data_FVF
# 
_chem_comp.id                                    FVF 
_chem_comp.name                                  "O-((((N-PHENYL-METHOXY-CARBONYL)-PHENYL ALANYL-CARBONYL)AMINO)-ISOBUTYL)HYDROXY PHOSPHINYL)-3-PHENYLACETIC ACID" 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C30 H35 N2 O8 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                        582.581 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     FVF 
_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        7CPA 
_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 
FVF C1   1C   C 0 1 N N N 50.452 14.017 38.832 0.551  -0.647 -3.632 C1   FVF 1  
FVF O1   1O   O 0 1 N N N 50.566 13.015 39.511 1.671  -0.984 -3.964 O1   FVF 2  
FVF OA1  OA1  O 0 1 N N N 51.120 15.108 39.136 -0.412 -0.508 -4.562 OA1  FVF 3  
FVF CB1  1CB  C 0 1 N N N 52.453 15.061 39.590 -0.114 -0.759 -5.960 CB1  FVF 4  
FVF CG1  1CG  C 0 1 Y N N 53.297 16.226 39.489 -1.354 -0.534 -6.787 CG1  FVF 5  
FVF CDB  1CD1 C 0 1 Y N N 54.290 16.270 38.573 -1.619 0.717  -7.308 CDB  FVF 6  
FVF CDC  1CD2 C 0 1 Y N N 53.123 17.278 40.317 -2.223 -1.582 -7.028 CDC  FVF 7  
FVF CEB  1CE1 C 0 1 Y N N 55.097 17.348 38.474 -2.756 0.924  -8.066 CEB  FVF 8  
FVF CEC  1CE2 C 0 1 Y N N 53.957 18.343 40.251 -3.362 -1.374 -7.783 CEC  FVF 9  
FVF CZ1  1CZ  C 0 1 Y N N 54.938 18.381 39.324 -3.628 -0.121 -8.303 CZ1  FVF 10 
FVF N2   2N   N 0 1 N N N 49.699 14.061 37.693 0.275  -0.414 -2.334 N2   FVF 11 
FVF C2   2C   C 0 1 N N N 48.485 16.204 37.584 0.703  -0.980 -0.013 C2   FVF 12 
FVF O2   2O   O 0 1 N N N 47.561 15.927 38.277 -0.497 -1.134 0.066  O2   FVF 13 
FVF CA2  2CA  C 0 1 N N S 49.387 15.235 36.942 1.324  -0.566 -1.323 CA2  FVF 14 
FVF CB2  2CB  C 0 1 N N N 48.955 14.566 35.597 2.054  0.765  -1.142 CB2  FVF 15 
FVF CG2  2CG  C 0 1 Y N N 50.013 13.852 34.914 2.675  1.180  -2.451 CG2  FVF 16 
FVF CDL  2CD1 C 0 1 Y N N 50.095 12.502 34.980 1.958  1.958  -3.340 CDL  FVF 17 
FVF CDM  2CD2 C 0 1 Y N N 50.949 14.540 34.224 3.963  0.786  -2.760 CDM  FVF 18 
FVF CEL  2CE1 C 0 1 Y N N 51.100 11.849 34.354 2.527  2.338  -4.541 CEL  FVF 19 
FVF CEM  2CE2 C 0 1 Y N N 51.964 13.889 33.611 4.531  1.162  -3.963 CEM  FVF 20 
FVF CZ2  2CZ  C 0 1 Y N N 52.035 12.541 33.668 3.814  1.940  -4.853 CZ2  FVF 21 
FVF N3   3N   N 0 1 N N N 48.820 17.515 37.401 1.482  -1.180 1.067  N3   FVF 22 
FVF CA3  3CA  C 0 1 N N R 48.164 18.517 38.186 0.878  -1.583 2.340  CA3  FVF 23 
FVF CB3  3CB  C 0 1 N N N 49.295 19.145 39.179 1.875  -2.433 3.131  CB3  FVF 24 
FVF CGD  3CG1 C 0 1 N N N 50.483 19.633 38.373 3.140  -1.615 3.402  CGD  FVF 25 
FVF CGN  3CG2 C 0 1 N N N 49.724 17.969 40.092 1.245  -2.853 4.460  CGN  FVF 26 
FVF P3   3P   P 0 1 N N R 47.397 19.545 37.012 0.446  -0.098 3.305  P3   FVF 27 
FVF OPV  1OP3 O 0 1 N N N 46.334 18.623 36.245 1.669  0.692  3.567  OPV  FVF 28 
FVF OPW  2OP3 O 0 1 N N N 46.851 20.744 37.792 -0.602 0.795  2.472  OPW  FVF 29 
FVF OPX  3OP3 O 0 1 N N N 48.574 20.160 35.990 -0.216 -0.540 4.703  OPX  FVF 30 
FVF CA4  4CA  C 0 1 N N S 48.068 20.697 34.751 -0.531 0.660  5.410  CA4  FVF 31 
FVF C4   4C   C 0 1 N N N 47.710 19.654 33.785 0.213  0.683  6.720  C4   FVF 32 
FVF O4   4O   O 0 1 N N N 48.517 18.779 33.818 0.938  -0.235 7.018  O4   FVF 33 
FVF O11  4OXT O 0 1 N N N 46.655 19.570 33.014 0.070  1.723  7.555  O11  FVF 34 
FVF CB4  4CB  C 0 1 N N N 49.022 21.640 34.023 -2.036 0.715  5.678  CB4  FVF 35 
FVF CG4  4CG  C 0 1 Y N N 48.583 22.332 32.851 -2.781 0.692  4.368  CG4  FVF 36 
FVF CD5  4CD1 C 0 1 Y N N 47.868 23.472 32.958 -3.158 -0.513 3.808  CD5  FVF 37 
FVF CD6  4CD2 C 0 1 Y N N 48.868 21.826 31.632 -3.091 1.878  3.729  CD6  FVF 38 
FVF CE5  4CE1 C 0 1 Y N N 47.456 24.115 31.844 -3.841 -0.533 2.606  CE5  FVF 39 
FVF CE6  4CE2 C 0 1 Y N N 48.440 22.459 30.520 -3.770 1.858  2.525  CE6  FVF 40 
FVF CZ4  4CZ  C 0 1 Y N N 47.733 23.604 30.625 -4.147 0.652  1.965  CZ4  FVF 41 
FVF HB11 1HB1 H 0 0 N N N 52.450 14.720 40.651 0.671  -0.081 -6.292 HB11 FVF 42 
FVF HB21 1HB2 H 0 0 N N N 52.966 14.210 39.083 0.220  -1.790 -6.081 HB21 FVF 43 
FVF HD11 1HD1 H 0 0 N N N 54.444 15.413 37.895 -0.938 1.535  -7.122 HD11 FVF 44 
FVF HD21 1HD2 H 0 0 N N N 52.297 17.267 41.048 -2.015 -2.560 -6.622 HD21 FVF 45 
FVF HE11 1HE1 H 0 0 N N N 55.883 17.384 37.701 -2.964 1.903  -8.472 HE11 FVF 46 
FVF HE21 1HE2 H 0 0 N N N 53.836 19.183 40.955 -4.044 -2.191 -7.968 HE21 FVF 47 
FVF HZ1  1HZ  H 0 1 N N N 55.608 19.254 39.261 -4.517 0.039  -8.894 HZ1  FVF 48 
FVF HN2  2HN  H 0 1 N N N 49.345 13.156 37.382 -0.618 -0.145 -2.069 HN2  FVF 49 
FVF HA2  2HA  H 0 1 N N N 50.218 15.967 36.816 2.032  -1.328 -1.646 HA2  FVF 50 
FVF HB12 2HB1 H 0 0 N N N 48.078 13.897 35.760 1.345  1.528  -0.818 HB12 FVF 51 
FVF HB22 2HB2 H 0 0 N N N 48.495 15.321 34.917 2.835  0.652  -0.389 HB22 FVF 52 
FVF HD12 2HD1 H 0 0 N N N 49.339 11.931 35.546 0.953  2.269  -3.097 HD12 FVF 53 
FVF HD22 2HD2 H 0 0 N N N 50.884 15.639 34.160 4.524  0.178  -2.065 HD22 FVF 54 
FVF HE12 2HE1 H 0 0 N N N 51.157 10.748 34.403 1.967  2.946  -5.236 HE12 FVF 55 
FVF HE22 2HE2 H 0 0 N N N 52.734 14.458 33.064 5.536  0.851  -4.207 HE22 FVF 56 
FVF HZ2  2HZ  H 0 1 N N N 52.853 12.007 33.156 4.258  2.236  -5.791 HZ2  FVF 57 
FVF HN3  3HN  H 0 1 N N N 49.532 17.737 36.705 2.442  -1.058 1.003  HN3  FVF 58 
FVF HA3  3HA  H 0 1 N N N 47.355 18.202 38.885 -0.022 -2.166 2.147  HA3  FVF 59 
FVF HB3  3HB  H 0 1 N N N 48.907 20.013 39.761 2.133  -3.321 2.554  HB3  FVF 60 
FVF H113 3H11 H 0 0 N N N 51.256 20.062 39.051 3.850  -2.220 3.965  H113 FVF 61 
FVF H123 3H12 H 0 0 N N N 50.900 18.832 37.718 3.589  -1.315 2.455  H123 FVF 62 
FVF H133 3H13 H 0 0 N N N 50.180 20.353 37.577 2.881  -0.727 3.979  H133 FVF 63 
FVF H213 3H21 H 0 0 N N N 50.497 18.398 40.770 0.987  -1.965 5.037  H213 FVF 64 
FVF H223 3H22 H 0 0 N N N 48.876 17.478 40.625 0.344  -3.436 4.267  H223 FVF 65 
FVF H233 3H23 H 0 0 N N N 50.063 17.065 39.534 1.955  -3.459 5.023  H233 FVF 66 
FVF HOP2 2HOP H 0 0 N N N 46.431 21.305 37.150 -1.382 0.244  2.323  HOP2 FVF 67 
FVF HA4  4HA  H 0 1 N N N 47.172 21.267 35.089 -0.237 1.522  4.810  HA4  FVF 68 
FVF HXT4 4HXT H 0 0 N N N 46.423 18.894 32.388 0.547  1.738  8.396  HXT4 FVF 69 
FVF HB14 4HB1 H 0 0 N N N 49.403 22.390 34.754 -2.330 -0.146 6.277  HB14 FVF 70 
FVF HB24 4HB2 H 0 0 N N N 49.952 21.078 33.774 -2.276 1.631  6.217  HB24 FVF 71 
FVF HD14 4HD1 H 0 0 N N N 47.620 23.877 33.953 -2.920 -1.439 4.309  HD14 FVF 72 
FVF HD24 4HD2 H 0 0 N N N 49.451 20.894 31.544 -2.797 2.821  4.167  HD24 FVF 73 
FVF HE14 4HE1 H 0 0 N N N 46.892 25.059 31.929 -4.136 -1.476 2.168  HE14 FVF 74 
FVF HE24 4HE2 H 0 0 N N N 48.668 22.040 29.525 -4.009 2.784  2.024  HE24 FVF 75 
FVF HZ4  4HZ  H 0 1 N N N 47.382 24.121 29.716 -4.680 0.635  1.025  HZ4  FVF 76 
# 
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 
FVF C1  O1   DOUB N N 1  
FVF C1  OA1  SING N N 2  
FVF C1  N2   SING N N 3  
FVF OA1 CB1  SING N N 4  
FVF CB1 CG1  SING N N 5  
FVF CB1 HB11 SING N N 6  
FVF CB1 HB21 SING N N 7  
FVF CG1 CDB  DOUB Y N 8  
FVF CG1 CDC  SING Y N 9  
FVF CDB CEB  SING Y N 10 
FVF CDB HD11 SING N N 11 
FVF CDC CEC  DOUB Y N 12 
FVF CDC HD21 SING N N 13 
FVF CEB CZ1  DOUB Y N 14 
FVF CEB HE11 SING N N 15 
FVF CEC CZ1  SING Y N 16 
FVF CEC HE21 SING N N 17 
FVF CZ1 HZ1  SING N N 18 
FVF N2  CA2  SING N N 19 
FVF N2  HN2  SING N N 20 
FVF C2  O2   DOUB N N 21 
FVF C2  CA2  SING N N 22 
FVF C2  N3   SING N N 23 
FVF CA2 CB2  SING N N 24 
FVF CA2 HA2  SING N N 25 
FVF CB2 CG2  SING N N 26 
FVF CB2 HB12 SING N N 27 
FVF CB2 HB22 SING N N 28 
FVF CG2 CDL  DOUB Y N 29 
FVF CG2 CDM  SING Y N 30 
FVF CDL CEL  SING Y N 31 
FVF CDL HD12 SING N N 32 
FVF CDM CEM  DOUB Y N 33 
FVF CDM HD22 SING N N 34 
FVF CEL CZ2  DOUB Y N 35 
FVF CEL HE12 SING N N 36 
FVF CEM CZ2  SING Y N 37 
FVF CEM HE22 SING N N 38 
FVF CZ2 HZ2  SING N N 39 
FVF N3  CA3  SING N N 40 
FVF N3  HN3  SING N N 41 
FVF CA3 CB3  SING N N 42 
FVF CA3 P3   SING N N 43 
FVF CA3 HA3  SING N N 44 
FVF CB3 CGD  SING N N 45 
FVF CB3 CGN  SING N N 46 
FVF CB3 HB3  SING N N 47 
FVF CGD H113 SING N N 48 
FVF CGD H123 SING N N 49 
FVF CGD H133 SING N N 50 
FVF CGN H213 SING N N 51 
FVF CGN H223 SING N N 52 
FVF CGN H233 SING N N 53 
FVF P3  OPV  DOUB N N 54 
FVF P3  OPW  SING N N 55 
FVF P3  OPX  SING N N 56 
FVF OPW HOP2 SING N N 57 
FVF OPX CA4  SING N N 58 
FVF CA4 C4   SING N N 59 
FVF CA4 CB4  SING N N 60 
FVF CA4 HA4  SING N N 61 
FVF C4  O4   DOUB N N 62 
FVF C4  O11  SING N N 63 
FVF O11 HXT4 SING N N 64 
FVF CB4 CG4  SING N N 65 
FVF CB4 HB14 SING N N 66 
FVF CB4 HB24 SING N N 67 
FVF CG4 CD5  DOUB Y N 68 
FVF CG4 CD6  SING Y N 69 
FVF CD5 CE5  SING Y N 70 
FVF CD5 HD14 SING N N 71 
FVF CD6 CE6  DOUB Y N 72 
FVF CD6 HD24 SING N N 73 
FVF CE5 CZ4  DOUB Y N 74 
FVF CE5 HE14 SING N N 75 
FVF CE6 CZ4  SING Y N 76 
FVF CE6 HE24 SING N N 77 
FVF CZ4 HZ4  SING N N 78 
# 
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 
FVF SMILES           ACDLabs              10.04 O=C(O)C(OP(=O)(O)C(NC(=O)C(NC(=O)OCc1ccccc1)Cc2ccccc2)C(C)C)Cc3ccccc3 
FVF InChI            InChI                1.02b 
InChI=1/C30H35N2O8P/c1-21(2)28(41(37,38)40-26(29(34)35)19-23-14-8-4-9-15-23)32-27(33)25(18-22-12-6-3-7-13-22)31-30(36)39-20-24-16-10-5-11-17-24/h3-17,21,25-26,28H,18-20H2,1-2H3,(H,31,36)(H,32,33)(H,34,35)(H,37,38)/t25-,26-,28+/m0/s1/f/h31-32,34,37H 
FVF InChIKey         InChI                1.02b NXIYKBRAJXXOLO-KMMZABOBDP 
FVF SMILES_CANONICAL CACTVS               3.341 CC(C)[C@H](NC(=O)[C@H](Cc1ccccc1)NC(=O)OCc2ccccc2)[P@](O)(=O)O[C@@H](Cc3ccccc3)C(O)=O 
FVF SMILES           CACTVS               3.341 CC(C)[CH](NC(=O)[CH](Cc1ccccc1)NC(=O)OCc2ccccc2)[P](O)(=O)O[CH](Cc3ccccc3)C(O)=O 
FVF SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 CC(C)[C@H](NC(=O)[C@H](Cc1ccccc1)NC(=O)OCc2ccccc2)[P@@](=O)(O)O[C@@H](Cc3ccccc3)C(=O)O 
FVF SMILES           "OpenEye OEToolkits" 1.5.0 CC(C)C(NC(=O)C(Cc1ccccc1)NC(=O)OCc2ccccc2)P(=O)(O)OC(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 
FVF "SYSTEMATIC NAME" ACDLabs              10.04 "(2S)-2-{[(R)-[(1R)-1-({N-[(benzyloxy)carbonyl]-L-phenylalanyl}amino)-2-methylpropyl](hydroxy)phosphoryl]oxy}-3-phenylpropanoic acid"         
FVF "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "(2S)-2-[hydroxy-[(1R)-2-methyl-1-[[(2S)-3-phenyl-2-phenylmethoxycarbonylamino-propanoyl]amino]propyl]phosphoryl]oxy-3-phenyl-propanoic acid" 
# 
