data_TDZ
# 
_chem_comp.id                                    TDZ 
_chem_comp.name                                  (5R)-5-(4-{[(2R)-6-HYDROXY-2,5,7,8-TETRAMETHYL-3,4-DIHYDRO-2H-CHROMEN-2-YL]METHOXY}BENZYL)-1,3-THIAZOLIDINE-2,4-DIONE 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C24 H27 N O5 S" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         TROGLITAZONE 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2007-07-20 
_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                        441.540 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     TDZ 
_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        2QM9 
_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 
TDZ CAM  CAM  C 0 1 N N N -5.480  -9.611  17.161 -3.099 2.192  -0.875 CAM  TDZ 1  
TDZ CAL  CAL  C 0 1 N N N -6.537  -8.508  17.008 -4.614 2.174  -0.660 CAL  TDZ 2  
TDZ CBB  CBB  C 0 1 Y N N -7.573  -8.467  18.146 -5.083 0.755  -0.463 CBB  TDZ 3  
TDZ CAZ  CAZ  C 0 1 Y N N -8.592  -7.515  18.164 -6.429 0.471  -0.623 CAZ  TDZ 4  
TDZ CAC  CAC  C 0 1 N N N -8.666  -6.502  17.034 -7.390 1.571  -0.992 CAC  TDZ 5  
TDZ CBA  CBA  C 0 1 Y N N -9.540  -7.461  19.183 -6.896 -0.822 -0.447 CBA  TDZ 6  
TDZ OAG  OAG  O 0 1 N N N -10.519 -6.525  19.176 -8.217 -1.097 -0.608 OAG  TDZ 7  
TDZ CAX  CAX  C 0 1 Y N N -9.495  -8.364  20.223 -6.011 -1.835 -0.108 CAX  TDZ 8  
TDZ CAA  CAA  C 0 1 N N N -10.539 -8.287  21.346 -6.515 -3.243 0.086  CAA  TDZ 9  
TDZ CAY  CAY  C 0 1 Y N N -8.490  -9.317  20.227 -4.670 -1.553 0.052  CAY  TDZ 10 
TDZ CAB  CAB  C 0 1 N N N -8.456  -10.283 21.381 -3.710 -2.655 0.421  CAB  TDZ 11 
TDZ CBC  CBC  C 0 1 Y N N -7.530  -9.375  19.203 -4.200 -0.256 -0.126 CBC  TDZ 12 
TDZ OAR  OAR  O 0 1 N N N -6.531  -10.319 19.227 -2.870 -0.022 0.032  OAR  TDZ 13 
TDZ CBE  CBE  C 0 1 N N R -5.225  -9.929  18.633 -2.448 1.330  0.215  CBE  TDZ 14 
TDZ CAD  CAD  C 0 1 N N N -4.554  -8.716  19.290 -2.887 1.825  1.594  CAD  TDZ 15 
TDZ CAN  CAN  C 0 1 N N N -4.233  -11.125 18.742 -0.925 1.414  0.097  CAN  TDZ 16 
TDZ OAQ  OAQ  O 0 1 N N N -3.703  -11.482 20.069 -0.323 0.610  1.114  OAQ  TDZ 17 
TDZ CAW  CAW  C 0 1 Y N N -4.713  -11.798 20.939 1.035  0.575  1.150  CAW  TDZ 18 
TDZ CAK  CAK  C 0 1 Y N N -5.563  -12.888 20.726 1.685  -0.185 2.111  CAK  TDZ 19 
TDZ CAI  CAI  C 0 1 Y N N -6.585  -13.165 21.636 3.066  -0.220 2.145  CAI  TDZ 20 
TDZ CAJ  CAJ  C 0 1 Y N N -4.918  -10.999 22.053 1.773  1.294  0.221  CAJ  TDZ 21 
TDZ CAH  CAH  C 0 1 Y N N -5.943  -11.265 22.954 3.154  1.257  0.260  CAH  TDZ 22 
TDZ CAV  CAV  C 0 1 Y N N -6.793  -12.351 22.758 3.799  0.503  1.222  CAV  TDZ 23 
TDZ CAO  CAO  C 0 1 N N N -7.899  -12.599 23.824 5.305  0.464  1.262  CAO  TDZ 24 
TDZ CBD  CBD  C 0 1 N N R -9.212  -13.282 23.372 5.809  -0.683 0.383  CBD  TDZ 25 
TDZ SAS  SAS  S 0 1 N N N -9.658  -12.876 21.669 5.436  -0.361 -1.373 SAS  TDZ 26 
TDZ CAT  CAT  C 0 1 N N N -9.597  -14.493 21.098 7.138  -0.344 -1.869 CAT  TDZ 27 
TDZ OAE  OAE  O 0 1 N N N -9.818  -14.801 19.928 7.556  -0.165 -2.997 OAE  TDZ 28 
TDZ NAP  NAP  N 0 1 N N N -9.274  -15.366 22.066 7.879  -0.564 -0.781 NAP  TDZ 29 
TDZ CAU  CAU  C 0 1 N N N -9.058  -14.817 23.276 7.321  -0.748 0.404  CAU  TDZ 30 
TDZ OAF  OAF  O 0 1 N N N -8.761  -15.522 24.237 7.961  -0.950 1.414  OAF  TDZ 31 
TDZ HAM1 1HAM H 0 0 N N N -5.838  -10.521 16.656 -2.862 1.782  -1.857 HAM1 TDZ 32 
TDZ HAM2 2HAM H 0 0 N N N -4.540  -9.259  16.711 -2.729 3.215  -0.804 HAM2 TDZ 33 
TDZ HAL1 1HAL H 0 0 N N N -6.016  -7.539  16.989 -4.862 2.764  0.223  HAL1 TDZ 34 
TDZ HAL2 2HAL H 0 0 N N N -7.089  -8.721  16.081 -5.109 2.602  -1.532 HAL2 TDZ 35 
TDZ HAC1 1HAC H 0 0 N N N -8.684  -5.485  17.453 -7.461 1.643  -2.077 HAC1 TDZ 36 
TDZ HAC2 2HAC H 0 0 N N N -7.787  -6.615  16.383 -8.373 1.350  -0.577 HAC2 TDZ 37 
TDZ HAC3 3HAC H 0 0 N N N -9.581  -6.673  16.448 -7.030 2.518  -0.589 HAC3 TDZ 38 
TDZ HOAG HOAG H 0 0 N N N -10.755 -6.306  20.070 -8.461 -1.343 -1.511 HOAG TDZ 39 
TDZ HAA1 1HAA H 0 0 N N N -10.029 -8.269  22.321 -6.476 -3.776 -0.864 HAA1 TDZ 40 
TDZ HAA2 2HAA H 0 0 N N N -11.137 -7.372  21.228 -5.889 -3.755 0.816  HAA2 TDZ 41 
TDZ HAA3 3HAA H 0 0 N N N -11.199 -9.166  21.294 -7.543 -3.214 0.445  HAA3 TDZ 42 
TDZ HAB1 1HAB H 0 0 N N N -8.448  -11.314 20.997 -3.319 -3.115 -0.486 HAB1 TDZ 43 
TDZ HAB2 2HAB H 0 0 N N N -7.550  -10.108 21.979 -2.887 -2.239 1.003  HAB2 TDZ 44 
TDZ HAB3 3HAB H 0 0 N N N -9.346  -10.134 22.010 -4.231 -3.406 1.015  HAB3 TDZ 45 
TDZ HAD1 1HAD H 0 0 N N N -4.393  -8.919  20.359 -3.972 1.754  1.677  HAD1 TDZ 46 
TDZ HAD2 2HAD H 0 0 N N N -3.586  -8.525  18.804 -2.423 1.211  2.365  HAD2 TDZ 47 
TDZ HAD3 3HAD H 0 0 N N N -5.202  -7.834  19.178 -2.580 2.863  1.723  HAD3 TDZ 48 
TDZ HAN1 1HAN H 0 0 N N N -4.768  -12.011 18.370 -0.615 1.052  -0.883 HAN1 TDZ 49 
TDZ HAN2 2HAN H 0 0 N N N -3.350  -10.801 18.172 -0.608 2.450  0.218  HAN2 TDZ 50 
TDZ HAK  HAK  H 0 1 N N N -5.429  -13.516 19.857 1.112  -0.750 2.832  HAK  TDZ 51 
TDZ HAI  HAI  H 0 1 N N N -7.225  -14.019 21.473 3.572  -0.811 2.893  HAI  TDZ 52 
TDZ HAJ  HAJ  H 0 1 N N N -4.269  -10.153 22.224 1.269  1.883  -0.531 HAJ  TDZ 53 
TDZ HAH  HAH  H 0 1 N N N -6.081  -10.625 23.813 3.729  1.817  -0.463 HAH  TDZ 54 
TDZ HAO1 1HAO H 0 0 N N N -7.455  -13.248 24.593 5.703  1.408  0.891  HAO1 TDZ 55 
TDZ HAO2 2HAO H 0 0 N N N -8.206  -11.593 24.145 5.638  0.308  2.289  HAO2 TDZ 56 
TDZ HBD  HBD  H 0 1 N N N -9.945  -12.940 24.117 5.376  -1.630 0.702  HBD  TDZ 57 
TDZ HNAP HNAP H 0 0 N N N -9.200  -16.349 21.900 8.845  -0.590 -0.860 HNAP TDZ 58 
# 
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 
TDZ CAM CAL  SING N N 1  
TDZ CAM CBE  SING N N 2  
TDZ CAM HAM1 SING N N 3  
TDZ CAM HAM2 SING N N 4  
TDZ CAL CBB  SING N N 5  
TDZ CAL HAL1 SING N N 6  
TDZ CAL HAL2 SING N N 7  
TDZ CBB CAZ  DOUB Y N 8  
TDZ CBB CBC  SING Y N 9  
TDZ CAZ CAC  SING N N 10 
TDZ CAZ CBA  SING Y N 11 
TDZ CAC HAC1 SING N N 12 
TDZ CAC HAC2 SING N N 13 
TDZ CAC HAC3 SING N N 14 
TDZ CBA OAG  SING N N 15 
TDZ CBA CAX  DOUB Y N 16 
TDZ OAG HOAG SING N N 17 
TDZ CAX CAY  SING Y N 18 
TDZ CAX CAA  SING N N 19 
TDZ CAA HAA1 SING N N 20 
TDZ CAA HAA2 SING N N 21 
TDZ CAA HAA3 SING N N 22 
TDZ CAY CBC  DOUB Y N 23 
TDZ CAY CAB  SING N N 24 
TDZ CAB HAB1 SING N N 25 
TDZ CAB HAB2 SING N N 26 
TDZ CAB HAB3 SING N N 27 
TDZ CBC OAR  SING N N 28 
TDZ OAR CBE  SING N N 29 
TDZ CBE CAN  SING N N 30 
TDZ CBE CAD  SING N N 31 
TDZ CAD HAD1 SING N N 32 
TDZ CAD HAD2 SING N N 33 
TDZ CAD HAD3 SING N N 34 
TDZ CAN OAQ  SING N N 35 
TDZ CAN HAN1 SING N N 36 
TDZ CAN HAN2 SING N N 37 
TDZ OAQ CAW  SING N N 38 
TDZ CAW CAK  DOUB Y N 39 
TDZ CAW CAJ  SING Y N 40 
TDZ CAK CAI  SING Y N 41 
TDZ CAK HAK  SING N N 42 
TDZ CAI CAV  DOUB Y N 43 
TDZ CAI HAI  SING N N 44 
TDZ CAJ CAH  DOUB Y N 45 
TDZ CAJ HAJ  SING N N 46 
TDZ CAH CAV  SING Y N 47 
TDZ CAH HAH  SING N N 48 
TDZ CAV CAO  SING N N 49 
TDZ CAO CBD  SING N N 50 
TDZ CAO HAO1 SING N N 51 
TDZ CAO HAO2 SING N N 52 
TDZ CBD SAS  SING N N 53 
TDZ CBD CAU  SING N N 54 
TDZ CBD HBD  SING N N 55 
TDZ SAS CAT  SING N N 56 
TDZ CAT OAE  DOUB N N 57 
TDZ CAT NAP  SING N N 58 
TDZ NAP CAU  SING N N 59 
TDZ NAP HNAP SING N N 60 
TDZ CAU OAF  DOUB N N 61 
# 
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 
TDZ SMILES           ACDLabs              10.04 O=C1NC(=O)SC1Cc4ccc(OCC3(Oc2c(c(c(O)c(c2CC3)C)C)C)C)cc4                                                                                                                         
TDZ InChI            InChI                1.02b InChI=1/C24H27NO5S/c1-13-14(2)21-18(15(3)20(13)26)9-10-24(4,30-21)12-29-17-7-5-16(6-8-17)11-19-22(27)25-23(28)31-19/h5-8,19,26H,9-12H2,1-4H3,(H,25,27,28)/t19-,24-/m1/s1/f/h25H 
TDZ InChIKey         InChI                1.02b GXPHKUHSUJUWKP-BWGDNSESDP                                                                                                                                                       
TDZ SMILES_CANONICAL CACTVS               3.341 Cc1c(C)c2O[C@](C)(CCc2c(C)c1O)COc3ccc(C[C@H]4SC(=O)NC4=O)cc3                                                                                                                    
TDZ SMILES           CACTVS               3.341 Cc1c(C)c2O[C](C)(CCc2c(C)c1O)COc3ccc(C[CH]4SC(=O)NC4=O)cc3                                                                                                                      
TDZ SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 Cc1c(c2c(c(c1O)C)CC[C@](O2)(C)COc3ccc(cc3)C[C@@H]4C(=O)NC(=O)S4)C                                                                                                               
TDZ SMILES           "OpenEye OEToolkits" 1.5.0 Cc1c(c2c(c(c1O)C)CCC(O2)(C)COc3ccc(cc3)CC4C(=O)NC(=O)S4)C                                                                                                                       
# 
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 
TDZ "SYSTEMATIC NAME" ACDLabs              10.04 (5R)-5-(4-{[(2R)-6-hydroxy-2,5,7,8-tetramethyl-3,4-dihydro-2H-chromen-2-yl]methoxy}benzyl)-1,3-thiazolidine-2,4-dione 
TDZ "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 (5R)-5-[[4-[[(2R)-6-hydroxy-2,5,7,8-tetramethyl-chroman-2-yl]methoxy]phenyl]methyl]-1,3-thiazolidine-2,4-dione        
# 
