data_EY8 # _chem_comp.id EY8 _chem_comp.name "[(3~{R})-7-fluoranyl-4-[(3-oxidanylidene-4~{H}-1,4-benzoxazin-6-yl)carbonyl]-2,3-dihydro-1,4-benzoxazin-3-yl]methanesulfonamide" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C18 H16 F N3 O6 S" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2018-05-04 _chem_comp.pdbx_modified_date 2019-01-04 _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 421.400 _chem_comp.one_letter_code ? _chem_comp.three_letter_code EY8 _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 6GG8 _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 EY8 O4 O1 O 0 1 N N N -9.080 18.371 -14.159 0.764 -2.839 0.381 O4 EY8 1 EY8 C7 C1 C 0 1 N N N -6.737 14.642 -15.506 -1.789 -0.279 -2.513 C7 EY8 2 EY8 C9 C2 C 0 1 Y N N -9.021 14.257 -16.057 -3.504 0.559 -1.078 C9 EY8 3 EY8 C10 C3 C 0 1 Y N N -10.054 13.352 -16.234 -4.792 1.054 -0.941 C10 EY8 4 EY8 C11 C4 C 0 1 Y N N -11.239 13.802 -16.781 -5.137 1.788 0.181 C11 EY8 5 EY8 C13 C5 C 0 1 Y N N -11.409 15.122 -17.142 -4.199 2.032 1.170 C13 EY8 6 EY8 C14 C6 C 0 1 Y N N -10.382 16.023 -16.960 -2.912 1.544 1.039 C14 EY8 7 EY8 C15 C7 C 0 1 Y N N -9.182 15.589 -16.423 -2.563 0.809 -0.082 C15 EY8 8 EY8 C19 C8 C 0 1 Y N N -8.084 17.585 -18.535 1.144 0.403 0.255 C19 EY8 9 EY8 C20 C9 C 0 1 Y N N -8.156 16.479 -19.375 1.439 -0.827 -0.337 C20 EY8 10 EY8 C21 C10 C 0 1 Y N N -8.522 16.635 -20.703 2.746 -1.158 -0.631 C21 EY8 11 EY8 C22 C11 C 0 1 Y N N -8.800 17.913 -21.177 3.770 -0.270 -0.338 C22 EY8 12 EY8 C24 C12 C 0 1 N N N -10.088 19.209 -22.659 5.919 0.495 -0.993 C24 EY8 13 EY8 N1 N1 N 0 1 N N N -6.561 18.711 -13.703 -1.225 -4.032 1.119 N1 EY8 14 EY8 S2 S1 S 0 1 N N N -8.003 17.899 -13.318 -0.590 -2.559 0.707 S2 EY8 15 EY8 O3 O2 O 0 1 N N N -8.104 17.882 -11.864 -0.921 -1.716 1.803 O3 EY8 16 EY8 C5 C13 C 0 1 N N N -7.610 16.225 -13.776 -1.513 -2.067 -0.775 C5 EY8 17 EY8 C6 C14 C 0 1 N N R -7.144 16.078 -15.214 -1.013 -0.704 -1.258 C6 EY8 18 EY8 O8 O3 O 0 1 N N N -7.858 13.746 -15.467 -3.175 -0.164 -2.181 O8 EY8 19 EY8 F12 F1 F 0 1 N N N -12.256 12.930 -16.957 -6.393 2.268 0.311 F12 EY8 20 EY8 N16 N2 N 0 1 N N N -8.097 16.483 -16.232 -1.254 0.314 -0.221 N16 EY8 21 EY8 C17 C15 C 0 1 N N N -7.666 17.500 -17.109 -0.255 0.755 0.568 C17 EY8 22 EY8 O18 O4 O 0 1 N N N -6.849 18.353 -16.765 -0.505 1.444 1.539 O18 EY8 23 EY8 O23 O5 O 0 1 N N N -9.158 18.098 -22.507 5.059 -0.586 -0.625 O23 EY8 24 EY8 C25 C16 C 0 1 N N N -9.527 20.484 -22.082 5.736 1.640 -0.030 C25 EY8 25 EY8 O26 O6 O 0 1 N N N -9.604 21.572 -22.645 6.667 2.373 0.229 O26 EY8 26 EY8 N27 N3 N 0 1 N N N -8.963 20.299 -20.851 4.531 1.846 0.544 N27 EY8 27 EY8 C28 C17 C 0 1 Y N N -8.714 19.008 -20.339 3.481 0.962 0.254 C28 EY8 28 EY8 C29 C18 C 0 1 Y N N -8.364 18.853 -19.011 2.176 1.297 0.555 C29 EY8 29 EY8 H1 H1 H 0 1 N N N -6.000 14.322 -14.754 -1.417 0.683 -2.865 H1 EY8 30 EY8 H2 H2 H 0 1 N N N -6.282 14.598 -16.507 -1.662 -1.030 -3.293 H2 EY8 31 EY8 H3 H3 H 0 1 N N N -9.935 12.317 -15.950 -5.527 0.866 -1.709 H3 EY8 32 EY8 H4 H4 H 0 1 N N N -12.346 15.450 -17.567 -4.472 2.605 2.043 H4 EY8 33 EY8 H5 H5 H 0 1 N N N -10.512 17.059 -17.234 -2.180 1.735 1.810 H5 EY8 34 EY8 H6 H6 H 0 1 N N N -7.926 15.496 -18.992 0.644 -1.521 -0.565 H6 EY8 35 EY8 H7 H7 H 0 1 N N N -8.590 15.779 -21.358 2.971 -2.110 -1.088 H7 EY8 36 EY8 H8 H8 H 0 1 N N N -10.291 19.361 -23.729 6.956 0.160 -0.965 H8 EY8 37 EY8 H9 H9 H 0 1 N N N -11.026 18.964 -22.139 5.673 0.827 -2.002 H9 EY8 38 EY8 H10 H10 H 0 1 N N N -5.823 18.377 -13.116 -1.982 -4.082 1.722 H10 EY8 39 EY8 H11 H11 H 0 1 N N N -6.328 18.541 -14.660 -0.839 -4.845 0.757 H11 EY8 40 EY8 H12 H12 H 0 1 N N N -8.509 15.607 -13.638 -1.363 -2.808 -1.559 H12 EY8 41 EY8 H13 H13 H 0 1 N N N -6.810 15.862 -13.113 -2.575 -2.000 -0.536 H13 EY8 42 EY8 H14 H14 H 0 1 N N N -6.243 16.699 -15.327 0.052 -0.760 -1.483 H14 EY8 43 EY8 H15 H15 H 0 1 N N N -8.721 21.098 -20.300 4.393 2.593 1.147 H15 EY8 44 EY8 H16 H16 H 0 1 N N N -8.310 19.709 -18.355 1.952 2.250 1.012 H16 EY8 45 # 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 EY8 C24 O23 SING N N 1 EY8 C24 C25 SING N N 2 EY8 O26 C25 DOUB N N 3 EY8 O23 C22 SING N N 4 EY8 C25 N27 SING N N 5 EY8 C22 C21 DOUB Y N 6 EY8 C22 C28 SING Y N 7 EY8 N27 C28 SING N N 8 EY8 C21 C20 SING Y N 9 EY8 C28 C29 DOUB Y N 10 EY8 C20 C19 DOUB Y N 11 EY8 C29 C19 SING Y N 12 EY8 C19 C17 SING N N 13 EY8 C13 C14 DOUB Y N 14 EY8 C13 C11 SING Y N 15 EY8 C17 O18 DOUB N N 16 EY8 C17 N16 SING N N 17 EY8 C14 C15 SING Y N 18 EY8 F12 C11 SING N N 19 EY8 C11 C10 DOUB Y N 20 EY8 C15 N16 SING N N 21 EY8 C15 C9 DOUB Y N 22 EY8 C10 C9 SING Y N 23 EY8 N16 C6 SING N N 24 EY8 C9 O8 SING N N 25 EY8 C7 O8 SING N N 26 EY8 C7 C6 SING N N 27 EY8 C6 C5 SING N N 28 EY8 O4 S2 DOUB N N 29 EY8 C5 S2 SING N N 30 EY8 N1 S2 SING N N 31 EY8 S2 O3 DOUB N N 32 EY8 C7 H1 SING N N 33 EY8 C7 H2 SING N N 34 EY8 C10 H3 SING N N 35 EY8 C13 H4 SING N N 36 EY8 C14 H5 SING N N 37 EY8 C20 H6 SING N N 38 EY8 C21 H7 SING N N 39 EY8 C24 H8 SING N N 40 EY8 C24 H9 SING N N 41 EY8 N1 H10 SING N N 42 EY8 N1 H11 SING N N 43 EY8 C5 H12 SING N N 44 EY8 C5 H13 SING N N 45 EY8 C6 H14 SING N N 46 EY8 N27 H15 SING N N 47 EY8 C29 H16 SING N N 48 # 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 EY8 InChI InChI 1.03 "InChI=1S/C18H16FN3O6S/c19-11-2-3-14-16(6-11)27-7-12(9-29(20,25)26)22(14)18(24)10-1-4-15-13(5-10)21-17(23)8-28-15/h1-6,12H,7-9H2,(H,21,23)(H2,20,25,26)/t12-/m1/s1" EY8 InChIKey InChI 1.03 FDWPXNLUFQNWMH-GFCCVEGCSA-N EY8 SMILES_CANONICAL CACTVS 3.385 "N[S](=O)(=O)C[C@H]1COc2cc(F)ccc2N1C(=O)c3ccc4OCC(=O)Nc4c3" EY8 SMILES CACTVS 3.385 "N[S](=O)(=O)C[CH]1COc2cc(F)ccc2N1C(=O)c3ccc4OCC(=O)Nc4c3" EY8 SMILES_CANONICAL "OpenEye OEToolkits" 2.0.6 "c1cc2c(cc1C(=O)N3c4ccc(cc4OC[C@@H]3CS(=O)(=O)N)F)NC(=O)CO2" EY8 SMILES "OpenEye OEToolkits" 2.0.6 "c1cc2c(cc1C(=O)N3c4ccc(cc4OCC3CS(=O)(=O)N)F)NC(=O)CO2" # 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 EY8 "SYSTEMATIC NAME" "OpenEye OEToolkits" 2.0.6 "[(3~{R})-7-fluoranyl-4-[(3-oxidanylidene-4~{H}-1,4-benzoxazin-6-yl)carbonyl]-2,3-dihydro-1,4-benzoxazin-3-yl]methanesulfonamide" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site EY8 "Create component" 2018-05-04 EBI EY8 "Initial release" 2019-01-09 RCSB #