data_AE6 # _chem_comp.id AE6 _chem_comp.name "6-{(1E)-3-[3-(3-methyl-1-benzofuran-2-yl)azetidin-1-yl]-3-oxoprop-1-en-1-yl}-1,8-naphthyridin-2(1H)-one" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C23 H19 N3 O3" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2013-04-16 _chem_comp.pdbx_modified_date 2014-03-28 _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 385.415 _chem_comp.one_letter_code ? _chem_comp.three_letter_code AE6 _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 4JX8 _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 AE6 O3 O3 O 0 1 N N N -4.181 14.463 297.352 -8.923 2.255 0.032 O3 AE6 1 AE6 C21 C21 C 0 1 N N N -3.401 15.324 296.965 -8.013 1.445 0.059 C21 AE6 2 AE6 N3 N3 N 0 1 N N N -3.360 16.510 297.569 -6.745 1.885 -0.008 N3 AE6 3 AE6 C18 C18 C 0 1 Y N N -2.566 17.530 297.181 -5.686 1.010 0.020 C18 AE6 4 AE6 N2 N2 N 0 1 Y N N -2.706 18.711 297.814 -4.439 1.458 -0.049 N2 AE6 5 AE6 C17 C17 C 0 1 Y N N -1.970 19.780 297.483 -3.406 0.647 -0.025 C17 AE6 6 AE6 C22 C22 C 0 1 N N N -2.499 15.019 295.785 -8.319 0.071 0.167 C22 AE6 7 AE6 C23 C23 C 0 1 N N N -1.462 16.093 295.447 -7.321 -0.846 0.200 C23 AE6 8 AE6 C19 C19 C 0 1 Y N N -1.644 17.411 296.156 -5.938 -0.375 0.121 C19 AE6 9 AE6 C20 C20 C 0 1 Y N N -0.859 18.515 295.790 -4.866 -1.269 0.150 C20 AE6 10 AE6 C16 C16 C 0 1 Y N N -1.024 19.729 296.461 -3.572 -0.742 0.074 C16 AE6 11 AE6 C15 C15 C 0 1 N N N -0.265 20.986 296.185 -2.401 -1.633 0.101 C15 AE6 12 AE6 C14 C14 C 0 1 N N N 0.676 21.159 295.245 -1.158 -1.115 0.026 C14 AE6 13 AE6 C13 C13 C 0 1 N N N 1.284 22.367 295.096 0.006 -2.001 0.053 C13 AE6 14 AE6 O2 O2 O 0 1 N N N 0.985 23.285 295.840 -0.147 -3.205 0.142 O2 AE6 15 AE6 N1 N1 N 0 1 N N N 2.305 22.636 294.134 1.249 -1.484 -0.022 N1 AE6 16 AE6 C11 C11 C 0 1 N N N 2.298 24.029 293.629 2.619 -2.017 -0.026 C11 AE6 17 AE6 C12 C12 C 0 1 N N N 2.107 22.123 292.762 1.830 -0.138 -0.140 C12 AE6 18 AE6 C10 C10 C 0 1 N N N 2.282 23.525 292.197 3.041 -0.778 -0.828 C10 AE6 19 AE6 C7 C7 C 0 1 Y N N 1.205 23.972 291.279 4.367 -0.192 -0.415 C7 AE6 20 AE6 O1 O1 O 0 1 Y N N -0.102 24.049 291.684 4.847 -0.185 0.841 O1 AE6 21 AE6 C4 C4 C 0 1 Y N N -0.854 24.494 290.553 6.056 0.409 0.889 C4 AE6 22 AE6 C3 C3 C 0 1 Y N N -2.226 24.724 290.484 6.955 0.666 1.917 C3 AE6 23 AE6 C2 C2 C 0 1 Y N N -2.782 25.159 289.283 8.143 1.309 1.644 C2 AE6 24 AE6 C8 C8 C 0 1 Y N N 1.226 24.384 289.850 5.240 0.391 -1.247 C8 AE6 25 AE6 C9 C9 C 0 1 N N N 2.335 24.499 288.850 5.083 0.586 -2.733 C9 AE6 26 AE6 C5 C5 C 0 1 Y N N -0.067 24.700 289.438 6.377 0.811 -0.419 C5 AE6 27 AE6 C6 C6 C 0 1 Y N N -0.608 25.131 288.235 7.584 1.459 -0.676 C6 AE6 28 AE6 C1 C1 C 0 1 Y N N -1.982 25.361 288.163 8.454 1.704 0.350 C1 AE6 29 AE6 H1 H1 H 0 1 N N N -3.955 16.654 298.360 -6.575 2.837 -0.078 H1 AE6 30 AE6 H2 H2 H 0 1 N N N -2.113 20.705 298.022 -2.409 1.058 -0.083 H2 AE6 31 AE6 H3 H3 H 0 1 N N N -2.583 14.103 295.219 -9.349 -0.249 0.224 H3 AE6 32 AE6 H4 H4 H 0 1 N N N -0.656 15.919 294.749 -7.542 -1.900 0.283 H4 AE6 33 AE6 H5 H5 H 0 1 N N N -0.133 18.427 294.996 -5.030 -2.333 0.232 H5 AE6 34 AE6 H6 H6 H 0 1 N N N -0.497 21.840 296.804 -2.537 -2.701 0.180 H6 AE6 35 AE6 H7 H7 H 0 1 N N N 0.952 20.335 294.603 -1.022 -0.047 -0.053 H7 AE6 36 AE6 H8 H8 H 0 1 N N N 3.199 24.604 293.891 3.069 -2.066 0.965 H8 AE6 37 AE6 H9 H9 H 0 1 N N N 1.403 24.602 293.911 2.720 -2.949 -0.581 H9 AE6 38 AE6 H10 H10 H 0 1 N N N 1.111 21.691 292.586 1.262 0.524 -0.793 H10 AE6 39 AE6 H11 H11 H 0 1 N N N 2.879 21.410 292.436 2.067 0.319 0.821 H11 AE6 40 AE6 H12 H12 H 0 1 N N N 3.273 23.637 291.733 2.934 -0.890 -1.907 H12 AE6 41 AE6 H13 H13 H 0 1 N N N -2.851 24.567 291.351 6.723 0.364 2.928 H13 AE6 42 AE6 H14 H14 H 0 1 N N N -3.845 25.341 289.221 8.840 1.508 2.445 H14 AE6 43 AE6 H15 H15 H 0 1 N N N 2.760 25.513 288.888 4.596 1.542 -2.925 H15 AE6 44 AE6 H16 H16 H 0 1 N N N 3.119 23.764 289.086 6.064 0.577 -3.207 H16 AE6 45 AE6 H17 H17 H 0 1 N N N 1.941 24.304 287.842 4.474 -0.220 -3.143 H17 AE6 46 AE6 H18 H18 H 0 1 N N N 0.022 25.285 287.372 7.833 1.762 -1.682 H18 AE6 47 AE6 H19 H19 H 0 1 N N N -2.425 25.696 287.237 9.389 2.206 0.153 H19 AE6 48 # 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 AE6 C1 C6 DOUB Y N 1 AE6 C1 C2 SING Y N 2 AE6 C6 C5 SING Y N 3 AE6 C9 C8 SING N N 4 AE6 C2 C3 DOUB Y N 5 AE6 C5 C8 SING Y N 6 AE6 C5 C4 DOUB Y N 7 AE6 C8 C7 DOUB Y N 8 AE6 C3 C4 SING Y N 9 AE6 C4 O1 SING Y N 10 AE6 C7 O1 SING Y N 11 AE6 C7 C10 SING N N 12 AE6 C10 C12 SING N N 13 AE6 C10 C11 SING N N 14 AE6 C12 N1 SING N N 15 AE6 C11 N1 SING N N 16 AE6 N1 C13 SING N N 17 AE6 C13 C14 SING N N 18 AE6 C13 O2 DOUB N N 19 AE6 C14 C15 DOUB N E 20 AE6 C23 C22 DOUB N N 21 AE6 C23 C19 SING N N 22 AE6 C22 C21 SING N N 23 AE6 C20 C19 DOUB Y N 24 AE6 C20 C16 SING Y N 25 AE6 C19 C18 SING Y N 26 AE6 C15 C16 SING N N 27 AE6 C16 C17 DOUB Y N 28 AE6 C21 O3 DOUB N N 29 AE6 C21 N3 SING N N 30 AE6 C18 N3 SING N N 31 AE6 C18 N2 DOUB Y N 32 AE6 C17 N2 SING Y N 33 AE6 N3 H1 SING N N 34 AE6 C17 H2 SING N N 35 AE6 C22 H3 SING N N 36 AE6 C23 H4 SING N N 37 AE6 C20 H5 SING N N 38 AE6 C15 H6 SING N N 39 AE6 C14 H7 SING N N 40 AE6 C11 H8 SING N N 41 AE6 C11 H9 SING N N 42 AE6 C12 H10 SING N N 43 AE6 C12 H11 SING N N 44 AE6 C10 H12 SING N N 45 AE6 C3 H13 SING N N 46 AE6 C2 H14 SING N N 47 AE6 C9 H15 SING N N 48 AE6 C9 H16 SING N N 49 AE6 C9 H17 SING N N 50 AE6 C6 H18 SING N N 51 AE6 C1 H19 SING N N 52 # 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 AE6 SMILES ACDLabs 12.01 "O=C2C=Cc1cc(cnc1N2)\C=C\C(=O)N5CC(c4oc3ccccc3c4C)C5" AE6 InChI InChI 1.03 "InChI=1S/C23H19N3O3/c1-14-18-4-2-3-5-19(18)29-22(14)17-12-26(13-17)21(28)9-6-15-10-16-7-8-20(27)25-23(16)24-11-15/h2-11,17H,12-13H2,1H3,(H,24,25,27)/b9-6+" AE6 InChIKey InChI 1.03 WOXLILFJNITQHB-RMKNXTFCSA-N AE6 SMILES_CANONICAL CACTVS 3.370 "Cc1c(oc2ccccc12)[C@H]3CN(C3)C(=O)\C=C\c4cnc5NC(=O)C=Cc5c4" AE6 SMILES CACTVS 3.370 "Cc1c(oc2ccccc12)[CH]3CN(C3)C(=O)C=Cc4cnc5NC(=O)C=Cc5c4" AE6 SMILES_CANONICAL "OpenEye OEToolkits" 1.7.6 "Cc1c2ccccc2oc1C3CN(C3)C(=O)/C=C/c4cc5c(nc4)NC(=O)C=C5" AE6 SMILES "OpenEye OEToolkits" 1.7.6 "Cc1c2ccccc2oc1C3CN(C3)C(=O)C=Cc4cc5c(nc4)NC(=O)C=C5" # 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 AE6 "SYSTEMATIC NAME" ACDLabs 12.01 "6-{(1E)-3-[3-(3-methyl-1-benzofuran-2-yl)azetidin-1-yl]-3-oxoprop-1-en-1-yl}-1,8-naphthyridin-2(1H)-one" AE6 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.6 "6-[(E)-3-[3-(3-methyl-1-benzofuran-2-yl)azetidin-1-yl]-3-oxidanylidene-prop-1-enyl]-1H-1,8-naphthyridin-2-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 AE6 "Create component" 2013-04-16 PDBJ AE6 "Initial release" 2014-04-02 RCSB #