data_459
# 
_chem_comp.id                                    459 
_chem_comp.name                                  4-[(1S,2S,5S,9R)-5-(HYDROXYMETHYL)-8,9-DIMETHYL-3-OXABICYCLO[3.3.1]NON-7-EN-2-YL]PHENOL 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C17 H24 O3" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2005-12-15 
_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                        276.371 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     459 
_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        2FAI 
_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 
459 CAT  CAT  C 0 1 N N N 3.666  0.277  -3.093 2.106  -1.718 1.739  CAT  459 1  
459 CAK  CAK  C 0 1 N N R 3.964  -0.421 -4.409 1.936  -0.275 1.259  CAK  459 2  
459 CAJ  CAJ  C 0 1 N N R 5.460  -0.416 -4.750 0.443  0.062  1.149  CAJ  459 3  
459 CAN  CAN  C 0 1 N N S 5.576  -1.426 -5.856 0.303  1.527  0.719  CAN  459 4  
459 CAQ  CAQ  C 0 1 N N N 6.755  -2.413 -5.878 0.992  2.428  1.746  CAQ  459 5  
459 CAP  CAP  C 0 1 N N N 4.554  -1.435 -6.814 0.957  1.719  -0.650 CAP  459 6  
459 CAO  CAO  C 0 1 N N N 3.428  -0.589 -6.869 2.436  1.335  -0.575 CAO  459 7  
459 CAL  CAL  C 0 1 N N S 3.201  0.217  -5.572 2.560  -0.127 -0.135 CAL  459 8  
459 CAR  CAR  C 0 1 N N N 1.712  0.340  -5.270 4.033  -0.539 -0.096 CAR  459 9  
459 OAS  OAS  O 0 1 N N N 1.319  -0.696 -4.367 4.604  -0.389 -1.398 OAS  459 10 
459 CAM  CAM  C 0 1 N N N 3.737  1.617  -5.765 1.795  -1.012 -1.125 CAM  459 11 
459 OAH  OAH  O 0 1 N N N 5.069  1.454  -6.278 0.439  -0.578 -1.210 OAH  459 12 
459 CAI  CAI  C 0 1 N N S 5.928  0.975  -5.242 -0.183 -0.843 0.045  CAI  459 13 
459 CAD  CAD  C 0 1 Y N N 7.380  1.090  -5.780 -1.660 -0.564 -0.058 CAD  459 14 
459 CAC  CAC  C 0 1 Y N N 7.738  0.792  -7.101 -2.113 0.476  -0.850 CAC  459 15 
459 CAB  CAB  C 0 1 Y N N 9.078  0.920  -7.508 -3.467 0.730  -0.951 CAB  459 16 
459 CAA  CAA  C 0 1 Y N N 10.041 1.369  -6.604 -4.372 -0.052 -0.249 CAA  459 17 
459 OAG  OAG  O 0 1 N N N 11.350 1.531  -6.957 -5.705 0.199  -0.342 OAG  459 18 
459 CAF  CAF  C 0 1 Y N N 9.667  1.678  -5.304 -3.916 -1.091 0.549  CAF  459 19 
459 CAE  CAE  C 0 1 Y N N 8.350  1.539  -4.902 -2.561 -1.344 0.643  CAE  459 20 
459 HAT1 1HAT H 0 0 N N N 2.713  0.821  -3.174 1.635  -2.396 1.027  HAT1 459 21 
459 HAT2 2HAT H 0 0 N N N 4.475  0.986  -2.863 3.168  -1.952 1.816  HAT2 459 22 
459 HAT3 3HAT H 0 0 N N N 3.594  -0.470 -2.289 1.637  -1.833 2.716  HAT3 459 23 
459 HAK  HAK  H 0 1 N N N 3.633  -1.461 -4.272 2.417  0.406  1.961  HAK  459 24 
459 HAJ  HAJ  H 0 1 N N N 6.086  -0.650 -3.876 -0.060 -0.108 2.100  HAJ  459 25 
459 HAN  HAN  H 0 1 N N N 6.308  -1.865 -6.550 -0.754 1.788  0.658  HAN  459 26 
459 HAQ1 1HAQ H 0 0 N N N 6.469  -3.337 -5.354 0.893  3.469  1.440  HAQ1 459 27 
459 HAQ2 2HAQ H 0 0 N N N 7.622  -1.959 -5.376 0.527  2.290  2.721  HAQ2 459 28 
459 HAQ3 3HAQ H 0 0 N N N 7.017  -2.649 -6.920 2.049  2.166  1.807  HAQ3 459 29 
459 HAP1 1HAP H 0 0 N N N 4.062  -2.383 -6.552 0.455  1.088  -1.383 HAP1 459 30 
459 HAP2 2HAP H 0 0 N N N 5.078  -1.240 -7.761 0.868  2.763  -0.951 HAP2 459 31 
459 HAO1 1HAO H 0 0 N N N 2.545  -1.229 -7.014 2.894  1.460  -1.556 HAO1 459 32 
459 HAO2 2HAO H 0 0 N N N 3.574  0.123  -7.694 2.942  1.976  0.148  HAO2 459 33 
459 HAR1 1HAR H 0 0 N N N 1.140  0.246  -6.205 4.568  0.094  0.611  HAR1 459 34 
459 HAR2 2HAR H 0 0 N N N 1.511  1.320  -4.812 4.111  -1.580 0.217  HAR2 459 35 
459 HAS  HAS  H 0 1 N N N 1.232  -1.514 -4.842 5.530  -0.658 -1.329 HAS  459 36 
459 HAM1 1HAM H 0 0 N N N 3.732  2.186  -4.824 2.260  -0.942 -2.108 HAM1 459 37 
459 HAM2 2HAM H 0 0 N N N 3.112  2.180  -6.474 1.824  -2.046 -0.784 HAM2 459 38 
459 HAI  HAI  H 0 1 N N N 5.890  1.573  -4.320 -0.029 -1.888 0.313  HAI  459 39 
459 HAC  HAC  H 0 1 N N N 6.987  0.465  -7.805 -1.407 1.084  -1.396 HAC  459 40 
459 HAB  HAB  H 0 1 N N N 9.361  0.671  -8.520 -3.820 1.539  -1.573 HAB  459 41 
459 HAG  HAG  H 0 1 N N N 11.421 1.569  -7.904 -5.920 0.830  0.358  HAG  459 42 
459 HAF  HAF  H 0 1 N N N 10.408 2.029  -4.601 -4.619 -1.701 1.097  HAF  459 43 
459 HAE  HAE  H 0 1 N N N 8.075  1.785  -3.887 -2.205 -2.153 1.264  HAE  459 44 
# 
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 
459 CAT CAK  SING N N 1  
459 CAT HAT1 SING N N 2  
459 CAT HAT2 SING N N 3  
459 CAT HAT3 SING N N 4  
459 CAK CAJ  SING N N 5  
459 CAK CAL  SING N N 6  
459 CAK HAK  SING N N 7  
459 CAJ CAN  SING N N 8  
459 CAJ CAI  SING N N 9  
459 CAJ HAJ  SING N N 10 
459 CAN CAQ  SING N N 11 
459 CAN CAP  SING N N 12 
459 CAN HAN  SING N N 13 
459 CAQ HAQ1 SING N N 14 
459 CAQ HAQ2 SING N N 15 
459 CAQ HAQ3 SING N N 16 
459 CAP CAO  SING N N 17 
459 CAP HAP1 SING N N 18 
459 CAP HAP2 SING N N 19 
459 CAO CAL  SING N N 20 
459 CAO HAO1 SING N N 21 
459 CAO HAO2 SING N N 22 
459 CAL CAR  SING N N 23 
459 CAL CAM  SING N N 24 
459 CAR OAS  SING N N 25 
459 CAR HAR1 SING N N 26 
459 CAR HAR2 SING N N 27 
459 OAS HAS  SING N N 28 
459 CAM OAH  SING N N 29 
459 CAM HAM1 SING N N 30 
459 CAM HAM2 SING N N 31 
459 OAH CAI  SING N N 32 
459 CAI CAD  SING N N 33 
459 CAI HAI  SING N N 34 
459 CAD CAC  SING Y N 35 
459 CAD CAE  DOUB Y N 36 
459 CAC CAB  DOUB Y N 37 
459 CAC HAC  SING N N 38 
459 CAB CAA  SING Y N 39 
459 CAB HAB  SING N N 40 
459 CAA OAG  SING N N 41 
459 CAA CAF  DOUB Y N 42 
459 OAG HAG  SING N N 43 
459 CAF CAE  SING Y N 44 
459 CAF HAF  SING N N 45 
459 CAE HAE  SING N N 46 
# 
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 
459 SMILES           ACDLabs              10.04 Oc1ccc(cc1)C2OCC3(CCC(C2C3C)C)CO                                                                                                              
459 InChI            InChI                1.02b InChI=1/C17H24O3/c1-11-7-8-17(9-18)10-20-16(15(11)12(17)2)13-3-5-14(19)6-4-13/h3-6,11-12,15-16,18-19H,7-10H2,1-2H3/t11-,12+,15+,16+,17-/m0/s1 
459 InChIKey         InChI                1.02b YMSZEVAWRFDVQX-GHVWTTSJBO                                                                                                                     
459 SMILES_CANONICAL CACTVS               3.341 C[C@H]1CC[C@]2(CO)CO[C@@H]([C@H]1[C@H]2C)c3ccc(O)cc3                                                                                          
459 SMILES           CACTVS               3.341 C[CH]1CC[C]2(CO)CO[CH]([CH]1[CH]2C)c3ccc(O)cc3                                                                                                
459 SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 CC1CC[C@@]2(CO[C@@H]([C@H]1[C@H]2C)c3ccc(cc3)O)CO                                                                                             
459 SMILES           "OpenEye OEToolkits" 1.5.0 CC1CCC2(COC(C1C2C)c3ccc(cc3)O)CO                                                                                                              
# 
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 
459 "SYSTEMATIC NAME" ACDLabs              10.04 4-[(1R,2S,5S,8S,9R)-5-(hydroxymethyl)-8,9-dimethyl-3-oxabicyclo[3.3.1]non-2-yl]phenol 
459 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 4-[(1R,2S,5S,9R)-5-(hydroxymethyl)-8,9-dimethyl-3-oxabicyclo[3.3.1]nonan-2-yl]phenol  
# 
