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 peptide-like _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 2011-06-04 _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 Corina _chem_comp.pdbx_ideal_coordinates_missing_flag N _chem_comp.pdbx_model_coordinates_db_code 1XE6 _chem_comp.pdbx_subcomponent_list "IVA VAL VAL F3T ALA F3T" _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 C22 C22 C 0 1 N N N 66.435 24.399 12.661 -9.559 -3.472 0.493 CA IVA 1 5FP C23 C23 C 0 1 N N N 66.549 23.531 13.917 -10.662 -3.953 -0.453 CB IVA 2 5FP C39 C39 C 0 1 N N N 67.713 22.551 13.784 -10.037 -4.417 -1.770 CG1 IVA 3 5FP C24 C24 C 0 1 N N N 65.234 22.836 14.288 -11.416 -5.117 0.193 CG2 IVA 4 5FP C21 C21 C 0 1 N N N 65.542 23.758 11.600 -8.897 -2.249 -0.088 C IVA 5 5FP O21 O21 O 0 1 N N N 64.392 24.168 11.412 -9.271 -1.805 -1.153 O IVA 6 5FP N20 N20 N 0 1 N N N 66.114 22.724 10.757 -7.891 -1.648 0.577 N VAL 7 5FP C19 C19 C 0 1 N N S 65.327 22.114 9.700 -7.247 -0.459 0.013 CA VAL 8 5FP C18 C18 C 0 1 N N N 65.115 20.645 10.075 -5.846 -0.341 0.554 C VAL 9 5FP O18 O18 O 0 1 N N N 66.077 19.890 10.232 -5.576 -0.802 1.643 O VAL 10 5FP C36 C36 C 0 1 N N N 65.939 22.328 8.307 -8.049 0.786 0.398 CB VAL 11 5FP C37 C37 C 0 1 N N N 64.848 22.621 7.279 -9.497 0.623 -0.067 CG1 VAL 12 5FP C38 C38 C 0 1 N N N 67.026 23.413 8.265 -7.433 2.016 -0.273 CG2 VAL 13 5FP N17 N17 N 0 1 N N N 63.792 20.212 10.483 -4.892 0.275 -0.172 N VAL 14 5FP C16 C16 C 0 1 N N S 63.550 18.884 11.028 -3.507 0.295 0.304 CA VAL 15 5FP C15 C15 C 0 1 N N N 62.440 18.275 10.166 -2.791 1.485 -0.281 C VAL 16 5FP O15 O15 O 0 1 N N N 61.297 18.749 10.214 -3.183 1.979 -1.317 O VAL 17 5FP C33 C33 C 0 1 N N N 63.227 18.872 12.535 -2.800 -0.991 -0.131 CB VAL 18 5FP C34 C34 C 0 1 N N N 62.775 17.497 13.015 -3.596 -2.202 0.360 CG1 VAL 19 5FP C35 C35 C 0 1 N N N 64.405 19.315 13.395 -1.393 -1.027 0.468 CG2 VAL 20 5FP N14 N14 N 0 1 N N N 62.797 17.307 9.136 -1.715 2.000 0.347 N F3T 21 5FP C9 C9 C 0 1 N N N 59.582 14.782 9.200 2.585 1.748 0.345 C1 F3T 22 5FP F1 F1 F 0 1 N N N 63.179 17.599 6.335 -1.618 4.609 1.433 F1 F3T 23 5FP C10 C10 C 0 1 N N N 61.103 14.672 9.277 1.137 1.719 -0.072 C2 F3T 24 5FP F2 F2 F 0 1 N N N 61.153 16.971 5.906 -2.911 4.438 -0.443 F2 F3T 25 5FP O9 O9 O 0 1 N N N 59.033 15.805 9.628 3.049 2.746 0.853 O2 F3T 26 5FP C11 C11 C 0 1 N N S 61.786 15.332 8.072 0.485 3.064 0.255 C3 F3T 27 5FP F3 F3 F 0 1 N N N 61.546 18.841 6.886 -0.868 5.455 -0.553 F3 F3T 28 5FP O11 O11 O 0 1 N N N 63.120 14.869 7.953 0.467 3.253 1.671 O3 F3T 29 5FP C12 C12 C 0 1 N N R 61.802 16.867 8.160 -0.948 3.079 -0.280 C4 F3T 30 5FP C13 C13 C 0 1 N N N 61.933 17.579 6.788 -1.600 4.424 0.046 C5 F3T 31 5FP N8 N8 N 0 1 N N N 58.809 13.613 8.790 3.363 0.664 0.153 N ALA 32 5FP C7 C7 C 0 1 N N S 57.348 13.548 8.834 4.771 0.692 0.558 CA ALA 33 5FP C6 C6 C 0 1 N N N 56.797 13.307 10.250 5.550 -0.302 -0.263 C ALA 34 5FP O6 O6 O 0 1 N N N 57.433 12.705 11.112 4.985 -0.968 -1.104 O ALA 35 5FP C29 C29 C 0 1 N N N 56.810 12.552 7.808 4.882 0.328 2.040 CB ALA 36 5FP N5 N5 N 0 1 N N N 55.475 13.821 10.539 6.874 -0.450 -0.063 N F3T 37 5FP C1 C1 C 0 1 N N N 52.742 12.342 9.374 9.675 -3.040 1.938 C1 F3T 38 5FP F4 F4 F 0 1 N N N 54.873 16.126 11.589 8.853 0.348 -1.919 F1 F3T 39 5FP O2 O2 O 0 1 N N N 53.611 12.324 8.464 9.546 -3.655 3.124 O1 F3T 40 5FP C2 C2 C 0 1 N N N 53.188 12.043 10.803 8.457 -2.501 1.233 C2 F3T 41 5FP F5 F5 F 0 1 N N N 54.004 15.364 13.396 6.914 -0.370 -2.890 F2 F3T 42 5FP O1 O1 O 0 1 N N N 51.527 12.590 9.140 10.767 -2.918 1.436 O2 F3T 43 5FP C3 C3 C 0 1 N N S 53.350 13.304 11.679 8.878 -1.853 -0.088 C3 F3T 44 5FP F6 F6 F 0 1 N N N 56.137 15.211 13.061 8.776 -1.692 -2.945 F3 F3T 45 5FP O3 O3 O 0 1 N N N 52.516 14.387 11.236 9.695 -0.712 0.181 O3 F3T 46 5FP C4 C4 C 0 1 N N R 54.814 13.759 11.831 7.632 -1.417 -0.862 C4 F3T 47 5FP C25 C25 C 0 1 N N N 54.949 15.149 12.488 8.053 -0.769 -2.182 C5 F3T 48 5FP H221 H221 H 0 0 N N N 67.441 24.537 12.237 -8.818 -4.261 0.618 HA1 IVA 49 5FP H222 H222 H 0 0 N N N 66.003 25.370 12.943 -9.994 -3.225 1.462 HA2 IVA 50 5FP H23 H23 H 0 1 N N N 66.765 24.201 14.762 -11.355 -3.135 -0.648 HB IVA 51 5FP H391 H391 H 0 0 N N N 67.781 21.936 14.693 -9.344 -5.235 -1.574 HG11 IVA 52 5FP H392 H392 H 0 0 N N N 67.546 21.900 12.913 -10.822 -4.760 -2.444 HG12 IVA 53 5FP H393 H393 H 0 0 N N N 68.650 23.111 13.650 -9.500 -3.588 -2.230 HG13 IVA 54 5FP H241 H241 H 0 0 N N N 65.382 22.231 15.195 -11.861 -4.786 1.131 HG21 IVA 55 5FP H242 H242 H 0 0 N N N 64.459 23.594 14.475 -12.201 -5.459 -0.481 HG22 IVA 56 5FP H243 H243 H 0 0 N N N 64.917 22.185 13.460 -10.722 -5.935 0.388 HG23 IVA 57 5FP H20 H20 H 0 1 N N N 67.058 22.429 10.905 -7.592 -2.003 1.429 H VAL 58 5FP H19 H19 H 0 1 N N N 64.345 22.604 9.619 -7.211 -0.546 -1.073 HA VAL 59 5FP H36 H36 H 0 1 N N N 66.443 21.384 8.051 -8.026 0.913 1.480 HB VAL 60 5FP H371 H371 H 0 0 N N N 65.306 22.771 6.290 -9.936 -0.253 0.411 HG11 VAL 61 5FP H372 H372 H 0 0 N N N 64.149 21.773 7.234 -10.069 1.510 0.207 HG12 VAL 62 5FP H373 H373 H 0 0 N N N 64.303 23.530 7.572 -9.520 0.497 -1.149 HG13 VAL 63 5FP H381 H381 H 0 0 N N N 67.413 23.506 7.239 -7.462 1.892 -1.355 HG21 VAL 64 5FP H382 H382 H 0 0 N N N 66.597 24.374 8.583 -8.001 2.904 0.007 HG22 VAL 65 5FP H383 H383 H 0 0 N N N 67.847 23.136 8.942 -6.399 2.128 0.053 HG23 VAL 66 5FP H17 H17 H 0 1 N N N 63.023 20.845 10.387 -5.123 0.707 -1.009 H VAL 67 5FP H16 H16 H 0 1 N N N 64.467 18.279 10.980 -3.497 0.364 1.392 HA VAL 68 5FP H33 H33 H 0 1 N N N 62.406 19.594 12.653 -2.733 -1.018 -1.219 HB VAL 69 5FP H341 H341 H 0 0 N N N 62.557 17.538 14.092 -4.598 -2.176 -0.067 HG11 VAL 70 5FP H342 H342 H 0 0 N N N 61.869 17.198 12.468 -3.092 -3.117 0.050 HG12 VAL 71 5FP H343 H343 H 0 0 N N N 63.574 16.764 12.830 -3.663 -2.175 1.448 HG13 VAL 72 5FP H351 H351 H 0 0 N N N 64.116 19.286 14.456 -1.454 -0.886 1.548 HG21 VAL 73 5FP H352 H352 H 0 0 N N N 65.256 18.638 13.228 -0.932 -1.991 0.254 HG22 VAL 74 5FP H353 H353 H 0 0 N N N 64.693 20.341 13.121 -0.791 -0.231 0.031 HG23 VAL 75 5FP H14 H14 H 0 1 N N N 63.727 16.942 9.097 -1.449 1.656 1.214 HN F3T 76 5FP H101 H101 H 0 0 N N N 61.446 15.173 10.194 1.071 1.534 -1.144 H2 F3T 77 5FP H102 H102 H 0 0 N N N 61.378 13.607 9.298 0.620 0.924 0.466 H2A F3T 78 5FP H11 H11 H 0 1 N N N 61.195 15.051 7.188 1.056 3.867 -0.212 H3 F3T 79 5FP H1 H1 H 0 1 N N N 63.534 15.283 7.205 -0.025 2.573 2.152 HO3 F3T 80 5FP H12 H12 H 0 1 N N N 60.811 17.180 8.520 -0.935 2.935 -1.361 H4 F3T 81 5FP HN8 HN8 H 0 1 N N N 59.307 12.811 8.460 2.991 -0.134 -0.253 H ALA 82 5FP H7 H7 H 0 1 N N N 56.973 14.542 8.549 5.175 1.692 0.399 HA ALA 83 5FP H291 H291 H 0 0 N N N 57.239 12.775 6.820 4.318 1.048 2.635 HB1 ALA 84 5FP H292 H292 H 0 0 N N N 57.090 11.531 8.107 4.478 -0.671 2.200 HB2 ALA 85 5FP H293 H293 H 0 0 N N N 55.714 12.632 7.759 5.929 0.349 2.342 HB3 ALA 86 5FP HN5 HN5 H 0 1 N N N 54.976 14.254 9.788 7.326 0.083 0.610 HN F3T 87 5FP HO2 HO2 H 0 1 N N N 53.201 12.519 7.630 10.355 -3.984 3.538 HO1 F3T 88 5FP H21 H21 H 0 1 N N N 54.161 11.532 10.757 7.971 -1.757 1.864 H2 F3T 89 5FP H22 H22 H 0 1 N N N 52.429 11.398 11.270 7.762 -3.317 1.032 H2A F3T 90 5FP H3 H3 H 0 1 N N N 53.008 13.004 12.681 9.442 -2.572 -0.682 H3 F3T 91 5FP HO3 HO3 H 0 1 N N N 52.006 14.108 10.485 9.257 -0.029 0.707 HO3 F3T 92 5FP H4 H4 H 0 1 N N N 55.286 13.009 12.482 7.009 -2.287 -1.066 H4 F3T 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 12.01 "O=C(NC(C(O)CC(=O)O)C(F)(F)F)C(NC(=O)CC(O)C(NC(=O)C(NC(=O)C(NC(=O)CC(C)C)C(C)C)C(C)C)C(F)(F)F)C" 5FP SMILES_CANONICAL CACTVS 3.370 "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 3.370 "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" 1.7.0 "C[C@@H](C(=O)N[C@H]([C@H](CC(=O)O)O)C(F)(F)F)NC(=O)C[C@@H]([C@H](C(F)(F)F)NC(=O)[C@H](C(C)C)NC(=O)[C@H](C(C)C)NC(=O)CC(C)C)O" 5FP SMILES "OpenEye OEToolkits" 1.7.0 "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" 5FP InChI InChI 1.03 ;InChI=1S/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 ; 5FP InChIKey InChI 1.03 UDWBPCUKJLZZFA-AIBCRYBESA-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 5FP "SYSTEMATIC NAME" ACDLabs 12.01 "(6S,9S,12R,13S,17S,20R,21S)-13,21-dihydroxy-2,17-dimethyl-4,7,10,15,18-pentaoxo-6,9-di(propan-2-yl)-12,20-bis(trifluoromethyl)-5,8,11,16,19-pentaazatricosan-23-oic acid (non-preferred name)" 5FP "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.0 "(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" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site 5FP "Create component" 2004-09-16 RCSB 5FP "Other modification" 2010-11-17 RCSB 5FP "Modify descriptor" 2011-06-04 RCSB #