data_5FE # _chem_comp.id 5FE _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 METHYL ESTER" _chem_comp.type peptide-like _chem_comp.pdbx_type HETAIN _chem_comp.formula "C29 H47 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 723.702 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 5FE _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 1XE5 _chem_comp.pdbx_subcomponent_list "IVA VAL VAL F3T ALA F3M" _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 5FE C22 C22 C 0 1 N N N 67.494 24.135 11.844 -10.160 3.043 -0.641 CA IVA 1 5FE C23 C23 C 0 1 N N N 67.246 23.428 13.177 -11.406 3.432 0.157 CB IVA 2 5FE C39 C39 C 0 1 N N N 68.364 23.778 14.155 -10.988 4.173 1.428 CG1 IVA 3 5FE C24 C24 C 0 1 N N N 67.090 21.915 13.010 -12.294 4.341 -0.695 CG2 IVA 4 5FE C21 C21 C 0 1 N N N 66.331 24.072 10.861 -9.346 2.052 0.149 C IVA 5 5FE O21 O21 O 0 1 N N N 65.206 24.341 11.270 -9.725 1.691 1.243 O IVA 6 5FE N20 N20 N 0 1 N N N 66.513 23.216 9.704 -8.196 1.566 -0.359 N VAL 7 5FE C19 C19 C 0 1 N N S 65.406 22.539 9.046 -7.405 0.601 0.409 CA VAL 8 5FE C18 C18 C 0 1 N N N 65.370 21.139 9.663 -5.964 0.676 -0.024 C VAL 9 5FE O18 O18 O 0 1 N N N 66.333 20.411 9.474 -5.630 1.457 -0.890 O VAL 10 5FE C36 C36 C 0 1 N N N 65.560 22.513 7.515 -7.940 -0.810 0.161 CB VAL 11 5FE C37 C37 C 0 1 N N N 64.442 21.706 6.853 -7.838 -1.140 -1.330 CG1 VAL 12 5FE C38 C38 C 0 1 N N N 65.636 23.922 6.917 -9.404 -0.886 0.601 CG2 VAL 13 5FE N17 N17 N 0 1 N N N 64.122 20.611 10.188 -5.045 -0.126 0.550 N VAL 14 5FE C16 C16 C 0 1 N N S 63.879 19.202 10.472 -3.644 -0.054 0.128 CA VAL 15 5FE C15 C15 C 0 1 N N N 62.718 18.768 9.575 -2.965 -1.370 0.413 C VAL 16 5FE O15 O15 O 0 1 N N N 61.609 19.308 9.651 -3.341 -2.057 1.339 O VAL 17 5FE C33 C33 C 0 1 N N N 63.579 18.924 11.953 -2.937 1.062 0.899 CB VAL 18 5FE C34 C34 C 0 1 N N N 63.253 17.450 12.207 -3.671 2.385 0.670 CG1 VAL 19 5FE C35 C35 C 0 1 N N N 64.713 19.402 12.859 -1.494 1.188 0.406 CG2 VAL 20 5FE N14 N14 N 0 1 N N N 62.992 17.762 8.571 -1.942 -1.781 -0.361 N F3T 21 5FE C9 C9 C 0 1 N N N 59.808 15.231 8.711 2.363 -1.724 -0.504 C1 F3T 22 5FE F1 F1 F 0 1 N N N 63.364 17.828 5.777 -2.022 -4.091 -1.990 F1 F3T 23 5FE C10 C10 C 0 1 N N N 61.326 15.110 8.784 0.934 -1.724 -0.024 C2 F3T 24 5FE F2 F2 F 0 1 N N N 61.257 17.495 5.434 -3.236 -4.279 -0.064 F2 F3T 25 5FE O9 O9 O 0 1 N N N 59.227 16.045 9.441 2.756 -2.606 -1.238 O2 F3T 26 5FE C11 C11 C 0 1 N N S 62.027 15.747 7.582 0.201 -2.935 -0.604 C3 F3T 27 5FE F3 F3 F 0 1 N N N 61.938 19.302 6.424 -1.247 -5.383 -0.273 F3 F3T 28 5FE O11 O11 O 0 1 N N N 63.365 15.264 7.560 0.122 -2.808 -2.025 O3 F3T 29 5FE C12 C12 C 0 1 N N R 61.986 17.291 7.636 -1.211 -3.004 -0.019 C4 F3T 30 5FE C13 C13 C 0 1 N N N 62.148 17.997 6.276 -1.944 -4.215 -0.599 C5 F3T 31 5FE N8 N8 N 0 1 N N N 59.079 14.218 7.959 3.204 -0.744 -0.119 N ALA 32 5FE C7 C7 C 0 1 N N S 57.631 14.084 8.002 4.592 -0.744 -0.586 CA ALA 33 5FE C6 C6 C 0 1 N N N 57.155 13.848 9.435 5.452 0.011 0.395 C ALA 34 5FE O6 O6 O 0 1 N N N 57.748 13.066 10.181 4.954 0.501 1.386 O ALA 35 5FE C29 C29 C 0 1 N N N 57.119 12.990 7.064 4.670 -0.070 -1.957 CB ALA 36 5FE N5 N5 N 0 1 N N N 55.905 14.481 9.812 6.775 0.141 0.171 N F3M 37 5FE C1 C1 C 0 1 N N N 52.772 11.876 9.331 9.634 2.981 -1.349 C1 F3M 38 5FE F4 F4 F 0 1 N N N 54.693 16.614 11.081 8.774 -1.130 1.715 F1 F3M 39 5FE O1 O1 O 0 1 N N N 51.674 12.517 9.354 9.496 3.846 -2.366 O1 F3M 40 5FE C2 C2 C 0 1 N N N 53.910 12.263 10.276 8.416 2.355 -0.721 C2 F3M 41 5FE F5 F5 F 0 1 N N N 54.610 15.552 12.956 6.911 -0.558 2.908 F2 F3M 42 5FE O2 O2 O 0 1 N N N 52.997 10.912 8.545 10.736 2.705 -0.937 O2 F3M 43 5FE C3 C3 C 0 1 N N S 53.836 13.697 10.842 8.849 1.415 0.406 C3 F3M 44 5FE F6 F6 F 0 1 N N N 56.503 16.013 12.035 8.842 0.637 3.161 F3 F3M 45 5FE O3 O3 O 0 1 N N N 53.076 14.549 9.990 9.595 0.326 -0.142 O3 F3M 46 5FE C4 C4 C 0 1 N N R 55.238 14.294 11.082 7.611 0.875 1.124 C4 F3M 47 5FE C25 C25 C 0 1 N N N 55.252 15.652 11.807 8.044 -0.064 2.251 C5 F3M 48 5FE CA CA C 0 1 N N N 50.662 11.775 9.261 10.712 4.411 -2.921 CA F3M 49 5FE H221 H221 H 0 0 N N N 68.362 23.656 11.367 -9.560 3.933 -0.834 HA1 IVA 50 5FE H222 H222 H 0 0 N N N 67.694 25.195 12.059 -10.460 2.595 -1.588 HA2 IVA 51 5FE H23 H23 H 0 1 N N N 66.290 23.786 13.587 -11.960 2.532 0.426 HB IVA 52 5FE H391 H391 H 0 0 N N N 68.186 23.269 15.114 -11.875 4.449 1.997 HG11 IVA 53 5FE H392 H392 H 0 0 N N N 69.329 23.451 13.741 -10.355 3.525 2.035 HG12 IVA 54 5FE H393 H393 H 0 0 N N N 68.383 24.866 14.315 -10.434 5.073 1.158 HG13 IVA 55 5FE H241 H241 H 0 0 N N N 66.914 21.453 13.993 -12.593 3.813 -1.600 HG21 IVA 56 5FE H242 H242 H 0 0 N N N 66.236 21.705 12.349 -13.182 4.617 -0.126 HG22 IVA 57 5FE H243 H243 H 0 0 N N N 68.007 21.499 12.568 -11.741 5.240 -0.964 HG23 IVA 58 5FE H20 H20 H 0 1 N N N 67.437 23.086 9.344 -7.893 1.855 -1.234 H VAL 59 5FE H19 H19 H 0 1 N N N 64.455 23.069 9.204 -7.478 0.836 1.471 HA VAL 60 5FE H36 H36 H 0 1 N N N 66.517 22.013 7.305 -7.352 -1.528 0.733 HB VAL 61 5FE H371 H371 H 0 0 N N N 64.584 21.709 5.762 -6.796 -1.086 -1.643 HG11 VAL 62 5FE H372 H372 H 0 0 N N N 64.469 20.671 7.223 -8.220 -2.145 -1.507 HG12 VAL 63 5FE H373 H373 H 0 0 N N N 63.469 22.158 7.098 -8.427 -0.422 -1.901 HG13 VAL 64 5FE H381 H381 H 0 0 N N N 65.745 23.852 5.825 -9.785 -1.891 0.424 HG21 VAL 65 5FE H382 H382 H 0 0 N N N 64.715 24.473 7.159 -9.476 -0.651 1.663 HG22 VAL 66 5FE H383 H383 H 0 0 N N N 66.502 24.453 7.339 -9.992 -0.168 0.029 HG23 VAL 67 5FE H17 H17 H 0 1 N N N 63.380 21.258 10.366 -5.312 -0.752 1.242 H VAL 68 5FE H16 H16 H 0 1 N N N 64.789 18.622 10.261 -3.596 0.155 -0.940 HA VAL 69 5FE H33 H33 H 0 1 N N N 62.681 19.506 12.207 -2.937 0.826 1.963 HB VAL 70 5FE H341 H341 H 0 0 N N N 63.046 17.299 13.277 -4.699 2.295 1.022 HG11 VAL 71 5FE H342 H342 H 0 0 N N N 62.369 17.163 11.618 -3.167 3.180 1.219 HG12 VAL 72 5FE H343 H343 H 0 0 N N N 64.110 16.828 11.908 -3.670 2.621 -0.394 HG13 VAL 73 5FE H351 H351 H 0 0 N N N 64.461 19.186 13.908 -1.490 1.311 -0.677 HG21 VAL 74 5FE H352 H352 H 0 0 N N N 65.642 18.879 12.590 -1.024 2.054 0.872 HG22 VAL 75 5FE H353 H353 H 0 0 N N N 64.852 20.486 12.731 -0.939 0.287 0.670 HG23 VAL 76 5FE H14 H14 H 0 1 N N N 63.913 17.375 8.519 -1.689 -1.268 -1.144 HN F3T 77 5FE H101 H101 H 0 0 N N N 61.672 15.617 9.697 0.917 -1.775 1.064 H2 F3T 78 5FE H102 H102 H 0 0 N N N 61.589 14.042 8.814 0.441 -0.809 -0.352 H2A F3T 79 5FE H11 H11 H 0 1 N N N 61.503 15.467 6.656 0.745 -3.845 -0.350 H3 F3T 80 5FE H1 H1 H 0 1 N N N 63.827 15.643 6.822 -0.350 -2.019 -2.324 HO3 F3T 81 5FE H12 H12 H 0 1 N N N 60.973 17.557 7.972 -1.151 -3.101 1.065 H4 F3T 82 5FE HN8 HN8 H 0 1 N N N 59.599 13.585 7.386 2.889 -0.039 0.468 H ALA 83 5FE H7 H7 H 0 1 N N N 57.205 15.032 7.643 4.949 -1.771 -0.665 HA ALA 84 5FE H291 H291 H 0 0 N N N 57.476 13.186 6.042 4.313 0.957 -1.877 HB1 ALA 85 5FE H292 H292 H 0 0 N N N 57.493 12.012 7.402 5.703 -0.070 -2.304 HB2 ALA 86 5FE H293 H293 H 0 0 N N N 56.019 12.985 7.073 4.048 -0.616 -2.666 HB3 ALA 87 5FE HN5 HN5 H 0 1 N N N 55.474 15.090 9.146 7.173 -0.251 -0.622 HN F3M 88 5FE H21 H21 H 0 1 N N N 54.852 12.175 9.715 7.869 1.789 -1.476 H2 F3M 89 5FE H22 H22 H 0 1 N N N 53.886 11.568 11.128 7.773 3.136 -0.317 H2A F3M 90 5FE H3 H3 H 0 1 N N N 53.327 13.630 11.815 9.471 1.961 1.115 H3 F3M 91 5FE HO3 HO3 H 0 1 N N N 52.216 14.171 9.850 9.102 -0.205 -0.782 HO3 F3M 92 5FE H4 H4 H 0 1 N N N 55.747 13.570 11.735 7.042 1.706 1.541 H4 F3M 93 5FE HA1 HA1 H 0 1 N N N 49.751 12.391 9.287 11.248 4.956 -2.144 HA F3M 94 5FE HA2 HA2 H 0 1 N N N 50.701 11.219 8.313 11.344 3.609 -3.303 HAA F3M 95 5FE HA3 HA3 H 0 1 N N N 50.649 11.066 10.102 10.459 5.092 -3.734 HAB F3M 96 # 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 5FE F6 C25 SING N N 1 5FE C25 F4 SING N N 2 5FE C25 F5 SING N N 3 5FE C25 C4 SING N N 4 5FE C4 C3 SING N N 5 5FE C4 N5 SING N N 6 5FE C4 H4 SING N N 7 5FE C3 O3 SING N N 8 5FE C3 C2 SING N N 9 5FE C3 H3 SING N N 10 5FE O3 HO3 SING N N 11 5FE C2 C1 SING N N 12 5FE C2 H21 SING N N 13 5FE C2 H22 SING N N 14 5FE C1 O2 DOUB N N 15 5FE C1 O1 SING N N 16 5FE O1 CA SING N N 17 5FE CA HA1 SING N N 18 5FE CA HA2 SING N N 19 5FE CA HA3 SING N N 20 5FE N5 C6 SING N N 21 5FE N5 HN5 SING N N 22 5FE C6 O6 DOUB N N 23 5FE C6 C7 SING N N 24 5FE C7 C29 SING N N 25 5FE C7 N8 SING N N 26 5FE C7 H7 SING N N 27 5FE C29 H291 SING N N 28 5FE C29 H292 SING N N 29 5FE C29 H293 SING N N 30 5FE N8 C9 SING N N 31 5FE N8 HN8 SING N N 32 5FE C9 O9 DOUB N N 33 5FE C9 C10 SING N N 34 5FE C10 C11 SING N N 35 5FE C10 H101 SING N N 36 5FE C10 H102 SING N N 37 5FE C11 O11 SING N N 38 5FE C11 C12 SING N N 39 5FE C11 H11 SING N N 40 5FE O11 H1 SING N N 41 5FE C12 C13 SING N N 42 5FE C12 N14 SING N N 43 5FE C12 H12 SING N N 44 5FE C13 F3 SING N N 45 5FE C13 F2 SING N N 46 5FE C13 F1 SING N N 47 5FE N14 C15 SING N N 48 5FE N14 H14 SING N N 49 5FE C15 O15 DOUB N N 50 5FE C15 C16 SING N N 51 5FE C16 C33 SING N N 52 5FE C16 N17 SING N N 53 5FE C16 H16 SING N N 54 5FE C33 C35 SING N N 55 5FE C33 C34 SING N N 56 5FE C33 H33 SING N N 57 5FE C35 H351 SING N N 58 5FE C35 H352 SING N N 59 5FE C35 H353 SING N N 60 5FE C34 H341 SING N N 61 5FE C34 H342 SING N N 62 5FE C34 H343 SING N N 63 5FE N17 C18 SING N N 64 5FE N17 H17 SING N N 65 5FE C18 O18 DOUB N N 66 5FE C18 C19 SING N N 67 5FE C19 C36 SING N N 68 5FE C19 N20 SING N N 69 5FE C19 H19 SING N N 70 5FE C36 C38 SING N N 71 5FE C36 C37 SING N N 72 5FE C36 H36 SING N N 73 5FE C38 H381 SING N N 74 5FE C38 H382 SING N N 75 5FE C38 H383 SING N N 76 5FE C37 H371 SING N N 77 5FE C37 H372 SING N N 78 5FE C37 H373 SING N N 79 5FE N20 C21 SING N N 80 5FE N20 H20 SING N N 81 5FE C21 O21 DOUB N N 82 5FE C21 C22 SING N N 83 5FE C22 C23 SING N N 84 5FE C22 H221 SING N N 85 5FE C22 H222 SING N N 86 5FE C23 C39 SING N N 87 5FE C23 C24 SING N N 88 5FE C23 H23 SING N N 89 5FE C39 H391 SING N N 90 5FE C39 H392 SING N N 91 5FE C39 H393 SING N N 92 5FE C24 H241 SING N N 93 5FE C24 H242 SING N N 94 5FE C24 H243 SING N N 95 # 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 5FE SMILES ACDLabs 12.01 "O=C(NC(C(=O)NC(C(=O)NC(C(F)(F)F)C(O)CC(=O)NC(C(=O)NC(C(O)CC(=O)OC)C(F)(F)F)C)C(C)C)C(C)C)CC(C)C" 5FE SMILES_CANONICAL CACTVS 3.370 "COC(=O)C[C@H](O)[C@@H](NC(=O)[C@H](C)NC(=O)C[C@H](O)[C@@H](NC(=O)[C@@H](NC(=O)[C@@H](NC(=O)CC(C)C)C(C)C)C(C)C)C(F)(F)F)C(F)(F)F" 5FE SMILES CACTVS 3.370 "COC(=O)C[CH](O)[CH](NC(=O)[CH](C)NC(=O)C[CH](O)[CH](NC(=O)[CH](NC(=O)[CH](NC(=O)CC(C)C)C(C)C)C(C)C)C(F)(F)F)C(F)(F)F" 5FE SMILES_CANONICAL "OpenEye OEToolkits" 1.7.0 "C[C@@H](C(=O)N[C@H]([C@H](CC(=O)OC)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" 5FE 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)OC)O)C(F)(F)F)O)C(F)(F)F" 5FE InChI InChI 1.03 ;InChI=1S/C29H47F6N5O9/c1-12(2)9-18(43)37-21(13(3)4)26(47)38-22(14(5)6)27(48)40-23(28(30,31)32)16(41)10-19(44)36-15(7)25(46)39-24(29(33,34)35)17(42)11-20(45)49-8/h12-17,21-24,41-42H,9-11H2,1-8H3,(H,36,44)(H,37,43)(H,38,47)(H,39,46)(H,40,48)/t15-,16-,17-,21-,22-,23+,24+/m0/s1 ; 5FE InChIKey InChI 1.03 DBMUWIXNLHQYDY-OCVHHRCCSA-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 5FE "SYSTEMATIC NAME" ACDLabs 12.01 "methyl (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-oate (non-preferred name)" 5FE "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.0 "methyl (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]pentanoate" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site 5FE "Create component" 2004-09-16 RCSB 5FE "Other modification" 2010-11-17 RCSB 5FE "Modify descriptor" 2011-06-04 RCSB #