data_6DS # _chem_comp.id 6DS _chem_comp.name "(4S)-4-hydroxy-5-[2-methyl-4-(3-{3-methyl-4-[(1E)-4,4,4-trifluoro-3-hydroxy-3-(trifluoromethyl)but-1-en-1-yl]phenyl}pentan-3-yl)phenoxy]pentanoic acid" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C29 H34 F6 O5" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2012-11-02 _chem_comp.pdbx_modified_date 2013-11-08 _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 576.568 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 6DS _chem_comp.pdbx_model_coordinates_details ? _chem_comp.pdbx_model_coordinates_missing_flag N _chem_comp.pdbx_ideal_coordinates_details Corina _chem_comp.pdbx_ideal_coordinates_missing_flag N _chem_comp.pdbx_model_coordinates_db_code 3W0C _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 6DS C1 C1 C 0 1 Y N N 13.487 19.264 33.730 -3.876 1.518 0.523 C1 6DS 1 6DS O1 O1 O 0 1 N N N 15.261 16.177 35.459 -7.614 -0.228 0.290 O1 6DS 2 6DS C2 C2 C 0 1 Y N N 12.334 19.794 34.319 -3.581 2.655 1.262 C2 6DS 3 6DS O2 O2 O 0 1 N N N 13.244 14.816 36.613 -9.064 -5.266 -0.140 O2 6DS 4 6DS C3 C3 C 0 1 Y N N 12.081 21.158 34.139 -2.464 3.407 0.954 C3 6DS 5 6DS C4 C4 C 0 1 Y N N 12.975 21.993 33.407 -1.640 3.027 -0.090 C4 6DS 6 6DS C5 C5 C 0 1 Y N N 14.136 21.427 32.852 -1.933 1.895 -0.828 C5 6DS 7 6DS C6 C6 C 0 1 Y N N 14.394 20.085 33.014 -3.045 1.137 -0.520 C6 6DS 8 6DS C7 C7 C 0 1 N N N 7.171 25.050 34.024 4.236 0.470 -0.405 C7 6DS 9 6DS C8 C8 C 0 1 N N N 3.910 24.812 32.604 5.665 -2.114 1.469 C8 6DS 10 6DS C9 C9 C 0 1 N N N 9.165 26.662 35.243 4.446 3.191 -1.367 C9 6DS 11 6DS C10 C10 C 0 1 N N N 12.761 23.557 33.304 -0.422 3.849 -0.424 C10 6DS 12 6DS C11 C11 C 0 1 Y N N 11.245 23.963 33.473 0.798 2.964 -0.419 C11 6DS 13 6DS C12 C12 C 0 1 N N N 13.345 24.291 32.052 -0.593 4.475 -1.810 C12 6DS 14 6DS C13 C13 C 0 1 N N N 13.669 24.075 34.510 -0.253 4.957 0.618 C13 6DS 15 6DS C14 C14 C 0 1 N N N 13.187 23.648 35.962 0.014 4.331 1.989 C14 6DS 16 6DS C16 C16 C 0 1 N N N 13.431 13.665 35.928 -8.066 -4.431 -0.466 C16 6DS 17 6DS C17 C17 C 0 1 N N N 13.547 13.653 34.433 -7.878 -3.146 0.299 C17 6DS 18 6DS C20 C20 C 0 1 N N N 12.805 23.745 30.721 -0.620 3.370 -2.868 C20 6DS 19 6DS C26 C26 C 0 1 Y N N 10.898 25.106 34.228 2.008 3.457 -0.873 C26 6DS 20 6DS C27 C27 C 0 1 Y N N 9.553 25.451 34.416 3.129 2.652 -0.871 C27 6DS 21 6DS C28 C28 C 0 1 Y N N 8.561 24.658 33.806 3.039 1.339 -0.410 C28 6DS 22 6DS C29 C29 C 0 1 Y N N 8.907 23.593 32.996 1.816 0.848 0.047 C29 6DS 23 6DS C30 C30 C 0 1 Y N N 10.234 23.228 32.812 0.704 1.664 0.045 C30 6DS 24 6DS C34 C34 C 0 1 N N N 11.330 18.914 35.069 -4.479 3.069 2.399 C34 6DS 25 6DS C43 C43 C 0 1 N N N 6.130 24.384 33.536 4.148 -0.777 0.034 C43 6DS 26 6DS C44 C44 C 0 1 N N N 4.722 24.745 33.905 5.367 -1.662 0.038 C44 6DS 27 6DS O47 O47 O 0 1 N N N 4.497 25.890 34.687 6.486 -0.935 -0.474 O47 6DS 28 6DS C48 C48 C 0 1 N N N 4.139 23.609 34.814 5.111 -2.888 -0.841 C48 6DS 29 6DS O62 O62 O 0 1 N N N 13.873 17.898 33.829 -4.975 0.777 0.824 O62 6DS 30 6DS C63 C63 C 0 1 N N N 15.058 17.154 33.431 -5.217 -0.380 0.021 C63 6DS 31 6DS C64 C64 C 0 1 N N S 14.914 15.768 34.217 -6.488 -1.081 0.506 C64 6DS 32 6DS C67 C67 C 0 1 N N N 13.793 15.038 33.912 -6.679 -2.385 -0.270 C67 6DS 33 6DS O71 O71 O 0 1 N N N 13.461 12.487 36.597 -7.318 -4.709 -1.373 O71 6DS 34 6DS F2 F2 F 0 1 N N N 4.045 23.601 31.969 6.797 -2.936 1.473 F2 6DS 35 6DS F1 F1 F 0 1 N N N 4.419 25.879 31.918 5.899 -0.993 2.273 F1 6DS 36 6DS F3 F3 F 0 1 N N N 2.594 24.999 32.859 4.570 -2.827 1.970 F3 6DS 37 6DS F6 F6 F 0 1 N N N 4.847 23.511 35.999 4.840 -2.475 -2.150 F6 6DS 38 6DS F5 F5 F 0 1 N N N 4.173 22.387 34.182 6.244 -3.710 -0.837 F5 6DS 39 6DS F4 F4 F 0 1 N N N 2.815 23.938 35.099 4.016 -3.601 -0.340 F4 6DS 40 6DS H1 H1 H 0 1 N N N 15.222 15.441 36.058 -7.755 0.009 -0.637 H1 6DS 41 6DS H2 H2 H 0 1 N N N 13.153 14.623 37.539 -9.145 -6.078 -0.659 H2 6DS 42 6DS H3 H3 H 0 1 N N N 11.187 21.589 34.565 -2.234 4.291 1.528 H3 6DS 43 6DS H4 H4 H 0 1 N N N 14.826 22.046 32.298 -1.285 1.599 -1.641 H4 6DS 44 6DS H5 H5 H 0 1 N N N 15.291 19.655 32.594 -3.273 0.252 -1.097 H5 6DS 45 6DS H6 H6 H 0 1 N N N 6.978 25.932 34.616 5.182 0.853 -0.760 H6 6DS 46 6DS H7 H7 H 0 1 N N N 9.031 26.362 36.293 4.991 3.639 -0.536 H7 6DS 47 6DS H8 H8 H 0 1 N N N 9.959 27.421 35.177 5.035 2.377 -1.791 H8 6DS 48 6DS H9 H9 H 0 1 N N N 8.224 27.082 34.859 4.265 3.945 -2.132 H9 6DS 49 6DS H10 H10 H 0 1 N N N 14.439 24.176 32.059 -1.528 5.033 -1.844 H10 6DS 50 6DS H11 H11 H 0 1 N N N 13.088 25.358 32.122 0.240 5.148 -2.010 H11 6DS 51 6DS H12 H12 H 0 1 N N N 14.686 23.682 34.361 0.588 5.593 0.339 H12 6DS 52 6DS H13 H13 H 0 1 N N N 13.691 25.174 34.470 -1.162 5.556 0.663 H13 6DS 53 6DS H14 H14 H 0 1 N N N 13.880 24.055 36.713 0.979 3.826 1.976 H14 6DS 54 6DS H15 H15 H 0 1 N N N 12.176 24.042 36.143 0.022 5.112 2.749 H15 6DS 55 6DS H16 H16 H 0 1 N N N 13.171 22.551 36.035 -0.771 3.610 2.217 H16 6DS 56 6DS H17 H17 H 0 1 N N N 12.613 13.265 34.001 -8.774 -2.534 0.206 H17 6DS 57 6DS H18 H18 H 0 1 N N N 14.384 13.003 34.140 -7.699 -3.372 1.350 H18 6DS 58 6DS H19 H19 H 0 1 N N N 13.254 24.303 29.886 0.235 2.710 -2.727 H19 6DS 59 6DS H20 H20 H 0 1 N N N 13.062 22.679 30.631 -1.542 2.796 -2.770 H20 6DS 60 6DS H21 H21 H 0 1 N N N 11.712 23.862 30.694 -0.574 3.817 -3.861 H21 6DS 61 6DS H22 H22 H 0 1 N N N 11.675 25.718 34.663 2.076 4.474 -1.230 H22 6DS 62 6DS H23 H23 H 0 1 N N N 8.130 23.034 32.496 1.740 -0.169 0.405 H23 6DS 63 6DS H24 H24 H 0 1 N N N 10.490 22.395 32.174 -0.244 1.285 0.398 H24 6DS 64 6DS H25 H25 H 0 1 N N N 11.592 18.886 36.137 -4.135 2.602 3.322 H25 6DS 65 6DS H26 H26 H 0 1 N N N 10.318 19.330 34.951 -4.450 4.153 2.508 H26 6DS 66 6DS H27 H27 H 0 1 N N N 11.358 17.894 34.658 -5.500 2.752 2.190 H27 6DS 67 6DS H28 H28 H 0 1 N N N 6.302 23.562 32.857 3.202 -1.160 0.388 H28 6DS 68 6DS H29 H29 H 0 1 N N N 5.006 25.833 35.487 6.706 -0.143 0.036 H29 6DS 69 6DS H30 H30 H 0 1 N N N 15.071 16.989 32.344 -5.342 -0.080 -1.020 H30 6DS 70 6DS H31 H31 H 0 1 N N N 15.974 17.683 33.733 -4.371 -1.063 0.104 H31 6DS 71 6DS H32 H32 H 0 1 N N N 15.764 15.176 33.847 -6.397 -1.301 1.570 H32 6DS 72 6DS H33 H33 H 0 1 N N N 12.938 15.643 34.248 -5.782 -2.998 -0.178 H33 6DS 73 6DS H34 H34 H 0 1 N N N 13.776 14.956 32.815 -6.857 -2.159 -1.322 H34 6DS 74 # 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 6DS C20 C12 SING N N 1 6DS F1 C8 SING N N 2 6DS F2 C8 SING N N 3 6DS C12 C10 SING N N 4 6DS C8 F3 SING N N 5 6DS C8 C44 SING N N 6 6DS C30 C29 DOUB Y N 7 6DS C30 C11 SING Y N 8 6DS C5 C6 DOUB Y N 9 6DS C5 C4 SING Y N 10 6DS C29 C28 SING Y N 11 6DS C6 C1 SING Y N 12 6DS C10 C4 SING N N 13 6DS C10 C11 SING N N 14 6DS C10 C13 SING N N 15 6DS C4 C3 DOUB Y N 16 6DS C63 O62 SING N N 17 6DS C63 C64 SING N N 18 6DS C11 C26 DOUB Y N 19 6DS C43 C44 SING N N 20 6DS C43 C7 DOUB N E 21 6DS C1 O62 SING N N 22 6DS C1 C2 DOUB Y N 23 6DS C28 C7 SING N N 24 6DS C28 C27 DOUB Y N 25 6DS C44 O47 SING N N 26 6DS C44 C48 SING N N 27 6DS C67 C64 SING N N 28 6DS C67 C17 SING N N 29 6DS C3 C2 SING Y N 30 6DS F5 C48 SING N N 31 6DS C64 O1 SING N N 32 6DS C26 C27 SING Y N 33 6DS C2 C34 SING N N 34 6DS C27 C9 SING N N 35 6DS C17 C16 SING N N 36 6DS C13 C14 SING N N 37 6DS C48 F4 SING N N 38 6DS C48 F6 SING N N 39 6DS C16 O71 DOUB N N 40 6DS C16 O2 SING N N 41 6DS O1 H1 SING N N 42 6DS O2 H2 SING N N 43 6DS C3 H3 SING N N 44 6DS C5 H4 SING N N 45 6DS C6 H5 SING N N 46 6DS C7 H6 SING N N 47 6DS C9 H7 SING N N 48 6DS C9 H8 SING N N 49 6DS C9 H9 SING N N 50 6DS C12 H10 SING N N 51 6DS C12 H11 SING N N 52 6DS C13 H12 SING N N 53 6DS C13 H13 SING N N 54 6DS C14 H14 SING N N 55 6DS C14 H15 SING N N 56 6DS C14 H16 SING N N 57 6DS C17 H17 SING N N 58 6DS C17 H18 SING N N 59 6DS C20 H19 SING N N 60 6DS C20 H20 SING N N 61 6DS C20 H21 SING N N 62 6DS C26 H22 SING N N 63 6DS C29 H23 SING N N 64 6DS C30 H24 SING N N 65 6DS C34 H25 SING N N 66 6DS C34 H26 SING N N 67 6DS C34 H27 SING N N 68 6DS C43 H28 SING N N 69 6DS O47 H29 SING N N 70 6DS C63 H30 SING N N 71 6DS C63 H31 SING N N 72 6DS C64 H32 SING N N 73 6DS C67 H33 SING N N 74 6DS C67 H34 SING N N 75 # 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 6DS SMILES ACDLabs 12.01 "FC(F)(F)C(O)(/C=C/c1ccc(cc1C)C(c2ccc(OCC(O)CCC(=O)O)c(c2)C)(CC)CC)C(F)(F)F" 6DS InChI InChI 1.03 "InChI=1S/C29H34F6O5/c1-5-26(6-2,22-9-11-24(19(4)16-22)40-17-23(36)10-12-25(37)38)21-8-7-20(18(3)15-21)13-14-27(39,28(30,31)32)29(33,34)35/h7-9,11,13-16,23,36,39H,5-6,10,12,17H2,1-4H3,(H,37,38)/b14-13+/t23-/m0/s1" 6DS InChIKey InChI 1.03 BUDPSVAPFSMBAY-ZVQQDINOSA-N 6DS SMILES_CANONICAL CACTVS 3.370 "CCC(CC)(c1ccc(OC[C@@H](O)CCC(O)=O)c(C)c1)c2ccc(/C=C/C(O)(C(F)(F)F)C(F)(F)F)c(C)c2" 6DS SMILES CACTVS 3.370 "CCC(CC)(c1ccc(OC[CH](O)CCC(O)=O)c(C)c1)c2ccc(C=CC(O)(C(F)(F)F)C(F)(F)F)c(C)c2" 6DS SMILES_CANONICAL "OpenEye OEToolkits" 1.7.6 "CCC(CC)(c1ccc(c(c1)C)/C=C/C(C(F)(F)F)(C(F)(F)F)O)c2ccc(c(c2)C)OC[C@H](CCC(=O)O)O" 6DS SMILES "OpenEye OEToolkits" 1.7.6 "CCC(CC)(c1ccc(c(c1)C)C=CC(C(F)(F)F)(C(F)(F)F)O)c2ccc(c(c2)C)OCC(CCC(=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 6DS "SYSTEMATIC NAME" ACDLabs 12.01 "(4S)-4-hydroxy-5-[2-methyl-4-(3-{3-methyl-4-[(1E)-4,4,4-trifluoro-3-hydroxy-3-(trifluoromethyl)but-1-en-1-yl]phenyl}pentan-3-yl)phenoxy]pentanoic acid" 6DS "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.6 "(4S)-5-[2-methyl-4-[3-[3-methyl-4-[(E)-4,4,4-tris(fluoranyl)-3-oxidanyl-3-(trifluoromethyl)but-1-enyl]phenyl]pentan-3-yl]phenoxy]-4-oxidanyl-pentanoic 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 6DS "Create component" 2012-11-02 PDBJ 6DS "Initial release" 2013-11-13 RCSB #