data_GNB # _chem_comp.id GNB _chem_comp.name S-P-NITROBENZYLOXYCARBONYLGLUTATHIONE _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C18 H24 N4 O10 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 488.469 _chem_comp.one_letter_code ? _chem_comp.three_letter_code GNB _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 Y _chem_comp.pdbx_model_coordinates_db_code 1QIP _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 GNB C C C 0 1 N N N 67.749 35.502 24.112 8.555 -1.209 -1.084 C GNB 1 GNB OT1 OT1 O 0 1 N N N 68.903 35.837 24.467 8.569 -2.053 -2.128 OT1 GNB 2 GNB OT2 OT2 O 0 1 N N N 66.777 36.273 24.289 9.422 -0.375 -0.970 OT2 GNB 3 GNB N N N 0 1 N N N 68.596 33.700 22.549 7.894 -0.646 1.185 N GNB 4 GNB CA CA C 0 1 N N S 67.489 34.128 23.439 7.458 -1.301 -0.055 CA GNB 5 GNB CB CB C 0 1 N N N 67.234 32.981 24.463 6.202 -0.607 -0.585 CB GNB 6 GNB CB2 CB2 C 0 1 N N N 61.188 32.806 26.017 0.227 -0.174 0.676 CB2 GNB 7 GNB SG2 SG2 S 0 1 N N N 61.609 31.234 26.797 0.199 -1.922 0.194 SG2 GNB 8 GNB CG CG C 0 1 N N N 66.001 33.209 25.406 5.053 -0.808 0.405 CG GNB 9 GNB CD CD C 0 1 N N N 64.621 33.090 24.730 3.816 -0.123 -0.117 CD GNB 10 GNB OE OE O 0 1 N N N 64.547 32.892 23.515 3.850 0.467 -1.176 OE GNB 11 GNB N2 N2 N 0 1 N N N 63.553 33.211 25.521 2.671 -0.167 0.593 N2 GNB 12 GNB CA2 CA2 C 0 1 N N R 62.197 33.113 24.896 1.468 0.498 0.086 CA2 GNB 13 GNB C2 C2 C 0 1 N N N 61.834 34.383 24.056 1.491 1.951 0.486 C2 GNB 14 GNB O2 O2 O 0 1 N N N 62.329 35.472 24.376 2.421 2.387 1.131 O2 GNB 15 GNB N3 N3 N 0 1 N N N 60.788 34.277 23.208 0.479 2.765 0.127 N3 GNB 16 GNB CA3 CA3 C 0 1 N N N 60.199 35.535 22.681 0.501 4.177 0.516 CA3 GNB 17 GNB C3 C3 C 0 1 N N N 60.540 35.883 21.239 -0.736 4.861 -0.006 C3 GNB 18 GNB O31 O31 O 0 1 N N N 61.722 36.047 20.871 -0.931 6.168 0.232 O31 GNB 19 GNB O32 O32 O 0 1 N N N 59.590 36.016 20.434 -1.553 4.234 -0.638 O32 GNB 20 GNB CD2 CD2 C 0 1 N N S 60.114 30.364 27.282 -1.271 -2.476 1.102 CD2 GNB 21 GNB OZ1 OZ1 O 0 1 N N N 59.038 30.798 26.886 -1.104 -2.198 2.493 OZ1 GNB 22 GNB CG2 CG2 C 0 1 Y N N 59.055 27.821 29.779 -4.812 -1.906 0.471 CG2 GNB 23 GNB CL1 CL1 C 0 1 Y N N 59.869 28.386 30.759 -5.291 -2.337 -0.752 CL1 GNB 24 GNB CL2 CL2 C 0 1 Y N N 58.313 26.674 30.078 -5.480 -0.915 1.165 CL2 GNB 25 GNB CM1 CM1 C 0 1 Y N N 59.943 27.814 32.028 -6.435 -1.772 -1.284 CM1 GNB 26 GNB CM2 CM2 C 0 1 Y N N 58.389 26.105 31.344 -6.622 -0.348 0.632 CM2 GNB 27 GNB CZ CZ C 0 1 Y N N 59.213 26.662 32.337 -7.101 -0.777 -0.592 CZ GNB 28 GNB OH1 OH1 O 0 1 N N N 60.215 29.238 28.073 -2.421 -1.784 0.613 OH1 GNB 29 GNB CH CH C 0 1 N N N 59.011 28.505 28.407 -3.564 -2.522 1.051 CH GNB 30 GNB N7 N7 N 1 1 N N N 59.301 26.016 33.647 -8.325 -0.172 -1.161 N7 GNB 31 GNB O8 O8 O -1 1 N N N 59.562 24.743 33.790 -8.747 -0.550 -2.240 O8 GNB 32 GNB O9 O9 O 0 1 N N N 59.128 26.607 34.794 -8.912 0.704 -0.552 O9 GNB 33 GNB HOT1 1HOT H 0 0 N N N 69.639 35.252 24.332 9.273 -1.993 -2.788 HOT1 GNB 34 GNB H11N 1NH1 H 0 0 N N N 68.425 32.796 22.106 8.088 0.316 0.952 H11N GNB 35 GNB H12N 2NH1 H 0 0 N N N 69.485 33.698 23.048 7.098 -0.640 1.805 H12N GNB 36 GNB HA1 1HA H 0 1 N N N 66.566 34.298 22.835 7.236 -2.349 0.146 HA1 GNB 37 GNB HB1 1HB H 0 1 N N N 67.142 32.003 23.934 6.399 0.459 -0.702 HB1 GNB 38 GNB HB2 2HB H 0 1 N N N 68.152 32.788 25.065 5.930 -1.034 -1.550 HB2 GNB 39 GNB HB21 1HB2 H 0 0 N N N 60.134 32.825 25.651 0.253 -0.097 1.763 HB21 GNB 40 GNB HB22 2HB2 H 0 0 N N N 61.116 33.636 26.757 -0.668 0.321 0.298 HB22 GNB 41 GNB HG1 1HG H 0 1 N N N 66.057 32.522 26.282 4.856 -1.873 0.522 HG1 GNB 42 GNB HG2 2HG H 0 1 N N N 66.090 34.193 25.921 5.325 -0.380 1.370 HG2 GNB 43 GNB HN21 1HN2 H 0 0 N N N 63.754 33.363 26.509 2.643 -0.639 1.440 HN21 GNB 44 GNB HA2 HA2 H 0 1 N N N 62.174 32.284 24.150 1.441 0.421 -1.001 HA2 GNB 45 GNB HN3 HN3 H 0 1 N N N 60.471 33.333 22.985 -0.265 2.416 -0.389 HN3 GNB 46 GNB HA31 1HA3 H 0 0 N N N 59.092 35.517 22.813 0.528 4.254 1.603 HA31 GNB 47 GNB HA32 2HA3 H 0 0 N N N 60.468 36.386 23.348 1.386 4.656 0.096 HA32 GNB 48 GNB HO31 1HO3 H 0 0 N N N 59.802 36.233 19.534 ? ? ? HO31 GNB 49 GNB HD2 HD2 H 0 1 N N N 59.353 29.754 27.822 -1.404 -3.548 0.959 HD2 GNB 50 GNB HOZ1 HOZ1 H 0 0 N N N 58.247 30.337 27.142 -1.098 -1.236 2.588 HOZ1 GNB 51 GNB HL1 HL1 H 0 1 N N N 60.457 29.290 30.529 -4.771 -3.114 -1.293 HL1 GNB 52 GNB HL2 HL2 H 0 1 N N N 57.664 26.216 29.311 -5.106 -0.580 2.121 HL2 GNB 53 GNB HM1 HM1 H 0 1 N N N 60.585 28.277 32.795 -6.809 -2.108 -2.240 HM1 GNB 54 GNB HM2 HM2 H 0 1 N N N 57.790 25.204 31.562 -7.142 0.430 1.172 HM2 GNB 55 GNB HC1 1HC H 0 1 N N N 58.769 27.764 27.608 -3.480 -3.555 0.715 HC1 GNB 56 GNB HC2 2HC H 0 1 N N N 58.116 29.165 28.328 -3.618 -2.496 2.139 HC2 GNB 57 # 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 GNB C OT1 SING N N 1 GNB C OT2 DOUB N N 2 GNB C CA SING N N 3 GNB OT1 HOT1 SING N N 4 GNB N CA SING N N 5 GNB N H11N SING N N 6 GNB N H12N SING N N 7 GNB CA CB SING N N 8 GNB CA HA1 SING N N 9 GNB CB CG SING N N 10 GNB CB HB1 SING N N 11 GNB CB HB2 SING N N 12 GNB CB2 SG2 SING N N 13 GNB CB2 CA2 SING N N 14 GNB CB2 HB21 SING N N 15 GNB CB2 HB22 SING N N 16 GNB SG2 CD2 SING N N 17 GNB CG CD SING N N 18 GNB CG HG1 SING N N 19 GNB CG HG2 SING N N 20 GNB CD OE DOUB N N 21 GNB CD N2 SING N N 22 GNB N2 CA2 SING N N 23 GNB N2 HN21 SING N N 24 GNB CA2 C2 SING N N 25 GNB CA2 HA2 SING N N 26 GNB C2 O2 DOUB N N 27 GNB C2 N3 SING N N 28 GNB N3 CA3 SING N N 29 GNB N3 HN3 SING N N 30 GNB CA3 C3 SING N N 31 GNB CA3 HA31 SING N N 32 GNB CA3 HA32 SING N N 33 GNB C3 O31 DOUB N N 34 GNB C3 O32 SING N N 35 GNB O32 HO31 SING N N 36 GNB CD2 OZ1 SING N N 37 GNB CD2 OH1 SING N N 38 GNB CD2 HD2 SING N N 39 GNB OZ1 HOZ1 SING N N 40 GNB CG2 CL1 DOUB Y N 41 GNB CG2 CL2 SING Y N 42 GNB CG2 CH SING N N 43 GNB CL1 CM1 SING Y N 44 GNB CL1 HL1 SING N N 45 GNB CL2 CM2 DOUB Y N 46 GNB CL2 HL2 SING N N 47 GNB CM1 CZ DOUB Y N 48 GNB CM1 HM1 SING N N 49 GNB CM2 CZ SING Y N 50 GNB CM2 HM2 SING N N 51 GNB CZ N7 SING N N 52 GNB OH1 CH SING N N 53 GNB CH HC1 SING N N 54 GNB CH HC2 SING N N 55 GNB N7 O8 SING N N 56 GNB N7 O9 DOUB N N 57 # 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 GNB SMILES ACDLabs 10.04 "O=C(O)C(N)CCC(=O)NC(C(=O)NCC(=O)O)CSC(OCc1ccc(cc1)[N+]([O-])=O)O" GNB SMILES_CANONICAL CACTVS 3.341 "N[C@@H](CCC(=O)N[C@@H](CS[C@@H](O)OCc1ccc(cc1)[N+]([O-])=O)C(=O)NCC(O)=O)C(O)=O" GNB SMILES CACTVS 3.341 "N[CH](CCC(=O)N[CH](CS[CH](O)OCc1ccc(cc1)[N+]([O-])=O)C(=O)NCC(O)=O)C(O)=O" GNB SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "c1cc(ccc1COC(O)SC[C@@H](C(=O)NCC(=O)O)NC(=O)CC[C@@H](C(=O)O)N)[N+](=O)[O-]" GNB SMILES "OpenEye OEToolkits" 1.5.0 "c1cc(ccc1COC(O)SCC(C(=O)NCC(=O)O)NC(=O)CCC(C(=O)O)N)[N+](=O)[O-]" GNB InChI InChI 1.03 "InChI=1S/C18H24N4O10S/c19-12(17(27)28)5-6-14(23)21-13(16(26)20-7-15(24)25)9-33-18(29)32-8-10-1-3-11(4-2-10)22(30)31/h1-4,12-13,18,29H,5-9,19H2,(H,20,26)(H,21,23)(H,24,25)(H,27,28)/t12-,13-,18?/m0/s1" GNB InChIKey InChI 1.03 QYFGPQQSJQOGEO-TVJRNMROSA-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 GNB "SYSTEMATIC NAME" ACDLabs 10.04 "L-gamma-glutamyl-S-{(S)-hydroxy[(4-nitrobenzyl)oxy]methyl}-L-cysteinylglycine" GNB "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "(2S)-2-amino-5-[[(2R)-1-(carboxymethylamino)-3-[hydroxy-[(4-nitrophenyl)methoxy]methyl]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 GNB "Create component" 1999-07-08 RCSB GNB "Modify descriptor" 2011-06-04 RCSB #