data_RDF
#

_chem_comp.id                                   RDF
_chem_comp.name                                 "N-ALPHA-L-RHAMNOPYRANOSYLOXY(HYDROXYPHOSPHINYL)-L-LEUCYL-L-TRYPTOPHAN"
_chem_comp.type                                 peptide-like
_chem_comp.pdbx_type                            HETAIN
_chem_comp.formula                              "C23 H34 N3 O10 P"
_chem_comp.mon_nstd_parent_comp_id              ?
_chem_comp.pdbx_synonyms                        PHOSPHORAMIDON
_chem_comp.pdbx_formal_charge                   0
_chem_comp.pdbx_initial_date                    1999-12-17
_chem_comp.pdbx_modified_date                   2021-03-01
_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                       543.504
_chem_comp.one_letter_code                      ?
_chem_comp.three_letter_code                    RDF
_chem_comp.pdbx_model_coordinates_details       "not provided"
_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       1TLP
_chem_comp.pdbx_subcomponent_list               "RHA LEU TRP"
_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
RDF  C1    C1   C  0  1  N  N  S  51.183  16.914   -8.254  -2.802  -0.333   0.576  C1    RHA   1  
RDF  O1    O1   O  0  1  N  N  N  50.920  18.137   -7.643  -2.887   0.915  -0.114  O1    RHA   2  
RDF  C2    C2   C  0  1  N  N  R  50.171  16.113   -7.502  -3.754  -0.319   1.775  C2    RHA   3  
RDF  O2    O2   O  0  1  N  N  N  49.976  14.742   -8.034  -3.631  -1.546   2.497  O2    RHA   4  
RDF  C3    C3   C  0  1  N  N  R  48.865  16.750   -7.787  -5.193  -0.163   1.272  C3    RHA   5  
RDF  O3    O3   O  0  1  N  N  N  48.022  16.009   -6.924  -6.095  -0.223   2.378  O3    RHA   6  
RDF  C4    C4   C  0  1  N  N  R  48.610  16.502   -9.263  -5.506  -1.300   0.294  C4    RHA   7  
RDF  O4    O4   O  0  1  N  N  N  47.268  16.717   -9.593  -6.821  -1.124  -0.238  O4    RHA   8  
RDF  C5    C5   C  0  1  N  N  S  49.572  17.376  -10.084  -4.485  -1.276  -0.848  C5    RHA   9  
RDF  O5    O5   O  0  1  N  N  N  50.917  16.967   -9.678  -3.167  -1.393  -0.309  O5    RHA  10  
RDF  C6    C6   C  0  1  N  N  N  49.360  17.397  -11.604  -4.755  -2.444  -1.798  C6    RHA  11  
RDF  P     P1   P  0  1  N  N  S  51.715  18.902   -6.596  -1.626   1.604  -0.840  P     RHA  12  
RDF  O1P   O6   O  0  1  N  N  N  53.231  19.053   -6.870  -0.976   0.623  -1.737  O1P   RHA  13  
RDF  O2P   O7   O  0  1  N  N  N  51.194  20.234   -6.325  -2.127   2.869  -1.701  O2P   RHA  14  
RDF  N     N1   N  0  1  N  N  N  51.667  18.103   -5.418  -0.522   2.119   0.322  N     LEU  15  
RDF  CA    C7   C  0  1  N  N  S  52.688  17.980   -4.388   0.851   1.766  -0.062  CA    LEU  16  
RDF  C     C8   C  0  1  N  N  N  53.504  16.720   -4.374   1.484   0.946   1.032  C     LEU  17  
RDF  O     O9   O  0  1  N  N  N  54.637  16.851   -3.933   0.854   0.683   2.034  O     LEU  18  
RDF  CB    C9   C  0  1  N  N  N  52.144  18.204   -2.986   1.664   3.043  -0.279  CB    LEU  19  
RDF  CG    C10  C  0  1  N  N  N  53.236  18.074   -1.852   1.121   3.793  -1.497  CG    LEU  20  
RDF  CD1   C11  C  0  1  N  N  N  54.393  19.099   -1.824   1.977   5.035  -1.755  CD1   LEU  21  
RDF  CD2   C12  C  0  1  N  N  N  52.637  18.119   -0.440   1.168   2.878  -2.722  CD2   LEU  22  
RDF  N1    N2   N  0  1  N  N  N  52.910  15.559   -4.831   2.751   0.507   0.897  N     TRP  23  
RDF  CA1   C13  C  0  1  N  N  S  53.536  14.231   -4.971   3.367  -0.290   1.962  CA    TRP  24  
RDF  C7    C14  C  0  1  N  N  N  52.673  13.218   -5.766   3.950   0.630   3.004  C     TRP  25  
RDF  O6    O11  O  0  1  N  N  N  51.490  13.641   -5.932   3.860   1.827   2.871  O     TRP  26  
RDF  CB1   C15  C  0  1  N  N  N  54.032  13.779   -3.578   4.478  -1.159   1.370  CB    TRP  27  
RDF  CG1   C16  C  0  1  Y  N  N  52.938  13.365   -2.684   3.879  -2.161   0.418  CG    TRP  28  
RDF  CD11  C17  C  0  0  Y  N  N  52.156  14.197   -1.947   3.530  -3.426   0.705  CD1   TRP  29  
RDF  CD21  C18  C  0  0  Y  N  N  52.477  12.038   -2.441   3.559  -1.939  -0.995  CD2   TRP  30  
RDF  NE1   N3   N  0  1  Y  N  N  51.220  13.492   -1.253   3.019  -4.033  -0.410  NE1   TRP  31  
RDF  CE2   C19  C  0  1  Y  N  N  51.394  12.166   -1.521   3.023  -3.151  -1.467  CE2   TRP  32  
RDF  CE3   C20  C  0  1  Y  N  N  52.873  10.772   -2.906   3.684  -0.849  -1.858  CE3   TRP  33  
RDF  CZ2   C21  C  0  1  Y  N  N  50.676  11.082   -1.052   2.621  -3.246  -2.796  CZ2   TRP  34  
RDF  CZ3   C22  C  0  1  Y  N  N  52.145   9.694   -2.444   3.283  -0.965  -3.159  CZ3   TRP  35  
RDF  CH2   C23  C  0  1  Y  N  N  51.084   9.848   -1.519   2.752  -2.158  -3.630  CH2   TRP  36  
RDF  OXT   O12  O  0  1  N  Y  N  53.184  12.087   -6.164   4.569   0.118   4.079  OXT   TRP  37  
RDF  H1    H1   H  0  1  N  N  N  52.217  16.541   -8.215  -1.781  -0.486   0.925  H1    RHA  38  
RDF  H2    H2   H  0  1  N  N  N  50.505  16.071   -6.455  -3.504   0.516   2.430  H2    RHA  39  
RDF  HO2   H3   H  0  1  N  N  N  49.934  14.773   -8.983  -2.743  -1.712   2.841  HO2   RHA  40  
RDF  H3    H4   H  0  1  N  N  N  48.750  17.832   -7.622  -5.300   0.796   0.765  H3    RHA  41  
RDF  HO3   H5   H  0  1  N  N  N  48.474  15.843   -6.105  -5.950   0.465   3.042  HO3   RHA  42  
RDF  H4    H6   H  0  1  N  N  N  48.808  15.447   -9.504  -5.448  -2.255   0.815  H4    RHA  43  
RDF  HO4   H7   H  0  1  N  N  N  46.750  16.766   -8.798  -7.086  -1.810  -0.866  HO4   RHA  44  
RDF  H5    H8   H  0  1  N  N  N  49.375  18.434   -9.857  -4.573  -0.336  -1.393  H5    RHA  45  
RDF  H61   H9   H  0  1  N  N  N  48.282  17.402  -11.824  -5.760  -2.355  -2.208  H61   RHA  46  
RDF  H62   H10  H  0  1  N  N  N  49.825  18.300  -12.026  -4.028  -2.427  -2.610  H62   RHA  47  
RDF  H63   H11  H  0  1  N  N  N  49.821  16.504  -12.051  -4.667  -3.384  -1.252  H63   RHA  48  
RDF  HOP2  H12  H  0  0  N  N  N  51.081  20.346   -5.388  -2.563   3.554  -1.177  HOP2  RHA  49  
RDF  H     H14  H  0  1  N  N  N  51.564  17.171   -5.765  -0.752   1.742   1.230  H     LEU  50  
RDF  HA    H16  H  0  1  N  N  N  53.373  18.787   -4.685   0.832   1.186  -0.985  HA    LEU  51  
RDF  HB2   H17  H  0  1  N  N  N  51.725  19.220   -2.941   1.585   3.678   0.603  HB2   LEU  52  
RDF  HB3   H18  H  0  1  N  N  N  51.392  17.423   -2.802   2.709   2.784  -0.448  HB3   LEU  53  
RDF  HG    H19  H  0  1  N  N  N  53.657  17.096   -2.130   0.091   4.095  -1.308  HG    LEU  54  
RDF  HD11  H20  H  0  0  N  N  N  54.693  19.342   -2.854   2.987   4.729  -2.029  HD11  LEU  55  
RDF  HD12  H21  H  0  0  N  N  N  54.059  20.014   -1.313   1.540   5.615  -2.568  HD12  LEU  56  
RDF  HD13  H22  H  0  0  N  N  N  55.250  18.669   -1.285   2.014   5.645  -0.853  HD13  LEU  57  
RDF  HD21  H23  H  0  0  N  N  N  53.448  18.130    0.303   0.480   2.044  -2.579  HD21  LEU  58  
RDF  HD22  H24  H  0  0  N  N  N  52.027  19.028   -0.330   0.876   3.442  -3.608  HD22  LEU  59  
RDF  HD23  H25  H  0  0  N  N  N  52.006  17.232   -0.281   2.180   2.496  -2.852  HD23  LEU  60  
RDF  H6    H27  H  0  1  N  N  N  51.948  15.627   -5.096   3.255   0.718   0.096  H     TRP  61  
RDF  HA1   H29  H  0  1  N  N  N  54.423  14.292   -5.619   2.612  -0.928   2.421  HA    TRP  62  
RDF  HB21  H30  H  0  0  N  N  N  54.710  12.923   -3.713   5.187  -0.528   0.834  HB2   TRP  63  
RDF  HB31  H31  H  0  0  N  N  N  54.534  14.639   -3.110   4.995  -1.685   2.173  HB3   TRP  64  
RDF  HD1   H32  H  0  1  N  N  N  52.262  15.271   -1.916   3.638  -3.894   1.672  HD1   TRP  65  
RDF  HE1   H33  H  0  1  N  N  N  50.524  13.880   -0.650   2.700  -4.948  -0.449  HE1   TRP  66  
RDF  HE3   H34  H  0  1  N  N  N  53.702  10.649   -3.588   4.095   0.083  -1.498  HE3   TRP  67  
RDF  HZ2   H35  H  0  1  N  N  N  49.850  11.193   -0.365   2.208  -4.170  -3.172  HZ2   TRP  68  
RDF  HZ3   H36  H  0  1  N  N  N  52.392   8.704   -2.798   3.379  -0.121  -3.826  HZ3   TRP  69  
RDF  HH2   H37  H  0  1  N  N  N  50.573   8.965   -1.164   2.440  -2.234  -4.661  HH2   TRP  70  
RDF  HXT   H38  H  0  1  N  Y  N  52.522  11.584   -6.623   4.927   0.747   4.721  HXT   TRP  71  
#   #
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
RDF  C1    O1    SING  N  N   1  
RDF  C1    C2    SING  N  N   2  
RDF  C1    O5    SING  N  N   3  
RDF  C1    H1    SING  N  N   4  
RDF  O1    P     SING  N  N   5  
RDF  C2    O2    SING  N  N   6  
RDF  C2    C3    SING  N  N   7  
RDF  C2    H2    SING  N  N   8  
RDF  O2    HO2   SING  N  N   9  
RDF  C3    O3    SING  N  N  10  
RDF  C3    C4    SING  N  N  11  
RDF  C3    H3    SING  N  N  12  
RDF  O3    HO3   SING  N  N  13  
RDF  C4    O4    SING  N  N  14  
RDF  C4    C5    SING  N  N  15  
RDF  C4    H4    SING  N  N  16  
RDF  O4    HO4   SING  N  N  17  
RDF  C5    O5    SING  N  N  18  
RDF  C5    C6    SING  N  N  19  
RDF  C5    H5    SING  N  N  20  
RDF  C6    H61   SING  N  N  21  
RDF  C6    H62   SING  N  N  22  
RDF  C6    H63   SING  N  N  23  
RDF  P     O1P   DOUB  N  N  24  
RDF  P     O2P   SING  N  N  25  
RDF  O2P   HOP2  SING  N  N  26  
RDF  N     CA    SING  N  N  27  
RDF  N     H     SING  N  N  28  
RDF  CA    C     SING  N  N  29  
RDF  CA    CB    SING  N  N  30  
RDF  CA    HA    SING  N  N  31  
RDF  C     O     DOUB  N  N  32  
RDF  CB    CG    SING  N  N  33  
RDF  CB    HB2   SING  N  N  34  
RDF  CB    HB3   SING  N  N  35  
RDF  CG    CD1   SING  N  N  36  
RDF  CG    CD2   SING  N  N  37  
RDF  CG    HG    SING  N  N  38  
RDF  CD1   HD11  SING  N  N  39  
RDF  CD1   HD12  SING  N  N  40  
RDF  CD1   HD13  SING  N  N  41  
RDF  CD2   HD21  SING  N  N  42  
RDF  CD2   HD22  SING  N  N  43  
RDF  CD2   HD23  SING  N  N  44  
RDF  N1    CA1   SING  N  N  45  
RDF  N1    H6    SING  N  N  46  
RDF  CA1   C7    SING  N  N  47  
RDF  CA1   CB1   SING  N  N  48  
RDF  CA1   HA1   SING  N  N  49  
RDF  C7    O6    DOUB  N  N  50  
RDF  C7    OXT   SING  N  N  51  
RDF  CB1   CG1   SING  N  N  52  
RDF  CB1   HB21  SING  N  N  53  
RDF  CB1   HB31  SING  N  N  54  
RDF  CG1   CD11  DOUB  Y  N  55  
RDF  CG1   CD21  SING  Y  N  56  
RDF  CD11  NE1   SING  Y  N  57  
RDF  CD11  HD1   SING  N  N  58  
RDF  CD21  CE2   DOUB  Y  N  59  
RDF  CD21  CE3   SING  Y  N  60  
RDF  NE1   CE2   SING  Y  N  61  
RDF  NE1   HE1   SING  N  N  62  
RDF  CE2   CZ2   SING  Y  N  63  
RDF  CE3   CZ3   DOUB  Y  N  64  
RDF  CE3   HE3   SING  N  N  65  
RDF  CZ2   CH2   DOUB  Y  N  66  
RDF  CZ2   HZ2   SING  N  N  67  
RDF  CZ3   CH2   SING  Y  N  68  
RDF  CZ3   HZ3   SING  N  N  69  
RDF  CH2   HH2   SING  N  N  70  
RDF  OXT   HXT   SING  N  N  71  
RDF  P     N     SING  N  N  72  
RDF  C     N1    SING  N  N  73  
#   #
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
RDF  SMILES            ACDLabs               10.04  "O=P(OC1OC(C(O)C(O)C1O)C)(O)NC(C(=O)NC(C(=O)O)Cc3c2ccccc2nc3)CC(C)C"  
RDF  SMILES_CANONICAL  CACTVS                3.341  "CC(C)C[C@H](N[P@@](O)(=O)O[C@@H]1O[C@@H](C)[C@H](O)[C@@H](O)[C@H]1O)C(=O)N[C@@H](Cc2c[nH]c3ccccc23)C(O)=O"  
RDF  SMILES            CACTVS                3.341  "CC(C)C[CH](N[P](O)(=O)O[CH]1O[CH](C)[CH](O)[CH](O)[CH]1O)C(=O)N[CH](Cc2c[nH]c3ccccc23)C(O)=O"  
RDF  SMILES_CANONICAL  "OpenEye OEToolkits"  1.5.0  "C[C@H]1[C@@H]([C@H]([C@H]([C@@H](O1)O[P@](=O)(N[C@@H](CC(C)C)C(=O)N[C@@H](Cc2c[nH]c3c2cccc3)C(=O)O)O)O)O)O"  
RDF  SMILES            "OpenEye OEToolkits"  1.5.0  "CC1C(C(C(C(O1)OP(=O)(NC(CC(C)C)C(=O)NC(Cc2c[nH]c3c2cccc3)C(=O)O)O)O)O)O"  
RDF  InChI             InChI                 1.03   "InChI=1S/C23H34N3O10P/c1-11(2)8-16(26-37(33,34)36-23-20(29)19(28)18(27)12(3)35-23)21(30)25-17(22(31)32)9-13-10-24-15-7-5-4-6-14(13)15/h4-7,10-12,16-20,23-24,27-29H,8-9H2,1-3H3,(H,25,30)(H,31,32)(H2,26,33,34)/t12-,16-,17-,18-,19+,20+,23-/m0/s1"  
RDF  InChIKey          InChI                 1.03   ZPHBZEQOLSRPAK-XLCYBJAPSA-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
RDF  "SYSTEMATIC NAME"  ACDLabs               10.04  "(2S)-2-{[(2S)-2-{[(S)-hydroxy{[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyltetrahydro-2H-pyran-2-yl]oxy}phosphoryl]amino}-4-methylpentanoyl]amino}-3-(1H-indol-3-yl)propanoic acid"  
RDF  "SYSTEMATIC NAME"  "OpenEye OEToolkits"  1.5.0  "(2S)-2-[[(2S)-2-[[hydroxy-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyl-oxan-2-yl]oxy-phosphoryl]amino]-4-methyl-pentanoyl]amino]-3-(1H-indol-3-yl)propanoic 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
RDF  "Create component"      1999-12-17  RCSB  
RDF  "Modify aromatic_flag"  2011-06-04  RCSB  
RDF  "Modify descriptor"     2011-06-04  RCSB  
RDF  "Modify synonyms"       2021-03-01  PDBE  
#
_pdbx_chem_comp_synonyms.ordinal     1
_pdbx_chem_comp_synonyms.comp_id     RDF
_pdbx_chem_comp_synonyms.name        PHOSPHORAMIDON
_pdbx_chem_comp_synonyms.provenance  ?
_pdbx_chem_comp_synonyms.type        ?
##
