data_TH2
# 
_chem_comp.id                                    TH2 
_chem_comp.name                                  "TESTOSTERONE HEMISUCCINATE" 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C23 H32 O5" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         "4-OXO-4-{[(8ALPHA,9BETA,10ALPHA,13ALPHA,14BETA,17ALPHA)-3-OXOANDROST-4-EN-17-YL]OXY}BUTANOIC ACID" 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2006-01-06 
_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                        388.497 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     TH2 
_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        2CBO 
_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 
TH2 C1   C1   C 0 1 N N N 7.617  16.960 7.065  4.266  1.867  0.464  C1   TH2 1  
TH2 C2   C2   C 0 1 N N N 8.496  17.238 5.810  5.721  2.138  0.085  C2   TH2 2  
TH2 C3   C3   C 0 1 N N N 9.869  16.596 5.842  6.507  0.872  0.365  C3   TH2 3  
TH2 O3   O3   O 0 1 N N N 10.765 16.923 5.108  7.539  0.889  1.002  O3   TH2 4  
TH2 C4   C4   C 0 1 N N N 10.084 15.500 6.800  5.952  -0.373 -0.176 C4   TH2 5  
TH2 C5   C5   C 0 1 N N N 9.105  14.953 7.593  4.658  -0.448 -0.481 C5   TH2 6  
TH2 C6   C6   C 0 1 N N N 9.475  13.789 8.510  4.143  -1.756 -1.054 C6   TH2 7  
TH2 C7   C7   C 0 1 N N N 8.723  13.750 9.854  2.889  -2.169 -0.278 C7   TH2 8  
TH2 C8   C8   C 0 1 N N R 7.205  14.011 9.673  1.869  -1.029 -0.331 C8   TH2 9  
TH2 C9   C9   C 0 1 N N S 6.946  15.365 8.969  2.434  0.186  0.420  C9   TH2 10 
TH2 C10  C10  C 0 1 N N R 7.615  15.458 7.543  3.697  0.672  -0.303 C10  TH2 11 
TH2 C11  C11  C 0 1 N N N 5.428  15.782 8.813  1.426  1.330  0.487  C11  TH2 12 
TH2 C12  C12  C 0 1 N N N 4.721  15.677 10.199 0.087  0.873  1.087  C12  TH2 13 
TH2 C13  C13  C 0 1 N N S 4.901  14.271 10.835 -0.420 -0.270 0.228  C13  TH2 14 
TH2 C14  C14  C 0 1 N N S 6.434  14.014 11.010 0.584  -1.444 0.387  C14  TH2 15 
TH2 C15  C15  C 0 1 N N N 6.522  12.755 11.915 -0.183 -2.611 -0.247 C15  TH2 16 
TH2 C16  C16  C 0 1 N N N 5.245  12.856 12.796 -1.629 -2.405 0.279  C16  TH2 17 
TH2 C17  C17  C 0 1 N N S 4.508  14.148 12.324 -1.753 -0.889 0.631  C17  TH2 18 
TH2 O17  O17  O 0 1 N N N 3.080  14.039 12.481 -2.845 -0.287 -0.113 O17  TH2 19 
TH2 C18  C18  C 0 1 N N N 4.173  13.183 9.965  -0.475 0.169  -1.236 C18  TH2 20 
TH2 C20  C20  C 0 1 N N N 2.491  13.926 13.476 -4.077 -0.244 0.420  C20  TH2 21 
TH2 O20  O20  O 0 1 N N N 2.978  14.234 14.592 -4.276 -0.706 1.518  O20  TH2 22 
TH2 C21  C21  C 0 1 N N N 0.909  12.153 12.906 -6.495 0.301  0.474  C21  TH2 23 
TH2 C22  C22  C 0 1 N N N 1.075  13.492 13.657 -5.210 0.381  -0.353 C22  TH2 24 
TH2 C23  C23  C 0 1 N N N -0.554 11.810 12.780 -7.628 0.926  -0.299 C23  TH2 25 
TH2 O23  O23  O 0 1 N N N -0.820 10.591 12.646 -7.429 1.388  -1.397 O23  TH2 26 
TH2 O24  O24  O 0 1 N N N -1.419 12.733 12.931 -8.860 0.969  0.234  O24  TH2 27 
TH2 C19  C19  C 0 1 N N N 6.878  14.537 6.516  3.290  1.152  -1.697 C19  TH2 28 
TH2 H1C1 1H1C H 0 0 N N N 6.581  17.203 6.785  4.210  1.661  1.533  H1C1 TH2 29 
TH2 H1C2 2H1C H 0 0 N N N 8.004  17.575 7.890  3.670  2.753  0.244  H1C2 TH2 30 
TH2 H2C1 1H2C H 0 0 N N N 8.659  18.325 5.777  6.113  2.958  0.686  H2C1 TH2 31 
TH2 H2C2 2H2C H 0 0 N N N 7.962  16.844 4.933  5.787  2.389  -0.973 H2C2 TH2 32 
TH2 H4   H4   H 0 1 N N N 11.082 15.097 6.886  6.593  -1.229 -0.327 H4   TH2 33 
TH2 H6C1 1H6C H 0 0 N N N 10.540 13.915 8.755  4.907  -2.527 -0.951 H6C1 TH2 34 
TH2 H6C2 2H6C H 0 0 N N N 9.246  12.856 7.973  3.894  -1.622 -2.106 H6C2 TH2 35 
TH2 H7C1 1H7C H 0 0 N N N 9.132  14.541 10.499 3.153  -2.374 0.759  H7C1 TH2 36 
TH2 H7C2 2H7C H 0 0 N N N 8.859  12.756 10.305 2.460  -3.064 -0.730 H7C2 TH2 37 
TH2 H8   H8   H 0 1 N N N 6.839  13.179 9.053  1.663  -0.762 -1.368 H8   TH2 38 
TH2 H9   H9   H 0 1 N N N 7.417  16.071 9.669  2.698  -0.115 1.433  H9   TH2 39 
TH2 H111 1H11 H 0 0 N N N 4.933  15.112 8.095  1.253  1.711  -0.519 H111 TH2 40 
TH2 H112 2H11 H 0 0 N N N 5.367  16.817 8.446  1.837  2.129  1.103  H112 TH2 41 
TH2 H121 1H12 H 0 0 N N N 3.645  15.850 10.049 -0.628 1.695  1.070  H121 TH2 42 
TH2 H122 2H12 H 0 0 N N N 5.157  16.428 10.875 0.236  0.530  2.111  H122 TH2 43 
TH2 H14  H14  H 0 1 N N N 6.970  14.834 11.510 0.785  -1.647 1.439  H14  TH2 44 
TH2 H151 1H15 H 0 0 N N N 7.448  12.718 12.507 -0.155 -2.545 -1.335 H151 TH2 45 
TH2 H152 2H15 H 0 0 N N N 6.531  11.830 11.320 0.219  -3.565 0.093  H152 TH2 46 
TH2 H161 1H16 H 0 0 N N N 5.495  12.901 13.866 -2.350 -2.669 -0.495 H161 TH2 47 
TH2 H162 2H16 H 0 0 N N N 4.606  11.971 12.659 -1.794 -3.014 1.168  H162 TH2 48 
TH2 H17  H17  H 0 1 N N N 4.791  15.031 12.916 -1.911 -0.762 1.702  H17  TH2 49 
TH2 H181 1H18 H 0 0 N N N 3.207  12.931 10.427 0.510  0.516  -1.549 H181 TH2 50 
TH2 H182 2H18 H 0 0 N N N 4.799  12.281 9.907  -0.777 -0.675 -1.857 H182 TH2 51 
TH2 H183 3H18 H 0 0 N N N 4.003  13.576 8.952  -1.197 0.978  -1.346 H183 TH2 52 
TH2 H211 1H21 H 0 0 N N N 1.419  11.357 13.469 -6.729 -0.743 0.682  H211 TH2 53 
TH2 H212 2H21 H 0 0 N N N 1.349  12.243 11.902 -6.357 0.836  1.413  H212 TH2 54 
TH2 H221 1H22 H 0 0 N N N 0.382  14.249 13.262 -4.976 1.425  -0.560 H221 TH2 55 
TH2 H222 2H22 H 0 0 N N N 0.851  13.359 14.726 -5.348 -0.154 -1.292 H222 TH2 56 
TH2 H24  H24  H 0 1 N N N -2.290 12.355 12.926 -9.587 1.370  -0.262 H24  TH2 57 
TH2 H191 1H19 H 0 0 N N N 5.913  14.218 6.937  4.164  1.549  -2.214 H191 TH2 58 
TH2 H192 2H19 H 0 0 N N N 7.498  13.653 6.306  2.881  0.317  -2.265 H192 TH2 59 
TH2 H193 3H19 H 0 0 N N N 6.705  15.093 5.583  2.536  1.934  -1.606 H193 TH2 60 
# 
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 
TH2 C1  C2   SING N N 1  
TH2 C1  C10  SING N N 2  
TH2 C1  H1C1 SING N N 3  
TH2 C1  H1C2 SING N N 4  
TH2 C2  C3   SING N N 5  
TH2 C2  H2C1 SING N N 6  
TH2 C2  H2C2 SING N N 7  
TH2 C3  O3   DOUB N N 8  
TH2 C3  C4   SING N N 9  
TH2 C4  C5   DOUB N N 10 
TH2 C4  H4   SING N N 11 
TH2 C5  C6   SING N N 12 
TH2 C5  C10  SING N N 13 
TH2 C6  C7   SING N N 14 
TH2 C6  H6C1 SING N N 15 
TH2 C6  H6C2 SING N N 16 
TH2 C7  C8   SING N N 17 
TH2 C7  H7C1 SING N N 18 
TH2 C7  H7C2 SING N N 19 
TH2 C8  C9   SING N N 20 
TH2 C8  C14  SING N N 21 
TH2 C8  H8   SING N N 22 
TH2 C9  C10  SING N N 23 
TH2 C9  C11  SING N N 24 
TH2 C9  H9   SING N N 25 
TH2 C10 C19  SING N N 26 
TH2 C11 C12  SING N N 27 
TH2 C11 H111 SING N N 28 
TH2 C11 H112 SING N N 29 
TH2 C12 C13  SING N N 30 
TH2 C12 H121 SING N N 31 
TH2 C12 H122 SING N N 32 
TH2 C13 C14  SING N N 33 
TH2 C13 C17  SING N N 34 
TH2 C13 C18  SING N N 35 
TH2 C14 C15  SING N N 36 
TH2 C14 H14  SING N N 37 
TH2 C15 C16  SING N N 38 
TH2 C15 H151 SING N N 39 
TH2 C15 H152 SING N N 40 
TH2 C16 C17  SING N N 41 
TH2 C16 H161 SING N N 42 
TH2 C16 H162 SING N N 43 
TH2 C17 O17  SING N N 44 
TH2 C17 H17  SING N N 45 
TH2 O17 C20  SING N N 46 
TH2 C18 H181 SING N N 47 
TH2 C18 H182 SING N N 48 
TH2 C18 H183 SING N N 49 
TH2 C20 O20  DOUB N N 50 
TH2 C20 C22  SING N N 51 
TH2 C21 C22  SING N N 52 
TH2 C21 C23  SING N N 53 
TH2 C21 H211 SING N N 54 
TH2 C21 H212 SING N N 55 
TH2 C22 H221 SING N N 56 
TH2 C22 H222 SING N N 57 
TH2 C23 O23  DOUB N N 58 
TH2 C23 O24  SING N N 59 
TH2 O24 H24  SING N N 60 
TH2 C19 H191 SING N N 61 
TH2 C19 H192 SING N N 62 
TH2 C19 H193 SING N N 63 
# 
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 
TH2 SMILES           ACDLabs              10.04 O=C(O)CCC(=O)OC2CCC1C4C(CCC12C)C3(C(=CC(=O)CC3)CC4)C                                                                                                                             
TH2 InChI            InChI                1.02b InChI=1/C23H32O5/c1-22-11-9-15(24)13-14(22)3-4-16-17-5-6-19(23(17,2)12-10-18(16)22)28-21(27)8-7-20(25)26/h13,16-19H,3-12H2,1-2H3,(H,25,26)/t16-,17-,18-,19-,22-,23-/m0/s1/f/h25H 
TH2 InChIKey         InChI                1.02b CJQNBXFUHQZFOE-PKUKZMKCDU                                                                                                                                                        
TH2 SMILES_CANONICAL CACTVS               3.341 C[C@]12CC[C@H]3[C@@H](CCC4=CC(=O)CC[C@]34C)[C@@H]1CC[C@@H]2OC(=O)CCC(O)=O                                                                                                        
TH2 SMILES           CACTVS               3.341 C[C]12CC[CH]3[CH](CCC4=CC(=O)CC[C]34C)[CH]1CC[CH]2OC(=O)CCC(O)=O                                                                                                                 
TH2 SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 C[C@]12CC[C@H]3[C@H]([C@@H]1CC[C@@H]2OC(=O)CCC(=O)O)CCC4=CC(=O)CC[C@]34C                                                                                                         
TH2 SMILES           "OpenEye OEToolkits" 1.5.0 CC12CCC3C(C1CCC2OC(=O)CCC(=O)O)CCC4=CC(=O)CCC34C                                                                                                                                 
# 
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 
TH2 "SYSTEMATIC NAME" ACDLabs              10.04 "4-oxo-4-{[(8alpha,10alpha,13alpha,14beta,17alpha)-3-oxoandrost-4-en-17-yl]oxy}butanoic acid"                                                       
TH2 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "4-[[(8R,9S,10R,13S,14S,17S)-10,13-dimethyl-3-oxo-1,2,6,7,8,9,11,12,14,15,16,17-dodecahydrocyclopenta[a]phenanthren-17-yl]oxy]-4-oxo-butanoic acid" 
# 
