data_FRP
# 
_chem_comp.id                                    FRP 
_chem_comp.name                                  N1-((2S,3S,5R)-3-AMINO-6-(4-FLUOROPHENYLAMINO)-5-METHYL-6-OXO-1-PHENYLHEXAN-2-YL)-N3,N3-DIPROPYLISOPHTHALAMIDE 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C33 H41 F N4 O3" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2005-12-30 
_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                        560.702 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     FRP 
_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        2FDP 
_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 
FRP C31  C31  C 0 1 Y N N -32.372 -2.959  -16.791 0.433   2.144  -1.609 C31  FRP 1  
FRP C30  C30  C 0 1 Y N N -31.927 -1.734  -17.288 1.376   3.085  -1.979 C30  FRP 2  
FRP C28  C28  C 0 1 Y N N -30.794 -1.298  -15.198 0.397   4.661  -0.466 C28  FRP 3  
FRP C27  C27  C 0 1 Y N N -32.764 -7.076  -8.618  -8.040  -2.210 -0.407 C27  FRP 4  
FRP C26  C26  C 0 1 Y N N -33.414 -8.045  -9.389  -7.540  -1.070 0.209  C26  FRP 5  
FRP C24  C24  C 0 1 Y N N -35.198 -8.128  -7.758  -8.970  0.291  -1.152 C24  FRP 6  
FRP C23  C23  C 0 1 Y N N -34.548 -7.159  -6.998  -9.468  -0.847 -1.765 C23  FRP 7  
FRP C22  C22  C 0 1 Y N N -33.332 -6.633  -7.426  -9.002  -2.097 -1.391 C22  FRP 8  
FRP C16  C16  C 0 1 N N S -31.871 -7.017  -14.211 -2.116  -0.330 1.413  C16  FRP 9  
FRP C17  C17  C 0 1 N N N -32.530 -4.695  -14.984 -1.554  1.436  -0.262 C17  FRP 10 
FRP C20  C20  C 0 1 N N N -31.784 -8.119  -11.161 -5.451  -0.428 1.150  C20  FRP 11 
FRP C15  C15  C 0 1 N N S -31.424 -5.558  -14.365 -1.027  0.625  0.923  C15  FRP 12 
FRP C12  C12  C 0 1 N N N -29.033 -5.330  -14.908 1.367   0.424  0.516  C12  FRP 13 
FRP C13  C13  C 0 1 N N N -25.646 -1.420  -18.763 10.508  0.800  1.279  C13  FRP 14 
FRP C14  C14  C 0 1 N N N -30.924 -3.709  -20.840 7.419   -4.228 -1.548 C14  FRP 15 
FRP C11  C11  C 0 1 N N N -27.030 -0.910  -19.108 9.431   0.554  0.221  C11  FRP 16 
FRP C10  C10  C 0 1 N N N -30.233 -2.360  -20.876 7.358   -3.101 -0.516 C10  FRP 17 
FRP C9   C9   C 0 1 N N N -28.711 -2.455  -21.026 7.529   -1.754 -1.221 C9   FRP 18 
FRP C8   C8   C 0 1 N N N -28.128 -1.890  -18.693 8.398   -0.434 0.765  C8   FRP 19 
FRP C7   C7   C 0 1 N N N -27.847 -4.201  -19.560 6.268   0.110  -0.287 C7   FRP 20 
FRP C4   C4   C 0 1 Y N N -28.310 -4.804  -17.221 3.815   0.232  0.109  C4   FRP 21 
FRP C5   C5   C 0 1 Y N N -27.964 -5.274  -15.963 2.551   -0.354 0.092  C5   FRP 22 
FRP C6   C6   C 0 1 Y N N -26.645 -5.663  -15.723 2.406   -1.680 -0.321 C6   FRP 23 
FRP C3   C3   C 0 1 Y N N -27.366 -4.707  -18.237 4.924   -0.506 -0.297 C3   FRP 24 
FRP C2   C2   C 0 1 Y N N -26.050 -5.105  -18.012 4.764   -1.831 -0.708 C2   FRP 25 
FRP C1   C1   C 0 1 Y N N -25.694 -5.579  -16.747 3.510   -2.408 -0.717 C1   FRP 26 
FRP F1   F1   F 0 1 N N N -35.093 -6.732  -5.847  -10.409 -0.738 -2.728 F1   FRP 27 
FRP C25  C25  C 0 1 Y N N -34.628 -8.571  -8.949  -8.013  0.181  -0.163 C25  FRP 28 
FRP N3   N3   N 0 1 N N N -32.921 -8.499  -10.574 -6.565  -1.184 1.207  N3   FRP 29 
FRP O3   O3   O 0 1 N N N -31.016 -7.289  -10.700 -5.249  0.283  0.188  O3   FRP 30 
FRP C19  C19  C 0 1 N N R -31.490 -8.803  -12.469 -4.456  -0.465 2.281  C19  FRP 31 
FRP C21  C21  C 0 1 N N N -30.596 -10.014 -12.223 -5.138  -0.019 3.576  C21  FRP 32 
FRP C18  C18  C 0 1 N N N -30.833 -7.850  -13.463 -3.292  0.477  1.967  C18  FRP 33 
FRP N4   N4   N 0 1 N N N -32.148 -7.622  -15.501 -1.573  -1.192 2.471  N4   FRP 34 
FRP C32  C32  C 0 1 Y N N -32.029 -3.358  -15.499 -0.527  2.462  -0.666 C32  FRP 35 
FRP C33  C33  C 0 1 Y N N -31.243 -2.520  -14.701 -0.548  3.722  -0.098 C33  FRP 36 
FRP C29  C29  C 0 1 Y N N -31.139 -0.904  -16.491 1.358   4.343  -1.408 C29  FRP 37 
FRP N2   N2   N 0 1 N N N -30.299 -5.508  -15.300 0.146   -0.146 0.504  N2   FRP 38 
FRP O2   O2   O 0 1 N N N -28.723 -5.202  -13.732 1.496   1.578  0.876  O2   FRP 39 
FRP O1   O1   O 0 1 N N N -27.939 -5.020  -20.458 6.383   1.320  -0.313 O1   FRP 40 
FRP N1   N1   N 0 1 N N N -28.206 -2.919  -19.735 7.367   -0.670 -0.248 N1   FRP 41 
FRP H31  H31  H 0 1 N N N -32.984 -3.600  -17.408 0.447   1.161  -2.055 H31  FRP 42 
FRP H30  H30  H 0 1 N N N -32.192 -1.428  -18.289 2.126   2.836  -2.715 H30  FRP 43 
FRP H28  H28  H 0 1 N N N -30.180 -0.657  -14.583 0.384   5.645  -0.019 H28  FRP 44 
FRP H27  H27  H 0 1 N N N -31.819 -6.670  -8.948  -7.677  -3.185 -0.116 H27  FRP 45 
FRP H24  H24  H 0 1 N N N -36.141 -8.535  -7.425  -9.335  1.264  -1.445 H24  FRP 46 
FRP H22  H22  H 0 1 N N N -32.830 -5.882  -6.834  -9.391  -2.983 -1.870 H22  FRP 47 
FRP H16  H16  H 0 1 N N N -32.798 -7.004  -13.618 -2.459  -0.947 0.582  H16  FRP 48 
FRP H171 1H17 H 0 0 N N N -33.266 -4.488  -14.193 -1.751  0.768  -1.100 H171 FRP 49 
FRP H172 2H17 H 0 0 N N N -32.966 -5.248  -15.829 -2.477  1.940  0.025  H172 FRP 50 
FRP H15  H15  H 0 1 N N N -31.165 -5.182  -13.364 -0.747  1.302  1.731  H15  FRP 51 
FRP H131 1H13 H 0 0 N N N -25.730 -2.389  -18.250 11.000  -0.141 1.524  H131 FRP 52 
FRP H132 2H13 H 0 0 N N N -25.143 -0.698  -18.103 11.245  1.504  0.891  H132 FRP 53 
FRP H133 3H13 H 0 0 N N N -25.060 -1.544  -19.685 10.048  1.214  2.176  H133 FRP 54 
FRP H141 1H14 H 0 0 N N N -31.891 -3.612  -20.324 8.384   -4.204 -2.056 H141 FRP 55 
FRP H142 2H14 H 0 0 N N N -30.292 -4.430  -20.302 7.297   -5.188 -1.046 H142 FRP 56 
FRP H143 3H14 H 0 0 N N N -31.091 -4.063  -21.868 6.621   -4.096 -2.279 H143 FRP 57 
FRP H111 1H11 H 0 0 N N N -27.083 -0.785  -20.200 9.892   0.140  -0.677 H111 FRP 58 
FRP H112 2H11 H 0 0 N N N -27.193 0.042   -18.582 8.940   1.496  -0.024 H112 FRP 59 
FRP H101 1H10 H 0 0 N N N -30.435 -1.866  -19.914 6.393   -3.125 -0.008 H101 FRP 60 
FRP H102 2H10 H 0 0 N N N -30.627 -1.796  -21.735 8.156   -3.234 0.215  H102 FRP 61 
FRP H91  1H9  H 0 1 N N N -28.274 -1.484  -21.302 8.524   -1.699 -1.662 H91  FRP 62 
FRP H92  2H9  H 0 1 N N N -28.444 -3.163  -21.824 6.778   -1.655 -2.004 H92  FRP 63 
FRP H81  1H8  H 0 1 N N N -29.092 -1.372  -18.584 7.937   -0.021 1.662  H81  FRP 64 
FRP H82  2H8  H 0 1 N N N -27.883 -2.348  -17.723 8.889   -1.376 1.010  H82  FRP 65 
FRP H4   H4   H 0 1 N N N -29.330 -4.508  -17.415 3.933   1.258  0.428  H4   FRP 66 
FRP H6   H6   H 0 1 N N N -26.358 -6.029  -14.748 1.427   -2.137 -0.331 H6   FRP 67 
FRP H2   H2   H 0 1 N N N -25.317 -5.048  -18.803 5.624   -2.406 -1.019 H2   FRP 68 
FRP H1   H1   H 0 1 N N N -24.675 -5.884  -16.557 3.392   -3.433 -1.037 H1   FRP 69 
FRP H25  H25  H 0 1 N N N -35.129 -9.327  -9.535  -7.625  1.069  0.315  H25  FRP 70 
FRP HN3  HN3  H 0 1 N N N -33.466 -9.187  -11.053 -6.692  -1.806 1.941  HN3  FRP 71 
FRP H19  H19  H 0 1 N N N -32.443 -9.134  -12.908 -4.079  -1.481 2.400  H19  FRP 72 
FRP H211 1H21 H 0 0 N N N -31.109 -10.718 -11.551 -5.592  0.961  3.428  H211 FRP 73 
FRP H212 2H21 H 0 0 N N N -29.653 -9.686  -11.760 -5.910  -0.740 3.846  H212 FRP 74 
FRP H213 3H21 H 0 0 N N N -30.381 -10.512 -13.180 -4.399  0.039  4.374  H213 FRP 75 
FRP H181 1H18 H 0 0 N N N -30.178 -7.166  -12.904 -2.983  0.990  2.879  H181 FRP 76 
FRP H182 2H18 H 0 0 N N N -30.259 -8.440  -14.193 -3.608  1.212  1.227  H182 FRP 77 
FRP HN41 1HN4 H 0 0 N N N -31.410 -8.254  -15.738 -1.380  -0.595 3.261  HN41 FRP 78 
FRP HN42 2HN4 H 0 0 N N N -32.212 -6.908  -16.198 -2.318  -1.813 2.751  HN42 FRP 79 
FRP H33  H33  H 0 1 N N N -30.983 -2.821  -13.697 -1.298  3.971  0.638  H33  FRP 80 
FRP H29  H29  H 0 1 N N N -30.795 0.045   -16.875 2.095   5.078  -1.697 H29  FRP 81 
FRP HN2  HN2  H 0 1 N N N -30.486 -5.612  -16.277 0.044   -1.067 0.217  HN2  FRP 82 
# 
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 
FRP C31 C30  SING Y N 1  
FRP C31 C32  DOUB Y N 2  
FRP C31 H31  SING N N 3  
FRP C30 C29  DOUB Y N 4  
FRP C30 H30  SING N N 5  
FRP C28 C33  DOUB Y N 6  
FRP C28 C29  SING Y N 7  
FRP C28 H28  SING N N 8  
FRP C27 C26  SING Y N 9  
FRP C27 C22  DOUB Y N 10 
FRP C27 H27  SING N N 11 
FRP C26 C25  DOUB Y N 12 
FRP C26 N3   SING N N 13 
FRP C24 C23  DOUB Y N 14 
FRP C24 C25  SING Y N 15 
FRP C24 H24  SING N N 16 
FRP C23 C22  SING Y N 17 
FRP C23 F1   SING N N 18 
FRP C22 H22  SING N N 19 
FRP C16 C15  SING N N 20 
FRP C16 C18  SING N N 21 
FRP C16 N4   SING N N 22 
FRP C16 H16  SING N N 23 
FRP C17 C15  SING N N 24 
FRP C17 C32  SING N N 25 
FRP C17 H171 SING N N 26 
FRP C17 H172 SING N N 27 
FRP C20 N3   SING N N 28 
FRP C20 O3   DOUB N N 29 
FRP C20 C19  SING N N 30 
FRP C15 N2   SING N N 31 
FRP C15 H15  SING N N 32 
FRP C12 C5   SING N N 33 
FRP C12 N2   SING N N 34 
FRP C12 O2   DOUB N N 35 
FRP C13 C11  SING N N 36 
FRP C13 H131 SING N N 37 
FRP C13 H132 SING N N 38 
FRP C13 H133 SING N N 39 
FRP C14 C10  SING N N 40 
FRP C14 H141 SING N N 41 
FRP C14 H142 SING N N 42 
FRP C14 H143 SING N N 43 
FRP C11 C8   SING N N 44 
FRP C11 H111 SING N N 45 
FRP C11 H112 SING N N 46 
FRP C10 C9   SING N N 47 
FRP C10 H101 SING N N 48 
FRP C10 H102 SING N N 49 
FRP C9  N1   SING N N 50 
FRP C9  H91  SING N N 51 
FRP C9  H92  SING N N 52 
FRP C8  N1   SING N N 53 
FRP C8  H81  SING N N 54 
FRP C8  H82  SING N N 55 
FRP C7  C3   SING N N 56 
FRP C7  O1   DOUB N N 57 
FRP C7  N1   SING N N 58 
FRP C4  C5   SING Y N 59 
FRP C4  C3   DOUB Y N 60 
FRP C4  H4   SING N N 61 
FRP C5  C6   DOUB Y N 62 
FRP C6  C1   SING Y N 63 
FRP C6  H6   SING N N 64 
FRP C3  C2   SING Y N 65 
FRP C2  C1   DOUB Y N 66 
FRP C2  H2   SING N N 67 
FRP C1  H1   SING N N 68 
FRP C25 H25  SING N N 69 
FRP N3  HN3  SING N N 70 
FRP C19 C21  SING N N 71 
FRP C19 C18  SING N N 72 
FRP C19 H19  SING N N 73 
FRP C21 H211 SING N N 74 
FRP C21 H212 SING N N 75 
FRP C21 H213 SING N N 76 
FRP C18 H181 SING N N 77 
FRP C18 H182 SING N N 78 
FRP N4  HN41 SING N N 79 
FRP N4  HN42 SING N N 80 
FRP C32 C33  SING Y N 81 
FRP C33 H33  SING N N 82 
FRP C29 H29  SING N N 83 
FRP N2  HN2  SING N N 84 
# 
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 
FRP SMILES           ACDLabs              10.04 Fc3ccc(NC(=O)C(C)CC(N)C(NC(=O)c1cccc(C(=O)N(CCC)CCC)c1)Cc2ccccc2)cc3 
FRP InChI            InChI                1.02b 
InChI=1/C33H41FN4O3/c1-4-18-38(19-5-2)33(41)26-13-9-12-25(22-26)32(40)37-30(21-24-10-7-6-8-11-24)29(35)20-23(3)31(39)36-28-16-14-27(34)15-17-28/h6-17,22-23,29-30H,4-5,18-21,35H2,1-3H3,(H,36,39)(H,37,40)/t23-,29+,30+/m1/s1/f/h36-37H 
FRP InChIKey         InChI                1.02b PZHFCAIXAVDQAK-CJZLXNAGDO 
FRP SMILES_CANONICAL CACTVS               3.341 CCCN(CCC)C(=O)c1cccc(c1)C(=O)N[C@@H](Cc2ccccc2)[C@@H](N)C[C@@H](C)C(=O)Nc3ccc(F)cc3 
FRP SMILES           CACTVS               3.341 CCCN(CCC)C(=O)c1cccc(c1)C(=O)N[CH](Cc2ccccc2)[CH](N)C[CH](C)C(=O)Nc3ccc(F)cc3 
FRP SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 CCCN(CCC)C(=O)c1cccc(c1)C(=O)N[C@@H](Cc2ccccc2)[C@H](C[C@@H](C)C(=O)Nc3ccc(cc3)F)N 
FRP SMILES           "OpenEye OEToolkits" 1.5.0 CCCN(CCC)C(=O)c1cccc(c1)C(=O)NC(Cc2ccccc2)C(CC(C)C(=O)Nc3ccc(cc3)F)N 
# 
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 
FRP "SYSTEMATIC NAME" ACDLabs              10.04 "N'-{(1S,2S,4R)-2-amino-1-benzyl-5-[(4-fluorophenyl)amino]-4-methyl-5-oxopentyl}-N,N-dipropylbenzene-1,3-dicarboxamide"       
FRP "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "N'-[(2S,3S,5R)-3-amino-6-[(4-fluorophenyl)amino]-5-methyl-6-oxo-1-phenyl-hexan-2-yl]-N,N-dipropyl-benzene-1,3-dicarboxamide" 
# 
