data_GTB # _chem_comp.id GTB _chem_comp.name "S-(P-NITROBENZYL)GLUTATHIONE" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C17 H22 N4 O8 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 442.444 _chem_comp.one_letter_code ? _chem_comp.three_letter_code GTB _chem_comp.pdbx_model_coordinates_details ? _chem_comp.pdbx_model_coordinates_missing_flag N _chem_comp.pdbx_ideal_coordinates_details Corina _chem_comp.pdbx_ideal_coordinates_missing_flag N _chem_comp.pdbx_model_coordinates_db_code 1GLQ _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 GTB N1 N1 N 0 1 N N N -1.036 -3.725 2.256 -4.418 4.276 1.643 N1 GTB 1 GTB CA1 CA1 C 0 1 N N S -1.551 -3.559 0.886 -3.669 4.453 0.392 CA1 GTB 2 GTB C1 C1 C 0 1 N N N -1.496 -4.858 0.228 -4.457 5.331 -0.546 C1 GTB 3 GTB O11 O11 O 0 1 N N N -0.824 -5.061 -0.774 -5.647 5.470 -0.387 O11 GTB 4 GTB O12 O12 O 0 1 N N N -2.146 -5.800 0.677 -3.838 5.958 -1.558 O12 GTB 5 GTB CB1 CB1 C 0 1 N N N -0.797 -2.412 0.142 -3.436 3.089 -0.261 CB1 GTB 6 GTB CG1 CG1 C 0 1 N N N -0.914 -1.025 0.835 -2.532 2.242 0.636 CG1 GTB 7 GTB CD1 CD1 C 0 1 N N N -0.298 0.058 0.083 -2.303 0.898 -0.007 CD1 GTB 8 GTB OE1 OE1 O 0 1 N N N -0.997 1.004 -0.262 -2.812 0.643 -1.077 OE1 GTB 9 GTB N2 N2 N 0 1 N N N 0.984 0.019 -0.169 -1.531 -0.020 0.608 N2 GTB 10 GTB CA2 CA2 C 0 1 N N R 1.835 1.062 -0.592 -1.308 -1.326 -0.017 CA2 GTB 11 GTB C2 C2 C 0 1 N N N 2.025 2.130 0.393 -2.442 -2.253 0.338 C2 GTB 12 GTB O2 O2 O 0 1 N N N 2.881 2.984 0.201 -3.347 -1.861 1.044 O2 GTB 13 GTB CB2 CB2 C 0 1 N N N 1.472 1.617 -2.007 0.010 -1.916 0.489 CB2 GTB 14 GTB SG2 SG2 S 0 1 N N N 1.330 0.282 -3.242 1.375 -0.800 0.062 SG2 GTB 15 GTB N3 N3 N 0 1 N N N 1.332 2.247 1.480 -2.450 -3.517 -0.129 N3 GTB 16 GTB CA3 CA3 C 0 1 N N N 1.612 1.554 2.662 -3.553 -4.418 0.217 CA3 GTB 17 GTB C3 C3 C 0 1 N N N 0.510 1.680 3.591 -3.323 -5.762 -0.426 C3 GTB 18 GTB O31 O31 O 0 1 N N N -0.108 0.695 3.968 -2.340 -5.948 -1.103 O31 GTB 19 GTB O32 O32 O 0 1 N N N 0.180 2.778 4.026 -4.212 -6.752 -0.247 O32 GTB 20 GTB "C'" "C'" C 0 1 N N N 0.240 0.959 -4.534 2.827 -1.656 0.733 "C'" GTB 21 GTB "C1'" "C1'" C 0 1 Y N N 0.056 -0.077 -5.582 4.064 -0.841 0.454 "C1'" GTB 22 GTB "C2'" "C2'" C 0 1 Y N N -1.079 -0.919 -5.584 4.488 0.106 1.367 "C2'" GTB 23 GTB "C3'" "C3'" C 0 1 Y N N -1.219 -1.937 -6.545 5.622 0.854 1.111 "C3'" GTB 24 GTB "C4'" "C4'" C 0 1 Y N N -0.237 -2.154 -7.547 6.333 0.653 -0.057 "C4'" GTB 25 GTB N41 N41 N 1 1 N N N -0.364 -3.142 -8.458 7.548 1.453 -0.332 N41 GTB 26 GTB O41 O41 O -1 1 N N N -1.279 -3.878 -8.476 7.921 2.289 0.472 O41 GTB 27 GTB O42 O42 O 0 1 N N N 0.431 -3.347 -9.289 8.174 1.277 -1.361 O42 GTB 28 GTB "C5'" "C5'" C 0 1 Y N N 0.890 -1.291 -7.542 5.910 -0.296 -0.970 "C5'" GTB 29 GTB "C6'" "C6'" C 0 1 Y N N 1.035 -0.275 -6.580 4.777 -1.045 -0.712 "C6'" GTB 30 GTB HN11 HN11 H 0 0 N N N -1.063 -2.846 2.731 -4.529 5.155 2.125 HN11 GTB 31 GTB HN12 HN12 H 0 0 N N N -1.603 -4.387 2.747 -5.313 3.843 1.470 HN12 GTB 32 GTB HA1 HA1 H 0 1 N N N -2.602 -3.234 0.884 -2.709 4.922 0.607 HA1 GTB 33 GTB HB11 HB11 H 0 0 N N N 0.269 -2.680 0.096 -4.392 2.582 -0.395 HB11 GTB 34 GTB HB12 HB12 H 0 0 N N N -1.224 -2.324 -0.868 -2.959 3.227 -1.231 HB12 GTB 35 GTB HG11 HG11 H 0 0 N N N -1.982 -0.793 0.956 -1.576 2.748 0.770 HG11 GTB 36 GTB HG12 HG12 H 0 0 N N N -0.415 -1.089 1.813 -3.009 2.104 1.607 HG12 GTB 37 GTB HN2 HN2 H 0 1 N N N 1.421 -0.872 -0.045 -1.123 0.184 1.464 HN2 GTB 38 GTB HA2 HA2 H 0 1 N N N 2.820 0.581 -0.685 -1.261 -1.208 -1.100 HA2 GTB 39 GTB HB21 HB21 H 0 0 N N N 0.508 2.143 -1.943 -0.037 -2.034 1.572 HB21 GTB 40 GTB HB22 HB22 H 0 0 N N N 2.263 2.311 -2.327 0.176 -2.887 0.024 HB22 GTB 41 GTB HN3 HN3 H 0 1 N N N 0.550 2.870 1.474 -1.726 -3.831 -0.693 HN3 GTB 42 GTB HA31 HA31 H 0 0 N N N 1.769 0.490 2.429 -3.600 -4.537 1.299 HA31 GTB 43 GTB HA32 HA32 H 0 0 N N N 2.521 1.972 3.120 -4.492 -3.998 -0.144 HA32 GTB 44 GTB "H'1" "H'1" H 0 1 N N N -0.734 1.226 -4.098 2.709 -1.781 1.810 "H'1" GTB 45 GTB "H'2" "H'2" H 0 1 N N N 0.696 1.858 -4.974 2.922 -2.634 0.262 "H'2" GTB 46 GTB "H2'" "H2'" H 0 1 N N N -1.848 -0.779 -4.839 3.933 0.263 2.280 "H2'" GTB 47 GTB "H3'" "H3'" H 0 1 N N N -2.095 -2.569 -6.520 5.953 1.594 1.824 "H3'" GTB 48 GTB "H5'" "H5'" H 0 1 N N N 1.654 -1.417 -8.295 6.465 -0.452 -1.883 "H5'" GTB 49 GTB "H6'" "H6'" H 0 1 N N N 1.907 0.362 -6.605 4.448 -1.789 -1.423 "H6'" GTB 50 GTB HO1 HO1 H 0 1 N N N -2.006 -6.568 0.136 -4.385 6.510 -2.133 HO1 GTB 51 GTB HO3 HO3 H 0 1 N N N -0.551 2.675 4.625 -4.022 -7.596 -0.679 HO3 GTB 52 # 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 GTB N1 CA1 SING N N 1 GTB N1 HN11 SING N N 2 GTB N1 HN12 SING N N 3 GTB CA1 C1 SING N N 4 GTB CA1 CB1 SING N N 5 GTB CA1 HA1 SING N N 6 GTB C1 O11 DOUB N N 7 GTB C1 O12 SING N N 8 GTB CB1 CG1 SING N N 9 GTB CB1 HB11 SING N N 10 GTB CB1 HB12 SING N N 11 GTB CG1 CD1 SING N N 12 GTB CG1 HG11 SING N N 13 GTB CG1 HG12 SING N N 14 GTB CD1 OE1 DOUB N N 15 GTB CD1 N2 SING N N 16 GTB N2 CA2 SING N N 17 GTB N2 HN2 SING N N 18 GTB CA2 C2 SING N N 19 GTB CA2 CB2 SING N N 20 GTB CA2 HA2 SING N N 21 GTB C2 O2 DOUB N N 22 GTB C2 N3 SING N N 23 GTB CB2 SG2 SING N N 24 GTB CB2 HB21 SING N N 25 GTB CB2 HB22 SING N N 26 GTB SG2 "C'" SING N N 27 GTB N3 CA3 SING N N 28 GTB N3 HN3 SING N N 29 GTB CA3 C3 SING N N 30 GTB CA3 HA31 SING N N 31 GTB CA3 HA32 SING N N 32 GTB C3 O31 DOUB N N 33 GTB C3 O32 SING N N 34 GTB "C'" "C1'" SING N N 35 GTB "C'" "H'1" SING N N 36 GTB "C'" "H'2" SING N N 37 GTB "C1'" "C2'" DOUB Y N 38 GTB "C1'" "C6'" SING Y N 39 GTB "C2'" "C3'" SING Y N 40 GTB "C2'" "H2'" SING N N 41 GTB "C3'" "C4'" DOUB Y N 42 GTB "C3'" "H3'" SING N N 43 GTB "C4'" N41 SING N N 44 GTB "C4'" "C5'" SING Y N 45 GTB N41 O41 SING N N 46 GTB N41 O42 DOUB N N 47 GTB "C5'" "C6'" DOUB Y N 48 GTB "C5'" "H5'" SING N N 49 GTB "C6'" "H6'" SING N N 50 GTB O12 HO1 SING N N 51 GTB O32 HO3 SING N N 52 # 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 GTB SMILES ACDLabs 12.01 "O=[N+]([O-])c1ccc(cc1)CSCC(C(=O)NCC(=O)O)NC(=O)CCC(C(=O)O)N" GTB SMILES_CANONICAL CACTVS 3.370 "N[C@@H](CCC(=O)N[C@@H](CSCc1ccc(cc1)[N+]([O-])=O)C(=O)NCC(O)=O)C(O)=O" GTB SMILES CACTVS 3.370 "N[CH](CCC(=O)N[CH](CSCc1ccc(cc1)[N+]([O-])=O)C(=O)NCC(O)=O)C(O)=O" GTB SMILES_CANONICAL "OpenEye OEToolkits" 1.7.0 "c1cc(ccc1CSC[C@@H](C(=O)NCC(=O)O)NC(=O)CC[C@@H](C(=O)O)N)[N+](=O)[O-]" GTB SMILES "OpenEye OEToolkits" 1.7.0 "c1cc(ccc1CSCC(C(=O)NCC(=O)O)NC(=O)CCC(C(=O)O)N)[N+](=O)[O-]" GTB InChI InChI 1.03 "InChI=1S/C17H22N4O8S/c18-12(17(26)27)5-6-14(22)20-13(16(25)19-7-15(23)24)9-30-8-10-1-3-11(4-2-10)21(28)29/h1-4,12-13H,5-9,18H2,(H,19,25)(H,20,22)(H,23,24)(H,26,27)/t12-,13-/m0/s1" GTB InChIKey InChI 1.03 OAWORKDPTSAMBZ-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 GTB "SYSTEMATIC NAME" ACDLabs 12.01 "L-gamma-glutamyl-S-(4-nitrobenzyl)-L-cysteinylglycine" GTB "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.0 "(2S)-2-azanyl-5-[[(2R)-1-(carboxymethylamino)-3-[(4-nitrophenyl)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 GTB "Create component" 1999-07-08 RCSB GTB "Modify aromatic_flag" 2011-06-04 RCSB GTB "Modify descriptor" 2011-06-04 RCSB #