data_L9X # _chem_comp.id L9X _chem_comp.name "L-gamma-glutamyl-S-[(3R)-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 L9X _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 3L9X _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 L9X C1 C1 C 0 1 N N N -26.899 20.237 -5.375 -7.090 -1.759 0.630 C1 L9X 1 L9X N1 N1 N 0 1 N N N -27.419 19.058 -3.405 -6.393 -1.000 -1.571 N1 L9X 2 L9X C2 C2 C 0 1 N N N -25.703 13.316 -6.986 -0.387 2.286 -0.402 C2 L9X 3 L9X N2 N2 N 0 1 N N N -25.855 14.496 -4.847 -1.299 0.053 -0.675 N2 L9X 4 L9X O2 O2 O 0 1 N N N -26.846 13.565 -7.358 -1.330 2.645 -1.075 O2 L9X 5 L9X C3 C3 C 0 1 N N N -25.710 11.711 -9.522 1.450 5.405 0.350 C3 L9X 6 L9X N3 N3 N 0 1 N N N -24.718 13.040 -7.835 0.502 3.191 0.050 N3 L9X 7 L9X "C1'" "C1'" C 0 1 N N N -23.742 8.350 1.250 7.271 -1.621 0.244 "C1'" L9X 8 L9X "N1'" "N1'" N 0 1 N N N -24.925 9.293 -0.669 4.874 -2.099 0.334 "N1'" L9X 9 L9X "O1'" "O1'" O 0 1 N N N -25.878 7.400 -1.543 5.100 -4.355 0.373 "O1'" L9X 10 L9X O11 O11 O 0 1 N N N -28.022 20.800 -5.352 -7.053 -2.655 1.629 O11 L9X 11 L9X O12 O12 O 0 1 N N N -25.949 20.625 -6.134 -8.042 -1.024 0.512 O12 L9X 12 L9X "C2'" "C2'" C 0 1 N N N -25.032 8.973 0.756 6.051 -1.790 1.151 "C2'" L9X 13 L9X "O2'" "O2'" O 0 1 N N N -23.745 11.174 -0.482 4.205 0.041 -0.003 "O2'" L9X 14 L9X "C3'" "C3'" C 0 1 N N N -25.435 8.536 -1.656 4.516 -3.351 0.026 "C3'" L9X 15 L9X O31 O31 O 0 1 N N N -26.593 11.768 -10.413 2.304 4.844 0.994 O31 L9X 16 L9X O32 O32 O 0 1 N N N -25.495 10.690 -8.797 1.498 6.737 0.187 O32 L9X 17 L9X "C4'" "C4'" C 0 1 N N N -25.367 9.245 -2.988 3.264 -3.316 -0.824 "C4'" L9X 18 L9X "C5'" "C5'" C 0 1 N N R -24.412 10.388 -2.650 2.959 -1.809 -0.955 "C5'" L9X 19 L9X "C6'" "C6'" C 0 1 N N N -24.332 10.320 -1.143 4.067 -1.153 -0.160 "C6'" L9X 20 L9X CA1 CA1 C 0 1 N N S -26.738 19.086 -4.479 -5.942 -1.666 -0.342 CA1 L9X 21 L9X CA2 CA2 C 0 1 N N R -25.317 13.332 -5.537 -0.210 0.826 -0.072 CA2 L9X 22 L9X CA3 CA3 C 0 1 N N N -24.881 12.943 -9.277 0.330 4.610 -0.270 CA3 L9X 23 L9X CB1 CB1 C 0 1 N N N -25.933 17.895 -4.931 -4.805 -0.859 0.288 CB1 L9X 24 L9X CB2 CB2 C 0 1 N N N -25.859 12.112 -4.794 1.130 0.337 -0.626 CB2 L9X 25 L9X CD1 CD1 C 0 1 N N N -25.163 15.629 -4.697 -2.473 -0.076 -0.027 CD1 L9X 26 L9X OE1 OE1 O 0 1 N N N -24.016 15.795 -5.113 -2.629 0.448 1.056 OE1 L9X 27 L9X CG1 CG1 C 0 1 N N N -25.867 16.738 -3.951 -3.593 -0.870 -0.647 CG1 L9X 28 L9X SG2 SG2 S 0 1 N N N -25.023 11.955 -3.227 1.343 -1.420 -0.229 SG2 L9X 29 L9X HN1 HN1 H 0 1 N N N -27.209 18.222 -2.898 -6.727 -0.068 -1.375 HN1 L9X 30 L9X HN2 HN2 H 0 1 N N N -26.780 14.445 -4.470 -1.175 -0.366 -1.541 HN2 L9X 31 L9X HN3 HN3 H 0 1 N N N -23.805 12.889 -7.457 1.256 2.904 0.588 HN3 L9X 32 L9X "H1'" "H1'" H 0 1 N N N -23.834 8.114 2.320 7.445 -2.544 -0.308 "H1'" L9X 33 L9X "H1'A" "H1'A" H 0 0 N N N -23.542 7.426 0.687 7.092 -0.806 -0.458 "H1'A" L9X 34 L9X "H1'B" "H1'B" H 0 0 N N N -22.913 9.057 1.101 8.146 -1.391 0.852 "H1'B" L9X 35 L9X HO11 HO11 H 0 0 N N N -28.027 21.523 -5.968 -7.813 -2.677 2.227 HO11 L9X 36 L9X "H2'" "H2'" H 0 1 N N N -25.228 9.896 1.321 6.230 -2.604 1.853 "H2'" L9X 37 L9X "H2'A" "H2'A" H 0 0 N N N -25.858 8.263 0.907 5.877 -0.866 1.703 "H2'A" L9X 38 L9X HO32 HO32 H 0 0 N N N -26.099 9.997 -9.038 2.236 7.203 0.604 HO32 L9X 39 L9X "H4'" "H4'" H 0 1 N N N -24.983 8.598 -3.791 3.453 -3.755 -1.804 "H4'" L9X 40 L9X "H4'A" "H4'A" H 0 0 N N N -26.351 9.603 -3.326 2.445 -3.831 -0.323 "H4'A" L9X 41 L9X "H5'" "H5'" H 0 1 N N N -23.429 10.294 -3.135 2.996 -1.500 -1.999 "H5'" L9X 42 L9X HA2 HA2 H 0 1 N N N -24.217 13.343 -5.530 -0.226 0.693 1.010 HA2 L9X 43 L9X HA3 HA3 H 0 1 N N N -23.903 12.856 -9.772 -0.625 4.959 0.124 HA3 L9X 44 L9X HA3A HA3A H 0 0 N N N -25.389 13.836 -9.670 0.346 4.743 -1.352 HA3A L9X 45 L9X HB1 HB1 H 0 1 N N N -26.392 17.518 -5.857 -5.133 0.168 0.446 HB1 L9X 46 L9X HB1A HB1A H 0 0 N N N -24.903 18.239 -5.105 -4.530 -1.304 1.244 HB1A L9X 47 L9X HB2 HB2 H 0 1 N N N -26.939 12.235 -4.624 1.146 0.469 -1.708 HB2 L9X 48 L9X HB2A HB2A H 0 0 N N N -25.684 11.208 -5.396 1.940 0.912 -0.177 HB2A L9X 49 L9X HG1 HG1 H 0 1 N N N -25.308 17.020 -3.047 -3.266 -1.898 -0.805 HG1 L9X 50 L9X HG1A HG1A H 0 0 N N N -26.876 16.426 -3.643 -3.868 -0.426 -1.603 HG1A L9X 51 L9X H23 H23 H 0 1 N N N -27.190 19.854 -2.845 -5.660 -0.983 -2.263 H23 L9X 52 L9X H24 H24 H 0 1 N N N -25.815 19.319 -3.928 -5.587 -2.669 -0.582 H24 L9X 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 L9X C1 O11 SING N N 1 L9X C1 CA1 SING N N 2 L9X N1 HN1 SING N N 3 L9X C2 CA2 SING N N 4 L9X N2 CD1 SING N N 5 L9X N2 HN2 SING N N 6 L9X O2 C2 DOUB N N 7 L9X C3 CA3 SING N N 8 L9X C3 O32 SING N N 9 L9X N3 C2 SING N N 10 L9X N3 HN3 SING N N 11 L9X "C1'" "H1'" SING N N 12 L9X "C1'" "H1'A" SING N N 13 L9X "C1'" "H1'B" SING N N 14 L9X "N1'" "C2'" SING N N 15 L9X O11 HO11 SING N N 16 L9X O12 C1 DOUB N N 17 L9X "C2'" "C1'" SING N N 18 L9X "C2'" "H2'" SING N N 19 L9X "C2'" "H2'A" SING N N 20 L9X "C3'" "N1'" SING N N 21 L9X "C3'" "O1'" DOUB N N 22 L9X O31 C3 DOUB N N 23 L9X O32 HO32 SING N N 24 L9X "C4'" "C3'" SING N N 25 L9X "C4'" "C5'" SING N N 26 L9X "C4'" "H4'" SING N N 27 L9X "C4'" "H4'A" SING N N 28 L9X "C5'" "C6'" SING N N 29 L9X "C5'" "H5'" SING N N 30 L9X "C6'" "N1'" SING N N 31 L9X "C6'" "O2'" DOUB N N 32 L9X CA1 N1 SING N N 33 L9X CA2 N2 SING N N 34 L9X CA2 CB2 SING N N 35 L9X CA2 HA2 SING N N 36 L9X CA3 N3 SING N N 37 L9X CA3 HA3 SING N N 38 L9X CA3 HA3A SING N N 39 L9X CB1 CA1 SING N N 40 L9X CB1 CG1 SING N N 41 L9X CB1 HB1 SING N N 42 L9X CB1 HB1A SING N N 43 L9X CB2 SG2 SING N N 44 L9X CB2 HB2 SING N N 45 L9X CB2 HB2A SING N N 46 L9X CD1 CG1 SING N N 47 L9X OE1 CD1 DOUB N N 48 L9X CG1 HG1 SING N N 49 L9X CG1 HG1A SING N N 50 L9X SG2 "C5'" SING N N 51 L9X N1 H23 SING N N 52 L9X 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 L9X 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" L9X 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" L9X 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" L9X SMILES "OpenEye OEToolkits" 1.7.0 "CCN1C(=O)CC(C1=O)SCC(C(=O)NCC(=O)O)NC(=O)CCC(C(=O)O)N" L9X 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" L9X InChIKey InChI 1.03 QCPAUAAIPLHRLB-LPEHRKFASA-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 L9X "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.6.1 "2-azanyl-5-[[(2R)-1-(carboxymethylamino)-3-[(3R)-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 L9X "Create component" 2010-01-18 RCSB L9X "Modify descriptor" 2011-06-04 RCSB #