data_BEY
# 
_chem_comp.id                                    BEY 
_chem_comp.name                                  "(2S)-3-[(R)-[(1S)-1-amino-3-phenylpropyl](hydroxy)phosphoryl]-2-benzylpropanoic acid" 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C19 H24 N O4 P" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2008-09-16 
_chem_comp.pdbx_modified_date                    2009-01-23 
_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                        361.372 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     BEY 
_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        3EBI 
_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 
BEY O3   O3   O 0 1 N N N -12.825 20.352 -18.682 -0.548 0.880  1.398  O1  BEY 1  
BEY P    P    P 0 1 N N R -13.635 19.130 -18.272 -0.515 0.742  -0.206 P1  BEY 2  
BEY O4   O4   O 0 1 N N N -13.839 18.176 -19.415 -0.688 -0.679 -0.582 O2  BEY 3  
BEY C19  C19  C 0 1 N N S -12.311 18.783 -17.008 -1.866 1.731  -0.929 C1  BEY 4  
BEY C18  C18  C 0 1 N N N -12.736 19.083 -15.533 -3.209 1.224  -0.400 C2  BEY 5  
BEY C15  C15  C 0 1 N N N -12.836 17.896 -14.570 -3.388 -0.245 -0.789 C3  BEY 6  
BEY C16  C16  C 0 1 Y N N -12.844 18.303 -13.100 -4.711 -0.745 -0.269 C4  BEY 7  
BEY C10  C10  C 0 1 Y N N -13.858 17.829 -12.259 -5.846 -0.640 -1.051 C5  BEY 8  
BEY C11  C11  C 0 1 Y N N -13.883 18.183 -10.904 -7.059 -1.098 -0.573 C6  BEY 9  
BEY C12  C12  C 0 1 Y N N -12.882 19.012 -10.391 -7.138 -1.663 0.686  C7  BEY 10 
BEY C14  C14  C 0 1 Y N N -11.867 19.491 -11.208 -6.003 -1.769 1.468  C8  BEY 11 
BEY C13  C13  C 0 1 Y N N -11.856 19.129 -12.564 -4.788 -1.314 0.988  C9  BEY 12 
BEY N    N    N 0 1 N N N -11.382 17.695 -17.259 -1.694 3.141  -0.555 N1  BEY 13 
BEY C17  C17  C 0 1 N N N -15.182 19.698 -17.534 1.085  1.347  -0.836 C10 BEY 14 
BEY C8   C8   C 0 1 N N S -15.849 20.720 -18.446 2.208  0.440  -0.329 C11 BEY 15 
BEY C9   C9   C 0 1 N N N -16.622 21.669 -17.571 2.468  0.729  1.128  C12 BEY 16 
BEY O2   O2   O 0 1 N N N -16.258 22.857 -17.524 1.821  1.573  1.701  O3  BEY 17 
BEY O1   O1   O 0 1 N N N -17.611 21.256 -16.938 3.418  0.048  1.788  O4  BEY 18 
BEY C7   C7   C 0 1 N N N -16.784 20.056 -19.471 3.481  0.704  -1.136 C13 BEY 19 
BEY C1   C1   C 0 1 Y N N -17.500 21.096 -20.321 4.551  -0.272 -0.720 C14 BEY 20 
BEY C2   C2   C 0 1 Y N N -17.029 21.381 -21.594 4.668  -1.487 -1.370 C15 BEY 21 
BEY C3   C3   C 0 1 Y N N -17.660 22.334 -22.393 5.650  -2.382 -0.989 C16 BEY 22 
BEY C4   C4   C 0 1 Y N N -18.776 23.015 -21.917 6.514  -2.063 0.041  C17 BEY 23 
BEY C6   C6   C 0 1 Y N N -19.257 22.735 -20.646 6.398  -0.848 0.690  C18 BEY 24 
BEY C5   C5   C 0 1 Y N N -18.629 21.772 -19.853 5.419  0.049  0.306  C19 BEY 25 
BEY H19  H19  H 0 1 N N N -11.577 19.578 -17.205 -1.844 1.637  -2.015 H1  BEY 26 
BEY H18  H18  H 0 1 N N N -11.983 19.769 -15.117 -3.231 1.317  0.685  H2  BEY 27 
BEY H18A H18A H 0 0 N N N -13.760 19.478 -15.606 -4.016 1.815  -0.832 H3  BEY 28 
BEY H15  H15  H 0 1 N N N -13.773 17.361 -14.782 -3.366 -0.339 -1.875 H4  BEY 29 
BEY H15A H15A H 0 0 N N N -11.945 17.271 -14.730 -2.580 -0.837 -0.357 H5  BEY 30 
BEY H10  H10  H 0 1 N N N -14.627 17.185 -12.658 -5.784 -0.199 -2.035 H6  BEY 31 
BEY H11  H11  H 0 1 N N N -14.670 17.818 -10.261 -7.946 -1.015 -1.184 H7  BEY 32 
BEY H12  H12  H 0 1 N N N -12.898 19.284 -9.346  -8.086 -2.020 1.059  H8  BEY 33 
BEY H14  H14  H 0 1 N N N -11.097 20.133 -10.806 -6.064 -2.209 2.452  H9  BEY 34 
BEY H13  H13  H 0 1 N N N -11.068 19.497 -13.204 -3.901 -1.401 1.598  H10 BEY 35 
BEY HN   HN   H 0 1 N N N -11.169 17.657 -18.235 -1.711 3.254  0.447  H11 BEY 36 
BEY HNA  HNA  H 0 1 N N N -10.541 17.848 -16.740 -0.844 3.518  -0.948 H12 BEY 37 
BEY H17  H17  H 0 1 N N N -15.856 18.840 -17.396 1.074  1.336  -1.926 H13 BEY 38 
BEY H17A H17A H 0 0 N N N -14.969 20.166 -16.562 1.253  2.365  -0.484 H14 BEY 39 
BEY H8   H8   H 0 1 N N N -15.079 21.251 -19.025 1.914  -0.603 -0.445 H15 BEY 40 
BEY H7   H7   H 0 1 N N N -16.187 19.408 -20.130 3.269  0.581  -2.198 H16 BEY 41 
BEY H7A  H7A  H 0 1 N N N -17.540 19.472 -18.926 3.825  1.722  -0.949 H17 BEY 42 
BEY H2   H2   H 0 1 N N N -16.163 20.858 -21.971 3.993  -1.736 -2.175 H18 BEY 43 
BEY H3   H3   H 0 1 N N N -17.282 22.544 -23.383 5.741  -3.332 -1.496 H19 BEY 44 
BEY H4   H4   H 0 1 N N N -19.264 23.756 -22.532 7.281  -2.763 0.340  H20 BEY 45 
BEY H6   H6   H 0 1 N N N -20.120 23.264 -20.269 7.073  -0.599 1.495  H21 BEY 46 
BEY H5   H5   H 0 1 N N N -19.019 21.549 -18.871 5.330  1.000  0.811  H22 BEY 47 
BEY H23  H23  H 0 1 N N N -12.656 20.891 -17.918 -0.440 1.787  1.716  H23 BEY 48 
BEY H24  H24  H 0 1 N N N -17.999 21.974 -16.452 3.548  0.268  2.720  H24 BEY 49 
# 
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 
BEY O3  P    SING N N 1  
BEY P   O4   DOUB N N 2  
BEY P   C19  SING N N 3  
BEY P   C17  SING N N 4  
BEY C19 C18  SING N N 5  
BEY C19 N    SING N N 6  
BEY C19 H19  SING N N 7  
BEY C18 C15  SING N N 8  
BEY C18 H18  SING N N 9  
BEY C18 H18A SING N N 10 
BEY C15 C16  SING N N 11 
BEY C15 H15  SING N N 12 
BEY C15 H15A SING N N 13 
BEY C16 C10  DOUB N N 14 
BEY C16 C13  SING Y N 15 
BEY C10 C11  SING Y N 16 
BEY C10 H10  SING Y N 17 
BEY C11 C12  DOUB N N 18 
BEY C11 H11  SING Y N 19 
BEY C12 C14  SING N N 20 
BEY C12 H12  SING Y N 21 
BEY C14 C13  DOUB N N 22 
BEY C14 H14  SING Y N 23 
BEY C13 H13  SING N N 24 
BEY N   HN   SING N N 25 
BEY N   HNA  SING N N 26 
BEY C17 C8   SING N N 27 
BEY C17 H17  SING N N 28 
BEY C17 H17A SING N N 29 
BEY C8  C9   SING N N 30 
BEY C8  C7   SING N N 31 
BEY C8  H8   SING N N 32 
BEY C9  O2   DOUB N N 33 
BEY C9  O1   SING N N 34 
BEY C7  C1   SING N N 35 
BEY C7  H7   SING N N 36 
BEY C7  H7A  SING N N 37 
BEY C1  C2   DOUB N N 38 
BEY C1  C5   SING N N 39 
BEY C2  C3   SING Y N 40 
BEY C2  H2   SING Y N 41 
BEY C3  C4   DOUB Y N 42 
BEY C3  H3   SING N N 43 
BEY C4  C6   SING Y N 44 
BEY C4  H4   SING N N 45 
BEY C6  C5   DOUB Y N 46 
BEY C6  H6   SING N N 47 
BEY C5  H5   SING Y N 48 
BEY O3  H23  SING N N 49 
BEY O1  H24  SING N N 50 
# 
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 
BEY SMILES           ACDLabs              10.04 O=C(O)C(Cc1ccccc1)CP(=O)(O)C(N)CCc2ccccc2                                                                                                                       
BEY InChI            InChI                1.02b InChI=1/C19H24NO4P/c20-18(12-11-15-7-3-1-4-8-15)25(23,24)14-17(19(21)22)13-16-9-5-2-6-10-16/h1-10,17-18H,11-14,20H2,(H,21,22)(H,23,24)/t17-,18+/m1/s1/f/h21,23H 
BEY InChIKey         InChI                1.02b QELOIXSGJMIHBZ-MFFQZRQGDE                                                                                                                                       
BEY SMILES_CANONICAL CACTVS               3.341 N[C@H](CCc1ccccc1)[P@@](O)(=O)C[C@@H](Cc2ccccc2)C(O)=O                                                                                                          
BEY SMILES           CACTVS               3.341 N[CH](CCc1ccccc1)[P](O)(=O)C[CH](Cc2ccccc2)C(O)=O                                                                                                               
BEY SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 c1ccc(cc1)CC[C@@H](N)[P@@](=O)(C[C@@H](Cc2ccccc2)C(=O)O)O                                                                                                       
BEY SMILES           "OpenEye OEToolkits" 1.5.0 c1ccc(cc1)CCC(N)P(=O)(CC(Cc2ccccc2)C(=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 
BEY "SYSTEMATIC NAME" ACDLabs              10.04 "(2S)-3-[(R)-[(1S)-1-amino-3-phenylpropyl](hydroxy)phosphoryl]-2-benzylpropanoic acid"       
BEY "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "(2S)-2-[[[(1S)-1-amino-3-phenyl-propyl]-hydroxy-phosphoryl]methyl]-3-phenyl-propanoic acid" 
# 
