data_SIM # _chem_comp.id SIM _chem_comp.name "Simvastatin acid" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C25 H40 O6" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms DIMETHYL-COMPACTIN _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2001-01-16 _chem_comp.pdbx_modified_date 2020-06-17 _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 436.582 _chem_comp.one_letter_code ? _chem_comp.three_letter_code SIM _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 1HW9 _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 SIM O1A O1A O 0 1 N N N 2.991 -12.141 -6.414 6.805 0.620 0.152 O1A SIM 1 SIM O1B O1B O 0 1 N N N 4.955 -13.041 -5.805 8.148 -0.823 -0.847 O1B SIM 2 SIM O3 O3 O 0 1 N N N 6.553 -11.097 -7.874 4.584 -0.547 1.291 O3 SIM 3 SIM O5 O5 O 0 1 N N N 6.880 -7.026 -8.799 1.968 -0.628 1.376 O5 SIM 4 SIM O14 O14 O 0 1 N N N 3.944 -9.727 -13.854 -1.895 1.031 -0.040 O14 SIM 5 SIM O18 O18 O 0 1 N N N 6.039 -10.733 -13.906 -2.585 2.923 0.869 O18 SIM 6 SIM C1 C1 C 0 1 N N N 4.302 -12.070 -6.107 6.933 -0.429 -0.434 C1 SIM 7 SIM C2 C2 C 0 1 N N N 4.867 -10.654 -6.170 5.729 -1.294 -0.702 C2 SIM 8 SIM C3 C3 C 0 1 N N R 5.461 -10.255 -7.537 4.479 -0.620 -0.133 C3 SIM 9 SIM C4 C4 C 0 1 N N N 5.999 -8.839 -7.534 3.242 -1.436 -0.512 C4 SIM 10 SIM C5 C5 C 0 1 N N R 6.170 -8.246 -8.929 1.984 -0.697 -0.051 C5 SIM 11 SIM C6 C6 C 0 1 N N N 4.803 -7.974 -9.584 0.744 -1.450 -0.539 C6 SIM 12 SIM C7 C7 C 0 1 N N N 4.850 -7.731 -11.118 -0.515 -0.709 -0.083 C7 SIM 13 SIM C8 C8 C 0 1 N N S 3.446 -7.695 -11.818 -1.751 -1.540 -0.431 C8 SIM 14 SIM C9 C9 C 0 1 N N S 2.431 -6.686 -11.149 -1.470 -3.018 -0.152 C9 SIM 15 SIM C10 C10 C 0 1 N N N 1.088 -6.742 -11.908 -2.718 -3.844 -0.229 C10 SIM 16 SIM C11 C11 C 0 1 N N N 0.977 -7.080 -13.224 -3.941 -3.352 -0.139 C11 SIM 17 SIM C12 C12 C 0 1 N N N 2.063 -7.402 -13.991 -4.134 -1.893 0.032 C12 SIM 18 SIM C17 C17 C 0 1 N N N 1.887 -7.732 -15.307 -5.328 -1.369 -0.174 C17 SIM 19 SIM C16 C16 C 0 1 N N R 3.023 -8.113 -16.289 -5.548 0.118 -0.067 C16 SIM 20 SIM C15 C15 C 0 1 N N N 4.452 -8.063 -15.648 -4.260 0.813 -0.533 C15 SIM 21 SIM C14 C14 C 0 1 N N S 4.443 -8.380 -14.123 -3.126 0.402 0.405 C14 SIM 22 SIM C13 C13 C 0 1 N N R 3.505 -7.394 -13.370 -2.930 -1.094 0.435 C13 SIM 23 SIM C9A C9A C 0 1 N N N 2.889 -5.213 -11.176 -0.867 -3.156 1.247 C9A SIM 24 SIM C18 C18 C 0 1 N N N 4.809 -10.804 -13.766 -1.706 2.314 0.307 C18 SIM 25 SIM C19 C19 C 0 1 N N N 4.032 -12.146 -13.455 -0.398 2.993 -0.005 C19 SIM 26 SIM C20 C20 C 0 1 N N N 4.502 -12.755 -12.087 -0.575 4.510 0.092 C20 SIM 27 SIM C21 C21 C 0 1 N N N 4.141 -11.999 -10.783 0.753 5.200 -0.224 C21 SIM 28 SIM C22 C22 C 0 1 N N N 4.245 -13.194 -14.595 0.665 2.539 0.998 C22 SIM 29 SIM C23 C23 C 0 1 N N N 2.488 -11.938 -13.385 0.046 2.621 -1.421 C23 SIM 30 SIM C24 C24 C 0 1 N N N 2.720 -9.518 -16.846 -6.716 0.536 -0.962 C24 SIM 31 SIM H1B H1B H 0 1 N N N 4.402 -13.813 -5.824 8.891 -0.234 -0.652 H1B SIM 32 SIM HO3 HO3 H 0 1 N N N 6.905 -10.837 -8.717 4.666 -1.408 1.724 HO3 SIM 33 SIM HO5 HO5 H 0 1 N N N 7.000 -6.636 -9.657 1.968 -1.492 1.811 HO5 SIM 34 SIM H21 H21 H 0 1 N N N 4.048 -9.956 -5.944 5.611 -1.430 -1.777 H21 SIM 35 SIM H22 H22 H 0 1 N N N 5.669 -10.580 -5.421 5.867 -2.265 -0.226 H22 SIM 36 SIM H3 H3 H 0 1 N N N 4.638 -10.347 -8.261 4.391 0.386 -0.543 H3 SIM 37 SIM H41 H41 H 0 1 N N N 5.292 -8.206 -6.978 3.211 -1.567 -1.594 H41 SIM 38 SIM H42 H42 H 0 1 N N N 6.984 -8.849 -7.044 3.288 -2.412 -0.029 H42 SIM 39 SIM H5 H5 H 0 1 N N N 6.717 -8.957 -9.566 1.982 0.311 -0.464 H5 SIM 40 SIM H61 H61 H 0 1 N N N 4.165 -8.852 -9.404 0.758 -1.506 -1.628 H61 SIM 41 SIM H62 H62 H 0 1 N N N 4.381 -7.073 -9.115 0.743 -2.457 -0.123 H62 SIM 42 SIM H71 H71 H 0 1 N N N 5.336 -6.759 -11.289 -0.474 -0.552 0.995 H71 SIM 43 SIM H72 H72 H 0 1 N N N 5.430 -8.549 -11.570 -0.572 0.256 -0.588 H72 SIM 44 SIM H8 H8 H 0 1 N N N 3.077 -8.722 -11.676 -1.996 -1.407 -1.485 H8 SIM 45 SIM H9 H9 H 0 1 N N N 2.353 -7.001 -10.098 -0.753 -3.388 -0.885 H9 SIM 46 SIM H10 H10 H 0 1 N N N 0.186 -6.500 -11.366 -2.611 -4.910 -0.368 H10 SIM 47 SIM H11 H11 H 0 1 N N N -0.003 -7.094 -13.677 -4.796 -4.010 -0.191 H11 SIM 48 SIM H17 H17 H 0 1 N N N 0.878 -7.726 -15.691 -6.158 -2.014 -0.422 H17 SIM 49 SIM H16 H16 H 0 1 N N N 3.044 -7.364 -17.094 -5.760 0.387 0.968 H16 SIM 50 SIM H151 H151 H 0 0 N N N 5.084 -8.808 -16.153 -4.024 0.505 -1.551 H151 SIM 51 SIM H152 H152 H 0 0 N N N 4.860 -7.051 -15.789 -4.393 1.894 -0.497 H152 SIM 52 SIM H14 H14 H 0 1 N N N 5.483 -8.287 -13.778 -3.357 0.749 1.412 H14 SIM 53 SIM H13 H13 H 0 1 N N N 3.933 -6.388 -13.493 -2.694 -1.362 1.464 H13 SIM 54 SIM H9A1 H9A1 H 0 0 N N N 2.128 -4.583 -10.692 -1.570 -2.769 1.986 H9A1 SIM 55 SIM H9A2 H9A2 H 0 0 N N N 3.842 -5.116 -10.636 -0.664 -4.207 1.454 H9A2 SIM 56 SIM H9A3 H9A3 H 0 0 N N N 3.023 -4.890 -12.219 0.063 -2.589 1.299 H9A3 SIM 57 SIM H201 H201 H 0 0 N N N 4.041 -13.751 -12.011 -1.332 4.834 -0.622 H201 SIM 58 SIM H202 H202 H 0 0 N N N 5.600 -12.808 -12.127 -0.891 4.775 1.101 H202 SIM 59 SIM H211 H211 H 0 0 N N N 4.538 -12.549 -9.917 0.627 6.280 -0.155 H211 SIM 60 SIM H212 H212 H 0 0 N N N 4.581 -10.991 -10.810 1.510 4.876 0.490 H212 SIM 61 SIM H213 H213 H 0 0 N N N 3.047 -11.920 -10.696 1.069 4.935 -1.233 H213 SIM 62 SIM H221 H221 H 0 0 N N N 3.695 -14.116 -14.354 0.654 1.452 1.071 H221 SIM 63 SIM H222 H222 H 0 0 N N N 3.873 -12.783 -15.545 1.647 2.871 0.663 H222 SIM 64 SIM H223 H223 H 0 0 N N N 5.317 -13.421 -14.689 0.450 2.971 1.976 H223 SIM 65 SIM H231 H231 H 0 0 N N N 1.998 -12.898 -13.167 -0.711 2.945 -2.136 H231 SIM 66 SIM H232 H232 H 0 0 N N N 2.251 -11.217 -12.589 0.992 3.113 -1.646 H232 SIM 67 SIM H233 H233 H 0 0 N N N 2.126 -11.552 -14.349 0.172 1.541 -1.490 H233 SIM 68 SIM H241 H241 H 0 0 N N N 3.514 -9.814 -17.548 -7.620 0.015 -0.647 H241 SIM 69 SIM H242 H242 H 0 0 N N N 2.677 -10.239 -16.017 -6.869 1.612 -0.881 H242 SIM 70 SIM H243 H243 H 0 0 N N N 1.753 -9.504 -17.371 -6.490 0.279 -1.997 H243 SIM 71 # # 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 SIM O1A C1 DOUB N N 1 SIM O1B C1 SING N N 2 SIM O1B H1B SING N N 3 SIM O3 C3 SING N N 4 SIM O3 HO3 SING N N 5 SIM O5 C5 SING N N 6 SIM O5 HO5 SING N N 7 SIM O14 C14 SING N N 8 SIM O14 C18 SING N N 9 SIM O18 C18 DOUB N N 10 SIM C1 C2 SING N N 11 SIM C2 C3 SING N N 12 SIM C2 H21 SING N N 13 SIM C2 H22 SING N N 14 SIM C3 C4 SING N N 15 SIM C3 H3 SING N N 16 SIM C4 C5 SING N N 17 SIM C4 H41 SING N N 18 SIM C4 H42 SING N N 19 SIM C5 C6 SING N N 20 SIM C5 H5 SING N N 21 SIM C6 C7 SING N N 22 SIM C6 H61 SING N N 23 SIM C6 H62 SING N N 24 SIM C7 C8 SING N N 25 SIM C7 H71 SING N N 26 SIM C7 H72 SING N N 27 SIM C8 C9 SING N N 28 SIM C8 C13 SING N N 29 SIM C8 H8 SING N N 30 SIM C9 C10 SING N N 31 SIM C9 C9A SING N N 32 SIM C9 H9 SING N N 33 SIM C10 C11 DOUB N N 34 SIM C10 H10 SING N N 35 SIM C11 C12 SING N N 36 SIM C11 H11 SING N N 37 SIM C12 C17 DOUB N N 38 SIM C12 C13 SING N N 39 SIM C17 C16 SING N N 40 SIM C17 H17 SING N N 41 SIM C16 C15 SING N N 42 SIM C16 C24 SING N N 43 SIM C16 H16 SING N N 44 SIM C15 C14 SING N N 45 SIM C15 H151 SING N N 46 SIM C15 H152 SING N N 47 SIM C14 C13 SING N N 48 SIM C14 H14 SING N N 49 SIM C13 H13 SING N N 50 SIM C9A H9A1 SING N N 51 SIM C9A H9A2 SING N N 52 SIM C9A H9A3 SING N N 53 SIM C18 C19 SING N N 54 SIM C19 C20 SING N N 55 SIM C19 C22 SING N N 56 SIM C19 C23 SING N N 57 SIM C20 C21 SING N N 58 SIM C20 H201 SING N N 59 SIM C20 H202 SING N N 60 SIM C21 H211 SING N N 61 SIM C21 H212 SING N N 62 SIM C21 H213 SING N N 63 SIM C22 H221 SING N N 64 SIM C22 H222 SING N N 65 SIM C22 H223 SING N N 66 SIM C23 H231 SING N N 67 SIM C23 H232 SING N N 68 SIM C23 H233 SING N N 69 SIM C24 H241 SING N N 70 SIM C24 H242 SING N N 71 SIM C24 H243 SING N N 72 # # 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 SIM SMILES ACDLabs 10.04 "O=C(O)CC(O)CC(O)CCC2C(C=CC1=CC(CC(OC(=O)C(C)(C)CC)C12)C)C" SIM SMILES_CANONICAL CACTVS 3.352 "CCC(C)(C)C(=O)O[C@H]1C[C@@H](C)C=C2C=C[C@H](C)[C@H](CC[C@@H](O)C[C@@H](O)CC(O)=O)[C@@H]12" SIM SMILES CACTVS 3.352 "CCC(C)(C)C(=O)O[CH]1C[CH](C)C=C2C=C[CH](C)[CH](CC[CH](O)C[CH](O)CC(O)=O)[CH]12" SIM SMILES_CANONICAL "OpenEye OEToolkits" 1.7.0 "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](C[C@H](CC(=O)O)O)O)C" SIM SMILES "OpenEye OEToolkits" 1.7.0 "CCC(C)(C)C(=O)OC1CC(C=C2C1C(C(C=C2)C)CCC(CC(CC(=O)O)O)O)C" SIM InChI InChI 1.03 "InChI=1S/C25H40O6/c1-6-25(4,5)24(30)31-21-12-15(2)11-17-8-7-16(3)20(23(17)21)10-9-18(26)13-19(27)14-22(28)29/h7-8,11,15-16,18-21,23,26-27H,6,9-10,12-14H2,1-5H3,(H,28,29)/t15-,16-,18+,19+,20-,21-,23-/m0/s1" SIM InChIKey InChI 1.03 XWLXKKNPFMNSFA-HGQWONQESA-N # # 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 SIM "SYSTEMATIC NAME" ACDLabs 10.04 "(3R,5R)-7-{(1S,2S,6R,8S,8aR)-8-[(2,2-dimethylbutanoyl)oxy]-2,6-dimethyl-1,2,6,7,8,8a-hexahydronaphthalen-1-yl}-3,5-dihydroxyheptanoic acid" SIM "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.6.1 "(3R,5R)-7-[(1S,2S,6R,8S,8aR)-8-(2,2-dimethylbutanoyloxy)-2,6-dimethyl-1,2,6,7,8,8a-hexahydronaphthalen-1-yl]-3,5-dihydroxy-heptanoic acid" # # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site SIM "Create component" 2001-01-16 RCSB SIM "Modify descriptor" 2011-06-04 RCSB SIM "Modify synonyms" 2020-06-05 PDBE # _pdbx_chem_comp_synonyms.ordinal 1 _pdbx_chem_comp_synonyms.comp_id SIM _pdbx_chem_comp_synonyms.name DIMETHYL-COMPACTIN _pdbx_chem_comp_synonyms.provenance ? _pdbx_chem_comp_synonyms.type ? ##