data_AS4
# 
_chem_comp.id                                    AS4 
_chem_comp.name                                  ALDOSTERONE 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C21 H28 O5" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         (11BETA)-11,21-DIHYDROXY-3,20-DIOXOPREGN-4-EN-18-AL 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2005-07-14 
_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                        360.444 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     AS4 
_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        2AA2 
_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 
AS4 C1   C1   C 0 1 N N S 19.870 73.985 20.297 -0.893 -1.310 0.744  C1   AS4 1  
AS4 C5   C5   C 0 1 N N N 17.455 73.769 20.930 -1.174 1.104  1.267  C5   AS4 2  
AS4 C6   C6   C 0 1 N N N 18.989 72.927 22.579 -1.838 0.242  -0.957 C6   AS4 3  
AS4 C7   C7   C 0 1 N N R 18.670 70.424 19.057 2.394  0.442  -0.246 C7   AS4 4  
AS4 C8   C8   C 0 1 N N N 19.727 70.149 17.940 3.223  -0.804 -0.311 C8   AS4 5  
AS4 C9   C9   C 0 1 N N N 19.465 69.355 16.863 4.536  -0.824 -0.069 C9   AS4 6  
AS4 C10  C10  C 0 1 N N N 18.097 68.667 16.674 5.236  0.409  0.307  C10  AS4 7  
AS4 C15  C15  C 0 1 N N N 19.019 69.461 20.252 2.000  0.823  -1.675 C15  AS4 8  
AS4 C16  C16  C 0 1 N N N 20.713 75.707 21.868 -3.185 -2.066 0.773  C16  AS4 9  
AS4 C17  C17  C 0 1 N N S 19.166 75.579 21.905 -3.164 -0.533 0.996  C17  AS4 10 
AS4 C18  C18  C 0 1 N N N 18.475 76.136 23.204 -4.260 0.126  0.200  C18  AS4 11 
AS4 C19  C19  C 0 1 N N N 16.964 76.373 23.163 -4.806 1.463  0.632  C19  AS4 12 
AS4 C20  C20  C 0 1 N N N 21.168 74.694 20.790 -1.781 -2.449 0.231  C20  AS4 13 
AS4 C    C    C 0 1 N N R 18.869 74.095 21.527 -1.789 -0.063 0.518  C    AS4 14 
AS4 C2   C2   C 0 1 N N S 20.050 72.500 19.851 0.397  -1.082 -0.024 C2   AS4 15 
AS4 C3   C3   C 0 1 N N S 18.626 71.960 19.514 1.108  0.156  0.538  C3   AS4 16 
AS4 C4   C4   C 0 1 N N S 17.631 72.243 20.748 0.189  1.392  0.618  C4   AS4 17 
AS4 O    O    O 0 1 N N N 18.195 71.811 22.014 -0.016 1.789  -0.739 O    AS4 18 
AS4 O1   O1   O 0 1 N N N 18.389 73.221 23.840 -1.603 -0.627 -1.762 O1   AS4 19 
AS4 O2   O2   O 0 1 N N N 17.773 68.102 15.636 6.296  0.388  0.895  O2   AS4 20 
AS4 C11  C11  C 0 1 N N N 17.116 68.684 17.875 4.564  1.713  -0.079 C11  AS4 21 
AS4 C12  C12  C 0 1 N N N 17.254 70.101 18.459 3.107  1.629  0.376  C12  AS4 22 
AS4 C13  C13  C 0 1 N N N 21.114 70.800 18.162 2.561  -2.102 -0.734 C13  AS4 23 
AS4 C14  C14  C 0 1 N N N 20.991 72.289 18.604 1.302  -2.310 0.110  C14  AS4 24 
AS4 O3   O3   O 0 1 N N N 19.135 76.362 24.189 -4.702 -0.417 -0.784 O3   AS4 25 
AS4 O4   O4   O 0 1 N N N 16.471 76.453 24.503 -5.828 1.876  -0.277 O4   AS4 26 
AS4 H1   H1   H 0 1 N N N 19.502 74.478 19.367 -0.683 -1.441 1.806  H1   AS4 27 
AS4 H51  1H5  H 0 1 N N N 16.574 74.099 21.528 -1.818 1.980  1.184  H51  AS4 28 
AS4 H52  2H5  H 0 1 N N N 17.152 74.345 20.024 -1.038 0.841  2.316  H52  AS4 29 
AS4 H6   H6   H 0 1 N N N 19.472 71.945 22.438 -2.083 1.238  -1.295 H6   AS4 30 
AS4 H9   H9   H 0 1 N N N 20.322 69.272 16.174 5.081  -1.755 -0.135 H9   AS4 31 
AS4 H151 1H15 H 0 0 N N N 18.264 69.657 21.049 2.876  0.767  -2.321 H151 AS4 32 
AS4 H152 2H15 H 0 0 N N N 19.074 68.388 19.952 1.237  0.134  -2.037 H152 AS4 33 
AS4 H153 3H15 H 0 0 N N N 20.071 69.561 20.606 1.606  1.839  -1.684 H153 AS4 34 
AS4 H161 1H16 H 0 0 N N N 21.077 76.746 21.695 -3.952 -2.327 0.043  H161 AS4 35 
AS4 H162 2H16 H 0 0 N N N 21.203 75.564 22.859 -3.375 -2.579 1.715  H162 AS4 36 
AS4 H17  H17  H 0 1 N N N 18.681 76.259 21.166 -3.278 -0.304 2.056  H17  AS4 37 
AS4 H191 1H19 H 0 0 N N N 16.690 77.266 22.555 -5.223 1.378  1.635  H191 AS4 38 
AS4 H192 2H19 H 0 0 N N N 16.429 75.603 22.558 -4.002 2.200  0.634  H192 AS4 39 
AS4 H201 1H20 H 0 0 N N N 21.954 73.987 21.145 -1.783 -2.476 -0.859 H201 AS4 40 
AS4 H202 2H20 H 0 0 N N N 21.763 75.155 19.968 -1.457 -3.405 0.641  H202 AS4 41 
AS4 H2   H2   H 0 1 N N N 20.549 71.954 20.685 0.177  -0.895 -1.075 H2   AS4 42 
AS4 H3   H3   H 0 1 N N N 18.219 72.510 18.633 1.381  -0.150 1.548  H3   AS4 43 
AS4 H4   H4   H 0 1 N N N 16.686 71.699 20.511 0.674  2.206  1.157  H4   AS4 44 
AS4 HO   HO   H 0 1 N N N 18.303 70.873 21.902 -0.565 2.585  -0.718 HO   AS4 45 
AS4 H111 1H11 H 0 0 N N N 16.070 68.397 17.614 4.607  1.846  -1.160 H111 AS4 46 
AS4 H112 2H11 H 0 0 N N N 17.286 67.867 18.614 5.060  2.546  0.419  H112 AS4 47 
AS4 H121 1H12 H 0 0 N N N 16.460 70.286 19.219 2.591  2.545  0.089  H121 AS4 48 
AS4 H122 2H12 H 0 0 N N N 16.971 70.864 17.696 3.079  1.531  1.462  H122 AS4 49 
AS4 H131 1H13 H 0 0 N N N 21.727 70.211 18.883 2.289  -2.047 -1.788 H131 AS4 50 
AS4 H132 2H13 H 0 0 N N N 21.759 70.696 17.259 3.249  -2.932 -0.575 H132 AS4 51 
AS4 H141 1H14 H 0 0 N N N 20.664 72.928 17.750 0.770  -3.195 -0.241 H141 AS4 52 
AS4 H142 2H14 H 0 0 N N N 21.998 72.729 18.790 1.582  -2.444 1.155  H142 AS4 53 
AS4 HO4  HO4  H 0 1 N N N 15.532 76.600 24.477 -6.149 2.734  0.035  HO4  AS4 54 
# 
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 
AS4 C1  C20  SING N N 1  
AS4 C1  C    SING N N 2  
AS4 C1  C2   SING N N 3  
AS4 C1  H1   SING N N 4  
AS4 C5  C    SING N N 5  
AS4 C5  C4   SING N N 6  
AS4 C5  H51  SING N N 7  
AS4 C5  H52  SING N N 8  
AS4 C6  C    SING N N 9  
AS4 C6  O1   DOUB N N 10 
AS4 C6  H6   SING N N 11 
AS4 C7  C8   SING N N 12 
AS4 C7  C15  SING N N 13 
AS4 C7  C3   SING N N 14 
AS4 C7  C12  SING N N 15 
AS4 C8  C9   DOUB N N 16 
AS4 C8  C13  SING N N 17 
AS4 C9  C10  SING N N 18 
AS4 C9  H9   SING N N 19 
AS4 C10 O2   DOUB N N 20 
AS4 C10 C11  SING N N 21 
AS4 C15 H151 SING N N 22 
AS4 C15 H152 SING N N 23 
AS4 C15 H153 SING N N 24 
AS4 C16 C17  SING N N 25 
AS4 C16 C20  SING N N 26 
AS4 C16 H161 SING N N 27 
AS4 C16 H162 SING N N 28 
AS4 C17 C18  SING N N 29 
AS4 C17 C    SING N N 30 
AS4 C17 H17  SING N N 31 
AS4 C18 C19  SING N N 32 
AS4 C18 O3   DOUB N N 33 
AS4 C19 O4   SING N N 34 
AS4 C19 H191 SING N N 35 
AS4 C19 H192 SING N N 36 
AS4 C20 H201 SING N N 37 
AS4 C20 H202 SING N N 38 
AS4 C2  C3   SING N N 39 
AS4 C2  C14  SING N N 40 
AS4 C2  H2   SING N N 41 
AS4 C3  C4   SING N N 42 
AS4 C3  H3   SING N N 43 
AS4 C4  O    SING N N 44 
AS4 C4  H4   SING N N 45 
AS4 O   HO   SING N N 46 
AS4 C11 C12  SING N N 47 
AS4 C11 H111 SING N N 48 
AS4 C11 H112 SING N N 49 
AS4 C12 H121 SING N N 50 
AS4 C12 H122 SING N N 51 
AS4 C13 C14  SING N N 52 
AS4 C13 H131 SING N N 53 
AS4 C13 H132 SING N N 54 
AS4 C14 H141 SING N N 55 
AS4 C14 H142 SING N N 56 
AS4 O4  HO4  SING N N 57 
# 
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 
AS4 SMILES           ACDLabs              10.04 O=C(CO)C3C2(C=O)CC(O)C4C1(C(=CC(=O)CC1)CCC4C2CC3)C                                                                                                                         
AS4 InChI            InChI                1.02b InChI=1/C21H28O5/c1-20-7-6-13(24)8-12(20)2-3-14-15-4-5-16(18(26)10-22)21(15,11-23)9-17(25)19(14)20/h8,11,14-17,19,22,25H,2-7,9-10H2,1H3/t14-,15-,16+,17-,19+,20-,21+/m0/s1 
AS4 InChIKey         InChI                1.02b PQSUYGKTWSAVDQ-ZVIOFETBBV                                                                                                                                                  
AS4 SMILES_CANONICAL CACTVS               3.341 C[C@]12CCC(=O)C=C1CC[C@H]3[C@@H]4CC[C@H](C(=O)CO)[C@]4(C[C@H](O)[C@H]23)C=O                                                                                                
AS4 SMILES           CACTVS               3.341 C[C]12CCC(=O)C=C1CC[CH]3[CH]4CC[CH](C(=O)CO)[C]4(C[CH](O)[CH]23)C=O                                                                                                        
AS4 SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 C[C@]12CCC(=O)C=C1CC[C@@H]3[C@@H]2[C@H](C[C@]4([C@H]3CC[C@@H]4C(=O)CO)C=O)O                                                                                                
AS4 SMILES           "OpenEye OEToolkits" 1.5.0 CC12CCC(=O)C=C1CCC3C2C(CC4(C3CCC4C(=O)CO)C=O)O                                                                                                                             
# 
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 
AS4 "SYSTEMATIC NAME" ACDLabs              10.04 (11alpha,14beta,17alpha)-11,21-dihydroxy-3,20-dioxopregn-4-en-18-al                                                                                              
AS4 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 (8S,9S,10R,11S,13R,14S,17S)-11-hydroxy-17-(2-hydroxyethanoyl)-10-methyl-3-oxo-1,2,6,7,8,9,11,12,14,15,16,17-dodecahydrocyclopenta[a]phenanthrene-13-carbaldehyde 
# 
