data_GQD # _chem_comp.id GQD _chem_comp.name "(E)-3-[4-[(1R,3R)-6-hydroxy-2-isobutyl-3-methyl-3,4-dihydro-1H-isoquinolin-1-yl]phenyl]prop-2-enoic acid" _chem_comp.type non-polymer _chem_comp.pdbx_type HETAIN _chem_comp.formula "C23 H27 N O3" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2015-12-14 _chem_comp.pdbx_modified_date 2016-02-05 _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 365.465 _chem_comp.one_letter_code ? _chem_comp.three_letter_code GQD _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 5FQP _chem_comp.pdbx_subcomponent_list ? _chem_comp.pdbx_processing_site EBI # 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 GQD C1 C1 C 0 1 N N N 13.274 23.651 61.919 3.898 -1.575 1.261 C1 GQD 1 GQD C2 C2 C 0 1 N N R 12.790 23.851 63.350 3.259 -1.653 -0.126 C2 GQD 2 GQD C4 C4 C 0 1 N N N 13.352 25.114 63.983 3.803 -0.529 -1.007 C4 GQD 3 GQD C5 C5 C 0 1 Y N N 14.811 24.994 64.328 3.291 0.802 -0.518 C5 GQD 4 GQD C6 C6 C 0 1 Y N N 15.549 26.151 64.458 3.934 1.954 -0.943 C6 GQD 5 GQD C7 C7 C 0 1 Y N N 16.886 26.071 64.781 3.494 3.197 -0.520 C7 GQD 6 GQD C8 C8 C 0 1 Y N N 17.510 24.860 64.972 2.403 3.287 0.333 C8 GQD 7 GQD C9 C9 C 0 1 Y N N 16.768 23.704 64.837 1.766 2.138 0.755 C9 GQD 8 GQD C10 C10 C 0 1 Y N N 15.420 23.768 64.519 2.209 0.893 0.332 C10 GQD 9 GQD C11 C11 C 0 1 N N R 14.651 22.487 64.400 1.485 -0.331 0.830 C11 GQD 10 GQD N13 N13 N 0 1 N N N 13.175 22.683 64.209 1.801 -1.491 -0.010 N13 GQD 11 GQD C14 C14 C 0 1 N N N 12.495 21.407 63.836 1.176 -2.710 0.521 C14 GQD 12 GQD C15 C15 C 0 1 N N N 11.115 21.298 64.458 1.130 -3.778 -0.574 C15 GQD 13 GQD C16 C16 C 0 1 N N N 10.537 19.942 64.112 0.601 -5.088 0.013 C16 GQD 14 GQD C17 C17 C 0 1 N N N 11.153 21.448 65.960 0.204 -3.313 -1.700 C17 GQD 15 GQD C18 C18 C 0 1 Y N N 14.860 21.655 65.633 -0.001 -0.079 0.792 C18 GQD 16 GQD C19 C19 C 0 1 Y N N 14.622 22.190 66.886 -0.670 0.267 1.953 C19 GQD 17 GQD C20 C20 C 0 1 Y N N 14.812 21.418 68.015 -2.029 0.498 1.926 C20 GQD 18 GQD C21 C21 C 0 1 Y N N 15.237 20.109 67.896 -2.731 0.383 0.722 C21 GQD 19 GQD C22 C22 C 0 1 Y N N 15.474 19.575 66.646 -2.047 0.034 -0.447 C22 GQD 20 GQD C23 C23 C 0 1 Y N N 15.285 20.350 65.518 -0.687 -0.190 -0.405 C23 GQD 21 GQD C24 C24 C 0 1 N N N 15.450 19.265 69.067 -4.182 0.628 0.686 C24 GQD 22 GQD C25 C25 C 0 1 N N N 15.901 19.804 70.203 -4.855 0.516 -0.478 C25 GQD 23 GQD C26 C26 C 0 1 N N N 16.068 18.785 71.315 -6.297 0.760 -0.515 C26 GQD 24 GQD O27 O27 O 0 1 N N N 15.856 17.578 71.012 -6.971 0.648 -1.678 O27 GQD 25 GQD O28 O28 O 0 1 N N N 16.404 19.271 72.430 -6.888 1.064 0.504 O28 GQD 26 GQD O29 O29 O 0 1 N N N 17.611 27.229 64.920 4.128 4.324 -0.937 O29 GQD 27 GQD H11C H11C H 0 0 N N N 12.839 22.727 61.510 3.661 -0.613 1.716 H11C GQD 28 GQD H12C H12C H 0 0 N N N 12.961 24.507 61.303 3.508 -2.378 1.887 H12C GQD 29 GQD H13C H13C H 0 0 N N N 14.371 23.575 61.910 4.979 -1.678 1.170 H13C GQD 30 GQD H2 H2 H 0 1 N N N 11.693 23.930 63.336 3.487 -2.618 -0.581 H2 GQD 31 GQD H41C H41C H 0 0 N N N 13.225 25.947 63.276 4.892 -0.534 -0.968 H41C GQD 32 GQD H42C H42C H 0 0 N N N 12.789 25.326 64.904 3.478 -0.685 -2.036 H42C GQD 33 GQD H6 H6 H 0 1 N N N 15.082 27.113 64.308 4.782 1.881 -1.607 H6 GQD 34 GQD H8 H8 H 0 1 N N N 18.560 24.815 65.223 2.054 4.253 0.666 H8 GQD 35 GQD H29 H29 H 0 1 N N N 18.510 27.016 65.142 3.770 4.696 -1.755 H29 GQD 36 GQD H9 H9 H 0 1 N N N 17.240 22.743 64.980 0.917 2.209 1.418 H9 GQD 37 GQD H11 H11 H 0 1 N N N 15.040 21.928 63.536 1.788 -0.536 1.856 H11 GQD 38 GQD H141 H141 H 0 0 N N N 12.396 21.364 62.741 1.759 -3.080 1.364 H141 GQD 39 GQD H142 H142 H 0 0 N N N 13.109 20.563 64.182 0.162 -2.485 0.851 H142 GQD 40 GQD H15 H15 H 0 1 N N N 10.469 22.081 64.035 2.133 -3.936 -0.970 H15 GQD 41 GQD H161 H161 H 0 0 N N N 9.535 19.846 64.556 0.626 -5.865 -0.751 H161 GQD 42 GQD H162 H162 H 0 0 N N N 10.465 19.842 63.019 1.225 -5.387 0.855 H162 GQD 43 GQD H163 H163 H 0 0 N N N 11.191 19.152 64.510 -0.424 -4.946 0.353 H163 GQD 44 GQD H171 H171 H 0 0 N N N 10.133 21.362 66.364 0.581 -2.380 -2.119 H171 GQD 45 GQD H172 H172 H 0 0 N N N 11.786 20.658 66.391 0.172 -4.074 -2.480 H172 GQD 46 GQD H173 H173 H 0 0 N N N 11.568 22.433 66.220 -0.799 -3.156 -1.304 H173 GQD 47 GQD H19 H19 H 0 1 N N N 14.287 23.212 66.981 -0.126 0.355 2.882 H19 GQD 48 GQD H23 H23 H 0 1 N N N 15.472 19.930 64.541 -0.157 -0.456 -1.307 H23 GQD 49 GQD H20 H20 H 0 1 N N N 14.628 21.838 68.993 -2.550 0.768 2.833 H20 GQD 50 GQD H22 H22 H 0 1 N N N 15.807 18.552 66.549 -2.582 -0.057 -1.380 H22 GQD 51 GQD H24 H24 H 0 1 N N N 15.243 18.206 69.015 -4.707 0.898 1.590 H24 GQD 52 GQD H25 H25 H 0 1 N N N 16.123 20.855 70.318 -4.330 0.247 -1.382 H25 GQD 53 GQD H27 H27 H 0 1 N N N 15.988 17.031 71.777 -7.918 0.828 -1.603 H27 GQD 54 # 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 GQD C1 C2 SING N N 1 GQD C2 C4 SING N N 2 GQD C2 N13 SING N N 3 GQD C4 C5 SING N N 4 GQD C5 C6 SING Y N 5 GQD C5 C10 DOUB Y N 6 GQD C6 C7 DOUB Y N 7 GQD C7 C8 SING Y N 8 GQD C7 O29 SING N N 9 GQD C8 C9 DOUB Y N 10 GQD C9 C10 SING Y N 11 GQD C10 C11 SING N N 12 GQD C11 N13 SING N N 13 GQD C11 C18 SING N N 14 GQD N13 C14 SING N N 15 GQD C14 C15 SING N N 16 GQD C15 C16 SING N N 17 GQD C15 C17 SING N N 18 GQD C18 C19 SING Y N 19 GQD C18 C23 DOUB Y N 20 GQD C19 C20 DOUB Y N 21 GQD C20 C21 SING Y N 22 GQD C21 C22 DOUB Y N 23 GQD C21 C24 SING N N 24 GQD C22 C23 SING Y N 25 GQD C24 C25 DOUB N E 26 GQD C25 C26 SING N N 27 GQD C26 O27 SING N N 28 GQD C26 O28 DOUB N N 29 GQD C1 H11C SING N N 30 GQD C1 H12C SING N N 31 GQD C1 H13C SING N N 32 GQD C2 H2 SING N N 33 GQD C4 H41C SING N N 34 GQD C4 H42C SING N N 35 GQD C6 H6 SING N N 36 GQD C8 H8 SING N N 37 GQD O29 H29 SING N N 38 GQD C9 H9 SING N N 39 GQD C11 H11 SING N N 40 GQD C14 H141 SING N N 41 GQD C14 H142 SING N N 42 GQD C15 H15 SING N N 43 GQD C16 H161 SING N N 44 GQD C16 H162 SING N N 45 GQD C16 H163 SING N N 46 GQD C17 H171 SING N N 47 GQD C17 H172 SING N N 48 GQD C17 H173 SING N N 49 GQD C19 H19 SING N N 50 GQD C23 H23 SING N N 51 GQD C20 H20 SING N N 52 GQD C22 H22 SING N N 53 GQD C24 H24 SING N N 54 GQD C25 H25 SING N N 55 GQD O27 H27 SING N N 56 # 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 GQD InChI InChI 1.03 "InChI=1S/C23H27NO3/c1-15(2)14-24-16(3)12-19-13-20(25)9-10-21(19)23(24)18-7-4-17(5-8-18)6-11-22(26)27/h4-11,13,15-16,23,25H,12,14H2,1-3H3,(H,26,27)/b11-6+/t16-,23-/m1/s1" GQD InChIKey InChI 1.03 WHZIOQODOSOYPX-DGIIRHPGSA-N GQD SMILES_CANONICAL CACTVS 3.385 "CC(C)CN1[C@H](C)Cc2cc(O)ccc2[C@H]1c3ccc(\C=C\C(O)=O)cc3" GQD SMILES CACTVS 3.385 "CC(C)CN1[CH](C)Cc2cc(O)ccc2[CH]1c3ccc(C=CC(O)=O)cc3" GQD SMILES_CANONICAL "OpenEye OEToolkits" 1.7.6 "C[C@@H]1Cc2cc(ccc2[C@H](N1CC(C)C)c3ccc(cc3)/C=C/C(=O)O)O" GQD SMILES "OpenEye OEToolkits" 1.7.6 "CC1Cc2cc(ccc2C(N1CC(C)C)c3ccc(cc3)C=CC(=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 GQD "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.6 "(E)-3-[4-[(1R,3R)-3-methyl-2-(2-methylpropyl)-6-oxidanyl-3,4-dihydro-1H-isoquinolin-1-yl]phenyl]prop-2-enoic 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 GQD "Create component" 2015-12-14 EBI GQD "Other modification" 2016-02-02 EBI GQD "Initial release" 2016-02-10 RCSB #