data_QHG # _chem_comp.id QHG _chem_comp.name "(E)-3-[4-[(1R)-6-HYDROXY-2-ISOBUTYL-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 "C22 H25 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 351.439 _chem_comp.one_letter_code ? _chem_comp.three_letter_code QHG _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 5FQR _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 QHG C1 C1 C 0 1 N N N 10.593 20.688 63.266 0.541 -5.163 0.213 C1 QHG 1 QHG C2 C2 C 0 1 N N N 11.244 21.917 63.857 1.141 -3.894 -0.394 C2 QHG 2 QHG C3 C3 C 0 1 N N N 11.287 21.760 65.359 0.261 -3.416 -1.550 C3 QHG 3 QHG C4 C4 C 0 1 N N N 12.637 22.063 63.260 1.214 -2.802 0.676 C4 QHG 4 QHG N5 N5 N 0 1 N N N 13.315 23.277 63.786 1.897 -1.623 0.127 N5 QHG 5 QHG C6 C6 C 0 1 N N N 13.026 24.498 62.992 3.350 -1.845 0.047 C6 QHG 6 QHG C7 C7 C 0 1 N N N 13.534 25.694 63.763 3.956 -0.767 -0.852 C7 QHG 7 QHG C8 C8 C 0 1 Y N N 14.999 25.526 64.049 3.486 0.596 -0.410 C8 QHG 8 QHG C9 C9 C 0 1 Y N N 15.769 26.656 64.210 4.182 1.709 -0.853 C9 QHG 9 QHG C10 C10 C 0 1 Y N N 17.109 26.530 64.497 3.781 2.980 -0.474 C10 QHG 10 QHG C11 C11 C 0 1 Y N N 17.705 25.297 64.612 2.678 3.135 0.352 C11 QHG 11 QHG C12 C12 C 0 1 Y N N 16.930 24.173 64.448 1.989 2.025 0.792 C12 QHG 12 QHG C13 C13 C 0 1 Y N N 15.579 24.279 64.172 2.391 0.752 0.413 C13 QHG 13 QHG C14 C14 C 0 1 N N R 14.776 23.022 64.019 1.610 -0.429 0.928 C14 QHG 14 QHG C15 C15 C 0 1 Y N N 14.936 22.126 65.215 0.136 -0.122 0.852 C15 QHG 15 QHG C16 C16 C 0 1 Y N N 14.719 22.603 66.495 -0.538 0.302 1.985 C16 QHG 16 QHG C17 C17 C 0 1 Y N N 14.862 21.768 67.588 -1.886 0.585 1.924 C17 QHG 17 QHG C18 C18 C 0 1 Y N N 15.225 20.446 67.414 -2.572 0.443 0.714 C18 QHG 18 QHG C19 C19 C 0 1 Y N N 15.437 19.973 66.139 -1.885 0.015 -0.426 C19 QHG 19 QHG C20 C20 C 0 1 Y N N 15.294 20.807 65.048 -0.535 -0.259 -0.350 C20 QHG 20 QHG C21 C21 C 0 1 N N N 15.387 19.514 68.531 -4.011 0.742 0.640 C21 QHG 21 QHG C22 C22 C 0 1 N N N 15.844 19.937 69.713 -4.670 0.604 -0.529 C22 QHG 22 QHG C23 C23 C 0 1 N N N 15.949 18.841 70.761 -6.101 0.901 -0.602 C23 QHG 23 QHG O24 O24 O 0 1 N N N 16.451 19.237 71.849 -6.696 1.273 0.392 O24 QHG 24 QHG O25 O25 O 0 1 N N N 15.529 17.681 70.449 -6.760 0.763 -1.771 O25 QHG 25 QHG O26 O26 O 0 1 N N N 17.866 27.659 64.674 4.467 4.070 -0.910 O26 QHG 26 QHG H11C H11C H 0 0 N N N 10.553 20.784 62.171 1.179 -5.516 1.023 H11C QHG 27 QHG H12C H12C H 0 0 N N N 11.180 19.797 63.534 -0.453 -4.945 0.604 H12C QHG 28 QHG H13C H13C H 0 0 N N N 9.572 20.587 63.663 0.468 -5.934 -0.554 H13C QHG 29 QHG H2 H2 H 0 1 N N N 10.646 22.804 63.601 2.144 -4.107 -0.764 H2 QHG 30 QHG H31C H31C H 0 0 N N N 11.759 22.647 65.808 -0.742 -3.203 -1.180 H31C QHG 31 QHG H32C H32C H 0 0 N N N 10.263 21.654 65.746 0.688 -2.511 -1.983 H32C QHG 32 QHG H33C H33C H 0 0 N N N 11.871 20.864 65.617 0.209 -4.194 -2.312 H33C QHG 33 QHG H41C H41C H 0 0 N N N 13.234 21.176 63.519 0.205 -2.527 0.984 H41C QHG 34 QHG H42C H42C H 0 0 N N N 12.553 22.143 62.166 1.768 -3.174 1.538 H42C QHG 35 QHG H61C H61C H 0 0 N N N 13.535 24.439 62.019 3.786 -1.779 1.044 H61C QHG 36 QHG H62C H62C H 0 0 N N N 11.942 24.591 62.833 3.547 -2.829 -0.378 H62C QHG 37 QHG H14 H14 H 0 1 N N N 15.164 22.482 63.143 1.882 -0.617 1.966 H14 QHG 38 QHG H71C H71C H 0 0 N N N 13.380 26.606 63.167 5.043 -0.812 -0.788 H71C QHG 39 QHG H72C H72C H 0 0 N N N 12.983 25.778 64.712 3.648 -0.939 -1.883 H72C QHG 40 QHG H9 H9 H 0 1 N N N 15.324 27.635 64.112 5.041 1.586 -1.497 H9 QHG 41 QHG H11 H11 H 0 1 N N N 18.760 25.213 64.827 2.359 4.123 0.651 H11 QHG 42 QHG H26 H26 H 0 1 N N N 18.764 27.412 64.864 4.141 4.431 -1.745 H26 QHG 43 QHG H12 H12 H 0 1 N N N 17.382 23.196 64.536 1.130 2.146 1.435 H12 QHG 44 QHG H16 H16 H 0 1 N N N 14.436 23.635 66.642 -0.006 0.412 2.918 H16 QHG 45 QHG H20 H20 H 0 1 N N N 15.465 20.421 64.054 -0.002 -0.586 -1.231 H20 QHG 46 QHG H17 H17 H 0 1 N N N 14.689 22.151 68.583 -2.410 0.915 2.808 H17 QHG 47 QHG H19 H19 H 0 1 N N N 15.718 18.941 65.991 -2.408 -0.098 -1.364 H19 QHG 48 QHG H21 H21 H 0 1 N N N 15.134 18.472 68.398 -4.540 1.073 1.522 H21 QHG 49 QHG H22 H22 H 0 1 N N N 16.114 20.965 69.906 -4.142 0.274 -1.411 H22 QHG 50 QHG H25 H25 H 0 1 N N N 15.643 17.093 71.187 -7.700 0.982 -1.720 H25 QHG 51 # 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 QHG C1 C2 SING N N 1 QHG C2 C3 SING N N 2 QHG C2 C4 SING N N 3 QHG C4 N5 SING N N 4 QHG N5 C6 SING N N 5 QHG N5 C14 SING N N 6 QHG C6 C7 SING N N 7 QHG C7 C8 SING N N 8 QHG C8 C9 SING Y N 9 QHG C8 C13 DOUB Y N 10 QHG C9 C10 DOUB Y N 11 QHG C10 C11 SING Y N 12 QHG C10 O26 SING N N 13 QHG C11 C12 DOUB Y N 14 QHG C12 C13 SING Y N 15 QHG C13 C14 SING N N 16 QHG C14 C15 SING N N 17 QHG C15 C16 SING Y N 18 QHG C15 C20 DOUB Y N 19 QHG C16 C17 DOUB Y N 20 QHG C17 C18 SING Y N 21 QHG C18 C19 DOUB Y N 22 QHG C18 C21 SING N N 23 QHG C19 C20 SING Y N 24 QHG C21 C22 DOUB N E 25 QHG C22 C23 SING N N 26 QHG C23 O24 DOUB N N 27 QHG C23 O25 SING N N 28 QHG C1 H11C SING N N 29 QHG C1 H12C SING N N 30 QHG C1 H13C SING N N 31 QHG C2 H2 SING N N 32 QHG C3 H31C SING N N 33 QHG C3 H32C SING N N 34 QHG C3 H33C SING N N 35 QHG C4 H41C SING N N 36 QHG C4 H42C SING N N 37 QHG C6 H61C SING N N 38 QHG C6 H62C SING N N 39 QHG C14 H14 SING N N 40 QHG C7 H71C SING N N 41 QHG C7 H72C SING N N 42 QHG C9 H9 SING N N 43 QHG C11 H11 SING N N 44 QHG O26 H26 SING N N 45 QHG C12 H12 SING N N 46 QHG C16 H16 SING N N 47 QHG C20 H20 SING N N 48 QHG C17 H17 SING N N 49 QHG C19 H19 SING N N 50 QHG C21 H21 SING N N 51 QHG C22 H22 SING N N 52 QHG O25 H25 SING N N 53 # 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 QHG InChI InChI 1.03 "InChI=1S/C22H25NO3/c1-15(2)14-23-12-11-18-13-19(24)8-9-20(18)22(23)17-6-3-16(4-7-17)5-10-21(25)26/h3-10,13,15,22,24H,11-12,14H2,1-2H3,(H,25,26)/b10-5+/t22-/m1/s1" QHG InChIKey InChI 1.03 PRJBEVDNTURUGU-YHEXHBFFSA-N QHG SMILES_CANONICAL CACTVS 3.385 "CC(C)CN1CCc2cc(O)ccc2[C@H]1c3ccc(\C=C\C(O)=O)cc3" QHG SMILES CACTVS 3.385 "CC(C)CN1CCc2cc(O)ccc2[CH]1c3ccc(C=CC(O)=O)cc3" QHG SMILES_CANONICAL "OpenEye OEToolkits" 1.7.6 "CC(C)CN1CCc2cc(ccc2[C@H]1c3ccc(cc3)/C=C/C(=O)O)O" QHG SMILES "OpenEye OEToolkits" 1.7.6 "CC(C)CN1CCc2cc(ccc2C1c3ccc(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 QHG "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.6 "(E)-3-[4-[(1R)-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 QHG "Create component" 2015-12-14 EBI QHG "Initial release" 2016-02-10 RCSB #