data_115
# 
_chem_comp.id                                    115 
_chem_comp.name                                  "7-[3-(4-FLUORO-PHENYL)-1-ISOPROPYL-1H-INDOL-2-YL]-3,5-DIHYDROXY-HEPTANOIC ACID" 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C24 H28 F N O4" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         FLUVASTATIN 
_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                        413.482 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     115 
_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        1HWI 
_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 
115 C10  C10  C 0 1 Y N N 15.044 18.102 27.799 0.256  -0.377 3.665  C10  115 1  
115 C15  C15  C 0 1 Y N N 15.952 18.401 28.791 1.644  -0.237 3.495  C15  115 2  
115 C14  C14  C 0 1 Y N N 15.495 18.656 30.101 2.500  -0.610 4.526  C14  115 3  
115 C13  C13  C 0 1 Y N N 14.114 18.604 30.382 1.983  -1.122 5.696  C13  115 4  
115 C12  C12  C 0 1 Y N N 13.203 18.300 29.358 0.613  -1.265 5.862  C12  115 5  
115 C11  C11  C 0 1 Y N N 13.667 18.045 28.050 -0.251 -0.896 4.855  C11  115 6  
115 C8   C8   C 0 1 Y N N 15.774 17.871 26.515 -0.356 0.104  2.418  C8   115 7  
115 C9   C9   C 0 1 Y N N 17.055 18.065 26.893 0.658  0.493  1.609  C9   115 8  
115 N1   N1   N 0 1 Y N N 17.160 18.392 28.313 1.853  0.297  2.242  N1   115 9  
115 C83  C83  C 0 1 Y N N 13.743 17.940 23.284 -3.908 -0.964 1.811  C83  115 10 
115 C82  C82  C 0 1 Y N N 14.240 18.324 24.536 -2.561 -1.016 2.103  C82  115 11 
115 C81  C81  C 0 1 Y N N 15.186 17.509 25.167 -1.805 0.155  2.105  C81  115 12 
115 C86  C86  C 0 1 Y N N 15.624 16.328 24.550 -2.416 1.374  1.819  C86  115 13 
115 C85  C85  C 0 1 Y N N 15.130 15.953 23.314 -3.764 1.415  1.523  C85  115 14 
115 C84  C84  C 0 1 Y N N 14.196 16.751 22.679 -4.510 0.248  1.521  C84  115 15 
115 F1   F1   F 0 1 N N N 13.722 16.370 21.464 -5.830 0.294  1.236  F1   115 16 
115 O1B  O1B  O 0 1 N N N 18.748 12.379 21.765 0.033  -1.478 -8.102 O1B  115 17 
115 O1A  O1A  O 0 1 N N N 17.570 12.640 23.694 -0.069 0.536  -7.199 O1A  115 18 
115 O3   O3   O 0 1 N N N 19.293 15.668 22.577 1.268  0.822  -4.912 O3   115 19 
115 C1   C1   C 0 1 N N N 18.667 12.799 22.912 0.048  -0.655 -7.041 C1   115 20 
115 C2   C2   C 0 1 N N N 19.785 13.564 23.620 0.211  -1.219 -5.654 C2   115 21 
115 C3   C3   C 0 1 N N R 19.463 15.058 23.852 0.195  -0.078 -4.634 C3   115 22 
115 C4   C4   C 0 1 N N N 20.602 15.797 24.581 0.361  -0.651 -3.225 C4   115 23 
115 C5   C5   C 0 1 N N R 20.253 17.252 24.944 0.345  0.489  -2.206 C5   115 24 
115 C6   C6   C 0 1 N N N 19.223 17.296 26.041 0.511  -0.083 -0.797 C6   115 25 
115 C7   C7   C 0 1 N N N 18.065 17.945 25.998 0.495  1.057  0.222  C7   115 26 
115 C91  C91  C 0 1 N N N 18.478 18.607 29.061 3.166  0.604  1.669  C91  115 27 
115 C92  C92  C 0 1 N N N 18.496 19.950 29.814 3.879  1.632  2.550  C92  115 28 
115 C93  C93  C 0 1 N N N 18.775 17.444 30.039 4.003  -0.674 1.598  C93  115 29 
115 O5   O5   O 0 1 N N N 21.450 17.874 25.348 1.418  1.391  -2.483 O5   115 30 
115 H14  H14  H 0 1 N N N 16.214 18.895 30.902 3.568  -0.503 4.408  H14  115 31 
115 H13  H13  H 0 1 N N N 13.746 18.801 31.403 2.651  -1.414 6.493  H13  115 32 
115 H12  H12  H 0 1 N N N 12.123 18.261 29.581 0.222  -1.667 6.785  H12  115 33 
115 H11  H11  H 0 1 N N N 12.963 17.804 27.235 -1.317 -1.008 4.987  H11  115 34 
115 H83  H83  H 0 1 N N N 12.996 18.572 22.775 -4.495 -1.871 1.809  H83  115 35 
115 H82  H82  H 0 1 N N N 13.892 19.253 25.017 -2.092 -1.962 2.328  H82  115 36 
115 H86  H86  H 0 1 N N N 16.369 15.683 25.045 -1.835 2.284  1.820  H86  115 37 
115 H85  H85  H 0 1 N N N 15.479 15.021 22.836 -4.237 2.359  1.297  H85  115 38 
115 H1B  H1B  H 0 1 N N N 19.516 12.490 21.217 -0.072 -1.116 -8.993 H1B  115 39 
115 HO3  HO3  H 0 1 N N N 19.095 16.586 22.719 2.087  0.312  -4.843 HO3  115 40 
115 H21  1H2  H 0 1 N N N 20.056 13.065 24.579 1.160  -1.752 -5.587 H21  115 41 
115 H22  2H2  H 0 1 N N N 20.749 13.449 23.071 -0.606 -1.907 -5.442 H22  115 42 
115 H3   H3   H 0 1 N N N 18.547 15.122 24.485 -0.753 0.453  -4.700 H3   115 43 
115 H41  1H4  H 0 1 N N N 20.925 15.230 25.485 1.310  -1.184 -3.159 H41  115 44 
115 H42  2H4  H 0 1 N N N 21.545 15.752 23.988 -0.457 -1.339 -3.014 H42  115 45 
115 H5   H5   H 0 1 N N N 19.812 17.784 24.068 -0.603 1.022  -2.272 H5   115 46 
115 H61  1H6  H 0 1 N N N 18.981 16.236 26.288 1.460  -0.615 -0.731 H61  115 47 
115 H62  2H6  H 0 1 N N N 19.751 17.654 26.954 -0.307 -0.770 -0.585 H62  115 48 
115 H71  1H7  H 0 1 N N N 17.570 17.567 25.072 -0.453 1.590  0.155  H71  115 49 
115 H72  2H7  H 0 1 N N N 18.346 18.996 25.756 1.313  1.745  0.010  H72  115 50 
115 H91  H91  H 0 1 N N N 19.281 18.630 28.288 3.038  1.011  0.666  H91  115 51 
115 H921 1H92 H 0 0 N N N 19.456 20.106 30.358 4.856  1.860  2.123  H921 115 52 
115 H922 2H92 H 0 0 N N N 18.274 20.801 29.129 3.282  2.543  2.600  H922 115 53 
115 H923 3H92 H 0 0 N N N 17.620 20.043 30.498 4.006  1.225  3.553  H923 115 54 
115 H931 1H93 H 0 0 N N N 19.735 17.600 30.583 4.130  -1.081 2.601  H931 115 55 
115 H932 2H93 H 0 0 N N N 17.928 17.279 30.745 3.495  -1.406 0.970  H932 115 56 
115 H933 3H93 H 0 0 N N N 18.759 16.458 29.517 4.980  -0.446 1.172  H933 115 57 
115 HO5  HO5  H 0 1 N N N 21.234 18.771 25.572 2.237  0.881  -2.414 HO5  115 58 
# 
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 
115 C10 C15  DOUB Y N 1  
115 C10 C11  SING Y N 2  
115 C10 C8   SING Y N 3  
115 C15 C14  SING Y N 4  
115 C15 N1   SING Y N 5  
115 C14 C13  DOUB Y N 6  
115 C14 H14  SING N N 7  
115 C13 C12  SING Y N 8  
115 C13 H13  SING N N 9  
115 C12 C11  DOUB Y N 10 
115 C12 H12  SING N N 11 
115 C11 H11  SING N N 12 
115 C8  C9   DOUB Y N 13 
115 C8  C81  SING N N 14 
115 C9  N1   SING Y N 15 
115 C9  C7   SING N N 16 
115 N1  C91  SING N N 17 
115 C83 C82  DOUB Y N 18 
115 C83 C84  SING Y N 19 
115 C83 H83  SING N N 20 
115 C82 C81  SING Y N 21 
115 C82 H82  SING N N 22 
115 C81 C86  DOUB Y N 23 
115 C86 C85  SING Y N 24 
115 C86 H86  SING N N 25 
115 C85 C84  DOUB Y N 26 
115 C85 H85  SING N N 27 
115 C84 F1   SING N N 28 
115 O1B C1   SING N N 29 
115 O1B H1B  SING N N 30 
115 O1A C1   DOUB N N 31 
115 O3  C3   SING N N 32 
115 O3  HO3  SING N N 33 
115 C1  C2   SING N N 34 
115 C2  C3   SING N N 35 
115 C2  H21  SING N N 36 
115 C2  H22  SING N N 37 
115 C3  C4   SING N N 38 
115 C3  H3   SING N N 39 
115 C4  C5   SING N N 40 
115 C4  H41  SING N N 41 
115 C4  H42  SING N N 42 
115 C5  C6   SING N N 43 
115 C5  O5   SING N N 44 
115 C5  H5   SING N N 45 
115 C6  C7   SING N N 46 
115 C6  H61  SING N N 47 
115 C6  H62  SING N N 48 
115 C7  H71  SING N N 49 
115 C7  H72  SING N N 50 
115 C91 C92  SING N N 51 
115 C91 C93  SING N N 52 
115 C91 H91  SING N N 53 
115 C92 H921 SING N N 54 
115 C92 H922 SING N N 55 
115 C92 H923 SING N N 56 
115 C93 H931 SING N N 57 
115 C93 H932 SING N N 58 
115 C93 H933 SING N N 59 
115 O5  HO5  SING N N 60 
# 
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 
115 SMILES           ACDLabs              10.04 O=C(O)CC(O)CC(O)CCc2c(c1ccccc1n2C(C)C)c3ccc(F)cc3                                                                                                                                 
115 InChI            InChI                1.02b InChI=1/C24H28FNO4/c1-15(2)26-21-6-4-3-5-20(21)24(16-7-9-17(25)10-8-16)22(26)12-11-18(27)13-19(28)14-23(29)30/h3-10,15,18-19,27-28H,11-14H2,1-2H3,(H,29,30)/t18-,19-/m1/s1/f/h29H 
115 InChIKey         InChI                1.02b MVPCJBDHTUCOBT-IXFJUYAWDC                                                                                                                                                         
115 SMILES_CANONICAL CACTVS               3.341 CC(C)n1c(CC[C@@H](O)C[C@@H](O)CC(O)=O)c(c2ccc(F)cc2)c3ccccc13                                                                                                                     
115 SMILES           CACTVS               3.341 CC(C)n1c(CC[CH](O)C[CH](O)CC(O)=O)c(c2ccc(F)cc2)c3ccccc13                                                                                                                         
115 SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 CC(C)n1c2ccccc2c(c1CC[C@H](C[C@H](CC(=O)O)O)O)c3ccc(cc3)F                                                                                                                         
115 SMILES           "OpenEye OEToolkits" 1.5.0 CC(C)n1c2ccccc2c(c1CCC(CC(CC(=O)O)O)O)c3ccc(cc3)F                                                                                                                                 
# 
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 
115 "SYSTEMATIC NAME" ACDLabs              10.04 "(3R,5R)-7-[3-(4-fluorophenyl)-1-(1-methylethyl)-1H-indol-2-yl]-3,5-dihydroxyheptanoic acid" 
115 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "(3R,5R)-7-[3-(4-fluorophenyl)-1-propan-2-yl-indol-2-yl]-3,5-dihydroxy-heptanoic acid"       
# 
