data_WST
# 
_chem_comp.id                                    WST 
_chem_comp.name                                  (3AS,4R,9BR)-4-(4-HYDROXYPHENYL)-1,2,3,3A,4,9B-HEXAHYDROCYCLOPENTA[C]CHROMEN-9-OL 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C18 H18 O3" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2007-05-14 
_chem_comp.pdbx_modified_date                    2008-10-14 
_chem_comp.pdbx_ambiguous_flag                   ? 
_chem_comp.pdbx_release_status                   REL 
_chem_comp.pdbx_replaced_by                      ? 
_chem_comp.pdbx_replaces                         ? 
_chem_comp.formula_weight                        282.334 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     WST 
_chem_comp.pdbx_model_coordinates_details        ? 
_chem_comp.pdbx_model_coordinates_missing_flag   N 
_chem_comp.pdbx_ideal_coordinates_details        "Corina V3.40" 
_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 
# 
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 
WST C1   C1   C 0 1 Y N N 27.271 28.912 69.597 2.238  0.070  0.289  C1   WST 1  
WST C2   C2   C 0 1 Y N N 27.672 30.205 70.144 3.629  0.130  0.296  C2   WST 2  
WST O3   O3   O 0 1 N N N 28.612 30.937 69.659 4.350  -0.949 0.698  O3   WST 3  
WST C4   C4   C 0 1 Y N N 26.932 30.638 71.302 4.281  1.285  -0.106 C4   WST 4  
WST C5   C5   C 0 1 Y N N 25.879 29.880 71.892 3.551  2.384  -0.516 C5   WST 5  
WST C6   C6   C 0 1 Y N N 25.513 28.636 71.340 2.172  2.329  -0.524 C6   WST 6  
WST C7   C7   C 0 1 Y N N 26.201 28.155 70.202 1.513  1.174  -0.116 C7   WST 7  
WST O8   O8   O 0 1 N N N 25.780 26.931 69.718 0.154  1.162  -0.133 O8   WST 8  
WST C9   C9   C 0 1 N N R 26.834 26.096 69.151 -0.495 0.215  0.716  C9   WST 9  
WST C11  C11  C 0 1 N N S 27.607 26.840 68.012 0.066  -1.176 0.444  C11  WST 10 
WST C13  C13  C 0 1 N N R 27.973 28.317 68.361 1.578  -1.208 0.735  C13  WST 11 
WST C15  C15  C 0 1 N N N 27.689 29.119 67.071 2.114  -2.359 -0.144 C15  WST 12 
WST C16  C16  C 0 1 N N N 27.612 28.081 65.970 1.104  -2.545 -1.290 C16  WST 13 
WST C17  C17  C 0 1 N N N 26.890 26.937 66.653 -0.017 -1.495 -1.064 C17  WST 14 
WST C18  C18  C 0 1 Y N N 26.283 24.735 68.714 -1.976 0.224  0.439  C18  WST 15 
WST C19  C19  C 0 1 Y N N 24.869 24.518 68.681 -2.434 0.323  -0.862 C19  WST 16 
WST C20  C20  C 0 1 Y N N 24.335 23.267 68.272 -3.791 0.331  -1.118 C20  WST 17 
WST C21  C21  C 0 1 Y N N 25.160 22.160 67.871 -4.695 0.239  -0.069 C21  WST 18 
WST O22  O22  O 0 1 N N N 24.677 21.043 67.501 -6.031 0.246  -0.319 O22  WST 19 
WST C23  C23  C 0 1 Y N N 26.564 22.406 67.919 -4.233 0.139  1.235  C23  WST 20 
WST C24  C24  C 0 1 Y N N 27.127 23.652 68.326 -2.874 0.126  1.486  C24  WST 21 
WST HO3  HO3  H 0 1 N N N 28.433 31.117 68.744 4.608  -0.925 1.630  HO3  WST 22 
WST H4   H4   H 0 1 N N N 27.189 31.588 71.747 5.360  1.325  -0.099 H4   WST 23 
WST H5   H5   H 0 1 N N N 25.362 30.259 72.761 4.059  3.284  -0.830 H5   WST 24 
WST H6   H6   H 0 1 N N N 24.716 28.056 71.781 1.602  3.189  -0.844 H6   WST 25 
WST H9   H9   H 0 1 N N N 27.575 25.895 69.939 -0.318 0.481  1.758  H9   WST 26 
WST H11  H11  H 0 1 N N N 28.490 26.190 67.928 -0.466 -1.927 1.029  H11  WST 27 
WST H13  H13  H 0 1 N N N 29.027 28.366 68.670 1.763  -1.393 1.793  H13  WST 28 
WST H151 1H15 H 0 0 N N N 26.744 29.676 67.154 3.092  -2.096 -0.548 H151 WST 29 
WST H152 2H15 H 0 0 N N N 28.469 29.869 66.874 2.186  -3.275 0.442  H152 WST 30 
WST H161 1H16 H 0 0 N N N 27.059 28.451 65.094 1.592  -2.374 -2.250 H161 WST 31 
WST H162 2H16 H 0 0 N N N 28.595 27.798 65.566 0.685  -3.551 -1.259 H162 WST 32 
WST H171 1H17 H 0 0 N N N 26.975 26.002 66.080 -0.992 -1.915 -1.313 H171 WST 33 
WST H172 2H17 H 0 0 N N N 25.807 27.105 66.747 0.175  -0.600 -1.656 H172 WST 34 
WST H19  H19  H 0 1 N N N 24.200 25.315 68.970 -1.730 0.395  -1.678 H19  WST 35 
WST H20  H20  H 0 1 N N N 23.262 23.142 68.262 -4.149 0.410  -2.134 H20  WST 36 
WST HO22 HO22 H 0 0 N N N 24.557 21.046 66.559 -6.409 -0.632 -0.462 HO22 WST 37 
WST H23  H23  H 0 1 N N N 27.235 21.609 67.633 -4.934 0.067  2.053  H23  WST 38 
WST H24  H24  H 0 1 N N N 28.200 23.776 68.341 -2.514 0.044  2.500  H24  WST 39 
# 
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 
WST C1  C13  SING N N 1  
WST C1  C2   DOUB Y N 2  
WST C1  C7   SING Y N 3  
WST C2  O3   SING N N 4  
WST C2  C4   SING Y N 5  
WST O3  HO3  SING N N 6  
WST C4  C5   DOUB Y N 7  
WST C4  H4   SING N N 8  
WST C5  C6   SING Y N 9  
WST C5  H5   SING N N 10 
WST C6  C7   DOUB Y N 11 
WST C6  H6   SING N N 12 
WST C7  O8   SING N N 13 
WST O8  C9   SING N N 14 
WST C9  C11  SING N N 15 
WST C9  C18  SING N N 16 
WST C9  H9   SING N N 17 
WST C11 C17  SING N N 18 
WST C11 C13  SING N N 19 
WST C11 H11  SING N N 20 
WST C13 C15  SING N N 21 
WST C13 H13  SING N N 22 
WST C15 C16  SING N N 23 
WST C15 H151 SING N N 24 
WST C15 H152 SING N N 25 
WST C16 C17  SING N N 26 
WST C16 H161 SING N N 27 
WST C16 H162 SING N N 28 
WST C17 H171 SING N N 29 
WST C17 H172 SING N N 30 
WST C18 C24  DOUB Y N 31 
WST C18 C19  SING Y N 32 
WST C19 C20  DOUB Y N 33 
WST C19 H19  SING N N 34 
WST C20 C21  SING Y N 35 
WST C20 H20  SING N N 36 
WST C21 O22  SING N N 37 
WST C21 C23  DOUB Y N 38 
WST O22 HO22 SING N N 39 
WST C23 C24  SING Y N 40 
WST C23 H23  SING N N 41 
WST C24 H24  SING N N 42 
# 
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 
WST SMILES           ACDLabs              10.04 Oc1ccc(cc1)C4Oc2c(c(O)ccc2)C3CCCC34                                                                                                 
WST InChI            InChI                1.02b InChI=1/C18H18O3/c19-12-9-7-11(8-10-12)18-14-4-1-3-13(14)17-15(20)5-2-6-16(17)21-18/h2,5-10,13-14,18-20H,1,3-4H2/t13-,14+,18+/m1/s1 
WST InChIKey         InChI                1.02b FSYFYSFYUHBIHE-GLJUWKHABT                                                                                                           
WST SMILES_CANONICAL CACTVS               3.341 Oc1ccc(cc1)[C@@H]2Oc3cccc(O)c3[C@@H]4CCC[C@H]24                                                                                     
WST SMILES           CACTVS               3.341 Oc1ccc(cc1)[CH]2Oc3cccc(O)c3[CH]4CCC[CH]24                                                                                          
WST SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 c1cc(c2c(c1)O[C@H]([C@@H]3[C@H]2CCC3)c4ccc(cc4)O)O                                                                                  
WST SMILES           "OpenEye OEToolkits" 1.5.0 c1cc(c2c(c1)OC(C3C2CCC3)c4ccc(cc4)O)O                                                                                               
# 
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 
WST "SYSTEMATIC NAME" ACDLabs              10.04 (3aS,4R,9bR)-4-(4-hydroxyphenyl)-1,2,3,3a,4,9b-hexahydrocyclopenta[c]chromen-9-ol 
WST "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 (3aS,4R,9bR)-4-(4-hydroxyphenyl)-1,2,3,3a,4,9b-hexahydrocyclopenta[c]chromen-9-ol 
# 
