data_A1BYZ
# 
_chem_comp.id                                    A1BYZ 
_chem_comp.name                                  Simvastatin 
_chem_comp.type                                  non-polymer 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C25 H38 O5" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         "(1S,3R,7S,8S,8aR)-8-{2-[(2R,4R)-4-hydroxy-6-oxooxan-2-yl]ethyl}-3,7-dimethyl-1,2,3,7,8,8a-hexahydronaphthalen-1-yl 2,2-dimethylbutanoate" 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2025-03-05 
_chem_comp.pdbx_modified_date                    2025-11-12 
_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                        418.566 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     A1BYZ 
_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        9NMQ 
_chem_comp.pdbx_subcomponent_list                ? 
_chem_comp.pdbx_processing_site                  RCSB 
_chem_comp.pdbx_pcm                              ? 
# 
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.pdbx_n_terminal_atom_flag 
_chem_comp_atom.pdbx_backbone_atom_flag 
_chem_comp_atom.pdbx_c_terminal_atom_flag 
_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 
A1BYZ C4  C1  C 0 1 N N N N N N 239.248 204.147 128.170 1.812  -1.953 -0.252 C4  A1BYZ 1  
A1BYZ C5  C2  C 0 1 N N N N N N 240.741 206.071 127.543 0.570  -2.782 1.751  C5  A1BYZ 2  
A1BYZ C6  C3  C 0 1 N N N N N N 240.729 205.206 129.930 -0.646 -2.269 -0.348 C6  A1BYZ 3  
A1BYZ C10 C4  C 0 1 N N N N N N 237.448 206.055 129.946 -3.515 -1.270 0.329  C10 A1BYZ 4  
A1BYZ C13 C5  C 0 1 N N N N N N 238.391 208.456 131.090 -3.791 1.439  -0.165 C13 A1BYZ 5  
A1BYZ C15 C6  C 0 1 N N S N N N 240.104 208.921 129.252 -1.435 1.465  0.518  C15 A1BYZ 6  
A1BYZ C17 C7  C 0 1 N N N N N N 239.382 210.624 130.976 -2.750 3.585  0.272  C17 A1BYZ 7  
A1BYZ C20 C8  C 0 1 N N N N N N 240.023 209.345 127.780 -0.051 0.861  0.274  C20 A1BYZ 8  
A1BYZ C21 C9  C 0 1 N N N N N N 241.307 209.087 126.991 1.020  1.781  0.864  C21 A1BYZ 9  
A1BYZ C22 C10 C 0 1 N N R N N N 241.630 210.153 125.963 2.406  1.209  0.564  C22 A1BYZ 10 
A1BYZ C24 C11 C 0 1 N N R N N N 241.111 210.470 123.522 4.865  1.566  0.833  C24 A1BYZ 11 
A1BYZ C26 C12 C 0 1 N N N N N N 242.900 208.954 124.248 3.843  0.793  -1.280 C26 A1BYZ 12 
A1BYZ C1  C13 C 0 1 N N N N N N 243.110 204.458 128.203 2.141  -4.806 0.330  C1  A1BYZ 13 
A1BYZ C11 C14 C 0 1 N N R N N N 237.174 206.313 131.428 -4.852 -0.779 -0.244 C11 A1BYZ 14 
A1BYZ C12 C15 C 0 1 N N N N N N 237.917 207.521 131.917 -4.894 0.719  -0.086 C12 A1BYZ 15 
A1BYZ C14 C16 C 0 1 N N R N N N 238.839 208.143 129.695 -2.439 0.863  -0.466 C14 A1BYZ 16 
A1BYZ C16 C17 C 0 1 N N S N N N 240.510 210.092 130.142 -1.380 2.978  0.299  C16 A1BYZ 17 
A1BYZ C18 C18 C 0 1 N N N N N N 238.465 209.825 131.495 -3.861 2.902  0.055  C18 A1BYZ 18 
A1BYZ C19 C19 C 0 1 N N N N N N 241.213 211.231 129.398 -0.682 3.264  -1.033 C19 A1BYZ 19 
A1BYZ C2  C20 C 0 1 N N N N N N 241.713 203.867 128.130 0.837  -4.254 -0.250 C2  A1BYZ 20 
A1BYZ C23 C21 C 0 1 N N N N N N 240.540 210.325 124.920 3.477  2.113  1.181  C23 A1BYZ 21 
A1BYZ C25 C22 C 0 1 N N N N N N 241.912 209.233 123.161 5.023  1.539  -0.692 C25 A1BYZ 22 
A1BYZ C3  C23 C 0 1 N N N N N N 240.583 204.848 128.456 0.638  -2.813 0.223  C3  A1BYZ 23 
A1BYZ C30 C24 C 0 1 N N N N N N 237.474 205.092 132.298 -6.011 -1.415 0.527  C30 A1BYZ 24 
A1BYZ C9  C25 C 0 1 N N S N N N 238.793 206.622 129.532 -2.385 -0.645 -0.486 C9  A1BYZ 25 
A1BYZ O27 O1  O 0 1 N N N N N N 243.706 208.064 124.209 4.006  -0.091 -2.087 O27 A1BYZ 26 
A1BYZ O28 O2  O 0 1 N N N N N N 242.887 209.744 125.332 2.605  1.145  -0.876 O28 A1BYZ 27 
A1BYZ O29 O3  O 0 1 N N N N N N 241.962 211.616 123.466 5.002  0.243  1.354  O29 A1BYZ 28 
A1BYZ O7  O4  O 0 1 N N N N N N 241.592 204.764 130.635 -1.257 -2.905 -1.174 O7  A1BYZ 29 
A1BYZ O8  O5  O 0 1 N N N N N N 239.814 206.070 130.415 -1.112 -1.079 0.061  O8  A1BYZ 30 
A1BYZ H1  H1  H 0 1 N N N N N N 239.144 203.272 128.829 2.721  -2.262 0.264  H1  A1BYZ 31 
A1BYZ H2  H2  H 0 1 N N N N N N 238.420 204.846 128.356 1.943  -2.081 -1.327 H2  A1BYZ 32 
A1BYZ H3  H3  H 0 1 N N N N N N 239.223 203.820 127.120 1.607  -0.905 -0.033 H3  A1BYZ 33 
A1BYZ H4  H4  H 0 1 N N N N N N 239.940 206.794 127.756 0.429  -1.755 2.088  H4  A1BYZ 34 
A1BYZ H5  H5  H 0 1 N N N N N N 241.718 206.542 127.726 -0.266 -3.394 2.090  H5  A1BYZ 35 
A1BYZ H6  H6  H 0 1 N N N N N N 240.678 205.754 126.492 1.499  -3.175 2.164  H6  A1BYZ 36 
A1BYZ H7  H7  H 0 1 N N N N N N 236.658 206.531 129.347 -3.428 -0.964 1.372  H7  A1BYZ 37 
A1BYZ H8  H8  H 0 1 N N N N N N 237.444 204.970 129.764 -3.461 -2.356 0.259  H8  A1BYZ 38 
A1BYZ H10 H10 H 0 1 N N N N N N 240.931 208.198 129.310 -1.753 1.255  1.540  H10 A1BYZ 39 
A1BYZ H11 H11 H 0 1 N N N N N N 239.317 211.687 131.157 -2.835 4.648  0.442  H11 A1BYZ 40 
A1BYZ H12 H12 H 0 1 N N N N N N 239.803 210.422 127.741 0.008  -0.118 0.751  H12 A1BYZ 41 
A1BYZ H13 H13 H 0 1 N N N N N N 239.205 208.786 127.303 0.115  0.752  -0.798 H13 A1BYZ 42 
A1BYZ H14 H14 H 0 1 N N N N N N 241.203 208.124 126.469 0.932  2.772  0.420  H14 A1BYZ 43 
A1BYZ H15 H15 H 0 1 N N N N N N 242.144 209.030 127.703 0.882  1.853  1.943  H15 A1BYZ 44 
A1BYZ H16 H16 H 0 1 N N N N N N 241.776 211.112 126.482 2.487  0.208  0.988  H16 A1BYZ 45 
A1BYZ H17 H17 H 0 1 N N N N N N 240.282 210.579 122.808 5.630  2.210  1.267  H17 A1BYZ 46 
A1BYZ H18 H18 H 0 1 N N N N N N 243.850 203.683 127.955 2.283  -5.833 -0.007 H18 A1BYZ 47 
A1BYZ H19 H19 H 0 1 N N N N N N 243.195 205.289 127.487 2.977  -4.194 -0.009 H19 A1BYZ 48 
A1BYZ H20 H20 H 0 1 N N N N N N 243.297 204.831 129.221 2.093  -4.784 1.419  H20 A1BYZ 49 
A1BYZ H21 H21 H 0 1 N N N N N N 236.099 206.525 131.526 -4.921 -1.042 -1.299 H21 A1BYZ 50 
A1BYZ H22 H22 H 0 1 N N N N N N 238.075 207.639 132.979 -5.839 1.209  0.095  H22 A1BYZ 51 
A1BYZ H24 H24 H 0 1 N N N N N N 238.037 208.521 129.043 -2.157 1.205  -1.462 H24 A1BYZ 52 
A1BYZ H25 H25 H 0 1 N N N N N N 241.252 209.691 130.849 -0.805 3.434  1.105  H25 A1BYZ 53 
A1BYZ H26 H26 H 0 1 N N N N N N 237.770 210.208 132.227 -4.814 3.409  0.037  H26 A1BYZ 54 
A1BYZ H27 H27 H 0 1 N N N N N N 241.470 212.030 130.109 -1.240 2.795  -1.843 H27 A1BYZ 55 
A1BYZ H28 H28 H 0 1 N N N N N N 242.131 210.850 128.927 -0.639 4.340  -1.197 H28 A1BYZ 56 
A1BYZ H29 H29 H 0 1 N N N N N N 240.543 211.631 128.623 0.330  2.860  -1.006 H29 A1BYZ 57 
A1BYZ H30 H30 H 0 1 N N N N N N 241.554 203.489 127.109 0.886  -4.276 -1.339 H30 A1BYZ 58 
A1BYZ H31 H31 H 0 1 N N N N N N 241.657 203.031 128.843 0.001  -4.866 0.089  H31 A1BYZ 59 
A1BYZ H32 H32 H 0 1 N N N N N N 239.957 211.226 125.161 3.374  3.123  0.783  H32 A1BYZ 60 
A1BYZ H33 H33 H 0 1 N N N N N N 239.882 209.444 124.945 3.356  2.135  2.264  H33 A1BYZ 61 
A1BYZ H34 H34 H 0 1 N N N N N N 241.233 208.374 123.051 5.043  2.558  -1.077 H34 A1BYZ 62 
A1BYZ H35 H35 H 0 1 N N N N N N 242.445 209.403 122.214 5.948  1.028  -0.956 H35 A1BYZ 63 
A1BYZ H36 H36 H 0 1 N N N N N N 237.261 205.330 133.351 -5.945 -1.135 1.578  H36 A1BYZ 64 
A1BYZ H37 H37 H 0 1 N N N N N N 236.843 204.250 131.978 -6.957 -1.063 0.116  H37 A1BYZ 65 
A1BYZ H38 H38 H 0 1 N N N N N N 238.534 204.817 132.191 -5.956 -2.500 0.435  H38 A1BYZ 66 
A1BYZ H39 H39 H 0 1 N N N N N N 239.002 206.357 128.485 -2.460 -0.989 -1.518 H39 A1BYZ 67 
A1BYZ H40 H40 H 0 1 N N N N N N 241.463 212.393 123.692 5.859  -0.166 1.170  H40 A1BYZ 68 
# 
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 
A1BYZ C25 C24 SING N N 1  
A1BYZ C25 C26 SING N N 2  
A1BYZ O29 C24 SING N N 3  
A1BYZ C24 C23 SING N N 4  
A1BYZ O27 C26 DOUB N N 5  
A1BYZ C26 O28 SING N N 6  
A1BYZ C23 C22 SING N N 7  
A1BYZ O28 C22 SING N N 8  
A1BYZ C22 C21 SING N N 9  
A1BYZ C21 C20 SING N N 10 
A1BYZ C5  C3  SING N N 11 
A1BYZ C20 C15 SING N N 12 
A1BYZ C2  C1  SING N N 13 
A1BYZ C2  C3  SING N N 14 
A1BYZ C4  C3  SING N N 15 
A1BYZ C3  C6  SING N N 16 
A1BYZ C15 C14 SING N N 17 
A1BYZ C15 C16 SING N N 18 
A1BYZ C19 C16 SING N N 19 
A1BYZ C9  C14 SING N N 20 
A1BYZ C9  C10 SING N N 21 
A1BYZ C9  O8  SING N N 22 
A1BYZ C14 C13 SING N N 23 
A1BYZ C6  O8  SING N N 24 
A1BYZ C6  O7  DOUB N N 25 
A1BYZ C10 C11 SING N N 26 
A1BYZ C16 C17 SING N N 27 
A1BYZ C17 C18 DOUB N N 28 
A1BYZ C13 C18 SING N N 29 
A1BYZ C13 C12 DOUB N N 30 
A1BYZ C11 C12 SING N N 31 
A1BYZ C11 C30 SING N N 32 
A1BYZ C4  H1  SING N N 33 
A1BYZ C4  H2  SING N N 34 
A1BYZ C4  H3  SING N N 35 
A1BYZ C5  H4  SING N N 36 
A1BYZ C5  H5  SING N N 37 
A1BYZ C5  H6  SING N N 38 
A1BYZ C10 H7  SING N N 39 
A1BYZ C10 H8  SING N N 40 
A1BYZ C15 H10 SING N N 41 
A1BYZ C17 H11 SING N N 42 
A1BYZ C20 H12 SING N N 43 
A1BYZ C20 H13 SING N N 44 
A1BYZ C21 H14 SING N N 45 
A1BYZ C21 H15 SING N N 46 
A1BYZ C22 H16 SING N N 47 
A1BYZ C24 H17 SING N N 48 
A1BYZ C1  H18 SING N N 49 
A1BYZ C1  H19 SING N N 50 
A1BYZ C1  H20 SING N N 51 
A1BYZ C11 H21 SING N N 52 
A1BYZ C12 H22 SING N N 53 
A1BYZ C14 H24 SING N N 54 
A1BYZ C16 H25 SING N N 55 
A1BYZ C18 H26 SING N N 56 
A1BYZ C19 H27 SING N N 57 
A1BYZ C19 H28 SING N N 58 
A1BYZ C19 H29 SING N N 59 
A1BYZ C2  H30 SING N N 60 
A1BYZ C2  H31 SING N N 61 
A1BYZ C23 H32 SING N N 62 
A1BYZ C23 H33 SING N N 63 
A1BYZ C25 H34 SING N N 64 
A1BYZ C25 H35 SING N N 65 
A1BYZ C30 H36 SING N N 66 
A1BYZ C30 H37 SING N N 67 
A1BYZ C30 H38 SING N N 68 
A1BYZ C9  H39 SING N N 69 
A1BYZ O29 H40 SING N N 70 
# 
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 
A1BYZ SMILES           ACDLabs              14.52   "CC(C)(CC)C(=O)OC1CC(C)C=C2C=CC(C)C(CCC3CC(O)CC(=O)O3)C12"                                                                                                                                        
A1BYZ InChI            InChI                1.06    "InChI=1S/C25H38O5/c1-6-25(4,5)24(28)30-21-12-15(2)11-17-8-7-16(3)20(23(17)21)10-9-19-13-18(26)14-22(27)29-19/h7-8,11,15-16,18-21,23,26H,6,9-10,12-14H2,1-5H3/t15-,16-,18+,19+,20-,21-,23-/m0/s1" 
A1BYZ InChIKey         InChI                1.06    RYMZZMVNJRMUDD-HGQWONQESA-N                                                                                                                                                                       
A1BYZ SMILES_CANONICAL CACTVS               3.385   "CCC(C)(C)C(=O)O[C@H]1C[C@@H](C)C=C2C=C[C@H](C)[C@H](CC[C@@H]3C[C@@H](O)CC(=O)O3)[C@@H]12"                                                                                                        
A1BYZ SMILES           CACTVS               3.385   "CCC(C)(C)C(=O)O[CH]1C[CH](C)C=C2C=C[CH](C)[CH](CC[CH]3C[CH](O)CC(=O)O3)[CH]12"                                                                                                                   
A1BYZ SMILES_CANONICAL "OpenEye OEToolkits" 3.1.0.0 "CCC(C)(C)C(=O)O[C@H]1C[C@H](C=C2[C@H]1[C@H]([C@H](C=C2)C)CC[C@@H]3C[C@H](CC(=O)O3)O)C"                                                                                                           
A1BYZ SMILES           "OpenEye OEToolkits" 3.1.0.0 "CCC(C)(C)C(=O)OC1CC(C=C2C1C(C(C=C2)C)CCC3CC(CC(=O)O3)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 
A1BYZ "SYSTEMATIC NAME" ACDLabs              14.52   "(1S,3R,7S,8S,8aR)-8-{2-[(2R,4R)-4-hydroxy-6-oxooxan-2-yl]ethyl}-3,7-dimethyl-1,2,3,7,8,8a-hexahydronaphthalen-1-yl 2,2-dimethylbutanoate"                                          
A1BYZ "SYSTEMATIC NAME" "OpenEye OEToolkits" 3.1.0.0 "[(1~{S},3~{R},7~{S},8~{S},8~{a}~{R})-3,7-dimethyl-8-[2-[(2~{R},4~{R})-4-oxidanyl-6-oxidanylidene-oxan-2-yl]ethyl]-1,2,3,7,8,8~{a}-hexahydronaphthalen-1-yl] 2,2-dimethylbutanoate" 
# 
loop_
_pdbx_chem_comp_audit.comp_id 
_pdbx_chem_comp_audit.action_type 
_pdbx_chem_comp_audit.date 
_pdbx_chem_comp_audit.processing_site 
A1BYZ "Create component" 2025-03-05 RCSB 
A1BYZ "Initial release"  2025-10-08 RCSB 
A1BYZ "Modify name"      2025-11-12 RCSB 
# 
_pdbx_chem_comp_synonyms.ordinal      1 
_pdbx_chem_comp_synonyms.comp_id      A1BYZ 
_pdbx_chem_comp_synonyms.name         "(1S,3R,7S,8S,8aR)-8-{2-[(2R,4R)-4-hydroxy-6-oxooxan-2-yl]ethyl}-3,7-dimethyl-1,2,3,7,8,8a-hexahydronaphthalen-1-yl 2,2-dimethylbutanoate" 
_pdbx_chem_comp_synonyms.provenance   PDB 
_pdbx_chem_comp_synonyms.type         ? 
# 
