data_8V6 # _chem_comp.id 8V6 _chem_comp.name "(2Z,4E)-3-methyl-5-[(1S,4S)-2,6,6-trimethyl-4-[3-(4-methylphenyl)prop-2-ynoxy]-1-oxidanyl-cyclohex-2-en-1-yl]penta-2,4-dienoic acid" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C25 H30 O4" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2017-10-03 _chem_comp.pdbx_modified_date 2018-04-13 _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 394.503 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 8V6 _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 5YGV _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 8V6 C1 C1 C 0 1 N N N 11.606 2.772 9.274 -6.660 1.957 -0.418 C1 8V6 1 8V6 C2 C2 C 0 1 N N N 12.242 1.425 8.929 -5.663 2.715 0.247 C2 8V6 2 8V6 C3 C3 C 0 1 N N N 12.140 0.796 7.532 -4.432 2.189 0.442 C3 8V6 3 8V6 C4 C4 C 0 1 N N N 11.413 1.502 6.390 -4.186 0.776 0.154 C4 8V6 4 8V6 C5 C5 C 0 1 N N N 11.350 0.901 4.992 -2.947 0.285 0.230 C5 8V6 5 8V6 C6 C6 C 0 1 N N N 12.847 -0.529 7.254 -3.314 3.059 0.956 C6 8V6 6 8V6 O11 O1 O 0 1 N N N 10.974 3.450 8.440 -6.376 0.887 -0.921 O11 8V6 7 8V6 O12 O2 O 0 1 N N N 11.703 3.207 10.439 -7.925 2.422 -0.489 O12 8V6 8 8V6 "C1'" C7 C 0 1 N N S 10.635 1.559 3.980 -2.694 -1.170 -0.066 "C1'" 8V6 9 8V6 "C6'" C8 C 0 1 N N N 9.150 1.040 3.929 -2.095 -1.843 1.171 "C6'" 8V6 10 8V6 "C9'" C9 C 0 1 N N N 8.438 1.205 5.300 -2.932 -1.493 2.402 "C9'" 8V6 11 8V6 "C5'" C10 C 0 1 N N N 9.168 -0.439 3.586 -0.662 -1.327 1.357 "C5'" 8V6 12 8V6 "C8'" C11 C 0 1 N N N 8.304 1.828 2.873 -2.078 -3.360 0.974 "C8'" 8V6 13 8V6 O1 O3 O 0 1 N N N 10.578 2.974 4.186 -3.929 -1.807 -0.401 O1 8V6 14 8V6 "C2'" C12 C 0 1 N N N 11.303 1.317 2.770 -1.746 -1.285 -1.224 "C2'" 8V6 15 8V6 "C7'" C13 C 0 1 N N N 12.372 2.111 2.349 -2.290 -1.048 -2.609 "C7'" 8V6 16 8V6 "C3'" C14 C 0 1 N N N 10.911 0.287 1.925 -0.489 -1.573 -1.107 "C3'" 8V6 17 8V6 "C4'" C15 C 0 1 N N S 9.850 -0.615 2.191 0.193 -1.843 0.198 "C4'" 8V6 18 8V6 "O4'" O4 O 0 1 N N N 10.325 -1.972 2.089 1.462 -1.185 0.214 "O4'" 8V6 19 8V6 CA1 C16 C 0 1 N N N 10.793 -2.343 0.780 2.535 -1.982 -0.291 CA1 8V6 20 8V6 CA2 C17 C 0 1 N N N 12.222 -2.179 0.801 3.789 -1.212 -0.229 CA2 8V6 21 8V6 CA3 C18 C 0 1 N N N 13.349 -2.051 0.813 4.788 -0.598 -0.180 CA3 8V6 22 8V6 CA4 C19 C 0 1 Y N N 14.713 -1.900 0.838 6.007 0.151 -0.120 CA4 8V6 23 8V6 CA5 C20 C 0 1 Y N N 15.509 -2.703 0.018 6.006 1.452 0.384 CA5 8V6 24 8V6 CA6 C21 C 0 1 Y N N 16.893 -2.548 0.030 7.184 2.168 0.440 CA6 8V6 25 8V6 CA7 C22 C 0 1 Y N N 17.468 -1.591 0.867 8.365 1.598 -0.004 CA7 8V6 26 8V6 CA0 C23 C 0 1 N N N 18.829 -1.436 0.888 9.648 2.386 0.060 CA10 8V6 27 8V6 CA8 C24 C 0 1 Y N N 16.674 -0.790 1.679 8.372 0.309 -0.505 CA8 8V6 28 8V6 CA9 C25 C 0 1 Y N N 15.292 -0.949 1.661 7.202 -0.419 -0.561 CA9 8V6 29 8V6 H1 H1 H 0 1 N N N 12.784 0.895 9.698 -5.886 3.712 0.597 H1 8V6 30 8V6 H2 H2 H 0 1 N N N 10.932 2.450 6.578 -5.007 0.130 -0.119 H2 8V6 31 8V6 H3 H3 H 0 1 N N N 11.855 -0.030 4.780 -2.126 0.932 0.503 H3 8V6 32 8V6 H4 H4 H 0 1 N N N 13.315 -0.897 8.179 -3.300 3.028 2.046 H4 8V6 33 8V6 H5 H5 H 0 1 N N N 12.114 -1.267 6.896 -2.362 2.694 0.570 H5 8V6 34 8V6 H6 H6 H 0 1 N N N 13.621 -0.378 6.487 -3.470 4.086 0.624 H6 8V6 35 8V6 H7 H7 H 0 1 N N N 11.250 4.039 10.506 -8.533 1.836 -0.961 H7 8V6 36 8V6 H8 H8 H 0 1 N N N 9.002 0.664 6.074 -3.954 -1.845 2.259 H8 8V6 37 8V6 H9 H9 H 0 1 N N N 8.388 2.272 5.561 -2.503 -1.974 3.282 H9 8V6 38 8V6 H10 H10 H 0 1 N N N 7.419 0.796 5.236 -2.936 -0.413 2.545 H10 8V6 39 8V6 H11 H11 H 0 1 N N N 8.138 -0.824 3.547 -0.663 -0.237 1.356 H11 8V6 40 8V6 H12 H12 H 0 1 N N N 9.737 -0.990 4.349 -0.262 -1.692 2.303 H12 8V6 41 8V6 H13 H13 H 0 1 N N N 8.298 2.897 3.131 -1.475 -3.606 0.100 H13 8V6 42 8V6 H14 H14 H 0 1 N N N 8.747 1.694 1.875 -1.651 -3.836 1.856 H14 8V6 43 8V6 H15 H15 H 0 1 N N N 7.273 1.446 2.871 -3.096 -3.718 0.825 H15 8V6 44 8V6 H16 H16 H 0 1 N N N 10.128 3.158 5.002 -4.369 -1.430 -1.175 H16 8V6 45 8V6 H17 H17 H 0 1 N N N 12.577 2.882 3.106 -2.199 0.009 -2.860 H17 8V6 46 8V6 H18 H18 H 0 1 N N N 13.265 1.483 2.215 -1.725 -1.642 -3.328 H18 8V6 47 8V6 H19 H19 H 0 1 N N N 12.116 2.593 1.394 -3.339 -1.340 -2.642 H19 8V6 48 8V6 H20 H20 H 0 1 N N N 11.453 0.164 0.999 0.104 -1.620 -2.008 H20 8V6 49 8V6 H21 H21 H 0 1 N N N 9.066 -0.467 1.433 0.343 -2.916 0.312 H21 8V6 50 8V6 H22 H22 H 0 1 N N N 10.346 -1.690 0.016 2.633 -2.884 0.312 H22 8V6 51 8V6 H23 H23 H 0 1 N N N 10.533 -3.390 0.565 2.328 -2.257 -1.325 H23 8V6 52 8V6 H24 H24 H 0 1 N N N 15.052 -3.442 -0.624 5.085 1.897 0.731 H24 8V6 53 8V6 H25 H25 H 0 1 N N N 17.516 -3.163 -0.603 7.185 3.175 0.830 H25 8V6 54 8V6 H26 H26 H 0 1 N N N 19.125 -0.691 0.135 10.135 2.210 1.019 H26 8V6 55 8V6 H27 H27 H 0 1 N N N 19.144 -1.094 1.885 10.309 2.070 -0.747 H27 8V6 56 8V6 H28 H28 H 0 1 N N N 19.311 -2.398 0.661 9.428 3.448 -0.045 H28 8V6 57 8V6 H29 H29 H 0 1 N N N 17.127 -0.048 2.320 9.297 -0.130 -0.850 H29 8V6 58 8V6 H30 H30 H 0 1 N N N 14.670 -0.330 2.290 7.210 -1.428 -0.949 H30 8V6 59 # 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 8V6 CA5 CA6 DOUB Y N 1 8V6 CA5 CA4 SING Y N 2 8V6 CA6 CA7 SING Y N 3 8V6 CA1 CA2 SING N N 4 8V6 CA1 "O4'" SING N N 5 8V6 CA2 CA3 TRIP N N 6 8V6 CA3 CA4 SING N N 7 8V6 CA4 CA9 DOUB Y N 8 8V6 CA7 CA0 SING N N 9 8V6 CA7 CA8 DOUB Y N 10 8V6 CA9 CA8 SING Y N 11 8V6 "C3'" "C4'" SING N N 12 8V6 "C3'" "C2'" DOUB N N 13 8V6 "O4'" "C4'" SING N N 14 8V6 "C4'" "C5'" SING N N 15 8V6 "C7'" "C2'" SING N N 16 8V6 "C2'" "C1'" SING N N 17 8V6 "C8'" "C6'" SING N N 18 8V6 "C5'" "C6'" SING N N 19 8V6 "C6'" "C1'" SING N N 20 8V6 "C6'" "C9'" SING N N 21 8V6 "C1'" O1 SING N N 22 8V6 "C1'" C5 SING N N 23 8V6 C5 C4 DOUB N E 24 8V6 C4 C3 SING N N 25 8V6 C6 C3 SING N N 26 8V6 C3 C2 DOUB N Z 27 8V6 O11 C1 DOUB N N 28 8V6 C2 C1 SING N N 29 8V6 C1 O12 SING N N 30 8V6 C2 H1 SING N N 31 8V6 C4 H2 SING N N 32 8V6 C5 H3 SING N N 33 8V6 C6 H4 SING N N 34 8V6 C6 H5 SING N N 35 8V6 C6 H6 SING N N 36 8V6 O12 H7 SING N N 37 8V6 "C9'" H8 SING N N 38 8V6 "C9'" H9 SING N N 39 8V6 "C9'" H10 SING N N 40 8V6 "C5'" H11 SING N N 41 8V6 "C5'" H12 SING N N 42 8V6 "C8'" H13 SING N N 43 8V6 "C8'" H14 SING N N 44 8V6 "C8'" H15 SING N N 45 8V6 O1 H16 SING N N 46 8V6 "C7'" H17 SING N N 47 8V6 "C7'" H18 SING N N 48 8V6 "C7'" H19 SING N N 49 8V6 "C3'" H20 SING N N 50 8V6 "C4'" H21 SING N N 51 8V6 CA1 H22 SING N N 52 8V6 CA1 H23 SING N N 53 8V6 CA5 H24 SING N N 54 8V6 CA6 H25 SING N N 55 8V6 CA0 H26 SING N N 56 8V6 CA0 H27 SING N N 57 8V6 CA0 H28 SING N N 58 8V6 CA8 H29 SING N N 59 8V6 CA9 H30 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 8V6 InChI InChI 1.03 "InChI=1S/C25H30O4/c1-18-8-10-21(11-9-18)7-6-14-29-22-16-20(3)25(28,24(4,5)17-22)13-12-19(2)15-23(26)27/h8-13,15-16,22,28H,14,17H2,1-5H3,(H,26,27)/b13-12+,19-15-/t22-,25-/m1/s1" 8V6 InChIKey InChI 1.03 WPPIXXDTHHCJMC-CRNWAGJPSA-N 8V6 SMILES_CANONICAL CACTVS 3.385 "Cc1ccc(cc1)C#CCO[C@H]2CC(C)(C)[C@@](O)(\C=C\C(C)=C/C(O)=O)C(=C2)C" 8V6 SMILES CACTVS 3.385 "Cc1ccc(cc1)C#CCO[CH]2CC(C)(C)[C](O)(C=CC(C)=CC(O)=O)C(=C2)C" 8V6 SMILES_CANONICAL "OpenEye OEToolkits" 2.0.6 "Cc1ccc(cc1)C#CCO[C@H]2CC([C@](C(=C2)C)(/C=C/C(=C\C(=O)O)/C)O)(C)C" 8V6 SMILES "OpenEye OEToolkits" 2.0.6 "Cc1ccc(cc1)C#CCOC2CC(C(C(=C2)C)(C=CC(=CC(=O)O)C)O)(C)C" # 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 8V6 "SYSTEMATIC NAME" "OpenEye OEToolkits" 2.0.6 "(2~{Z},4~{E})-3-methyl-5-[(1~{S},4~{S})-2,6,6-trimethyl-4-[3-(4-methylphenyl)prop-2-ynoxy]-1-oxidanyl-cyclohex-2-en-1-yl]penta-2,4-dienoic 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 8V6 "Create component" 2017-10-03 PDBJ 8V6 "Initial release" 2018-04-18 RCSB #