data_PP5
# 
_chem_comp.id                                    PP5 
_chem_comp.name                                  "METHYL (2S)-[1-((N-(NAPHTHALENEACETYL))-L-VALYL)AMINOMETHYL)HYDROXYPHOSPHINYLOXY]-3-PHENYL PROPANOATE" 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C28 H32 N2 O7 P" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    -1 
_chem_comp.pdbx_initial_date                     1999-07-08 
_chem_comp.pdbx_modified_date                    2008-10-14 
_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                        539.537 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     PP5 
_chem_comp.pdbx_model_coordinates_details        ? 
_chem_comp.pdbx_model_coordinates_missing_flag   N 
_chem_comp.pdbx_ideal_coordinates_details        ? 
_chem_comp.pdbx_ideal_coordinates_missing_flag   N 
_chem_comp.pdbx_model_coordinates_db_code        2WEC 
_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 
PP5 OI   OI   O 0  1 N N N 17.310 4.038  19.545 -4.054 -1.083 0.493  OI   PP5 1  
PP5 C1   C1   C 0  1 Y N N 14.491 4.281  19.143 -5.832 0.389  -0.792 C1   PP5 2  
PP5 C2   C2   C 0  1 Y N N 13.666 3.182  18.968 -6.973 -0.346 -0.892 C2   PP5 3  
PP5 C3   C3   C 0  1 Y N N 12.662 2.858  19.912 -8.126 0.022  -0.202 C3   PP5 4  
PP5 C4   C4   C 0  1 Y N N 12.447 3.617  21.062 -8.145 1.126  0.593  C4   PP5 5  
PP5 C5   C5   C 0  1 Y N N 13.287 4.783  21.283 -6.986 1.910  0.722  C5   PP5 6  
PP5 C6   C6   C 0  1 Y N N 14.299 5.110  20.331 -5.811 1.533  0.024  C6   PP5 7  
PP5 C7   C7   C 0  1 Y N N 15.110 6.254  20.570 -4.654 2.321  0.148  C7   PP5 8  
PP5 C8   C8   C 0  1 Y N N 14.947 7.055  21.694 -4.673 3.425  0.943  C8   PP5 9  
PP5 C9   C9   C 0  1 Y N N 13.945 6.740  22.632 -5.826 3.792  1.634  C9   PP5 10 
PP5 C10  C10  C 0  1 Y N N 13.142 5.632  22.420 -6.967 3.058  1.533  C10  PP5 11 
PP5 C11  C11  C 0  1 N N N 15.551 4.563  18.078 -4.595 -0.025 -1.546 C11  PP5 12 
PP5 C12  C12  C 0  1 N N N 16.945 4.781  18.633 -3.712 -0.853 -0.648 C12  PP5 13 
PP5 C14  C14  C 0  1 N N N 20.192 8.823  21.070 2.141  -2.194 -0.303 C14  PP5 14 
PP5 NV   NV   N 0  1 N N N 18.010 5.559  18.458 -2.543 -1.336 -1.112 NV   PP5 15 
PP5 CAV  CAV  C 0  1 N N S 19.346 5.810  19.005 -1.685 -2.141 -0.239 CAV  PP5 16 
PP5 CV   CV   C 0  1 N N N 19.260 7.247  19.572 -0.256 -2.044 -0.710 CV   PP5 17 
PP5 OV   OV   O 0  1 N N N 18.394 8.088  19.209 -0.017 -1.838 -1.881 OV   PP5 18 
PP5 CBV  CBV  C 0  1 N N N 20.493 5.958  17.997 -2.138 -3.601 -0.283 CBV  PP5 19 
PP5 CV1  CV1  C 0  1 N N N 20.444 4.583  17.332 -1.273 -4.433 0.666  CV1  PP5 20 
PP5 CV2  CV2  C 0  1 N N N 20.219 6.897  16.824 -3.603 -3.694 0.150  CV2  PP5 21 
PP5 NL   NL   N 0  1 N N N 20.208 7.474  20.485 0.755  -2.186 0.170  NL   PP5 22 
PP5 P    P    P 0  1 N N N 21.666 9.136  22.097 2.839  -0.516 -0.169 P    PP5 23 
PP5 O    O    O 0  1 N N N 22.581 10.071 21.455 2.917  -0.107 1.319  O    PP5 24 
PP5 OH   OH   O -1 1 N N N 22.252 7.894  22.571 1.935  0.480  -0.930 OH   PP5 25 
PP5 CA   CA   C 0  1 N N S 20.755 11.111 23.431 4.760  0.862  -0.782 CA   PP5 26 
PP5 CB   CB   C 0  1 N N N 19.388 11.395 24.066 6.035  0.965  0.057  CB   PP5 27 
PP5 CG   CG   C 0  1 Y N N 19.292 11.005 25.513 5.723  0.619  1.490  CG   PP5 28 
PP5 CD1  CD1  C 0  1 Y N N 20.032 11.679 26.490 5.821  -0.690 1.922  CD1  PP5 29 
PP5 CD2  CD2  C 0  1 Y N N 18.453 9.969  25.906 5.344  1.612  2.374  CD2  PP5 30 
PP5 CE1  CE1  C 0  1 Y N N 19.943 11.316 27.827 5.535  -1.008 3.236  CE1  PP5 31 
PP5 CE2  CE2  C 0  1 Y N N 18.354 9.604  27.248 5.054  1.294  3.687  CE2  PP5 32 
PP5 CZ   CZ   C 0  1 Y N N 19.100 10.277 28.208 5.151  -0.016 4.119  CZ   PP5 33 
PP5 C    C    C 0  1 N N N 21.867 11.846 24.164 5.044  1.326  -2.188 C    PP5 34 
PP5 CS   CS   C 0  1 N N N 22.570 14.130 24.397 5.653  3.052  -3.772 CS   PP5 35 
PP5 OP   OP   O 0  1 N N N 21.020 9.718  23.398 4.316  -0.496 -0.809 OP   PP5 36 
PP5 OS   OS   O 0  1 N N N 21.539 13.165 24.074 5.379  2.605  -2.417 OS   PP5 37 
PP5 OE   OE   O 0  1 N N N 22.946 11.390 24.487 4.971  0.546  -3.108 OE   PP5 38 
PP5 H2   H2   H 0  1 N N N 13.809 2.559  18.069 -6.985 -1.227 -1.517 H2   PP5 39 
PP5 H3   H3   H 0  1 N N N 12.020 1.976  19.744 -9.019 -0.579 -0.300 H3   PP5 40 
PP5 H4   H4   H 0  1 N N N 11.651 3.310  21.762 -9.046 1.399  1.121  H4   PP5 41 
PP5 H7   H7   H 0  1 N N N 15.900 6.532  19.852 -3.753 2.048  -0.382 H7   PP5 42 
PP5 H8   H8   H 0  1 N N N 15.604 7.928  21.839 -3.781 4.026  1.040  H8   PP5 43 
PP5 H9   H9   H 0  1 N N N 13.789 7.359  23.531 -5.815 4.674  2.257  H9   PP5 44 
PP5 H10  H10  H 0  1 N N N 12.367 5.420  23.176 -7.854 3.355  2.073  H10  PP5 45 
PP5 H111 1H11 H 0  0 N N N 15.558 3.754  17.310 -4.052 0.863  -1.871 H111 PP5 46 
PP5 H112 2H11 H 0  0 N N N 15.244 5.425  17.441 -4.881 -0.614 -2.417 H112 PP5 47 
PP5 H141 1H14 H 0  0 N N N 20.072 9.604  20.283 2.168  -2.517 -1.344 H141 PP5 48 
PP5 H142 2H14 H 0  0 N N N 19.252 9.005  21.642 2.729  -2.882 0.306  H142 PP5 49 
PP5 HNV  HNV  H 0  1 N N N 17.714 6.134  17.669 -2.269 -1.152 -2.024 HNV  PP5 50 
PP5 HAV  HAV  H 0  1 N N N 19.567 4.947  19.675 -1.756 -1.769 0.784  HAV  PP5 51 
PP5 HBV  HBV  H 0  1 N N N 21.408 6.322  18.518 -2.034 -3.984 -1.298 HBV  PP5 52 
PP5 HV11 1HV1 H 0  0 N N N 21.277 4.690  16.599 -1.291 -3.986 1.660  HV11 PP5 53 
PP5 HV12 2HV1 H 0  0 N N N 20.512 3.708  18.020 -1.663 -5.449 0.718  HV12 PP5 54 
PP5 HV13 3HV1 H 0  0 N N N 19.458 4.285  16.905 -0.248 -4.456 0.297  HV13 PP5 55 
PP5 HV21 1HV2 H 0  0 N N N 21.052 7.004  16.091 -4.219 -3.101 -0.527 HV21 PP5 56 
PP5 HV22 2HV2 H 0  0 N N N 19.285 6.588  16.297 -3.926 -4.734 0.118  HV22 PP5 57 
PP5 HV23 3HV2 H 0  0 N N N 19.910 7.899  17.201 -3.707 -3.312 1.165  HV23 PP5 58 
PP5 HNL  HNL  H 0  1 N N N 20.857 6.718  20.705 0.564  -2.283 1.116  HNL  PP5 59 
PP5 HA   HA   H 0  1 N N N 20.723 11.488 22.382 3.984  1.489  -0.343 HA   PP5 60 
PP5 HB1  1HB  H 0  1 N N N 19.108 12.465 23.930 6.782  0.272  -0.330 HB1  PP5 61 
PP5 HB2  2HB  H 0  1 N N N 18.574 10.911 23.476 6.423  1.983  0.005  HB2  PP5 62 
PP5 HD1  HD1  H 0  1 N N N 20.696 12.510 26.201 6.121  -1.465 1.232  HD1  PP5 63 
PP5 HD2  HD2  H 0  1 N N N 17.860 9.431  25.146 5.268  2.635  2.037  HD2  PP5 64 
PP5 HE1  HE1  H 0  1 N N N 20.540 11.851 28.584 5.611  -2.031 3.574  HE1  PP5 65 
PP5 HE2  HE2  H 0  1 N N N 17.684 8.781  27.550 4.753  2.069  4.377  HE2  PP5 66 
PP5 HZ   HZ   H 0  1 N N N 19.023 9.987  29.269 4.927  -0.264 5.146  HZ   PP5 67 
PP5 HS1  1HS  H 0  1 N N N 22.301 15.209 24.323 6.489  2.484  -4.180 HS1  PP5 68 
PP5 HS2  2HS  H 0  1 N N N 22.969 13.917 25.415 4.770  2.895  -4.391 HS2  PP5 69 
PP5 HS3  3HS  H 0  1 N N N 23.472 13.929 23.773 5.906  4.112  -3.760 HS3  PP5 70 
# 
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 
PP5 OI  C12  DOUB N N 1  
PP5 C1  C2   DOUB Y N 2  
PP5 C1  C6   SING Y N 3  
PP5 C1  C11  SING N N 4  
PP5 C2  C3   SING Y N 5  
PP5 C2  H2   SING N N 6  
PP5 C3  C4   DOUB Y N 7  
PP5 C3  H3   SING N N 8  
PP5 C4  C5   SING Y N 9  
PP5 C4  H4   SING N N 10 
PP5 C5  C6   DOUB Y N 11 
PP5 C5  C10  SING Y N 12 
PP5 C6  C7   SING Y N 13 
PP5 C7  C8   DOUB Y N 14 
PP5 C7  H7   SING N N 15 
PP5 C8  C9   SING Y N 16 
PP5 C8  H8   SING N N 17 
PP5 C9  C10  DOUB Y N 18 
PP5 C9  H9   SING N N 19 
PP5 C10 H10  SING N N 20 
PP5 C11 C12  SING N N 21 
PP5 C11 H111 SING N N 22 
PP5 C11 H112 SING N N 23 
PP5 C12 NV   SING N N 24 
PP5 C14 NL   SING N N 25 
PP5 C14 P    SING N N 26 
PP5 C14 H141 SING N N 27 
PP5 C14 H142 SING N N 28 
PP5 NV  CAV  SING N N 29 
PP5 NV  HNV  SING N N 30 
PP5 CAV CV   SING N N 31 
PP5 CAV CBV  SING N N 32 
PP5 CAV HAV  SING N N 33 
PP5 CV  OV   DOUB N N 34 
PP5 CV  NL   SING N N 35 
PP5 CBV CV1  SING N N 36 
PP5 CBV CV2  SING N N 37 
PP5 CBV HBV  SING N N 38 
PP5 CV1 HV11 SING N N 39 
PP5 CV1 HV12 SING N N 40 
PP5 CV1 HV13 SING N N 41 
PP5 CV2 HV21 SING N N 42 
PP5 CV2 HV22 SING N N 43 
PP5 CV2 HV23 SING N N 44 
PP5 NL  HNL  SING N N 45 
PP5 P   O    DOUB N N 46 
PP5 P   OH   SING N N 47 
PP5 P   OP   SING N N 48 
PP5 CA  CB   SING N N 49 
PP5 CA  C    SING N N 50 
PP5 CA  OP   SING N N 51 
PP5 CA  HA   SING N N 52 
PP5 CB  CG   SING N N 53 
PP5 CB  HB1  SING N N 54 
PP5 CB  HB2  SING N N 55 
PP5 CG  CD1  DOUB Y N 56 
PP5 CG  CD2  SING Y N 57 
PP5 CD1 CE1  SING Y N 58 
PP5 CD1 HD1  SING N N 59 
PP5 CD2 CE2  DOUB Y N 60 
PP5 CD2 HD2  SING N N 61 
PP5 CE1 CZ   DOUB Y N 62 
PP5 CE1 HE1  SING N N 63 
PP5 CE2 CZ   SING Y N 64 
PP5 CE2 HE2  SING N N 65 
PP5 CZ  HZ   SING N N 66 
PP5 C   OS   SING N N 67 
PP5 C   OE   DOUB N N 68 
PP5 CS  OS   SING N N 69 
PP5 CS  HS1  SING N N 70 
PP5 CS  HS2  SING N N 71 
PP5 CS  HS3  SING N N 72 
# 
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 
PP5 SMILES           ACDLabs              10.04 O=C(NC(C(=O)NCP([O-])(=O)OC(C(=O)OC)Cc1ccccc1)C(C)C)Cc3c2ccccc2ccc3 
PP5 InChI            InChI                1.02b 
InChI=1/C28H33N2O7P/c1-19(2)26(30-25(31)17-22-14-9-13-21-12-7-8-15-23(21)22)27(32)29-18-38(34,35)37-24(28(33)36-3)16-20-10-5-4-6-11-20/h4-15,19,24,26H,16-18H2,1-3H3,(H,29,32)(H,30,31)(H,34,35)/p-1/t24-,26-/m0/s1/fC28H32N2O7P/h29-30H/q-1 
PP5 InChIKey         InChI                1.02b AYDPZCGMCQBSDG-WFSRWUKDDG 
PP5 SMILES_CANONICAL CACTVS               3.341 COC(=O)[C@H](Cc1ccccc1)O[P]([O-])(=O)CNC(=O)[C@@H](NC(=O)Cc2cccc3ccccc23)C(C)C 
PP5 SMILES           CACTVS               3.341 COC(=O)[CH](Cc1ccccc1)O[P]([O-])(=O)CNC(=O)[CH](NC(=O)Cc2cccc3ccccc23)C(C)C 
PP5 SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 CC(C)[C@@H](C(=O)NC[P@](=O)([O-])O[C@@H](Cc1ccccc1)C(=O)OC)NC(=O)Cc2cccc3c2cccc3 
PP5 SMILES           "OpenEye OEToolkits" 1.5.0 CC(C)C(C(=O)NCP(=O)([O-])OC(Cc1ccccc1)C(=O)OC)NC(=O)Cc2cccc3c2cccc3 
# 
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 
PP5 "SYSTEMATIC NAME" ACDLabs              10.04 N-({[(1S)-1-benzyl-2-methoxy-2-oxoethoxy]phosphinato}methyl)-N~2~-(naphthalen-1-ylacetyl)-L-valinamide                              
PP5 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 [(2S)-1-methoxy-1-oxo-3-phenyl-propan-2-yl]oxy-[[[(2S)-3-methyl-2-(2-naphthalen-1-ylethanoylamino)butanoyl]amino]methyl]phosphinate 
# 
