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        ?
##
