data_5SD
# 
_chem_comp.id                                    5SD 
_chem_comp.name                                  5ALPHA-ANDROSTAN-3,17-DIONE 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C19 H28 O2" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2003-05-30 
_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                        288.424 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     5SD 
_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        1OHS 
_chem_comp.pdbx_subcomponent_list                ? 
_chem_comp.pdbx_processing_site                  EBI 
# 
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 
5SD C1   C1   C 0 1 N N N 3.861  -14.187 -1.628 1.508  0.479  2.354  C1   5SD 1  
5SD C2   C2   C 0 1 N N N 3.154  -15.560 -1.262 1.543  -0.139 3.754  C2   5SD 2  
5SD C3   C3   C 0 1 N N N 3.153  -16.558 -2.378 0.205  0.107  4.417  C3   5SD 3  
5SD O3   O3   O 0 1 N N N 2.171  -17.270 -2.586 0.139  0.603  5.516  O3   5SD 4  
5SD C4   C4   C 0 1 N N N 4.278  -16.643 -3.232 -1.045 -0.283 3.664  C4   5SD 5  
5SD C5   C5   C 0 1 N N S 4.981  -15.274 -3.620 -0.990 0.328  2.258  C5   5SD 6  
5SD C6   C6   C 0 1 N N N 6.289  -15.536 -4.356 -2.183 -0.192 1.453  C6   5SD 7  
5SD C7   C7   C 0 1 N N N 6.956  -14.183 -4.726 -2.137 0.371  0.032  C7   5SD 8  
5SD C8   C8   C 0 1 N N R 7.235  -13.267 -3.493 -0.840 -0.074 -0.644 C8   5SD 9  
5SD C9   C9   C 0 1 N N S 5.879  -13.016 -2.728 0.350  0.479  0.151  C9   5SD 10 
5SD C10  C10  C 0 1 N N S 5.220  -14.412 -2.305 0.315  -0.080 1.574  C10  5SD 11 
5SD C11  C11  C 0 1 N N N 6.131  -12.077 -1.513 1.680  0.115  -0.499 C11  5SD 12 
5SD C12  C12  C 0 1 N N N 6.806  -10.715 -1.966 1.727  0.563  -1.969 C12  5SD 13 
5SD C13  C13  C 0 1 N N S 8.157  -11.023 -2.649 0.556  -0.088 -2.677 C13  5SD 14 
5SD C14  C14  C 0 1 N N S 7.875  -11.909 -3.891 -0.762 0.488  -2.052 C14  5SD 15 
5SD C15  C15  C 0 1 N N N 9.194  -11.907 -4.631 -1.811 -0.025 -3.046 C15  5SD 16 
5SD C16  C16  C 0 1 N N N 9.533  -10.328 -4.594 -1.106 0.179  -4.415 C16  5SD 17 
5SD C17  C17  C 0 1 N N N 8.819  -9.817  -3.348 0.393  0.208  -4.138 C17  5SD 18 
5SD O17  O17  O 0 1 N N N 8.832  -8.679  -2.983 1.276  0.415  -4.936 O17  5SD 19 
5SD C18  C18  C 0 1 N N N 9.179  -11.534 -1.642 0.605  -1.603 -2.463 C18  5SD 20 
5SD C19  C19  C 0 1 N N N 6.169  -15.138 -1.263 0.408  -1.606 1.525  C19  5SD 21 
5SD H1C1 1H1C H 0 0 N N N 3.211  -13.622 -2.312 2.431  0.237  1.827  H1C1 5SD 22 
5SD H1C2 2H1C H 0 0 N N N 4.030  -13.629 -0.695 1.412  1.561  2.437  H1C2 5SD 23 
5SD H2C1 1H2C H 0 0 N N N 3.680  -16.002 -0.403 1.722  -1.211 3.678  H2C1 5SD 24 
5SD H2C2 2H2C H 0 0 N N N 2.102  -15.328 -1.040 2.335  0.325  4.342  H2C2 5SD 25 
5SD H4C1 1H4C H 0 0 N N N 5.029  -17.274 -2.733 -1.101 -1.369 3.587  H4C1 5SD 26 
5SD H4C2 2H4C H 0 0 N N N 3.893  -17.050 -4.179 -1.922 0.092  4.192  H4C2 5SD 27 
5SD H5   H5   H 0 1 N N N 4.328  -14.706 -4.299 -1.045 1.414  2.331  H5   5SD 28 
5SD H6C1 1H6C H 0 0 N N N 6.965  -16.113 -3.708 -2.144 -1.281 1.411  H6C1 5SD 29 
5SD H6C2 2H6C H 0 0 N N N 6.085  -16.107 -5.274 -3.109 0.116  1.936  H6C2 5SD 30 
5SD H7C1 1H7C H 0 0 N N N 7.912  -14.392 -5.227 -2.991 -0.000 -0.534 H7C1 5SD 31 
5SD H7C2 2H7C H 0 0 N N N 6.252  -13.643 -5.377 -2.172 1.460  0.072  H7C2 5SD 32 
5SD H8   H8   H 0 1 N N N 7.959  -13.783 -2.845 -0.793 -1.162 -0.676 H8   5SD 33 
5SD H9   H9   H 0 1 N N N 5.159  -12.511 -3.389 0.267  1.565  0.198  H9   5SD 34 
5SD H111 1H11 H 0 0 N N N 5.170  -11.856 -1.026 2.489  0.599  0.047  H111 5SD 35 
5SD H112 2H11 H 0 0 N N N 6.813  -12.587 -0.816 1.816  -0.965 -0.451 H112 5SD 36 
5SD H121 1H12 H 0 0 N N N 6.145  -10.194 -2.675 1.639  1.648  -2.029 H121 5SD 37 
5SD H122 2H12 H 0 0 N N N 6.972  -10.074 -1.088 2.663  0.240  -2.426 H122 5SD 38 
5SD H14  H14  H 0 1 N N N 7.098  -11.543 -4.578 -0.740 1.577  -2.046 H14  5SD 39 
5SD H151 1H15 H 0 0 N N N 9.957  -12.501 -4.107 -2.023 -1.080 -2.874 H151 5SD 40 
5SD H152 2H15 H 0 0 N N N 9.162  -12.351 -5.637 -2.723 0.568  -2.987 H152 5SD 41 
5SD H161 1H16 H 0 0 N N N 9.151  -9.826  -5.495 -1.349 -0.643 -5.087 H161 5SD 42 
5SD H162 2H16 H 0 0 N N N 10.615 -10.132 -4.568 -1.418 1.126  -4.857 H162 5SD 43 
5SD H181 1H18 H 0 0 N N N 9.178  -12.634 -1.643 0.643  -1.817 -1.395 H181 5SD 44 
5SD H182 2H18 H 0 0 N N N 10.179 -11.168 -1.917 -0.284 -2.060 -2.894 H182 5SD 45 
5SD H183 3H18 H 0 0 N N N 8.918  -11.169 -0.638 1.493  -2.009 -2.947 H183 5SD 46 
5SD H191 1H19 H 0 0 N N N 6.069  -16.228 -1.373 0.398  -2.004 2.540  H191 5SD 47 
5SD H192 2H19 H 0 0 N N N 7.212  -14.845 -1.451 -0.440 -2.004 0.970  H192 5SD 48 
5SD H193 3H19 H 0 0 N N N 5.884  -14.845 -0.242 1.334  -1.897 1.029  H193 5SD 49 
# 
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 
5SD C1  C2   SING N N 1  
5SD C1  C10  SING N N 2  
5SD C1  H1C1 SING N N 3  
5SD C1  H1C2 SING N N 4  
5SD C2  C3   SING N N 5  
5SD C2  H2C1 SING N N 6  
5SD C2  H2C2 SING N N 7  
5SD C3  O3   DOUB N N 8  
5SD C3  C4   SING N N 9  
5SD C4  C5   SING N N 10 
5SD C4  H4C1 SING N N 11 
5SD C4  H4C2 SING N N 12 
5SD C5  C6   SING N N 13 
5SD C5  C10  SING N N 14 
5SD C5  H5   SING N N 15 
5SD C6  C7   SING N N 16 
5SD C6  H6C1 SING N N 17 
5SD C6  H6C2 SING N N 18 
5SD C7  C8   SING N N 19 
5SD C7  H7C1 SING N N 20 
5SD C7  H7C2 SING N N 21 
5SD C8  C9   SING N N 22 
5SD C8  C14  SING N N 23 
5SD C8  H8   SING N N 24 
5SD C9  C10  SING N N 25 
5SD C9  C11  SING N N 26 
5SD C9  H9   SING N N 27 
5SD C10 C19  SING N N 28 
5SD C11 C12  SING N N 29 
5SD C11 H111 SING N N 30 
5SD C11 H112 SING N N 31 
5SD C12 C13  SING N N 32 
5SD C12 H121 SING N N 33 
5SD C12 H122 SING N N 34 
5SD C13 C14  SING N N 35 
5SD C13 C17  SING N N 36 
5SD C13 C18  SING N N 37 
5SD C14 C15  SING N N 38 
5SD C14 H14  SING N N 39 
5SD C15 C16  SING N N 40 
5SD C15 H151 SING N N 41 
5SD C15 H152 SING N N 42 
5SD C16 C17  SING N N 43 
5SD C16 H161 SING N N 44 
5SD C16 H162 SING N N 45 
5SD C17 O17  DOUB N N 46 
5SD C18 H181 SING N N 47 
5SD C18 H182 SING N N 48 
5SD C18 H183 SING N N 49 
5SD C19 H191 SING N N 50 
5SD C19 H192 SING N N 51 
5SD C19 H193 SING N N 52 
# 
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 
5SD SMILES           ACDLabs              10.04 O=C3CC4CCC2C1C(C(=O)CC1)(CCC2C4(C)CC3)C                                                                                                    
5SD InChI            InChI                1.02b InChI=1/C19H28O2/c1-18-9-7-13(20)11-12(18)3-4-14-15-5-6-17(21)19(15,2)10-8-16(14)18/h12,14-16H,3-11H2,1-2H3/t12-,14-,15-,16-,18-,19-/m0/s1 
5SD InChIKey         InChI                1.02b RAJWOBJTTGJROA-WZNAKSSCBY                                                                                                                  
5SD SMILES_CANONICAL CACTVS               3.341 C[C@]12CCC(=O)C[C@@H]1CC[C@@H]3[C@@H]2CC[C@@]4(C)[C@H]3CCC4=O                                                                              
5SD SMILES           CACTVS               3.341 C[C]12CCC(=O)C[CH]1CC[CH]3[CH]2CC[C]4(C)[CH]3CCC4=O                                                                                        
5SD SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 C[C@]12CCC(=O)C[C@@H]1CC[C@@H]3[C@@H]2CC[C@]4([C@H]3CCC4=O)C                                                                               
5SD SMILES           "OpenEye OEToolkits" 1.5.0 CC12CCC(=O)CC1CCC3C2CCC4(C3CCC4=O)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 
5SD "SYSTEMATIC NAME" ACDLabs              10.04 (5beta,8alpha,10alpha,13alpha,14beta)-androstane-3,17-dione                                                            
5SD "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 (5S,8R,9S,10S,13S,14S)-10,13-dimethyl-2,4,5,6,7,8,9,11,12,14,15,16-dodecahydro-1H-cyclopenta[a]phenanthrene-3,17-dione 
# 
