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                    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                        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 N 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 InChI            InChI                1.02b InChI=1/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/f/h31H 
116 InChIKey         InChI                1.02b SRJZNZZJAOQUOF-HFCINGJEDM                                                                                                                                                                 
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                                                                                                                                
# 
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"   
# 
