data_XZ4 # _chem_comp.id XZ4 _chem_comp.name "methyl 2-[[3-[[2,4-bis(fluoranyl)phenyl]methylcarbamoyl]-7-methoxy-1-oxidanyl-2-oxidanylidene-1,8-naphthyridin-4-yl]amino]ethanoate" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C20 H18 F2 N4 O6" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2017-04-11 _chem_comp.pdbx_modified_date 2017-07-28 _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 448.377 _chem_comp.one_letter_code ? _chem_comp.three_letter_code XZ4 _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 5NO1 _chem_comp.pdbx_subcomponent_list ? _chem_comp.pdbx_processing_site EBI # 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 XZ4 F8 F1 F 0 1 N N N -37.445 36.608 -19.452 -3.637 0.990 -0.679 F8 XZ4 1 XZ4 C7 C1 C 0 1 Y N N -38.283 36.886 -20.351 -4.164 -0.252 -0.612 C7 XZ4 2 XZ4 C6 C2 C 0 1 Y N N -39.407 37.618 -19.987 -5.089 -0.664 -1.556 C6 XZ4 3 XZ4 C5 C3 C 0 1 Y N N -40.296 37.890 -21.022 -5.628 -1.936 -1.487 C5 XZ4 4 XZ4 F9 F2 F 0 1 N N N -41.402 38.587 -20.752 -6.530 -2.340 -2.408 F9 XZ4 5 XZ4 C4 C4 C 0 1 Y N N -40.071 37.471 -22.330 -5.241 -2.797 -0.473 C4 XZ4 6 XZ4 C3 C5 C 0 1 Y N N -38.935 36.752 -22.646 -4.318 -2.385 0.470 C3 XZ4 7 XZ4 C2 C6 C 0 1 Y N N -38.036 36.448 -21.639 -3.775 -1.115 0.398 C2 XZ4 8 XZ4 C1 C7 C 0 1 N N N -36.789 35.683 -21.950 -2.768 -0.667 1.426 C1 XZ4 9 XZ4 N10 N1 N 0 1 N N N -36.591 34.531 -21.067 -1.429 -0.671 0.832 N10 XZ4 10 XZ4 C11 C8 C 0 1 N N N -36.983 33.327 -21.487 -0.363 -0.304 1.571 C11 XZ4 11 XZ4 O12 O1 O 0 1 N N N -37.481 33.124 -22.591 -0.523 0.120 2.701 O12 XZ4 12 XZ4 C13 C9 C 0 1 N N N -36.698 32.221 -20.554 0.988 -0.414 1.013 C13 XZ4 13 XZ4 C14 C10 C 0 1 N N N -36.250 32.539 -19.231 1.770 -1.569 1.258 C14 XZ4 14 XZ4 O19 O2 O 0 1 N N N -36.111 33.694 -18.836 1.304 -2.468 1.936 O19 XZ4 15 XZ4 N20 N2 N 0 1 N N N -35.966 31.523 -18.337 3.010 -1.699 0.761 N20 XZ4 16 XZ4 O21 O3 O 0 1 N N N -35.543 31.897 -17.056 3.743 -2.879 1.040 O21 XZ4 17 XZ4 C16 C11 C 0 1 Y N N -36.085 30.179 -18.683 3.589 -0.718 -0.012 C16 XZ4 18 XZ4 N23 N3 N 0 1 Y N N -35.783 29.241 -17.767 4.817 -0.876 -0.489 N23 XZ4 19 XZ4 C24 C12 C 0 1 Y N N -35.886 27.944 -18.093 5.394 0.052 -1.233 C24 XZ4 20 XZ4 O27 O4 O 0 1 N N N -35.592 26.959 -17.213 6.649 -0.156 -1.697 O27 XZ4 21 XZ4 C28 C13 C 0 1 N N N -35.042 25.744 -17.733 7.275 -1.391 -1.341 C28 XZ4 22 XZ4 C25 C14 C 0 1 Y N N -36.306 27.543 -19.354 4.738 1.240 -1.552 C25 XZ4 23 XZ4 C26 C15 C 0 1 Y N N -36.615 28.503 -20.304 3.469 1.456 -1.086 C26 XZ4 24 XZ4 C17 C16 C 0 1 Y N N -36.510 29.845 -19.968 2.875 0.461 -0.298 C17 XZ4 25 XZ4 C18 C17 C 0 1 N N N -36.808 30.891 -20.917 1.517 0.621 0.228 C18 XZ4 26 XZ4 N32 N4 N 0 1 N N N -37.257 30.569 -22.135 0.788 1.751 -0.034 N32 XZ4 27 XZ4 C34 C18 C 0 1 N N N -38.672 30.125 -22.279 -0.507 1.956 0.622 C34 XZ4 28 XZ4 C35 C19 C 0 1 N N N -39.242 30.285 -23.696 -1.035 3.323 0.273 C35 XZ4 29 XZ4 O36 O5 O 0 1 N N N -39.155 29.371 -24.518 -0.397 4.052 -0.448 O36 XZ4 30 XZ4 O37 O6 O 0 1 N N N -39.871 31.478 -23.932 -2.216 3.732 0.765 O37 XZ4 31 XZ4 C38 C20 C 0 1 N N N -41.209 31.290 -24.421 -2.663 5.061 0.387 C38 XZ4 32 XZ4 H1 H1 H 0 1 N N N -39.578 37.951 -18.974 -5.390 0.008 -2.347 H1 XZ4 33 XZ4 H2 H2 H 0 1 N N N -40.788 37.709 -23.102 -5.661 -3.790 -0.418 H2 XZ4 34 XZ4 H3 H3 H 0 1 N N N -38.752 36.433 -23.661 -4.017 -3.056 1.260 H3 XZ4 35 XZ4 H4 H4 H 0 1 N N N -36.848 35.324 -22.988 -3.015 0.340 1.760 H4 XZ4 36 XZ4 H5 H5 H 0 1 N N N -35.927 36.359 -21.844 -2.790 -1.348 2.277 H5 XZ4 37 XZ4 H6 H6 H 0 1 N N N -36.170 34.645 -20.167 -1.309 -0.938 -0.093 H6 XZ4 38 XZ4 H7 H7 H 0 1 N N N -35.515 32.845 -16.995 3.267 -3.517 1.588 H7 XZ4 39 XZ4 H8 H8 H 0 1 N N N -34.856 25.042 -16.907 7.348 -1.462 -0.256 H8 XZ4 40 XZ4 H9 H9 H 0 1 N N N -35.752 25.295 -18.443 6.681 -2.222 -1.721 H9 XZ4 41 XZ4 H10 H10 H 0 1 N N N -34.095 25.962 -18.249 8.274 -1.430 -1.776 H10 XZ4 42 XZ4 H11 H11 H 0 1 N N N -36.391 26.493 -19.592 5.228 1.985 -2.161 H11 XZ4 43 XZ4 H12 H12 H 0 1 N N N -36.934 28.210 -21.294 2.940 2.368 -1.319 H12 XZ4 44 XZ4 H13 H13 H 0 1 N N N -36.679 29.827 -22.476 1.128 2.415 -0.653 H13 XZ4 45 XZ4 H14 H14 H 0 1 N N N -39.291 30.718 -21.589 -1.211 1.196 0.281 H14 XZ4 46 XZ4 H15 H15 H 0 1 N N N -38.730 29.062 -22.002 -0.383 1.878 1.702 H15 XZ4 47 XZ4 H16 H16 H 0 1 N N N -41.677 32.270 -24.597 -1.934 5.798 0.724 H16 XZ4 48 XZ4 H17 H17 H 0 1 N N N -41.179 30.724 -25.364 -2.762 5.116 -0.697 H17 XZ4 49 XZ4 H18 H18 H 0 1 N N N -41.796 30.732 -23.677 -3.628 5.265 0.851 H18 XZ4 50 # 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 XZ4 O36 C35 DOUB N N 1 XZ4 C38 O37 SING N N 2 XZ4 O37 C35 SING N N 3 XZ4 C35 C34 SING N N 4 XZ4 C3 C4 DOUB Y N 5 XZ4 C3 C2 SING Y N 6 XZ4 O12 C11 DOUB N N 7 XZ4 C4 C5 SING Y N 8 XZ4 C34 N32 SING N N 9 XZ4 N32 C18 SING N N 10 XZ4 C1 C2 SING N N 11 XZ4 C1 N10 SING N N 12 XZ4 C2 C7 DOUB Y N 13 XZ4 C11 N10 SING N N 14 XZ4 C11 C13 SING N N 15 XZ4 C5 F9 SING N N 16 XZ4 C5 C6 DOUB Y N 17 XZ4 C18 C13 DOUB N N 18 XZ4 C18 C17 SING N N 19 XZ4 C13 C14 SING N N 20 XZ4 C7 C6 SING Y N 21 XZ4 C7 F8 SING N N 22 XZ4 C26 C17 DOUB Y N 23 XZ4 C26 C25 SING Y N 24 XZ4 C17 C16 SING Y N 25 XZ4 C25 C24 DOUB Y N 26 XZ4 C14 O19 DOUB N N 27 XZ4 C14 N20 SING N N 28 XZ4 C16 N20 SING N N 29 XZ4 C16 N23 DOUB Y N 30 XZ4 N20 O21 SING N N 31 XZ4 C24 N23 SING Y N 32 XZ4 C24 O27 SING N N 33 XZ4 C28 O27 SING N N 34 XZ4 C6 H1 SING N N 35 XZ4 C4 H2 SING N N 36 XZ4 C3 H3 SING N N 37 XZ4 C1 H4 SING N N 38 XZ4 C1 H5 SING N N 39 XZ4 N10 H6 SING N N 40 XZ4 O21 H7 SING N N 41 XZ4 C28 H8 SING N N 42 XZ4 C28 H9 SING N N 43 XZ4 C28 H10 SING N N 44 XZ4 C25 H11 SING N N 45 XZ4 C26 H12 SING N N 46 XZ4 N32 H13 SING N N 47 XZ4 C34 H14 SING N N 48 XZ4 C34 H15 SING N N 49 XZ4 C38 H16 SING N N 50 XZ4 C38 H17 SING N N 51 XZ4 C38 H18 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 XZ4 InChI InChI 1.03 "InChI=1S/C20H18F2N4O6/c1-31-14-6-5-12-17(23-9-15(27)32-2)16(20(29)26(30)18(12)25-14)19(28)24-8-10-3-4-11(21)7-13(10)22/h3-7,23,30H,8-9H2,1-2H3,(H,24,28)" XZ4 InChIKey InChI 1.03 NXNKYHOHXLLTIR-UHFFFAOYSA-N XZ4 SMILES_CANONICAL CACTVS 3.385 "COC(=O)CNC1=C(C(=O)NCc2ccc(F)cc2F)C(=O)N(O)c3nc(OC)ccc13" XZ4 SMILES CACTVS 3.385 "COC(=O)CNC1=C(C(=O)NCc2ccc(F)cc2F)C(=O)N(O)c3nc(OC)ccc13" XZ4 SMILES_CANONICAL "OpenEye OEToolkits" 2.0.6 "COc1ccc2c(n1)N(C(=O)C(=C2NCC(=O)OC)C(=O)NCc3ccc(cc3F)F)O" XZ4 SMILES "OpenEye OEToolkits" 2.0.6 "COc1ccc2c(n1)N(C(=O)C(=C2NCC(=O)OC)C(=O)NCc3ccc(cc3F)F)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 XZ4 "SYSTEMATIC NAME" "OpenEye OEToolkits" 2.0.6 "methyl 2-[[3-[[2,4-bis(fluoranyl)phenyl]methylcarbamoyl]-7-methoxy-1-oxidanyl-2-oxidanylidene-1,8-naphthyridin-4-yl]amino]ethanoate" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site XZ4 "Create component" 2017-04-11 EBI XZ4 "Initial release" 2017-08-02 RCSB #