data_GBI # _chem_comp.id GBI _chem_comp.name "S-(3-IODOBENZYL)GLUTATHIONE" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C17 H22 I N3 O6 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 2011-06-04 _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 523.343 _chem_comp.one_letter_code ? _chem_comp.three_letter_code GBI _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 2GSQ _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 GBI N1 N1 N 0 1 N N N 14.187 35.365 5.846 3.105 -1.492 6.040 N1 GBI 1 GBI CA1 CA1 C 0 1 N N S 14.199 35.702 7.260 3.770 -0.647 5.040 CA1 GBI 2 GBI C1 C1 C 0 1 N N N 15.628 35.913 7.674 4.877 0.134 5.700 C1 GBI 3 GBI O11 O11 O 0 1 N N N 15.801 36.708 8.599 4.784 0.448 6.863 O11 GBI 4 GBI O12 O12 O 0 1 N N N 16.556 35.367 7.112 5.965 0.482 4.996 O12 GBI 5 GBI CB1 CB1 C 0 1 N N N 13.554 34.643 8.101 2.753 0.321 4.433 CB1 GBI 6 GBI CG1 CG1 C 0 1 N N N 12.105 34.835 8.367 1.630 -0.473 3.763 CG1 GBI 7 GBI CD1 CD1 C 0 1 N N N 11.565 33.588 9.050 0.629 0.480 3.164 CD1 GBI 8 GBI OE1 OE1 O 0 1 N N N 11.055 32.654 8.431 0.796 1.677 3.264 OE1 GBI 9 GBI N2 N2 N 0 1 N N N 11.684 33.583 10.400 -0.453 0.003 2.518 N2 GBI 10 GBI CA2 CA2 C 0 1 N N R 11.288 32.408 11.175 -1.427 0.930 1.937 CA2 GBI 11 GBI C2 C2 C 0 1 N N N 10.064 32.913 11.982 -2.489 1.249 2.957 C2 GBI 12 GBI O2 O2 O 0 1 N N N 10.136 33.950 12.613 -3.045 2.326 2.937 O2 GBI 13 GBI CB2 CB2 C 0 1 N N N 12.333 32.019 12.180 -2.075 0.285 0.710 CB2 GBI 14 GBI SG2 SG2 S 0 1 N N N 13.893 31.541 11.446 -0.797 -0.097 -0.517 SG2 GBI 15 GBI N3 N3 N 0 1 N N N 9.016 32.134 11.908 -2.820 0.336 3.892 N3 GBI 16 GBI CA3 CA3 C 0 1 N N N 7.849 32.282 12.766 -3.853 0.646 4.884 CA3 GBI 17 GBI C3 C3 C 0 1 N N N 6.611 32.445 11.892 -4.032 -0.531 5.807 C3 GBI 18 GBI O31 O31 O 0 1 N N N 6.803 32.594 10.667 -3.366 -1.527 5.652 O31 GBI 19 GBI O32 O32 O 0 1 N N N 5.511 32.381 12.402 -4.932 -0.474 6.802 O32 GBI 20 GBI "C'" "C'" C 0 1 N N N 13.409 29.775 11.152 -1.823 -0.829 -1.822 "C'" GBI 21 GBI "C1'" "C1'" C 0 1 Y N N 14.684 28.963 10.907 -0.949 -1.235 -2.980 "C1'" GBI 22 GBI "C2'" "C2'" C 0 1 Y N N 15.338 28.294 11.918 -0.700 -0.342 -4.005 "C2'" GBI 23 GBI "C3'" "C3'" C 0 1 Y N N 16.568 27.672 11.679 0.106 -0.713 -5.065 "C3'" GBI 24 GBI "I3'" "I3'" I 0 1 N N N 17.488 26.417 13.145 0.491 0.642 -6.615 "I3'" GBI 25 GBI "C4'" "C4'" C 0 1 Y N N 17.184 27.751 10.470 0.655 -1.982 -5.105 "C4'" GBI 26 GBI "C5'" "C5'" C 0 1 Y N N 16.539 28.445 9.467 0.401 -2.877 -4.083 "C5'" GBI 27 GBI "C6'" "C6'" C 0 1 Y N N 15.323 29.083 9.685 -0.400 -2.504 -3.021 "C6'" GBI 28 GBI HN11 1HN1 H 0 0 N N N 13.217 35.221 5.565 2.312 -1.915 5.581 HN11 GBI 29 GBI HN12 2HN1 H 0 0 N N N 14.783 34.567 5.625 2.735 -0.872 6.744 HN12 GBI 30 GBI HA1 HA1 H 0 1 N N N 13.602 36.630 7.418 4.189 -1.275 4.254 HA1 GBI 31 GBI HO1 HO1 H 0 1 N N N 17.459 35.500 7.373 6.675 0.984 5.419 HO1 GBI 32 GBI HB11 1HB1 H 0 0 N N N 13.730 33.637 7.651 2.335 0.949 5.219 HB11 GBI 33 GBI HB12 2HB1 H 0 0 N N N 14.107 34.528 9.062 3.247 0.948 3.691 HB12 GBI 34 GBI HG11 1HG1 H 0 0 N N N 11.897 35.763 8.948 2.049 -1.101 2.976 HG11 GBI 35 GBI HG12 2HG1 H 0 0 N N N 11.533 35.098 7.446 1.136 -1.100 4.505 HG12 GBI 36 GBI HN2 HN2 H 0 1 N N N 12.058 34.434 10.818 -0.587 -0.953 2.439 HN2 GBI 37 GBI HA2 HA2 H 0 1 N N N 11.109 31.531 10.510 -0.921 1.849 1.640 HA2 GBI 38 GBI HB21 1HB2 H 0 0 N N N 12.482 32.832 12.927 -2.581 -0.632 1.007 HB21 GBI 39 GBI HB22 2HB2 H 0 0 N N N 11.952 31.215 12.853 -2.800 0.975 0.277 HB22 GBI 40 GBI HN3 HN3 H 0 1 N N N 9.108 31.417 11.187 -2.375 -0.524 3.908 HN3 GBI 41 GBI HA31 1HA3 H 0 0 N N N 7.747 31.444 13.494 -3.550 1.519 5.464 HA31 GBI 42 GBI HA32 2HA3 H 0 0 N N N 7.963 33.113 13.500 -4.794 0.856 4.376 HA32 GBI 43 GBI HO3 HO3 H 0 1 N N N 4.739 32.482 11.857 -5.047 -1.229 7.394 HO3 GBI 44 GBI "H'1" "1H'" H 0 1 N N N 12.785 29.357 11.976 -2.338 -1.706 -1.430 "H'1" GBI 45 GBI "H'2" "2H'" H 0 1 N N N 12.664 29.664 10.329 -2.557 -0.097 -2.160 "H'2" GBI 46 GBI "H2'" "H2'" H 0 1 N N N 14.876 28.256 12.919 -1.128 0.648 -3.974 "H2'" GBI 47 GBI "H4'" "H4'" H 0 1 N N N 18.164 27.272 10.309 1.282 -2.273 -5.935 "H4'" GBI 48 GBI "H5'" "H5'" H 0 1 N N N 17.005 28.490 8.468 0.829 -3.868 -4.114 "H5'" GBI 49 GBI "H6'" "H6'" H 0 1 N N N 14.863 29.687 8.884 -0.599 -3.203 -2.222 "H6'" GBI 50 # 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 GBI N1 CA1 SING N N 1 GBI N1 HN11 SING N N 2 GBI N1 HN12 SING N N 3 GBI CA1 C1 SING N N 4 GBI CA1 CB1 SING N N 5 GBI CA1 HA1 SING N N 6 GBI C1 O11 DOUB N N 7 GBI C1 O12 SING N N 8 GBI O12 HO1 SING N N 9 GBI CB1 CG1 SING N N 10 GBI CB1 HB11 SING N N 11 GBI CB1 HB12 SING N N 12 GBI CG1 CD1 SING N N 13 GBI CG1 HG11 SING N N 14 GBI CG1 HG12 SING N N 15 GBI CD1 OE1 DOUB N N 16 GBI CD1 N2 SING N N 17 GBI N2 CA2 SING N N 18 GBI N2 HN2 SING N N 19 GBI CA2 C2 SING N N 20 GBI CA2 CB2 SING N N 21 GBI CA2 HA2 SING N N 22 GBI C2 O2 DOUB N N 23 GBI C2 N3 SING N N 24 GBI CB2 SG2 SING N N 25 GBI CB2 HB21 SING N N 26 GBI CB2 HB22 SING N N 27 GBI SG2 "C'" SING N N 28 GBI N3 CA3 SING N N 29 GBI N3 HN3 SING N N 30 GBI CA3 C3 SING N N 31 GBI CA3 HA31 SING N N 32 GBI CA3 HA32 SING N N 33 GBI C3 O31 DOUB N N 34 GBI C3 O32 SING N N 35 GBI O32 HO3 SING N N 36 GBI "C'" "C1'" SING N N 37 GBI "C'" "H'1" SING N N 38 GBI "C'" "H'2" SING N N 39 GBI "C1'" "C2'" DOUB Y N 40 GBI "C1'" "C6'" SING Y N 41 GBI "C2'" "C3'" SING Y N 42 GBI "C2'" "H2'" SING N N 43 GBI "C3'" "I3'" SING N N 44 GBI "C3'" "C4'" DOUB Y N 45 GBI "C4'" "C5'" SING Y N 46 GBI "C4'" "H4'" SING N N 47 GBI "C5'" "C6'" DOUB Y N 48 GBI "C5'" "H5'" SING N N 49 GBI "C6'" "H6'" SING N N 50 # 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 GBI SMILES ACDLabs 10.04 "Ic1cc(ccc1)CSCC(C(=O)NCC(=O)O)NC(=O)CCC(C(=O)O)N" GBI SMILES_CANONICAL CACTVS 3.341 "N[C@@H](CCC(=O)N[C@@H](CSCc1cccc(I)c1)C(=O)NCC(O)=O)C(O)=O" GBI SMILES CACTVS 3.341 "N[CH](CCC(=O)N[CH](CSCc1cccc(I)c1)C(=O)NCC(O)=O)C(O)=O" GBI SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "c1cc(cc(c1)I)CSC[C@@H](C(=O)NCC(=O)O)NC(=O)CC[C@@H](C(=O)O)N" GBI SMILES "OpenEye OEToolkits" 1.5.0 "c1cc(cc(c1)I)CSCC(C(=O)NCC(=O)O)NC(=O)CCC(C(=O)O)N" GBI InChI InChI 1.03 "InChI=1S/C17H22IN3O6S/c18-11-3-1-2-10(6-11)8-28-9-13(16(25)20-7-15(23)24)21-14(22)5-4-12(19)17(26)27/h1-3,6,12-13H,4-5,7-9,19H2,(H,20,25)(H,21,22)(H,23,24)(H,26,27)/t12-,13-/m0/s1" GBI InChIKey InChI 1.03 AHWSFXKKIDTZBI-STQMWFEESA-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 GBI "SYSTEMATIC NAME" ACDLabs 10.04 "L-gamma-glutamyl-S-(3-iodobenzyl)-L-cysteinylglycine" GBI "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "(2S)-2-amino-5-[[(2R)-1-(carboxymethylamino)-3-[(3-iodophenyl)methylsulfanyl]-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 GBI "Create component" 1999-07-08 RCSB GBI "Modify descriptor" 2011-06-04 RCSB #