data_GBX
#

_chem_comp.id                                   GBX
_chem_comp.name                                 "2-AMINO-4-[1-(CARBOXYMETHYL-CARBAMOYL)-2-(9-HYDROXY-7,8-DIOXO-7,8,9,10-TETRAHYDRO-BENZO[DEF]CHRYSEN-10-YLSULFANYL)-ETHYLCARBAMOYL]-BUTYRIC ACID"
_chem_comp.type                                 NON-POLYMER
_chem_comp.pdbx_type                            HETAIN
_chem_comp.formula                              "C30 H27 N3 O9 S"
_chem_comp.mon_nstd_parent_comp_id              ?
_chem_comp.pdbx_synonyms                        "GLUTATHIONE CONJUGATE OF (+)-ANTI-BPDE"
_chem_comp.pdbx_formal_charge                   0
_chem_comp.pdbx_initial_date                    1999-07-08
_chem_comp.pdbx_modified_date                   2021-03-01
_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                       605.615
_chem_comp.one_letter_code                      ?
_chem_comp.three_letter_code                    GBX
_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       1F3B
_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
GBX  O2      O2      O  0  1  N  N  N  18.103  13.633  12.367  -2.382   3.051   3.138  O2      GBX   1  
GBX  C1      C1      C  0  1  N  N  N  21.809   7.492  14.934   5.147  -0.340   5.785  C1      GBX   2  
GBX  C2      C2      C  0  1  N  N  N  17.891  12.987  11.342  -1.992   1.902   3.137  C2      GBX   3  
GBX  C3      C3      C  0  1  N  N  N  19.057  15.290   8.798  -3.760   0.327   5.977  C3      GBX   4  
GBX  N1      N1      N  0  1  N  N  N  23.319   6.807  13.037   3.155  -1.690   6.120  N1      GBX   5  
GBX  C7      C7      C  0  1  N  N  N  15.908  10.517   7.977  -1.045  -3.027  -2.114  C7      GBX   6  
GBX  N2      N2      N  0  1  N  N  N  18.769  10.944  12.265  -0.169   0.374   2.659  N2      GBX   7  
GBX  N3      N3      N  0  1  N  N  N  17.820  13.535  10.129  -2.448   1.035   4.062  N3      GBX   8  
GBX  CA1     CA1     C  0  1  N  N  S  22.431   7.882  13.589   3.931  -0.938   5.126  CA1     GBX   9  
GBX  O11     O11     O  0  1  N  N  N  21.579   8.349  15.784   5.112  -0.034   6.953  O11     GBX  10  
GBX  O12     O12     O  0  1  N  N  N  21.552   6.288  15.105   6.269  -0.147   5.074  O12     GBX  11  
GBX  CB1     CB1     C  0  1  N  N  N  21.330   8.242  12.594   3.065   0.180   4.543  CB1     GBX  12  
GBX  CG1     CG1     C  0  1  N  N  N  20.639   9.566  12.914   1.830  -0.426   3.874  CG1     GBX  13  
GBX  CD1     CD1     C  0  1  N  N  N  19.592   9.966  11.890   0.977   0.675   3.300  CD1     GBX  14  
GBX  OE1     OE1     O  0  1  N  N  N  19.528   9.403  10.788   1.323   1.831   3.415  OE1     GBX  15  
GBX  CA2     CA2     C  0  1  N  N  R  17.702  11.480  11.419  -0.998   1.445   2.101  CA2     GBX  16  
GBX  CB2     CB2     C  0  1  N  N  N  16.316  11.169  12.000  -1.746   0.924   0.872  CB2     GBX  17  
GBX  SG2     SG2     S  0  1  N  N  N  15.908   9.406  12.153  -0.549   0.373  -0.374  SG2     GBX  18  
GBX  CA3     CA3     C  0  1  N  N  N  17.976  14.968   9.844  -3.415   1.479   5.070  CA3     GBX  19  
GBX  O31     O31     O  0  1  N  N  N  19.239  16.456   8.438  -3.251  -0.754   5.801  O31     GBX  20  
GBX  O32     O32     O  0  1  N  N  N  19.729  14.345   8.319  -4.633   0.502   6.982  O32     GBX  21  
GBX  O7      O7      O  0  1  N  N  N  16.877  11.247   8.274  -0.876  -4.213  -2.313  O7      GBX  22  
GBX  C8      C8      C  0  1  N  N  N  16.185   9.260   8.014  -1.760  -2.516  -0.894  C8      GBX  23  
GBX  O8      O8      O  0  1  N  N  N  15.293   8.607   7.440  -1.679  -3.059   0.181  O8      GBX  24  
GBX  C9      C9      C  0  1  N  N  S  16.437   8.688   9.481  -2.592  -1.265  -1.117  C9      GBX  25  
GBX  O9      O9      O  0  1  N  N  N  16.700   7.273   9.432  -3.643  -1.540  -2.045  O9      GBX  26  
GBX  C10     C10     C  0  1  N  N  S  15.235   8.941  10.478  -1.684  -0.175  -1.679  C10     GBX  27  
GBX  "C1'"   "C1'"   C  0  1  Y  N  N  13.816  11.940   8.348   0.212  -2.398  -4.156  "C1'"   GBX  28  
GBX  "C2'"   "C2'"   C  0  1  Y  N  N  14.644  10.833   8.766  -0.560  -1.993  -3.062  "C2'"   GBX  29  
GBX  "C3'"   "C3'"   C  0  1  Y  N  N  14.299  10.059   9.956  -0.879  -0.653  -2.855  "C3'"   GBX  30  
GBX  "C4'"   "C4'"   C  0  1  Y  N  N  12.573   9.475  11.713  -0.746   1.719  -3.599  "C4'"   GBX  31  
GBX  "C5'"   "C5'"   C  0  1  Y  N  N  11.307   9.716  12.340  -0.290   2.630  -4.487  "C5'"   GBX  32  
GBX  "C6'"   "C6'"   C  0  1  Y  N  N   9.249  11.087  12.548   0.971   3.182  -6.510  "C6'"   GBX  33  
GBX  "C7'"   "C7'"   C  0  1  Y  N  N   8.461  12.211  12.125   1.738   2.786  -7.587  "C7'"   GBX  34  
GBX  "C8'"   "C8'"   C  0  1  Y  N  N   8.902  13.064  11.071   2.058   1.457  -7.790  "C8'"   GBX  35  
GBX  "C9'"   "C9'"   C  0  1  Y  N  N  10.583  13.649   9.341   1.931  -0.927  -7.095  "C9'"   GBX  36  
GBX  C9A     C9A     C  0  1  Y  N  N  11.813  13.370   8.655   1.487  -1.858  -6.221  C9A     GBX  37  
GBX  C11     C11     C  0  1  Y  N  N  12.625  12.247   9.051   0.678  -1.459  -5.072  C11     GBX  38  
GBX  C12     C12     C  0  1  Y  N  N  12.212  11.418  10.181   0.357  -0.094  -4.880  C12     GBX  39  
GBX  C13     C13     C  0  1  Y  N  N  13.049  10.333  10.643  -0.427   0.304  -3.774  C13     GBX  40  
GBX  C16     C16     C  0  1  Y  N  N  10.503  10.818  11.916   0.498   2.236  -5.595  C16     GBX  41  
GBX  C17     C17     C  0  1  Y  N  N  10.957  11.676  10.828   0.819   0.873  -5.789  C17     GBX  42  
GBX  C18     C18     C  0  1  Y  N  N  10.142  12.804  10.405   1.605   0.482  -6.899  C18     GBX  43  
GBX  HN11    1HN1    H  0  0  N  N  N  23.733   7.066  12.141   2.888  -1.033   6.838  HN11    GBX  44  
GBX  HN12    2HN1    H  0  0  N  N  N  22.822   5.918  12.968   2.304  -1.983   5.664  HN12    GBX  45  
GBX  HN2     HN2     H  0  1  N  N  N  18.957  11.285  13.207  -0.445  -0.550   2.567  HN2     GBX  46  
GBX  HN3     HN3     H  0  1  N  N  N  17.642  12.841   9.402  -2.137   0.116   4.061  HN3     GBX  47  
GBX  HA1     HA1     H  0  1  N  N  N  23.078   8.773  13.760   4.244  -1.609   4.326  HA1     GBX  48  
GBX  H12     H12     H  0  1  N  N  N  21.166   6.046  15.938   7.050   0.236   5.497  H12     GBX  49  
GBX  HB11    1HB1    H  0  0  N  N  N  21.722   8.241  11.550   2.752   0.851   5.343  HB11    GBX  50  
GBX  HB12    2HB1    H  0  0  N  N  N  20.585   7.416  12.510   3.641   0.738   3.805  HB12    GBX  51  
GBX  HG11    1HG1    H  0  0  N  N  N  20.200   9.544  13.939   2.144  -1.097   3.074  HG11    GBX  52  
GBX  HG12    2HG1    H  0  0  N  N  N  21.389  10.379  13.050   1.255  -0.985   4.612  HG12    GBX  53  
GBX  HA2     HA2     H  0  1  N  N  N  17.757  11.009  10.409  -0.364   2.283   1.812  HA2     GBX  54  
GBX  HB21    1HB2    H  0  0  N  N  N  16.193  11.675  12.985  -2.380   0.086   1.161  HB21    GBX  55  
GBX  HB22    2HB2    H  0  0  N  N  N  15.528  11.692  11.409  -2.363   1.721   0.457  HB22    GBX  56  
GBX  HA31    1HA3    H  0  0  N  N  N  18.163  15.534  10.785  -2.981   2.288   5.658  HA31    GBX  57  
GBX  HA32    2HA3    H  0  0  N  N  N  16.999  15.414   9.545  -4.318   1.835   4.574  HA32    GBX  58  
GBX  H32     H32     H  0  1  N  N  N  20.396  14.543   7.673  -4.855  -0.237   7.564  H32     GBX  59  
GBX  H9      H9      H  0  1  N  N  N  17.320   9.245   9.870  -3.017  -0.934  -0.169  H9      GBX  60  
GBX  HO9     HO9     H  0  1  N  N  N  16.850   6.932  10.306  -4.190  -2.233  -1.649  HO9     GBX  61  
GBX  H10     H10     H  0  1  N  N  N  14.637   8.002  10.557  -2.298   0.668  -1.991  H10     GBX  62  
GBX  "H1'"   "H1'"   H  0  1  N  N  N  14.097  12.559   7.479   0.449  -3.443  -4.289  "H1'"   GBX  63  
GBX  "H4'"   "H4'"   H  0  1  N  N  N  13.184   8.623  12.056  -1.345   2.037  -2.758  "H4'"   GBX  64  
GBX  "H5'"   "H5'"   H  0  1  N  N  N  10.951   9.054  13.147  -0.532   3.674  -4.350  "H5'"   GBX  65  
GBX  "H6'"   "H6'"   H  0  1  N  N  N   8.891  10.430  13.358   0.734   4.227  -6.374  "H6'"   GBX  66  
GBX  "H7'"   "H7'"   H  0  1  N  N  N   7.498  12.423  12.619   2.096   3.529  -8.284  "H7'"   GBX  67  
GBX  "H8'"   "H8'"   H  0  1  N  N  N   8.283  13.926  10.770   2.660   1.172  -8.640  "H8'"   GBX  68  
GBX  "H9'"   "H9'"   H  0  1  N  N  N   9.972  14.519   9.048   2.529  -1.227  -7.943  "H9'"   GBX  69  
GBX  H9A     H9A     H  0  1  N  N  N  12.134  14.019   7.823   1.732  -2.899  -6.372  H9A     GBX  70  
#   #
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
GBX  O2     C2      DOUB  N  N   1  
GBX  C1     CA1     SING  N  N   2  
GBX  C1     O11     DOUB  N  N   3  
GBX  C1     O12     SING  N  N   4  
GBX  C2     N3      SING  N  N   5  
GBX  C2     CA2     SING  N  N   6  
GBX  C3     CA3     SING  N  N   7  
GBX  C3     O31     DOUB  N  N   8  
GBX  C3     O32     SING  N  N   9  
GBX  N1     CA1     SING  N  N  10  
GBX  N1     HN11    SING  N  N  11  
GBX  N1     HN12    SING  N  N  12  
GBX  C7     O7      DOUB  N  N  13  
GBX  C7     C8      SING  N  N  14  
GBX  C7     "C2'"   SING  N  N  15  
GBX  N2     CD1     SING  N  N  16  
GBX  N2     CA2     SING  N  N  17  
GBX  N2     HN2     SING  N  N  18  
GBX  N3     CA3     SING  N  N  19  
GBX  N3     HN3     SING  N  N  20  
GBX  CA1    CB1     SING  N  N  21  
GBX  CA1    HA1     SING  N  N  22  
GBX  O12    H12     SING  N  N  23  
GBX  CB1    CG1     SING  N  N  24  
GBX  CB1    HB11    SING  N  N  25  
GBX  CB1    HB12    SING  N  N  26  
GBX  CG1    CD1     SING  N  N  27  
GBX  CG1    HG11    SING  N  N  28  
GBX  CG1    HG12    SING  N  N  29  
GBX  CD1    OE1     DOUB  N  N  30  
GBX  CA2    CB2     SING  N  N  31  
GBX  CA2    HA2     SING  N  N  32  
GBX  CB2    SG2     SING  N  N  33  
GBX  CB2    HB21    SING  N  N  34  
GBX  CB2    HB22    SING  N  N  35  
GBX  SG2    C10     SING  N  N  36  
GBX  CA3    HA31    SING  N  N  37  
GBX  CA3    HA32    SING  N  N  38  
GBX  O32    H32     SING  N  N  39  
GBX  C8     O8      DOUB  N  N  40  
GBX  C8     C9      SING  N  N  41  
GBX  C9     O9      SING  N  N  42  
GBX  C9     C10     SING  N  N  43  
GBX  C9     H9      SING  N  N  44  
GBX  O9     HO9     SING  N  N  45  
GBX  C10    "C3'"   SING  N  N  46  
GBX  C10    H10     SING  N  N  47  
GBX  "C1'"  "C2'"   SING  Y  N  48  
GBX  "C1'"  C11     DOUB  Y  N  49  
GBX  "C1'"  "H1'"   SING  N  N  50  
GBX  "C2'"  "C3'"   DOUB  Y  N  51  
GBX  "C3'"  C13     SING  Y  N  52  
GBX  "C4'"  "C5'"   DOUB  Y  N  53  
GBX  "C4'"  C13     SING  Y  N  54  
GBX  "C4'"  "H4'"   SING  N  N  55  
GBX  "C5'"  C16     SING  Y  N  56  
GBX  "C5'"  "H5'"   SING  N  N  57  
GBX  "C6'"  "C7'"   DOUB  Y  N  58  
GBX  "C6'"  C16     SING  Y  N  59  
GBX  "C6'"  "H6'"   SING  N  N  60  
GBX  "C7'"  "C8'"   SING  Y  N  61  
GBX  "C7'"  "H7'"   SING  N  N  62  
GBX  "C8'"  C18     DOUB  Y  N  63  
GBX  "C8'"  "H8'"   SING  N  N  64  
GBX  "C9'"  C9A     DOUB  Y  N  65  
GBX  "C9'"  C18     SING  Y  N  66  
GBX  "C9'"  "H9'"   SING  N  N  67  
GBX  C9A    C11     SING  Y  N  68  
GBX  C9A    H9A     SING  N  N  69  
GBX  C11    C12     SING  Y  N  70  
GBX  C12    C13     DOUB  Y  N  71  
GBX  C12    C17     SING  Y  N  72  
GBX  C16    C17     DOUB  Y  N  73  
GBX  C17    C18     SING  Y  N  74  
#   #
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
GBX  SMILES            ACDLabs               10.04  "O=C(O)C(N)CCC(=O)NC(C(=O)NCC(=O)O)CSC3c2c1ccc5c4c1c(cc2C(=O)C(=O)C3O)ccc4ccc5"  
GBX  SMILES_CANONICAL  CACTVS                3.341  "N[C@@H](CCC(=O)N[C@@H](CS[C@@H]1[C@@H](O)C(=O)C(=O)c2cc3ccc4cccc5ccc(c12)c3c45)C(=O)NCC(O)=O)C(O)=O"  
GBX  SMILES            CACTVS                3.341  "N[CH](CCC(=O)N[CH](CS[CH]1[CH](O)C(=O)C(=O)c2cc3ccc4cccc5ccc(c12)c3c45)C(=O)NCC(O)=O)C(O)=O"  
GBX  SMILES_CANONICAL  "OpenEye OEToolkits"  1.5.0  "c1cc2ccc3cc4c(c5c3c2c(c1)cc5)[C@@H]([C@H](C(=O)C4=O)O)SC[C@@H](C(=O)NCC(=O)O)NC(=O)CC[C@@H](C(=O)O)N"  
GBX  SMILES            "OpenEye OEToolkits"  1.5.0  "c1cc2ccc3cc4c(c5c3c2c(c1)cc5)C(C(C(=O)C4=O)O)SCC(C(=O)NCC(=O)O)NC(=O)CCC(C(=O)O)N"  
GBX  InChI             InChI                 1.03   "InChI=1S/C30H27N3O9S/c31-18(30(41)42)8-9-20(34)33-19(29(40)32-11-21(35)36)12-43-28-24-16-7-6-14-3-1-2-13-4-5-15(23(16)22(13)14)10-17(24)25(37)26(38)27(28)39/h1-7,10,18-19,27-28,39H,8-9,11-12,31H2,(H,32,40)(H,33,34)(H,35,36)(H,41,42)/t18-,19-,27-,28-/m0/s1"  
GBX  InChIKey          InChI                 1.03   DUWOHLGCRJLRRU-HVYZTVOGSA-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
GBX  "SYSTEMATIC NAME"  ACDLabs               10.04  "L-gamma-glutamyl-S-[(9S,10S)-9-hydroxy-7,8-dioxo-7,8,9,10-tetrahydrobenzo[pqr]tetraphen-10-yl]-L-cysteinylglycine"  
GBX  "SYSTEMATIC NAME"  "OpenEye OEToolkits"  1.5.0  "(2S)-2-amino-5-[[(2R)-1-(carboxymethylamino)-3-[[(9S,10S)-9-hydroxy-7,8-dioxo-9,10-dihydrobenzo[a]pyren-10-yl]sulfanyl]-1-oxo-propan-2-yl]amino]-5-oxo-pentanoic acid"  
#   #
loop_
_pdbx_chem_comp_audit.comp_id
_pdbx_chem_comp_audit.action_type
_pdbx_chem_comp_audit.date
_pdbx_chem_comp_audit.processing_site
GBX  "Create component"   1999-07-08  RCSB  
GBX  "Modify descriptor"  2011-06-04  RCSB  
GBX  "Modify synonyms"    2021-03-01  PDBE  
#
_pdbx_chem_comp_synonyms.ordinal     1
_pdbx_chem_comp_synonyms.comp_id     GBX
_pdbx_chem_comp_synonyms.name        "GLUTATHIONE CONJUGATE OF (+)-ANTI-BPDE"
_pdbx_chem_comp_synonyms.provenance  ?
_pdbx_chem_comp_synonyms.type        ?
##
