data_HZ3
# 
_chem_comp.id                                    HZ3 
_chem_comp.name                                  "dimethyl (1R,4S)-5,6-bis(4-hydroxyphenyl)-7-oxabicyclo[2.2.1]hepta-2,5-diene-2,3-dicarboxylate" 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C22 H18 O7" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2007-08-15 
_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                        394.374 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     HZ3 
_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        2QR9 
_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 
HZ3 CAK  CAK  C 0 1 Y N N -6.632  -3.306  20.422 -0.899 -2.468 0.613  CAK  HZ3 1  
HZ3 CAG  CAG  C 0 1 Y N N -7.608  -2.381  20.774 -1.836 -3.370 1.069  CAG  HZ3 2  
HZ3 CAV  CAV  C 0 1 Y N N -8.923  -2.801  20.843 -3.084 -3.443 0.464  CAV  HZ3 3  
HZ3 OAC  OAC  O 0 1 N N N -9.879  -1.903  21.196 -4.005 -4.334 0.916  OAC  HZ3 4  
HZ3 CAH  CAH  C 0 1 Y N N -9.281  -4.121  20.553 -3.395 -2.607 -0.601 CAH  HZ3 5  
HZ3 CAL  CAL  C 0 1 Y N N -8.311  -5.047  20.191 -2.464 -1.701 -1.063 CAL  HZ3 6  
HZ3 CAX  CAX  C 0 1 Y N N -6.985  -4.633  20.148 -1.208 -1.621 -0.455 CAX  HZ3 7  
HZ3 CAR  CAR  C 0 1 N N N -5.997  -5.516  19.750 -0.210 -0.655 -0.945 CAR  HZ3 8  
HZ3 CBB  CBB  C 0 1 N N R -5.954  -6.083  18.322 1.140  -0.962 -1.605 CBB  HZ3 9  
HZ3 OAQ  OAQ  O 0 1 N N N -4.514  -5.926  18.255 1.230  0.146  -2.566 OAQ  HZ3 10 
HZ3 CAT  CAT  C 0 1 N N N -5.958  -7.602  18.035 2.190  -0.549 -0.568 CAT  HZ3 11 
HZ3 CAZ  CAZ  C 0 1 N N N -6.938  -8.432  17.115 3.082  -1.432 0.208  CAZ  HZ3 12 
HZ3 OAO  OAO  O 0 1 N N N -7.302  -9.801  17.472 3.023  -2.767 0.038  OAO  HZ3 13 
HZ3 CAA  CAA  C 0 1 N N N -8.336  -9.914  18.505 3.930  -3.575 0.834  CAA  HZ3 14 
HZ3 OAE  OAE  O 0 1 N N N -8.132  -7.690  16.742 3.870  -0.956 1.000  OAE  HZ3 15 
HZ3 CAU  CAU  C 0 1 N N N -4.824  -8.049  18.700 2.122  0.807  -0.518 CAU  HZ3 16 
HZ3 CBA  CBA  C 0 1 N N N -4.267  -9.456  18.672 2.925  1.717  0.323  CBA  HZ3 17 
HZ3 OAP  OAP  O 0 1 N N N -3.728  -9.838  19.936 2.731  3.048  0.250  OAP  HZ3 18 
HZ3 CAB  CAB  C 0 1 N N N -3.403  -11.255 19.760 3.556  3.882  1.106  CAB  HZ3 19 
HZ3 OAF  OAF  O 0 1 N N N -5.215  -10.413 18.126 3.759  1.265  1.081  OAF  HZ3 20 
HZ3 CBC  CBC  C 0 1 N N S -4.157  -6.840  19.355 1.020  1.188  -1.552 CBC  HZ3 21 
HZ3 CAS  CAS  C 0 1 N N N -4.844  -5.975  20.405 -0.288 0.701  -0.917 CAS  HZ3 22 
HZ3 CAY  CAY  C 0 1 Y N N -4.348  -5.734  21.689 -1.389 1.525  -0.388 CAY  HZ3 23 
HZ3 CAM  CAM  C 0 1 Y N N -5.152  -5.355  22.756 -2.140 2.329  -1.250 CAM  HZ3 24 
HZ3 CAI  CAI  C 0 1 Y N N -4.567  -5.134  23.991 -3.169 3.098  -0.751 CAI  HZ3 25 
HZ3 CAW  CAW  C 0 1 Y N N -3.199  -5.294  24.152 -3.461 3.074  0.607  CAW  HZ3 26 
HZ3 OAD  OAD  O 0 1 N N N -2.633  -5.072  25.367 -4.476 3.834  1.094  OAD  HZ3 27 
HZ3 CAJ  CAJ  C 0 1 Y N N -2.394  -5.656  23.081 -2.717 2.277  1.467  CAJ  HZ3 28 
HZ3 CAN  CAN  C 0 1 Y N N -2.981  -5.879  21.868 -1.690 1.500  0.977  CAN  HZ3 29 
HZ3 HAK  HAK  H 0 1 N N N -5.598  -3.000  20.360 0.072  -2.412 1.084  HAK  HZ3 30 
HZ3 HAG  HAG  H 0 1 N N N -7.344  -1.356  20.989 -1.599 -4.022 1.896  HAG  HZ3 31 
HZ3 HOAC HOAC H 0 0 N N N -9.792  -1.693  22.118 -4.580 -3.986 1.612  HOAC HZ3 32 
HZ3 HAH  HAH  H 0 1 N N N -10.317 -4.422  20.611 -4.367 -2.666 -1.067 HAH  HZ3 33 
HZ3 HAL  HAL  H 0 1 N N N -8.581  -6.064  19.949 -2.706 -1.052 -1.892 HAL  HZ3 34 
HZ3 HBB  HBB  H 0 1 N N N -6.774  -5.652  17.728 1.249  -1.965 -2.017 HBB  HZ3 35 
HZ3 HAA1 1HAA H 0 0 N N N -7.862  -9.942  19.497 3.779  -4.628 0.600  HAA1 HZ3 36 
HZ3 HAA2 2HAA H 0 0 N N N -9.010  -9.047  18.445 4.959  -3.296 0.607  HAA2 HZ3 37 
HZ3 HAA3 3HAA H 0 0 N N N -8.912  -10.838 18.347 3.733  -3.405 1.893  HAA3 HZ3 38 
HZ3 HAB1 1HAB H 0 0 N N N -3.322  -11.482 18.687 3.300  4.930  0.949  HAB1 HZ3 39 
HZ3 HAB2 2HAB H 0 0 N N N -2.446  -11.476 20.255 3.381  3.617  2.149  HAB2 HZ3 40 
HZ3 HAB3 3HAB H 0 0 N N N -4.198  -11.871 20.206 4.607  3.725  0.863  HAB3 HZ3 41 
HZ3 HBC  HBC  H 0 1 N N N -3.195  -7.178  19.769 1.028  2.217  -1.913 HBC  HZ3 42 
HZ3 HAM  HAM  H 0 1 N N N -6.217  -5.235  22.624 -1.914 2.348  -2.306 HAM  HZ3 43 
HZ3 HAI  HAI  H 0 1 N N N -5.177  -4.836  24.831 -3.749 3.720  -1.417 HAI  HZ3 44 
HZ3 HOAD HOAD H 0 0 N N N -1.689  -5.020  25.272 -5.333 3.385  1.103  HOAD HZ3 45 
HZ3 HAJ  HAJ  H 0 1 N N N -1.326  -5.759  23.204 -2.948 2.262  2.523  HAJ  HZ3 46 
HZ3 HAN  HAN  H 0 1 N N N -2.367  -6.175  21.030 -1.116 0.877  1.646  HAN  HZ3 47 
# 
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 
HZ3 OAE CAZ  DOUB Y N 1  
HZ3 CAZ OAO  SING N N 2  
HZ3 CAZ CAT  SING Y N 3  
HZ3 OAO CAA  SING N N 4  
HZ3 CAT CBB  SING N N 5  
HZ3 CAT CAU  DOUB N N 6  
HZ3 OAF CBA  DOUB Y N 7  
HZ3 OAQ CBB  SING N N 8  
HZ3 OAQ CBC  SING Y N 9  
HZ3 CBB CAR  SING N N 10 
HZ3 CBA CAU  SING Y N 11 
HZ3 CBA OAP  SING Y N 12 
HZ3 CAU CBC  SING N N 13 
HZ3 CBC CAS  SING N N 14 
HZ3 CAR CAX  SING N N 15 
HZ3 CAR CAS  DOUB N N 16 
HZ3 CAB OAP  SING N N 17 
HZ3 CAX CAL  DOUB N N 18 
HZ3 CAX CAK  SING N N 19 
HZ3 CAL CAH  SING N N 20 
HZ3 CAS CAY  SING N N 21 
HZ3 CAK CAG  DOUB N N 22 
HZ3 CAH CAV  DOUB N N 23 
HZ3 CAG CAV  SING N N 24 
HZ3 CAV OAC  SING N N 25 
HZ3 CAY CAN  DOUB N N 26 
HZ3 CAY CAM  SING N N 27 
HZ3 CAN CAJ  SING N N 28 
HZ3 CAM CAI  DOUB N N 29 
HZ3 CAJ CAW  DOUB N N 30 
HZ3 CAI CAW  SING N N 31 
HZ3 CAW OAD  SING N N 32 
HZ3 CAK HAK  SING N N 33 
HZ3 CAG HAG  SING N N 34 
HZ3 OAC HOAC SING N N 35 
HZ3 CAH HAH  SING N N 36 
HZ3 CAL HAL  SING N N 37 
HZ3 CBB HBB  SING N N 38 
HZ3 CAA HAA1 SING Y N 39 
HZ3 CAA HAA2 SING Y N 40 
HZ3 CAA HAA3 SING Y N 41 
HZ3 CAB HAB1 SING N N 42 
HZ3 CAB HAB2 SING Y N 43 
HZ3 CAB HAB3 SING N N 44 
HZ3 CBC HBC  SING N N 45 
HZ3 CAM HAM  SING N N 46 
HZ3 CAI HAI  SING Y N 47 
HZ3 OAD HOAD SING N N 48 
HZ3 CAJ HAJ  SING Y N 49 
HZ3 CAN HAN  SING N N 50 
# 
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 
HZ3 SMILES           ACDLabs              10.04 O=C(OC)C4=C(C(=O)OC)C2OC4C(=C2c1ccc(O)cc1)c3ccc(O)cc3                                                                                         
HZ3 InChI            InChI                1.02b InChI=1/C22H18O7/c1-27-21(25)17-18(22(26)28-2)20-16(12-5-9-14(24)10-6-12)15(19(17)29-20)11-3-7-13(23)8-4-11/h3-10,19-20,23-24H,1-2H3/t19-,20+ 
HZ3 InChIKey         InChI                1.02b CRLQCBACIMUGDZ-BGYRXZFFBX                                                                                                                     
HZ3 SMILES_CANONICAL CACTVS               3.341 COC(=O)C1=C([C@H]2O[C@@H]1C(=C2c3ccc(O)cc3)c4ccc(O)cc4)C(=O)OC                                                                                
HZ3 SMILES           CACTVS               3.341 COC(=O)C1=C([CH]2O[CH]1C(=C2c3ccc(O)cc3)c4ccc(O)cc4)C(=O)OC                                                                                   
HZ3 SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 COC(=O)C1=C([C@@H]2C(=C([C@H]1O2)c3ccc(cc3)O)c4ccc(cc4)O)C(=O)OC                                                                              
HZ3 SMILES           "OpenEye OEToolkits" 1.5.0 COC(=O)C1=C(C2C(=C(C1O2)c3ccc(cc3)O)c4ccc(cc4)O)C(=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 
HZ3 "SYSTEMATIC NAME" ACDLabs              10.04 "dimethyl (1R,4S)-5,6-bis(4-hydroxyphenyl)-7-oxabicyclo[2.2.1]hepta-2,5-diene-2,3-dicarboxylate" 
HZ3 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "dimethyl (1R,4S)-2,3-bis(4-hydroxyphenyl)-7-oxabicyclo[2.2.1]hepta-2,5-diene-5,6-dicarboxylate" 
# 
