data_GSF
# 
_chem_comp.id                                    GSF 
_chem_comp.name                                  L-GAMMA-GLUTAMYL-3-SULFINO-L-ALANYLGLYCINE 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C10 H17 N3 O8 S" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         "GLUTATHIONE SULFINATE" 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2005-03-09 
_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                        339.322 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     GSF 
_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        1YZX 
_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 
GSF CB1  CB1  C 0 1 N N N 16.511 68.341 3.553  3.568  0.469  -0.162 CB1  GSF 1  
GSF CG1  CG1  C 0 1 N N N 16.459 66.861 2.991  2.351  0.966  0.620  CG1  GSF 2  
GSF CD1  CD1  C 0 1 N N N 15.030 66.261 2.988  1.099  0.361  0.038  CD1  GSF 3  
GSF OE1  OE1  O 0 1 N N N 14.066 66.937 3.407  1.173  -0.393 -0.909 OE1  GSF 4  
GSF C1   C1   C 0 1 N N N 18.589 69.313 2.322  6.046  0.500  -0.261 C1   GSF 5  
GSF O11  O11  O 0 1 N N N 18.975 68.284 1.723  6.504  -0.709 0.098  O11  GSF 6  
GSF O12  O12  O 0 1 N N N 18.770 70.457 1.905  6.601  1.122  -1.135 O12  GSF 7  
GSF N1   N1   N 0 1 N N N 17.477 70.499 4.232  4.817  2.539  0.230  N1   GSF 8  
GSF CA1  CA1  C 0 1 N N S 17.842 69.152 3.664  4.839  1.083  0.429  CA1  GSF 9  
GSF N2   N2   N 0 1 N N N 14.875 64.964 2.516  -0.103 0.659  0.570  N2   GSF 10 
GSF CA2  CA2  C 0 1 N N R 13.506 64.263 2.485  -1.320 0.071  0.004  CA2  GSF 11 
GSF CB2  CB2  C 0 1 N N N 13.380 63.537 1.169  -1.553 -1.311 0.620  CB2  GSF 12 
GSF SG2  SG2  S 0 1 N N S 13.212 64.493 -0.272 -0.136 -2.383 0.253  SG2  GSF 13 
GSF O1S  O1S  O 0 1 N N N 14.491 64.532 -1.058 -0.199 -2.803 -1.103 O1S  GSF 14 
GSF O2S  O2S  O 0 1 N N N 12.140 63.743 -0.938 -0.586 -3.661 0.947  O2S  GSF 15 
GSF C2   C2   C 0 1 N N N 13.589 63.409 3.740  -2.497 0.961  0.309  C2   GSF 16 
GSF O2   O2   O 0 1 N N N 13.979 62.224 3.755  -2.335 1.986  0.936  O2   GSF 17 
GSF N3   N3   N 0 1 N N N 13.153 64.119 4.821  -3.729 0.619  -0.117 N3   GSF 18 
GSF CA3  CA3  C 0 1 N N N 13.112 63.510 6.187  -4.873 1.485  0.180  CA3  GSF 19 
GSF C3   C3   C 0 1 N N N 12.584 64.511 7.194  -6.125 0.880  -0.402 C3   GSF 20 
GSF O31  O31  O 0 1 N N N 12.284 64.051 8.305  -7.304 1.504  -0.254 O31  GSF 21 
GSF O32  O32  O 0 1 N N N 12.465 65.726 6.885  -6.067 -0.167 -1.003 O32  GSF 22 
GSF HB11 1HB1 H 0 0 N N N 15.793 68.952 2.957  3.474  0.764  -1.207 HB11 GSF 23 
GSF HB12 2HB1 H 0 0 N N N 16.035 68.334 4.561  3.625  -0.617 -0.095 HB12 GSF 24 
GSF HG11 1HG1 H 0 0 N N N 16.915 66.805 1.975  2.445  0.671  1.665  HG11 GSF 25 
GSF HG12 2HG1 H 0 0 N N N 17.165 66.200 3.545  2.294  2.053  0.553  HG12 GSF 26 
GSF H11  H11  H 0 1 N N N 18.835 67.401 2.044  7.279  -1.083 -0.345 H11  GSF 27 
GSF HN11 1HN1 H 0 0 N N N 18.345 71.028 4.304  5.713  2.887  0.538  HN11 GSF 28 
GSF HN12 2HN1 H 0 0 N N N 16.965 70.440 5.112  4.773  2.695  -0.765 HN12 GSF 29 
GSF HA1  HA1  H 0 1 N N N 18.551 68.594 4.318  4.888  0.862  1.495  HA1  GSF 30 
GSF HN2  HN2  H 0 1 N N N 15.745 64.536 2.199  -0.163 1.262  1.327  HN2  GSF 31 
GSF HA2  HA2  H 0 1 N N N 12.585 64.891 2.513  -1.208 -0.027 -1.076 HA2  GSF 32 
GSF HB21 1HB2 H 0 0 N N N 14.244 62.842 1.049  -1.665 -1.213 1.700  HB21 GSF 33 
GSF HB22 2HB2 H 0 0 N N N 12.534 62.813 1.229  -2.458 -1.748 0.199  HB22 GSF 34 
GSF H2S  H2S  H 0 1 N N N 12.048 64.265 -1.725 0.114  -4.314 0.810  H2S  GSF 35 
GSF HN3  HN3  H 0 1 N N N 12.866 65.075 4.614  -3.858 -0.201 -0.619 HN3  GSF 36 
GSF HA31 1HA3 H 0 0 N N N 12.529 62.559 6.201  -4.985 1.582  1.259  HA31 GSF 37 
GSF HA32 2HA3 H 0 0 N N N 14.103 63.100 6.489  -4.707 2.469  -0.259 HA32 GSF 38 
GSF H31  H31  H 0 1 N N N 11.952 64.678 8.936  -8.107 1.116  -0.627 H31  GSF 39 
# 
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 
GSF CB1 CG1  SING N N 1  
GSF CB1 CA1  SING N N 2  
GSF CB1 HB11 SING N N 3  
GSF CB1 HB12 SING N N 4  
GSF CG1 CD1  SING N N 5  
GSF CG1 HG11 SING N N 6  
GSF CG1 HG12 SING N N 7  
GSF CD1 OE1  DOUB N N 8  
GSF CD1 N2   SING N N 9  
GSF C1  O11  SING N N 10 
GSF C1  O12  DOUB N N 11 
GSF C1  CA1  SING N N 12 
GSF O11 H11  SING N N 13 
GSF N1  CA1  SING N N 14 
GSF N1  HN11 SING N N 15 
GSF N1  HN12 SING N N 16 
GSF CA1 HA1  SING N N 17 
GSF N2  CA2  SING N N 18 
GSF N2  HN2  SING N N 19 
GSF CA2 CB2  SING N N 20 
GSF CA2 C2   SING N N 21 
GSF CA2 HA2  SING N N 22 
GSF CB2 SG2  SING N N 23 
GSF CB2 HB21 SING N N 24 
GSF CB2 HB22 SING N N 25 
GSF SG2 O1S  DOUB N N 26 
GSF SG2 O2S  SING N N 27 
GSF O2S H2S  SING N N 28 
GSF C2  O2   DOUB N N 29 
GSF C2  N3   SING N N 30 
GSF N3  CA3  SING N N 31 
GSF N3  HN3  SING N N 32 
GSF CA3 C3   SING N N 33 
GSF CA3 HA31 SING N N 34 
GSF CA3 HA32 SING N N 35 
GSF C3  O31  SING N N 36 
GSF C3  O32  DOUB N N 37 
GSF O31 H31  SING N N 38 
# 
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 
GSF SMILES           ACDLabs              10.04 O=C(NC(C(=O)NCC(=O)O)CS(=O)O)CCC(C(=O)O)N                                                                                                                                  
GSF InChI            InChI                1.02b InChI=1/C10H17N3O8S/c11-5(10(18)19)1-2-7(14)13-6(4-22(20)21)9(17)12-3-8(15)16/h5-6H,1-4,11H2,(H,12,17)(H,13,14)(H,15,16)(H,18,19)(H,20,21)/t5-,6-/m0/s1/f/h12-13,15,18,20H 
GSF InChIKey         InChI                1.02b DMAPAHUEYHXRFI-AVKXCQAYDR                                                                                                                                                  
GSF SMILES_CANONICAL CACTVS               3.341 N[C@@H](CCC(=O)N[C@@H](C[S@](O)=O)C(=O)NCC(O)=O)C(O)=O                                                                                                                     
GSF SMILES           CACTVS               3.341 N[CH](CCC(=O)N[CH](C[S](O)=O)C(=O)NCC(O)=O)C(O)=O                                                                                                                          
GSF SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 C(CC(=O)N[C@@H](C[S@@](=O)O)C(=O)NCC(=O)O)[C@@H](C(=O)O)N                                                                                                                  
GSF SMILES           "OpenEye OEToolkits" 1.5.0 C(CC(=O)NC(CS(=O)O)C(=O)NCC(=O)O)C(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 
GSF "SYSTEMATIC NAME" ACDLabs              10.04 L-gamma-glutamyl-3-sulfino-L-alanylglycine                                                             
GSF "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "(2S)-2-amino-5-[[(2R)-1-(carboxymethylamino)-1-oxo-3-sulfino-propan-2-yl]amino]-5-oxo-pentanoic acid" 
# 
