data_AK0 # _chem_comp.id AK0 _chem_comp.name "(1S)-1-[2-(6-fluoro-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 H23 F 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 382.428 _chem_comp.one_letter_code ? _chem_comp.three_letter_code AK0 _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 6IMT _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 AK0 C4 C1 C 0 1 Y N N 83.128 76.919 24.700 -2.092 1.132 0.715 C4 AK0 1 AK0 C14 C2 C 0 1 N N N 82.952 76.519 28.956 1.410 -1.591 0.576 C14 AK0 2 AK0 C5 C3 C 0 1 Y N N 82.376 77.859 25.425 -2.154 -0.210 0.366 C5 AK0 3 AK0 C6 C4 C 0 1 Y N N 81.436 78.634 24.756 -3.214 -0.679 -0.378 C6 AK0 4 AK0 C11 C5 C 0 1 N N N 84.473 74.941 23.169 -1.895 3.730 1.446 C11 AK0 5 AK0 C7 C6 C 0 1 N N S 82.630 78.019 26.903 -1.028 -1.105 0.820 C7 AK0 6 AK0 C8 C7 C 0 1 N N N 80.617 79.404 26.974 -2.010 -2.844 -0.701 C8 AK0 7 AK0 C9 C8 C 0 1 N N N 80.620 79.666 25.487 -3.355 -2.125 -0.778 C9 AK0 8 AK0 C10 C9 C 0 1 N N N 81.083 78.202 20.561 -6.213 1.828 -1.593 C10 AK0 9 AK0 C12 C10 C 0 1 N N N 82.661 80.200 28.123 -1.164 -3.452 1.527 C12 AK0 10 AK0 C13 C11 C 0 1 N N N 82.184 76.753 27.659 0.239 -0.771 0.031 C13 AK0 11 AK0 N1 N1 N 0 1 N N N 81.994 79.233 27.449 -1.390 -2.508 0.592 N1 AK0 12 AK0 N2 N2 N 0 1 Y N N 83.327 73.141 30.418 4.293 -1.341 -1.702 N2 AK0 13 AK0 C3 C12 C 0 1 Y N N 82.933 76.756 23.348 -3.089 2.007 0.324 C3 AK0 14 AK0 C1 C13 C 0 1 Y N N 81.262 78.476 23.378 -4.212 0.199 -0.783 C1 AK0 15 AK0 C15 C14 C 0 1 Y N N 83.158 75.071 29.283 2.658 -1.262 -0.201 C15 AK0 16 AK0 C16 C15 C 0 1 Y N N 83.070 74.482 30.511 3.142 -1.934 -1.257 C16 AK0 17 AK0 C17 C16 C 0 1 Y N N 83.600 72.828 29.110 4.587 -0.247 -0.919 C17 AK0 18 AK0 C18 C17 C 0 1 Y N N 83.506 74.020 28.359 3.579 -0.151 0.057 C18 AK0 19 AK0 C19 C18 C 0 1 Y N N 83.922 71.619 28.506 5.616 0.689 -0.931 C19 AK0 20 AK0 C2 C19 C 0 1 Y N N 82.004 77.560 22.668 -4.160 1.535 -0.429 C2 AK0 21 AK0 C20 C20 C 0 1 Y N N 84.146 71.621 27.153 5.636 1.697 0.011 C20 AK0 22 AK0 C21 C21 C 0 1 Y N N 84.062 72.769 26.380 4.636 1.787 0.973 C21 AK0 23 AK0 C22 C22 C 0 1 Y N N 83.745 73.966 26.977 3.618 0.877 1.001 C22 AK0 24 AK0 F1 F1 F 0 1 N N N 84.464 70.448 26.533 6.635 2.606 -0.002 F1 AK0 25 AK0 O1 O1 O 0 1 N N N 81.899 77.316 21.327 -5.146 2.385 -0.823 O1 AK0 26 AK0 O2 O2 O 0 1 N N N 83.601 75.878 22.541 -3.024 3.320 0.673 O2 AK0 27 AK0 O3 O3 O 0 1 N N N 83.848 80.127 28.375 -1.473 -4.605 1.312 O3 AK0 28 AK0 H1 H1 H 0 1 N N N 83.867 76.318 25.210 -1.260 1.496 1.300 H1 AK0 29 AK0 H2 H2 H 0 1 N N N 83.938 76.998 28.867 1.564 -1.350 1.628 H2 AK0 30 AK0 H3 H3 H 0 1 N N N 82.391 76.984 29.780 1.189 -2.653 0.475 H3 AK0 31 AK0 H4 H4 H 0 1 N N N 84.939 74.303 22.404 -1.877 3.176 2.385 H4 AK0 32 AK0 H5 H5 H 0 1 N N N 85.255 75.482 23.722 -0.980 3.530 0.888 H5 AK0 33 AK0 H6 H6 H 0 1 N N N 83.897 74.315 23.867 -1.966 4.797 1.656 H6 AK0 34 AK0 H7 H7 H 0 1 N N N 83.717 78.114 27.044 -0.845 -0.947 1.883 H7 AK0 35 AK0 H8 H8 H 0 1 N N N 80.154 80.255 27.494 -2.163 -3.921 -0.767 H8 AK0 36 AK0 H9 H9 H 0 1 N N N 80.042 78.490 27.183 -1.366 -2.513 -1.516 H9 AK0 37 AK0 H10 H10 H 0 1 N N N 81.048 80.662 25.299 -4.062 -2.614 -0.109 H10 AK0 38 AK0 H11 H11 H 0 1 N N N 79.585 79.635 25.115 -3.732 -2.179 -1.799 H11 AK0 39 AK0 H12 H12 H 0 1 N N N 81.090 77.889 19.507 -5.813 1.398 -2.511 H12 AK0 40 AK0 H13 H13 H 0 1 N N N 80.052 78.175 20.945 -6.711 1.050 -1.014 H13 AK0 41 AK0 H14 H14 H 0 1 N N N 81.477 79.226 20.642 -6.930 2.611 -1.841 H14 AK0 42 AK0 H15 H15 H 0 1 N N N 82.115 81.073 28.450 -0.708 -3.181 2.468 H15 AK0 43 AK0 H16 H16 H 0 1 N N N 81.115 76.849 27.899 0.460 0.291 0.132 H16 AK0 44 AK0 H17 H17 H 0 1 N N N 82.335 75.883 27.003 0.086 -1.012 -1.021 H17 AK0 45 AK0 H18 H18 H 0 1 N N N 83.317 72.494 31.180 4.824 -1.648 -2.453 H18 AK0 46 AK0 H19 H19 H 0 1 N N N 80.533 79.083 22.862 -5.040 -0.166 -1.372 H19 AK0 47 AK0 H20 H20 H 0 1 N N N 82.831 75.001 31.427 2.690 -2.813 -1.692 H20 AK0 48 AK0 H21 H21 H 0 1 N N N 83.993 70.708 29.082 6.397 0.627 -1.674 H21 AK0 49 AK0 H22 H22 H 0 1 N N N 84.244 72.723 25.316 4.665 2.581 1.704 H22 AK0 50 AK0 H23 H23 H 0 1 N N N 83.680 74.865 26.382 2.844 0.953 1.751 H23 AK0 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 AK0 C10 O1 SING N N 1 AK0 O1 C2 SING N N 2 AK0 O2 C11 SING N N 3 AK0 O2 C3 SING N N 4 AK0 C2 C3 DOUB Y N 5 AK0 C2 C1 SING Y N 6 AK0 C3 C4 SING Y N 7 AK0 C1 C6 DOUB Y N 8 AK0 C4 C5 DOUB Y N 9 AK0 C6 C5 SING Y N 10 AK0 C6 C9 SING N N 11 AK0 C5 C7 SING N N 12 AK0 C9 C8 SING N N 13 AK0 C21 C22 DOUB Y N 14 AK0 C21 C20 SING Y N 15 AK0 F1 C20 SING N N 16 AK0 C7 N1 SING N N 17 AK0 C7 C13 SING N N 18 AK0 C8 N1 SING N N 19 AK0 C22 C18 SING Y N 20 AK0 C20 C19 DOUB Y N 21 AK0 N1 C12 SING N N 22 AK0 C13 C14 SING N N 23 AK0 C12 O3 DOUB N N 24 AK0 C18 C17 DOUB Y N 25 AK0 C18 C15 SING Y N 26 AK0 C19 C17 SING Y N 27 AK0 C14 C15 SING N N 28 AK0 C17 N2 SING Y N 29 AK0 C15 C16 DOUB Y N 30 AK0 N2 C16 SING Y N 31 AK0 C4 H1 SING N N 32 AK0 C14 H2 SING N N 33 AK0 C14 H3 SING N N 34 AK0 C11 H4 SING N N 35 AK0 C11 H5 SING N N 36 AK0 C11 H6 SING N N 37 AK0 C7 H7 SING N N 38 AK0 C8 H8 SING N N 39 AK0 C8 H9 SING N N 40 AK0 C9 H10 SING N N 41 AK0 C9 H11 SING N N 42 AK0 C10 H12 SING N N 43 AK0 C10 H13 SING N N 44 AK0 C10 H14 SING N N 45 AK0 C12 H15 SING N N 46 AK0 C13 H16 SING N N 47 AK0 C13 H17 SING N N 48 AK0 N2 H18 SING N N 49 AK0 C1 H19 SING N N 50 AK0 C16 H20 SING N N 51 AK0 C19 H21 SING N N 52 AK0 C21 H22 SING N N 53 AK0 C22 H23 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 AK0 SMILES ACDLabs 12.01 "c2c1C(N(CCc1cc(c2OC)OC)C=O)CCc3cnc4c3ccc(c4)F" AK0 InChI InChI 1.03 "InChI=1S/C22H23FN2O3/c1-27-21-9-14-7-8-25(13-26)20(18(14)11-22(21)28-2)6-3-15-12-24-19-10-16(23)4-5-17(15)19/h4-5,9-13,20,24H,3,6-8H2,1-2H3/t20-/m0/s1" AK0 InChIKey InChI 1.03 RBONXQJLLSKVHK-FQEVSTJZSA-N AK0 SMILES_CANONICAL CACTVS 3.385 "COc1cc2CCN(C=O)[C@@H](CCc3c[nH]c4cc(F)ccc34)c2cc1OC" AK0 SMILES CACTVS 3.385 "COc1cc2CCN(C=O)[CH](CCc3c[nH]c4cc(F)ccc34)c2cc1OC" AK0 SMILES_CANONICAL "OpenEye OEToolkits" 2.0.6 "COc1cc2c(cc1OC)[C@@H](N(CC2)C=O)CCc3c[nH]c4c3ccc(c4)F" AK0 SMILES "OpenEye OEToolkits" 2.0.6 "COc1cc2c(cc1OC)C(N(CC2)C=O)CCc3c[nH]c4c3ccc(c4)F" # # 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 AK0 "SYSTEMATIC NAME" ACDLabs 12.01 "(1S)-1-[2-(6-fluoro-1H-indol-3-yl)ethyl]-6,7-dimethoxy-3,4-dihydroisoquinoline-2(1H)-carbaldehyde" AK0 "SYSTEMATIC NAME" "OpenEye OEToolkits" 2.0.6 "(1~{S})-1-[2-(6-fluoranyl-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 AK0 "Create component" 2018-11-08 PDBJ AK0 "Initial release" 2019-10-23 RCSB ##