data_M9A # _chem_comp.id M9A _chem_comp.name "5-{2-[2-(2,4-dioxo-3,4-dihydropyrimidin-1(2H)-yl)ethoxy]phenoxy}-7-fluoronaphthalene-2-carbonitrile" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C23 H16 F N3 O4" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2019-03-27 _chem_comp.pdbx_modified_date 2019-05-10 _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 417.389 _chem_comp.one_letter_code ? _chem_comp.three_letter_code M9A _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 6OE3 _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 M9A C1 C1 C 0 1 Y N N 440.490 -8.866 229.762 -3.917 -2.286 -0.383 C1 M9A 1 M9A N1 N1 N 0 1 N N N 435.942 -12.634 224.983 3.176 -1.173 1.194 N1 M9A 2 M9A O1 O1 O 0 1 N N N 436.957 -10.233 223.861 1.678 1.184 0.435 O1 M9A 3 M9A C2 C2 C 0 1 Y N N 440.578 -9.901 228.832 -2.842 -2.204 -1.285 C2 M9A 4 M9A N2 N2 N 0 1 N N N 436.814 -14.773 224.764 2.397 -2.867 -0.222 N2 M9A 5 M9A O2 O2 O 0 1 N N N 438.160 -15.709 226.335 3.876 -4.148 -1.284 O2 M9A 6 M9A C3 C3 C 0 1 Y N N 440.088 -9.751 227.571 -2.044 -1.105 -1.320 C3 M9A 7 M9A O3 O3 O 0 1 N N N 435.413 -13.936 223.175 1.014 -1.535 0.882 O3 M9A 8 M9A C4 C4 C 0 1 Y N N 439.440 -8.558 227.171 -2.288 -0.031 -0.447 C4 M9A 9 M9A C5 C5 C 0 1 Y N N 438.885 -8.367 225.875 -1.473 1.120 -0.467 C5 M9A 10 M9A C6 C6 C 0 1 Y N N 438.985 -9.131 223.592 0.389 2.285 -1.241 C6 M9A 11 M9A C7 C7 C 0 1 Y N N 439.965 -8.551 222.802 0.165 3.399 -2.034 C7 M9A 12 M9A C8 C8 C 0 1 Y N N 439.746 -8.407 221.442 1.002 4.496 -1.938 C8 M9A 13 M9A C9 C9 C 0 1 Y N N 438.559 -8.827 220.874 2.063 4.483 -1.052 C9 M9A 14 M9A C10 C10 C 0 1 Y N N 437.571 -9.403 221.656 2.293 3.375 -0.258 C10 M9A 15 M9A C11 C11 C 0 1 Y N N 437.786 -9.565 223.013 1.454 2.275 -0.345 C11 M9A 16 M9A C12 C12 C 0 1 N N N 435.764 -10.812 223.325 2.797 1.240 1.323 C12 M9A 17 M9A C13 C13 C 0 1 N N N 435.115 -11.521 224.482 2.888 -0.068 2.112 C13 M9A 18 M9A C14 C14 C 0 1 N N N 436.620 -12.503 226.166 4.474 -1.510 0.925 C14 M9A 19 M9A C15 C15 C 0 1 N N N 437.390 -13.483 226.667 4.740 -2.528 0.079 C15 M9A 20 M9A C16 C16 C 0 1 N N N 437.517 -14.718 225.955 3.662 -3.229 -0.513 C16 M9A 21 M9A C17 C17 C 0 1 N N N 436.016 -13.787 224.229 2.161 -1.851 0.628 C17 M9A 22 M9A C18 C18 C 0 1 Y N N 438.162 -7.241 225.570 -1.740 2.154 0.400 C18 M9A 23 M9A C19 C19 C 0 1 Y N N 438.002 -6.284 226.547 -2.805 2.078 1.297 C19 M9A 24 M9A C20 C20 C 0 1 Y N N 438.549 -6.357 227.785 -3.609 0.978 1.339 C20 M9A 25 M9A C21 C21 C 0 1 Y N N 439.285 -7.519 228.132 -3.369 -0.100 0.467 C21 M9A 26 M9A C22 C22 C 0 1 Y N N 439.832 -7.696 229.426 -4.187 -1.240 0.486 C22 M9A 27 M9A N N3 N 0 1 N N N 441.759 -9.087 232.002 -5.399 -4.383 -0.352 N M9A 28 M9A C C23 C 0 1 N N N 441.187 -8.976 231.019 -4.744 -3.455 -0.366 C M9A 29 M9A O O4 O 0 1 N N N 439.145 -9.367 224.950 -0.432 1.206 -1.335 O M9A 30 M9A F F1 F 0 1 N N N 437.174 -5.240 226.266 -3.043 3.108 2.138 F M9A 31 M9A H1 H1 H 0 1 N N N 441.041 -10.834 229.116 -2.647 -3.026 -1.959 H1 M9A 32 M9A H2 H2 H 0 1 N N N 436.894 -15.619 224.236 1.653 -3.339 -0.628 H2 M9A 33 M9A H3 H3 H 0 1 N N N 440.196 -10.558 226.862 -1.222 -1.057 -2.018 H3 M9A 34 M9A H4 H4 H 0 1 N N N 440.891 -8.214 223.243 -0.663 3.411 -2.727 H4 M9A 35 M9A H5 H5 H 0 1 N N N 440.509 -7.963 220.821 0.826 5.363 -2.556 H5 M9A 36 M9A H6 H6 H 0 1 N N N 438.400 -8.705 219.813 2.714 5.342 -0.980 H6 M9A 37 M9A H7 H7 H 0 1 N N N 436.641 -9.723 221.210 3.123 3.368 0.433 H7 M9A 38 M9A H8 H8 H 0 1 N N N 435.099 -10.030 222.930 3.711 1.380 0.746 H8 M9A 39 M9A H9 H9 H 0 1 N N N 436.008 -11.525 222.523 2.671 2.073 2.014 H9 M9A 40 M9A H10 H10 H 0 1 N N N 434.959 -10.800 225.298 1.941 -0.253 2.618 H10 M9A 41 M9A H11 H11 H 0 1 N N N 434.144 -11.920 224.154 3.686 0.008 2.851 H11 M9A 42 M9A H12 H12 H 0 1 N N N 436.532 -11.578 226.716 5.283 -0.963 1.387 H12 M9A 43 M9A H13 H13 H 0 1 N N N 437.911 -13.340 227.602 5.760 -2.804 -0.142 H13 M9A 44 M9A H14 H14 H 0 1 N N N 437.730 -7.109 224.589 -1.116 3.036 0.387 H14 M9A 45 M9A H15 H15 H 0 1 N N N 438.427 -5.549 228.491 -4.430 0.934 2.040 H15 M9A 46 M9A H16 H16 H 0 1 N N N 439.735 -6.909 230.159 -5.014 -1.306 1.177 H16 M9A 47 # # 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 M9A C9 C8 DOUB Y N 1 M9A C9 C10 SING Y N 2 M9A C8 C7 SING Y N 3 M9A C10 C11 DOUB Y N 4 M9A C7 C6 DOUB Y N 5 M9A C11 C6 SING Y N 6 M9A C11 O1 SING N N 7 M9A O3 C17 DOUB N N 8 M9A C12 O1 SING N N 9 M9A C12 C13 SING N N 10 M9A C6 O SING N N 11 M9A C17 N2 SING N N 12 M9A C17 N1 SING N N 13 M9A C13 N1 SING N N 14 M9A N2 C16 SING N N 15 M9A O C5 SING N N 16 M9A N1 C14 SING N N 17 M9A C18 C5 DOUB Y N 18 M9A C18 C19 SING Y N 19 M9A C5 C4 SING Y N 20 M9A C16 O2 DOUB N N 21 M9A C16 C15 SING N N 22 M9A C14 C15 DOUB N N 23 M9A F C19 SING N N 24 M9A C19 C20 DOUB Y N 25 M9A C4 C3 DOUB Y N 26 M9A C4 C21 SING Y N 27 M9A C3 C2 SING Y N 28 M9A C20 C21 SING Y N 29 M9A C21 C22 DOUB Y N 30 M9A C2 C1 DOUB Y N 31 M9A C22 C1 SING Y N 32 M9A C1 C SING N N 33 M9A C N TRIP N N 34 M9A C2 H1 SING N N 35 M9A N2 H2 SING N N 36 M9A C3 H3 SING N N 37 M9A C7 H4 SING N N 38 M9A C8 H5 SING N N 39 M9A C9 H6 SING N N 40 M9A C10 H7 SING N N 41 M9A C12 H8 SING N N 42 M9A C12 H9 SING N N 43 M9A C13 H10 SING N N 44 M9A C13 H11 SING N N 45 M9A C14 H12 SING N N 46 M9A C15 H13 SING N N 47 M9A C18 H14 SING N N 48 M9A C20 H15 SING N N 49 M9A C22 H16 SING N N 50 # # 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 M9A SMILES ACDLabs 12.01 "c4(C#N)ccc1c(cc(cc1Oc3ccccc3OCCN2C=CC(NC2=O)=O)F)c4" M9A InChI InChI 1.03 "InChI=1S/C23H16FN3O4/c24-17-12-16-11-15(14-25)5-6-18(16)21(13-17)31-20-4-2-1-3-19(20)30-10-9-27-8-7-22(28)26-23(27)29/h1-8,11-13H,9-10H2,(H,26,28,29)" M9A InChIKey InChI 1.03 CZZSYVLCOGCXLL-UHFFFAOYSA-N M9A SMILES_CANONICAL CACTVS 3.385 "Fc1cc(Oc2ccccc2OCCN3C=CC(=O)NC3=O)c4ccc(cc4c1)C#N" M9A SMILES CACTVS 3.385 "Fc1cc(Oc2ccccc2OCCN3C=CC(=O)NC3=O)c4ccc(cc4c1)C#N" M9A SMILES_CANONICAL "OpenEye OEToolkits" 2.0.7 "c1ccc(c(c1)OCCN2C=CC(=O)NC2=O)Oc3cc(cc4c3ccc(c4)C#N)F" M9A SMILES "OpenEye OEToolkits" 2.0.7 "c1ccc(c(c1)OCCN2C=CC(=O)NC2=O)Oc3cc(cc4c3ccc(c4)C#N)F" # # 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 M9A "SYSTEMATIC NAME" ACDLabs 12.01 "5-{2-[2-(2,4-dioxo-3,4-dihydropyrimidin-1(2H)-yl)ethoxy]phenoxy}-7-fluoronaphthalene-2-carbonitrile" M9A "SYSTEMATIC NAME" "OpenEye OEToolkits" 2.0.7 "5-[2-[2-[2,4-bis(oxidanylidene)pyrimidin-1-yl]ethoxy]phenoxy]-7-fluoranyl-naphthalene-2-carbonitrile" # # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site M9A "Create component" 2019-03-27 RCSB M9A "Initial release" 2019-05-15 RCSB ##