data_J0W # _chem_comp.id J0W _chem_comp.name "(E)-3-[4-(6-HYDROXY-2-ISOBUTYL-1-METHYL-3,4-DIHYDROISOQUINOLIN-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 J0W _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 5FQS _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 J0W C1 C1 C 0 1 N N N 11.246 21.622 65.850 -1.117 5.158 0.235 C1 J0W 1 J0W C2 C2 C 0 1 N N N 11.112 21.806 64.326 -1.671 3.855 -0.345 C2 J0W 2 J0W C3 C3 C 0 1 N N N 10.502 20.544 63.722 -0.992 3.563 -1.684 C3 J0W 3 J0W C4 C4 C 0 1 N N N 12.518 21.933 63.645 -1.394 2.706 0.628 C4 J0W 4 J0W N5 N5 N 0 1 N N N 13.249 23.080 64.158 -2.029 1.479 0.130 N5 J0W 5 J0W C6 C6 C 0 1 N N N 12.852 24.307 63.353 -3.485 1.517 0.336 C6 J0W 6 J0W C7 C7 C 0 1 N N N 13.434 25.561 64.031 -4.125 0.417 -0.511 C7 J0W 7 J0W C8 C8 C 0 1 Y N N 14.954 25.389 64.295 -3.424 -0.895 -0.265 C8 J0W 8 J0W C9 C9 C 0 1 Y N N 15.681 26.563 64.464 -4.058 -2.065 -0.652 C9 J0W 9 J0W C10 C10 C 0 1 Y N N 17.029 26.408 64.736 -3.448 -3.292 -0.448 C10 J0W 10 J0W C11 C11 C 0 1 Y N N 17.630 25.188 64.818 -2.195 -3.346 0.146 C11 J0W 11 J0W C12 C12 C 0 1 Y N N 16.929 24.010 64.629 -1.567 -2.180 0.531 C12 J0W 12 J0W C13 C13 C 0 1 Y N N 15.540 24.154 64.355 -2.180 -0.951 0.327 C13 J0W 13 J0W C14 C14 C 0 1 N N R 14.757 22.871 64.182 -1.456 0.292 0.774 C14 J0W 14 J0W C15 C15 C 0 1 N N N 15.173 22.279 62.811 -1.579 0.432 2.292 C15 J0W 15 J0W C16 C16 C 0 1 Y N N 15.008 21.987 65.377 0.001 0.180 0.404 C16 J0W 16 J0W C17 C17 C 0 1 Y N N 15.507 20.700 65.196 0.431 0.610 -0.839 C17 J0W 17 J0W C18 C18 C 0 1 Y N N 15.684 19.893 66.316 1.762 0.510 -1.184 C18 J0W 18 J0W C19 C19 C 0 1 Y N N 15.408 20.370 67.596 2.678 -0.028 -0.274 C19 J0W 19 J0W C20 C20 C 0 1 Y N N 14.927 21.634 67.763 2.236 -0.460 0.980 C20 J0W 20 J0W C21 C21 C 0 1 Y N N 14.695 22.478 66.650 0.902 -0.348 1.312 C21 J0W 21 J0W C22 C22 C 0 1 N N N 15.645 19.475 68.790 4.101 -0.139 -0.635 C22 J0W 22 J0W C23 C23 C 0 1 N N N 15.968 20.082 69.959 4.982 -0.658 0.245 C23 J0W 23 J0W C24 C24 C 0 1 N N N 16.124 18.980 71.052 6.395 -0.768 -0.113 C24 J0W 24 J0W O25 O25 O 0 1 N N N 16.461 19.363 72.204 6.777 -0.391 -1.205 O25 J0W 25 J0W O26 O26 O 0 1 N N N 15.818 17.807 70.682 7.276 -1.287 0.767 O26 J0W 26 J0W O27 O27 O 0 1 N N N 17.765 27.549 64.967 -4.073 -4.437 -0.828 O27 J0W 27 J0W H11C H11C H 0 0 N N N 11.685 22.528 66.292 -1.314 5.976 -0.458 H11C J0W 28 J0W H12C H12C H 0 0 N N N 10.252 21.446 66.287 -1.601 5.366 1.189 H12C J0W 29 J0W H13C H13C H 0 0 N N N 11.896 20.760 66.059 -0.042 5.061 0.385 H13C J0W 30 J0W H2 H2 H 0 1 N N N 10.496 22.687 64.095 -2.746 3.952 -0.495 H2 J0W 31 J0W H31C H31C H 0 0 N N N 10.403 20.669 62.634 0.083 3.466 -1.534 H31C J0W 32 J0W H32C H32C H 0 0 N N N 11.154 19.684 63.935 -1.387 2.634 -2.097 H32C J0W 33 J0W H33C H33C H 0 0 N N N 9.509 20.370 64.162 -1.189 4.381 -2.377 H33C J0W 34 J0W H41C H41C H 0 0 N N N 13.097 21.020 63.845 -0.318 2.551 0.710 H41C J0W 35 J0W H42C H42C H 0 0 N N N 12.382 22.050 62.560 -1.801 2.954 1.608 H42C J0W 36 J0W H61C H61C H 0 0 N N N 13.250 24.222 62.331 -3.710 1.346 1.389 H61C J0W 37 J0W H62C H62C H 0 0 N N N 11.755 24.384 63.314 -3.873 2.488 0.029 H62C J0W 38 J0W H71C H71C H 0 0 N N N 13.278 26.431 63.376 -5.177 0.320 -0.244 H71C J0W 39 J0W H72C H72C H 0 0 N N N 12.918 25.726 64.988 -4.043 0.679 -1.566 H72C J0W 40 J0W H9 H9 H 0 1 N N N 15.221 27.537 64.387 -5.033 -2.020 -1.115 H9 J0W 41 J0W H11 H11 H 0 1 N N N 18.686 25.139 65.037 -1.713 -4.299 0.307 H11 J0W 42 J0W H27 H27 H 0 1 N N N 18.669 27.314 65.141 -3.874 -4.711 -1.734 H27 J0W 43 J0W H12 H12 H 0 1 N N N 17.406 23.043 64.686 -0.592 -2.223 0.993 H12 J0W 44 J0W H151 H151 H 0 0 N N N 16.261 22.116 62.796 -2.631 0.523 2.565 H151 J0W 45 J0W H152 H152 H 0 0 N N N 14.656 21.321 62.654 -1.154 -0.449 2.774 H152 J0W 46 J0W H153 H153 H 0 0 N N N 14.897 22.980 62.010 -1.040 1.321 2.620 H153 J0W 47 J0W H17 H17 H 0 1 N N N 15.751 20.336 64.209 -0.277 1.025 -1.540 H17 J0W 48 J0W H21 H21 H 0 1 N N N 14.289 23.470 66.779 0.559 -0.678 2.282 H21 J0W 49 J0W H18 H18 H 0 1 N N N 16.041 18.881 66.191 2.097 0.846 -2.155 H18 J0W 50 J0W H20 H20 H 0 1 N N N 14.720 21.997 68.759 2.937 -0.877 1.688 H20 J0W 51 J0W H22 H22 H 0 1 N N N 15.561 18.401 68.716 4.440 0.196 -1.605 H22 J0W 52 J0W H23 H23 H 0 1 N N N 16.095 21.144 70.107 4.643 -0.992 1.215 H23 J0W 53 J0W H26 H26 H 0 1 N N N 15.877 17.215 71.423 8.186 -1.319 0.441 H26 J0W 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 J0W C1 C2 SING N N 1 J0W C2 C3 SING N N 2 J0W C2 C4 SING N N 3 J0W C4 N5 SING N N 4 J0W N5 C6 SING N N 5 J0W N5 C14 SING N N 6 J0W C6 C7 SING N N 7 J0W C7 C8 SING N N 8 J0W C8 C9 SING Y N 9 J0W C8 C13 DOUB Y N 10 J0W C9 C10 DOUB Y N 11 J0W C10 C11 SING Y N 12 J0W C10 O27 SING N N 13 J0W C11 C12 DOUB Y N 14 J0W C12 C13 SING Y N 15 J0W C13 C14 SING N N 16 J0W C14 C15 SING N N 17 J0W C14 C16 SING N N 18 J0W C16 C17 SING Y N 19 J0W C16 C21 DOUB Y N 20 J0W C17 C18 DOUB Y N 21 J0W C18 C19 SING Y N 22 J0W C19 C20 DOUB Y N 23 J0W C19 C22 SING N N 24 J0W C20 C21 SING Y N 25 J0W C22 C23 DOUB N E 26 J0W C23 C24 SING N N 27 J0W C24 O25 DOUB N N 28 J0W C24 O26 SING N N 29 J0W C1 H11C SING N N 30 J0W C1 H12C SING N N 31 J0W C1 H13C SING N N 32 J0W C2 H2 SING N N 33 J0W C3 H31C SING N N 34 J0W C3 H32C SING N N 35 J0W C3 H33C SING N N 36 J0W C4 H41C SING N N 37 J0W C4 H42C SING N N 38 J0W C6 H61C SING N N 39 J0W C6 H62C SING N N 40 J0W C7 H71C SING N N 41 J0W C7 H72C SING N N 42 J0W C9 H9 SING N N 43 J0W C11 H11 SING N N 44 J0W O27 H27 SING N N 45 J0W C12 H12 SING N N 46 J0W C15 H151 SING N N 47 J0W C15 H152 SING N N 48 J0W C15 H153 SING N N 49 J0W C17 H17 SING N N 50 J0W C21 H21 SING N N 51 J0W C18 H18 SING N N 52 J0W C20 H20 SING N N 53 J0W C22 H22 SING N N 54 J0W C23 H23 SING N N 55 J0W O26 H26 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 J0W InChI InChI 1.03 "InChI=1S/C23H27NO3/c1-16(2)15-24-13-12-18-14-20(25)9-10-21(18)23(24,3)19-7-4-17(5-8-19)6-11-22(26)27/h4-11,14,16,25H,12-13,15H2,1-3H3,(H,26,27)/b11-6+/t23-/m1/s1" J0W InChIKey InChI 1.03 WIYPHWOCUFWQTJ-ZWPAVUJESA-N J0W SMILES_CANONICAL CACTVS 3.385 "CC(C)CN1CCc2cc(O)ccc2[C@@]1(C)c3ccc(\C=C\C(O)=O)cc3" J0W SMILES CACTVS 3.385 "CC(C)CN1CCc2cc(O)ccc2[C]1(C)c3ccc(C=CC(O)=O)cc3" J0W SMILES_CANONICAL "OpenEye OEToolkits" 1.7.6 "CC(C)CN1CCc2cc(ccc2[C@@]1(C)c3ccc(cc3)/C=C/C(=O)O)O" J0W SMILES "OpenEye OEToolkits" 1.7.6 "CC(C)CN1CCc2cc(ccc2C1(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 J0W "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.6 "(E)-3-[4-[(1R)-1-methyl-2-(2-methylpropyl)-6-oxidanyl-3,4-dihydroisoquinolin-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 J0W "Create component" 2015-12-14 EBI J0W "Initial release" 2016-02-10 RCSB #