data_M8F # _chem_comp.id M8F _chem_comp.name "N-[(5S)-5-amino-5-carboxypentanoyl]-L-cysteinyl-D-methionine" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C14 H25 N3 O6 S2" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms "L-D-(A-aminoadipoyl)-L-cysteinyl-D-methionine" _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2011-01-19 _chem_comp.pdbx_modified_date 2020-06-17 _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 395.495 _chem_comp.one_letter_code ? _chem_comp.three_letter_code M8F _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 2Y60 _chem_comp.pdbx_subcomponent_list "UN1 CYS MED" _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 M8F C8 C8 C 0 1 N N N 11.896 39.409 5.518 1.816 0.036 0.152 "C1'" UN1 1 M8F O9 O9 O 0 1 N N N 11.638 39.793 6.688 1.895 0.430 1.297 "O1'" UN1 2 M8F O4 O4 O 0 1 N N N 17.409 35.817 4.403 8.713 0.411 -0.973 O58 UN1 3 M8F C7 C7 C 0 1 N N N 13.337 39.152 5.098 3.069 -0.260 -0.631 C1 UN1 4 M8F C2 C2 C 0 1 N N N 17.218 36.064 5.586 8.038 -0.422 -0.416 C3 UN1 5 M8F C1 C1 C 0 1 N N S 15.840 36.321 6.083 6.791 -0.009 0.322 C4 UN1 6 M8F C5 C5 C 0 1 N N N 15.243 37.560 5.394 5.566 -0.286 -0.552 C5 UN1 7 M8F C6 C6 C 0 1 N N N 13.771 37.838 5.772 4.294 0.016 0.243 C6 UN1 8 M8F N1 N1 N 0 1 N N N 15.852 36.478 7.614 6.857 1.425 0.633 N4 UN1 9 M8F O3 O3 O 0 1 N N N 18.131 36.210 6.471 8.399 -1.714 -0.455 "O5'" UN1 10 M8F N10 N10 N 0 1 N N N 10.952 39.273 4.584 0.607 -0.141 -0.417 N CYS 11 M8F C11 C11 C 0 1 N N R 9.497 39.507 4.847 -0.611 0.142 0.346 CA CYS 12 M8F C14 C14 C 0 1 N N N 8.733 38.163 4.734 -1.753 -0.668 -0.212 C CYS 13 M8F O15 O15 O 0 1 N N N 9.307 37.056 4.597 -1.567 -1.408 -1.155 O CYS 14 M8F C12 C12 C 0 1 N N N 9.014 40.452 3.710 -0.944 1.632 0.242 CB CYS 15 M8F S13 S13 S 0 1 N N N 9.435 39.773 2.056 0.431 2.606 0.914 SG CYS 16 M8F N16 N16 N 0 1 N N N 7.417 38.267 4.666 -2.980 -0.569 0.336 N MED 17 M8F C17 C17 C 0 1 N N R 6.578 37.060 4.536 -4.090 -1.356 -0.207 CA MED 18 M8F C22 C22 C 0 1 N N N 5.261 37.202 5.229 -4.082 -2.730 0.413 C MED 19 M8F O24 O24 O 0 1 N N N 4.307 36.444 4.929 -3.236 -3.022 1.224 O MED 20 M8F C18 C18 C 0 1 N N N 6.381 36.643 3.085 -5.414 -0.660 0.114 CB MED 21 M8F C19 C19 C 0 1 N N N 6.927 37.624 2.059 -5.475 0.683 -0.617 CG MED 22 M8F S20 S20 S 0 1 N N N 6.070 39.246 1.981 -7.044 1.508 -0.236 SD MED 23 M8F C21 C21 C 0 1 N N N 4.709 38.596 1.048 -6.931 3.055 -1.177 CE MED 24 M8F O23 O23 O 0 1 N N N 5.199 38.086 6.083 -5.015 -3.630 0.063 OXT MED 25 M8F H7 H7 H 0 1 N N N 13.984 39.980 5.423 3.068 -1.307 -0.935 H1C1 UN1 26 M8F H7A H7A H 0 1 N N N 13.420 39.078 4.004 3.103 0.375 -1.516 H1C2 UN1 27 M8F H1 H1 H 0 1 N N N 15.201 35.461 5.834 6.712 -0.579 1.249 H4 UN1 28 M8F H5 H5 H 0 1 N N N 15.841 38.435 5.689 5.600 0.350 -1.437 H5C1 UN1 29 M8F H5A H5A H 0 1 N N N 15.267 37.369 4.311 5.565 -1.332 -0.856 H5C2 UN1 30 M8F H6 H6 H 0 1 N N N 13.134 37.012 5.424 4.294 1.062 0.547 H6C1 UN1 31 M8F H6A H6A H 0 1 N N N 13.671 37.923 6.864 4.259 -0.620 1.128 H6C2 UN1 32 M8F HN1 HN1 H 0 1 N N N 15.855 35.574 8.042 7.621 1.623 1.262 H4N1 UN1 33 M8F HN1A HN1A H 0 0 N N N 16.671 36.980 7.891 6.931 1.974 -0.210 H4N2 UN1 34 M8F HO3 HO3 H 0 1 N N N 18.984 36.097 6.068 9.206 -1.930 -0.941 "H5'" UN1 35 M8F HN10 HN10 H 0 0 N N N 11.231 39.001 3.663 0.544 -0.456 -1.333 H CYS 36 M8F H11 H11 H 0 1 N N N 9.325 39.931 5.847 -0.454 -0.124 1.391 HA CYS 37 M8F H12 H12 H 0 1 N N N 7.922 40.565 3.781 -1.100 1.897 -0.803 HB2 CYS 38 M8F H12A H12A H 0 0 N N N 9.517 41.423 3.827 -1.850 1.842 0.810 HB3 CYS 39 M8F HS13 HS13 H 0 0 N N N 9.534 40.746 1.200 0.007 3.873 0.760 HG CYS 40 M8F HN16 HN16 H 0 0 N N N 6.987 39.169 4.703 -3.128 0.023 1.090 H MED 41 M8F H17 H17 H 0 1 N N N 7.134 36.256 5.041 -3.979 -1.444 -1.288 HA MED 42 M8F H18 H18 H 0 1 N N N 6.898 35.683 2.939 -6.243 -1.288 -0.211 HB2 MED 43 M8F H18A H18A H 0 0 N N N 5.295 36.590 2.920 -5.485 -0.492 1.189 HB3 MED 44 M8F H19 H19 H 0 1 N N N 7.979 37.818 2.314 -4.645 1.311 -0.292 HG2 MED 45 M8F H19A H19A H 0 0 N N N 6.778 37.152 1.076 -5.404 0.515 -1.691 HG3 MED 46 M8F H21 H21 H 0 1 N N N 3.841 38.461 1.710 -6.065 3.624 -0.838 HE1 MED 47 M8F H21A H21A H 0 0 N N N 4.449 39.297 0.241 -6.824 2.828 -2.237 HE2 MED 48 M8F H21B H21B H 0 0 N N N 4.993 37.626 0.614 -7.836 3.642 -1.021 HE3 MED 49 M8F HO23 HO23 H 0 0 N N N 4.330 38.097 6.466 -4.969 -4.497 0.487 HXT MED 50 # # 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 M8F C5 C1 SING N N 1 M8F C2 C1 SING N N 2 M8F C1 N1 SING N N 3 M8F C1 H1 SING N N 4 M8F N1 HN1 SING N N 5 M8F N1 HN1A SING N N 6 M8F O4 C2 DOUB N N 7 M8F C2 O3 SING N N 8 M8F O3 HO3 SING N N 9 M8F C5 C6 SING N N 10 M8F C5 H5 SING N N 11 M8F C5 H5A SING N N 12 M8F C7 C6 SING N N 13 M8F C6 H6 SING N N 14 M8F C6 H6A SING N N 15 M8F C7 C8 SING N N 16 M8F C7 H7 SING N N 17 M8F C7 H7A SING N N 18 M8F N10 C8 SING N N 19 M8F C8 O9 DOUB N N 20 M8F N10 C11 SING N N 21 M8F N10 HN10 SING N N 22 M8F C12 C11 SING N N 23 M8F C14 C11 SING N N 24 M8F C11 H11 SING N N 25 M8F S13 C12 SING N N 26 M8F C12 H12 SING N N 27 M8F C12 H12A SING N N 28 M8F S13 HS13 SING N N 29 M8F O15 C14 DOUB N N 30 M8F N16 C14 SING N N 31 M8F C17 N16 SING N N 32 M8F N16 HN16 SING N N 33 M8F C18 C17 SING N N 34 M8F C17 C22 SING N N 35 M8F C17 H17 SING N N 36 M8F C19 C18 SING N N 37 M8F C18 H18 SING N N 38 M8F C18 H18A SING N N 39 M8F S20 C19 SING N N 40 M8F C19 H19 SING N N 41 M8F C19 H19A SING N N 42 M8F C21 S20 SING N N 43 M8F C21 H21 SING N N 44 M8F C21 H21A SING N N 45 M8F C21 H21B SING N N 46 M8F O24 C22 DOUB N N 47 M8F C22 O23 SING N N 48 M8F O23 HO23 SING N N 49 # # 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 M8F SMILES ACDLabs 12.01 "O=C(NC(C(=O)O)CCSC)C(NC(=O)CCCC(C(=O)O)N)CS" M8F SMILES_CANONICAL CACTVS 3.352 "CSCC[C@@H](NC(=O)[C@H](CS)NC(=O)CCC[C@H](N)C(O)=O)C(O)=O" M8F SMILES CACTVS 3.352 "CSCC[CH](NC(=O)[CH](CS)NC(=O)CCC[CH](N)C(O)=O)C(O)=O" M8F SMILES_CANONICAL "OpenEye OEToolkits" 1.6.1 "CSCC[C@H](C(=O)O)NC(=O)[C@H](CS)NC(=O)CCC[C@@H](C(=O)O)N" M8F SMILES "OpenEye OEToolkits" 1.6.1 "CSCCC(C(=O)O)NC(=O)C(CS)NC(=O)CCCC(C(=O)O)N" M8F InChI InChI 1.03 "InChI=1S/C14H25N3O6S2/c1-25-6-5-9(14(22)23)17-12(19)10(7-24)16-11(18)4-2-3-8(15)13(20)21/h8-10,24H,2-7,15H2,1H3,(H,16,18)(H,17,19)(H,20,21)(H,22,23)/t8-,9+,10-/m0/s1" M8F InChIKey InChI 1.03 IHAISQWKLZGNMD-AEJSXWLSSA-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 M8F "SYSTEMATIC NAME" ACDLabs 12.01 "N-[(5S)-5-amino-5-carboxypentanoyl]-L-cysteinyl-D-methionine" M8F "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.6.1 "(2S)-2-amino-6-[[(2R)-1-[[(2R)-1-hydroxy-4-methylsulfanyl-1-oxo-butan-2-yl]amino]-1-oxo-3-sulfanyl-propan-2-yl]amino]-6-oxo-hexanoic 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 M8F "Create component" 2011-01-20 EBI M8F "Modify descriptor" 2011-06-04 RCSB M8F "Modify synonyms" 2020-06-05 PDBE # _pdbx_chem_comp_synonyms.ordinal 1 _pdbx_chem_comp_synonyms.comp_id M8F _pdbx_chem_comp_synonyms.name "L-D-(A-aminoadipoyl)-L-cysteinyl-D-methionine" _pdbx_chem_comp_synonyms.provenance ? _pdbx_chem_comp_synonyms.type ? ##