data_116 # _chem_comp.id 116 _chem_comp.name "7-[4-(4-FLUORO-PHENYL)-5-HYDROXYMETHYL-2,6-DIISOPROPYL-PYRIDIN-3-YL]-3,5-DIHYDROXY-HEPTANOIC ACID" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C26 H36 F N O5" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms CERIVASTATIN _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 461.566 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 116 _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 1HWJ _chem_comp.pdbx_subcomponent_list ? _chem_comp.pdbx_processing_site PDBJ # # 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 116 C14 C14 C 0 1 N N N 26.964 -32.791 27.070 2.444 2.083 5.157 C14 116 1 116 O13 O13 O 0 1 N N N 25.623 -33.080 27.492 1.375 1.829 4.242 O13 116 2 116 C13 C13 C 0 1 N N N 24.826 -31.918 27.695 1.141 0.420 4.262 C13 116 3 116 C15 C15 C 0 1 N N N 23.935 -32.584 30.511 -1.607 0.687 5.107 C15 116 4 116 C17 C17 C 0 1 N N N 23.960 -33.946 31.229 -2.574 1.870 5.036 C17 116 5 116 C16 C16 C 0 1 N N N 23.530 -31.499 31.545 -2.250 -0.450 5.903 C16 116 6 116 C8 C8 C 0 1 Y N N 22.399 -32.409 26.900 0.296 -0.354 2.016 C8 116 7 116 C10 C10 C 0 1 Y N N 21.058 -32.797 27.251 -0.781 -0.658 1.178 C10 116 8 116 C9 C9 C 0 1 Y N N 20.762 -33.067 28.621 -2.065 -0.504 1.657 C9 116 9 116 N1 N1 N 0 1 Y N N 21.717 -32.972 29.518 -2.283 -0.082 2.888 N1 116 10 116 C12 C12 C 0 1 Y N N 22.964 -32.628 29.268 -1.295 0.209 3.712 C12 116 11 116 C11 C11 C 0 1 Y N N 23.365 -32.332 27.952 0.019 0.083 3.314 C11 116 12 116 C83 C83 C 0 1 Y N N 23.918 -32.607 23.493 3.843 0.456 1.074 C83 116 13 116 C82 C82 C 0 1 Y N N 23.628 -32.931 24.832 2.543 0.600 1.513 C82 116 14 116 C81 C81 C 0 1 Y N N 22.726 -32.126 25.573 1.694 -0.504 1.543 C81 116 15 116 C86 C86 C 0 1 Y N N 22.135 -31.012 24.929 2.164 -1.750 1.134 C86 116 16 116 C85 C85 C 0 1 Y N N 22.453 -30.686 23.616 3.463 -1.884 0.690 C85 116 17 116 C84 C84 C 0 1 Y N N 23.318 -31.482 22.895 4.304 -0.783 0.662 C84 116 18 116 F1 F1 F 0 1 N N N 23.588 -31.165 21.603 5.578 -0.919 0.232 F1 116 19 116 O1B O1B O 0 1 N N N 19.039 -27.664 21.751 0.193 -0.213 -7.596 O1B 116 20 116 O1A O1A O 0 1 N N N 20.037 -27.490 23.779 -0.014 1.832 -8.404 O1A 116 21 116 O3 O3 O 0 1 N N N 18.786 -30.717 22.926 -1.186 -0.698 -5.367 O3 116 22 116 C1 C1 C 0 1 N N N 19.041 -27.881 22.941 -0.005 0.959 -7.385 C1 116 23 116 C2 C2 C 0 1 N N N 17.951 -28.626 23.658 -0.244 1.441 -5.977 C2 116 24 116 C3 C3 C 0 1 N N R 18.413 -30.020 24.097 -0.182 0.254 -5.014 C3 116 25 116 C4 C4 C 0 1 N N N 17.298 -30.786 24.801 -0.424 0.744 -3.585 C4 116 26 116 C5 C5 C 0 1 N N R 17.667 -32.226 25.242 -0.362 -0.443 -2.622 C5 116 27 116 C6 C6 C 0 1 N N N 18.806 -32.185 26.222 -0.604 0.046 -1.192 C6 116 28 116 C7 C7 C 0 1 N N N 19.928 -32.910 26.173 -0.542 -1.140 -0.229 C7 116 29 116 C91 C91 C 0 1 N N N 19.343 -33.476 29.143 -3.235 -0.822 0.762 C91 116 30 116 C92 C92 C 0 1 N N N 19.323 -34.693 30.090 -4.107 -1.891 1.423 C92 116 31 116 C93 C93 C 0 1 N N N 18.644 -32.287 29.865 -4.064 0.443 0.536 C93 116 32 116 O5 O5 O 0 1 N N N 16.512 -32.770 25.839 -1.366 -1.396 -2.975 O5 116 33 116 H141 1H14 H 0 0 N N N 27.588 -33.701 26.911 2.659 3.151 5.176 H141 116 34 116 H142 2H14 H 0 0 N N N 26.960 -32.151 26.156 2.154 1.753 6.154 H142 116 35 116 H143 3H14 H 0 0 N N N 27.459 -32.093 27.784 3.332 1.539 4.837 H143 116 36 116 H131 1H13 H 0 0 N N N 25.228 -31.268 28.507 2.046 -0.103 3.954 H131 116 37 116 H132 2H13 H 0 0 N N N 24.915 -31.193 26.851 0.868 0.111 5.271 H132 116 38 116 H15 H15 H 0 1 N N N 24.943 -32.333 30.106 -0.686 0.999 5.598 H15 116 39 116 H171 1H17 H 0 0 N N N 24.250 -34.725 30.486 -2.116 2.680 4.469 H171 116 40 116 H172 2H17 H 0 0 N N N 24.615 -33.945 32.130 -3.495 1.558 4.545 H172 116 41 116 H173 3H17 H 0 0 N N N 22.998 -34.179 31.742 -2.800 2.215 6.045 H173 116 42 116 H161 1H16 H 0 0 N N N 23.511 -30.512 31.025 -1.561 -1.293 5.953 H161 116 43 116 H162 2H16 H 0 0 N N N 22.568 -31.732 32.058 -2.475 -0.104 6.912 H162 116 44 116 H163 3H16 H 0 0 N N N 24.185 -31.498 32.446 -3.171 -0.762 5.411 H163 116 45 116 H83 H83 H 0 1 N N N 24.615 -33.234 22.912 4.502 1.312 1.050 H83 116 46 116 H82 H82 H 0 1 N N N 24.104 -33.810 25.297 2.185 1.567 1.834 H82 116 47 116 H86 H86 H 0 1 N N N 21.406 -30.380 25.465 1.509 -2.609 1.155 H86 116 48 116 H85 H85 H 0 1 N N N 22.016 -29.790 23.143 3.827 -2.848 0.368 H85 116 49 116 H1A H1A H 0 1 N N N 20.038 -27.660 24.713 0.138 1.522 -9.307 H1A 116 50 116 HO3 HO3 H 0 1 N N N 19.072 -31.581 23.198 -2.038 -0.245 -5.299 HO3 116 51 116 H21 1H2 H 0 1 N N N 17.555 -28.038 24.519 -1.226 1.909 -5.915 H21 116 52 116 H22 2H2 H 0 1 N N N 17.022 -28.680 23.043 0.521 2.168 -5.708 H22 116 53 116 H3 H3 H 0 1 N N N 19.259 -29.925 24.816 0.800 -0.213 -5.076 H3 116 54 116 H41 1H4 H 0 1 N N N 16.921 -30.201 25.672 -1.407 1.211 -3.523 H41 116 55 116 H42 2H4 H 0 1 N N N 16.381 -30.801 24.165 0.341 1.471 -3.315 H42 116 56 116 H5 H5 H 0 1 N N N 17.994 -32.849 24.377 0.620 -0.910 -2.684 H5 116 57 116 H61 1H6 H 0 1 N N N 19.127 -31.118 26.279 -1.587 0.514 -1.130 H61 116 58 116 H62 2H6 H 0 1 N N N 18.358 -32.372 27.225 0.161 0.773 -0.923 H62 116 59 116 H71 1H7 H 0 1 N N N 20.396 -32.734 25.176 0.440 -1.608 -0.291 H71 116 60 116 H72 2H7 H 0 1 N N N 19.631 -33.982 26.110 -1.308 -1.867 -0.499 H72 116 61 116 H91 H91 H 0 1 N N N 18.792 -33.768 28.218 -2.870 -1.193 -0.195 H91 116 62 116 H921 1H92 H 0 0 N N N 18.312 -34.984 30.461 -4.954 -2.121 0.776 H921 116 63 116 H922 2H92 H 0 0 N N N 19.821 -35.565 29.606 -3.517 -2.793 1.584 H922 116 64 116 H923 3H92 H 0 0 N N N 20.015 -34.524 30.947 -4.472 -1.521 2.381 H923 116 65 116 H931 1H93 H 0 0 N N N 17.633 -32.578 30.236 -4.429 0.814 1.494 H931 116 66 116 H932 2H93 H 0 0 N N N 19.278 -31.874 30.683 -3.443 1.205 0.065 H932 116 67 116 H933 3H93 H 0 0 N N N 18.596 -31.383 29.213 -4.910 0.213 -0.110 H933 116 68 116 HO5 HO5 H 0 1 N N N 16.738 -33.652 26.109 -2.218 -0.943 -2.907 HO5 116 69 # # 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 116 C14 O13 SING N N 1 116 C14 H141 SING N N 2 116 C14 H142 SING N N 3 116 C14 H143 SING N N 4 116 O13 C13 SING N N 5 116 C13 C11 SING N N 6 116 C13 H131 SING N N 7 116 C13 H132 SING N N 8 116 C15 C17 SING N N 9 116 C15 C16 SING N N 10 116 C15 C12 SING N N 11 116 C15 H15 SING N N 12 116 C17 H171 SING N N 13 116 C17 H172 SING N N 14 116 C17 H173 SING N N 15 116 C16 H161 SING N N 16 116 C16 H162 SING N N 17 116 C16 H163 SING N N 18 116 C8 C10 DOUB Y N 19 116 C8 C11 SING Y N 20 116 C8 C81 SING Y N 21 116 C10 C9 SING Y N 22 116 C10 C7 SING N N 23 116 C9 N1 DOUB Y N 24 116 C9 C91 SING N N 25 116 N1 C12 SING Y N 26 116 C12 C11 DOUB Y N 27 116 C83 C82 DOUB Y N 28 116 C83 C84 SING Y N 29 116 C83 H83 SING N N 30 116 C82 C81 SING Y N 31 116 C82 H82 SING N N 32 116 C81 C86 DOUB Y N 33 116 C86 C85 SING Y N 34 116 C86 H86 SING N N 35 116 C85 C84 DOUB Y N 36 116 C85 H85 SING N N 37 116 C84 F1 SING N N 38 116 O1B C1 DOUB N N 39 116 O1A C1 SING N N 40 116 O1A H1A SING N N 41 116 O3 C3 SING N N 42 116 O3 HO3 SING N N 43 116 C1 C2 SING N N 44 116 C2 C3 SING N N 45 116 C2 H21 SING N N 46 116 C2 H22 SING N N 47 116 C3 C4 SING N N 48 116 C3 H3 SING N N 49 116 C4 C5 SING N N 50 116 C4 H41 SING N N 51 116 C4 H42 SING N N 52 116 C5 C6 SING N N 53 116 C5 O5 SING N N 54 116 C5 H5 SING N N 55 116 C6 C7 SING N N 56 116 C6 H61 SING N N 57 116 C6 H62 SING N N 58 116 C7 H71 SING N N 59 116 C7 H72 SING N N 60 116 C91 C92 SING N N 61 116 C91 C93 SING N N 62 116 C91 H91 SING N N 63 116 C92 H921 SING N N 64 116 C92 H922 SING N N 65 116 C92 H923 SING N N 66 116 C93 H931 SING N N 67 116 C93 H932 SING N N 68 116 C93 H933 SING N N 69 116 O5 HO5 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 116 SMILES ACDLabs 10.04 "O=C(O)CC(O)CC(O)CCc1c(nc(c(c1c2ccc(F)cc2)COC)C(C)C)C(C)C" 116 SMILES_CANONICAL CACTVS 3.341 "COCc1c(nc(C(C)C)c(CC[C@@H](O)C[C@@H](O)CC(O)=O)c1c2ccc(F)cc2)C(C)C" 116 SMILES CACTVS 3.341 "COCc1c(nc(C(C)C)c(CC[CH](O)C[CH](O)CC(O)=O)c1c2ccc(F)cc2)C(C)C" 116 SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "CC(C)c1c(c(c(c(n1)C(C)C)COC)c2ccc(cc2)F)CC[C@H](C[C@H](CC(=O)O)O)O" 116 SMILES "OpenEye OEToolkits" 1.5.0 "CC(C)c1c(c(c(c(n1)C(C)C)COC)c2ccc(cc2)F)CCC(CC(CC(=O)O)O)O" 116 InChI InChI 1.03 "InChI=1S/C26H36FNO5/c1-15(2)25-21(11-10-19(29)12-20(30)13-23(31)32)24(17-6-8-18(27)9-7-17)22(14-33-5)26(28-25)16(3)4/h6-9,15-16,19-20,29-30H,10-14H2,1-5H3,(H,31,32)/t19-,20-/m1/s1" 116 InChIKey InChI 1.03 SRJZNZZJAOQUOF-WOJBJXKFSA-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 116 "SYSTEMATIC NAME" ACDLabs 10.04 "(3R,5R)-7-[4-(4-fluorophenyl)-5-(methoxymethyl)-2,6-bis(1-methylethyl)pyridin-3-yl]-3,5-dihydroxyheptanoic acid" 116 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "(3R,5R)-7-[4-(4-fluorophenyl)-5-(methoxymethyl)-2,6-di(propan-2-yl)pyridin-3-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 116 "Create component" 2001-01-16 PDBJ 116 "Modify aromatic_flag" 2011-06-04 RCSB 116 "Modify descriptor" 2011-06-04 RCSB 116 "Modify synonyms" 2020-06-05 PDBE # _pdbx_chem_comp_synonyms.ordinal 1 _pdbx_chem_comp_synonyms.comp_id 116 _pdbx_chem_comp_synonyms.name CERIVASTATIN _pdbx_chem_comp_synonyms.provenance ? _pdbx_chem_comp_synonyms.type ? ##