data_92R # _chem_comp.id 92R _chem_comp.name "3-{4-[(dimethylamino)methyl]phenyl}-5-methoxyisoquinolin-1(2H)-one" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C19 H20 N2 O2" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2014-08-08 _chem_comp.pdbx_modified_date 2015-07-02 _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 308.374 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 92R _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 4UW1 _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 92R O1 O1 O 0 1 N N N 67.310 -27.546 -18.525 2.546 -3.359 0.065 O1 92R 1 92R C9 C9 C 0 1 N N N 67.244 -28.335 -19.464 2.188 -2.196 0.015 C9 92R 2 92R C5 C5 C 0 1 Y N N 68.418 -28.989 -20.061 3.170 -1.109 0.090 C5 92R 3 92R C4 C4 C 0 1 Y N N 69.689 -28.735 -19.550 4.536 -1.364 0.220 C4 92R 4 92R C3 C3 C 0 1 Y N N 70.799 -29.348 -20.105 5.424 -0.313 0.287 C3 92R 5 92R C2 C2 C 0 1 Y N N 70.662 -30.216 -21.173 4.976 1.000 0.226 C2 92R 6 92R N N N 0 1 N N N 66.033 -28.659 -20.032 0.881 -1.887 -0.117 N 92R 7 92R C8 C8 C 0 1 N N N 65.852 -29.529 -21.094 0.455 -0.580 -0.176 C8 92R 8 92R C7 C7 C 0 1 N N N 66.932 -30.128 -21.651 1.318 0.463 -0.106 C7 92R 9 92R C6 C6 C 0 1 Y N N 68.254 -29.872 -21.145 2.708 0.226 0.027 C6 92R 10 92R C1 C1 C 0 1 Y N N 69.402 -30.473 -21.688 3.630 1.281 0.097 C1 92R 11 92R O O O 0 1 N N N 69.168 -31.306 -22.747 3.203 2.569 0.039 O 92R 12 92R C C C 0 1 N N N 70.296 -31.929 -23.357 4.201 3.589 0.117 C 92R 13 92R C10 C10 C 0 1 Y N N 64.468 -29.754 -21.547 -0.990 -0.305 -0.321 C10 92R 14 92R C18 C18 C 0 1 Y N N 63.603 -30.563 -20.819 -1.900 -1.360 -0.396 C18 92R 15 92R C17 C17 C 0 1 Y N N 62.303 -30.767 -21.245 -3.248 -1.096 -0.531 C17 92R 16 92R C13 C13 C 0 1 Y N N 61.829 -30.174 -22.405 -3.697 0.211 -0.593 C13 92R 17 92R C12 C12 C 0 1 Y N N 62.694 -29.370 -23.131 -2.799 1.262 -0.519 C12 92R 18 92R C11 C11 C 0 1 Y N N 63.994 -29.160 -22.712 -1.450 1.012 -0.378 C11 92R 19 92R C14 C14 C 0 1 N N N 60.407 -30.393 -22.862 -5.170 0.492 -0.741 C14 92R 20 92R N1 N1 N 0 1 N N N 59.874 -31.700 -22.494 -5.784 0.602 0.589 N1 92R 21 92R C16 C16 C 0 1 N N N 59.413 -32.422 -23.674 -7.160 1.106 0.493 C16 92R 22 92R C15 C15 C 0 1 N N N 58.783 -31.563 -21.535 -5.743 -0.686 1.295 C15 92R 23 92R H H H 0 1 N N N 65.216 -28.231 -19.646 0.227 -2.602 -0.171 H 92R 24 92R H4 H4 H 0 1 N N N 69.809 -28.057 -18.718 4.895 -2.381 0.269 H4 92R 25 92R H3 H3 H 0 1 N N N 71.780 -29.147 -19.701 6.480 -0.513 0.388 H3 92R 26 92R H2 H2 H 0 1 N N N 71.532 -30.690 -21.603 5.689 1.810 0.280 H2 92R 27 92R H7 H7 H 0 1 N N N 66.799 -30.804 -22.483 0.945 1.475 -0.157 H7 92R 28 92R HC1 HC1 H 0 1 N N N 69.959 -32.566 -24.188 4.902 3.475 -0.711 HC1 92R 29 92R HC2 HC2 H 0 1 N N N 70.979 -31.156 -23.740 3.726 4.568 0.058 HC2 92R 30 92R HC3 HC3 H 0 1 N N N 70.821 -32.546 -22.613 4.738 3.500 1.061 HC3 92R 31 92R H18 H18 H 0 1 N N N 63.949 -31.037 -19.912 -1.551 -2.381 -0.349 H18 92R 32 92R H11 H11 H 0 1 N N N 64.648 -28.529 -23.295 -0.751 1.833 -0.317 H11 92R 33 92R H17 H17 H 0 1 N N N 61.647 -31.398 -20.665 -3.953 -1.911 -0.589 H17 92R 34 92R H12 H12 H 0 1 N N N 62.346 -28.900 -24.039 -3.157 2.280 -0.568 H12 92R 35 92R H141 H141 H 0 0 N N N 59.772 -29.618 -22.409 -5.309 1.427 -1.284 H141 92R 36 92R H142 H142 H 0 0 N N N 60.375 -30.299 -23.958 -5.641 -0.321 -1.293 H142 92R 37 92R H161 H161 H 0 0 N N N 59.016 -33.403 -23.373 -7.756 0.423 -0.112 H161 92R 38 92R H162 H162 H 0 0 N N N 58.621 -31.843 -24.172 -7.591 1.178 1.492 H162 92R 39 92R H163 H163 H 0 0 N N N 60.254 -32.565 -24.368 -7.154 2.092 0.029 H163 92R 40 92R H151 H151 H 0 0 N N N 58.398 -32.559 -21.273 -4.707 -1.002 1.414 H151 92R 41 92R H152 H152 H 0 0 N N N 59.153 -31.063 -20.628 -6.204 -0.576 2.277 H152 92R 42 92R H153 H153 H 0 0 N N N 57.976 -30.964 -21.981 -6.288 -1.434 0.720 H153 92R 43 # 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 92R O1 C9 DOUB N N 1 92R C9 C5 SING N N 2 92R C9 N SING N N 3 92R C5 C4 SING Y N 4 92R C5 C6 DOUB Y N 5 92R C4 C3 DOUB Y N 6 92R C3 C2 SING Y N 7 92R C2 C1 DOUB Y N 8 92R N C8 SING N N 9 92R C8 C7 DOUB N N 10 92R C8 C10 SING N N 11 92R C7 C6 SING N N 12 92R C6 C1 SING Y N 13 92R C1 O SING N N 14 92R O C SING N N 15 92R C10 C18 SING Y N 16 92R C10 C11 DOUB Y N 17 92R C18 C17 DOUB Y N 18 92R C17 C13 SING Y N 19 92R C13 C12 DOUB Y N 20 92R C13 C14 SING N N 21 92R C12 C11 SING Y N 22 92R C14 N1 SING N N 23 92R N1 C16 SING N N 24 92R N1 C15 SING N N 25 92R N H SING N N 26 92R C4 H4 SING N N 27 92R C3 H3 SING N N 28 92R C2 H2 SING N N 29 92R C7 H7 SING N N 30 92R C HC1 SING N N 31 92R C HC2 SING N N 32 92R C HC3 SING N N 33 92R C18 H18 SING N N 34 92R C11 H11 SING N N 35 92R C17 H17 SING N N 36 92R C12 H12 SING N N 37 92R C14 H141 SING N N 38 92R C14 H142 SING N N 39 92R C16 H161 SING N N 40 92R C16 H162 SING N N 41 92R C16 H163 SING N N 42 92R C15 H151 SING N N 43 92R C15 H152 SING N N 44 92R C15 H153 SING N N 45 # 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 92R SMILES ACDLabs 12.01 "O=C2c3cccc(OC)c3C=C(c1ccc(cc1)CN(C)C)N2" 92R InChI InChI 1.03 "InChI=1S/C19H20N2O2/c1-21(2)12-13-7-9-14(10-8-13)17-11-16-15(19(22)20-17)5-4-6-18(16)23-3/h4-11H,12H2,1-3H3,(H,20,22)" 92R InChIKey InChI 1.03 GXNFWDRMXAHNFL-UHFFFAOYSA-N 92R SMILES_CANONICAL CACTVS 3.385 "COc1cccc2C(=O)NC(=Cc12)c3ccc(CN(C)C)cc3" 92R SMILES CACTVS 3.385 "COc1cccc2C(=O)NC(=Cc12)c3ccc(CN(C)C)cc3" 92R SMILES_CANONICAL "OpenEye OEToolkits" 1.7.6 "CN(C)Cc1ccc(cc1)C2=Cc3c(cccc3OC)C(=O)N2" 92R SMILES "OpenEye OEToolkits" 1.7.6 "CN(C)Cc1ccc(cc1)C2=Cc3c(cccc3OC)C(=O)N2" # 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 92R "SYSTEMATIC NAME" ACDLabs 12.01 "3-{4-[(dimethylamino)methyl]phenyl}-5-methoxyisoquinolin-1(2H)-one" 92R "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.6 "3-[4-[(dimethylamino)methyl]phenyl]-5-methoxy-2H-isoquinolin-1-one" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site 92R "Create component" 2014-08-08 EBI 92R "Initial release" 2015-07-07 RCSB #