data_5FP
# 
_chem_comp.id                                    5FP 
_chem_comp.name                                  "5,5,5-TRIFLUORO-3-HYDROXY-4-[2-(5,5,5-TRIFLUORO-3-HYDROXY-4-{3-METHYL-2-[3-METHYL-2-(3-METHYL-BUTYRYLAMINO)-BUTYRYLAMINO]-BUTYRYLAMINO}-PENTANOYLAMINO)-PROPIONYLAMINO]-PENTANOIC ACID" 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C28 H45 F6 N5 O9" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2004-09-16 
_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                        709.675 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     5FP 
_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        1XE6 
_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 
5FP F6   F6   F 0 1 N N N 56.137 15.211 13.061 6.824   0.473  2.917  F6   5FP 1  
5FP C25  C25  C 0 1 N N N 54.949 15.149 12.488 7.977   0.876  2.235  C25  5FP 2  
5FP F4   F4   F 0 1 N N N 54.873 16.126 11.589 8.803   -0.233 2.021  F4   5FP 3  
5FP F5   F5   F 0 1 N N N 54.004 15.364 13.396 8.662   1.827  2.998  F5   5FP 4  
5FP C4   C4   C 0 1 N N R 54.814 13.759 11.831 7.586   1.488  0.888  C4   5FP 5  
5FP C3   C3   C 0 1 N N S 53.350 13.304 11.679 8.847   1.928  0.143  C3   5FP 6  
5FP O3   O3   O 0 1 N N N 52.516 14.387 11.236 9.691   0.796  -0.076 O3   5FP 7  
5FP C2   C2   C 0 1 N N N 53.188 12.043 10.803 8.456   2.540  -1.204 C2   5FP 8  
5FP C1   C1   C 0 1 N N N 52.742 12.342 9.374  9.686   3.085  -1.884 C1   5FP 9  
5FP O2   O2   O 0 1 N N N 53.611 12.324 8.464  9.583   3.672  -3.087 O2   5FP 10 
5FP O1   O1   O 0 1 N N N 51.527 12.590 9.140  10.764  2.993  -1.347 O1   5FP 11 
5FP N5   N5   N 0 1 N N N 55.475 13.821 10.539 6.869   0.492  0.089  N5   5FP 12 
5FP C6   C6   C 0 1 N N N 56.797 13.307 10.250 5.542   0.325  0.253  C6   5FP 13 
5FP O6   O6   O 0 1 N N N 57.433 12.705 11.112 4.941   1.000  1.062  O6   5FP 14 
5FP C7   C7   C 0 1 N N S 57.348 13.548 8.834  4.804   -0.700 -0.570 C7   5FP 15 
5FP C29  C29  C 0 1 N N N 56.810 12.552 7.808  4.954   -0.366 -2.055 C29  5FP 16 
5FP N8   N8   N 0 1 N N N 58.809 13.613 8.790  3.384   -0.687 -0.207 N8   5FP 17 
5FP C9   C9   C 0 1 N N N 59.582 14.782 9.200  2.630   -1.787 -0.398 C9   5FP 18 
5FP O9   O9   O 0 1 N N N 59.033 15.805 9.628  3.126   -2.788 -0.870 O9   5FP 19 
5FP C10  C10  C 0 1 N N N 61.103 14.672 9.277  1.170   -1.774 -0.026 C10  5FP 20 
5FP C11  C11  C 0 1 N N S 61.786 15.332 8.072  0.550   -3.137 -0.342 C11  5FP 21 
5FP O11  O11  O 0 1 N N N 63.120 14.869 7.953  0.578   -3.357 -1.753 O11  5FP 22 
5FP C12  C12  C 0 1 N N R 61.802 16.867 8.160  -0.898  -3.165 0.150  C12  5FP 23 
5FP C13  C13  C 0 1 N N N 61.933 17.579 6.788  -1.518  -4.528 -0.166 C13  5FP 24 
5FP F3   F3   F 0 1 N N N 61.546 18.841 6.886  -1.490  -4.743 -1.548 F3   5FP 25 
5FP F2   F2   F 0 1 N N N 61.153 16.971 5.906  -0.787  -5.533 0.478  F2   5FP 26 
5FP F1   F1   F 0 1 N N N 63.179 17.599 6.335  -2.842  -4.554 0.284  F1   5FP 27 
5FP N14  N14  N 0 1 N N N 62.797 17.307 9.136  -1.663  -2.113 -0.523 N14  5FP 28 
5FP C15  C15  C 0 1 N N N 62.440 18.275 10.166 -2.766  -1.602 0.061  C15  5FP 29 
5FP O15  O15  O 0 1 N N N 61.297 18.749 10.214 -3.124  -2.014 1.144  O15  5FP 30 
5FP C16  C16  C 0 1 N N S 63.550 18.884 11.028 -3.553  -0.520 -0.632 C16  5FP 31 
5FP C33  C33  C 0 1 N N N 63.227 18.872 12.535 -2.656  0.699  -0.857 C33  5FP 32 
5FP C35  C35  C 0 1 N N N 64.405 19.315 13.395 -3.455  1.798  -1.560 C35  5FP 33 
5FP C34  C34  C 0 1 N N N 62.775 17.497 13.015 -2.153  1.217  0.492  C34  5FP 34 
5FP N17  N17  N 0 1 N N N 63.792 20.212 10.483 -4.696  -0.138 0.201  N17  5FP 35 
5FP C18  C18  C 0 1 N N N 65.115 20.645 10.075 -5.792  0.403  -0.367 C18  5FP 36 
5FP O18  O18  O 0 1 N N N 66.077 19.890 10.232 -5.832  0.573  -1.567 O18  5FP 37 
5FP C19  C19  C 0 1 N N S 65.327 22.114 9.700  -6.968  0.796  0.490  C19  5FP 38 
5FP C36  C36  C 0 1 N N N 65.939 22.328 8.307  -7.501  -0.438 1.222  C36  5FP 39 
5FP C38  C38  C 0 1 N N N 67.026 23.413 8.265  -8.695  -0.039 2.092  C38  5FP 40 
5FP C37  C37  C 0 1 N N N 64.848 22.621 7.279  -7.943  -1.486 0.198  C37  5FP 41 
5FP N20  N20  N 0 1 N N N 66.114 22.724 10.757 -8.024  1.355  -0.357 N20  5FP 42 
5FP C21  C21  C 0 1 N N N 65.542 23.758 11.600 -8.923  2.213  0.165  C21  5FP 43 
5FP O21  O21  O 0 1 N N N 64.392 24.168 11.412 -8.858  2.521  1.337  O21  5FP 44 
5FP C22  C22  C 0 1 N N N 66.435 24.399 12.661 -10.010 2.788  -0.706 C22  5FP 45 
5FP C23  C23  C 0 1 N N N 66.549 23.531 13.917 -10.888 3.725  0.126  C23  5FP 46 
5FP C39  C39  C 0 1 N N N 67.713 22.551 13.784 -10.060 4.926  0.587  C39  5FP 47 
5FP C24  C24  C 0 1 N N N 65.234 22.836 14.288 -12.063 4.212  -0.725 C24  5FP 48 
5FP H4   H4   H 0 1 N N N 55.292 12.998 12.491 6.942   2.352  1.055  H4   5FP 49 
5FP H3   H3   H 0 1 N N N 53.003 13.000 12.694 9.381   2.670  0.738  H3   5FP 50 
5FP HO3  HO3  H 0 1 N N N 51.613 14.106 11.142 9.182   0.166  -0.604 HO3  5FP 51 
5FP H21  1H2  H 0 1 N N N 54.125 11.439 10.804 8.002   1.775  -1.833 H21  5FP 52 
5FP H22  2H2  H 0 1 N N N 52.496 11.314 11.286 7.743   3.348  -1.042 H22  5FP 53 
5FP HO2  HO2  H 0 1 N N N 53.333 12.510 7.574  10.372  4.022  -3.523 HO2  5FP 54 
5FP HN5  HN5  H 0 1 N N N 54.968 14.262 9.771  7.349   -0.048 -0.558 HN5  5FP 55 
5FP H7   H7   H 0 1 N N N 56.967 14.555 8.545  5.219   -1.689 -0.376 H7   5FP 56 
5FP H291 1H29 H 0 0 N N N 57.209 12.726 6.781  4.539   0.623  -2.249 H291 5FP 57 
5FP H292 2H29 H 0 0 N N N 56.997 11.502 8.135  6.010   -0.376 -2.325 H292 5FP 58 
5FP H293 3H29 H 0 0 N N N 55.695 12.545 7.805  4.420   -1.107 -2.650 H293 5FP 59 
5FP HN8  HN8  H 0 1 N N N 59.318 12.795 8.453  2.987   0.114  0.170  HN8  5FP 60 
5FP H101 1H10 H 0 0 N N N 61.491 15.083 10.238 0.656   -1.000 -0.597 H101 5FP 61 
5FP H102 2H10 H 0 0 N N N 61.427 13.611 9.396  1.069   -1.567 1.040  H102 5FP 62 
5FP H11  H11  H 0 1 N N N 61.187 15.046 7.175  1.120   -3.920 0.159  H11  5FP 63 
5FP H1   H1   H 0 1 N N N 63.542 15.277 7.206  0.064   -2.644 -2.158 H1   5FP 64 
5FP H12  H12  H 0 1 N N N 60.797 17.184 8.524  -0.919  -2.997 1.227  H12  5FP 65 
5FP H14  H14  H 0 1 N N N 63.746 16.936 9.098  -1.377  -1.783 -1.389 H14  5FP 66 
5FP H16  H16  H 0 1 N N N 64.479 18.270 10.978 -3.911  -0.890 -1.593 H16  5FP 67 
5FP H33  H33  H 0 1 N N N 62.394 19.604 12.654 -1.805  0.415  -1.476 H33  5FP 68 
5FP H351 1H35 H 0 0 N N N 64.171 19.306 14.485 -4.305  2.082  -0.940 H351 5FP 69 
5FP H352 2H35 H 0 0 N N N 65.311 18.703 13.176 -2.815  2.666  -1.720 H352 5FP 70 
5FP H353 3H35 H 0 0 N N N 64.779 20.315 13.074 -3.813  1.428  -2.521 H353 5FP 71 
5FP H341 1H34 H 0 0 N N N 62.541 17.488 14.105 -1.584  0.435  0.993  H341 5FP 72 
5FP H342 2H34 H 0 0 N N N 61.913 17.123 12.414 -1.514  2.086  0.332  H342 5FP 73 
5FP H343 3H34 H 0 0 N N N 63.524 16.712 12.756 -3.003  1.502  1.112  H343 5FP 74 
5FP H17  H17  H 0 1 N N N 63.010 20.859 10.383 -4.664  -0.275 1.161  H17  5FP 75 
5FP H19  H19  H 0 1 N N N 64.332 22.610 9.617  -6.653  1.542  1.219  H19  5FP 76 
5FP H36  H36  H 0 1 N N N 66.449 21.371 8.047  -6.715  -0.855 1.852  H36  5FP 77 
5FP H381 1H38 H 0 0 N N N 67.470 23.568 7.254  -9.074  -0.918 2.613  H381 5FP 78 
5FP H382 2H38 H 0 0 N N N 66.636 24.374 8.674  -8.380  0.707  2.821  H382 5FP 79 
5FP H383 3H38 H 0 0 N N N 67.823 23.198 9.014  -9.480  0.377  1.461  H383 5FP 80 
5FP H371 1H37 H 0 0 N N N 65.292 22.776 6.268  -7.092  -1.770 -0.421 H371 5FP 81 
5FP H372 2H37 H 0 0 N N N 64.064 21.827 7.269  -8.323  -2.365 0.719  H372 5FP 82 
5FP H373 3H37 H 0 0 N N N 64.209 23.481 7.587  -8.729  -1.070 -0.432 H373 5FP 83 
5FP H20  H20  H 0 1 N N N 67.076 22.423 10.908 -8.076  1.109  -1.293 H20  5FP 84 
5FP H221 1H22 H 0 0 N N N 67.440 24.645 12.247 -10.620 1.979  -1.108 H221 5FP 85 
5FP H222 2H22 H 0 0 N N N 66.089 25.429 12.911 -9.560  3.346  -1.527 H222 5FP 86 
5FP H23  H23  H 0 1 N N N 66.768 24.210 14.773 -11.267 3.189  0.997  H23  5FP 87 
5FP H391 1H39 H 0 0 N N N 67.796 21.918 14.698 -9.681  5.461  -0.284 H391 5FP 88 
5FP H392 2H39 H 0 0 N N N 67.632 21.933 12.858 -10.686 5.593  1.179  H392 5FP 89 
5FP H393 3H39 H 0 0 N N N 68.670 23.073 13.551 -9.223  4.579  1.193  H393 5FP 90 
5FP H241 1H24 H 0 0 N N N 65.317 22.203 15.202 -11.684 4.747  -1.595 H241 5FP 91 
5FP H242 2H24 H 0 0 N N N 64.407 23.577 14.390 -12.653 3.356  -1.053 H242 5FP 92 
5FP H243 3H24 H 0 0 N N N 64.841 22.243 13.429 -12.689 4.879  -0.132 H243 5FP 93 
# 
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 
5FP F6  C25  SING N N 1  
5FP C25 F4   SING N N 2  
5FP C25 F5   SING N N 3  
5FP C25 C4   SING N N 4  
5FP C4  C3   SING N N 5  
5FP C4  N5   SING N N 6  
5FP C4  H4   SING N N 7  
5FP C3  O3   SING N N 8  
5FP C3  C2   SING N N 9  
5FP C3  H3   SING N N 10 
5FP O3  HO3  SING N N 11 
5FP C2  C1   SING N N 12 
5FP C2  H21  SING N N 13 
5FP C2  H22  SING N N 14 
5FP C1  O2   SING N N 15 
5FP C1  O1   DOUB N N 16 
5FP O2  HO2  SING N N 17 
5FP N5  C6   SING N N 18 
5FP N5  HN5  SING N N 19 
5FP C6  O6   DOUB N N 20 
5FP C6  C7   SING N N 21 
5FP C7  C29  SING N N 22 
5FP C7  N8   SING N N 23 
5FP C7  H7   SING N N 24 
5FP C29 H291 SING N N 25 
5FP C29 H292 SING N N 26 
5FP C29 H293 SING N N 27 
5FP N8  C9   SING N N 28 
5FP N8  HN8  SING N N 29 
5FP C9  O9   DOUB N N 30 
5FP C9  C10  SING N N 31 
5FP C10 C11  SING N N 32 
5FP C10 H101 SING N N 33 
5FP C10 H102 SING N N 34 
5FP C11 O11  SING N N 35 
5FP C11 C12  SING N N 36 
5FP C11 H11  SING N N 37 
5FP O11 H1   SING N N 38 
5FP C12 C13  SING N N 39 
5FP C12 N14  SING N N 40 
5FP C12 H12  SING N N 41 
5FP C13 F3   SING N N 42 
5FP C13 F2   SING N N 43 
5FP C13 F1   SING N N 44 
5FP N14 C15  SING N N 45 
5FP N14 H14  SING N N 46 
5FP C15 O15  DOUB N N 47 
5FP C15 C16  SING N N 48 
5FP C16 C33  SING N N 49 
5FP C16 N17  SING N N 50 
5FP C16 H16  SING N N 51 
5FP C33 C35  SING N N 52 
5FP C33 C34  SING N N 53 
5FP C33 H33  SING N N 54 
5FP C35 H351 SING N N 55 
5FP C35 H352 SING N N 56 
5FP C35 H353 SING N N 57 
5FP C34 H341 SING N N 58 
5FP C34 H342 SING N N 59 
5FP C34 H343 SING N N 60 
5FP N17 C18  SING N N 61 
5FP N17 H17  SING N N 62 
5FP C18 O18  DOUB N N 63 
5FP C18 C19  SING N N 64 
5FP C19 C36  SING N N 65 
5FP C19 N20  SING N N 66 
5FP C19 H19  SING N N 67 
5FP C36 C38  SING N N 68 
5FP C36 C37  SING N N 69 
5FP C36 H36  SING N N 70 
5FP C38 H381 SING N N 71 
5FP C38 H382 SING N N 72 
5FP C38 H383 SING N N 73 
5FP C37 H371 SING N N 74 
5FP C37 H372 SING N N 75 
5FP C37 H373 SING N N 76 
5FP N20 C21  SING N N 77 
5FP N20 H20  SING N N 78 
5FP C21 O21  DOUB N N 79 
5FP C21 C22  SING N N 80 
5FP C22 C23  SING N N 81 
5FP C22 H221 SING N N 82 
5FP C22 H222 SING N N 83 
5FP C23 C39  SING N N 84 
5FP C23 C24  SING N N 85 
5FP C23 H23  SING N N 86 
5FP C39 H391 SING N N 87 
5FP C39 H392 SING N N 88 
5FP C39 H393 SING N N 89 
5FP C24 H241 SING N N 90 
5FP C24 H242 SING N N 91 
5FP C24 H243 SING N N 92 
# 
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 
5FP SMILES           ACDLabs              10.04 O=C(NC(C(=O)NC(C(O)CC(=O)O)C(F)(F)F)C)CC(O)C(NC(=O)C(NC(=O)C(NC(=O)CC(C)C)C(C)C)C(C)C)C(F)(F)F 
5FP InChI            InChI                1.02b 
;InChI=1/C28H45F6N5O9/c1-11(2)8-17(42)36-20(12(3)4)25(47)37-21(13(5)6)26(48)39-22(27(29,30)31)15(40)9-18(43)35-14(7)24(46)38-23(28(32,33)34)16(41)10-19(44)45/h11-16,20-23,40-41H,8-10H2,1-7H3,(H,35,43)(H,36,42)(H,37,47)(H,38,46)(H,39,48)(H,44,45)/t14-,15-,16-,20-,21-,22+,23+/m0/s1/f/h35-39,44H
;
5FP InChIKey         InChI                1.02b UDWBPCUKJLZZFA-KFAVPSSLDI 
5FP SMILES_CANONICAL CACTVS               3.341 CC(C)CC(=O)N[C@@H](C(C)C)C(=O)N[C@@H](C(C)C)C(=O)N[C@H]([C@@H](O)CC(=O)N[C@@H](C)C(=O)N[C@H]([C@@H](O)CC(O)=O)C(F)(F)F)C(F)(F)F 
5FP SMILES           CACTVS               3.341 CC(C)CC(=O)N[CH](C(C)C)C(=O)N[CH](C(C)C)C(=O)N[CH]([CH](O)CC(=O)N[CH](C)C(=O)N[CH]([CH](O)CC(O)=O)C(F)(F)F)C(F)(F)F 
5FP SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 CC(C)CC(=O)N[C@@H](C(C)C)C(=O)N[C@@H](C(C)C)C(=O)N[C@H]([C@H](CC(=O)N[C@@H](C)C(=O)N[C@H]([C@H](CC(=O)O)O)C(F)(F)F)O)C(F)(F)F 
5FP SMILES           "OpenEye OEToolkits" 1.5.0 CC(C)CC(=O)NC(C(C)C)C(=O)NC(C(C)C)C(=O)NC(C(CC(=O)NC(C)C(=O)NC(C(CC(=O)O)O)C(F)(F)F)O)C(F)(F)F 
# 
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 
5FP "SYSTEMATIC NAME" ACDLabs              10.04 "(6S,9S,12R,13S,17S,20R,21S)-13,21-dihydroxy-2,17-dimethyl-6,9-bis(1-methylethyl)-4,7,10,15,18-pentaoxo-12,20-bis(trifluoromethyl)-5,8,11,16,19-pentaazatricosan-23-oic acid (non-preferred name)" 
5FP "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 
"(3S,4R)-5,5,5-trifluoro-3-hydroxy-4-[[(2S)-2-[[(3S,4R)-5,5,5-trifluoro-3-hydroxy-4-[[(2S)-3-methyl-2-[[(2S)-3-methyl-2-(3-methylbutanoylamino)butanoyl]amino]butanoyl]amino]pentanoyl]amino]propanoyl]amino]pentanoic acid" 
# 
