data_9KG # _chem_comp.id 9KG _chem_comp.name "N-(6-cyano-3-{2-[2-(2,4-dioxo-3,4-dihydropyrimidin-1(2H)-yl)ethoxy]phenoxy}-4-methylnaphthalen-1-yl)-N-methylprop-2-enamide" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C28 H24 N4 O5" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2017-05-17 _chem_comp.pdbx_modified_date 2017-08-18 _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 496.514 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 9KG _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 5VQR _chem_comp.pdbx_subcomponent_list ? _chem_comp.pdbx_processing_site RCSB # 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 9KG N1 N1 N 0 1 N N N 844.167 -36.982 140.194 -4.212 -0.250 -1.496 N1 9KG 1 9KG C2 C1 C 0 1 Y N N 846.280 -34.280 142.279 -1.646 2.253 0.596 C2 9KG 2 9KG N2 N2 N 0 1 N N N 844.607 -39.216 140.611 -4.458 -2.096 -0.076 N2 9KG 3 9KG N3 N3 N 0 1 N N N 842.154 -30.916 145.699 3.090 1.278 -1.182 N3 9KG 4 9KG C4 C2 C 0 1 Y N N 846.816 -34.286 144.640 -0.394 2.792 2.576 C4 9KG 5 9KG N4 N4 N 0 1 N N N 839.365 -36.717 150.028 4.258 -6.023 0.408 N4 9KG 6 9KG C6 C3 C 0 1 Y N N 848.561 -33.909 143.006 -1.493 4.527 1.340 C6 9KG 7 9KG C7 C4 C 0 1 N N N 845.747 -35.092 140.019 -2.911 1.817 -1.371 C7 9KG 8 9KG C9 C5 C 0 1 N N N 844.929 -38.094 139.889 -3.677 -1.262 -0.788 C9 9KG 9 9KG C1 C6 C 0 1 Y N N 847.623 -34.030 141.987 -1.961 3.592 0.434 C1 9KG 10 9KG C10 C7 C 0 1 N N N 843.657 -39.384 141.576 -5.795 -1.928 -0.060 C10 9KG 11 9KG C11 C8 C 0 1 N N N 842.899 -38.177 141.847 -6.371 -0.867 -0.801 C11 9KG 12 9KG C12 C9 C 0 1 N N N 843.190 -37.057 141.156 -5.565 -0.046 -1.507 C12 9KG 13 9KG C13 C10 C 0 1 Y N N 843.633 -34.166 144.705 0.538 0.053 1.179 C13 9KG 14 9KG C14 C11 C 0 1 Y N N 843.013 -35.065 145.569 0.904 -1.264 1.347 C14 9KG 15 9KG C15 C12 C 0 1 Y N N 842.075 -34.603 146.539 2.023 -1.771 0.666 C15 9KG 16 9KG C16 C13 C 0 1 Y N N 841.774 -33.204 146.602 2.767 -0.919 -0.190 C16 9KG 17 9KG C17 C14 C 0 1 Y N N 842.430 -32.305 145.696 2.370 0.426 -0.344 C17 9KG 18 9KG C18 C15 C 0 1 Y N N 843.335 -32.808 144.755 1.268 0.895 0.337 C18 9KG 19 9KG C19 C16 C 0 1 Y N N 841.430 -35.495 147.443 2.417 -3.110 0.820 C19 9KG 20 9KG C20 C17 C 0 1 Y N N 840.518 -35.033 148.387 3.526 -3.577 0.134 C20 9KG 21 9KG C21 C18 C 0 1 Y N N 840.233 -33.675 148.449 4.255 -2.720 -0.711 C21 9KG 22 9KG C22 C19 C 0 1 Y N N 840.834 -32.770 147.580 3.888 -1.423 -0.871 C22 9KG 23 9KG C23 C20 C 0 1 N N N 839.874 -35.970 149.302 3.934 -4.941 0.287 C23 9KG 24 9KG C24 C21 C 0 1 N N N 843.342 -36.554 145.490 0.105 -2.159 2.260 C24 9KG 25 9KG C25 C22 C 0 1 N N N 842.750 -30.017 146.548 4.121 1.993 -0.691 C25 9KG 26 9KG C26 C23 C 0 1 N N N 843.735 -30.495 147.504 4.881 2.891 -1.574 C26 9KG 27 9KG C27 C24 C 0 1 N N N 841.149 -30.514 144.705 2.726 1.394 -2.596 C27 9KG 28 9KG C28 C25 C 0 1 N N N 844.399 -29.655 148.321 5.898 3.597 -1.089 C28 9KG 29 9KG C3 C26 C 0 1 Y N N 845.860 -34.401 143.613 -0.859 1.851 1.671 C3 9KG 30 9KG C5 C27 C 0 1 Y N N 848.155 -34.037 144.331 -0.712 4.127 2.408 C5 9KG 31 9KG C8 C28 C 0 1 N N N 844.470 -35.745 139.465 -3.336 0.645 -2.257 C8 9KG 32 9KG O1 O1 O 0 1 N N N 844.511 -34.659 143.773 -0.548 0.537 1.835 O1 9KG 33 9KG O2 O2 O 0 1 N N N 845.423 -34.378 141.198 -2.109 1.332 -0.292 O2 9KG 34 9KG O3 O3 O 0 1 N N N 845.831 -38.134 139.048 -2.473 -1.426 -0.792 O3 9KG 35 9KG O4 O4 O 0 1 N N N 843.475 -40.456 142.144 -6.502 -2.682 0.584 O4 9KG 36 9KG O5 O5 O 0 1 N N N 842.468 -28.812 146.510 4.424 1.897 0.484 O5 9KG 37 9KG H1 H1 H 0 1 N N N 845.148 -40.030 140.399 -4.056 -2.820 0.429 H1 9KG 38 9KG H2 H2 H 0 1 N N N 846.513 -34.391 145.671 0.216 2.483 3.411 H2 9KG 39 9KG H3 H3 H 0 1 N N N 849.597 -33.717 142.771 -1.739 5.570 1.213 H3 9KG 40 9KG H4 H4 H 0 1 N N N 846.489 -35.870 140.251 -2.333 2.528 -1.961 H4 9KG 41 9KG H5 H5 H 0 1 N N N 846.162 -34.401 139.271 -3.797 2.311 -0.972 H5 9KG 42 9KG H6 H6 H 0 1 N N N 847.936 -33.930 140.958 -2.571 3.907 -0.400 H6 9KG 43 9KG H7 H7 H 0 1 N N N 842.115 -38.176 142.590 -7.440 -0.716 -0.800 H7 9KG 44 9KG H8 H8 H 0 1 N N N 842.621 -36.165 141.372 -5.985 0.769 -2.077 H8 9KG 45 9KG H9 H9 H 0 1 N N N 843.809 -32.133 144.058 0.965 1.925 0.219 H9 9KG 46 9KG H10 H10 H 0 1 N N N 841.653 -36.551 147.395 1.860 -3.770 1.469 H10 9KG 47 9KG H11 H11 H 0 1 N N N 839.531 -33.315 149.186 5.118 -3.099 -1.238 H11 9KG 48 9KG H12 H12 H 0 1 N N N 840.584 -31.722 147.648 4.457 -0.778 -1.524 H12 9KG 49 9KG H13 H13 H 0 1 N N N 844.189 -36.779 146.155 -0.689 -2.642 1.690 H13 9KG 50 9KG H14 H14 H 0 1 N N N 842.465 -37.140 145.802 0.759 -2.918 2.687 H14 9KG 51 9KG H15 H15 H 0 1 N N N 843.609 -36.816 144.456 -0.333 -1.563 3.060 H15 9KG 52 9KG H16 H16 H 0 1 N N N 843.940 -31.554 147.561 4.612 2.977 -2.616 H16 9KG 53 9KG H17 H17 H 0 1 N N N 840.987 -29.428 144.765 3.279 0.654 -3.176 H17 9KG 54 9KG H18 H18 H 0 1 N N N 841.504 -30.776 143.698 1.656 1.221 -2.711 H18 9KG 55 9KG H19 H19 H 0 1 N N N 840.203 -31.037 144.908 2.973 2.394 -2.954 H19 9KG 56 9KG H20 H20 H 0 1 N N N 845.125 -30.043 149.020 6.456 4.256 -1.738 H20 9KG 57 9KG H21 H21 H 0 1 N N N 844.206 -28.593 148.277 6.167 3.511 -0.046 H21 9KG 58 9KG H22 H22 H 0 1 N N N 848.880 -33.943 145.126 -0.350 4.860 3.114 H22 9KG 59 9KG H23 H23 H 0 1 N N N 843.629 -35.045 139.575 -2.452 0.097 -2.584 H23 9KG 60 9KG H24 H24 H 0 1 N N N 844.616 -35.979 138.400 -3.872 1.023 -3.128 H24 9KG 61 # 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 9KG O3 C9 DOUB N N 1 9KG C8 C7 SING N N 2 9KG C8 N1 SING N N 3 9KG C9 N1 SING N N 4 9KG C9 N2 SING N N 5 9KG C7 O2 SING N N 6 9KG N1 C12 SING N N 7 9KG N2 C10 SING N N 8 9KG C12 C11 DOUB N N 9 9KG O2 C2 SING N N 10 9KG C10 C11 SING N N 11 9KG C10 O4 DOUB N N 12 9KG C1 C2 DOUB Y N 13 9KG C1 C6 SING Y N 14 9KG C2 C3 SING Y N 15 9KG C6 C5 DOUB Y N 16 9KG C3 O1 SING N N 17 9KG C3 C4 DOUB Y N 18 9KG O1 C13 SING N N 19 9KG C5 C4 SING Y N 20 9KG C13 C18 DOUB Y N 21 9KG C13 C14 SING Y N 22 9KG C27 N3 SING N N 23 9KG C18 C17 SING Y N 24 9KG C24 C14 SING N N 25 9KG C14 C15 DOUB Y N 26 9KG C17 N3 SING N N 27 9KG C17 C16 DOUB Y N 28 9KG N3 C25 SING N N 29 9KG O5 C25 DOUB N N 30 9KG C15 C16 SING Y N 31 9KG C15 C19 SING Y N 32 9KG C25 C26 SING N N 33 9KG C16 C22 SING Y N 34 9KG C19 C20 DOUB Y N 35 9KG C26 C28 DOUB N N 36 9KG C22 C21 DOUB Y N 37 9KG C20 C21 SING Y N 38 9KG C20 C23 SING N N 39 9KG C23 N4 TRIP N N 40 9KG N2 H1 SING N N 41 9KG C4 H2 SING N N 42 9KG C6 H3 SING N N 43 9KG C7 H4 SING N N 44 9KG C7 H5 SING N N 45 9KG C1 H6 SING N N 46 9KG C11 H7 SING N N 47 9KG C12 H8 SING N N 48 9KG C18 H9 SING N N 49 9KG C19 H10 SING N N 50 9KG C21 H11 SING N N 51 9KG C22 H12 SING N N 52 9KG C24 H13 SING N N 53 9KG C24 H14 SING N N 54 9KG C24 H15 SING N N 55 9KG C26 H16 SING N N 56 9KG C27 H17 SING N N 57 9KG C27 H18 SING N N 58 9KG C27 H19 SING N N 59 9KG C28 H20 SING N N 60 9KG C28 H21 SING N N 61 9KG C5 H22 SING N N 62 9KG C8 H23 SING N N 63 9KG C8 H24 SING N N 64 # 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 9KG SMILES ACDLabs 12.01 "N1(C=CC(NC1=O)=O)CCOc2c(cccc2)Oc3cc(N(C(\C=C)=O)C)c4c(c3C)cc(cc4)C#N" 9KG InChI InChI 1.03 "InChI=1S/C28H24N4O5/c1-4-27(34)31(3)22-16-25(18(2)21-15-19(17-29)9-10-20(21)22)37-24-8-6-5-7-23(24)36-14-13-32-12-11-26(33)30-28(32)35/h4-12,15-16H,1,13-14H2,2-3H3,(H,30,33,35)" 9KG InChIKey InChI 1.03 OFTCTICPJPOVAI-UHFFFAOYSA-N 9KG SMILES_CANONICAL CACTVS 3.385 "CN(C(=O)C=C)c1cc(Oc2ccccc2OCCN3C=CC(=O)NC3=O)c(C)c4cc(ccc14)C#N" 9KG SMILES CACTVS 3.385 "CN(C(=O)C=C)c1cc(Oc2ccccc2OCCN3C=CC(=O)NC3=O)c(C)c4cc(ccc14)C#N" 9KG SMILES_CANONICAL "OpenEye OEToolkits" 2.0.6 "Cc1c2cc(ccc2c(cc1Oc3ccccc3OCCN4C=CC(=O)NC4=O)N(C)C(=O)C=C)C#N" 9KG SMILES "OpenEye OEToolkits" 2.0.6 "Cc1c2cc(ccc2c(cc1Oc3ccccc3OCCN4C=CC(=O)NC4=O)N(C)C(=O)C=C)C#N" # 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 9KG "SYSTEMATIC NAME" ACDLabs 12.01 "N-(6-cyano-3-{2-[2-(2,4-dioxo-3,4-dihydropyrimidin-1(2H)-yl)ethoxy]phenoxy}-4-methylnaphthalen-1-yl)-N-methylprop-2-enamide" 9KG "SYSTEMATIC NAME" "OpenEye OEToolkits" 2.0.6 "~{N}-[3-[2-[2-[2,4-bis(oxidanylidene)pyrimidin-1-yl]ethoxy]phenoxy]-6-cyano-4-methyl-naphthalen-1-yl]-~{N}-methyl-prop-2-enamide" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site 9KG "Create component" 2017-05-17 RCSB 9KG "Initial release" 2017-08-23 RCSB #