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                    2009-03-06
_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 N N 55 
RDF CG1  CD21 SING N N 56 
RDF CD11 NE1  SING Y N 57 
RDF CD11 HD1  SING Y N 58 
RDF CD21 CE2  DOUB Y N 59 
RDF CD21 CE3  SING N N 60 
RDF NE1  CE2  SING Y N 61 
RDF NE1  HE1  SING Y N 62 
RDF CE2  CZ2  SING Y N 63 
RDF CE3  CZ3  DOUB N N 64 
RDF CE3  HE3  SING Y 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 Y 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 InChI            InChI                1.02b 
;InChI=1/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/f/h25-26,31,33H
;
RDF InChIKey         InChI                1.02b ZPHBZEQOLSRPAK-PQRXHCCJDH 
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 
# 
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"                                       
# 
