data_LBF
# 
_chem_comp.id                                    LBF 
_chem_comp.name                                  "Leptomycin B" 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C33 H48 O6" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2012-10-11 
_chem_comp.pdbx_modified_date                    2024-09-27 
_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                        540.731 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     LBF 
_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        4HAZ 
_chem_comp.pdbx_subcomponent_list                ? 
_chem_comp.pdbx_processing_site                  RCSB 
_chem_comp.pdbx_pcm                              Y 
# 
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.pdbx_backbone_atom_flag 
_chem_comp_atom.pdbx_n_terminal_atom_flag 
_chem_comp_atom.pdbx_c_terminal_atom_flag 
_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 
LBF O6  O6  O 0 1 N N N N N N -48.248 68.056 33.366 -7.661 -4.100 1.555  O6  LBF 1  
LBF C24 C24 C 0 1 N N N N N N -47.330 68.021 32.539 -7.121 -3.443 0.509  C24 LBF 2  
LBF O5  O5  O 0 1 N N N N N N -47.444 67.322 31.510 -6.365 -4.021 -0.247 O5  LBF 3  
LBF C23 C23 C 0 1 N N N N N N -46.095 68.783 32.844 -7.446 -2.028 0.283  C23 LBF 4  
LBF C22 C22 C 0 1 N N N N N N -44.964 68.663 32.117 -6.849 -1.357 -0.699 C22 LBF 5  
LBF C33 C33 C 0 1 N N N N N N -44.903 67.786 30.899 -5.964 -2.083 -1.678 C33 LBF 6  
LBF C21 C21 C 0 1 N N N N N N -43.737 69.459 32.506 -7.058 0.130  -0.831 C21 LBF 7  
LBF C20 C20 C 0 1 N N S N N N -43.404 70.498 31.435 -5.919 0.870  -0.126 C20 LBF 8  
LBF C32 C32 C 0 1 N N N N N N -42.155 71.280 31.834 -5.978 0.585  1.376  C32 LBF 9  
LBF C19 C19 C 0 1 N N R N N N -44.574 71.451 31.172 -6.063 2.374  -0.366 C19 LBF 10 
LBF O4  O4  O 0 1 N N N N N N -44.776 72.240 32.351 -7.262 2.842  0.254  O4  LBF 11 
LBF C18 C18 C 0 1 N N S N N N -44.359 72.358 29.952 -4.860 3.103  0.235  C18 LBF 12 
LBF C31 C31 C 0 1 N N N N N N -45.397 73.476 29.895 -5.064 4.614  0.109  C31 LBF 13 
LBF C17 C17 C 0 1 N N N N N N -44.421 71.608 28.645 -3.609 2.702  -0.503 C17 LBF 14 
LBF O3  O3  O 0 1 N N N N N N -45.051 70.562 28.533 -3.669 2.392  -1.669 O3  LBF 15 
LBF C16 C16 C 0 1 N N R N N N -43.703 72.191 27.457 -2.283 2.687  0.213  C16 LBF 16 
LBF C30 C30 C 0 1 N N N N N N -44.581 72.082 26.216 -1.673 4.090  0.186  C30 LBF 17 
LBF C15 C15 C 0 1 N N N N N N -42.397 71.474 27.208 -1.352 1.721  -0.474 C15 LBF 18 
LBF C14 C14 C 0 1 N N N N N N -41.186 71.993 27.508 -0.936 0.632  0.164  C14 LBF 19 
LBF C29 C29 C 0 1 N N N N N N -41.032 73.361 28.118 -1.471 0.312  1.536  C29 LBF 20 
LBF C13 C13 C 0 1 N N N N N N -40.010 71.156 27.178 0.049  -0.259 -0.468 C13 LBF 21 
LBF C12 C12 C 0 1 N N N N N N -38.752 71.567 27.330 0.466  -1.348 0.170  C12 LBF 22 
LBF C11 C11 C 0 1 N N N N N N -37.629 70.633 26.936 1.474  -2.261 -0.478 C11 LBF 23 
LBF C10 C10 C 0 1 N N R N N N -36.573 70.549 28.025 2.673  -2.441 0.456  C10 LBF 24 
LBF C28 C28 C 0 1 N N N N N N -37.090 69.835 29.272 2.226  -3.167 1.726  C28 LBF 25 
LBF C9  C9  C 0 1 N N N N N N -35.375 69.797 27.496 3.734  -3.253 -0.241 C9  LBF 26 
LBF C8  C8  C 0 1 N N N N N N -34.142 70.330 27.340 4.970  -2.777 -0.350 C8  LBF 27 
LBF C26 C26 C 0 1 N N N N N N -33.008 69.474 26.798 6.058  -3.635 -0.943 C26 LBF 28 
LBF C27 C27 C 0 1 N N N N N N -33.451 68.119 26.294 6.197  -3.325 -2.435 C27 LBF 29 
LBF C7  C7  C 0 1 N N N N N N -33.855 71.741 27.696 5.276  -1.413 0.107  C7  LBF 30 
LBF C6  C6  C 0 1 N N N N N N -32.605 72.209 27.701 6.485  -0.900 -0.096 C6  LBF 31 
LBF C5  C5  C 0 1 N N S N N N -32.326 73.651 28.046 6.798  0.498  0.373  C5  LBF 32 
LBF O2  O2  O 0 1 N N N N N N -31.731 74.192 26.867 7.197  1.317  -0.766 O2  LBF 33 
LBF C4  C4  C 0 1 N N S N N N -31.395 73.840 29.236 7.952  0.455  1.377  C4  LBF 34 
LBF C25 C25 C 0 1 N N N N N N -30.013 73.239 29.015 9.083  -0.406 0.812  C25 LBF 35 
LBF C3  C3  C 0 1 N N N N N N -31.274 75.328 29.523 8.468  1.843  1.640  C3  LBF 36 
LBF C2  C2  C 0 1 N N N N N N -30.880 76.180 28.316 8.258  2.840  0.789  C2  LBF 37 
LBF C1  C1  C 0 1 N N N N N N -31.143 75.518 26.984 7.494  2.603  -0.449 C1  LBF 38 
LBF O1  O1  O 0 1 N N N N N N -30.848 76.099 25.953 7.142  3.525  -1.159 O1  LBF 39 
LBF H1  H1  H 0 1 N N N N N N -48.961 67.501 33.072 -7.417 -5.030 1.663  H1  LBF 40 
LBF H2  H2  H 0 1 N N N N N N -46.101 69.463 33.683 -8.169 -1.533 0.914  H2  LBF 41 
LBF H3  H3  H 0 1 N N N N N N -45.871 67.283 30.760 -4.960 -2.173 -1.264 H3  LBF 42 
LBF H4  H4  H 0 1 N N N N N N -44.680 68.401 30.015 -6.370 -3.077 -1.867 H4  LBF 43 
LBF H5  H5  H 0 1 N N N N N N -44.113 67.032 31.030 -5.922 -1.525 -2.614 H5  LBF 44 
LBF H6  H6  H 0 1 N N N N N N -42.884 68.774 32.622 -7.070 0.403  -1.886 H6  LBF 45 
LBF H7  H7  H 0 1 N N N N N N -43.927 69.972 33.460 -8.008 0.405  -0.373 H7  LBF 46 
LBF H8  H8  H 0 1 N N N N N N -43.186 69.963 30.499 -4.963 0.528  -0.523 H8  LBF 47 
LBF H9  H9  H 0 1 N N N N N N -41.327 70.580 32.018 -5.120 1.042  1.867  H9  LBF 48 
LBF H10 H10 H 0 1 N N N N N N -41.879 71.969 31.022 -6.897 1.001  1.789  H10 LBF 49 
LBF H11 H11 H 0 1 N N N N N N -42.359 71.855 32.749 -5.961 -0.493 1.542  H11 LBF 50 
LBF H12 H12 H 0 1 N N N N N N -45.471 70.842 30.986 -6.108 2.569  -1.437 H12 LBF 51 
LBF H13 H13 H 0 1 N N N N N N -44.908 71.667 33.097 -7.292 2.702  1.211  H13 LBF 52 
LBF H14 H14 H 0 1 N N N N N N -43.364 72.818 30.041 -4.762 2.837  1.288  H14 LBF 53 
LBF H15 H15 H 0 1 N N N N N N -45.377 74.044 30.837 -5.918 4.918  0.715  H15 LBF 54 
LBF H16 H16 H 0 1 N N N N N N -45.165 74.149 29.056 -4.170 5.132  0.456  H16 LBF 55 
LBF H17 H17 H 0 1 N N N N N N -46.397 73.041 29.751 -5.250 4.870  -0.935 H17 LBF 56 
LBF H18 H18 H 0 1 N N N N N N -43.495 73.254 27.651 -2.432 2.375  1.247  H18 LBF 57 
LBF H19 H19 H 0 1 N N N N N N -45.533 72.603 26.393 -2.346 4.788  0.682  H19 LBF 58 
LBF H20 H20 H 0 1 N N N N N N -44.065 72.542 25.360 -0.714 4.079  0.704  H20 LBF 59 
LBF H21 H21 H 0 1 N N N N N N -44.778 71.022 25.998 -1.524 4.401  -0.848 H21 LBF 60 
LBF H22 H22 H 0 1 N N N N N N -42.433 70.490 26.765 -1.024 1.913  -1.485 H22 LBF 61 
LBF H23 H23 H 0 1 N N N N N N -42.025 73.805 28.280 -2.323 -0.363 1.445  H23 LBF 62 
LBF H24 H24 H 0 1 N N N N N N -40.507 73.276 29.081 -0.691 -0.167 2.128  H24 LBF 63 
LBF H25 H25 H 0 1 N N N N N N -40.451 74.002 27.439 -1.787 1.232  2.027  H25 LBF 64 
LBF H26 H26 H 0 1 N N N N N N -40.181 70.161 26.794 0.433  -0.029 -1.451 H26 LBF 65 
LBF H27 H27 H 0 1 N N N N N N -38.538 72.548 27.727 0.082  -1.578 1.153  H27 LBF 66 
LBF H28 H28 H 0 1 N N N N N N -38.043 69.629 26.760 1.015  -3.231 -0.670 H28 LBF 67 
LBF H29 H29 H 0 1 N N N N N N -37.162 71.004 26.012 1.808  -1.824 -1.419 H29 LBF 68 
LBF H30 H30 H 0 1 N N N N N N -36.264 71.568 28.302 3.078  -1.464 0.719  H30 LBF 69 
LBF H31 H31 H 0 1 N N N N N N -36.294 69.798 30.030 1.821  -4.144 1.462  H31 LBF 70 
LBF H32 H32 H 0 1 N N N N N N -37.955 70.382 29.675 3.080  -3.295 2.391  H32 LBF 71 
LBF H33 H33 H 0 1 N N N N N N -37.393 68.811 29.009 1.458  -2.580 2.229  H33 LBF 72 
LBF H34 H34 H 0 1 N N N N N N -35.513 68.761 27.223 3.490  -4.222 -0.650 H34 LBF 73 
LBF H35 H35 H 0 1 N N N N N N -32.274 69.321 27.603 7.001  -3.426 -0.439 H35 LBF 74 
LBF H36 H36 H 0 1 N N N N N N -32.533 70.015 25.966 5.802  -4.687 -0.813 H36 LBF 75 
LBF H37 H37 H 0 1 N N N N N N -32.578 67.563 25.920 6.984  -3.945 -2.864 H37 LBF 76 
LBF H38 H38 H 0 1 N N N N N N -33.919 67.557 27.116 5.254  -3.534 -2.939 H38 LBF 77 
LBF H39 H39 H 0 1 N N N N N N -34.178 68.251 25.479 6.452  -2.273 -2.565 H39 LBF 78 
LBF H40 H40 H 0 1 N N N N N N -34.670 72.400 27.955 4.518  -0.828 0.607  H40 LBF 79 
LBF H41 H41 H 0 1 N N N N N N -31.786 71.549 27.456 7.243  -1.485 -0.595 H41 LBF 80 
LBF H42 H42 H 0 1 N N N N N N -33.278 74.159 28.257 5.917  0.930  0.846  H42 LBF 81 
LBF H43 H43 H 0 1 N N N N N N -31.849 73.353 30.112 7.601  0.018  2.311  H43 LBF 82 
LBF H44 H44 H 0 1 N N N N N N -29.392 73.409 29.907 9.433  0.023  -0.127 H44 LBF 83 
LBF H45 H45 H 0 1 N N N N N N -30.108 72.158 28.835 9.907  -0.438 1.526  H45 LBF 84 
LBF H46 H46 H 0 1 N N N N N N -29.541 73.716 28.144 8.716  -1.417 0.636  H46 LBF 85 
LBF H47 H47 H 0 1 N N N N N N -31.452 75.750 30.501 9.024  2.034  2.546  H47 LBF 86 
LBF H49 H49 H 0 1 N N N N N N -30.452 77.167 28.408 8.646  3.825  1.004  H49 LBF 87 
# 
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 
LBF O1  C1  DOUB N N 1  
LBF C30 C16 SING N N 2  
LBF C27 C26 SING N N 3  
LBF C26 C8  SING N N 4  
LBF O2  C1  SING N N 5  
LBF O2  C5  SING N N 6  
LBF C11 C12 SING N N 7  
LBF C11 C10 SING N N 8  
LBF C1  C2  SING N N 9  
LBF C13 C12 DOUB N E 10 
LBF C13 C14 SING N N 11 
LBF C15 C16 SING N N 12 
LBF C15 C14 DOUB N E 13 
LBF C8  C9  DOUB N Z 14 
LBF C8  C7  SING N N 15 
LBF C16 C17 SING N N 16 
LBF C9  C10 SING N N 17 
LBF C14 C29 SING N N 18 
LBF C7  C6  DOUB N E 19 
LBF C6  C5  SING N N 20 
LBF C10 C28 SING N N 21 
LBF C5  C4  SING N N 22 
LBF C2  C3  DOUB N N 23 
LBF O3  C17 DOUB N N 24 
LBF C17 C18 SING N N 25 
LBF C25 C4  SING N N 26 
LBF C4  C3  SING N N 27 
LBF C31 C18 SING N N 28 
LBF C18 C19 SING N N 29 
LBF C33 C22 SING N N 30 
LBF C19 C20 SING N N 31 
LBF C19 O4  SING N N 32 
LBF C20 C32 SING N N 33 
LBF C20 C21 SING N N 34 
LBF O5  C24 DOUB N N 35 
LBF C22 C21 SING N N 36 
LBF C22 C23 DOUB N E 37 
LBF C24 C23 SING N N 38 
LBF C24 O6  SING N N 39 
LBF O6  H1  SING N N 40 
LBF C23 H2  SING N N 41 
LBF C33 H3  SING N N 42 
LBF C33 H4  SING N N 43 
LBF C33 H5  SING N N 44 
LBF C21 H6  SING N N 45 
LBF C21 H7  SING N N 46 
LBF C20 H8  SING N N 47 
LBF C32 H9  SING N N 48 
LBF C32 H10 SING N N 49 
LBF C32 H11 SING N N 50 
LBF C19 H12 SING N N 51 
LBF O4  H13 SING N N 52 
LBF C18 H14 SING N N 53 
LBF C31 H15 SING N N 54 
LBF C31 H16 SING N N 55 
LBF C31 H17 SING N N 56 
LBF C16 H18 SING N N 57 
LBF C30 H19 SING N N 58 
LBF C30 H20 SING N N 59 
LBF C30 H21 SING N N 60 
LBF C15 H22 SING N N 61 
LBF C29 H23 SING N N 62 
LBF C29 H24 SING N N 63 
LBF C29 H25 SING N N 64 
LBF C13 H26 SING N N 65 
LBF C12 H27 SING N N 66 
LBF C11 H28 SING N N 67 
LBF C11 H29 SING N N 68 
LBF C10 H30 SING N N 69 
LBF C28 H31 SING N N 70 
LBF C28 H32 SING N N 71 
LBF C28 H33 SING N N 72 
LBF C9  H34 SING N N 73 
LBF C26 H35 SING N N 74 
LBF C26 H36 SING N N 75 
LBF C27 H37 SING N N 76 
LBF C27 H38 SING N N 77 
LBF C27 H39 SING N N 78 
LBF C7  H40 SING N N 79 
LBF C6  H41 SING N N 80 
LBF C5  H42 SING N N 81 
LBF C4  H43 SING N N 82 
LBF C25 H44 SING N N 83 
LBF C25 H45 SING N N 84 
LBF C25 H46 SING N N 85 
LBF C3  H47 SING N N 86 
LBF C2  H49 SING N N 87 
# 
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 
LBF SMILES           ACDLabs              12.01 "O=C(O)\C=C(/C)CC(C)C(O)C(C(=O)C(/C=C(/C=C/CC(/C=C(\C=C\C1OC(=O)C=CC1C)CC)C)C)C)C"                                                                                                                                                                                         
LBF InChI            InChI                1.03  "InChI=1S/C33H48O6/c1-9-28(14-15-29-24(5)13-16-31(36)39-29)19-22(3)12-10-11-21(2)17-25(6)32(37)27(8)33(38)26(7)18-23(4)20-30(34)35/h10-11,13-17,19-20,22,24-27,29,33,38H,9,12,18H2,1-8H3,(H,34,35)/b11-10+,15-14+,21-17+,23-20+,28-19-/t22-,24+,25-,26+,27-,29+,33-/m1/s1" 
LBF InChIKey         InChI                1.03  YACHGFWEQXFSBS-XYERBDPFSA-N                                                                                                                                                                                                                                                
LBF SMILES_CANONICAL CACTVS               3.370 "CCC(/C=C/[C@@H]1OC(=O)C=C[C@@H]1C)=C/[C@H](C)C/C=C/C(C)=C/[C@@H](C)C(=O)[C@@H](C)[C@H](O)[C@@H](C)CC(/C)=C/C(O)=O"                                                                                                                                                        
LBF SMILES           CACTVS               3.370 "CCC(C=C[CH]1OC(=O)C=C[CH]1C)=C[CH](C)CC=CC(C)=C[CH](C)C(=O)[CH](C)[CH](O)[CH](C)CC(C)=CC(O)=O"                                                                                                                                                                            
LBF SMILES_CANONICAL "OpenEye OEToolkits" 1.7.6 "CC/C(=C/[C@H](C)C/C=C/C(=C/[C@@H](C)C(=O)[C@@H](C)[C@@H]([C@@H](C)C/C(=C/C(=O)O)/C)O)/C)/C=C/[C@H]1[C@H](C=CC(=O)O1)C"                                                                                                                                                    
LBF SMILES           "OpenEye OEToolkits" 1.7.6 "CCC(=CC(C)CC=CC(=CC(C)C(=O)C(C)C(C(C)CC(=CC(=O)O)C)O)C)C=CC1C(C=CC(=O)O1)C"                                                                                                                                                                                               
# 
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 
LBF "SYSTEMATIC NAME" ACDLabs              12.01 "(2E,5S,6R,7S,9R,10E,12E,15R,16Z,18E)-17-ethyl-6-hydroxy-3,5,7,9,11,15-hexamethyl-19-[(2S,3S)-3-methyl-6-oxo-3,6-dihydro-2H-pyran-2-yl]-8-oxononadeca-2,10,12,16,18-pentaenoic acid"                   
LBF "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.6 "(2E,5S,6R,7S,9R,10E,12E,15R,16Z,18E)-17-ethyl-3,5,7,9,11,15-hexamethyl-19-[(2S,3S)-3-methyl-6-oxidanylidene-2,3-dihydropyran-2-yl]-6-oxidanyl-8-oxidanylidene-nonadeca-2,10,12,16,18-pentaenoic 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 
LBF "Create component" 2012-10-11 RCSB 
LBF "Initial release"  2013-01-04 RCSB 
LBF "Modify PCM"       2024-09-27 PDBE 
# 
_pdbx_chem_comp_pcm.pcm_id                             1 
_pdbx_chem_comp_pcm.comp_id                            LBF 
_pdbx_chem_comp_pcm.modified_residue_id                CYS 
_pdbx_chem_comp_pcm.type                               None 
_pdbx_chem_comp_pcm.category                           Lipid/lipid-like 
_pdbx_chem_comp_pcm.position                           "Amino-acid side chain" 
_pdbx_chem_comp_pcm.polypeptide_position               "Any position" 
_pdbx_chem_comp_pcm.comp_id_linking_atom               C3 
_pdbx_chem_comp_pcm.modified_residue_id_linking_atom   SG 
_pdbx_chem_comp_pcm.uniprot_specific_ptm_accession     ? 
_pdbx_chem_comp_pcm.uniprot_generic_ptm_accession      ? 
# 
