data_AKU # _chem_comp.id AKU _chem_comp.name "(1S)-1-[2-(1H-indol-3-yl)ethyl]-6,7-dimethoxy-3,4-dihydroisoquinoline-2(1H)-carbaldehyde" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C22 H24 N2 O3" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2018-11-08 _chem_comp.pdbx_modified_date 2019-10-18 _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 364.438 _chem_comp.one_letter_code ? _chem_comp.three_letter_code AKU _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 6INK _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 AKU C4 C1 C 0 1 Y N N 25.289 76.478 24.805 -1.895 1.054 0.715 C4 AKU 1 AKU C14 C2 C 0 1 N N N 25.170 76.435 29.176 1.893 -1.255 0.576 C14 AKU 2 AKU C5 C3 C 0 1 Y N N 24.594 77.439 25.549 -1.805 -0.287 0.366 C5 AKU 3 AKU C6 C4 C 0 1 Y N N 23.678 78.269 24.910 -2.805 -0.874 -0.378 C6 AKU 4 AKU C11 C5 C 0 1 N N N 26.614 74.529 23.303 -1.994 3.657 1.446 C11 AKU 5 AKU C7 C6 C 0 1 N N S 24.908 77.574 27.012 -0.585 -1.049 0.821 C7 AKU 6 AKU C8 C7 C 0 1 N N N 22.988 79.098 27.166 -1.363 -2.888 -0.700 C8 AKU 7 AKU C9 C8 C 0 1 N N N 22.926 79.330 25.673 -2.781 -2.326 -0.777 C9 AKU 8 AKU C10 C9 C 0 1 N N N 23.232 77.863 20.700 -6.069 1.277 -1.593 C10 AKU 9 AKU C12 C10 C 0 1 N N N 25.119 79.650 28.320 -0.454 -3.396 1.528 C12 AKU 10 AKU C13 C11 C 0 1 N N N 24.457 76.351 27.832 0.636 -0.573 0.031 C13 AKU 11 AKU N1 N1 N 0 1 N N N 24.370 78.824 27.557 -0.785 -2.484 0.592 N1 AKU 12 AKU N2 N2 N 0 1 Y N N 26.324 73.643 31.306 4.728 -0.681 -1.701 N2 AKU 13 AKU C3 C12 C 0 1 Y N N 25.072 76.333 23.456 -2.986 1.809 0.324 C3 AKU 14 AKU C1 C13 C 0 1 Y N N 23.464 78.121 23.531 -3.896 -0.114 -0.783 C1 AKU 15 AKU C15 C14 C 0 1 Y N N 25.641 75.146 29.781 3.096 -0.786 -0.201 C15 AKU 16 AKU C16 C15 C 0 1 Y N N 25.915 74.932 31.101 3.652 -1.400 -1.257 C16 AKU 17 AKU C17 C16 C 0 1 Y N N 26.330 72.983 30.106 4.898 0.439 -0.919 C17 AKU 18 AKU C18 C17 C 0 1 Y N N 25.907 73.896 29.114 3.881 0.424 0.054 C18 AKU 19 AKU C19 C18 C 0 1 Y N N 26.672 71.663 29.810 5.817 1.484 -0.927 C19 AKU 20 AKU C2 C19 C 0 1 Y N N 24.138 77.163 22.804 -3.996 1.219 -0.429 C2 AKU 21 AKU C20 C20 C 0 1 Y N N 26.582 71.264 28.498 5.721 2.487 0.012 C20 AKU 22 AKU C21 C21 C 0 1 Y N N 26.168 72.143 27.498 4.716 2.467 0.970 C21 AKU 23 AKU C22 C22 C 0 1 Y N N 25.832 73.448 27.789 3.802 1.452 0.995 C22 AKU 24 AKU O1 O1 O 0 1 N N N 23.995 76.930 21.462 -5.072 1.951 -0.823 O1 AKU 25 AKU O2 O2 O 0 1 N N N 25.695 75.409 22.660 -3.070 3.121 0.673 O2 AKU 26 AKU O3 O3 O 0 1 N N N 24.715 80.656 28.876 -0.630 -4.576 1.313 O3 AKU 27 AKU H1 H1 H 0 1 N N N 26.007 75.840 25.299 -1.110 1.509 1.300 H1 AKU 28 AKU H2 H2 H 0 1 N N N 26.051 77.081 29.044 2.018 -0.998 1.628 H2 AKU 29 AKU H3 H3 H 0 1 N N N 24.476 76.903 29.890 1.793 -2.335 0.475 H3 AKU 30 AKU H4 H4 H 0 1 N N N 27.044 73.840 22.561 -2.186 4.709 1.655 H4 AKU 31 AKU H5 H5 H 0 1 N N N 27.420 75.116 23.768 -1.913 3.109 2.385 H5 AKU 32 AKU H6 H6 H 0 1 N N N 26.088 73.951 24.077 -1.063 3.562 0.888 H6 AKU 33 AKU H7 H7 H 0 1 N N N 26.003 77.622 27.101 -0.421 -0.870 1.883 H7 AKU 34 AKU H8 H8 H 0 1 N N N 22.628 79.995 27.692 -1.393 -3.976 -0.766 H8 AKU 35 AKU H9 H9 H 0 1 N N N 22.354 78.239 27.431 -0.761 -2.486 -1.515 H9 AKU 36 AKU H10 H10 H 0 1 N N N 23.367 80.312 25.447 -3.428 -2.892 -0.108 H10 AKU 37 AKU H11 H11 H 0 1 N N N 21.873 79.319 25.354 -3.150 -2.423 -1.798 H11 AKU 38 AKU H12 H12 H 0 1 N N N 23.207 77.544 19.648 -5.623 0.895 -2.511 H12 AKU 39 AKU H13 H13 H 0 1 N N N 22.206 77.906 21.094 -6.476 0.448 -1.014 H13 AKU 40 AKU H14 H14 H 0 1 N N N 23.694 78.859 20.770 -6.870 1.974 -1.841 H14 AKU 41 AKU H15 H15 H 0 1 N N N 26.161 79.398 28.448 -0.031 -3.075 2.469 H15 AKU 42 AKU H16 H16 H 0 1 N N N 23.367 76.375 27.979 0.736 0.507 0.132 H16 AKU 43 AKU H17 H17 H 0 1 N N N 24.737 75.423 27.312 0.511 -0.830 -1.021 H17 AKU 44 AKU H18 H18 H 0 1 N N N 26.577 73.247 32.189 5.291 -0.925 -2.453 H18 AKU 45 AKU H19 H19 H 0 1 N N N 22.759 78.769 23.031 -4.677 -0.571 -1.372 H19 AKU 46 AKU H20 H20 H 0 1 N N N 25.822 75.678 31.877 3.303 -2.325 -1.692 H20 AKU 47 AKU H21 H21 H 0 1 N N N 26.995 70.981 30.582 6.602 1.508 -1.668 H21 AKU 48 AKU H22 H22 H 0 1 N N N 26.837 70.248 28.236 6.435 3.297 0.004 H22 AKU 49 AKU H23 H23 H 0 1 N N N 26.109 71.795 26.477 4.655 3.261 1.699 H23 AKU 50 AKU H24 H24 H 0 1 N N N 25.514 74.118 27.004 3.023 1.443 1.743 H24 AKU 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 AKU C10 O1 SING N N 1 AKU O1 C2 SING N N 2 AKU O2 C11 SING N N 3 AKU O2 C3 SING N N 4 AKU C2 C3 DOUB Y N 5 AKU C2 C1 SING Y N 6 AKU C3 C4 SING Y N 7 AKU C1 C6 DOUB Y N 8 AKU C4 C5 DOUB Y N 9 AKU C6 C5 SING Y N 10 AKU C6 C9 SING N N 11 AKU C5 C7 SING N N 12 AKU C9 C8 SING N N 13 AKU C7 N1 SING N N 14 AKU C7 C13 SING N N 15 AKU C8 N1 SING N N 16 AKU C21 C22 DOUB Y N 17 AKU C21 C20 SING Y N 18 AKU N1 C12 SING N N 19 AKU C22 C18 SING Y N 20 AKU C13 C14 SING N N 21 AKU C12 O3 DOUB N N 22 AKU C20 C19 DOUB Y N 23 AKU C18 C15 SING Y N 24 AKU C18 C17 DOUB Y N 25 AKU C14 C15 SING N N 26 AKU C15 C16 DOUB Y N 27 AKU C19 C17 SING Y N 28 AKU C17 N2 SING Y N 29 AKU C16 N2 SING Y N 30 AKU C4 H1 SING N N 31 AKU C14 H2 SING N N 32 AKU C14 H3 SING N N 33 AKU C11 H4 SING N N 34 AKU C11 H5 SING N N 35 AKU C11 H6 SING N N 36 AKU C7 H7 SING N N 37 AKU C8 H8 SING N N 38 AKU C8 H9 SING N N 39 AKU C9 H10 SING N N 40 AKU C9 H11 SING N N 41 AKU C10 H12 SING N N 42 AKU C10 H13 SING N N 43 AKU C10 H14 SING N N 44 AKU C12 H15 SING N N 45 AKU C13 H16 SING N N 46 AKU C13 H17 SING N N 47 AKU N2 H18 SING N N 48 AKU C1 H19 SING N N 49 AKU C16 H20 SING N N 50 AKU C19 H21 SING N N 51 AKU C20 H22 SING N N 52 AKU C21 H23 SING N N 53 AKU C22 H24 SING N N 54 # # 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 AKU SMILES ACDLabs 12.01 "c2c1C(N(CCc1cc(c2OC)OC)C=O)CCc3cnc4c3cccc4" AKU InChI InChI 1.03 "InChI=1S/C22H24N2O3/c1-26-21-11-15-9-10-24(14-25)20(18(15)12-22(21)27-2)8-7-16-13-23-19-6-4-3-5-17(16)19/h3-6,11-14,20,23H,7-10H2,1-2H3/t20-/m0/s1" AKU InChIKey InChI 1.03 PIORUUQSJASDET-FQEVSTJZSA-N AKU SMILES_CANONICAL CACTVS 3.385 "COc1cc2CCN(C=O)[C@@H](CCc3c[nH]c4ccccc34)c2cc1OC" AKU SMILES CACTVS 3.385 "COc1cc2CCN(C=O)[CH](CCc3c[nH]c4ccccc34)c2cc1OC" AKU SMILES_CANONICAL "OpenEye OEToolkits" 2.0.6 "COc1cc2c(cc1OC)[C@@H](N(CC2)C=O)CCc3c[nH]c4c3cccc4" AKU SMILES "OpenEye OEToolkits" 2.0.6 "COc1cc2c(cc1OC)C(N(CC2)C=O)CCc3c[nH]c4c3cccc4" # # 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 AKU "SYSTEMATIC NAME" ACDLabs 12.01 "(1S)-1-[2-(1H-indol-3-yl)ethyl]-6,7-dimethoxy-3,4-dihydroisoquinoline-2(1H)-carbaldehyde" AKU "SYSTEMATIC NAME" "OpenEye OEToolkits" 2.0.6 "(1~{S})-1-[2-(1~{H}-indol-3-yl)ethyl]-6,7-dimethoxy-3,4-dihydro-1~{H}-isoquinoline-2-carbaldehyde" # # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site AKU "Create component" 2018-11-08 PDBJ AKU "Initial release" 2019-10-23 RCSB ##