data_9J1 # _chem_comp.id 9J1 _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-methylpropanamide" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C28 H26 N4 O5" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2017-05-12 _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 498.530 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 9J1 _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 5VQV _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 9J1 N1 N1 N 0 1 N N N 844.930 -33.355 141.216 -4.130 0.200 1.488 N1 9J1 1 9J1 C2 C1 C 0 1 Y N N 846.747 -30.728 143.427 -1.541 -2.385 -0.472 C2 9J1 2 9J1 N2 N2 N 0 1 N N N 845.349 -35.638 141.757 -4.470 1.935 -0.047 N2 9J1 3 9J1 N3 N3 N 0 1 N N N 843.000 -27.041 147.024 3.180 -1.114 1.131 N3 9J1 4 9J1 C4 C2 C 0 1 Y N N 847.005 -30.397 145.835 -0.324 -3.042 -2.438 C4 9J1 5 9J1 N4 N4 N 0 1 N N N 839.847 -32.663 151.340 3.556 6.283 -0.403 N4 9J1 6 9J1 C6 C3 C 0 1 Y N N 848.935 -30.163 144.363 -1.337 -4.705 -1.041 C6 9J1 7 9J1 C7 C4 C 0 1 N N N 846.348 -31.350 141.131 -2.769 -1.833 1.488 C7 9J1 8 9J1 C9 C5 C 0 1 N N N 845.686 -34.527 140.995 -3.646 1.175 0.697 C9 9J1 9 9J1 C1 C6 C 0 1 Y N N 848.127 -30.459 143.250 -1.810 -3.716 -0.198 C1 9J1 10 9J1 C3 C7 C 0 1 Y N N 846.196 -30.688 144.722 -0.795 -2.046 -1.597 C3 9J1 11 9J1 C5 C8 C 0 1 Y N N 848.376 -30.132 145.654 -0.596 -4.368 -2.158 C5 9J1 12 9J1 O1 O1 O 0 1 N N N 844.860 -30.959 144.864 -0.529 -0.741 -1.870 O1 9J1 13 9J1 O2 O2 O 0 1 N N N 845.860 -31.027 142.417 -2.011 -1.411 0.353 O2 9J1 14 9J1 C8 C9 C 0 1 N N N 845.274 -32.195 140.434 -3.208 -0.607 2.292 C8 9J1 15 9J1 C10 C10 C 0 1 N N N 844.338 -35.692 142.710 -5.802 1.728 -0.012 C10 9J1 16 9J1 C11 C11 C 0 1 N N N 843.597 -34.451 142.891 -6.325 0.705 0.815 C11 9J1 17 9J1 C12 C12 C 0 1 N N N 843.911 -33.359 142.157 -5.475 -0.042 1.552 C12 9J1 18 9J1 C13 C13 C 0 1 Y N N 844.080 -30.411 145.852 0.500 -0.148 -1.210 C13 9J1 19 9J1 C14 C14 C 0 1 Y N N 843.406 -31.271 146.745 0.722 1.202 -1.369 C14 9J1 20 9J1 C15 C15 C 0 1 Y N N 842.580 -30.733 147.764 1.785 1.819 -0.688 C15 9J1 21 9J1 C16 C16 C 0 1 Y N N 842.424 -29.323 147.885 2.619 1.044 0.158 C16 9J1 22 9J1 C17 C17 C 0 1 Y N N 843.105 -28.464 146.977 2.368 -0.336 0.302 C17 9J1 23 9J1 C18 C18 C 0 1 Y N N 843.918 -29.018 145.967 1.316 -0.913 -0.374 C18 9J1 24 9J1 C19 C19 C 0 1 Y N N 841.904 -31.590 148.667 2.033 3.193 -0.832 C19 9J1 25 9J1 C20 C20 C 0 1 Y N N 841.083 -31.066 149.684 3.090 3.770 -0.147 C20 9J1 26 9J1 C21 C21 C 0 1 Y N N 840.931 -29.673 149.806 3.910 2.990 0.689 C21 9J1 27 9J1 C22 C22 C 0 1 Y N N 841.595 -28.809 148.914 3.683 1.659 0.840 C22 9J1 28 9J1 O3 O3 O 0 1 N N N 846.604 -34.597 140.178 -2.447 1.373 0.656 O3 9J1 29 9J1 O4 O4 O 0 1 N N N 844.130 -36.735 143.322 -6.549 2.415 -0.686 O4 9J1 30 9J1 C23 C23 C 0 1 N N N 840.395 -31.955 150.605 3.350 5.171 -0.289 C23 9J1 31 9J1 C24 C24 C 0 1 N N N 843.586 -32.778 146.595 -0.171 2.014 -2.271 C24 9J1 32 9J1 C25 C25 C 0 1 N N N 843.853 -26.275 147.752 4.278 -1.712 0.629 C25 9J1 33 9J1 O5 O5 O 0 1 N N N 843.769 -25.046 147.796 4.562 -1.575 -0.542 O5 9J1 34 9J1 C26 C26 C 0 1 N N N 844.963 -26.967 148.560 5.154 -2.551 1.523 C26 9J1 35 9J1 C27 C27 C 0 1 N N N 841.922 -26.436 146.236 2.837 -1.280 2.545 C27 9J1 36 9J1 C28 C28 C 0 1 N N N 845.965 -25.972 149.158 6.324 -3.110 0.711 C28 9J1 37 9J1 H1 H1 H 0 1 N N N 845.880 -36.472 141.607 -4.105 2.634 -0.612 H1 9J1 38 9J1 H2 H2 H 0 1 N N N 846.576 -30.377 146.826 0.255 -2.782 -3.311 H2 9J1 39 9J1 H3 H3 H 0 1 N N N 849.987 -29.959 144.226 -1.547 -5.742 -0.826 H3 9J1 40 9J1 H4 H4 H 0 1 N N N 847.282 -31.924 141.216 -3.649 -2.382 1.154 H4 9J1 41 9J1 H5 H5 H 0 1 N N N 846.534 -30.430 140.557 -2.155 -2.478 2.117 H5 9J1 42 9J1 H6 H6 H 0 1 N N N 848.559 -30.481 142.260 -2.389 -3.981 0.674 H6 9J1 43 9J1 H7 H7 H 0 1 N N N 848.999 -29.905 146.507 -0.229 -5.144 -2.814 H7 9J1 44 9J1 H8 H8 H 0 1 N N N 844.373 -31.581 140.289 -2.334 -0.010 2.551 H8 9J1 45 9J1 H9 H9 H 0 1 N N N 845.655 -32.523 139.456 -3.710 -0.931 3.204 H9 9J1 46 9J1 H10 H10 H 0 1 N N N 842.795 -34.403 143.613 -7.389 0.524 0.856 H10 9J1 47 9J1 H11 H11 H 0 1 N N N 843.345 -32.452 142.310 -5.856 -0.827 2.189 H11 9J1 48 9J1 H12 H12 H 0 1 N N N 844.424 -28.364 145.272 1.122 -1.969 -0.259 H12 9J1 49 9J1 H13 H13 H 0 1 N N N 842.020 -32.660 148.574 1.407 3.796 -1.473 H13 9J1 50 9J1 H14 H14 H 0 1 N N N 840.304 -29.265 150.585 4.730 3.454 1.216 H14 9J1 51 9J1 H15 H15 H 0 1 N N N 841.471 -27.741 149.015 4.320 1.073 1.485 H15 9J1 52 9J1 H16 H16 H 0 1 N N N 844.442 -33.108 147.202 -1.010 2.405 -1.694 H16 9J1 53 9J1 H17 H17 H 0 1 N N N 842.675 -33.292 146.936 0.396 2.842 -2.695 H17 9J1 54 9J1 H18 H18 H 0 1 N N N 843.770 -33.022 145.538 -0.547 1.381 -3.075 H18 9J1 55 9J1 H19 H19 H 0 1 N N N 844.500 -27.536 149.380 5.538 -1.936 2.337 H19 9J1 56 9J1 H20 H20 H 0 1 N N N 845.505 -27.656 147.896 4.571 -3.375 1.934 H20 9J1 57 9J1 H21 H21 H 0 1 N N N 841.948 -25.343 146.356 3.310 -0.490 3.129 H21 9J1 58 9J1 H22 H22 H 0 1 N N N 842.056 -26.692 145.175 1.755 -1.222 2.666 H22 9J1 59 9J1 H23 H23 H 0 1 N N N 840.952 -26.820 146.586 3.190 -2.250 2.893 H23 9J1 60 9J1 H24 H24 H 0 1 N N N 846.734 -26.520 149.723 5.941 -3.726 -0.103 H24 9J1 61 9J1 H25 H25 H 0 1 N N N 846.443 -25.401 148.348 6.908 -2.286 0.300 H25 9J1 62 9J1 H26 H26 H 0 1 N N N 845.438 -25.281 149.832 6.958 -3.717 1.358 H26 9J1 63 # 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 9J1 O3 C9 DOUB N N 1 9J1 C8 C7 SING N N 2 9J1 C8 N1 SING N N 3 9J1 C9 N1 SING N N 4 9J1 C9 N2 SING N N 5 9J1 C7 O2 SING N N 6 9J1 N1 C12 SING N N 7 9J1 N2 C10 SING N N 8 9J1 C12 C11 DOUB N N 9 9J1 O2 C2 SING N N 10 9J1 C10 C11 SING N N 11 9J1 C10 O4 DOUB N N 12 9J1 C1 C2 DOUB Y N 13 9J1 C1 C6 SING Y N 14 9J1 C2 C3 SING Y N 15 9J1 C6 C5 DOUB Y N 16 9J1 C3 O1 SING N N 17 9J1 C3 C4 DOUB Y N 18 9J1 O1 C13 SING N N 19 9J1 C5 C4 SING Y N 20 9J1 C13 C18 DOUB Y N 21 9J1 C13 C14 SING Y N 22 9J1 C18 C17 SING Y N 23 9J1 C27 N3 SING N N 24 9J1 C24 C14 SING N N 25 9J1 C14 C15 DOUB Y N 26 9J1 C17 N3 SING N N 27 9J1 C17 C16 DOUB Y N 28 9J1 N3 C25 SING N N 29 9J1 C25 O5 DOUB N N 30 9J1 C25 C26 SING N N 31 9J1 C15 C16 SING Y N 32 9J1 C15 C19 SING Y N 33 9J1 C16 C22 SING Y N 34 9J1 C26 C28 SING N N 35 9J1 C19 C20 DOUB Y N 36 9J1 C22 C21 DOUB Y N 37 9J1 C20 C21 SING Y N 38 9J1 C20 C23 SING N N 39 9J1 C23 N4 TRIP N N 40 9J1 N2 H1 SING N N 41 9J1 C4 H2 SING N N 42 9J1 C6 H3 SING N N 43 9J1 C7 H4 SING N N 44 9J1 C7 H5 SING N N 45 9J1 C1 H6 SING N N 46 9J1 C5 H7 SING N N 47 9J1 C8 H8 SING N N 48 9J1 C8 H9 SING N N 49 9J1 C11 H10 SING N N 50 9J1 C12 H11 SING N N 51 9J1 C18 H12 SING N N 52 9J1 C19 H13 SING N N 53 9J1 C21 H14 SING N N 54 9J1 C22 H15 SING N N 55 9J1 C24 H16 SING N N 56 9J1 C24 H17 SING N N 57 9J1 C24 H18 SING N N 58 9J1 C26 H19 SING N N 59 9J1 C26 H20 SING N N 60 9J1 C27 H21 SING N N 61 9J1 C27 H22 SING N N 62 9J1 C27 H23 SING N N 63 9J1 C28 H24 SING N N 64 9J1 C28 H25 SING N N 65 9J1 C28 H26 SING N N 66 # 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 9J1 SMILES ACDLabs 12.01 "N1(C=CC(NC1=O)=O)CCOc2c(cccc2)Oc3cc(N(C(=O)CC)C)c4c(c3C)cc(cc4)C#N" 9J1 InChI InChI 1.03 "InChI=1S/C28H26N4O5/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/h5-12,15-16H,4,13-14H2,1-3H3,(H,30,33,35)" 9J1 InChIKey InChI 1.03 PCQZQAHLCHIVOG-UHFFFAOYSA-N 9J1 SMILES_CANONICAL CACTVS 3.385 "CCC(=O)N(C)c1cc(Oc2ccccc2OCCN3C=CC(=O)NC3=O)c(C)c4cc(ccc14)C#N" 9J1 SMILES CACTVS 3.385 "CCC(=O)N(C)c1cc(Oc2ccccc2OCCN3C=CC(=O)NC3=O)c(C)c4cc(ccc14)C#N" 9J1 SMILES_CANONICAL "OpenEye OEToolkits" 2.0.6 "CCC(=O)N(C)c1cc(c(c2c1ccc(c2)C#N)C)Oc3ccccc3OCCN4C=CC(=O)NC4=O" 9J1 SMILES "OpenEye OEToolkits" 2.0.6 "CCC(=O)N(C)c1cc(c(c2c1ccc(c2)C#N)C)Oc3ccccc3OCCN4C=CC(=O)NC4=O" # 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 9J1 "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-methylpropanamide" 9J1 "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-propanamide" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site 9J1 "Create component" 2017-05-12 RCSB 9J1 "Initial release" 2017-08-23 RCSB #