data_FLI # _chem_comp.id FLI _chem_comp.name "(3R,4S,6S,8S,10R,12R,14R,16S,17E,19E,21E,23E,25E,28R)-3-hexyl-4,6,8,10,12,14,16-heptahydroxy-17,28-dimethyloxacyclooctacosa-17,19,21,23,25-pentaen-2-one" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C35 H58 O9" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms "Filipin I" _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2009-12-09 _chem_comp.pdbx_modified_date 2021-03-01 _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 622.830 _chem_comp.one_letter_code ? _chem_comp.three_letter_code FLI _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 3ABA _chem_comp.pdbx_subcomponent_list ? _chem_comp.pdbx_processing_site PDBJ # # 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 FLI C1 C1 C 0 1 N N N 1.940 42.543 22.514 -5.120 0.163 0.797 C1 FLI 1 FLI O1 O1 O 0 1 N N N 1.069 43.424 22.379 -5.801 -0.339 1.657 O1 FLI 2 FLI C2 C2 C 0 1 N N R 1.957 41.625 23.743 -3.760 -0.409 0.478 C2 FLI 3 FLI C3 C3 C 0 1 N N S 2.028 42.426 25.073 -3.763 -1.928 0.638 C3 FLI 4 FLI C4 C4 C 0 1 N N N 3.241 43.437 25.112 -2.360 -2.412 1.002 C4 FLI 5 FLI C5 C5 C 0 1 N N S 3.294 44.182 26.485 -2.164 -3.861 0.552 C5 FLI 6 FLI C6 C6 C 0 1 N N N 4.507 45.137 26.493 -1.201 -4.572 1.500 C6 FLI 7 FLI C7 C7 C 0 1 N N S 4.548 45.914 27.839 0.178 -4.773 0.884 C7 FLI 8 FLI C8 C8 C 0 1 N N N 5.373 47.218 27.603 0.770 -3.446 0.410 C8 FLI 9 FLI C9 C9 C 0 1 N N R 5.390 48.066 28.905 2.253 -3.361 0.784 C9 FLI 10 FLI C10 C10 C 0 1 N N N 6.277 49.340 28.670 2.907 -2.201 0.029 C10 FLI 11 FLI C11 C11 C 0 1 N N R 6.133 50.314 29.935 3.972 -1.535 0.905 C11 FLI 12 FLI C12 C12 C 0 1 N N N 6.976 51.601 29.755 4.958 -0.774 0.020 C12 FLI 13 FLI C13 C13 C 0 1 N N R 6.220 52.660 28.937 5.510 0.438 0.774 C13 FLI 14 FLI C14 C14 C 0 1 N N N 7.164 53.862 28.575 6.695 1.030 0.004 C14 FLI 15 FLI C15 C15 C 0 1 N N S 8.441 53.606 27.683 6.624 2.558 0.013 C15 FLI 16 FLI C16 C16 C 0 1 N N N 7.928 52.993 26.364 5.290 2.982 -0.552 C16 FLI 17 FLI C17 C17 C 0 1 N N N 7.904 51.601 26.223 4.304 3.350 0.266 C17 FLI 18 FLI C18 C18 C 0 1 N N N 7.254 50.961 25.133 2.997 3.724 -0.257 C18 FLI 19 FLI C19 C19 C 0 1 N N N 7.259 49.580 24.969 1.944 3.875 0.580 C19 FLI 20 FLI C1P C1P C 0 1 N N N 0.708 40.740 23.663 -3.398 -0.052 -0.966 C1P FLI 21 FLI C20 C20 C 0 1 N N N 6.634 48.900 23.903 0.668 4.116 0.043 C20 FLI 22 FLI C21 C21 C 0 1 N N N 6.677 47.475 23.804 -0.433 4.056 0.825 C21 FLI 23 FLI C22 C22 C 0 1 N N N 5.958 46.857 22.757 -1.721 4.154 0.267 C22 FLI 24 FLI C23 C23 C 0 1 N N N 5.962 45.510 22.459 -2.784 3.881 1.053 C23 FLI 25 FLI C24 C24 C 0 1 N N N 5.230 45.097 21.301 -4.143 3.838 0.525 C24 FLI 26 FLI C25 C25 C 0 1 N N N 5.051 43.727 21.038 -5.124 3.438 1.335 C25 FLI 27 FLI C26 C26 C 0 1 N N N 4.320 43.267 19.882 -6.543 3.335 0.829 C26 FLI 28 FLI C27 C27 C 0 1 N N R 2.837 43.272 20.319 -6.807 1.854 0.502 C27 FLI 29 FLI C28 C28 C 0 1 N N N 1.913 42.572 19.316 -7.799 1.762 -0.658 C28 FLI 30 FLI C29 C29 C 0 1 N N N 7.302 53.979 25.298 5.103 2.982 -2.048 C29 FLI 31 FLI C2P C2P C 0 1 N N N 0.525 39.979 22.285 -1.962 -0.494 -1.256 C2P FLI 32 FLI O30 O30 O 0 1 N N N 2.857 42.361 21.506 -5.551 1.238 0.121 O30 FLI 33 FLI C3P C3P C 0 1 N N N -0.723 39.132 22.190 -1.553 -0.017 -2.651 C3P FLI 34 FLI C4P C4P C 0 1 N N N -0.718 38.485 20.804 -0.165 -0.564 -2.990 C4P FLI 35 FLI C5P C5P C 0 1 N N N -1.944 37.607 20.416 0.191 -0.191 -4.431 C5P FLI 36 FLI C6P C6P C 0 1 N N N -3.018 38.475 19.689 1.579 -0.738 -4.770 C6P FLI 37 FLI OA3 OA3 O 0 1 N N N 2.177 41.428 26.119 -4.176 -2.530 -0.591 OA3 FLI 38 FLI OA5 OA5 O 0 1 N N N 3.520 43.178 27.551 -1.672 -3.884 -0.786 OA5 FLI 39 FLI OA7 OA7 O 0 1 N N N 5.239 45.057 28.823 0.101 -5.692 -0.208 OA7 FLI 40 FLI OA9 OA9 O 0 1 N N N 6.001 47.244 29.901 2.903 -4.582 0.430 OA9 FLI 41 FLI OB1 OB1 O 0 1 N N N 6.610 49.632 31.131 4.674 -2.536 1.646 OB1 FLI 42 FLI OB3 OB3 O 0 1 N N N 5.009 53.047 29.620 5.949 0.028 2.072 OB3 FLI 43 FLI OB5 OB5 O 0 1 N N N 8.969 54.977 27.548 6.767 3.045 1.347 OB5 FLI 44 FLI H2 H2 H 0 1 N N N 2.863 41.002 23.740 -3.023 0.025 1.153 H2 FLI 45 FLI H3 H3 H 0 1 N N N 1.125 43.042 25.195 -4.457 -2.210 1.430 H3 FLI 46 FLI H4 H4 H 0 1 N N N 4.178 42.880 24.969 -1.614 -1.782 0.520 H4 FLI 47 FLI H4A H4A H 0 1 N N N 3.119 44.176 24.306 -2.231 -2.354 2.085 H4A FLI 48 FLI H5 H5 H 0 1 N N N 2.358 44.737 26.644 -3.132 -4.374 0.583 H5 FLI 49 FLI H6 H6 H 0 1 N N N 5.433 44.554 26.378 -1.106 -3.992 2.421 H6 FLI 50 FLI H6A H6A H 0 1 N N N 4.417 45.851 25.661 -1.620 -5.551 1.760 H6A FLI 51 FLI H7 H7 H 0 1 N N N 3.541 46.168 28.203 0.840 -5.200 1.648 H7 FLI 52 FLI H8 H8 H 0 1 N N N 6.404 46.954 27.325 0.674 -3.369 -0.674 H8 FLI 53 FLI H8A H8A H 0 1 N N N 4.912 47.801 26.792 0.236 -2.619 0.880 H8A FLI 54 FLI H9 H9 H 0 1 N N N 4.380 48.384 29.204 2.343 -3.198 1.858 H9 FLI 55 FLI H10 H10 H 0 1 N N N 7.329 49.042 28.551 3.377 -2.580 -0.880 H10 FLI 56 FLI H10A H10A H 0 0 N N N 5.942 49.862 27.761 2.149 -1.465 -0.238 H10A FLI 57 FLI H11 H11 H 0 1 N N N 5.071 50.584 30.028 3.492 -0.841 1.594 H11 FLI 58 FLI H12 H12 H 0 1 N N N 7.205 52.017 30.747 5.781 -1.433 -0.258 H12 FLI 59 FLI H12A H12A H 0 0 N N N 7.907 51.344 29.228 4.446 -0.434 -0.881 H12A FLI 60 FLI H13 H13 H 0 1 N N N 5.905 52.232 27.974 4.723 1.182 0.880 H13 FLI 61 FLI H14 H14 H 0 1 N N N 6.544 54.586 28.025 7.626 0.708 0.476 H14 FLI 62 FLI H14A H14A H 0 0 N N N 7.531 54.264 29.531 6.676 0.667 -1.025 H14A FLI 63 FLI H15 H15 H 0 1 N N N 9.215 52.921 28.060 7.422 2.964 -0.611 H15 FLI 64 FLI H17 H17 H 0 1 N N N 8.396 50.993 26.967 4.474 3.369 1.336 H17 FLI 65 FLI H18 H18 H 0 1 N N N 6.737 51.569 24.406 2.842 3.900 -1.313 H18 FLI 66 FLI H19 H19 H 0 1 N N N 7.777 48.988 25.709 2.084 3.812 1.650 H19 FLI 67 FLI H1P H1P H 0 1 N N N 0.781 39.983 24.458 -4.079 -0.561 -1.648 H1P FLI 68 FLI H1PA H1PA H 0 0 N N N -0.171 41.385 23.810 -3.481 1.026 -1.106 H1PA FLI 69 FLI H20 H20 H 0 1 N N N 6.113 49.468 23.146 0.557 4.355 -1.009 H20 FLI 70 FLI H21 H21 H 0 1 N N N 7.244 46.887 24.510 -0.319 3.929 1.896 H21 FLI 71 FLI H22 H22 H 0 1 N N N 5.351 47.496 22.134 -1.853 4.443 -0.762 H22 FLI 72 FLI H23 H23 H 0 1 N N N 6.494 44.798 23.073 -2.612 3.694 2.107 H23 FLI 73 FLI H24 H24 H 0 1 N N N 4.816 45.836 20.631 -4.352 4.121 -0.495 H24 FLI 74 FLI H25 H25 H 0 1 N N N 5.471 43.001 21.718 -4.904 3.181 2.366 H25 FLI 75 FLI H26 H26 H 0 1 N N N 4.480 43.935 19.023 -7.236 3.673 1.596 H26 FLI 76 FLI H26A H26A H 0 0 N N N 4.641 42.257 19.589 -6.656 3.935 -0.073 H26A FLI 77 FLI H27 H27 H 0 1 N N N 2.480 44.303 20.458 -7.219 1.358 1.379 H27 FLI 78 FLI H28 H28 H 0 1 N N N 0.877 42.610 19.683 -7.382 2.260 -1.533 H28 FLI 79 FLI H28A H28A H 0 0 N N N 1.976 43.081 18.343 -7.988 0.715 -0.892 H28A FLI 80 FLI H28B H28B H 0 0 N N N 2.224 41.523 19.202 -8.734 2.246 -0.376 H28B FLI 81 FLI H29 H29 H 0 1 N N N 6.981 53.408 24.414 4.732 2.008 -2.368 H29 FLI 82 FLI H29A H29A H 0 0 N N N 6.434 54.492 25.738 4.385 3.754 -2.325 H29A FLI 83 FLI H29B H29B H 0 0 N N N 8.055 54.723 25.000 6.058 3.184 -2.534 H29B FLI 84 FLI H2P H2P H 0 1 N N N 0.478 40.736 21.488 -1.292 -0.062 -0.513 H2P FLI 85 FLI H2PA H2PA H 0 0 N N N 1.392 39.315 22.151 -1.901 -1.582 -1.211 H2PA FLI 86 FLI H3P H3P H 0 1 N N N -0.721 38.359 22.973 -2.275 -0.377 -3.384 H3P FLI 87 FLI H3PA H3PA H 0 0 N N N -1.619 39.757 22.317 -1.529 1.072 -2.669 H3PA FLI 88 FLI H4P H4P H 0 1 N N N -0.666 39.303 20.070 0.571 -0.134 -2.311 H4P FLI 89 FLI H4PA H4PA H 0 0 N N N 0.168 37.835 20.758 -0.166 -1.649 -2.885 H4PA FLI 90 FLI H5P H5P H 0 1 N N N -1.614 36.800 19.745 -0.544 -0.621 -5.110 H5P FLI 91 FLI H5PA H5PA H 0 0 N N N -2.383 37.175 21.327 0.193 0.894 -4.535 H5PA FLI 92 FLI H6P H6P H 0 1 N N N -3.879 37.845 19.420 1.578 -1.823 -4.665 H6P FLI 93 FLI H6PA H6PA H 0 0 N N N -3.350 39.283 20.358 1.834 -0.472 -5.796 H6PA FLI 94 FLI H6PB H6PB H 0 0 N N N -2.582 38.909 18.777 2.316 -0.308 -4.091 H6PB FLI 95 FLI HOA3 HOA3 H 0 0 N N N 2.227 41.859 26.964 -4.202 -3.497 -0.566 HOA3 FLI 96 FLI HOA5 HOA5 H 0 0 N N N 3.555 43.614 28.395 -1.525 -4.774 -1.135 HOA5 FLI 97 FLI HOA7 HOA7 H 0 0 N N N 5.281 45.505 29.660 0.950 -5.860 -0.641 HOA7 FLI 98 FLI HOA9 HOA9 H 0 0 N N N 6.037 47.717 30.724 3.847 -4.600 0.639 HOA9 FLI 99 FLI HOB1 HOB1 H 0 0 N N N 6.525 50.209 31.881 5.365 -2.184 2.224 HOB1 FLI 100 FLI HOB3 HOB3 H 0 0 N N N 4.550 53.701 29.106 6.312 0.746 2.609 HOB3 FLI 101 FLI HOB5 HOB5 H 0 0 N N N 9.758 54.962 27.019 6.730 4.008 1.420 HOB5 FLI 102 # # 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 FLI C1 O1 DOUB N N 1 FLI C1 C2 SING N N 2 FLI C1 O30 SING N N 3 FLI C2 C3 SING N N 4 FLI C2 C1P SING N N 5 FLI C3 C4 SING N N 6 FLI C3 OA3 SING N N 7 FLI C4 C5 SING N N 8 FLI C5 C6 SING N N 9 FLI C5 OA5 SING N N 10 FLI C6 C7 SING N N 11 FLI C7 C8 SING N N 12 FLI C7 OA7 SING N N 13 FLI C8 C9 SING N N 14 FLI C9 C10 SING N N 15 FLI C9 OA9 SING N N 16 FLI C10 C11 SING N N 17 FLI C11 C12 SING N N 18 FLI C11 OB1 SING N N 19 FLI C12 C13 SING N N 20 FLI C13 C14 SING N N 21 FLI C13 OB3 SING N N 22 FLI C14 C15 SING N N 23 FLI C15 C16 SING N N 24 FLI C15 OB5 SING N N 25 FLI C16 C17 DOUB N N 26 FLI C16 C29 SING N N 27 FLI C17 C18 SING N N 28 FLI C18 C19 DOUB N N 29 FLI C19 C20 SING N N 30 FLI C1P C2P SING N N 31 FLI C20 C21 DOUB N N 32 FLI C21 C22 SING N N 33 FLI C22 C23 DOUB N N 34 FLI C23 C24 SING N N 35 FLI C24 C25 DOUB N N 36 FLI C25 C26 SING N N 37 FLI C26 C27 SING N N 38 FLI C27 C28 SING N N 39 FLI C27 O30 SING N N 40 FLI C2P C3P SING N N 41 FLI C3P C4P SING N N 42 FLI C4P C5P SING N N 43 FLI C5P C6P SING N N 44 FLI C2 H2 SING N N 45 FLI C3 H3 SING N E 46 FLI C4 H4 SING N N 47 FLI C4 H4A SING N N 48 FLI C5 H5 SING N N 49 FLI C6 H6 SING N E 50 FLI C6 H6A SING N N 51 FLI C7 H7 SING N N 52 FLI C8 H8 SING N N 53 FLI C8 H8A SING N N 54 FLI C9 H9 SING N N 55 FLI C10 H10 SING N N 56 FLI C10 H10A SING N E 57 FLI C11 H11 SING N N 58 FLI C12 H12 SING N N 59 FLI C12 H12A SING N N 60 FLI C13 H13 SING N E 61 FLI C14 H14 SING N N 62 FLI C14 H14A SING N N 63 FLI C15 H15 SING N N 64 FLI C17 H17 SING N E 65 FLI C18 H18 SING N N 66 FLI C19 H19 SING N N 67 FLI C1P H1P SING N N 68 FLI C1P H1PA SING N N 69 FLI C20 H20 SING N N 70 FLI C21 H21 SING N N 71 FLI C22 H22 SING N N 72 FLI C23 H23 SING N N 73 FLI C24 H24 SING N N 74 FLI C25 H25 SING N N 75 FLI C26 H26 SING N N 76 FLI C26 H26A SING N N 77 FLI C27 H27 SING N N 78 FLI C28 H28 SING N N 79 FLI C28 H28A SING N N 80 FLI C28 H28B SING N N 81 FLI C29 H29 SING N N 82 FLI C29 H29A SING N N 83 FLI C29 H29B SING N N 84 FLI C2P H2P SING N N 85 FLI C2P H2PA SING N N 86 FLI C3P H3P SING N N 87 FLI C3P H3PA SING N N 88 FLI C4P H4P SING N N 89 FLI C4P H4PA SING N N 90 FLI C5P H5P SING N N 91 FLI C5P H5PA SING N N 92 FLI C6P H6P SING N N 93 FLI C6P H6PA SING N N 94 FLI C6P H6PB SING N N 95 FLI OA3 HOA3 SING N N 96 FLI OA5 HOA5 SING N N 97 FLI OA7 HOA7 SING N N 98 FLI OA9 HOA9 SING N N 99 FLI OB1 HOB1 SING N N 100 FLI OB3 HOB3 SING N N 101 FLI OB5 HOB5 SING N N 102 # # 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 FLI SMILES_CANONICAL CACTVS 3.352 "CCCCCC[C@@H]1[C@@H](O)C[C@@H](O)C[C@@H](O)C[C@@H](O)C[C@@H](O)C[C@@H](O)C[C@H](O)\C(=C\C=C\C=C\C=C\C=C\C[C@@H](C)OC1=O)C" FLI SMILES CACTVS 3.352 "CCCCCC[CH]1[CH](O)C[CH](O)C[CH](O)C[CH](O)C[CH](O)C[CH](O)C[CH](O)C(=CC=CC=CC=CC=CC[CH](C)OC1=O)C" FLI SMILES_CANONICAL "OpenEye OEToolkits" 1.7.0 "CCCCCC[C@@H]1[C@H](C[C@H](C[C@H](C[C@H](C[C@H](C[C@H](C[C@@H](/C(=C/C=C/C=C/C=C/C=C/C[C@H](OC1=O)C)/C)O)O)O)O)O)O)O" FLI SMILES "OpenEye OEToolkits" 1.7.0 "CCCCCCC1C(CC(CC(CC(CC(CC(CC(C(=CC=CC=CC=CC=CCC(OC1=O)C)C)O)O)O)O)O)O)O" FLI InChI InChI 1.03 "InChI=1S/C35H58O9/c1-4-5-6-15-18-32-34(42)24-31(40)22-29(38)20-27(36)19-28(37)21-30(39)23-33(41)25(2)16-13-11-9-7-8-10-12-14-17-26(3)44-35(32)43/h7-14,16,26-34,36-42H,4-6,15,17-24H2,1-3H3/b9-7+,10-8+,13-11+,14-12+,25-16+/t26-,27+,28-,29+,30-,31+,32-,33+,34+/m1/s1" FLI InChIKey InChI 1.03 FODXYXCKUOAJAV-XHDOTJGXSA-N # _pdbx_chem_comp_identifier.comp_id FLI _pdbx_chem_comp_identifier.type "SYSTEMATIC NAME" _pdbx_chem_comp_identifier.program "OpenEye OEToolkits" _pdbx_chem_comp_identifier.program_version 1.6.1 _pdbx_chem_comp_identifier.identifier "(3R,5E,7E,9E,11E,13E,15S,17R,19R,21R,23S,25S,27S,28R)-28-hexyl-15,17,19,21,23,25,27-heptahydroxy-3,14-dimethyl-2-oxacyclooctacosa-5,7,9,11,13-pentaen-1-one" # # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site FLI "Create component" 2009-12-09 PDBJ FLI "Modify descriptor" 2011-06-04 RCSB FLI "Modify synonyms" 2021-03-01 PDBE # _pdbx_chem_comp_synonyms.ordinal 1 _pdbx_chem_comp_synonyms.comp_id FLI _pdbx_chem_comp_synonyms.name "Filipin I" _pdbx_chem_comp_synonyms.provenance ? _pdbx_chem_comp_synonyms.type ? ##