data_9JP # _chem_comp.id 9JP _chem_comp.name "N-(6-cyano-3-{2-[2-(2,4-dioxo-3,4-dihydropyrimidin-1(2H)-yl)ethoxy]phenoxy}-4-methylnaphthalen-1-yl)-2-fluoro-N-methylacetamide" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C27 H23 F N4 O5" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2017-05-16 _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 502.494 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 9JP _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 5VQU _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 9JP C4 C1 C 0 1 Y N N 847.843 -30.952 145.344 0.802 -2.243 3.282 C4 9JP 1 9JP N1 N1 N 0 1 N N N 845.751 -33.950 140.699 3.895 0.386 -1.614 N1 9JP 2 9JP C1 C2 C 0 1 Y N N 848.757 -30.903 142.705 2.287 -3.252 1.171 C1 9JP 3 9JP C10 C3 C 0 1 N N N 845.240 -36.323 142.132 5.371 2.458 -0.660 C10 9JP 4 9JP C11 C4 C 0 1 N N N 844.441 -35.130 142.330 6.011 1.348 -1.262 C11 9JP 5 9JP C12 C5 C 0 1 N N N 844.733 -34.026 141.616 5.258 0.327 -1.725 C12 9JP 6 9JP C13 C6 C 0 1 Y N N 844.850 -31.035 145.516 -0.550 0.087 1.530 C13 9JP 7 9JP C14 C7 C 0 1 Y N N 844.184 -31.941 146.342 -1.060 1.366 1.512 C14 9JP 8 9JP C15 C8 C 0 1 Y N N 843.329 -31.479 147.385 -2.280 1.622 0.863 C15 9JP 9 9JP C16 C9 C 0 1 Y N N 843.155 -30.070 147.570 -2.974 0.559 0.232 C16 9JP 10 9JP C17 C10 C 0 1 Y N N 843.850 -29.167 146.701 -2.428 -0.742 0.266 C17 9JP 11 9JP C18 C11 C 0 1 Y N N 844.673 -29.666 145.692 -1.231 -0.963 0.910 C18 9JP 12 9JP C19 C12 C 0 1 Y N N 842.641 -32.380 148.247 -2.822 2.917 0.831 C19 9JP 13 9JP C2 C13 C 0 1 Y N N 847.423 -31.221 142.965 1.830 -1.945 1.129 C2 9JP 14 9JP C20 C14 C 0 1 Y N N 841.812 -31.913 149.260 -4.026 3.135 0.182 C20 9JP 15 9JP C21 C15 C 0 1 Y N N 841.646 -30.545 149.440 -4.705 2.071 -0.440 C21 9JP 16 9JP C22 C16 C 0 1 Y N N 842.297 -29.632 148.618 -4.194 0.813 -0.417 C22 9JP 17 9JP C23 C17 C 0 1 N N N 841.121 -32.856 150.129 -4.585 4.453 0.145 C23 9JP 18 9JP C24 C18 C 0 1 N N N 844.373 -33.444 146.141 -0.312 2.487 2.187 C24 9JP 19 9JP C25 C19 C 0 1 N N N 844.597 -27.031 147.561 -2.850 -2.096 -1.641 C25 9JP 20 9JP C26 C20 C 0 1 N N N 845.736 -27.742 148.309 -3.574 -3.238 -2.306 C26 9JP 21 9JP C27 C21 C 0 1 N N N 842.617 -27.169 146.066 -4.074 -2.589 0.407 C27 9JP 22 9JP C3 C22 C 0 1 Y N N 846.963 -31.239 144.293 1.084 -1.438 2.190 C3 9JP 23 9JP C5 C23 C 0 1 Y N N 849.174 -30.637 145.069 1.266 -3.545 3.319 C5 9JP 24 9JP C6 C24 C 0 1 Y N N 849.630 -30.613 143.753 2.007 -4.048 2.266 C6 9JP 25 9JP C7 C25 C 0 1 N N N 847.140 -31.900 140.622 2.871 -1.749 -1.000 C7 9JP 26 9JP C8 C26 C 0 1 N N N 846.044 -32.729 139.940 3.078 -0.722 -2.115 C8 9JP 27 9JP C9 C27 C 0 1 N N N 846.555 -35.049 140.464 3.299 1.449 -1.043 C9 9JP 28 9JP F1 F1 F 0 1 N N N 846.283 -26.931 149.215 -3.151 -3.349 -3.634 F1 9JP 29 9JP N2 N2 N 0 1 N N N 846.228 -36.156 141.207 4.026 2.478 -0.570 N2 9JP 30 9JP N3 N3 N 0 1 N N N 843.729 -27.767 146.811 -3.099 -1.800 -0.350 N3 9JP 31 9JP N4 N4 N 0 1 N N N 840.573 -33.606 150.819 -5.029 5.498 0.116 N4 9JP 32 9JP O1 O1 O 0 1 N N N 845.648 -31.563 144.525 0.632 -0.156 2.154 O1 9JP 33 9JP O2 O2 O 0 1 N N N 846.623 -31.493 141.873 2.105 -1.160 0.053 O2 9JP 34 9JP O3 O3 O 0 1 N N N 847.494 -35.090 139.667 2.087 1.480 -0.955 O3 9JP 35 9JP O4 O4 O 0 1 N N N 845.053 -37.378 142.731 6.029 3.391 -0.235 O4 9JP 36 9JP O5 O5 O 0 1 N N N 844.503 -25.803 147.666 -2.043 -1.443 -2.268 O5 9JP 37 9JP H1 H1 H 0 1 N N N 847.492 -30.974 146.365 0.224 -1.852 4.106 H1 9JP 38 9JP H2 H2 H 0 1 N N N 849.115 -30.881 141.686 2.866 -3.648 0.349 H2 9JP 39 9JP H3 H3 H 0 1 N N N 843.625 -35.126 143.038 7.087 1.318 -1.350 H3 9JP 40 9JP H4 H4 H 0 1 N N N 844.128 -33.146 141.775 5.728 -0.532 -2.180 H4 9JP 41 9JP H5 H5 H 0 1 N N N 845.183 -28.977 145.035 -0.814 -1.959 0.935 H5 9JP 42 9JP H6 H6 H 0 1 N N N 842.766 -33.444 148.111 -2.304 3.736 1.307 H6 9JP 43 9JP H7 H7 H 0 1 N N N 841.002 -30.186 150.229 -5.643 2.257 -0.941 H7 9JP 44 9JP H8 H8 H 0 1 N N N 842.149 -28.574 148.777 -4.727 0.006 -0.899 H8 9JP 45 9JP H9 H9 H 0 1 N N N 845.221 -33.792 146.749 0.374 2.946 1.475 H9 9JP 46 9JP H10 H10 H 0 1 N N N 843.459 -33.973 146.450 -1.021 3.234 2.542 H10 9JP 47 9JP H11 H11 H 0 1 N N N 844.574 -33.649 145.079 0.252 2.091 3.031 H11 9JP 48 9JP H12 H12 H 0 1 N N N 845.335 -28.632 148.816 -3.355 -4.165 -1.776 H12 9JP 49 9JP H13 H13 H 0 1 N N N 846.507 -28.048 147.586 -4.648 -3.051 -2.281 H13 9JP 50 9JP H14 H14 H 0 1 N N N 842.615 -26.080 146.220 -5.063 -2.141 0.303 H14 9JP 51 9JP H15 H15 H 0 1 N N N 842.735 -27.387 144.994 -4.095 -3.608 0.022 H15 9JP 52 9JP H16 H16 H 0 1 N N N 841.667 -27.592 146.424 -3.791 -2.603 1.460 H16 9JP 53 9JP H17 H17 H 0 1 N N N 849.852 -30.411 145.878 1.049 -4.170 4.173 H17 9JP 54 9JP H18 H18 H 0 1 N N N 850.661 -30.369 143.544 2.364 -5.067 2.297 H18 9JP 55 9JP H19 H19 H 0 1 N N N 848.043 -32.511 140.766 2.339 -2.614 -1.396 H19 9JP 56 9JP H20 H20 H 0 1 N N N 847.386 -31.020 140.009 3.839 -2.064 -0.612 H20 9JP 57 9JP H21 H21 H 0 1 N N N 845.129 -32.123 139.868 2.110 -0.341 -2.442 H21 9JP 58 9JP H22 H22 H 0 1 N N N 846.380 -33.007 138.930 3.585 -1.196 -2.956 H22 9JP 59 9JP H23 H23 H 0 1 N N N 846.800 -36.960 141.046 3.580 3.236 -0.161 H23 9JP 60 # 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 9JP O3 C9 DOUB N N 1 9JP C8 C7 SING N N 2 9JP C8 N1 SING N N 3 9JP C9 N1 SING N N 4 9JP C9 N2 SING N N 5 9JP C7 O2 SING N N 6 9JP N1 C12 SING N N 7 9JP N2 C10 SING N N 8 9JP C12 C11 DOUB N N 9 9JP O2 C2 SING N N 10 9JP C10 C11 SING N N 11 9JP C10 O4 DOUB N N 12 9JP C1 C2 DOUB Y N 13 9JP C1 C6 SING Y N 14 9JP C2 C3 SING Y N 15 9JP C6 C5 DOUB Y N 16 9JP C3 O1 SING N N 17 9JP C3 C4 DOUB Y N 18 9JP O1 C13 SING N N 19 9JP C5 C4 SING Y N 20 9JP C13 C18 DOUB Y N 21 9JP C13 C14 SING Y N 22 9JP C18 C17 SING Y N 23 9JP C27 N3 SING N N 24 9JP C24 C14 SING N N 25 9JP C14 C15 DOUB Y N 26 9JP C17 N3 SING N N 27 9JP C17 C16 DOUB Y N 28 9JP N3 C25 SING N N 29 9JP C15 C16 SING Y N 30 9JP C15 C19 SING Y N 31 9JP C25 O5 DOUB N N 32 9JP C25 C26 SING N N 33 9JP C16 C22 SING Y N 34 9JP C19 C20 DOUB Y N 35 9JP C26 F1 SING N N 36 9JP C22 C21 DOUB Y N 37 9JP C20 C21 SING Y N 38 9JP C20 C23 SING N N 39 9JP C23 N4 TRIP N N 40 9JP C4 H1 SING N N 41 9JP C1 H2 SING N N 42 9JP C11 H3 SING N N 43 9JP C12 H4 SING N N 44 9JP C18 H5 SING N N 45 9JP C19 H6 SING N N 46 9JP C21 H7 SING N N 47 9JP C22 H8 SING N N 48 9JP C24 H9 SING N N 49 9JP C24 H10 SING N N 50 9JP C24 H11 SING N N 51 9JP C26 H12 SING N N 52 9JP C26 H13 SING N N 53 9JP C27 H14 SING N N 54 9JP C27 H15 SING N N 55 9JP C27 H16 SING N N 56 9JP C5 H17 SING N N 57 9JP C6 H18 SING N N 58 9JP C7 H19 SING N N 59 9JP C7 H20 SING N N 60 9JP C8 H21 SING N N 61 9JP C8 H22 SING N N 62 9JP N2 H23 SING N N 63 # 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 9JP SMILES ACDLabs 12.01 "c1c(c(ccc1)OCCN2C=CC(=O)NC2=O)Oc3cc(c4c(c3C)cc(cc4)C#N)N(C(=O)CF)C" 9JP InChI InChI 1.03 "InChI=1S/C27H23FN4O5/c1-17-20-13-18(16-29)7-8-19(20)21(31(2)26(34)15-28)14-24(17)37-23-6-4-3-5-22(23)36-12-11-32-10-9-25(33)30-27(32)35/h3-10,13-14H,11-12,15H2,1-2H3,(H,30,33,35)" 9JP InChIKey InChI 1.03 FGIZVIJZVLIADM-UHFFFAOYSA-N 9JP SMILES_CANONICAL CACTVS 3.385 "CN(C(=O)CF)c1cc(Oc2ccccc2OCCN3C=CC(=O)NC3=O)c(C)c4cc(ccc14)C#N" 9JP SMILES CACTVS 3.385 "CN(C(=O)CF)c1cc(Oc2ccccc2OCCN3C=CC(=O)NC3=O)c(C)c4cc(ccc14)C#N" 9JP SMILES_CANONICAL "OpenEye OEToolkits" 2.0.6 "Cc1c2cc(ccc2c(cc1Oc3ccccc3OCCN4C=CC(=O)NC4=O)N(C)C(=O)CF)C#N" 9JP SMILES "OpenEye OEToolkits" 2.0.6 "Cc1c2cc(ccc2c(cc1Oc3ccccc3OCCN4C=CC(=O)NC4=O)N(C)C(=O)CF)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 9JP "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)-2-fluoro-N-methylacetamide" 9JP "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]-2-fluoranyl-~{N}-methyl-ethanamide" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site 9JP "Create component" 2017-05-16 RCSB 9JP "Initial release" 2017-08-23 RCSB #