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 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 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 Y 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 Y 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 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" 117 InChI InChI 1.03 "InChI=1S/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" 117 InChIKey InChI 1.03 XUKUURHRXDUEBC-KAYWLYCHSA-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 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" # # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site 117 "Create component" 2001-01-17 PDBJ 117 "Modify aromatic_flag" 2011-06-04 RCSB 117 "Modify descriptor" 2011-06-04 RCSB 117 "Modify synonyms" 2020-06-05 PDBE # _pdbx_chem_comp_synonyms.ordinal 1 _pdbx_chem_comp_synonyms.comp_id 117 _pdbx_chem_comp_synonyms.name ATORVASTATIN _pdbx_chem_comp_synonyms.provenance ? _pdbx_chem_comp_synonyms.type ? ##