data_PP4
# 
_chem_comp.id                                    PP4 
_chem_comp.name                                  "METHYL (2S)-[1-((N-FORMYL)-L-VALYL)AMINO-2-(2-NAPHTHYL)ETHYL)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                     PP4 
_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        2WEB 
_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 
PP4 OI   OI   O 0  1 N N N 18.201 7.827  19.505 -7.582 0.813  1.078  OI   PP4 1  
PP4 C1   C1   C 0  1 Y N N 23.911 5.637  16.720 4.241  0.990  1.465  C1   PP4 2  
PP4 C2   C2   C 0  1 Y N N 23.916 4.266  16.503 5.472  1.412  1.064  C2   PP4 3  
PP4 C3   C3   C 0  1 Y N N 23.952 3.342  17.573 5.620  2.568  0.300  C3   PP4 4  
PP4 C4   C4   C 0  1 Y N N 24.019 3.749  18.889 4.538  3.308  -0.068 C4   PP4 5  
PP4 C5   C5   C 0  1 Y N N 24.078 5.175  19.169 3.252  2.904  0.327  C5   PP4 6  
PP4 C6   C6   C 0  1 Y N N 24.017 6.106  18.091 3.102  1.728  1.105  C6   PP4 7  
PP4 C7   C7   C 0  1 Y N N 23.975 7.495  18.391 1.816  1.327  1.505  C7   PP4 8  
PP4 C8   C8   C 0  1 Y N N 24.078 7.968  19.684 0.734  2.064  1.133  C8   PP4 9  
PP4 C9   C9   C 0  1 Y N N 24.139 7.052  20.760 0.882  3.220  0.369  C9   PP4 10 
PP4 C10  C10  C 0  1 Y N N 24.143 5.696  20.493 2.112  3.642  -0.032 C10  PP4 11 
PP4 C12  C12  C 0  1 N N N 19.154 7.155  19.950 -7.240 1.527  0.159  C12  PP4 12 
PP4 C13  C13  C 0  1 N N N 24.131 9.452  19.938 -0.644 1.628  1.560  C13  PP4 13 
PP4 C14  C14  C 0  1 N N R 23.318 9.948  21.143 -1.300 0.833  0.429  C14  PP4 14 
PP4 NV   NV   N 0  1 N N N 20.012 7.090  20.968 -6.011 1.393  -0.378 NV   PP4 15 
PP4 CAV  CAV  C 0  1 N N S 19.999 8.117  22.024 -5.088 0.384  0.148  CAV  PP4 16 
PP4 CV   CV   C 0  1 N N N 21.412 8.717  22.039 -3.669 0.803  -0.139 CV   PP4 17 
PP4 OV   OV   O 0  1 N N N 21.994 8.371  23.064 -3.400 1.353  -1.186 OV   PP4 18 
PP4 CBV  CBV  C 0  1 N N N 19.291 7.915  23.382 -5.368 -0.962 -0.522 CBV  PP4 19 
PP4 CV1  CV1  C 0  1 N N N 18.763 9.245  23.898 -4.495 -2.042 0.119  CV1  PP4 20 
PP4 CV2  CV2  C 0  1 N N N 17.867 7.580  22.892 -6.843 -1.325 -0.341 CV2  PP4 21 
PP4 NL   NL   N 0  1 N N N 21.933 9.489  21.087 -2.700 0.567  0.767  NL   PP4 22 
PP4 P    P    P 0  1 N N N 23.394 11.767 21.236 -0.418 -0.746 0.204  P    PP4 23 
PP4 O    O    O 0  1 N N N 24.778 12.198 21.185 -0.902 -1.761 1.264  O    PP4 24 
PP4 OH   OH   O -1 1 N N N 22.524 12.370 20.239 -0.705 -1.301 -1.209 OH   PP4 25 
PP4 CA   CA   C 0  1 N N S 23.556 13.006 23.494 1.793  -1.783 0.242  CA   PP4 26 
PP4 CB   CB   C 0  1 N N N 22.491 13.930 24.069 3.046  -1.646 -0.625 CB   PP4 27 
PP4 CG   CG   C 0  1 Y N N 21.505 13.230 24.947 2.648  -1.250 -2.024 CG   PP4 28 
PP4 CD1  CD1  C 0  1 Y N N 20.495 12.460 24.398 2.550  0.087  -2.362 CD1  PP4 29 
PP4 CD2  CD2  C 0  1 Y N N 21.613 13.305 26.325 2.387  -2.223 -2.970 CD2  PP4 30 
PP4 CE1  CE1  C 0  1 Y N N 19.575 11.820 25.212 2.185  0.450  -3.645 CE1  PP4 31 
PP4 CE2  CE2  C 0  1 Y N N 20.704 12.668 27.150 2.018  -1.859 -4.252 CE2  PP4 32 
PP4 CZ   CZ   C 0  1 Y N N 19.681 11.929 26.595 1.919  -0.523 -4.589 CZ   PP4 33 
PP4 C    C    C 0  1 N N N 24.328 12.320 24.610 2.179  -2.297 1.605  C    PP4 34 
PP4 CS   CS   C 0  1 N N N 25.828 12.691 26.418 3.151  -3.988 3.039  CS   PP4 35 
PP4 OP   OP   O 0  1 N N N 22.956 12.028 22.699 1.165  -0.506 0.375  OP   PP4 36 
PP4 OS   OS   O 0  1 N N N 24.723 13.157 25.566 2.779  -3.492 1.726  OS   PP4 37 
PP4 OE   OE   O 0  1 N N N 24.580 11.149 24.634 1.948  -1.635 2.588  OE   PP4 38 
PP4 H1   H1   H 0  1 N N N 23.827 6.314  15.853 4.142  0.092  2.057  H1   PP4 39 
PP4 H2   H2   H 0  1 N N N 23.890 3.904  15.461 6.346  0.843  1.342  H2   PP4 40 
PP4 H3   H3   H 0  1 N N N 23.926 2.257  17.372 6.607  2.881  -0.005 H3   PP4 41 
PP4 H4   H4   H 0  1 N N N 24.025 2.975  19.675 4.668  4.202  -0.660 H4   PP4 42 
PP4 H7   H7   H 0  1 N N N 23.857 8.238  17.584 1.686  0.436  2.102  H7   PP4 43 
PP4 H9   H9   H 0  1 N N N 24.183 7.395  21.807 0.007  3.789  0.091  H9   PP4 44 
PP4 H10  H10  H 0  1 N N N 24.199 5.013  21.357 2.211  4.540  -0.625 H10  PP4 45 
PP4 H12  H12  H 0  1 N N N 19.278 6.358  19.197 -7.921 2.271  -0.228 H12  PP4 46 
PP4 H131 1H13 H 0  0 N N N 25.191 9.785  20.030 -1.250 2.505  1.786  H131 PP4 47 
PP4 H132 2H13 H 0  0 N N N 23.828 10.006 19.019 -0.568 1.000  2.448  H132 PP4 48 
PP4 H14  H14  H 0  1 N N N 23.769 9.516  22.066 -1.253 1.410  -0.495 H14  PP4 49 
PP4 HNV  HNV  H 0  1 N N N 20.647 6.292  20.940 -5.738 1.964  -1.113 HNV  PP4 50 
PP4 HAV  HAV  H 0  1 N N N 19.209 8.849  21.735 -5.228 0.290  1.225  HAV  PP4 51 
PP4 HBV  HBV  H 0  1 N N N 19.928 7.296  24.055 -5.138 -0.893 -1.585 HBV  PP4 52 
PP4 HV11 1HV1 H 0  0 N N N 18.252 9.099  24.878 -4.562 -1.967 1.205  HV11 PP4 53 
PP4 HV12 2HV1 H 0  0 N N N 19.564 10.018 23.955 -4.841 -3.026 -0.199 HV12 PP4 54 
PP4 HV13 3HV1 H 0  0 N N N 18.103 9.749  23.154 -3.459 -1.904 -0.191 HV13 PP4 55 
PP4 HV21 1HV2 H 0  0 N N N 17.356 7.434  23.872 -7.465 -0.555 -0.798 HV21 PP4 56 
PP4 HV22 2HV2 H 0  0 N N N 17.400 8.325  22.206 -7.043 -2.284 -0.819 HV22 PP4 57 
PP4 HV23 3HV2 H 0  0 N N N 17.787 6.733  22.170 -7.073 -1.394 0.722  HV23 PP4 58 
PP4 HNL  HNL  H 0  1 N N N 21.286 9.723  20.333 -2.930 0.220  1.644  HNL  PP4 59 
PP4 HA   HA   H 0  1 N N N 24.257 13.620 22.882 1.100  -2.481 -0.227 HA   PP4 60 
PP4 HB1  1HB  H 0  1 N N N 22.960 14.786 24.607 3.699  -0.883 -0.203 HB1  PP4 61 
PP4 HB2  2HB  H 0  1 N N N 21.969 14.485 23.255 3.573  -2.600 -0.654 HB2  PP4 62 
PP4 HD1  HD1  H 0  1 N N N 20.422 12.355 23.302 2.758  0.847  -1.624 HD1  PP4 63 
PP4 HD2  HD2  H 0  1 N N N 22.438 13.882 26.773 2.464  -3.268 -2.706 HD2  PP4 64 
PP4 HE1  HE1  H 0  1 N N N 18.762 11.226 24.761 2.108  1.495  -3.908 HE1  PP4 65 
PP4 HE2  HE2  H 0  1 N N N 20.794 12.749 28.246 1.809  -2.620 -4.990 HE2  PP4 66 
PP4 HZ   HZ   H 0  1 N N N 18.951 11.427 27.253 1.633  -0.239 -5.591 HZ   PP4 67 
PP4 HS1  1HS  H 0  1 N N N 26.159 13.392 27.219 3.850  -3.293 3.505  HS1  PP4 68 
PP4 HS2  2HS  H 0  1 N N N 25.569 11.702 26.864 2.259  -4.077 3.660  HS2  PP4 69 
PP4 HS3  3HS  H 0  1 N N N 26.698 12.403 25.783 3.622  -4.965 2.938  HS3  PP4 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 
PP4 OI  C12  DOUB N N 1  
PP4 C1  C2   DOUB Y N 2  
PP4 C1  C6   SING Y N 3  
PP4 C1  H1   SING N N 4  
PP4 C2  C3   SING Y N 5  
PP4 C2  H2   SING N N 6  
PP4 C3  C4   DOUB Y N 7  
PP4 C3  H3   SING N N 8  
PP4 C4  C5   SING Y N 9  
PP4 C4  H4   SING N N 10 
PP4 C5  C6   DOUB Y N 11 
PP4 C5  C10  SING Y N 12 
PP4 C6  C7   SING Y N 13 
PP4 C7  C8   DOUB Y N 14 
PP4 C7  H7   SING N N 15 
PP4 C8  C9   SING Y N 16 
PP4 C8  C13  SING N N 17 
PP4 C9  C10  DOUB Y N 18 
PP4 C9  H9   SING N N 19 
PP4 C10 H10  SING N N 20 
PP4 C12 NV   SING N N 21 
PP4 C12 H12  SING N N 22 
PP4 C13 C14  SING N N 23 
PP4 C13 H131 SING N N 24 
PP4 C13 H132 SING N N 25 
PP4 C14 NL   SING N N 26 
PP4 C14 P    SING N N 27 
PP4 C14 H14  SING N N 28 
PP4 NV  CAV  SING N N 29 
PP4 NV  HNV  SING N N 30 
PP4 CAV CV   SING N N 31 
PP4 CAV CBV  SING N N 32 
PP4 CAV HAV  SING N N 33 
PP4 CV  OV   DOUB N N 34 
PP4 CV  NL   SING N N 35 
PP4 CBV CV1  SING N N 36 
PP4 CBV CV2  SING N N 37 
PP4 CBV HBV  SING N N 38 
PP4 CV1 HV11 SING N N 39 
PP4 CV1 HV12 SING N N 40 
PP4 CV1 HV13 SING N N 41 
PP4 CV2 HV21 SING N N 42 
PP4 CV2 HV22 SING N N 43 
PP4 CV2 HV23 SING N N 44 
PP4 NL  HNL  SING N N 45 
PP4 P   O    DOUB N N 46 
PP4 P   OH   SING N N 47 
PP4 P   OP   SING N N 48 
PP4 CA  CB   SING N N 49 
PP4 CA  C    SING N N 50 
PP4 CA  OP   SING N N 51 
PP4 CA  HA   SING N N 52 
PP4 CB  CG   SING N N 53 
PP4 CB  HB1  SING N N 54 
PP4 CB  HB2  SING N N 55 
PP4 CG  CD1  DOUB Y N 56 
PP4 CG  CD2  SING Y N 57 
PP4 CD1 CE1  SING Y N 58 
PP4 CD1 HD1  SING N N 59 
PP4 CD2 CE2  DOUB Y N 60 
PP4 CD2 HD2  SING N N 61 
PP4 CE1 CZ   DOUB Y N 62 
PP4 CE1 HE1  SING N N 63 
PP4 CE2 CZ   SING Y N 64 
PP4 CE2 HE2  SING N N 65 
PP4 CZ  HZ   SING N N 66 
PP4 C   OS   SING N N 67 
PP4 C   OE   DOUB N N 68 
PP4 CS  OS   SING N N 69 
PP4 CS  HS1  SING N N 70 
PP4 CS  HS2  SING N N 71 
PP4 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 
PP4 SMILES           ACDLabs              10.04 O=CNC(C(=O)NC(Cc2cc1ccccc1cc2)P([O-])(=O)OC(C(=O)OC)Cc3ccccc3)C(C)C 
PP4 InChI            InChI                1.02b 
InChI=1/C28H33N2O7P/c1-19(2)26(29-18-31)27(32)30-25(17-21-13-14-22-11-7-8-12-23(22)15-21)38(34,35)37-24(28(33)36-3)16-20-9-5-4-6-10-20/h4-15,18-19,24-26H,16-17H2,1-3H3,(H,29,31)(H,30,32)(H,34,35)/p-1/t24-,25+,26-/m0/s1/fC28H32N2O7P/h29-30H/q-1 
PP4 InChIKey         InChI                1.02b SBIPQEWAZQAMRY-PUFCBMOBDY 
PP4 SMILES_CANONICAL CACTVS               3.341 COC(=O)[C@H](Cc1ccccc1)O[P]([O-])(=O)[C@H](Cc2ccc3ccccc3c2)NC(=O)[C@@H](NC=O)C(C)C 
PP4 SMILES           CACTVS               3.341 COC(=O)[CH](Cc1ccccc1)O[P]([O-])(=O)[CH](Cc2ccc3ccccc3c2)NC(=O)[CH](NC=O)C(C)C 
PP4 SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 CC(C)[C@@H](C(=O)N[C@@H](Cc1ccc2ccccc2c1)[P@@](=O)([O-])O[C@@H](Cc3ccccc3)C(=O)OC)NC=O 
PP4 SMILES           "OpenEye OEToolkits" 1.5.0 CC(C)C(C(=O)NC(Cc1ccc2ccccc2c1)P(=O)([O-])OC(Cc3ccccc3)C(=O)OC)NC=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 
PP4 "SYSTEMATIC NAME" ACDLabs              10.04 N-[(1R)-1-{[(1S)-1-benzyl-2-methoxy-2-oxoethoxy]phosphinato}-2-naphthalen-2-ylethyl]-N~2~-formyl-L-valinamide                           
PP4 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 [(1R)-1-[[(2S)-2-formamido-3-methyl-butanoyl]amino]-2-naphthalen-2-yl-ethyl]-[(2S)-1-methoxy-1-oxo-3-phenyl-propan-2-yl]oxy-phosphinate 
# 
