data_GSO
# 
_chem_comp.id                                    GSO 
_chem_comp.name                                  L-GAMMA-GLUTAMYL-S-[(2S)-2-HYDROXY-2-PHENYLETHYL]-L-CYSTEINYLGLYCINE 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C18 H25 N3 O7 S" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2005-10-20 
_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                        427.472 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     GSO 
_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        ? 
_chem_comp.pdbx_subcomponent_list                ? 
_chem_comp.pdbx_processing_site                  EBI 
# 
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 
GSO C    C    C 0 1 N N N 5.636  -0.312  99.113  6.741  -2.795 -0.382 C    GSO 1  
GSO OT1  OT1  O 0 1 N N N 6.891  -0.238  99.030  6.677  -3.547 -1.492 OT1  GSO 2  
GSO OT2  OT2  O 0 1 N N N 4.892  -0.225  98.111  7.792  -2.302 -0.045 OT2  GSO 3  
GSO N    N    N 0 1 N N N 3.672  0.001   100.540 5.888  -2.149 1.800  N    GSO 4  
GSO CA   CA   C 0 1 N N S 5.036  -0.515  100.476 5.502  -2.565 0.445  CA   GSO 5  
GSO CB   CB   C 0 1 N N N 5.039  -1.984  100.886 4.653  -1.469 -0.203 CB   GSO 6  
GSO CB2  CB2  C 0 1 N N N 8.559  -5.885  100.920 -0.997 0.865  0.130  CB2  GSO 7  
GSO SG2  SG2  S 0 1 N N N 7.265  -6.349  99.794  -1.491 -0.751 -0.529 SG2  GSO 8  
GSO CG   CG   C 0 1 N N N 6.422  -2.399  101.376 3.338  -1.322 0.565  CG   GSO 9  
GSO CD   CD   C 0 1 N N N 6.436  -3.829  101.899 2.502  -0.242 -0.073 CD   GSO 10 
GSO OE   OE   O 0 1 N N N 5.352  -4.483  102.259 2.917  0.351  -1.046 OE   GSO 11 
GSO N2   N2   N 0 1 N N N 7.595  -4.306  101.966 1.293  0.064  0.438  N2   GSO 12 
GSO CA2  CA2  C 0 1 N N R 8.158  -5.552  102.283 0.480  1.113  -0.182 CA2  GSO 13 
GSO C2   C2   C 0 1 N N N 9.036  -5.712  103.405 0.891  2.456  0.365  C2   GSO 14 
GSO O2   O2   O 0 1 N N N 9.583  -6.873  103.669 1.776  2.529  1.192  O2   GSO 15 
GSO N3   N3   N 0 1 N N N 9.369  -4.658  104.022 0.275  3.575  -0.064 N3   GSO 16 
GSO CA3  CA3  C 0 1 N N N 10.365 -4.629  105.095 0.675  4.881  0.468  CA3  GSO 17 
GSO C3   C3   C 0 1 N N N 9.926  -4.192  106.457 -0.162 5.960  -0.170 C3   GSO 18 
GSO O31  O31  O 0 1 N N N 8.714  -4.038  106.698 -1.004 5.669  -0.985 O31  GSO 19 
GSO O32  O32  O 0 1 N N N 10.836 -4.029  107.306 0.030  7.245  0.167  O32  GSO 20 
GSO OF2  OF2  O 0 1 N N N 6.298  -8.630  98.670  -3.273 -3.182 0.198  OF2  GSO 21 
GSO CD2  CD2  C 0 1 N N N 5.907  -7.156  100.553 -3.234 -0.776 -0.027 CD2  GSO 22 
GSO CG2  CG2  C 0 1 Y N N 6.864  -10.685 102.971 -7.153 -2.298 1.381  CG2  GSO 23 
GSO CL1  CL1  C 0 1 Y N N 6.106  -9.909  102.102 -5.800 -2.330 1.098  CL1  GSO 24 
GSO CL2  CL2  C 0 1 Y N N 8.195  -10.961 102.661 -8.060 -1.996 0.383  CL2  GSO 25 
GSO CM1  CM1  C 0 1 Y N N 6.677  -9.419  100.925 -5.354 -2.053 -0.181 CM1  GSO 26 
GSO CM2  CM2  C 0 1 Y N N 8.772  -10.469 101.491 -7.615 -1.724 -0.897 CM2  GSO 27 
GSO CZ   CZ   C 0 1 Y N N 8.012  -9.697  100.618 -6.262 -1.753 -1.179 CZ   GSO 28 
GSO C22  C22  C 0 1 N N S 5.838  -8.586  100.030 -3.879 -2.084 -0.488 C22  GSO 29 
GSO HT1  HT1  H 0 1 N N N 7.456  -0.304  99.791  7.472  -3.695 -2.022 HT1  GSO 30 
GSO HN1  1HN  H 0 1 N N N 3.469  0.854   101.062 6.417  -1.296 1.702  HN1  GSO 31 
GSO HN2  2HN  H 0 1 N N N 2.961  -0.492  101.080 5.035  -1.907 2.283  HN2  GSO 32 
GSO HA   HA   H 0 1 N N N 5.654  0.050   101.213 4.925  -3.488 0.498  HA   GSO 33 
GSO HBC1 1HBC H 0 0 N N N 4.675  -2.644  100.065 5.197  -0.525 -0.176 HBC1 GSO 34 
GSO HBC2 2HBC H 0 0 N N N 4.248  -2.205  101.640 4.442  -1.737 -1.238 HBC2 GSO 35 
GSO HB21 1HB2 H 0 0 N N N 9.145  -5.041  100.487 -1.147 0.879  1.209  HB21 GSO 36 
GSO HB22 2HB2 H 0 0 N N N 9.336  -6.684  100.945 -1.602 1.646  -0.331 HB22 GSO 37 
GSO HGC1 1HGC H 0 0 N N N 6.812  -1.685  102.139 2.794  -2.266 0.538  HGC1 GSO 38 
GSO HGC2 2HGC H 0 0 N N N 7.193  -2.250  100.585 3.550  -1.053 1.600  HGC2 GSO 39 
GSO H2   H2   H 0 1 N N N 8.307  -3.614  101.731 0.961  -0.411 1.216  H2   GSO 40 
GSO HA2  HA2  H 0 1 N N N 7.288  -6.216  102.499 0.631  1.099  -1.262 HA2  GSO 41 
GSO H3   H3   H 0 1 N N N 8.919  -3.782  103.757 -0.432 3.517  -0.725 H3   GSO 42 
GSO HA31 1HA3 H 0 0 N N N 11.229 -4.002  104.773 0.524  4.895  1.547  HA31 GSO 43 
GSO HA32 2HA3 H 0 0 N N N 10.846 -5.632  105.172 1.727  5.057  0.245  HA32 GSO 44 
GSO H32  H32  H 0 1 N N N 10.557 -3.751  108.171 -0.506 7.938  -0.242 H32  GSO 45 
GSO HF2  HF2  H 0 1 N N N 6.255  -9.521  98.344  -3.424 -3.039 1.142  HF2  GSO 46 
GSO HD21 1HD2 H 0 0 N N N 4.949  -6.603  100.413 -3.301 -0.700 1.058  HD21 GSO 47 
GSO HD22 2HD2 H 0 0 N N N 5.950  -7.110  101.666 -3.755 0.066  -0.483 HD22 GSO 48 
GSO HG2  HG2  H 0 1 N N N 6.416  -11.079 103.899 -7.500 -2.510 2.381  HG2  GSO 49 
GSO HL1  HL1  H 0 1 N N N 5.054  -9.680  102.342 -5.091 -2.566 1.878  HL1  GSO 50 
GSO HL2  HL2  H 0 1 N N N 8.799  -11.576 103.350 -9.117 -1.973 0.603  HL2  GSO 51 
GSO HM2  HM2  H 0 1 N N N 9.827  -10.691 101.258 -8.324 -1.488 -1.677 HM2  GSO 52 
GSO HZ   HZ   H 0 1 N N N 8.460  -9.307  99.689  -5.914 -1.540 -2.179 HZ   GSO 53 
GSO H22  H22  H 0 1 N N N 4.783  -8.944  100.074 -3.734 -2.202 -1.562 H22  GSO 54 
# 
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 
GSO C   OT1  SING N N 1  
GSO C   OT2  DOUB N N 2  
GSO C   CA   SING N N 3  
GSO OT1 HT1  SING N N 4  
GSO N   CA   SING N N 5  
GSO N   HN1  SING N N 6  
GSO N   HN2  SING N N 7  
GSO CA  CB   SING N N 8  
GSO CA  HA   SING N N 9  
GSO CB  CG   SING N N 10 
GSO CB  HBC1 SING N N 11 
GSO CB  HBC2 SING N N 12 
GSO CB2 SG2  SING N N 13 
GSO CB2 CA2  SING N N 14 
GSO CB2 HB21 SING N N 15 
GSO CB2 HB22 SING N N 16 
GSO SG2 CD2  SING N N 17 
GSO CG  CD   SING N N 18 
GSO CG  HGC1 SING N N 19 
GSO CG  HGC2 SING N N 20 
GSO CD  OE   DOUB N N 21 
GSO CD  N2   SING N N 22 
GSO N2  CA2  SING N N 23 
GSO N2  H2   SING N N 24 
GSO CA2 C2   SING N N 25 
GSO CA2 HA2  SING N N 26 
GSO C2  O2   DOUB N N 27 
GSO C2  N3   SING N N 28 
GSO N3  CA3  SING N N 29 
GSO N3  H3   SING N N 30 
GSO CA3 C3   SING N N 31 
GSO CA3 HA31 SING N N 32 
GSO CA3 HA32 SING N N 33 
GSO C3  O31  DOUB N N 34 
GSO C3  O32  SING N N 35 
GSO O32 H32  SING N N 36 
GSO OF2 C22  SING N N 37 
GSO OF2 HF2  SING N N 38 
GSO CD2 C22  SING N N 39 
GSO CD2 HD21 SING N N 40 
GSO CD2 HD22 SING N N 41 
GSO CG2 CL1  DOUB Y N 42 
GSO CG2 CL2  SING Y N 43 
GSO CG2 HG2  SING N N 44 
GSO CL1 CM1  SING Y N 45 
GSO CL1 HL1  SING N N 46 
GSO CL2 CM2  DOUB Y N 47 
GSO CL2 HL2  SING N N 48 
GSO CM1 CZ   DOUB Y N 49 
GSO CM1 C22  SING N N 50 
GSO CM2 CZ   SING Y N 51 
GSO CM2 HM2  SING N N 52 
GSO CZ  HZ   SING N N 53 
GSO C22 H22  SING N N 54 
# 
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 
GSO SMILES           ACDLabs              10.04 O=C(O)C(N)CCC(=O)NC(C(=O)NCC(=O)O)CSCC(O)c1ccccc1                                                                                                                                                      
GSO InChI            InChI                1.02b InChI=1/C18H25N3O7S/c19-12(18(27)28)6-7-15(23)21-13(17(26)20-8-16(24)25)9-29-10-14(22)11-4-2-1-3-5-11/h1-5,12-14,22H,6-10,19H2,(H,20,26)(H,21,23)(H,24,25)(H,27,28)/t12-,13-,14+/m0/s1/f/h20-21,24,27H 
GSO InChIKey         InChI                1.02b SZOWFFWYTHGUAW-BLENJVLYDP                                                                                                                                                                              
GSO SMILES_CANONICAL CACTVS               3.341 N[C@@H](CCC(=O)N[C@@H](CSC[C@@H](O)c1ccccc1)C(=O)NCC(O)=O)C(O)=O                                                                                                                                       
GSO SMILES           CACTVS               3.341 N[CH](CCC(=O)N[CH](CSC[CH](O)c1ccccc1)C(=O)NCC(O)=O)C(O)=O                                                                                                                                             
GSO SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 c1ccc(cc1)[C@@H](CSC[C@@H](C(=O)NCC(=O)O)NC(=O)CC[C@@H](C(=O)O)N)O                                                                                                                                     
GSO SMILES           "OpenEye OEToolkits" 1.5.0 c1ccc(cc1)C(CSCC(C(=O)NCC(=O)O)NC(=O)CCC(C(=O)O)N)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 
GSO "SYSTEMATIC NAME" ACDLabs              10.04 L-gamma-glutamyl-S-[(2S)-2-hydroxy-2-phenylethyl]-L-cysteinylglycine                                                                   
GSO "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "(2S)-2-amino-5-[[(2R)-1-(carboxymethylamino)-3-[(2S)-2-hydroxy-2-phenyl-ethyl]sulfanyl-1-oxo-propan-2-yl]amino]-5-oxo-pentanoic acid" 
# 
