data_114
# 
_chem_comp.id                                    114 
_chem_comp.name                                  COMPACTIN 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C23 H36 O6" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         MEVASTATIN 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2001-01-15 
_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                        408.528 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     114 
_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        1HW8 
_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 
114 O1A  O1A  O 0 1 N N N 31.877 -2.991  -5.232  0.509  0.400  6.601  O1A  114 1  
114 O1B  O1B  O 0 1 N N N 33.694 -3.713  -6.436  -0.997 -0.513 7.935  O1B  114 2  
114 O3   O3   O 0 1 N N N 30.332 -5.055  -7.496  -0.418 1.233  4.245  O3   114 3  
114 O5   O5   O 0 1 N N N 30.185 -9.212  -8.255  -0.435 1.252  1.747  O5   114 4  
114 O14  O14  O 0 1 N N N 32.615 -6.188  -13.338 1.182  -0.129 -2.134 O14  114 5  
114 O18  O18  O 0 1 N N N 30.379 -5.576  -13.328 2.998  1.071  -2.514 O18  114 6  
114 C1   C1   C 0 1 N N N 32.610 -3.942  -5.856  -0.523 -0.216 6.715  C1   114 7  
114 C2   C2   C 0 1 N N N 31.961 -5.333  -5.769  -1.279 -0.652 5.486  C2   114 8  
114 C3   C3   C 0 1 N N R 31.445 -5.852  -7.120  -0.529 -0.191 4.235  C3   114 9  
114 C4   C4   C 0 1 N N N 30.987 -7.314  -7.043  -1.297 -0.633 2.988  C4   114 10 
114 C5   C5   C 0 1 N N R 30.773 -7.933  -8.439  -0.547 -0.171 1.737  C5   114 11 
114 C6   C6   C 0 1 N N N 32.110 -8.085  -9.164  -1.314 -0.614 0.489  C6   114 12 
114 C7   C7   C 0 1 N N N 31.977 -8.372  -10.674 -0.564 -0.152 -0.761 C7   114 13 
114 C8   C8   C 0 1 N N S 33.341 -8.446  -11.398 -1.394 -0.481 -2.003 C8   114 14 
114 C9   C9   C 0 1 N N S 34.365 -9.478  -10.769 -2.869 -0.180 -1.730 C9   114 15 
114 C10  C10  C 0 1 N N N 35.677 -9.478  -11.565 -3.689 -0.242 -2.982 C10  114 16 
114 C11  C11  C 0 1 N N N 35.781 -9.069  -12.867 -3.190 -0.156 -4.202 C11  114 17 
114 C12  C12  C 0 1 N N N 34.712 -8.625  -13.597 -1.728 -0.005 -4.387 C12  114 18 
114 C17  C17  C 0 1 N N N 34.907 -8.227  -14.890 -1.201 -0.214 -5.579 C17  114 19 
114 C16  C16  C 0 1 N N N 33.797 -7.699  -15.818 0.288  -0.129 -5.791 C16  114 20 
114 C15  C15  C 0 1 N N N 32.348 -7.775  -15.242 0.970  -0.609 -4.502 C15  114 21 
114 C14  C14  C 0 1 N N S 32.293 -7.573  -13.693 0.567  0.329  -3.367 C14  114 22 
114 C13  C13  C 0 1 N N R 33.279 -8.562  -12.971 -0.929 0.379  -3.179 C13  114 23 
114 C9A  C9A  C 0 1 N N N 33.849 -10.923 -10.749 -2.987 1.220  -1.125 C9A  114 24 
114 C18  C18  C 0 1 N N N 31.566 -5.291  -13.186 2.407  0.301  -1.794 C18  114 25 
114 C19  C19  C 0 1 N N S 32.050 -3.864  -12.815 3.045  -0.175 -0.515 C19  114 26 
114 C20  C20  C 0 1 N N N 33.160 -3.848  -11.724 4.429  0.461  -0.367 C20  114 27 
114 C21  C21  C 0 1 N N N 32.688 -3.807  -10.252 5.077  -0.022 0.931  C21  114 28 
114 C22  C22  C 0 1 N N N 30.887 -2.877  -12.497 3.186  -1.698 -0.552 C22  114 29 
114 H1B  H1B  H 0 1 N N N 34.208 -4.380  -6.874  -0.512 -0.234 8.723  H1B  114 30 
114 HO3  HO3  H 0 1 N N N 30.013 -5.375  -8.331  -1.319 1.584  4.254  HO3  114 31 
114 HO5  HO5  H 0 1 N N N 30.053 -9.593  -9.115  -1.336 1.603  1.756  HO5  114 32 
114 H21  1H2  H 0 1 N N N 32.660 -6.067  -5.304  -2.275 -0.210 5.497  H21  114 33 
114 H22  2H2  H 0 1 N N N 31.148 -5.343  -5.005  -1.364 -1.739 5.478  H22  114 34 
114 H3   H3   H 0 1 N N N 32.276 -5.792  -7.860  0.466  -0.633 4.225  H3   114 35 
114 H41  1H4  H 0 1 N N N 31.693 -7.926  -6.434  -2.293 -0.191 2.998  H41  114 36 
114 H42  2H4  H 0 1 N N N 30.073 -7.417  -6.412  -1.381 -1.720 2.980  H42  114 37 
114 H5   H5   H 0 1 N N N 30.115 -7.275  -9.054  0.449  -0.614 1.726  H5   114 38 
114 H61  1H6  H 0 1 N N N 32.752 -7.190  -8.990  -2.310 -0.172 0.500  H61  114 39 
114 H62  2H6  H 0 1 N N N 32.735 -8.865  -8.671  -1.399 -1.701 0.482  H62  114 40 
114 H71  1H7  H 0 1 N N N 31.381 -9.297  -10.852 0.395  -0.665 -0.819 H71  114 41 
114 H72  2H7  H 0 1 N N N 31.306 -7.627  -11.163 -0.398 0.923  -0.708 H72  114 42 
114 H8   H8   H 0 1 N N N 33.754 -7.429  -11.201 -1.276 -1.535 -2.254 H8   114 43 
114 H9   H9   H 0 1 N N N 34.513 -9.139  -9.717  -3.254 -0.908 -1.016 H9   114 44 
114 H10  H10  H 0 1 N N N 36.648 -9.806  -11.158 -4.758 -0.364 -2.880 H10  114 45 
114 H11  H11  H 0 1 N N N 36.772 -9.098  -13.350 -3.844 -0.196 -5.061 H11  114 46 
114 H17  H17  H 0 1 N N N 35.964 -8.332  -15.185 -1.845 -0.450 -6.413 H17  114 47 
114 H161 1H16 H 0 0 N N N 34.028 -6.655  -16.134 0.574  0.902  -5.998 H161 114 48 
114 H162 2H16 H 0 0 N N N 33.843 -8.218  -16.803 0.580  -0.768 -6.624 H162 114 49 
114 H151 1H15 H 0 0 N N N 31.675 -7.052  -15.761 2.052  -0.588 -4.629 H151 114 50 
114 H152 2H15 H 0 0 N N N 31.852 -8.729  -15.536 0.646  -1.624 -4.271 H152 114 51 
114 H14  H14  H 0 1 N N N 31.254 -7.792  -13.352 0.930  1.332  -3.591 H14  114 52 
114 H13  H13  H 0 1 N N N 32.792 -9.544  -13.174 -1.183 1.412  -2.942 H13  114 53 
114 H9A1 1H9A H 0 0 N N N 34.569 -11.649 -10.306 -4.037 1.454  -0.953 H9A1 114 54 
114 H9A2 2H9A H 0 0 N N N 32.863 -10.981 -10.231 -2.448 1.253  -0.178 H9A2 114 55 
114 H9A3 3H9A H 0 0 N N N 33.542 -11.245 -11.771 -2.559 1.950  -1.812 H9A3 114 56 
114 H19  H19  H 0 1 N N N 32.531 -3.479  -13.744 2.421  0.111  0.331  H19  114 57 
114 H201 1H20 H 0 0 N N N 33.843 -4.716  -11.873 4.328  1.546  -0.341 H201 114 58 
114 H202 2H20 H 0 0 N N N 33.860 -3.001  -11.915 5.053  0.174  -1.213 H202 114 59 
114 H211 1H21 H 0 0 N N N 33.483 -3.795  -9.470  6.062  0.431  1.036  H211 114 60 
114 H212 2H21 H 0 0 N N N 32.004 -2.938  -10.102 4.453  0.264  1.777  H212 114 61 
114 H213 3H21 H 0 0 N N N 31.988 -4.653  -10.060 5.177  -1.107 0.904  H213 114 62 
114 H221 1H22 H 0 0 N N N 31.234 -1.851  -12.230 3.811  -1.985 -1.398 H221 114 63 
114 H222 2H22 H 0 0 N N N 30.158 -2.840  -13.340 3.648  -2.042 0.373  H222 114 64 
114 H223 3H22 H 0 0 N N N 30.226 -3.289  -11.699 2.201  -2.151 -0.657 H223 114 65 
# 
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 
114 O1A C1   DOUB N N 1  
114 O1B C1   SING N N 2  
114 O1B H1B  SING N N 3  
114 O3  C3   SING N N 4  
114 O3  HO3  SING N N 5  
114 O5  C5   SING N N 6  
114 O5  HO5  SING N N 7  
114 O14 C14  SING N N 8  
114 O14 C18  SING N N 9  
114 O18 C18  DOUB N N 10 
114 C1  C2   SING N N 11 
114 C2  C3   SING N N 12 
114 C2  H21  SING N N 13 
114 C2  H22  SING N N 14 
114 C3  C4   SING N N 15 
114 C3  H3   SING N N 16 
114 C4  C5   SING N N 17 
114 C4  H41  SING N N 18 
114 C4  H42  SING N N 19 
114 C5  C6   SING N N 20 
114 C5  H5   SING N N 21 
114 C6  C7   SING N N 22 
114 C6  H61  SING N N 23 
114 C6  H62  SING N N 24 
114 C7  C8   SING N N 25 
114 C7  H71  SING N N 26 
114 C7  H72  SING N N 27 
114 C8  C9   SING N N 28 
114 C8  C13  SING N N 29 
114 C8  H8   SING N N 30 
114 C9  C10  SING N N 31 
114 C9  C9A  SING N N 32 
114 C9  H9   SING N N 33 
114 C10 C11  DOUB N N 34 
114 C10 H10  SING N N 35 
114 C11 C12  SING N N 36 
114 C11 H11  SING N N 37 
114 C12 C17  DOUB N N 38 
114 C12 C13  SING N N 39 
114 C17 C16  SING N N 40 
114 C17 H17  SING N N 41 
114 C16 C15  SING N N 42 
114 C16 H161 SING N N 43 
114 C16 H162 SING N N 44 
114 C15 C14  SING N N 45 
114 C15 H151 SING N N 46 
114 C15 H152 SING N N 47 
114 C14 C13  SING N N 48 
114 C14 H14  SING N N 49 
114 C13 H13  SING N N 50 
114 C9A H9A1 SING N N 51 
114 C9A H9A2 SING N N 52 
114 C9A H9A3 SING N N 53 
114 C18 C19  SING N N 54 
114 C19 C20  SING N N 55 
114 C19 C22  SING N N 56 
114 C19 H19  SING N N 57 
114 C20 C21  SING N N 58 
114 C20 H201 SING N N 59 
114 C20 H202 SING N N 60 
114 C21 H211 SING N N 61 
114 C21 H212 SING N N 62 
114 C21 H213 SING N N 63 
114 C22 H221 SING N N 64 
114 C22 H222 SING N N 65 
114 C22 H223 SING N N 66 
# 
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 
114 SMILES           ACDLabs              10.04 O=C(O)CC(O)CC(O)CCC2C(C=CC1=CCCC(OC(=O)C(C)CC)C12)C                                                                                                                                                        
114 InChI            InChI                1.02b InChI=1/C23H36O6/c1-4-14(2)23(28)29-20-7-5-6-16-9-8-15(3)19(22(16)20)11-10-17(24)12-18(25)13-21(26)27/h6,8-9,14-15,17-20,22,24-25H,4-5,7,10-13H2,1-3H3,(H,26,27)/t14-,15-,17+,18+,19-,20-,22-/m0/s1/f/h26H 
114 InChIKey         InChI                1.02b BOZILQFLQYBIIY-TZZYRCJIDN                                                                                                                                                                                  
114 SMILES_CANONICAL CACTVS               3.341 CC[C@H](C)C(=O)O[C@H]1CCC=C2C=C[C@H](C)[C@H](CC[C@@H](O)C[C@@H](O)CC(O)=O)[C@@H]12                                                                                                                         
114 SMILES           CACTVS               3.341 CC[CH](C)C(=O)O[CH]1CCC=C2C=C[CH](C)[CH](CC[CH](O)C[CH](O)CC(O)=O)[CH]12                                                                                                                                   
114 SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 CC[C@H](C)C(=O)O[C@H]1CCC=C2[C@H]1[C@H]([C@H](C=C2)C)CC[C@H](C[C@H](CC(=O)O)O)O                                                                                                                            
114 SMILES           "OpenEye OEToolkits" 1.5.0 CCC(C)C(=O)OC1CCC=C2C1C(C(C=C2)C)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 
114 "SYSTEMATIC NAME" ACDLabs              10.04 "(3R,5R)-3,5-dihydroxy-7-[(1S,2S,8S,8aR)-2-methyl-8-{[(2S)-2-methylbutanoyl]oxy}-1,2,6,7,8,8a-hexahydronaphthalen-1-yl]heptanoic acid" 
114 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "(3R,5R)-7-[(1S,2S,8S,8aR)-2-methyl-8-[(2S)-2-methylbutanoyl]oxy-1,2,6,7,8,8a-hexahydronaphthalen-1-yl]-3,5-dihydroxy-heptanoic acid"  
# 
