data_5U6 # _chem_comp.id 5U6 _chem_comp.name "4-[4-[(dimethylamino)methyl]-2,5-dimethoxy-phenyl]-2-methyl-2,7-naphthyridin-1-one" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C20 H23 N3 O3" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2015-12-02 _chem_comp.pdbx_modified_date 2016-03-04 _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 353.415 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 5U6 _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 5F1H _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 5U6 N3 N1 N 0 1 Y N N -4.263 54.081 7.294 -3.412 2.736 1.658 N3 5U6 1 5U6 C4 C1 C 0 1 Y N N -3.082 53.496 7.443 -4.111 1.839 0.992 C4 5U6 2 5U6 C5 C2 C 0 1 Y N N -4.140 51.357 6.961 -2.044 0.740 0.389 C5 5U6 3 5U6 C6 C3 C 0 1 Y N N -2.964 52.106 7.290 -3.457 0.804 0.330 C6 5U6 4 5U6 C7 C4 C 0 1 N N N -1.687 51.386 7.449 -4.169 -0.228 -0.429 C7 5U6 5 5U6 C10 C5 C 0 1 N N N -4.014 49.897 6.807 -1.362 -0.354 -0.311 C10 5U6 6 5U6 C13 C6 C 0 1 Y N N -6.175 47.341 5.030 2.111 -1.528 0.549 C13 5U6 7 5U6 C17 C7 C 0 1 Y N N -5.092 48.171 5.330 0.730 -1.431 0.523 C17 5U6 8 5U6 C20 C8 C 0 1 Y N N -7.435 48.242 6.883 2.277 0.292 -1.010 C20 5U6 9 5U6 C21 C9 C 0 1 Y N N -7.340 47.373 5.793 2.882 -0.671 -0.214 C21 5U6 10 5U6 C24 C10 C 0 1 N N N -7.537 44.716 6.928 6.363 0.027 0.956 C24 5U6 11 5U6 C26 C11 C 0 1 N N N -3.931 47.504 3.300 0.669 -3.239 2.066 C26 5U6 12 5U6 C18 C12 C 0 1 Y N N -5.177 49.036 6.442 0.115 -0.463 -0.278 C18 5U6 13 5U6 C1 C13 C 0 1 Y N N -5.353 52.048 6.799 -1.363 1.721 1.111 C1 5U6 14 5U6 N8 N2 N 0 1 N N N -1.674 50.034 7.336 -3.465 -1.200 -1.044 N8 5U6 15 5U6 C2 C14 C 0 1 Y N N -5.368 53.409 6.989 -2.091 2.700 1.730 C2 5U6 16 5U6 C16 C15 C 0 1 N N N -9.798 44.514 6.120 4.693 1.594 0.171 C16 5U6 17 5U6 O25 O1 O 0 1 N N N -3.942 48.137 4.583 -0.027 -2.275 1.273 O25 5U6 18 5U6 C9 C16 C 0 1 N N N -2.796 49.322 7.033 -2.105 -1.265 -0.989 C9 5U6 19 5U6 C12 C17 C 0 1 N N N -0.398 49.315 7.483 -4.190 -2.225 -1.799 C12 5U6 20 5U6 C19 C18 C 0 1 Y N N -6.354 49.065 7.205 0.897 0.398 -1.044 C19 5U6 21 5U6 C14 C19 C 0 1 N N N -8.494 46.455 5.435 4.384 -0.782 -0.181 C14 5U6 22 5U6 O22 O2 O 0 1 N N N -8.599 48.296 7.597 3.042 1.132 -1.757 O22 5U6 23 5U6 N15 N3 N 0 1 N N N -8.740 45.459 6.507 4.932 0.249 0.711 N15 5U6 24 5U6 O11 O3 O 0 1 N N N -0.650 51.986 7.695 -5.384 -0.209 -0.504 O11 5U6 25 5U6 C23 C20 C 0 1 N N N -8.586 48.676 8.979 2.354 2.099 -2.554 C23 5U6 26 5U6 H1 H1 H 0 1 N N N -2.212 54.089 7.682 -5.189 1.906 0.961 H1 5U6 27 5U6 H2 H2 H 0 1 N N N -6.108 46.663 4.192 2.587 -2.272 1.170 H2 5U6 28 5U6 H3 H3 H 0 1 N N N -7.805 44.002 7.721 6.743 0.804 1.619 H3 5U6 29 5U6 H4 H4 H 0 1 N N N -7.124 44.169 6.067 6.505 -0.949 1.421 H4 5U6 30 5U6 H5 H5 H 0 1 N N N -6.785 45.422 7.309 6.903 0.061 0.010 H5 5U6 31 5U6 H6 H6 H 0 1 N N N -2.925 47.581 2.861 1.267 -3.879 1.418 H6 5U6 32 5U6 H7 H7 H 0 1 N N N -4.202 46.444 3.412 1.322 -2.725 2.772 H7 5U6 33 5U6 H8 H8 H 0 1 N N N -4.658 48.001 2.640 -0.051 -3.847 2.614 H8 5U6 34 5U6 H9 H9 H 0 1 N N N -6.256 51.520 6.530 -0.285 1.707 1.180 H9 5U6 35 5U6 H10 H10 H 0 1 N N N -6.300 53.945 6.888 -1.574 3.465 2.291 H10 5U6 36 5U6 H11 H11 H 0 1 N N N -9.958 43.789 6.932 3.620 1.757 0.065 H11 5U6 37 5U6 H12 H12 H 0 1 N N N -10.731 45.065 5.932 5.108 2.338 0.851 H12 5U6 38 5U6 H13 H13 H 0 1 N N N -9.497 43.980 5.207 5.172 1.684 -0.804 H13 5U6 39 5U6 H14 H14 H 0 1 N N N -2.718 48.247 6.968 -1.601 -2.070 -1.504 H14 5U6 40 5U6 H15 H15 H 0 1 N N N 0.401 50.031 7.726 -5.260 -2.029 -1.742 H15 5U6 41 5U6 H16 H16 H 0 1 N N N -0.485 48.575 8.292 -3.871 -2.202 -2.841 H16 5U6 42 5U6 H17 H17 H 0 1 N N N -0.156 48.801 6.541 -3.977 -3.206 -1.375 H17 5U6 43 5U6 H18 H18 H 0 1 N N N -6.425 49.732 8.052 0.428 1.148 -1.664 H18 5U6 44 5U6 H19 H19 H 0 1 N N N -9.402 47.059 5.291 4.668 -1.768 0.187 H19 5U6 45 5U6 H20 H20 H 0 1 N N N -8.255 45.925 4.501 4.781 -0.641 -1.186 H20 5U6 46 5U6 H22 H22 H 0 1 N N N -9.612 48.659 9.374 3.080 2.703 -3.098 H22 5U6 47 5U6 H23 H23 H 0 1 N N N -7.963 47.970 9.547 1.702 1.589 -3.262 H23 5U6 48 5U6 H24 H24 H 0 1 N N N -8.172 49.691 9.076 1.757 2.743 -1.908 H24 5U6 49 # 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 5U6 C26 O25 SING N N 1 5U6 O25 C17 SING N N 2 5U6 C13 C17 DOUB Y N 3 5U6 C13 C21 SING Y N 4 5U6 C17 C18 SING Y N 5 5U6 C14 C21 SING N N 6 5U6 C14 N15 SING N N 7 5U6 C21 C20 DOUB Y N 8 5U6 C16 N15 SING N N 9 5U6 C18 C10 SING N N 10 5U6 C18 C19 DOUB Y N 11 5U6 N15 C24 SING N N 12 5U6 C1 C5 DOUB Y N 13 5U6 C1 C2 SING Y N 14 5U6 C10 C5 SING N N 15 5U6 C10 C9 DOUB N N 16 5U6 C20 C19 SING Y N 17 5U6 C20 O22 SING N N 18 5U6 C5 C6 SING Y N 19 5U6 C2 N3 DOUB Y N 20 5U6 C9 N8 SING N N 21 5U6 C6 C4 DOUB Y N 22 5U6 C6 C7 SING N N 23 5U6 N3 C4 SING Y N 24 5U6 N8 C7 SING N N 25 5U6 N8 C12 SING N N 26 5U6 C7 O11 DOUB N N 27 5U6 O22 C23 SING N N 28 5U6 C4 H1 SING N N 29 5U6 C13 H2 SING N N 30 5U6 C24 H3 SING N N 31 5U6 C24 H4 SING N N 32 5U6 C24 H5 SING N N 33 5U6 C26 H6 SING N N 34 5U6 C26 H7 SING N N 35 5U6 C26 H8 SING N N 36 5U6 C1 H9 SING N N 37 5U6 C2 H10 SING N N 38 5U6 C16 H11 SING N N 39 5U6 C16 H12 SING N N 40 5U6 C16 H13 SING N N 41 5U6 C9 H14 SING N N 42 5U6 C12 H15 SING N N 43 5U6 C12 H16 SING N N 44 5U6 C12 H17 SING N N 45 5U6 C19 H18 SING N N 46 5U6 C14 H19 SING N N 47 5U6 C14 H20 SING N N 48 5U6 C23 H22 SING N N 49 5U6 C23 H23 SING N N 50 5U6 C23 H24 SING N N 51 # 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 5U6 InChI InChI 1.03 "InChI=1S/C20H23N3O3/c1-22(2)11-13-8-19(26-5)15(9-18(13)25-4)17-12-23(3)20(24)16-10-21-7-6-14(16)17/h6-10,12H,11H2,1-5H3" 5U6 InChIKey InChI 1.03 BJFSUDWKXGMUKA-UHFFFAOYSA-N 5U6 SMILES_CANONICAL CACTVS 3.385 "COc1cc(c(OC)cc1CN(C)C)C2=CN(C)C(=O)c3cnccc23" 5U6 SMILES CACTVS 3.385 "COc1cc(c(OC)cc1CN(C)C)C2=CN(C)C(=O)c3cnccc23" 5U6 SMILES_CANONICAL "OpenEye OEToolkits" 2.0.4 "CN1C=C(c2ccncc2C1=O)c3cc(c(cc3OC)CN(C)C)OC" 5U6 SMILES "OpenEye OEToolkits" 2.0.4 "CN1C=C(c2ccncc2C1=O)c3cc(c(cc3OC)CN(C)C)OC" # 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 5U6 "SYSTEMATIC NAME" "OpenEye OEToolkits" 2.0.4 "4-[4-[(dimethylamino)methyl]-2,5-dimethoxy-phenyl]-2-methyl-2,7-naphthyridin-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 5U6 "Create component" 2015-12-02 EBI 5U6 "Initial release" 2016-03-09 RCSB #