data_ESG # _chem_comp.id ESG _chem_comp.name "L-gamma-glutamyl-S-[(3S)-1-ethyl-2,5-dioxopyrrolidin-3-yl]-L-cysteinylglycine" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C16 H24 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 2010-01-18 _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 432.449 _chem_comp.one_letter_code ? _chem_comp.three_letter_code ESG _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 ? _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 ESG C1 C1 C 0 1 N N N -26.899 20.237 -5.375 -6.565 -2.122 0.270 C1 ESG 1 ESG N1 N1 N 0 1 N N N -27.419 19.058 -3.405 -5.407 -1.812 -1.844 N1 ESG 2 ESG C2 C2 C 0 1 N N N -25.703 13.316 -6.986 -0.218 2.540 -0.306 C2 ESG 3 ESG N2 N2 N 0 1 N N N -25.855 14.496 -4.847 -0.823 0.194 -0.163 N2 ESG 4 ESG O2 O2 O 0 1 N N N -26.846 13.565 -7.358 -0.989 2.579 -1.241 O2 ESG 5 ESG C3 C3 C 0 1 N N N -25.710 11.711 -9.522 1.076 5.993 -0.034 C3 ESG 6 ESG N3 N3 N 0 1 N N N -24.718 13.040 -7.835 0.441 3.653 0.071 N3 ESG 7 ESG "C1'" "C1'" C 0 1 N N N -24.359 7.328 -4.092 3.581 -4.069 -2.253 "C1'" ESG 8 ESG "N1'" "N1'" N 0 1 N N N -22.832 9.140 -3.393 4.353 -2.614 -0.444 "N1'" ESG 9 ESG "O1'" "O1'" O 0 1 N N N -21.828 8.759 -1.359 4.929 -4.297 0.963 "O1'" ESG 10 ESG O11 O11 O 0 1 N N N -28.022 20.800 -5.352 -6.701 -2.737 1.456 O11 ESG 11 ESG O12 O12 O 0 1 N N N -25.949 20.625 -6.134 -7.520 -1.591 -0.248 O12 ESG 12 ESG "C2'" "C2'" C 0 1 N N N -22.919 7.786 -3.943 4.760 -3.276 -1.687 "C2'" ESG 13 ESG "O2'" "O2'" O 0 1 N N N -23.026 10.316 -5.257 3.631 -0.682 -1.387 "O2'" ESG 14 ESG "C3'" "C3'" C 0 1 N N N -22.496 9.440 -2.133 4.477 -3.190 0.758 "C3'" ESG 15 ESG O31 O31 O 0 1 N N N -26.593 11.768 -10.413 1.788 5.740 0.909 O31 ESG 16 ESG O32 O32 O 0 1 N N N -25.495 10.690 -8.797 1.042 7.238 -0.533 O32 ESG 17 ESG "C4'" "C4'" C 0 1 N N N -23.025 10.803 -1.762 3.966 -2.242 1.820 "C4'" ESG 18 ESG "C5'" "C5'" C 0 1 N N S -23.338 11.387 -3.135 3.519 -1.005 1.014 "C5'" ESG 19 ESG "C6'" "C6'" C 0 1 N N N -23.062 10.209 -4.039 3.831 -1.382 -0.417 "C6'" ESG 20 ESG CA1 CA1 C 0 1 N N S -26.738 19.086 -4.479 -5.222 -2.089 -0.413 CA1 ESG 21 ESG CA2 CA2 C 0 1 N N R -25.317 13.332 -5.537 0.002 1.246 0.435 CA2 ESG 22 ESG CA3 CA3 C 0 1 N N N -24.881 12.943 -9.277 0.227 4.911 -0.649 CA3 ESG 23 ESG CB1 CB1 C 0 1 N N N -25.933 17.895 -4.931 -4.360 -0.990 0.212 CB1 ESG 24 ESG CB2 CB2 C 0 1 N N N -25.859 12.112 -4.794 1.478 0.851 0.343 CB2 ESG 25 ESG CD1 CD1 C 0 1 N N N -25.163 15.629 -4.697 -2.107 0.045 0.221 CD1 ESG 26 ESG OE1 OE1 O 0 1 N N N -24.016 15.795 -5.113 -2.578 0.781 1.061 OE1 ESG 27 ESG CG1 CG1 C 0 1 N N N -25.867 16.738 -3.951 -2.956 -1.037 -0.394 CG1 ESG 28 ESG SG2 SG2 S 0 1 N N N -25.023 11.955 -3.227 1.743 -0.706 1.234 SG2 ESG 29 ESG HN1 HN1 H 0 1 N N N -27.209 18.222 -2.898 -5.864 -0.923 -1.984 HN1 ESG 30 ESG HN2 HN2 H 0 1 N N N -26.780 14.445 -4.470 -0.446 -0.395 -0.835 HN2 ESG 31 ESG HN3 HN3 H 0 1 N N N -23.805 12.889 -7.457 1.058 3.622 0.819 HN3 ESG 32 ESG "H1'" "H1'" H 0 1 N N N -24.379 6.309 -4.507 3.266 -4.819 -1.528 "H1'" ESG 33 ESG "H1'A" "H1'A" H 0 0 N N N -24.849 7.332 -3.107 2.752 -3.391 -2.457 "H1'A" ESG 34 ESG "H1'B" "H1'B" H 0 0 N N N -24.892 8.011 -4.770 3.884 -4.561 -3.177 "H1'B" ESG 35 ESG HO11 HO11 H 0 0 N N N -28.027 21.523 -5.968 -7.581 -2.732 1.855 HO11 ESG 36 ESG "H2'" "H2'" H 0 1 N N N -22.398 7.095 -3.263 5.589 -3.953 -1.482 "H2'" ESG 37 ESG "H2'A" "H2'A" H 0 0 N N N -22.442 7.777 -4.934 5.075 -2.525 -2.412 "H2'A" ESG 38 ESG HO32 HO32 H 0 0 N N N -26.099 9.997 -9.038 1.604 7.899 -0.106 HO32 ESG 39 ESG "H4'" "H4'" H 0 1 N N N -23.917 10.744 -1.121 3.120 -2.680 2.350 "H4'" ESG 40 ESG "H4'A" "H4'A" H 0 0 N N N -22.284 11.403 -1.213 4.762 -1.982 2.517 "H4'A" ESG 41 ESG "H5'" "H5'" H 0 1 N N N -22.749 12.278 -3.399 4.094 -0.127 1.310 "H5'" ESG 42 ESG HA2 HA2 H 0 1 N N N -24.217 13.343 -5.530 -0.274 1.375 1.481 HA2 ESG 43 ESG HA3 HA3 H 0 1 N N N -23.903 12.856 -9.772 -0.824 5.192 -0.583 HA3 ESG 44 ESG HA3A HA3A H 0 0 N N N -25.389 13.836 -9.670 0.504 4.782 -1.695 HA3A ESG 45 ESG HB1 HB1 H 0 1 N N N -26.392 17.518 -5.857 -4.810 -0.017 0.011 HB1 ESG 46 ESG HB1A HB1A H 0 0 N N N -24.903 18.239 -5.105 -4.297 -1.146 1.288 HB1A ESG 47 ESG HB2 HB2 H 0 1 N N N -26.939 12.235 -4.624 1.755 0.722 -0.704 HB2 ESG 48 ESG HB2A HB2A H 0 0 N N N -25.684 11.208 -5.396 2.092 1.634 0.788 HB2A ESG 49 ESG HG1 HG1 H 0 1 N N N -25.308 17.020 -3.047 -2.507 -2.010 -0.194 HG1 ESG 50 ESG HG1A HG1A H 0 0 N N N -26.876 16.426 -3.643 -3.020 -0.881 -1.471 HG1A ESG 51 ESG H23 H23 H 0 1 N N N -27.190 19.854 -2.845 -4.527 -1.848 -2.336 H23 ESG 52 ESG H24 H24 H 0 1 N N N -25.815 19.319 -3.928 -4.728 -3.052 -0.290 H24 ESG 53 # 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 ESG C1 O11 SING N N 1 ESG C1 CA1 SING N N 2 ESG N1 HN1 SING N N 3 ESG C2 CA2 SING N N 4 ESG N2 CD1 SING N N 5 ESG N2 HN2 SING N N 6 ESG O2 C2 DOUB N N 7 ESG C3 CA3 SING N N 8 ESG C3 O32 SING N N 9 ESG N3 C2 SING N N 10 ESG N3 HN3 SING N N 11 ESG "C1'" "C2'" SING N N 12 ESG "C1'" "H1'" SING N N 13 ESG "C1'" "H1'A" SING N N 14 ESG "C1'" "H1'B" SING N N 15 ESG "N1'" "C3'" SING N N 16 ESG O11 HO11 SING N N 17 ESG O12 C1 DOUB N N 18 ESG "C2'" "N1'" SING N N 19 ESG "C2'" "H2'" SING N N 20 ESG "C2'" "H2'A" SING N N 21 ESG "O2'" "C6'" DOUB N N 22 ESG "C3'" "O1'" DOUB N N 23 ESG "C3'" "C4'" SING N N 24 ESG O31 C3 DOUB N N 25 ESG O32 HO32 SING N N 26 ESG "C4'" "H4'" SING N N 27 ESG "C4'" "H4'A" SING N N 28 ESG "C5'" "C4'" SING N N 29 ESG "C5'" "H5'" SING N N 30 ESG "C6'" "N1'" SING N N 31 ESG "C6'" "C5'" SING N N 32 ESG CA1 N1 SING N N 33 ESG CA2 N2 SING N N 34 ESG CA2 CB2 SING N N 35 ESG CA2 HA2 SING N N 36 ESG CA3 N3 SING N N 37 ESG CA3 HA3 SING N N 38 ESG CA3 HA3A SING N N 39 ESG CB1 CA1 SING N N 40 ESG CB1 CG1 SING N N 41 ESG CB1 HB1 SING N N 42 ESG CB1 HB1A SING N N 43 ESG CB2 SG2 SING N N 44 ESG CB2 HB2 SING N N 45 ESG CB2 HB2A SING N N 46 ESG CD1 CG1 SING N N 47 ESG OE1 CD1 DOUB N N 48 ESG CG1 HG1 SING N N 49 ESG CG1 HG1A SING N N 50 ESG SG2 "C5'" SING N N 51 ESG N1 H23 SING N N 52 ESG CA1 H24 SING N N 53 # 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 ESG SMILES_CANONICAL CACTVS 3.352 "CCN1C(=O)C[C@H](SC[C@H](NC(=O)CC[C@H](N)C(O)=O)C(=O)NCC(O)=O)C1=O" ESG SMILES CACTVS 3.352 "CCN1C(=O)C[CH](SC[CH](NC(=O)CC[CH](N)C(O)=O)C(=O)NCC(O)=O)C1=O" ESG SMILES_CANONICAL "OpenEye OEToolkits" 1.7.0 "CCN1C(=O)C[C@@H](C1=O)SC[C@@H](C(=O)NCC(=O)O)NC(=O)CCC(C(=O)O)N" ESG SMILES "OpenEye OEToolkits" 1.7.0 "CCN1C(=O)CC(C1=O)SCC(C(=O)NCC(=O)O)NC(=O)CCC(C(=O)O)N" ESG InChI InChI 1.03 "InChI=1S/C16H24N4O8S/c1-2-20-12(22)5-10(15(20)26)29-7-9(14(25)18-6-13(23)24)19-11(21)4-3-8(17)16(27)28/h8-10H,2-7,17H2,1H3,(H,18,25)(H,19,21)(H,23,24)(H,27,28)/t8-,9-,10-/m0/s1" ESG InChIKey InChI 1.03 QCPAUAAIPLHRLB-GUBZILKMSA-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 ESG "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.6.1 "2-azanyl-5-[[(2R)-1-(carboxymethylamino)-3-[(3S)-1-ethyl-2,5-dioxo-pyrrolidin-3-yl]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 ESG "Create component" 2010-01-18 RCSB ESG "Modify descriptor" 2011-06-04 RCSB #