data_KWT
# 
_chem_comp.id                                    KWT 
_chem_comp.name                                  "(1S,6BR,9AS,11R,11BR)-9A,11B-DIMETHYL-1-[(METHYLOXY)METHYL]-3,6,9-TRIOXO-1,6,6B,7,8,9,9A,10,11,11B-DECAHYDRO-3H-FURO[4,3,2-DE]INDENO[4,5-H][2]BENZOPYRAN-11-YL ACETATE" 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C23 H24 O8" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         "[1S-(1A,6BA,9AB,11A,11BB)]-11-(ACETYLOXY)-1,6B,7,8,9A,10,11,11B-OCTAHYDRO-1-(METHOXYMETHLY) -9A,11B-DIMETHYL-3H-FURO[4,3,2-DE]INDENL[4,5-H]-2-BENZOPYRAN-3,6,9,TRIONE; WORTMANNIN" 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2000-09-11 
_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                        428.432 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     KWT 
_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        1E7U 
_chem_comp.pdbx_subcomponent_list                ? 
_chem_comp.pdbx_processing_site                  EBI 
# 
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 
KWT C1   C1   C 0 1 N N S 24.095 63.693 19.084 0.995  -0.224 1.929  C1   KWT 1  
KWT O1   O1   O 0 1 N N N 24.901 63.956 17.895 0.791  -0.554 3.330  O1   KWT 2  
KWT C9   C9   C 0 1 N N R 24.014 62.139 19.346 -0.105 -0.794 1.037  C9   KWT 3  
KWT C23  C23  C 0 1 N N N 24.748 64.518 20.233 0.973  1.302  1.827  C23  KWT 4  
KWT C2   C2   C 0 1 N N N 26.122 63.297 17.547 -0.423 -0.807 3.893  C2   KWT 5  
KWT O2   O2   O 0 1 N N N 26.862 63.779 16.695 -0.545 -1.368 4.964  O2   KWT 6  
KWT C3   C3   C 0 1 Y N N 26.418 61.945 18.320 -1.576 -0.348 3.092  C3   KWT 7  
KWT C4   C4   C 0 1 Y N N 25.567 61.620 19.410 -1.382 -0.336 1.682  C4   KWT 8  
KWT C19  C19  C 0 1 Y N N 27.518 61.332 17.807 -2.838 0.096  3.288  C19  KWT 9  
KWT C5   C5   C 0 1 Y N N 25.968 60.903 20.564 -2.492 0.171  1.114  C5   KWT 10 
KWT C6   C6   C 0 1 N N N 25.041 60.568 21.742 -2.462 0.359  -0.341 C6   KWT 11 
KWT O5   O5   O 0 1 Y N N 27.251 60.427 20.751 -3.381 0.398  2.083  O5   KWT 12 
KWT O3   O3   O 0 1 N N N 25.523 59.912 22.686 -3.472 0.633  -0.967 O3   KWT 13 
KWT C7   C7   C 0 1 N N N 23.575 61.043 21.724 -1.137 0.194  -0.999 C7   KWT 14 
KWT O6   O6   O 0 1 N N N 21.448 63.736 20.613 2.327  0.118  -0.434 O6   KWT 15 
KWT C11  C11  C 0 1 N N R 21.536 62.260 20.615 1.244  -0.550 -1.135 C11  KWT 16 
KWT C21  C21  C 0 1 N N N 20.407 64.443 19.979 3.573  -0.375 -0.495 C21  KWT 17 
KWT C8   C8   C 0 1 N N N 23.073 61.775 20.625 -0.059 -0.334 -0.402 C8   KWT 18 
KWT C15  C15  C 0 1 N N S 22.588 60.688 22.925 -1.034 0.679  -2.407 C15  KWT 19 
KWT C10  C10  C 0 1 N N N 23.311 61.382 18.150 -0.049 -2.325 1.085  C10  KWT 20 
KWT C12  C12  C 0 1 N N N 20.683 61.840 21.863 1.277  -0.060 -2.582 C12  KWT 21 
KWT C13  C13  C 0 1 N N S 21.096 60.448 22.463 -0.091 -0.261 -3.194 C13  KWT 22 
KWT C14  C14  C 0 1 N N N 20.836 59.272 21.450 -0.532 -1.719 -3.079 C14  KWT 23 
KWT C18  C18  C 0 1 N N N 20.500 60.107 23.809 -0.274 0.202  -4.613 C18  KWT 24 
KWT C16  C16  C 0 1 N N N 22.789 59.455 23.844 -2.300 0.641  -3.265 C16  KWT 25 
KWT C17  C17  C 0 1 N N N 21.557 59.491 24.737 -1.732 0.642  -4.712 C17  KWT 26 
KWT O4   O4   O 0 1 N N N 19.334 60.314 24.113 0.559  0.222  -5.484 O4   KWT 27 
KWT O7   O7   O 0 1 N N N 19.456 63.955 19.353 3.794  -1.377 -1.133 O7   KWT 28 
KWT C22  C22  C 0 1 N N N 20.577 65.957 20.163 4.696  0.318  0.230  C22  KWT 29 
KWT O8   O8   O 0 1 N N N 24.797 65.917 19.934 1.982  1.851  2.676  O8   KWT 30 
KWT C24  C24  C 0 1 N N N 25.370 66.699 20.998 1.911  3.272  2.537  C24  KWT 31 
KWT HC1  HC1  H 0 1 N N N 23.031 64.011 18.980 1.956  -0.604 1.625  HC1  KWT 32 
KWT H231 1H23 H 0 0 N N N 24.235 64.331 21.205 -0.003 1.672  2.138  H231 KWT 33 
KWT H232 2H23 H 0 0 N N N 25.759 64.124 20.487 1.163  1.600  0.796  H232 KWT 34 
KWT H19  H19  H 0 1 N N N 27.922 61.418 16.784 -3.331 0.197  4.244  H19  KWT 35 
KWT H11  H11  H 0 1 N N N 21.134 61.768 19.698 1.470  -1.621 -1.135 H11  KWT 36 
KWT H15  H15  H 0 1 N N N 22.836 61.609 23.501 -0.626 1.695  -2.408 H15  KWT 37 
KWT H101 1H10 H 0 0 N N N 23.253 60.284 18.335 -0.082 -2.657 2.123  H101 KWT 38 
KWT H102 2H10 H 0 0 N N N 22.305 61.810 17.932 -0.902 -2.737 0.545  H102 KWT 39 
KWT H103 3H10 H 0 0 N N N 23.809 61.605 17.177 0.875  -2.670 0.623  H103 KWT 40 
KWT H121 1H12 H 0 0 N N N 20.712 62.632 22.646 1.546  0.998  -2.607 H121 KWT 41 
KWT H122 2H12 H 0 0 N N N 19.594 61.859 21.622 2.022  -0.630 -3.145 H122 KWT 42 
KWT H141 1H14 H 0 0 N N N 19.783 59.102 21.124 0.188  -2.357 -3.591 H141 KWT 43 
KWT H142 2H14 H 0 0 N N N 21.484 59.405 20.552 -0.585 -2.000 -2.028 H142 KWT 44 
KWT H143 3H14 H 0 0 N N N 21.251 58.325 21.867 -1.513 -1.838 -3.538 H143 KWT 45 
KWT H161 1H16 H 0 0 N N N 22.944 58.492 23.303 -2.886 -0.255 -3.074 H161 KWT 46 
KWT H162 2H16 H 0 0 N N N 23.760 59.435 24.391 -2.907 1.533  -3.093 H162 KWT 47 
KWT H171 1H17 H 0 0 N N N 21.695 60.019 25.708 -2.293 -0.056 -5.333 H171 KWT 48 
KWT H172 2H17 H 0 0 N N N 21.273 58.511 25.187 -1.792 1.645  -5.135 H172 KWT 49 
KWT H221 1H22 H 0 0 N N N 19.753 66.516 19.661 5.626  -0.224 0.065  H221 KWT 50 
KWT H222 2H22 H 0 0 N N N 20.664 66.232 21.239 4.798  1.336  -0.145 H222 KWT 51 
KWT H223 3H22 H 0 0 N N N 21.578 66.303 19.817 4.476  0.346  1.297  H223 KWT 52 
KWT H241 1H24 H 0 0 N N N 25.408 67.788 20.765 2.667  3.737  3.170  H241 KWT 53 
KWT H242 2H24 H 0 0 N N N 24.835 66.515 21.959 2.090  3.544  1.497  H242 KWT 54 
KWT H243 3H24 H 0 0 N N N 26.379 66.315 21.275 0.922  3.617  2.839  H243 KWT 55 
# 
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 
KWT C1  O1   SING N N 1  
KWT C1  C9   SING N N 2  
KWT C1  C23  SING N N 3  
KWT C1  HC1  SING N N 4  
KWT O1  C2   SING N N 5  
KWT C9  C4   SING N N 6  
KWT C9  C8   SING N N 7  
KWT C9  C10  SING N N 8  
KWT C23 O8   SING N N 9  
KWT C23 H231 SING N N 10 
KWT C23 H232 SING N N 11 
KWT C2  O2   DOUB N N 12 
KWT C2  C3   SING N N 13 
KWT C3  C4   SING Y N 14 
KWT C3  C19  DOUB Y N 15 
KWT C4  C5   DOUB Y N 16 
KWT C19 O5   SING Y N 17 
KWT C19 H19  SING N N 18 
KWT C5  C6   SING N N 19 
KWT C5  O5   SING Y N 20 
KWT C6  O3   DOUB N N 21 
KWT C6  C7   SING N N 22 
KWT C7  C8   DOUB N N 23 
KWT C7  C15  SING N N 24 
KWT O6  C11  SING N N 25 
KWT O6  C21  SING N N 26 
KWT C11 C8   SING N N 27 
KWT C11 C12  SING N N 28 
KWT C11 H11  SING N N 29 
KWT C21 O7   DOUB N N 30 
KWT C21 C22  SING N N 31 
KWT C15 C13  SING N N 32 
KWT C15 C16  SING N N 33 
KWT C15 H15  SING N N 34 
KWT C10 H101 SING N N 35 
KWT C10 H102 SING N N 36 
KWT C10 H103 SING N N 37 
KWT C12 C13  SING N N 38 
KWT C12 H121 SING N N 39 
KWT C12 H122 SING N N 40 
KWT C13 C14  SING N N 41 
KWT C13 C18  SING N N 42 
KWT C14 H141 SING N N 43 
KWT C14 H142 SING N N 44 
KWT C14 H143 SING N N 45 
KWT C18 C17  SING N N 46 
KWT C18 O4   DOUB N N 47 
KWT C16 C17  SING N N 48 
KWT C16 H161 SING N N 49 
KWT C16 H162 SING N N 50 
KWT C17 H171 SING N N 51 
KWT C17 H172 SING N N 52 
KWT C22 H221 SING N N 53 
KWT C22 H222 SING N N 54 
KWT C22 H223 SING N N 55 
KWT O8  C24  SING N N 56 
KWT C24 H241 SING N N 57 
KWT C24 H242 SING N N 58 
KWT C24 H243 SING N N 59 
# 
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 
KWT SMILES           ACDLabs              10.04 O=C3c2occ1C(=O)OC(C(c12)(C5=C3C4C(C(=O)CC4)(C)CC5OC(=O)C)C)COC                                                                                                             
KWT InChI            InChI                1.02b InChI=1/C23H24O8/c1-10(24)30-13-7-22(2)12(5-6-14(22)25)16-18(13)23(3)15(9-28-4)31-21(27)11-8-29-20(17(11)23)19(16)26/h8,12-13,15H,5-7,9H2,1-4H3/t12-,13+,15+,22-,23-/m0/s1 
KWT InChIKey         InChI                1.02b QDLHCMPXEPAAMD-QAIWCSMKBP                                                                                                                                                  
KWT SMILES_CANONICAL CACTVS               3.341 COC[C@H]1OC(=O)c2coc3C(=O)C4=C([C@@H](C[C@@]5(C)[C@H]4CCC5=O)OC(C)=O)[C@]1(C)c23                                                                                           
KWT SMILES           CACTVS               3.341 COC[CH]1OC(=O)c2coc3C(=O)C4=C([CH](C[C]5(C)[CH]4CCC5=O)OC(C)=O)[C]1(C)c23                                                                                                  
KWT SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 CC(=O)O[C@@H]1C[C@]2([C@@H](CCC2=O)C3=C1[C@@]4(c5c(coc5C3=O)C(=O)O[C@@H]4COC)C)C                                                                                           
KWT SMILES           "OpenEye OEToolkits" 1.5.0 CC(=O)OC1CC2(C(CCC2=O)C3=C1C4(c5c(coc5C3=O)C(=O)OC4COC)C)C                                                                                                                 
# 
_pdbx_chem_comp_identifier.comp_id           KWT 
_pdbx_chem_comp_identifier.type              "SYSTEMATIC NAME" 
_pdbx_chem_comp_identifier.program           ACDLabs 
_pdbx_chem_comp_identifier.program_version   10.04 
_pdbx_chem_comp_identifier.identifier        "(1S,6bR,9aS,11R,11bR)-1-(methoxymethyl)-9a,11b-dimethyl-3,6,9-trioxo-1,6,6b,7,8,9,9a,10,11,11b-decahydro-3H-furo[4,3,2-de]indeno[4,5-h]isochromen-11-yl acetate" 
# 
