 14.113 14.242 -6.450 1.940  1.853  HN12  GTD 37 
GTD HA1   HA1   H 0  1 N N N 18.565 15.184 11.448 -4.805 3.872  0.423  HA1   GTD 38 
GTD HO1   HO1   H 0  1 N N N 16.176 12.030 12.371 -7.512 4.297  -1.895 HO1   GTD 39 
GTD HB11  1HB1  H 0  0 N N N 20.613 14.505 12.984 -5.499 0.942  -0.072 HB11  GTD 40 
GTD HB12  2HB1  H 0  0 N N N 20.024 12.925 13.010 -4.691 2.003  -1.252 HB12  GTD 41 
GTD HG11  1HG1  H 0  0 N N N 20.083 12.720 10.484 -2.846 2.391  0.359  HG11  GTD 42 
GTD HG12  2HG1  H 0  0 N N N 20.292 14.396 10.275 -3.654 1.330  1.538  HG12  GTD 43 
GTD HN2   HN2   H 0  1 N N N 21.916 12.694 9.201  -1.206 0.346  0.985  HN2   GTD 44 
GTD HA2   HA2   H 0  1 N N N 24.506 12.415 10.850 -1.277 -1.296 -1.429 HA2   GTD 45 
GTD HB21  1HB2  H 0  0 N N N 23.413 10.249 8.987  0.718  -1.202 0.879  HB21  GTD 46 
GTD HB22  2HB2  H 0  0 N N N 24.853 10.170 9.903  0.941  -2.084 -0.651 HB22  GTD 47 
GTD HN3   HN3   H 0  1 N N N 23.241 14.136 8.543  -0.480 -3.805 -0.853 HN3   GTD 48 
GTD HA31  1HA3  H 0  0 N N N 25.317 13.458 6.387  -1.404 -4.953 1.556  HA31  GTD 49 
GTD HA32  2HA3  H 0  0 N N N 23.848 14.228 6.014  -2.724 -5.015 0.364  HA32  GTD 50 
GTD HO3   HO3   H 0  1 N N N 26.052 17.063 5.969  -0.914 -8.175 -0.148 HO3   GTD 51 
GTD "H1'" "H1'" H 0  1 N N N 25.176 10.093 12.305 3.231  -0.837 -0.991 "H1'" GTD 52 
GTD "H3'" "H3'" H 0  1 N N N 23.730 6.115  13.071 3.623  1.149  2.586  "H3'" GTD 53 
GTD "H4'" "H4'" H 0  1 N N N 24.066 8.035  14.680 2.978  3.185  0.954  "H4'" GTD 54 
GTD "H5'" "H5'" H 0  1 N N N 22.472 9.437  15.574 4.583  3.041  -1.196 "H5'" GTD 55 
# 
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 
GTD N1    CA1   SING N N 1  
GTD N1    HN11  SING N N 2  
GTD N1    HN12  SING N N 3  
GTD CA1   C1    SING N N 4  
GTD CA1   CB1   SING N N 5  
GTD CA1   HA1   SING N N 6  
GTD C1    O11   DOUB N N 7  
GTD C1    O12   SING N N 8  
GTD O12   HO1   SING N N 9  
GTD CB1   CG1   SING N N 10 
GTD CB1   HB11  SING N N 11 
GTD CB1   HB12  SING N N 12 
GTD CG1   CD1   SING N N 13 
GTD CG1   HG11  SING N N 14 
GTD CG1   HG12  SING N N 15 
GTD CD1   OE1   DOUB N N 16 
GTD CD1   N2    SING N N 17 
GTD N2    CA2   SING N N 18 
GTD N2    HN2   SING N N 19 
GTD CA2   C2    SING N N 20 
GTD CA2   CB2   SING N N 21 
GTD CA2   HA2   SING N N 22 
GTD C2    O2    DOUB N N 23 
GTD C2    N3    SING N N 24 
GTD CB2   SG2   SING N N 25 
GTD CB2   HB21  SING N N 26 
GTD CB2   HB22  SING N N 27 
GTD SG2   "C1'" SING N N 28 
GTD N3    CA3   SING N N 29 
GTD N3    HN3   SING N N 30 
GTD CA3   C3    SING N N 31 
GTD CA3   HA31  SING N N 32 
GTD CA3   HA32  SING N N 33 
GTD C3    O31   DOUB N N 34 
GTD C3    O32   SING N N 35 
GTD O32   HO3   SING N N 36 
GTD "C1'" "C2'" SING N N 37 
GTD "C1'" "C6'" SING N N 38 
GTD "C1'" "H1'" SING N N 39 
GTD "C2'" "N2'" SING N N 40 
GTD "C2'" "C3'" DOUB N N 41 
GTD "N2'" O21   DOUB N N 42 
GTD "N2'" O22   SING N N 43 
GTD "C3'" "C4'" SING N N 44 
GTD "C3'" "H3'" SING N N 45 
GTD "C4'" "N4'" SING N N 46 
GTD "C4'" "C5'" SING N N 47 
GTD "C4'" "H4'" SING N N 48 
GTD "N4'" O41   DOUB N N 49 
GTD "N4'" O42   SING N N 50 
GTD "C5'" "C6'" DOUB N N 51 
GTD "C5'" "H5'" SING N N 52 
GTD "C6'" "N6'" SING N N 53 
GTD "N6'" O61   DOUB N N 54 
GTD "N6'" O62   SING N N 55 
# 
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 
GTD SMILES           ACDLabs              10.04 O=[N+]([O-])C1=CC([N+]([O-])=O)C=C([N+]([O-])=O)C1SCC(C(=O)NCC(=O)O)NC(=O)CCC(C(=O)O)N 
GTD InChI            InChI                1.02b 
InChI=1/C16H20N6O12S/c17-8(16(27)28)1-2-12(23)19-9(15(26)18-5-13(24)25)6-35-14-10(21(31)32)3-7(20(29)30)4-11(14)22(33)34/h3-4,7-9,14H,1-2,5-6,17H2,(H,18,26)(H,19,23)(H,24,25)(H,27,28)/t7-,8-,9-,14+/m0/s1/f/h18-19,24,27H 
GTD InChIKey         InChI                1.02b VQUXYLXGOSJDJJ-OMTOZVRWDU 
GTD SMILES_CANONICAL CACTVS               3.341 N[C@@H](CCC(=O)N[C@@H](CS[C@@H]1C(=C[C@@H](C=C1[N+]([O-])=O)[N+]([O-])=O)[N+]([O-])=O)C(=O)NCC(O)=O)C(O)=O 
GTD SMILES           CACTVS               3.341 N[CH](CCC(=O)N[CH](CS[CH]1C(=C[CH](C=C1[N+]([O-])=O)[N+]([O-])=O)[N+]([O-])=O)C(=O)NCC(O)=O)C(O)=O 
GTD SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 C1=C(C(C(=CC1[N+](=O)[O-])[N+](=O)[O-])SC[C@@H](C(=O)NCC(=O)O)NC(=O)CC[C@@H](C(=O)O)N)[N+](=O)[O-] 
GTD SMILES           "OpenEye OEToolkits" 1.5.0 C1=C(C(C(=CC1[N+](=O)[O-])[N+](=O)[O-])SCC(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 
GTD "SYSTEMATIC NAME" ACDLabs              10.04 L-gamma-glutamyl-S-(cis-2,4,6-trinitrocyclohexa-2,5-dien-1-yl)-L-cysteinylglycine                                                               
GTD "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "(2S)-2-amino-5-[[(2R)-1-(carboxymethylamino)-1-oxo-3-[(2,4,6-trinitro-1-cyclohexa-2,5-dienyl)sulfanyl]propan-2-yl]amino]-5-oxo-pentanoic acid" 
# 
