data_CA4
# 
_chem_comp.id                                    CA4 
_chem_comp.name                                  "CYPROTERONE ACETATE" 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAD 
_chem_comp.formula                               "C24 H29 Cl O4" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2007-03-21 
_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                        416.938 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     CA4 
_chem_comp.pdbx_model_coordinates_details        ? 
_chem_comp.pdbx_model_coordinates_missing_flag   N 
_chem_comp.pdbx_ideal_coordinates_details        "OpenEye OEToolkits" 
_chem_comp.pdbx_ideal_coordinates_missing_flag   N 
_chem_comp.pdbx_model_coordinates_db_code        ? 
_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 
CA4 C4   C4   C  0 1 N N N 25.371 5.486  4.360  0.241  -1.008 -4.442 C4   CA4 1  
CA4 C14  C14  C  0 1 N N N 27.799 0.420  3.910  -0.150 -2.633 0.887  C14  CA4 2  
CA4 C5   C5   C  0 1 N N N 26.023 4.260  4.434  0.544  -1.288 -3.159 C5   CA4 3  
CA4 C6   C6   C  0 1 N N N 25.261 3.108  4.611  0.175  -0.380 -2.061 C6   CA4 4  
CA4 C11  C11  C  0 1 N N N 29.541 2.744  3.959  1.118  -4.522 -0.953 C11  CA4 5  
CA4 C7   C7   C  0 1 N N N 25.856 1.854  4.724  0.234  -0.735 -0.766 C7   CA4 6  
CA4 C8   C8   C  0 1 N N N 27.376 1.680  4.668  0.677  -2.091 -0.287 C8   CA4 7  
CA4 C9   C9   C  0 1 N N N 28.015 2.879  3.964  0.613  -3.139 -1.439 C9   CA4 8  
CA4 C10  C10  C  0 1 N N N 27.541 4.174  4.623  1.280  -2.592 -2.750 C10  CA4 9  
CA4 C12  C12  C  0 1 N N N 29.971 1.462  3.238  0.372  -5.008 0.306  C12  CA4 10 
CA4 C13  C13  C  0 1 N N N 29.316 0.257  3.915  0.414  -3.969 1.440  C13  CA4 11 
CA4 C3   C3   C  0 1 N N N 26.048 6.680  4.138  0.524  -1.930 -5.566 C3   CA4 12 
CA4 C19  C19  C  0 1 N N N 27.783 4.128  6.134  2.775  -2.231 -2.535 C19  CA4 13 
CA4 C1   C1   C  0 1 N N N 28.314 5.373  4.065  1.250  -3.682 -3.819 C1   CA4 14 
CA4 C22  C22  C  0 1 N N N 27.961 5.895  2.673  -0.029 -4.174 -4.448 C22  CA4 15 
CA4 C2   C2   C  0 1 N N N 27.561 6.696  3.916  0.926  -3.309 -5.235 C2   CA4 16 
CA4 O3   O3   O  0 1 N N N 25.429 7.743  4.138  0.388  -1.578 -6.731 O3   CA4 17 
CA4 CL6  CL6  CL 0 0 N N N 23.541 3.246  4.744  -0.309 1.259  -2.407 CL6  CA4 18 
CA4 C18  C18  C  0 1 N N N 29.846 0.105  5.343  1.871  -3.852 1.972  C18  CA4 19 
CA4 C15  C15  C  0 1 N N N 27.350 -0.924 4.487  -0.316 -1.780 2.142  C15  CA4 20 
CA4 C16  C16  C  0 1 N N N 28.353 -1.911 3.873  -0.747 -2.783 3.232  C16  CA4 21 
CA4 C17  C17  C  0 1 N N N 29.394 -1.058 3.138  -0.566 -4.191 2.620  C17  CA4 22 
CA4 C20  C20  C  0 1 N N N 30.795 -1.672 3.196  -0.123 -5.214 3.622  C20  CA4 23 
CA4 C21  C21  C  0 1 N N N 31.121 -2.711 4.270  0.078  -6.616 3.114  C21  CA4 24 
CA4 O20  O20  O  0 1 N N N 31.647 -1.352 2.368  0.064  -4.922 4.803  O20  CA4 25 
CA4 O17  O17  O  0 1 N N N 28.972 -0.810 1.792  -1.825 -4.672 2.157  O17  CA4 26 
CA4 C23  C23  C  0 1 N N N 29.016 -1.912 0.993  -2.792 -4.814 3.111  C23  CA4 27 
CA4 C24  C24  C  0 1 N N N 28.638 -1.770 -0.482 -4.053 -5.323 2.482  C24  CA4 28 
CA4 O23  O23  O  0 1 N N N 29.370 -3.004 1.437  -2.671 -4.569 4.304  O23  CA4 29 
CA4 H4   H4   H  0 1 N N N 24.298 5.512  4.480  -0.257 -0.092 -4.740 H4   CA4 30 
CA4 H14  H14  H  0 1 N N N 27.326 0.600  2.933  -1.169 -2.809 0.502  H14  CA4 31 
CA4 H111 1H11 H  0 0 N N N 29.902 2.710  4.998  2.195  -4.489 -0.759 H111 CA4 32 
CA4 H112 2H11 H  0 0 N N N 29.971 3.608  3.431  0.968  -5.276 -1.734 H112 CA4 33 
CA4 H7   H7   H  0 1 N N N 25.230 0.983  4.854  -0.001 -0.000 0.000  H7   CA4 34 
CA4 H8   H8   H  0 1 N N N 27.715 1.596  5.711  1.713  -1.962 0.044  H8   CA4 35 
CA4 H9   H9   H  0 1 N N N 27.697 2.908  2.911  -0.453 -3.294 -1.679 H9   CA4 36 
CA4 H121 1H12 H  0 0 N N N 29.655 1.509  2.185  -0.665 -5.224 0.020  H121 CA4 37 
CA4 H122 2H12 H  0 0 N N N 31.065 1.362  3.286  0.803  -5.959 0.641  H122 CA4 38 
CA4 H191 1H19 H  0 0 N N N 28.865 4.117  6.332  3.114  -1.525 -3.299 H191 CA4 39 
CA4 H192 2H19 H  0 0 N N N 27.333 5.015  6.604  2.922  -1.772 -1.552 H192 CA4 40 
CA4 H193 3H19 H  0 0 N N N 27.325 3.219  6.551  3.399  -3.127 -2.593 H193 CA4 41 
CA4 H1   H1   H  0 1 N N N 29.246 5.051  4.554  2.025  -4.429 -3.675 H1   CA4 42 
CA4 H221 1H22 H  0 0 N N N 28.602 6.162  1.820  -0.971 -3.752 -4.120 H221 CA4 43 
CA4 H222 2H22 H  0 0 N N N 27.444 5.498  1.787  -0.086 -5.224 -4.711 H222 CA4 44 
CA4 H2   H2   H  0 1 N N N 27.731 7.703  4.326  1.514  -3.806 -6.001 H2   CA4 45 
CA4 H181 1H18 H  0 0 N N N 30.945 0.069  5.325  2.372  -2.985 1.532  H181 CA4 46 
CA4 H182 2H18 H  0 0 N N N 29.518 0.962  5.949  1.875  -3.738 3.060  H182 CA4 47 
CA4 H183 3H18 H  0 0 N N N 29.456 -0.825 5.782  2.446  -4.748 1.717  H183 CA4 48 
CA4 H151 1H15 H  0 0 N N N 27.393 -0.930 5.586  -1.071 -0.998 2.010  H151 CA4 49 
CA4 H152 2H15 H  0 0 N N N 26.304 -1.168 4.251  0.622  -1.288 2.422  H152 CA4 50 
CA4 H161 1H16 H  0 0 N N N 28.832 -2.515 4.658  -0.127 -2.637 4.124  H161 CA4 51 
CA4 H162 2H16 H  0 0 N N N 27.855 -2.613 3.188  -1.788 -2.598 3.519  H162 CA4 52 
CA4 H211 1H21 H  0 0 N N N 31.199 -3.706 3.807  -0.862 -6.998 2.710  H211 CA4 53 
CA4 H212 2H21 H  0 0 N N N 32.077 -2.454 4.750  0.850  -6.617 2.341  H212 CA4 54 
CA4 H213 3H21 H  0 0 N N N 30.321 -2.720 5.025  0.399  -7.263 3.935  H213 CA4 55 
CA4 H241 1H24 H  0 0 N N N 27.543 -1.736 -0.579 -3.874 -6.303 2.033  H241 CA4 56 
CA4 H242 2H24 H  0 0 N N N 29.070 -0.842 -0.883 -4.406 -4.613 1.731  H242 CA4 57 
CA4 H243 3H24 H  0 0 N N N 29.029 -2.630 -1.045 -4.825 -5.428 3.251  H243 CA4 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 
CA4 C4  C3   SING N N 1  
CA4 C4  C5   DOUB N N 2  
CA4 C4  H4   SING N N 3  
CA4 C14 C13  SING N N 4  
CA4 C14 C15  SING N N 5  
CA4 C14 C8   SING N N 6  
CA4 C14 H14  SING N N 7  
CA4 C5  C6   SING N N 8  
CA4 C5  C10  SING N N 9  
CA4 C6  C7   DOUB N N 10 
CA4 C6  CL6  SING N N 11 
CA4 C11 C12  SING N N 12 
CA4 C11 C9   SING N N 13 
CA4 C11 H111 SING N N 14 
CA4 C11 H112 SING N N 15 
CA4 C7  C8   SING N N 16 
CA4 C7  H7   SING N N 17 
CA4 C8  C9   SING N N 18 
CA4 C8  H8   SING N N 19 
CA4 C9  C10  SING N N 20 
CA4 C9  H9   SING N N 21 
CA4 C10 C1   SING N N 22 
CA4 C10 C19  SING N N 23 
CA4 C12 C13  SING N N 24 
CA4 C12 H121 SING N N 25 
CA4 C12 H122 SING N N 26 
CA4 C13 C17  SING N N 27 
CA4 C13 C18  SING N N 28 
CA4 C3  C2   SING N N 29 
CA4 C3  O3   DOUB N N 30 
CA4 C19 H191 SING N N 31 
CA4 C19 H192 SING N N 32 
CA4 C19 H193 SING N N 33 
CA4 C1  C22  SING N N 34 
CA4 C1  C2   SING N N 35 
CA4 C1  H1   SING N N 36 
CA4 C22 C2   SING N N 37 
CA4 C22 H221 SING N N 38 
CA4 C22 H222 SING N N 39 
CA4 C2  H2   SING N N 40 
CA4 C18 H181 SING N N 41 
CA4 C18 H182 SING N N 42 
CA4 C18 H183 SING N N 43 
CA4 C15 C16  SING N N 44 
CA4 C15 H151 SING N N 45 
CA4 C15 H152 SING N N 46 
CA4 C16 C17  SING N N 47 
CA4 C16 H161 SING N N 48 
CA4 C16 H162 SING N N 49 
CA4 C17 O17  SING N N 50 
CA4 C17 C20  SING N N 51 
CA4 C20 O20  DOUB N N 52 
CA4 C20 C21  SING N N 53 
CA4 C21 H211 SING N N 54 
CA4 C21 H212 SING N N 55 
CA4 C21 H213 SING N N 56 
CA4 O17 C23  SING N N 57 
CA4 C23 C24  SING N N 58 
CA4 C23 O23  DOUB N N 59 
CA4 C24 H241 SING N N 60 
CA4 C24 H242 SING N N 61 
CA4 C24 H243 SING N N 62 
# 
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 
CA4 SMILES           ACDLabs              10.04 O=C4C=C3C(Cl)=CC1C(CCC2(C(OC(=O)C)(C(=O)C)CCC12)C)C3(C)C5CC45                                                                                                                     
CA4 InChI            InChI                1.02b InChI=1/C24H29ClO4/c1-12(26)24(29-13(2)27)8-6-16-14-10-20(25)19-11-21(28)15-9-18(15)23(19,4)17(14)5-7-22(16,24)3/h10-11,14-18H,5-9H2,1-4H3/t14-,15+,16-,17-,18-,22-,23-,24-/m0/s1 
CA4 InChIKey         InChI                1.02b UWFYSQMTEOIJJG-FDTZYFLXBD                                                                                                                                                         
CA4 SMILES_CANONICAL CACTVS               3.341 CC(=O)O[C@@]1(CC[C@H]2[C@@H]3C=C(Cl)C4=CC(=O)[C@@H]5C[C@@H]5[C@]4(C)[C@H]3CC[C@]12C)C(C)=O                                                                                        
CA4 SMILES           CACTVS               3.341 CC(=O)O[C]1(CC[CH]2[CH]3C=C(Cl)C4=CC(=O)[CH]5C[CH]5[C]4(C)[CH]3CC[C]12C)C(C)=O                                                                                                    
CA4 SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 CC(=O)[C@]1(CC[C@@H]2[C@@]1(CC[C@H]3[C@H]2C=C(C4=CC(=O)[C@@H]5C[C@@H]5[C@]34C)Cl)C)OC(=O)C                                                                                        
CA4 SMILES           "OpenEye OEToolkits" 1.5.0 CC(=O)C1(CCC2C1(CCC3C2C=C(C4=CC(=O)C5CC5C34C)Cl)C)OC(=O)C                                                                                                                         
# 
_pdbx_chem_comp_identifier.comp_id           CA4 
_pdbx_chem_comp_identifier.type              "SYSTEMATIC NAME" 
_pdbx_chem_comp_identifier.program           ACDLabs 
_pdbx_chem_comp_identifier.program_version   10.04 
_pdbx_chem_comp_identifier.identifier        "(1R,3aS,3bR,7aR,8aS,8bS,8cS,10aS)-1-acetyl-5-chloro-8b,10a-dimethyl-7-oxo-1,2,3,3a,3b,7,7a,8,8a,8b,8c,9,10,10a-tetradecahydrocyclopenta[a]cyclopropa[g]phenanthren-1-yl acetate" 
# 
