data_3AS
# 
_chem_comp.id                                    3AS 
_chem_comp.name                                  (3aS,4R,9bR)-2,2-difluoro-4-(4-hydroxyphenyl)-6-(methoxymethyl)-1,2,3,3a,4,9b-hexahydrocyclopenta[c]chromen-8-ol 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C20 H20 F2 O4" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2007-10-08 
_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                        362.367 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     3AS 
_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        2QTU 
_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 
3AS C1   C1   C 0 1 Y N N 80.600 42.523 68.070 -3.968 0.178  0.571  C1   3AS 1  
3AS C2   C2   C 0 1 Y N N 80.645 42.564 69.451 -3.594 -1.081 0.125  C2   3AS 2  
3AS C3   C3   C 0 1 Y N N 79.781 41.796 70.176 -2.256 -1.402 0.023  C3   3AS 3  
3AS C4   C4   C 0 1 Y N N 78.843 40.979 69.546 -1.284 -0.469 0.366  C4   3AS 4  
3AS O5   O5   O 0 1 N N N 78.011 40.248 70.372 0.024  -0.823 0.252  O5   3AS 5  
3AS C6   C6   C 0 1 N N R 77.525 39.052 69.745 0.964  -0.094 1.041  C6   3AS 6  
3AS C8   C8   C 0 1 Y N N 76.612 38.268 70.720 2.364  -0.498 0.656  C8   3AS 7  
3AS C9   C9   C 0 1 Y N N 76.603 38.584 72.086 3.330  -0.656 1.633  C9   3AS 8  
3AS C10  C10  C 0 1 Y N N 75.793 37.871 72.967 4.614  -1.026 1.283  C10  3AS 9  
3AS C11  C11  C 0 1 Y N N 74.985 36.841 72.504 4.934  -1.240 -0.050 C11  3AS 10 
3AS O12  O12  O 0 1 N N N 74.213 36.151 73.372 6.196  -1.604 -0.397 O12  3AS 11 
3AS C13  C13  C 0 1 Y N N 74.982 36.522 71.152 3.963  -1.082 -1.028 C13  3AS 12 
3AS C14  C14  C 0 1 Y N N 75.791 37.232 70.265 2.679  -0.717 -0.673 C14  3AS 13 
3AS C15  C15  C 0 1 N N S 76.814 39.388 68.417 0.780  1.398  0.795  C15  3AS 14 
3AS C17  C17  C 0 1 N N R 77.804 40.081 67.428 -0.642 1.834  1.196  C17  3AS 15 
3AS C19  C19  C 0 1 Y N N 78.797 40.938 68.161 -1.653 0.786  0.811  C19  3AS 16 
3AS C20  C20  C 0 1 Y N N 79.676 41.713 67.426 -3.000 1.107  0.913  C20  3AS 17 
3AS C21  C21  C 0 1 N N N 76.903 40.969 66.551 -0.906 3.094  0.342  C21  3AS 18 
3AS C22  C22  C 0 1 N N N 75.562 41.130 67.302 0.034  3.009  -0.873 C22  3AS 19 
3AS F23  F23  F 0 1 N N N 75.301 42.476 67.470 -0.714 2.976  -2.055 F23  3AS 20 
3AS F24  F24  F 0 1 N N N 74.527 40.553 66.583 0.902  4.105  -0.886 F24  3AS 21 
3AS C25  C25  C 0 1 N N N 75.692 40.407 68.663 0.836  1.699  -0.718 C25  3AS 22 
3AS C26  C26  C 0 1 N N N 79.826 41.832 71.673 -1.847 -2.769 -0.462 C26  3AS 23 
3AS O27  O27  O 0 1 N N N 80.629 40.755 72.117 -3.014 -3.541 -0.749 O27  3AS 24 
3AS C28  C28  C 0 1 N N N 80.616 40.877 73.518 -2.736 -4.862 -1.219 C28  3AS 25 
3AS O29  O29  O 0 1 N N N 81.445 43.277 67.350 -5.285 0.502  0.669  O29  3AS 26 
3AS H2   H2   H 0 1 N N N 81.359 43.200 69.953 -4.347 -1.807 -0.142 H2   3AS 27 
3AS H6   H6   H 0 1 N N N 78.376 38.400 69.499 0.799  -0.313 2.096  H6   3AS 28 
3AS H9   H9   H 0 1 N N N 77.227 39.384 72.457 3.080  -0.489 2.670  H9   3AS 29 
3AS H10  H10  H 0 1 N N N 75.793 38.121 74.018 5.368  -1.148 2.046  H10  3AS 30 
3AS H12  H12  H 0 1 N N N 74.701 35.989 74.171 6.339  -2.560 -0.414 H12  3AS 31 
3AS H13  H13  H 0 1 N N N 74.353 35.724 70.787 4.209  -1.247 -2.067 H13  3AS 32 
3AS H14  H14  H 0 1 N N N 75.783 36.979 69.215 1.921  -0.598 -1.433 H14  3AS 33 
3AS H15  H15  H 0 1 N N N 76.428 38.444 68.006 1.535  1.973  1.332  H15  3AS 34 
3AS H17  H17  H 0 1 N N N 78.387 39.347 66.852 -0.696 2.054  2.262  H17  3AS 35 
3AS H20  H20  H 0 1 N N N 79.643 41.687 66.347 -3.294 2.086  1.260  H20  3AS 36 
3AS H211 H211 H 0 0 N N N 76.738 40.497 65.571 -1.945 3.109  0.011  H211 3AS 37 
3AS H212 H212 H 0 0 N N N 77.372 41.948 66.372 -0.686 3.991  0.922  H212 3AS 38 
3AS H251 H251 H 0 0 N N N 75.952 41.108 69.470 1.867  1.843  -1.041 H251 3AS 39 
3AS H252 H252 H 0 0 N N N 74.752 39.938 68.989 0.367  0.895  -1.285 H252 3AS 40 
3AS H261 H261 H 0 0 N N N 80.258 42.785 72.012 -1.245 -2.669 -1.366 H261 3AS 41 
3AS H262 H262 H 0 0 N N N 78.810 41.743 72.085 -1.262 -3.268 0.310  H262 3AS 42 
3AS H281 H281 H 0 0 N N N 80.613 39.876 73.974 -2.153 -4.806 -2.138 H281 3AS 43 
3AS H282 H282 H 0 0 N N N 81.511 41.426 73.846 -2.169 -5.405 -0.463 H282 3AS 44 
3AS H283 H283 H 0 0 N N N 79.714 41.425 73.830 -3.673 -5.383 -1.414 H283 3AS 45 
3AS H29  H29  H 0 1 N N N 81.064 43.455 66.498 -5.678 0.297  1.528  H29  3AS 46 
# 
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 
3AS C21 C22  SING Y N 1  
3AS C21 C17  SING Y N 2  
3AS F24 C22  SING N N 3  
3AS C22 F23  SING N N 4  
3AS C22 C25  SING Y N 5  
3AS O29 C1   SING N N 6  
3AS C20 C1   DOUB N N 7  
3AS C20 C19  SING N N 8  
3AS C17 C19  SING N N 9  
3AS C17 C15  SING Y N 10 
3AS C1  C2   SING Y N 11 
3AS C19 C4   DOUB N N 12 
3AS C15 C25  SING N N 13 
3AS C15 C6   SING Y N 14 
3AS C2  C3   DOUB N N 15 
3AS C4  C3   SING N N 16 
3AS C4  O5   SING Y N 17 
3AS C6  O5   SING N N 18 
3AS C6  C8   SING Y N 19 
3AS C3  C26  SING Y N 20 
3AS C14 C8   DOUB N N 21 
3AS C14 C13  SING N N 22 
3AS C8  C9   SING N N 23 
3AS C13 C11  DOUB N N 24 
3AS C26 O27  SING N N 25 
3AS C9  C10  DOUB N N 26 
3AS O27 C28  SING N N 27 
3AS C11 C10  SING Y N 28 
3AS C11 O12  SING Y N 29 
3AS C2  H2   SING Y N 30 
3AS C6  H6   SING N N 31 
3AS C9  H9   SING N N 32 
3AS C10 H10  SING N N 33 
3AS O12 H12  SING N N 34 
3AS C13 H13  SING N N 35 
3AS C14 H14  SING N N 36 
3AS C15 H15  SING N N 37 
3AS C17 H17  SING N N 38 
3AS C20 H20  SING N N 39 
3AS C21 H211 SING N N 40 
3AS C21 H212 SING N N 41 
3AS C25 H251 SING N N 42 
3AS C25 H252 SING N N 43 
3AS C26 H261 SING N N 44 
3AS C26 H262 SING N N 45 
3AS C28 H281 SING N N 46 
3AS C28 H282 SING N N 47 
3AS C28 H283 SING N N 48 
3AS O29 H29  SING N N 49 
# 
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 
3AS SMILES           ACDLabs              10.04 FC4(F)CC2C(c3c(OC2c1ccc(O)cc1)c(cc(O)c3)COC)C4                                                                                                       
3AS InChI            InChI                1.02b InChI=1/C20H20F2O4/c1-25-10-12-6-14(24)7-15-16-8-20(21,22)9-17(16)18(26-19(12)15)11-2-4-13(23)5-3-11/h2-7,16-18,23-24H,8-10H2,1H3/t16-,17-,18-/m0/s1 
3AS InChIKey         InChI                1.02b GPFRMIHXGMVMGF-BZSNNMDCBI                                                                                                                            
3AS SMILES_CANONICAL CACTVS               3.341 COCc1cc(O)cc2[C@@H]3CC(F)(F)C[C@@H]3[C@@H](Oc12)c4ccc(O)cc4                                                                                          
3AS SMILES           CACTVS               3.341 COCc1cc(O)cc2[CH]3CC(F)(F)C[CH]3[CH](Oc12)c4ccc(O)cc4                                                                                                
3AS SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 COCc1cc(cc2c1O[C@H]([C@@H]3[C@H]2CC(C3)(F)F)c4ccc(cc4)O)O                                                                                            
3AS SMILES           "OpenEye OEToolkits" 1.5.0 COCc1cc(cc2c1OC(C3C2CC(C3)(F)F)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 
3AS "SYSTEMATIC NAME" ACDLabs              10.04 (3aS,4R,9bR)-2,2-difluoro-4-(4-hydroxyphenyl)-6-(methoxymethyl)-1,2,3,3a,4,9b-hexahydrocyclopenta[c]chromen-8-ol  
3AS "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 (3aS,4R,9bR)-2,2-difluoro-4-(4-hydroxyphenyl)-6-(methoxymethyl)-3,3a,4,9b-tetrahydro-1H-cyclopenta[c]chromen-8-ol 
# 
