data_WLI
# 
_chem_comp.id                                    WLI 
_chem_comp.name                                  "4,4'-[(1S,3aR,4S,6aS)-tetrahydro-1H,3H-furo[3,4-c]furan-1,4-diyl]bis(2,6-dimethoxyphenol)" 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C22 H26 O8" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2023-10-06 
_chem_comp.pdbx_modified_date                    2025-02-24 
_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                        418.437 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     WLI 
_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        ? 
_chem_comp.pdbx_subcomponent_list                ? 
_chem_comp.pdbx_processing_site                  RCSB 
_chem_comp.pdbx_pcm                              ? 
# 
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_n_terminal_atom_flag 
_chem_comp_atom.pdbx_backbone_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 
WLI C1     C1     C 0 1 Y N N N N N 62.208 10.586 11.992 -2.641 -1.035 -0.386 C1     WLI 1  
WLI C2     C2     C 0 1 Y N N N N N 63.000 10.077 10.962 -2.040 -0.026 -1.115 C2     WLI 2  
WLI C3     C3     C 0 1 Y N N N N N 64.298 9.627  11.245 -2.637 1.222  -1.198 C3     WLI 3  
WLI O3     O3     O 0 1 N N N N N N 65.138 9.134  10.252 -2.045 2.214  -1.916 O3     WLI 4  
WLI C4     C4     C 0 1 Y N N N N N 64.837 9.824  12.561 -3.842 1.459  -0.546 C4     WLI 5  
WLI O4     O4     O 0 1 N N N N N N 66.197 9.600  12.804 -4.431 2.683  -0.625 O4     WLI 6  
WLI C5     C5     C 0 1 Y N N N N N 64.002 10.360 13.580 -4.443 0.442  0.186  C5     WLI 7  
WLI O5     O5     O 0 1 N N N N N N 64.489 10.463 14.854 -5.622 0.668  0.825  O5     WLI 8  
WLI C6     C6     C 0 1 Y N N N N N 62.703 10.716 13.286 -3.839 -0.804 0.263  C6     WLI 9  
WLI C7     C7     C 0 1 N N S N N N 60.750 10.870 11.707 -1.991 -2.393 -0.305 C7     WLI 10 
WLI O7     O7     O 0 1 N N N N N N 59.936 10.723 12.947 -1.294 -2.696 -1.547 O7     WLI 11 
WLI C8     C8     C 0 1 N N S N N N 60.471 12.331 11.408 -0.927 -2.398 0.750  C8     WLI 12 
WLI C9     C9     C 0 1 N N N N N N 61.303 13.251 10.559 -0.808 -1.487 1.942  C9     WLI 13 
WLI "C0'"  "C0'"  C 0 1 N N N N N N 60.400 20.260 13.481 1.685  3.089  1.942  "C0'"  WLI 14 
WLI "C1'"  "C1'"  C 0 1 Y N N N N N 60.444 15.479 13.322 2.361  -0.732 0.661  "C1'"  WLI 15 
WLI C10    C10    C 0 1 N N N N N N 64.723 9.273  8.876  -0.809 1.900  -2.560 C10    WLI 16 
WLI C11    C11    C 0 1 N N N N N N 63.571 10.471 15.950 -6.182 -0.423 1.559  C11    WLI 17 
WLI "C2'"  "C2'"  C 0 1 Y N N N N N 60.345 16.736 12.747 2.154  0.568  1.084  "C2'"  WLI 18 
WLI "C3'"  "C3'"  C 0 1 Y N N N N N 60.130 17.840 13.527 3.104  1.543  0.821  "C3'"  WLI 19 
WLI "O3'"  "O3'"  O 0 1 N N N N N N 60.000 19.040 12.840 2.900  2.822  1.239  "O3'"  WLI 20 
WLI "C4'"  "C4'"  C 0 1 Y N N N N N 60.018 17.705 14.946 4.264  1.214  0.132  "C4'"  WLI 21 
WLI "O4'"  "O4'"  O 0 1 N N N N N N 59.588 18.797 15.673 5.199  2.168  -0.127 "O4'"  WLI 22 
WLI "C5'"  "C5'"  C 0 1 Y N N N N N 60.256 16.421 15.542 4.468  -0.094 -0.292 "C5'"  WLI 23 
WLI "O5'"  "O5'"  O 0 1 N N N N N N 60.272 16.326 16.928 5.603  -0.422 -0.967 "O5'"  WLI 24 
WLI "C6'"  "C6'"  C 0 1 Y N N N N N 60.437 15.301 14.712 3.514  -1.064 -0.025 "C6'"  WLI 25 
WLI "C7'"  "C7'"  C 0 1 N N S N N N 60.152 14.359 12.374 1.329  -1.791 0.954  "C7'"  WLI 26 
WLI "O7'"  "O7'"  O 0 1 N N N N N N 60.859 14.548 11.073 0.631  -1.487 2.196  "O7'"  WLI 27 
WLI "C8'"  "C8'"  C 0 1 N N R N N N 60.582 12.973 12.760 0.264  -1.786 -0.101 "C8'"  WLI 28 
WLI "C9'"  "C9'"  C 0 1 N N N N N N 59.663 12.046 13.518 0.146  -2.696 -1.294 "C9'"  WLI 29 
WLI CP1    CP1    C 0 1 N N N N N N 60.057 15.041 17.521 5.746  -1.785 -1.372 CP1    WLI 30 
WLI H2     H2     H 0 1 N N N N N N 62.616 10.030 9.954  -1.104 -0.211 -1.621 H2     WLI 31 
WLI H6     H6     H 0 1 N N N N N N 62.064 11.099 14.067 -4.306 -1.595 0.831  H6     WLI 32 
WLI H7     H7     H 0 1 N N N N N N 60.372 10.224 10.901 -2.739 -3.158 -0.094 H7     WLI 33 
WLI H8     H8     H 0 1 N N N N N N 59.426 12.414 11.076 -0.691 -3.422 1.040  H8     WLI 34 
WLI H102   H10    H 0 0 N N N N N N 63.768 8.748  8.726  -0.075 1.602  -1.811 H102   WLI 35 
WLI H101   H10A   H 0 0 N N N N N N 64.597 10.339 8.637  -0.963 1.081  -3.263 H101   WLI 36 
WLI H103   H10B   H 0 0 N N N N N N 65.488 8.838  8.216  -0.445 2.776  -3.096 H103   WLI 37 
WLI H111   H11    H 0 0 N N N N N N 62.993 9.535  15.951 -6.371 -1.257 0.882  H111   WLI 38 
WLI H113   H11A   H 0 0 N N N N N N 64.128 10.559 16.895 -5.483 -0.736 2.335  H113   WLI 39 
WLI H112   H11B   H 0 0 N N N N N N 62.885 11.325 15.848 -7.119 -0.109 2.018  H112   WLI 40 
WLI "H2'"  "H2'"  H 0 1 N N N N N N 60.438 16.845 11.677 1.252  0.823  1.619  "H2'"  WLI 41 
WLI "H6'"  "H6'"  H 0 1 N N N N N N 60.569 14.318 15.139 3.672  -2.081 -0.354 "H6'"  WLI 42 
WLI "H7'"  "H7'"  H 0 1 N N N N N N 59.069 14.343 12.181 1.801  -2.772 1.012  "H7'"  WLI 43 
WLI "H8'"  "H8'"  H 0 1 N N N N N N 61.610 12.949 13.150 0.029  -0.762 -0.391 "H8'"  WLI 44 
WLI H91    H9     H 0 1 N N N N N N 61.074 13.137 9.489  -1.159 -0.484 1.700  H91    WLI 45 
WLI HP91   "H9'"  H 0 0 N N N N N N 59.893 12.062 14.594 0.496  -3.699 -1.052 HP91   WLI 46 
WLI H92    H9A    H 0 1 N N N N N N 62.379 13.095 10.723 -1.355 -1.892 2.794  H92    WLI 47 
WLI HP92   "H9'A" H 0 0 N N N N N N 58.611 12.328 13.364 0.690  -2.290 -2.147 HP92   WLI 48 
WLI H1P3   "H0'"  H 0 0 N N N N N N 61.468 20.206 13.738 0.835  2.850  1.302  H1P3   WLI 49 
WLI H1P1   "H0'A" H 0 0 N N N N N N 60.230 21.106 12.799 1.645  2.476  2.843  H1P1   WLI 50 
WLI H1P2   "H0'B" H 0 0 N N N N N N 59.809 20.403 14.398 1.648  4.143  2.217  H1P2   WLI 51 
WLI H1PA   HP1    H 0 0 N N N N N N 60.099 15.131 18.617 5.731  -2.429 -0.492 H1PA   WLI 52 
WLI H1PB   HP1A   H 0 0 N N N N N N 59.069 14.660 17.222 4.923  -2.056 -2.033 H1PB   WLI 53 
WLI H1PC   HP1B   H 0 0 N N N N N N 60.837 14.345 17.180 6.692  -1.911 -1.898 H1PC   WLI 54 
WLI HO4    HO4    H 0 1 N N N N N N 66.389 9.775  13.718 -5.042 2.778  -1.368 HO4    WLI 55 
WLI "HO4'" "HO4'" H 0 0 N N N N N N 59.559 18.572 16.596 5.871  2.259  0.562  "HO4'" WLI 56 
# 
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 
WLI C2    C1     DOUB Y N 1  
WLI C7    C1     SING N N 2  
WLI C1    C6     SING Y N 3  
WLI H2    C2     SING N N 4  
WLI C2    C3     SING Y N 5  
WLI O3    C3     SING N N 6  
WLI C3    C4     DOUB Y N 7  
WLI C10   O3     SING N N 8  
WLI C4    O4     SING N N 9  
WLI C4    C5     SING Y N 10 
WLI O4    HO4    SING N N 11 
WLI C6    C5     DOUB Y N 12 
WLI C5    O5     SING N N 13 
WLI O5    C11    SING N N 14 
WLI C6    H6     SING N N 15 
WLI H7    C7     SING N N 16 
WLI C8    C7     SING N N 17 
WLI C7    O7     SING N N 18 
WLI O7    "C9'"  SING N N 19 
WLI C9    C8     SING N N 20 
WLI H8    C8     SING N N 21 
WLI C8    "C8'"  SING N N 22 
WLI H92   C9     SING N N 23 
WLI C9    H91    SING N N 24 
WLI C9    "O7'"  SING N N 25 
WLI H1P1  "C0'"  SING N N 26 
WLI "O3'" "C0'"  SING N N 27 
WLI "C0'" H1P2   SING N N 28 
WLI "C0'" H1P3   SING N N 29 
WLI "C7'" "C1'"  SING N N 30 
WLI "C2'" "C1'"  DOUB Y N 31 
WLI "C1'" "C6'"  SING Y N 32 
WLI H103  C10    SING N N 33 
WLI H102  C10    SING N N 34 
WLI H101  C10    SING N N 35 
WLI H113  C11    SING N N 36 
WLI C11   H112   SING N N 37 
WLI C11   H111   SING N N 38 
WLI "H2'" "C2'"  SING N N 39 
WLI "C2'" "C3'"  SING Y N 40 
WLI "O3'" "C3'"  SING N N 41 
WLI "C3'" "C4'"  DOUB Y N 42 
WLI "C4'" "C5'"  SING Y N 43 
WLI "C4'" "O4'"  SING N N 44 
WLI "O4'" "HO4'" SING N N 45 
WLI "C6'" "C5'"  DOUB Y N 46 
WLI "C5'" "O5'"  SING N N 47 
WLI "O5'" CP1    SING N N 48 
WLI "C6'" "H6'"  SING N N 49 
WLI "O7'" "C7'"  SING N N 50 
WLI "H7'" "C7'"  SING N N 51 
WLI "C7'" "C8'"  SING N N 52 
WLI "C8'" "H8'"  SING N N 53 
WLI "C8'" "C9'"  SING N N 54 
WLI HP92  "C9'"  SING N N 55 
WLI "C9'" HP91   SING N N 56 
WLI H1PA  CP1    SING N N 57 
WLI H1PB  CP1    SING N N 58 
WLI CP1   H1PC   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 
WLI SMILES           ACDLabs              12.01 "COc1cc(cc(OC)c1O)C1OCC2C1COC2c1cc(OC)c(O)c(OC)c1"                                                                                                                      
WLI InChI            InChI                1.06  "InChI=1S/C22H26O8/c1-25-15-5-11(6-16(26-2)19(15)23)21-13-9-30-22(14(13)10-29-21)12-7-17(27-3)20(24)18(8-12)28-4/h5-8,13-14,21-24H,9-10H2,1-4H3/t13-,14+,21-,22-/m1/s1" 
WLI InChIKey         InChI                1.06  KOWMJRJXZMEZLD-IETVQMFBSA-N                                                                                                                                             
WLI SMILES_CANONICAL CACTVS               3.385 "COc1cc(cc(OC)c1O)[C@H]2OC[C@@H]3[C@@H]2CO[C@@H]3c4cc(OC)c(O)c(OC)c4"                                                                                                   
WLI SMILES           CACTVS               3.385 "COc1cc(cc(OC)c1O)[CH]2OC[CH]3[CH]2CO[CH]3c4cc(OC)c(O)c(OC)c4"                                                                                                          
WLI SMILES_CANONICAL "OpenEye OEToolkits" 2.0.7 "COc1cc(cc(c1O)OC)[C@@H]2[C@@H]3CO[C@@H]([C@H]3CO2)c4cc(c(c(c4)OC)O)OC"                                                                                                 
WLI SMILES           "OpenEye OEToolkits" 2.0.7 "COc1cc(cc(c1O)OC)C2C3COC(C3CO2)c4cc(c(c(c4)OC)O)OC"                                                                                                                    
# 
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 
WLI "SYSTEMATIC NAME" ACDLabs              12.01 "4,4'-[(1S,3aR,4S,6aS)-tetrahydro-1H,3H-furo[3,4-c]furan-1,4-diyl]bis(2,6-dimethoxyphenol)"                                                         
WLI "SYSTEMATIC NAME" "OpenEye OEToolkits" 2.0.7 "4-[(3~{S},3~{a}~{S},6~{S},6~{a}~{R})-6-(3,5-dimethoxy-4-oxidanyl-phenyl)-1,3,3~{a},4,6,6~{a}-hexahydrofuro[3,4-c]furan-3-yl]-2,6-dimethoxy-phenol" 
# 
loop_
_pdbx_chem_comp_audit.comp_id 
_pdbx_chem_comp_audit.action_type 
_pdbx_chem_comp_audit.date 
_pdbx_chem_comp_audit.processing_site 
WLI "Create component"   2023-10-06 RCSB 
WLI "Other modification" 2023-12-06 RCSB 
WLI "Initial release"    2025-02-24 RCSB 
# 
