data_GDN # _chem_comp.id GDN _chem_comp.name "GLUTATHIONE S-(2,4 DINITROBENZENE)" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C16 H19 N5 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 GDB _chem_comp.formula_weight 473.415 _chem_comp.one_letter_code ? _chem_comp.three_letter_code GDN _chem_comp.pdbx_model_coordinates_details ? _chem_comp.pdbx_model_coordinates_missing_flag Y _chem_comp.pdbx_ideal_coordinates_details ? _chem_comp.pdbx_ideal_coordinates_missing_flag N _chem_comp.pdbx_model_coordinates_db_code 1HNA _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 GDN N1 N1 N 0 1 N N N 2.162 19.979 23.252 -0.961 -4.175 3.575 N1 GDN 1 GDN CA1 CA1 C 0 1 N N S 2.163 19.966 24.711 -2.137 -3.563 3.011 CA1 GDN 2 GDN C1 C1 C 0 1 N N N 1.109 19.018 25.251 -3.284 -3.890 3.946 C1 GDN 3 GDN O11 O11 O 0 1 N N N 0.210 18.661 24.475 -3.420 -4.942 4.557 O11 GDN 4 GDN O12 O12 O 0 1 N N N 1.199 18.607 26.422 -4.197 -2.884 3.999 O12 GDN 5 GDN CB1 CB1 C 0 1 N N N 1.925 21.373 25.237 -2.442 -4.074 1.600 CB1 GDN 6 GDN CG1 CG1 C 0 1 N N N 2.342 21.591 26.673 -1.339 -3.760 0.588 CG1 GDN 7 GDN CD1 CD1 C 0 1 N N N 2.233 23.039 27.071 -1.044 -2.276 0.450 CD1 GDN 8 GDN OE1 OE1 O 0 1 N N N 2.247 23.935 26.225 -1.895 -1.403 0.601 OE1 GDN 9 GDN N2 N2 N 0 1 N N N 2.024 23.268 28.356 0.281 -2.047 0.109 N2 GDN 10 GDN CA2 CA2 C 0 1 N N S 1.893 24.618 28.865 0.813 -0.722 -0.109 CA2 GDN 11 GDN C2 C2 C 0 1 N N N 2.907 24.883 29.985 1.866 -0.787 -1.213 C2 GDN 12 GDN O2 O2 O 0 1 N N N 2.686 25.730 30.840 2.247 -1.843 -1.713 O2 GDN 13 GDN CB2 CB2 C 0 1 N N N 0.461 24.843 29.371 1.326 -0.081 1.183 CB2 GDN 14 GDN SG2 SG2 S 0 1 N N N -0.845 24.763 28.096 2.723 -0.973 1.941 SG2 GDN 15 GDN N3 N3 N 0 1 N N N 4.036 24.193 29.956 2.346 0.469 -1.555 N3 GDN 16 GDN CA3 CA3 C 0 1 N N N 5.088 24.338 30.952 3.366 0.667 -2.558 CA3 GDN 17 GDN C3 C3 C 0 1 N N N 6.279 25.061 30.362 4.707 0.622 -1.892 C3 GDN 18 GDN O31 O31 O 0 1 N N N 6.134 25.689 29.298 4.956 0.937 -0.738 O31 GDN 19 GDN O32 O32 O 0 1 N N N 7.361 25.010 30.970 5.643 0.169 -2.766 O32 GDN 20 GDN "C1'" "C1'" C 0 1 Y N N ? ? ? 3.000 0.054 3.349 "C1'" GDN 21 GDN "C2'" "C2'" C 0 1 Y N N ? ? ? 2.908 -0.415 4.675 "C2'" GDN 22 GDN "C3'" "C3'" C 0 1 Y N N ? ? ? 3.136 0.439 5.754 "C3'" GDN 23 GDN "C4'" "C4'" C 0 1 Y N N ? ? ? 3.461 1.776 5.529 "C4'" GDN 24 GDN "C5'" "C5'" C 0 1 Y N N ? ? ? 3.557 2.260 4.224 "C5'" GDN 25 GDN "C6'" "C6'" C 0 1 Y N N ? ? ? 3.329 1.407 3.145 "C6'" GDN 26 GDN "N2'" "N2'" N 1 1 N N N ? ? ? 2.579 -1.773 4.952 "N2'" GDN 27 GDN O2A O2A O -1 1 N N N ? ? ? 2.509 -2.145 6.146 O2A GDN 28 GDN O2B O2B O 0 1 N N N ? ? ? 2.371 -2.551 3.993 O2B GDN 29 GDN "N4'" "N4'" N 1 1 N N N ? ? ? 3.693 2.646 6.627 "N4'" GDN 30 GDN O4A O4A O -1 1 N N N ? ? ? 3.984 3.846 6.402 O4A GDN 31 GDN O4B O4B O 0 1 N N N ? ? ? 3.601 2.191 7.793 O4B GDN 32 GDN HN1 1HN H 0 1 N N N 2.162 20.925 22.927 -0.111 -3.639 3.631 HN1 GDN 33 GDN HN2A 2HN H 0 0 N N N 2.978 19.511 22.914 -0.947 -5.172 3.713 HN2A GDN 34 GDN HA1 HA1 H 0 1 N N N 3.145 19.610 25.055 -1.954 -2.484 3.029 HA1 GDN 35 GDN H12 H12 H 0 1 N N N 0.489 18.002 26.601 -4.979 -3.058 4.565 H12 GDN 36 GDN HB11 1HB1 H 0 0 N N N 2.504 22.067 24.611 -2.584 -5.163 1.631 HB11 GDN 37 GDN HB12 2HB1 H 0 0 N N N 0.839 21.542 25.197 -3.393 -3.653 1.250 HB12 GDN 38 GDN HG11 1HG1 H 0 0 N N N 1.687 20.995 27.325 -0.415 -4.292 0.845 HG11 GDN 39 GDN HG12 2HG1 H 0 0 N N N 3.393 21.284 26.776 -1.656 -4.115 -0.400 HG12 GDN 40 GDN HN2 HN2 H 0 1 N N N 1.955 22.496 28.988 0.903 -2.844 0.009 HN2 GDN 41 GDN HA2 HA2 H 0 1 N N N 2.102 25.324 28.048 -0.027 -0.126 -0.487 HA2 GDN 42 GDN HB21 1HB2 H 0 0 N N N 0.246 24.061 30.115 1.657 0.947 0.997 HB21 GDN 43 GDN HB22 2HB2 H 0 0 N N N 0.436 25.867 29.771 0.522 -0.040 1.925 HB22 GDN 44 GDN HN3 HN3 H 0 1 N N N 4.173 23.539 29.212 1.942 1.294 -1.121 HN3 GDN 45 GDN HA31 1HA3 H 0 0 N N N 4.701 24.916 31.804 3.221 1.645 -3.025 HA31 GDN 46 GDN HA32 2HA3 H 0 0 N N N 5.406 23.338 31.283 3.294 -0.129 -3.303 HA32 GDN 47 GDN H32 H32 H 0 1 N N N 8.015 25.511 30.496 6.535 0.127 -2.358 H32 GDN 48 GDN "H3'" "H3'" H 0 1 N N N ? ? ? 3.062 0.063 6.773 "H3'" GDN 49 GDN "H5'" "H5'" H 0 1 N N N ? ? ? 3.810 3.301 4.034 "H5'" GDN 50 GDN "H6'" "H6'" H 0 1 N N N ? ? ? 3.410 1.806 2.136 "H6'" GDN 51 # 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 GDN N1 CA1 SING N N 1 GDN N1 HN1 SING N N 2 GDN N1 HN2A SING N N 3 GDN CA1 C1 SING N N 4 GDN CA1 CB1 SING N N 5 GDN CA1 HA1 SING N N 6 GDN C1 O11 DOUB N N 7 GDN C1 O12 SING N N 8 GDN O12 H12 SING N N 9 GDN CB1 CG1 SING N N 10 GDN CB1 HB11 SING N N 11 GDN CB1 HB12 SING N N 12 GDN CG1 CD1 SING N N 13 GDN CG1 HG11 SING N N 14 GDN CG1 HG12 SING N N 15 GDN CD1 OE1 DOUB N N 16 GDN CD1 N2 SING N N 17 GDN N2 CA2 SING N N 18 GDN N2 HN2 SING N N 19 GDN CA2 C2 SING N N 20 GDN CA2 CB2 SING N N 21 GDN CA2 HA2 SING N N 22 GDN C2 O2 DOUB N N 23 GDN C2 N3 SING N N 24 GDN CB2 SG2 SING N N 25 GDN CB2 HB21 SING N N 26 GDN CB2 HB22 SING N N 27 GDN SG2 "C1'" SING N N 28 GDN N3 CA3 SING N N 29 GDN N3 HN3 SING N N 30 GDN CA3 C3 SING N N 31 GDN CA3 HA31 SING N N 32 GDN CA3 HA32 SING N N 33 GDN C3 O31 DOUB N N 34 GDN C3 O32 SING N N 35 GDN O32 H32 SING N N 36 GDN "C1'" "C2'" DOUB Y N 37 GDN "C1'" "C6'" SING Y N 38 GDN "C2'" "C3'" SING Y N 39 GDN "C2'" "N2'" SING N N 40 GDN "C3'" "C4'" DOUB Y N 41 GDN "C3'" "H3'" SING N N 42 GDN "C4'" "C5'" SING Y N 43 GDN "C4'" "N4'" SING N N 44 GDN "C5'" "C6'" DOUB Y N 45 GDN "C5'" "H5'" SING N N 46 GDN "C6'" "H6'" SING N N 47 GDN "N2'" O2A SING N N 48 GDN "N2'" O2B DOUB N N 49 GDN "N4'" O4A SING N N 50 GDN "N4'" O4B DOUB N N 51 # 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 GDN SMILES ACDLabs 10.04 "O=C(O)C(N)CCC(=O)NC(C(=O)NCC(=O)O)CSc1ccc(cc1[N+]([O-])=O)[N+]([O-])=O" GDN SMILES_CANONICAL CACTVS 3.341 "N[C@@H](CCC(=O)N[C@@H](CSc1ccc(cc1[N+]([O-])=O)[N+]([O-])=O)C(=O)NCC(O)=O)C(O)=O" GDN SMILES CACTVS 3.341 "N[CH](CCC(=O)N[CH](CSc1ccc(cc1[N+]([O-])=O)[N+]([O-])=O)C(=O)NCC(O)=O)C(O)=O" GDN SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "c1cc(c(cc1[N+](=O)[O-])[N+](=O)[O-])SC[C@@H](C(=O)NCC(=O)O)NC(=O)CC[C@@H](C(=O)O)N" GDN SMILES "OpenEye OEToolkits" 1.5.0 "c1cc(c(cc1[N+](=O)[O-])[N+](=O)[O-])SCC(C(=O)NCC(=O)O)NC(=O)CCC(C(=O)O)N" GDN InChI InChI 1.03 "InChI=1S/C16H19N5O10S/c17-9(16(26)27)2-4-13(22)19-10(15(25)18-6-14(23)24)7-32-12-3-1-8(20(28)29)5-11(12)21(30)31/h1,3,5,9-10H,2,4,6-7,17H2,(H,18,25)(H,19,22)(H,23,24)(H,26,27)/t9-,10-/m0/s1" GDN InChIKey InChI 1.03 FXEUKVKGTKDDIQ-UWVGGRQHSA-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 GDN "SYSTEMATIC NAME" ACDLabs 10.04 "L-gamma-glutamyl-S-(2,4-dinitrophenyl)-L-cysteinylglycine" GDN "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "(2S)-2-amino-5-[[(2R)-1-(carboxymethylamino)-3-(2,4-dinitrophenyl)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 GDN "Create component" 1999-07-08 EBI GDN "Modify descriptor" 2011-06-04 RCSB #