data_PP8
# 
_chem_comp.id                                    PP8 
_chem_comp.name                                  "2-[(1R)-1-(N-(3-METHYLBUTANOYL)-L-VALYL-L-ASPARAGINYL)-AMINO)-3-METHYLBUTYL]HYDROXYPHOSPHINYLOXY]-3-PHENYLPROPANOIC ACID METHYLESTER" 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C29 H47 N4 O9 P" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_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                        626.679 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     PP8 
_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        1BXQ 
_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 
PP8 NV2  NV2  N 0 1 N N N 17.832 5.286  18.419 -0.414 -0.252 -6.066  NV2  PP8 1  
PP8 CV1  CV1  C 0 1 N N N 15.912 4.005  17.570 0.400  -1.067 -8.255  CV1  PP8 2  
PP8 CV6  CV6  C 0 1 N N S 19.079 5.607  19.068 -0.233 0.488  -4.815  CV6  PP8 3  
PP8 CV2  CV2  C 0 1 N N N 14.632 3.811  18.376 1.676  -0.970 -9.094  CV2  PP8 4  
PP8 CV7  CV7  C 0 1 N N N 20.303 5.553  18.168 -0.677 1.939  -5.012  CV7  PP8 5  
PP8 CV3  CV3  C 0 1 N N N 14.471 4.939  19.382 1.487  -1.743 -10.400 CV3  PP8 6  
PP8 CV8  CV8  C 0 1 N N N 20.504 4.189  17.524 -2.178 1.977  -5.305  CV8  PP8 7  
PP8 CV4  CV4  C 0 1 N N N 13.443 3.834  17.401 1.969  0.498  -9.408  CV4  PP8 8  
PP8 CV9  CV9  C 0 1 N N N 20.363 6.644  17.118 -0.384 2.739  -3.741  CV9  PP8 9  
PP8 CV5  CV5  C 0 1 N N N 17.108 4.191  18.511 0.586  -0.305 -6.968  CV5  PP8 10 
PP8 CR   CR   C 0 1 N N N 18.950 7.001  19.711 -1.064 -0.148 -3.730  CR   PP8 11 
PP8 OV1  OV1  O 0 1 N N N 17.469 3.309  19.293 1.635  0.259  -6.743  OV1  PP8 12 
PP8 OV2  OV2  O 0 1 N N N 18.099 7.814  19.364 -2.072 -0.757 -4.018  OV2  PP8 13 
PP8 N1   N1   N 0 1 N N N 19.837 7.235  20.684 -0.686 -0.040 -2.441  N1   PP8 14 
PP8 C1   C1   C 0 1 N N S 19.816 8.420  21.528 -1.478 -0.682 -1.389  C1   PP8 15 
PP8 C2   C2   C 0 1 N N N 18.967 8.287  22.754 -1.048 -2.143 -1.248  C2   PP8 16 
PP8 C4   C4   C 0 1 N N N 18.943 9.457  23.721 0.412  -2.204 -0.884  C4   PP8 17 
PP8 O2   O2   O 0 1 N N N 18.823 9.103  24.917 1.039  -1.179 -0.719  O2   PP8 18 
PP8 N2   N2   N 0 1 N N N 19.048 10.738 23.423 1.022  -3.398 -0.742  N2   PP8 19 
PP8 C3   C3   C 0 1 N N N 21.263 8.813  21.781 -1.255 0.035  -0.083  C3   PP8 20 
PP8 O1   O1   O 0 1 N N N 21.828 8.458  22.811 -0.508 0.989  -0.036  O1   PP8 21 
PP8 NL   NL   N 0 1 N N N 21.859 9.501  20.802 -1.886 -0.382 1.031   NL   PP8 22 
PP8 CAL  CAL  C 0 1 N N R 23.241 9.921  20.738 -1.669 0.315  2.301   CAL  PP8 23 
PP8 CBL  CBL  C 0 1 N N N 23.985 9.403  19.515 -2.928 0.206  3.164   CBL  PP8 24 
PP8 CGL  CGL  C 0 1 N N N 23.719 7.947  19.175 -4.100 0.875  2.443   CGL  PP8 25 
PP8 CL1  CL1  C 0 1 N N N 24.401 7.533  17.885 -5.375 0.696  3.269   CL1  PP8 26 
PP8 CL2  CL2  C 0 1 N N N 24.164 7.013  20.300 -3.808 2.367  2.271   CL2  PP8 27 
PP8 P    P    P 0 1 N N S 23.401 11.697 20.941 -0.263 -0.443 3.179   P    PP8 28 
PP8 O3   O3   O 0 1 N N N 22.463 12.334 19.993 0.968  -0.272 2.377   O3   PP8 29 
PP8 O4   O4   O 0 1 N N N 24.844 12.081 20.815 -0.549 -2.012 3.396   O4   PP8 30 
PP8 O5   O5   O 0 1 N N N 22.922 12.006 22.399 -0.075 0.270  4.610   O5   PP8 31 
PP8 C5   C5   C 0 1 N N S 23.563 12.960 23.166 1.055  -0.342 5.232   C5   PP8 32 
PP8 C6   C6   C 0 1 N N N 22.563 14.009 23.743 2.074  0.733  5.611   C6   PP8 33 
PP8 C7   C7   C 0 1 N N N 25.464 12.853 26.370 1.052  -2.543 8.344   C7   PP8 34 
PP8 CE2  CE2  C 0 1 Y N N 21.650 13.574 24.872 2.518  1.464  4.370   CE2  PP8 35 
PP8 CZ   CZ   C 0 1 Y N N 21.330 14.461 25.896 1.834  2.588  3.948   CZ   PP8 36 
PP8 CD2  CD2  C 0 1 Y N N 21.121 12.300 24.910 3.614  1.012  3.657   CD2  PP8 37 
PP8 CE1  CE1  C 0 1 Y N N 20.496 14.063 26.927 2.242  3.258  2.809   CE1  PP8 38 
PP8 CD1  CD1  C 0 1 Y N N 20.014 12.762 26.884 3.334  2.804  2.094   CD1  PP8 39 
PP8 CG   CG   C 0 1 Y N N 20.284 11.820 25.895 4.019  1.680  2.517   CG   PP8 40 
PP8 CT   CT   C 0 1 N N N 24.324 12.379 24.379 0.610  -1.072 6.473   CT   PP8 41 
PP8 OT1  OT1  O 0 1 N N N 24.747 13.227 25.211 1.481  -1.839 7.149   OT1  PP8 42 
PP8 OT2  OT2  O 0 1 N N N 24.426 11.147 24.514 -0.529 -0.968 6.860   OT2  PP8 43 
PP8 HNV2 2HNV H 0 0 N N N 17.384 5.948  17.785 -1.253 -0.703 -6.245  HNV2 PP8 44 
PP8 HV11 1HV1 H 0 0 N N N 16.077 3.174  16.845 0.191  -2.113 -8.031  HV11 PP8 45 
PP8 HV12 2HV1 H 0 0 N N N 15.821 4.843  16.840 -0.434 -0.641 -8.812  HV12 PP8 46 
PP8 HV6  HV6  H 0 1 N N N 19.254 4.815  19.833 0.817  0.465  -4.528  HV6  PP8 47 
PP8 HV2  HV2  H 0 1 N N N 14.675 2.841  18.924 2.510  -1.396 -8.536  HV2  PP8 48 
PP8 HV7  HV7  H 0 1 N N N 21.149 5.741  18.868 -0.132 2.374  -5.849  HV7  PP8 49 
PP8 HV31 1HV3 H 0 0 N N N 13.535 4.797  19.971 2.396  -1.674 -10.998 HV31 PP8 50 
PP8 HV32 2HV3 H 0 0 N N N 15.365 5.042  20.039 1.278  -2.789 -10.177 HV32 PP8 51 
PP8 HV33 3HV3 H 0 0 N N N 14.508 5.941  18.894 0.653  -1.317 -10.957 HV33 PP8 52 
PP8 HV81 1HV8 H 0 0 N N N 21.401 4.149  16.863 -2.494 3.011  -5.445  HV81 PP8 53 
PP8 HV82 2HV8 H 0 0 N N N 20.540 3.385  18.295 -2.387 1.407  -6.210  HV82 PP8 54 
PP8 HV83 3HV8 H 0 0 N N N 19.589 3.869  16.972 -2.723 1.541  -4.467  HV83 PP8 55 
PP8 HV41 1HV4 H 0 0 N N N 12.507 3.692  17.990 1.135  0.924  -9.965  HV41 PP8 56 
PP8 HV42 2HV4 H 0 0 N N N 13.420 4.754  16.772 2.104  1.049  -8.477  HV42 PP8 57 
PP8 HV43 3HV4 H 0 0 N N N 13.548 3.091  16.576 2.878  0.567  -10.005 HV43 PP8 58 
PP8 HV91 1HV9 H 0 0 N N N 21.260 6.604  16.457 -0.972 2.337  -2.916  HV91 PP8 59 
PP8 HV92 2HV9 H 0 0 N N N 19.431 6.643  16.505 0.676  2.665  -3.502  HV92 PP8 60 
PP8 HV93 3HV9 H 0 0 N N N 20.278 7.647  17.596 -0.649 3.784  -3.901  HV93 PP8 61 
PP8 HN1  HN1  H 0 1 N N N 20.538 6.500  20.783 0.109  0.463  -2.210  HN1  PP8 62 
PP8 H1   H1   H 0 1 N N N 19.298 9.256  21.002 -2.535 -0.638 -1.652  H1   PP8 63 
PP8 H21  1H2  H 0 1 N N N 17.923 8.035  22.453 -1.638 -2.621 -0.465  H21  PP8 64 
PP8 H22  2H2  H 0 1 N N N 19.255 7.360  23.303 -1.210 -2.663 -2.192  H22  PP8 65 
PP8 HN21 1HN2 H 0 0 N N N 19.145 11.026 22.449 1.963  -3.437 -0.508  HN21 PP8 66 
PP8 HN22 2HN2 H 0 0 N N N 19.031 11.524 24.072 0.521  -4.217 -0.874  HN22 PP8 67 
PP8 HNL  HNL  H 0 1 N N N 21.210 9.722  20.046 -2.483 -1.146 0.993   HNL  PP8 68 
PP8 HAL  HAL  H 0 1 N N N 23.748 9.439  21.605 -1.452 1.365  2.106   HAL  PP8 69 
PP8 HBL1 1HBL H 0 0 N N N 23.773 10.050 18.632 -3.160 -0.844 3.337   HBL1 PP8 70 
PP8 HBL2 2HBL H 0 0 N N N 25.080 9.579  19.626 -2.757 0.703  4.119   HBL2 PP8 71 
PP8 HGL  HGL  H 0 1 N N N 22.615 7.857  19.043 -4.234 0.416  1.464   HGL  PP8 72 
PP8 HL11 1HL1 H 0 0 N N N 24.205 6.464  17.635 -6.210 1.173  2.755   HL11 PP8 73 
PP8 HL12 2HL1 H 0 0 N N N 24.115 8.204  17.042 -5.583 -0.366 3.392   HL12 PP8 74 
PP8 HL13 3HL1 H 0 0 N N N 25.494 7.748  17.917 -5.241 1.156  4.248   HL13 PP8 75 
PP8 HL21 1HL2 H 0 0 N N N 23.968 5.944  20.050 -3.568 2.804  3.240   HL21 PP8 76 
PP8 HL22 2HL2 H 0 0 N N N 25.233 7.179  20.567 -2.963 2.496  1.595   HL22 PP8 77 
PP8 HL23 3HL2 H 0 0 N N N 23.696 7.295  21.271 -4.685 2.863  1.856   HL23 PP8 78 
PP8 HO4  HO4  H 0 1 N N N 24.928 13.021 20.922 -1.358 -2.079 3.921   HO4  PP8 79 
PP8 H5   H5   H 0 1 N N N 24.286 13.425 22.457 1.512  -1.048 4.539   H5   PP8 80 
PP8 H61  1H6  H 0 1 N N N 23.127 14.917 24.058 1.616  1.439  6.304   H61  PP8 81 
PP8 H62  2H6  H 0 1 N N N 21.945 14.421 22.911 2.936  0.265  6.086   H62  PP8 82 
PP8 H71  1H7  H 0 1 N N N 25.838 13.602 27.105 1.890  -3.109 8.752   H71  PP8 83 
PP8 H72  2H7  H 0 1 N N N 24.844 12.112 26.927 0.706  -1.822 9.085   H72  PP8 84 
PP8 H73  3H7  H 0 1 N N N 26.333 12.234 26.045 0.240  -3.225 8.093   H73  PP8 85 
PP8 HZ   HZ   H 0 1 N N N 21.739 15.485 25.890 0.981  2.943  4.507   HZ   PP8 86 
PP8 HD2  HD2  H 0 1 N N N 21.387 11.612 24.089 4.148  0.134  3.988   HD2  PP8 87 
PP8 HE1  HE1  H 0 1 N N N 20.227 14.751 27.745 1.707  4.136  2.479   HE1  PP8 88 
PP8 HD1  HD1  H 0 1 N N N 19.356 12.447 27.711 3.652  3.327  1.204   HD1  PP8 89 
PP8 HG   HG   H 0 1 N N N 19.875 10.795 25.892 4.871  1.325  1.957   HG   PP8 90 
# 
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 
PP8 NV2 CV6  SING N N 1  
PP8 NV2 CV5  SING N N 2  
PP8 NV2 HNV2 SING N N 3  
PP8 CV1 CV2  SING N N 4  
PP8 CV1 CV5  SING N N 5  
PP8 CV1 HV11 SING N N 6  
PP8 CV1 HV12 SING N N 7  
PP8 CV6 CV7  SING N N 8  
PP8 CV6 CR   SING N N 9  
PP8 CV6 HV6  SING N N 10 
PP8 CV2 CV3  SING N N 11 
PP8 CV2 CV4  SING N N 12 
PP8 CV2 HV2  SING N N 13 
PP8 CV7 CV8  SING N N 14 
PP8 CV7 CV9  SING N N 15 
PP8 CV7 HV7  SING N N 16 
PP8 CV3 HV31 SING N N 17 
PP8 CV3 HV32 SING N N 18 
PP8 CV3 HV33 SING N N 19 
PP8 CV8 HV81 SING N N 20 
PP8 CV8 HV82 SING N N 21 
PP8 CV8 HV83 SING N N 22 
PP8 CV4 HV41 SING N N 23 
PP8 CV4 HV42 SING N N 24 
PP8 CV4 HV43 SING N N 25 
PP8 CV9 HV91 SING N N 26 
PP8 CV9 HV92 SING N N 27 
PP8 CV9 HV93 SING N N 28 
PP8 CV5 OV1  DOUB N N 29 
PP8 CR  OV2  DOUB N N 30 
PP8 CR  N1   SING N N 31 
PP8 N1  C1   SING N N 32 
PP8 N1  HN1  SING N N 33 
PP8 C1  C2   SING N N 34 
PP8 C1  C3   SING N N 35 
PP8 C1  H1   SING N N 36 
PP8 C2  C4   SING N N 37 
PP8 C2  H21  SING N N 38 
PP8 C2  H22  SING N N 39 
PP8 C4  O2   DOUB N N 40 
PP8 C4  N2   SING N N 41 
PP8 N2  HN21 SING N N 42 
PP8 N2  HN22 SING N N 43 
PP8 C3  O1   DOUB N N 44 
PP8 C3  NL   SING N N 45 
PP8 NL  CAL  SING N N 46 
PP8 NL  HNL  SING N N 47 
PP8 CAL CBL  SING N N 48 
PP8 CAL P    SING N N 49 
PP8 CAL HAL  SING N N 50 
PP8 CBL CGL  SING N N 51 
PP8 CBL HBL1 SING N N 52 
PP8 CBL HBL2 SING N N 53 
PP8 CGL CL1  SING N N 54 
PP8 CGL CL2  SING N N 55 
PP8 CGL HGL  SING N N 56 
PP8 CL1 HL11 SING N N 57 
PP8 CL1 HL12 SING N N 58 
PP8 CL1 HL13 SING N N 59 
PP8 CL2 HL21 SING N N 60 
PP8 CL2 HL22 SING N N 61 
PP8 CL2 HL23 SING N N 62 
PP8 P   O3   DOUB N N 63 
PP8 P   O4   SING N N 64 
PP8 P   O5   SING N N 65 
PP8 O4  HO4  SING N N 66 
PP8 O5  C5   SING N N 67 
PP8 C5  C6   SING N N 68 
PP8 C5  CT   SING N N 69 
PP8 C5  H5   SING N N 70 
PP8 C6  CE2  SING N N 71 
PP8 C6  H61  SING N N 72 
PP8 C6  H62  SING N N 73 
PP8 C7  OT1  SING N N 74 
PP8 C7  H71  SING N N 75 
PP8 C7  H72  SING N N 76 
PP8 C7  H73  SING N N 77 
PP8 CE2 CZ   DOUB Y N 78 
PP8 CE2 CD2  SING Y N 79 
PP8 CZ  CE1  SING Y N 80 
PP8 CZ  HZ   SING N N 81 
PP8 CD2 CG   DOUB Y N 82 
PP8 CD2 HD2  SING N N 83 
PP8 CE1 CD1  DOUB Y N 84 
PP8 CE1 HE1  SING N N 85 
PP8 CD1 CG   SING Y N 86 
PP8 CD1 HD1  SING N N 87 
PP8 CG  HG   SING N N 88 
PP8 CT  OT1  SING N N 89 
PP8 CT  OT2  DOUB N N 90 
# 
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 
PP8 SMILES           ACDLabs              10.04 O=C(NC(C(=O)NC(C(=O)NC(CC(C)C)P(=O)(OC(C(=O)OC)Cc1ccccc1)O)CC(=O)N)C(C)C)CC(C)C 
PP8 InChI            InChI                1.02b 
;InChI=1/C29H47N4O9P/c1-17(2)13-24(35)32-26(19(5)6)28(37)31-21(16-23(30)34)27(36)33-25(14-18(3)4)43(39,40)42-22(29(38)41-7)15-20-11-9-8-10-12-20/h8-12,17-19,21-22,25-26H,13-16H2,1-7H3,(H2,30,34)(H,31,37)(H,32,35)(H,33,36)(H,39,40)/t21-,22-,25+,26-/m0/s1/f/h31-33,39H,30H2
;
PP8 InChIKey         InChI                1.02b SGKZZKPYLILTJX-SXZPUARUDS 
PP8 SMILES_CANONICAL CACTVS               3.341 COC(=O)[C@H](Cc1ccccc1)O[P@](O)(=O)[C@H](CC(C)C)NC(=O)[C@H](CC(N)=O)NC(=O)[C@@H](NC(=O)CC(C)C)C(C)C 
PP8 SMILES           CACTVS               3.341 COC(=O)[CH](Cc1ccccc1)O[P](O)(=O)[CH](CC(C)C)NC(=O)[CH](CC(N)=O)NC(=O)[CH](NC(=O)CC(C)C)C(C)C 
PP8 SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 CC(C)C[C@H](NC(=O)[C@H](CC(=O)N)NC(=O)[C@H](C(C)C)NC(=O)CC(C)C)[P@](=O)(O)O[C@@H](Cc1ccccc1)C(=O)OC 
PP8 SMILES           "OpenEye OEToolkits" 1.5.0 CC(C)CC(NC(=O)C(CC(=O)N)NC(=O)C(C(C)C)NC(=O)CC(C)C)P(=O)(O)OC(Cc1ccccc1)C(=O)OC 
# 
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 
PP8 "SYSTEMATIC NAME" ACDLabs              10.04 N-(3-methylbutanoyl)-L-valyl-N~1~-{(1R)-1-[(S)-[(1S)-1-benzyl-2-methoxy-2-oxoethoxy](hydroxy)phosphoryl]-3-methylbutyl}-L-aspartamide                                                    
PP8 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "[(1R)-1-[[(2S)-4-amino-2-[[(2S)-3-methyl-2-(3-methylbutanoylamino)butanoyl]amino]-4-oxo-butanoyl]amino]-3-methyl-butyl]-[(2S)-1-methoxy-1-oxo-3-phenyl-propan-2-yl]oxy-phosphinic acid" 
# 
