data_117
# 
_chem_comp.id                                    117 
_chem_comp.name                                  "7-[2-(4-FLUORO-PHENYL)-5-ISOPROPYL-3-PHENYL-4-PHENYLCARBAMOYL-PYRROL-1-YL]- 3,5-DIHYDROXY-HEPTANOIC ACID" 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C33 H35 F N2 O5" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ATORVASTATIN 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2001-01-17 
_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                        558.640 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     117 
_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        1HWK 
_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 
117 C17  C17  C 0 1 Y N N 25.125 -31.158 27.160 -1.878 1.749  -3.250 C17  117 1  
117 C12  C12  C 0 1 Y N N 24.630 -32.199 27.969 -1.928 0.466  -2.703 C12  117 2  
117 C13  C13  C 0 1 Y N N 25.576 -32.992 28.668 -2.948 -0.406 -3.081 C13  117 3  
117 C14  C14  C 0 1 Y N N 26.961 -32.740 28.567 -3.908 0.006  -3.982 C14  117 4  
117 C15  C15  C 0 1 Y N N 27.418 -31.700 27.762 -3.853 1.279  -4.520 C15  117 5  
117 C16  C16  C 0 1 Y N N 26.500 -30.910 27.056 -2.840 2.148  -4.154 C16  117 6  
117 C83  C83  C 0 1 Y N N 23.885 -33.362 23.556 -4.413 0.593  1.053  C83  117 7  
117 C82  C82  C 0 1 Y N N 23.553 -33.557 24.908 -3.195 0.679  0.411  C82  117 8  
117 C81  C81  C 0 1 Y N N 22.764 -32.598 25.579 -2.408 -0.463 0.257  C81  117 9  
117 C86  C86  C 0 1 Y N N 22.333 -31.462 24.860 -2.861 -1.688 0.751  C86  117 10 
117 C85  C85  C 0 1 Y N N 22.657 -31.266 23.531 -4.078 -1.761 1.396  C85  117 11 
117 C84  C84  C 0 1 Y N N 23.430 -32.207 22.875 -4.855 -0.623 1.545  C84  117 12 
117 F1   F1   F 0 1 N N N 23.738 -32.004 21.569 -6.049 -0.702 2.174  F1   117 13 
117 C8   C8   C 0 1 Y N N 22.376 -32.686 26.934 -1.104 -0.378 -0.429 C8   117 14 
117 C19  C19  C 0 1 Y N N 23.714 -33.528 32.643 2.077  -0.319 -5.346 C19  117 15 
117 C20  C20  C 0 1 Y N N 23.602 -34.715 33.402 2.910  -1.221 -5.996 C20  117 16 
117 C21  C21  C 0 1 Y N N 23.926 -34.715 34.767 3.485  -0.881 -7.204 C21  117 17 
117 C22  C22  C 0 1 Y N N 24.365 -33.528 35.394 3.233  0.356  -7.768 C22  117 18 
117 C23  C23  C 0 1 Y N N 24.481 -32.341 34.652 2.404  1.256  -7.124 C23  117 19 
117 C24  C24  C 0 1 Y N N 24.159 -32.336 33.289 1.821  0.920  -5.918 C24  117 20 
117 O1B  O1B  O 0 1 N N N 20.014 -27.492 23.742 1.824  1.812  9.535  O1B  117 21 
117 O1A  O1A  O 0 1 N N N 18.942 -27.641 21.763 1.588  -0.250 8.780  O1A  117 22 
117 O3   O3   O 0 1 N N N 18.592 -30.817 22.742 2.329  -0.624 6.247  O3   117 23 
117 C1   C1   C 0 1 N N N 19.072 -27.884 23.065 1.611  0.933  8.543  C1   117 24 
117 C2   C2   C 0 1 N N N 17.938 -28.702 23.605 1.401  1.423  7.133  C2   117 25 
117 C3   C3   C 0 1 N N R 18.384 -30.122 23.955 1.182  0.227  6.205  C3   117 26 
117 C4   C4   C 0 1 N N N 17.329 -30.845 24.768 0.969  0.725  4.774  C4   117 27 
117 C5   C5   C 0 1 N N R 17.805 -32.184 25.302 0.750  -0.470 3.845  C5   117 28 
117 C6   C6   C 0 1 N N N 18.938 -31.996 26.331 0.537  0.027  2.414  C6   117 29 
117 C7   C7   C 0 1 N N N 19.818 -33.248 26.493 0.318  -1.168 1.485  C7   117 30 
117 N1   N1   N 0 1 Y N N 21.037 -32.967 27.350 0.114  -0.691 0.115  N1   117 31 
117 C10  C10  C 0 1 Y N N 23.228 -32.485 28.057 -0.899 0.032  -1.732 C10  117 32 
117 C11  C11  C 0 1 Y N N 22.386 -32.621 29.205 0.553  -0.046 -1.954 C11  117 33 
117 C18  C18  C 0 1 N N N 22.710 -32.477 30.695 1.276  0.288  -3.191 C18  117 34 
117 N2   N2   N 0 1 N N N 23.404 -33.520 31.396 1.492  -0.661 -4.123 N2   117 35 
117 O18  O18  O 0 1 N N N 22.338 -31.445 31.264 1.679  1.421  -3.372 O18  117 36 
117 C9   C9   C 0 1 Y N N 21.079 -32.913 28.752 1.097  -0.500 -0.784 C9   117 37 
117 C91  C91  C 0 1 N N N 19.778 -33.155 29.591 2.564  -0.741 -0.539 C91  117 38 
117 C93  C93  C 0 1 N N N 19.906 -34.273 30.645 3.079  -1.794 -1.523 C93  117 39 
117 C92  C92  C 0 1 N N N 19.264 -31.858 30.279 3.336  0.564  -0.740 C92  117 40 
117 O5   O5   O 0 1 N N N 16.692 -32.797 25.920 1.896  -1.322 3.887  O5   117 41 
117 H17  H17  H 0 1 N N N 24.420 -30.523 26.595 -1.088 2.428  -2.965 H17  117 42 
117 H13  H13  H 0 1 N N N 25.227 -33.822 29.304 -2.992 -1.401 -2.661 H13  117 43 
117 H14  H14  H 0 1 N N N 27.688 -33.358 29.119 -4.701 -0.667 -4.271 H14  117 44 
117 H15  H15  H 0 1 N N N 28.500 -31.503 27.684 -4.604 1.596  -5.228 H15  117 45 
117 H16  H16  H 0 1 N N N 26.861 -30.088 26.415 -2.803 3.141  -4.578 H16  117 46 
117 H83  H83  H 0 1 N N N 24.500 -34.112 23.031 -5.023 1.476  1.172  H83  117 47 
117 H82  H82  H 0 1 N N N 23.909 -34.456 25.438 -2.852 1.628  0.028  H82  117 48 
117 H86  H86  H 0 1 N N N 21.716 -30.694 25.358 -2.257 -2.576 0.635  H86  117 49 
117 H85  H85  H 0 1 N N N 22.302 -30.367 22.999 -4.428 -2.707 1.782  H85  117 50 
117 H20  H20  H 0 1 N N N 23.259 -35.648 32.925 3.107  -2.187 -5.556 H20  117 51 
117 H21  H21  H 0 1 N N N 23.835 -35.648 35.347 4.133  -1.581 -7.710 H21  117 52 
117 H22  H22  H 0 1 N N N 24.618 -33.528 36.467 3.684  0.620  -8.713 H22  117 53 
117 H23  H23  H 0 1 N N N 24.824 -31.413 35.139 2.209  2.222  -7.566 H23  117 54 
117 H24  H24  H 0 1 N N N 24.255 -31.393 32.724 1.174  1.624  -5.415 H24  117 55 
117 H1B  H1B  H 0 1 N N N 20.106 -27.665 24.671 1.959  1.498  10.439 H1B  117 56 
117 HO3  HO3  H 0 1 N N N 18.869 -31.699 22.959 3.082  -0.094 5.952  HO3  117 57 
117 H21A 1H2  H 0 0 N N N 17.453 -28.201 24.475 2.280  1.980  6.808  H21A 117 58 
117 H22A 2H2  H 0 0 N N N 17.071 -28.708 22.903 0.527  2.073  7.101  H22A 117 59 
117 H3   H3   H 0 1 N N N 19.316 -30.077 24.565 0.303  -0.328 6.530  H3   117 60 
117 H41  1H4  H 0 1 N N N 16.951 -30.198 25.594 1.848  1.282  4.448  H41  117 61 
117 H42  2H4  H 0 1 N N N 16.387 -30.962 24.183 0.095  1.375  4.742  H42  117 62 
117 H5   H5   H 0 1 N N N 18.208 -32.811 24.473 -0.128 -1.027 4.171  H5   117 63 
117 H61  1H6  H 0 1 N N N 19.558 -31.103 26.081 1.416  0.584  2.088  H61  117 64 
117 H62  2H6  H 0 1 N N N 18.530 -31.665 27.315 -0.337 0.677  2.382  H62  117 65 
117 H71  1H7  H 0 1 N N N 19.231 -34.109 26.889 -0.560 -1.725 1.811  H71  117 66 
117 H72  2H7  H 0 1 N N N 20.105 -33.674 25.503 1.192  -1.818 1.518  H72  117 67 
117 HN2  HN2  H 0 1 N N N 23.722 -34.377 30.943 1.243  -1.581 -3.945 HN2  117 68 
117 H91  H91  H 0 1 N N N 19.031 -33.492 28.834 2.709  -1.096 0.480  H91  117 69 
117 H931 1H93 H 0 0 N N N 18.980 -34.445 31.242 2.529  -2.724 -1.380 H931 117 70 
117 H932 2H93 H 0 0 N N N 20.245 -35.222 30.168 2.934  -1.439 -2.543 H932 117 71 
117 H933 3H93 H 0 0 N N N 20.773 -34.078 31.317 4.140  -1.968 -1.346 H933 117 72 
117 H921 1H92 H 0 0 N N N 18.338 -32.030 30.876 2.969  1.314  -0.039 H921 117 73 
117 H922 2H92 H 0 0 N N N 20.062 -31.390 30.901 4.397  0.389  -0.563 H922 117 74 
117 H923 3H92 H 0 0 N N N 19.115 -31.040 29.535 3.191  0.918  -1.760 H923 117 75 
117 HO5  HO5  H 0 1 N N N 16.989 -33.634 26.254 2.650  -0.792 3.592  HO5  117 76 
# 
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 
117 C17 C12  DOUB Y N 1  
117 C17 C16  SING Y N 2  
117 C17 H17  SING N N 3  
117 C12 C13  SING Y N 4  
117 C12 C10  SING N N 5  
117 C13 C14  DOUB Y N 6  
117 C13 H13  SING N N 7  
117 C14 C15  SING Y N 8  
117 C14 H14  SING N N 9  
117 C15 C16  DOUB Y N 10 
117 C15 H15  SING N N 11 
117 C16 H16  SING N N 12 
117 C83 C82  DOUB Y N 13 
117 C83 C84  SING Y N 14 
117 C83 H83  SING N N 15 
117 C82 C81  SING Y N 16 
117 C82 H82  SING N N 17 
117 C81 C86  DOUB Y N 18 
117 C81 C8   SING N N 19 
117 C86 C85  SING Y N 20 
117 C86 H86  SING N N 21 
117 C85 C84  DOUB Y N 22 
117 C85 H85  SING N N 23 
117 C84 F1   SING N N 24 
117 C8  N1   SING Y N 25 
117 C8  C10  DOUB Y N 26 
117 C19 C20  DOUB Y N 27 
117 C19 C24  SING Y N 28 
117 C19 N2   SING N N 29 
117 C20 C21  SING Y N 30 
117 C20 H20  SING N N 31 
117 C21 C22  DOUB Y N 32 
117 C21 H21  SING N N 33 
117 C22 C23  SING Y N 34 
117 C22 H22  SING N N 35 
117 C23 C24  DOUB Y N 36 
117 C23 H23  SING N N 37 
117 C24 H24  SING N N 38 
117 O1B C1   SING N N 39 
117 O1B H1B  SING N N 40 
117 O1A C1   DOUB N N 41 
117 O3  C3   SING N N 42 
117 O3  HO3  SING N N 43 
117 C1  C2   SING N N 44 
117 C2  C3   SING N N 45 
117 C2  H21A SING N N 46 
117 C2  H22A SING N N 47 
117 C3  C4   SING N N 48 
117 C3  H3   SING N N 49 
117 C4  C5   SING N N 50 
117 C4  H41  SING N N 51 
117 C4  H42  SING N N 52 
117 C5  C6   SING N N 53 
117 C5  O5   SING N N 54 
117 C5  H5   SING N N 55 
117 C6  C7   SING N N 56 
117 C6  H61  SING N N 57 
117 C6  H62  SING N N 58 
117 C7  N1   SING N N 59 
117 C7  H71  SING N N 60 
117 C7  H72  SING N N 61 
117 N1  C9   SING Y N 62 
117 C10 C11  SING Y N 63 
117 C11 C18  SING N N 64 
117 C11 C9   DOUB Y N 65 
117 C18 N2   SING N N 66 
117 C18 O18  DOUB N N 67 
117 N2  HN2  SING N N 68 
117 C9  C91  SING N N 69 
117 C91 C93  SING N N 70 
117 C91 C92  SING N N 71 
117 C91 H91  SING N N 72 
117 C93 H931 SING N N 73 
117 C93 H932 SING N N 74 
117 C93 H933 SING N N 75 
117 C92 H921 SING N N 76 
117 C92 H922 SING N N 77 
117 C92 H923 SING N N 78 
117 O5  HO5  SING N N 79 
# 
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 
117 SMILES           ACDLabs              10.04 O=C(O)CC(O)CC(O)CCn2c(c(c(c2c1ccc(F)cc1)c3ccccc3)C(=O)Nc4ccccc4)C(C)C 
117 InChI            InChI                1.02b 
InChI=1/C33H35FN2O5/c1-21(2)31-30(33(41)35-25-11-7-4-8-12-25)29(22-9-5-3-6-10-22)32(23-13-15-24(34)16-14-23)36(31)18-17-26(37)19-27(38)20-28(39)40/h3-16,21,26-27,37-38H,17-20H2,1-2H3,(H,35,41)(H,39,40)/t26-,27-/m1/s1/f/h35,39H 
117 InChIKey         InChI                1.02b XUKUURHRXDUEBC-WPPSOWBEDM 
117 SMILES_CANONICAL CACTVS               3.341 CC(C)c1n(CC[C@@H](O)C[C@@H](O)CC(O)=O)c(c2ccc(F)cc2)c(c3ccccc3)c1C(=O)Nc4ccccc4 
117 SMILES           CACTVS               3.341 CC(C)c1n(CC[CH](O)C[CH](O)CC(O)=O)c(c2ccc(F)cc2)c(c3ccccc3)c1C(=O)Nc4ccccc4 
117 SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 CC(C)c1c(c(c(n1CC[C@H](C[C@H](CC(=O)O)O)O)c2ccc(cc2)F)c3ccccc3)C(=O)Nc4ccccc4 
117 SMILES           "OpenEye OEToolkits" 1.5.0 CC(C)c1c(c(c(n1CCC(CC(CC(=O)O)O)O)c2ccc(cc2)F)c3ccccc3)C(=O)Nc4ccccc4 
# 
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 
117 "SYSTEMATIC NAME" ACDLabs              10.04 "(3R,5R)-7-[2-(4-fluorophenyl)-5-(1-methylethyl)-3-phenyl-4-(phenylcarbamoyl)-1H-pyrrol-1-yl]-3,5-dihydroxyheptanoic acid" 
117 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "(3R,5R)-7-[2-(4-fluorophenyl)-3-phenyl-4-(phenylcarbamoyl)-5-propan-2-yl-pyrrol-1-yl]-3,5-dihydroxy-heptanoic acid"       
# 
