data_PH0
# 
_chem_comp.id                                    PH0 
_chem_comp.name                                  N-{(2S)-3-[(R)-[(1R)-1-amino-2-phenylethyl](hydroxy)phosphoryl]-2-benzylpropanoyl}-L-phenylalanine 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C27 H31 N2 O5 P" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2007-10-18 
_chem_comp.pdbx_modified_date                    2008-10-14 
_chem_comp.pdbx_ambiguous_flag                   ? 
_chem_comp.pdbx_release_status                   REL 
_chem_comp.pdbx_replaced_by                      ? 
_chem_comp.pdbx_replaces                         ? 
_chem_comp.formula_weight                        494.519 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     PH0 
_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        2R59 
_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 
PH0 O1   O1   O 0 1 N N N 34.144 4.231  3.459  2.442  0.441  0.761  O1   PH0 1  
PH0 C1   C1   C 0 1 N N N 32.674 2.749  1.112  4.866  0.533  -1.371 C1   PH0 2  
PH0 C2   C2   C 0 1 Y N N 31.925 1.993  0.051  5.094  0.197  0.081  C2   PH0 3  
PH0 C3   C3   C 0 1 Y N N 32.378 1.849  -1.285 4.699  1.084  1.065  C3   PH0 4  
PH0 C4   C4   C 0 1 Y N N 31.545 1.122  -2.155 4.903  0.774  2.397  C4   PH0 5  
PH0 C5   C5   C 0 1 Y N N 30.321 0.587  -1.788 5.502  -0.422 2.744  C5   PH0 6  
PH0 C6   C6   C 0 1 Y N N 29.913 0.703  -0.484 5.896  -1.309 1.760  C6   PH0 7  
PH0 C7   C7   C 0 1 Y N N 30.705 1.418  0.410  5.693  -0.999 0.428  C7   PH0 8  
PH0 C8   C8   C 0 1 N N R 34.159 2.440  1.280  3.494  0.014  -1.805 C8   PH0 9  
PH0 C9   C9   C 0 1 N N N 34.787 5.238  0.971  0.563  0.181  -1.307 C9   PH0 10 
PH0 C10  C10  C 0 1 N N S 34.733 6.600  1.680  -0.530 0.930  -0.542 C10  PH0 11 
PH0 C11  C11  C 0 1 N N N 34.469 7.651  0.640  -1.836 0.191  -0.680 C11  PH0 12 
PH0 C12  C12  C 0 1 N N S 33.212 9.588  -0.185 -3.468 -1.429 0.126  C12  PH0 13 
PH0 C13  C13  C 0 1 N N N 32.302 10.670 0.384  -3.380 -2.685 0.995  C13  PH0 14 
PH0 C14  C14  C 0 1 Y N N 31.224 10.020 1.217  -2.248 -3.554 0.510  C14  PH0 15 
PH0 C15  C15  C 0 1 Y N N 31.440 9.760  2.591  -0.978 -3.387 1.029  C15  PH0 16 
PH0 C16  C16  C 0 1 Y N N 30.420 9.178  3.316  0.060  -4.184 0.584  C16  PH0 17 
PH0 C17  C17  C 0 1 Y N N 29.222 8.837  2.701  -0.172 -5.148 -0.379 C17  PH0 18 
PH0 C18  C18  C 0 1 Y N N 29.016 9.108  1.362  -1.442 -5.315 -0.898 C18  PH0 19 
PH0 C19  C19  C 0 1 Y N N 30.023 9.701  0.633  -2.482 -4.522 -0.449 C19  PH0 20 
PH0 C20  C20  C 0 1 N N N 34.468 10.270 -0.665 -4.673 -0.621 0.531  C20  PH0 21 
PH0 P    P    P 0 1 N N R 34.927 3.845  2.175  2.199  0.799  -0.790 P    PH0 22 
PH0 O5   O5   O 0 1 N N N 36.545 3.494  2.524  2.251  2.266  -0.971 O5   PH0 23 
PH0 N2   N2   N 0 1 N N N 34.301 1.249  2.156  3.272  0.340  -3.220 N2   PH0 24 
PH0 C21  C21  C 0 1 N N N 36.112 6.880  2.282  -0.679 2.340  -1.116 C21  PH0 25 
PH0 C22  C22  C 0 1 Y N N 36.056 8.013  3.308  -1.694 3.106  -0.308 C22  PH0 26 
PH0 C23  C23  C 0 1 Y N N 37.191 8.781  3.543  -1.309 3.756  0.850  C23  PH0 27 
PH0 C24  C24  C 0 1 Y N N 37.203 9.847  4.459  -2.240 4.459  1.591  C24  PH0 28 
PH0 C25  C25  C 0 1 Y N N 36.048 10.110 5.179  -3.557 4.513  1.174  C25  PH0 29 
PH0 C26  C26  C 0 1 Y N N 34.907 9.319  5.006  -3.943 3.864  0.015  C26  PH0 30 
PH0 C27  C27  C 0 1 Y N N 34.904 8.269  4.070  -3.010 3.165  -0.728 C27  PH0 31 
PH0 O2   O2   O 0 1 N N N 35.150 7.649  -0.336 -2.508 0.330  -1.680 O2   PH0 32 
PH0 N1   N1   N 0 1 N N N 33.492 8.528  0.769  -2.257 -0.625 0.306  N1   PH0 33 
PH0 O3   O3   O 0 1 N N N 35.419 10.598 0.127  -5.891 -0.961 0.081  O3   PH0 34 
PH0 O4   O4   O 0 1 N N N 34.522 10.443 -1.897 -4.543 0.333  1.260  O4   PH0 35 
PH0 HO1  HO1  H 0 1 N N N 34.749 4.310  4.187  2.421  -0.507 0.954  HO1  PH0 36 
PH0 H11  1H1  H 0 1 N N N 32.596 3.817  0.859  4.905  1.614  -1.505 H11  PH0 37 
PH0 H12A 2H1  H 0 0 N N N 32.210 2.444  2.061  5.640  0.063  -1.978 H12A PH0 38 
PH0 H3   H3   H 0 1 N N N 33.313 2.275  -1.617 4.230  2.019  0.793  H3   PH0 39 
PH0 H4   H4   H 0 1 N N N 31.880 0.972  -3.171 4.594  1.467  3.165  H4   PH0 40 
PH0 H5   H5   H 0 1 N N N 29.699 0.087  -2.516 5.662  -0.664 3.784  H5   PH0 41 
PH0 H6   H6   H 0 1 N N N 28.991 0.246  -0.156 6.364  -2.244 2.031  H6   PH0 42 
PH0 H7   H7   H 0 1 N N N 30.360 1.533  1.427  5.998  -1.694 -0.341 H7   PH0 43 
PH0 H8   H8   H 0 1 N N N 34.625 2.271  0.298  3.455  -1.067 -1.671 H8   PH0 44 
PH0 H91  1H9  H 0 1 N N N 33.865 5.108  0.386  0.493  -0.885 -1.090 H91  PH0 45 
PH0 H92  2H9  H 0 1 N N N 35.676 5.223  0.323  0.435  0.344  -2.377 H92  PH0 46 
PH0 H10  H10  H 0 1 N N N 33.955 6.604  2.458  -0.258 0.993  0.512  H10  PH0 47 
PH0 H12  H12  H 0 1 N N N 32.709 9.080  -1.021 -3.559 -1.718 -0.922 H12  PH0 48 
PH0 H131 1H13 H 0 0 N N N 32.891 11.355 1.012  -3.200 -2.398 2.031  H131 PH0 49 
PH0 H132 2H13 H 0 0 N N N 31.843 11.238 -0.438 -4.317 -3.239 0.929  H132 PH0 50 
PH0 H15  H15  H 0 1 N N N 32.380 10.011 3.061  -0.796 -2.634 1.781  H15  PH0 51 
PH0 H16  H16  H 0 1 N N N 30.554 8.986  4.370  1.053  -4.054 0.989  H16  PH0 52 
PH0 H17  H17  H 0 1 N N N 28.444 8.355  3.275  0.639  -5.771 -0.727 H17  PH0 53 
PH0 H18  H18  H 0 1 N N N 28.076 8.858  0.892  -1.624 -6.068 -1.651 H18  PH0 54 
PH0 H19  H19  H 0 1 N N N 29.866 9.918  -0.413 -3.475 -4.655 -0.851 H19  PH0 55 
PH0 HN21 1HN2 H 0 0 N N N 34.333 0.423  1.594  3.303  1.338  -3.370 HN21 PH0 56 
PH0 HN22 2HN2 H 0 0 N N N 35.146 1.324  2.686  3.938  -0.135 -3.809 HN22 PH0 57 
PH0 H211 1H21 H 0 0 N N N 36.473 5.968  2.780  0.282  2.853  -1.072 H211 PH0 58 
PH0 H212 2H21 H 0 0 N N N 36.790 7.182  1.470  -1.011 2.278  -2.152 H212 PH0 59 
PH0 H23  H23  H 0 1 N N N 38.097 8.550  3.002  -0.280 3.714  1.176  H23  PH0 60 
PH0 H24  H24  H 0 1 N N N 38.090 10.447 4.598  -1.940 4.965  2.496  H24  PH0 61 
PH0 H25  H25  H 0 1 N N N 36.029 10.932 5.879  -4.285 5.062  1.753  H25  PH0 62 
PH0 H26  H26  H 0 1 N N N 34.023 9.516  5.595  -4.971 3.905  -0.310 H26  PH0 63 
PH0 H27  H27  H 0 1 N N N 34.020 7.663  3.938  -3.310 2.661  -1.635 H27  PH0 64 
PH0 HN1  HN1  H 0 1 N N N 32.906 8.459  1.576  -1.758 -0.679 1.136  HN1  PH0 65 
PH0 HO3  HO3  H 0 1 N N N 36.132 10.976 -0.374 -6.634 -0.412 0.368  HO3  PH0 66 
# 
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 
PH0 C4  C5   DOUB N N 1  
PH0 C4  C3   SING N N 2  
PH0 O4  C20  DOUB N N 3  
PH0 C5  C6   SING N N 4  
PH0 C3  C2   DOUB Y N 5  
PH0 C20 C12  SING N N 6  
PH0 C20 O3   SING Y N 7  
PH0 C6  C7   DOUB N N 8  
PH0 O2  C11  DOUB Y N 9  
PH0 C12 C13  SING Y N 10 
PH0 C12 N1   SING N N 11 
PH0 C2  C7   SING Y N 12 
PH0 C2  C1   SING N N 13 
PH0 C13 C14  SING Y N 14 
PH0 C19 C14  DOUB N N 15 
PH0 C19 C18  SING N N 16 
PH0 C11 N1   SING N N 17 
PH0 C11 C10  SING N N 18 
PH0 C9  C10  SING N N 19 
PH0 C9  P    SING N N 20 
PH0 C1  C8   SING N N 21 
PH0 C14 C15  SING N N 22 
PH0 C8  N2   SING N N 23 
PH0 C8  P    SING N N 24 
PH0 C18 C17  DOUB N N 25 
PH0 C10 C21  SING N N 26 
PH0 P   O5   DOUB N N 27 
PH0 P   O1   SING N N 28 
PH0 C21 C22  SING N N 29 
PH0 C15 C16  DOUB N N 30 
PH0 C17 C16  SING N N 31 
PH0 C22 C23  DOUB N N 32 
PH0 C22 C27  SING N N 33 
PH0 C23 C24  SING Y N 34 
PH0 C27 C26  DOUB Y N 35 
PH0 C24 C25  DOUB N N 36 
PH0 C26 C25  SING N N 37 
PH0 O1  HO1  SING Y N 38 
PH0 C1  H11  SING N N 39 
PH0 C1  H12A SING Y N 40 
PH0 C3  H3   SING N N 41 
PH0 C4  H4   SING Y N 42 
PH0 C5  H5   SING Y N 43 
PH0 C6  H6   SING N N 44 
PH0 C7  H7   SING N N 45 
PH0 C8  H8   SING N N 46 
PH0 C9  H91  SING N N 47 
PH0 C9  H92  SING N N 48 
PH0 C10 H10  SING N N 49 
PH0 C12 H12  SING N N 50 
PH0 C13 H131 SING N N 51 
PH0 C13 H132 SING N N 52 
PH0 C15 H15  SING N N 53 
PH0 C16 H16  SING Y N 54 
PH0 C17 H17  SING Y N 55 
PH0 C18 H18  SING Y N 56 
PH0 C19 H19  SING N N 57 
PH0 N2  HN21 SING Y N 58 
PH0 N2  HN22 SING N N 59 
PH0 C21 H211 SING N N 60 
PH0 C21 H212 SING Y N 61 
PH0 C23 H23  SING N N 62 
PH0 C24 H24  SING Y N 63 
PH0 C25 H25  SING N N 64 
PH0 C26 H26  SING N N 65 
PH0 C27 H27  SING N N 66 
PH0 N1  HN1  SING N N 67 
PH0 O3  HO3  SING N N 68 
# 
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 
PH0 SMILES           ACDLabs              10.04 O=C(O)C(NC(=O)C(Cc1ccccc1)CP(=O)(O)C(N)Cc2ccccc2)Cc3ccccc3 
PH0 InChI            InChI                1.02b 
InChI=1/C27H31N2O5P/c28-25(18-22-14-8-3-9-15-22)35(33,34)19-23(16-20-10-4-1-5-11-20)26(30)29-24(27(31)32)17-21-12-6-2-7-13-21/h1-15,23-25H,16-19,28H2,(H,29,30)(H,31,32)(H,33,34)/t23-,24+,25-/m1/s1/f/h29,31,33H 
PH0 InChIKey         InChI                1.02b XNPYGVCNHOXQRJ-SWJWMNOEDB 
PH0 SMILES_CANONICAL CACTVS               3.341 N[C@@H](Cc1ccccc1)[P@@](O)(=O)C[C@@H](Cc2ccccc2)C(=O)N[C@@H](Cc3ccccc3)C(O)=O 
PH0 SMILES           CACTVS               3.341 N[CH](Cc1ccccc1)[P](O)(=O)C[CH](Cc2ccccc2)C(=O)N[CH](Cc3ccccc3)C(O)=O 
PH0 SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 c1ccc(cc1)C[C@H](C[P@](=O)([C@H](Cc2ccccc2)N)O)C(=O)N[C@@H](Cc3ccccc3)C(=O)O 
PH0 SMILES           "OpenEye OEToolkits" 1.5.0 c1ccc(cc1)CC(CP(=O)(C(Cc2ccccc2)N)O)C(=O)NC(Cc3ccccc3)C(=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 
PH0 "SYSTEMATIC NAME" ACDLabs              10.04 N-{(2S)-3-[(R)-[(1R)-1-amino-2-phenylethyl](hydroxy)phosphoryl]-2-benzylpropanoyl}-L-phenylalanine                             
PH0 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "(2S)-2-[[(2S)-2-[[[(1R)-1-amino-2-phenyl-ethyl]-hydroxy-phosphoryl]methyl]-3-phenyl-propanoyl]amino]-3-phenyl-propanoic acid" 
# 
