data_E4Z # _chem_comp.id E4Z _chem_comp.name "Baloxavir acid" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C24 H19 F2 N3 O4 S" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2018-02-19 _chem_comp.pdbx_modified_date 2018-07-06 _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 483.487 _chem_comp.one_letter_code ? _chem_comp.three_letter_code E4Z _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 6FS9 _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 E4Z C1 C1 C 0 1 N N N 10.085 14.336 -25.768 -4.571 0.243 0.856 C1 E4Z 1 E4Z N1 N1 N 0 1 N N N 12.279 12.730 -26.357 -1.852 -0.026 0.441 N1 E4Z 2 E4Z O1 O1 O 0 1 N N N 9.083 15.015 -25.529 -5.774 0.381 1.021 O1 E4Z 3 E4Z C2 C2 C 0 1 N N N 11.308 14.554 -25.174 -3.663 1.249 1.250 C2 E4Z 4 E4Z O2 O2 O 0 1 N N N 8.827 13.068 -27.202 -4.842 -1.994 -0.134 O2 E4Z 5 E4Z O3 O3 O 0 1 N N N 10.005 10.925 -28.568 -2.691 -3.051 -1.191 O3 E4Z 6 E4Z C4 C3 C 0 1 N N N 11.046 12.420 -26.978 -2.676 -1.065 0.074 C4 E4Z 7 E4Z O4 O4 O 0 1 N N N 14.239 11.642 -30.106 1.954 -2.860 0.091 O4 E4Z 8 E4Z C5 C4 C 0 1 N N N 9.952 13.230 -26.708 -4.025 -0.980 0.246 C5 E4Z 9 E4Z C6 C5 C 0 1 N N N 11.020 11.273 -27.976 -2.056 -2.281 -0.496 C6 E4Z 10 E4Z C7 C6 C 0 1 N N R 13.493 11.207 -27.814 -0.009 -1.479 0.519 C7 E4Z 11 E4Z C13 C7 C 0 1 Y N N 15.499 9.840 -25.331 2.515 0.533 -0.268 C13 E4Z 12 E4Z C14 C8 C 0 1 N N N 16.009 11.273 -25.184 2.208 0.870 -1.704 C14 E4Z 13 E4Z C15 C9 C 0 1 Y N N 13.821 11.710 -23.266 -0.126 2.304 -1.129 C15 E4Z 14 E4Z C16 C10 C 0 1 Y N N 12.860 11.209 -24.147 -0.081 2.213 0.229 C16 E4Z 15 E4Z C17 C11 C 0 1 Y N N 13.382 12.247 -22.057 -0.580 3.464 -1.752 C17 E4Z 16 E4Z C18 C12 C 0 1 Y N N 12.032 12.269 -21.718 -0.943 4.547 -0.972 C18 E4Z 17 E4Z C19 C13 C 0 1 Y N N 11.086 11.754 -22.576 -0.850 4.470 0.406 C19 E4Z 18 E4Z C20 C14 C 0 1 Y N N 11.513 11.230 -23.791 -0.418 3.305 1.014 C20 E4Z 19 E4Z C21 C15 C 0 1 Y N N 13.710 8.219 -25.430 2.206 0.103 2.064 C21 E4Z 20 E4Z C22 C16 C 0 1 Y N N 14.640 7.147 -25.401 3.524 -0.245 2.229 C22 E4Z 21 E4Z C23 C17 C 0 1 Y N N 16.000 7.463 -25.334 4.370 -0.199 1.133 C23 E4Z 22 E4Z C24 C18 C 0 1 Y N N 16.409 8.770 -25.295 3.866 0.180 -0.089 C24 E4Z 23 E4Z F2 F1 F 0 1 N N N 16.955 6.548 -25.303 5.675 -0.521 1.264 F2 E4Z 24 E4Z C12 C19 C 0 1 Y N N 14.133 9.569 -25.400 1.695 0.507 0.824 C12 E4Z 25 E4Z F1 F2 F 0 1 N N N 17.729 8.963 -25.229 4.695 0.213 -1.155 F1 E4Z 26 E4Z S3 S1 S 0 1 N N N 15.498 11.790 -23.513 0.455 0.953 -2.097 S3 E4Z 27 E4Z C11 C20 C 0 1 N N S 13.120 10.668 -25.478 0.263 0.906 0.854 C11 E4Z 28 E4Z N2 N2 N 0 1 N N N 13.355 11.816 -26.490 -0.514 -0.140 0.175 N2 E4Z 29 E4Z C8 C21 C 0 1 N N N 14.137 12.220 -28.778 1.488 -1.524 0.249 C8 E4Z 30 E4Z C9 C22 C 0 1 N N N 12.974 11.039 -30.570 1.331 -3.557 -0.982 C9 E4Z 31 E4Z C10 C23 C 0 1 N N N 12.416 9.979 -29.569 -0.143 -3.762 -0.634 C10 E4Z 32 E4Z N3 N3 N 0 1 N N N 12.200 10.785 -28.381 -0.744 -2.501 -0.206 N3 E4Z 33 E4Z C3 C24 C 0 1 N N N 12.388 13.721 -25.499 -2.338 1.079 1.033 C3 E4Z 34 E4Z H1 H1 H 0 1 N N N 11.434 15.359 -24.465 -4.024 2.150 1.723 H1 E4Z 35 E4Z H3 H3 H 0 1 N N N 14.156 10.332 -27.742 -0.173 -1.646 1.584 H3 E4Z 36 E4Z H4 H4 H 0 1 N N N 17.104 11.305 -25.280 2.659 1.834 -1.936 H4 E4Z 37 E4Z H5 H5 H 0 1 N N N 15.555 11.924 -25.945 2.668 0.115 -2.341 H5 E4Z 38 E4Z H6 H6 H 0 1 N N N 14.106 12.655 -21.367 -0.649 3.516 -2.829 H6 E4Z 39 E4Z H7 H7 H 0 1 N N N 11.724 12.694 -20.774 -1.299 5.453 -1.439 H7 E4Z 40 E4Z H8 H8 H 0 1 N N N 10.039 11.757 -22.312 -1.115 5.325 1.010 H8 E4Z 41 E4Z H9 H9 H 0 1 N N N 10.782 10.829 -24.477 -0.344 3.246 2.090 H9 E4Z 42 E4Z H10 H10 H 0 1 N N N 12.654 7.999 -25.476 1.544 0.064 2.916 H10 E4Z 43 E4Z H11 H11 H 0 1 N N N 14.307 6.120 -25.430 3.895 -0.550 3.196 H11 E4Z 44 E4Z H12 H12 H 0 1 N N N 12.184 10.188 -25.800 -0.057 0.936 1.895 H12 E4Z 45 E4Z H13 H13 H 0 1 N N N 15.142 12.480 -28.415 2.014 -1.061 1.084 H13 E4Z 46 E4Z H14 H14 H 0 1 N N N 13.517 13.127 -28.822 1.703 -0.962 -0.660 H14 E4Z 47 E4Z H15 H15 H 0 1 N N N 12.227 11.837 -30.692 1.409 -2.968 -1.897 H15 E4Z 48 E4Z H16 H16 H 0 1 N N N 13.151 10.550 -31.540 1.816 -4.522 -1.124 H16 E4Z 49 E4Z H17 H17 H 0 1 N N N 11.475 9.540 -29.933 -0.671 -4.138 -1.510 H17 E4Z 50 E4Z H18 H18 H 0 1 N N N 13.147 9.178 -29.383 -0.225 -4.490 0.173 H18 E4Z 51 E4Z H19 H19 H 0 1 N N N 13.343 13.899 -25.028 -1.652 1.855 1.340 H19 E4Z 52 E4Z H20 H20 H 0 1 N N N 8.232 13.724 -26.858 -5.779 -1.827 0.034 H20 E4Z 53 # 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 E4Z C9 O4 SING N N 1 E4Z C9 C10 SING N N 2 E4Z O4 C8 SING N N 3 E4Z C10 N3 SING N N 4 E4Z C8 C7 SING N N 5 E4Z O3 C6 DOUB N N 6 E4Z N3 C6 SING N N 7 E4Z N3 C7 SING N N 8 E4Z C6 C4 SING N N 9 E4Z C7 N2 SING N N 10 E4Z O2 C5 SING N N 11 E4Z C4 C5 DOUB N N 12 E4Z C4 N1 SING N N 13 E4Z C5 C1 SING N N 14 E4Z N2 N1 SING N N 15 E4Z N2 C11 SING N N 16 E4Z N1 C3 SING N N 17 E4Z C1 O1 DOUB N N 18 E4Z C1 C2 SING N N 19 E4Z C3 C2 DOUB N N 20 E4Z C11 C12 SING N N 21 E4Z C11 C16 SING N N 22 E4Z C21 C22 DOUB Y N 23 E4Z C21 C12 SING Y N 24 E4Z C22 C23 SING Y N 25 E4Z C12 C13 DOUB Y N 26 E4Z C23 F2 SING N N 27 E4Z C23 C24 DOUB Y N 28 E4Z C13 C24 SING Y N 29 E4Z C13 C14 SING N N 30 E4Z C24 F1 SING N N 31 E4Z C14 S3 SING N N 32 E4Z C16 C20 DOUB Y N 33 E4Z C16 C15 SING Y N 34 E4Z C20 C19 SING Y N 35 E4Z S3 C15 SING N N 36 E4Z C15 C17 DOUB Y N 37 E4Z C19 C18 DOUB Y N 38 E4Z C17 C18 SING Y N 39 E4Z C2 H1 SING N N 40 E4Z C7 H3 SING N N 41 E4Z C14 H4 SING N N 42 E4Z C14 H5 SING N N 43 E4Z C17 H6 SING N N 44 E4Z C18 H7 SING N N 45 E4Z C19 H8 SING N N 46 E4Z C20 H9 SING N N 47 E4Z C21 H10 SING N N 48 E4Z C22 H11 SING N N 49 E4Z C11 H12 SING N N 50 E4Z C8 H13 SING N N 51 E4Z C8 H14 SING N N 52 E4Z C9 H15 SING N N 53 E4Z C9 H16 SING N N 54 E4Z C10 H17 SING N N 55 E4Z C10 H18 SING N N 56 E4Z C3 H19 SING N N 57 E4Z O2 H20 SING N N 58 # 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 E4Z InChI InChI 1.03 "InChI=1S/C24H19F2N3O4S/c25-16-6-5-13-15(20(16)26)12-34-18-4-2-1-3-14(18)21(13)29-19-11-33-10-9-27(19)24(32)22-23(31)17(30)7-8-28(22)29/h1-8,19,21,31H,9-12H2/t19-,21+/m1/s1" E4Z InChIKey InChI 1.03 FIDLLEYNNRGVFR-CTNGQTDRSA-N E4Z SMILES_CANONICAL CACTVS 3.385 "OC1=C2N(C=CC1=O)N([C@@H]3COCCN3C2=O)[C@H]4c5ccc(F)c(F)c5CSc6ccccc46" E4Z SMILES CACTVS 3.385 "OC1=C2N(C=CC1=O)N([CH]3COCCN3C2=O)[CH]4c5ccc(F)c(F)c5CSc6ccccc46" E4Z SMILES_CANONICAL "OpenEye OEToolkits" 2.0.6 "c1ccc2c(c1)[C@H](c3ccc(c(c3CS2)F)F)N4[C@@H]5COCCN5C(=O)C6=C(C(=O)C=CN64)O" E4Z SMILES "OpenEye OEToolkits" 2.0.6 "c1ccc2c(c1)C(c3ccc(c(c3CS2)F)F)N4C5COCCN5C(=O)C6=C(C(=O)C=CN64)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 E4Z "SYSTEMATIC NAME" "OpenEye OEToolkits" 2.0.6 "(3~{R})-2-[(11~{S})-7,8-bis(fluoranyl)-6,11-dihydrobenzo[c][1]benzothiepin-11-yl]-11-oxidanyl-5-oxa-1,2,8-triazatricyclo[8.4.0.0^{3,8}]tetradeca-10,13-diene-9,12-dione" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site E4Z "Create component" 2018-02-19 EBI E4Z "Other modification" 2018-02-24 EBI E4Z "Initial release" 2018-07-11 RCSB #