data_VQI # _chem_comp.id VQI _chem_comp.name "(E)-3-[4-(6-hydroxy-2-isobutyl-7-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 VQI _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 5FQV _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 VQI C1 C1 C 0 1 N N N 19.089 25.116 64.663 -2.275 4.287 -0.599 C1 VQI 1 VQI C2 C2 C 0 1 Y N N 17.528 25.330 64.535 -2.668 2.882 -0.219 C2 VQI 2 VQI C3 C3 C 0 1 Y N N 16.863 24.157 64.379 -1.940 1.809 -0.691 C3 VQI 3 VQI C4 C4 C 0 1 Y N N 15.445 24.274 64.166 -2.295 0.513 -0.346 C4 VQI 4 VQI C5 C5 C 0 1 Y N N 14.886 25.504 64.223 -3.379 0.295 0.478 C5 VQI 5 VQI C6 C6 C 0 1 Y N N 15.565 26.718 64.371 -4.114 1.370 0.952 C6 VQI 6 VQI C7 C7 C 0 1 Y N N 16.948 26.588 64.594 -3.758 2.665 0.610 C7 VQI 7 VQI O8 O8 O 0 1 N N N 17.713 27.706 64.797 -4.478 3.717 1.081 O8 VQI 8 VQI C9 C9 C 0 1 N N N 13.359 25.690 64.064 -3.794 -1.095 0.888 C9 VQI 9 VQI C10 C10 C 0 1 N N N 12.854 24.493 63.267 -3.156 -2.126 -0.043 C10 VQI 10 VQI N11 N11 N 0 1 N N N 13.136 23.259 64.039 -1.713 -1.849 -0.127 N11 VQI 11 VQI C12 C12 C 0 1 N N R 14.641 23.073 64.113 -1.475 -0.624 -0.897 C12 VQI 12 VQI C13 C13 C 0 1 Y N N 14.907 22.133 65.242 -0.013 -0.265 -0.820 C13 VQI 13 VQI C14 C14 C 0 1 Y N N 14.731 22.663 66.567 0.643 0.193 -1.950 C14 VQI 14 VQI C15 C15 C 0 1 Y N N 14.960 21.841 67.718 1.981 0.523 -1.888 C15 VQI 15 VQI C16 C16 C 0 1 Y N N 15.366 20.529 67.519 2.674 0.394 -0.680 C16 VQI 16 VQI C17 C17 C 0 1 Y N N 15.536 20.047 66.182 2.004 -0.070 0.456 C17 VQI 17 VQI C18 C18 C 0 1 Y N N 15.304 20.841 65.014 0.665 -0.391 0.380 C18 VQI 18 VQI C19 C19 C 0 1 N N N 15.590 19.522 68.628 4.102 0.743 -0.606 C19 VQI 19 VQI C20 C20 C 0 1 N N N 15.985 19.954 69.842 4.767 0.617 0.561 C20 VQI 20 VQI C21 C21 C 0 1 N N N 16.156 18.916 70.903 6.186 0.964 0.634 C21 VQI 21 VQI O22 O22 O 0 1 N N N 15.886 17.715 70.697 6.766 1.367 -0.356 O22 VQI 22 VQI O23 O23 O 0 1 N N N 16.549 19.352 72.084 6.852 0.839 1.801 O23 VQI 23 VQI C24 C24 C 0 1 N N N 12.539 22.031 63.486 -0.992 -2.987 -0.712 C24 VQI 24 VQI C25 C25 C 0 1 N N N 11.120 21.748 64.186 -1.078 -4.187 0.234 C25 VQI 25 VQI C26 C26 C 0 1 N N N 11.215 21.600 65.729 -0.435 -5.406 -0.429 C26 VQI 26 VQI C27 C27 C 0 1 N N N 10.470 20.501 63.640 -0.338 -3.864 1.534 C27 VQI 27 VQI H11C H11C H 0 0 N N N 19.548 25.153 63.664 -2.792 4.573 -1.515 H11C VQI 28 VQI H12C H12C H 0 0 N N N 19.517 25.910 65.293 -2.552 4.971 0.204 H12C VQI 29 VQI H13C H13C H 0 0 N N N 19.288 24.136 65.122 -1.198 4.332 -0.760 H13C VQI 30 VQI H3 H3 H 0 1 N N N 17.364 23.201 64.412 -1.089 1.979 -1.333 H3 VQI 31 VQI H12 H12 H 0 1 N N N 14.926 22.540 63.194 -1.749 -0.794 -1.938 H12 VQI 32 VQI H6 H6 H 0 1 N N N 15.069 27.676 64.318 -4.965 1.198 1.594 H6 VQI 33 VQI H91C H91C H 0 0 N N N 12.876 25.719 65.052 -3.470 -1.281 1.912 H91C VQI 34 VQI H92C H92C H 0 0 N N N 13.145 26.624 63.523 -4.879 -1.180 0.832 H92C VQI 35 VQI H8 H8 H 0 1 N N N 17.155 28.474 64.809 -5.215 3.977 0.511 H8 VQI 36 VQI H101 H101 H 0 0 N N N 11.771 24.588 63.102 -3.314 -3.128 0.357 H101 VQI 37 VQI H102 H102 H 0 0 N N N 13.370 24.449 62.297 -3.602 -2.050 -1.034 H102 VQI 38 VQI H241 H241 H 0 0 N N N 12.393 22.152 62.402 -1.441 -3.248 -1.671 H241 VQI 39 VQI H242 H242 H 0 0 N N N 13.213 21.182 63.672 0.054 -2.717 -0.862 H242 VQI 40 VQI H14 H14 H 0 1 N N N 14.423 23.690 66.696 0.106 0.292 -2.881 H14 VQI 41 VQI H18 H18 H 0 1 N N N 15.433 20.447 64.017 0.145 -0.744 1.258 H18 VQI 42 VQI H15 H15 H 0 1 N N N 14.820 22.232 68.715 2.491 0.880 -2.770 H15 VQI 43 VQI H17 H17 H 0 1 N N N 15.858 19.025 66.047 2.533 -0.172 1.392 H17 VQI 44 VQI H19 H19 H 0 1 N N N 15.435 18.469 68.448 4.617 1.100 -1.486 H19 VQI 45 VQI H20 H20 H 0 1 N N N 16.169 21.000 70.038 4.252 0.260 1.440 H20 VQI 46 VQI H23 H23 H 0 1 N N N 16.582 18.626 72.695 7.784 1.092 1.751 H23 VQI 47 VQI H25 H25 H 0 1 N N N 10.469 22.607 63.967 -2.123 -4.401 0.454 H25 VQI 48 VQI H261 H261 H 0 0 N N N 10.214 21.409 66.142 0.611 -5.192 -0.649 H261 VQI 49 VQI H262 H262 H 0 0 N N N 11.880 20.759 65.976 -0.496 -6.261 0.245 H262 VQI 50 VQI H263 H263 H 0 0 N N N 11.619 22.527 66.162 -0.962 -5.636 -1.355 H263 VQI 51 VQI H271 H271 H 0 0 N N N 9.504 20.341 64.141 -0.400 -4.719 2.208 H271 VQI 52 VQI H272 H272 H 0 0 N N N 10.307 20.616 62.558 0.707 -3.649 1.314 H272 VQI 53 VQI H273 H273 H 0 0 N N N 11.125 19.636 63.822 -0.796 -2.995 2.007 H273 VQI 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 VQI C1 C2 SING N N 1 VQI C2 C3 SING Y N 2 VQI C2 C7 DOUB Y N 3 VQI C3 C4 DOUB Y N 4 VQI C4 C5 SING Y N 5 VQI C4 C12 SING N N 6 VQI C5 C6 DOUB Y N 7 VQI C5 C9 SING N N 8 VQI C6 C7 SING Y N 9 VQI C7 O8 SING N N 10 VQI C9 C10 SING N N 11 VQI C10 N11 SING N N 12 VQI N11 C12 SING N N 13 VQI N11 C24 SING N N 14 VQI C12 C13 SING N N 15 VQI C13 C14 SING Y N 16 VQI C13 C18 DOUB Y N 17 VQI C14 C15 DOUB Y N 18 VQI C15 C16 SING Y N 19 VQI C16 C17 DOUB Y N 20 VQI C16 C19 SING N N 21 VQI C17 C18 SING Y N 22 VQI C19 C20 DOUB N E 23 VQI C20 C21 SING N N 24 VQI C21 O22 DOUB N N 25 VQI C21 O23 SING N N 26 VQI C24 C25 SING N N 27 VQI C25 C26 SING N N 28 VQI C25 C27 SING N N 29 VQI C1 H11C SING N N 30 VQI C1 H12C SING N N 31 VQI C1 H13C SING N N 32 VQI C3 H3 SING N N 33 VQI C12 H12 SING N N 34 VQI C6 H6 SING N N 35 VQI C9 H91C SING N N 36 VQI C9 H92C SING N N 37 VQI O8 H8 SING N N 38 VQI C10 H101 SING N N 39 VQI C10 H102 SING N N 40 VQI C24 H241 SING N N 41 VQI C24 H242 SING N N 42 VQI C14 H14 SING N N 43 VQI C18 H18 SING N N 44 VQI C15 H15 SING N N 45 VQI C17 H17 SING N N 46 VQI C19 H19 SING N N 47 VQI C20 H20 SING N N 48 VQI O23 H23 SING N N 49 VQI C25 H25 SING N N 50 VQI C26 H261 SING N N 51 VQI C26 H262 SING N N 52 VQI C26 H263 SING N N 53 VQI C27 H271 SING N N 54 VQI C27 H272 SING N N 55 VQI C27 H273 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 VQI InChI InChI 1.03 "InChI=1S/C23H27NO3/c1-15(2)14-24-11-10-19-13-21(25)16(3)12-20(19)23(24)18-7-4-17(5-8-18)6-9-22(26)27/h4-9,12-13,15,23,25H,10-11,14H2,1-3H3,(H,26,27)/b9-6+/t23-/m1/s1" VQI InChIKey InChI 1.03 GPXQLFBYCIDAAI-MFJULSPGSA-N VQI SMILES_CANONICAL CACTVS 3.385 "CC(C)CN1CCc2cc(O)c(C)cc2[C@H]1c3ccc(\C=C\C(O)=O)cc3" VQI SMILES CACTVS 3.385 "CC(C)CN1CCc2cc(O)c(C)cc2[CH]1c3ccc(C=CC(O)=O)cc3" VQI SMILES_CANONICAL "OpenEye OEToolkits" 1.7.6 "Cc1cc2c(cc1O)CCN([C@@H]2c3ccc(cc3)/C=C/C(=O)O)CC(C)C" VQI SMILES "OpenEye OEToolkits" 1.7.6 "Cc1cc2c(cc1O)CCN(C2c3ccc(cc3)C=CC(=O)O)CC(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 VQI "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.6 "(E)-3-[4-[(1R)-7-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 VQI "Create component" 2015-12-14 EBI VQI "Other modification" 2016-02-02 EBI VQI "Initial release" 2016-02-10 RCSB #