data_F8S # _chem_comp.id F8S _chem_comp.name "2-amino-7-(1,1-dioxo-1lambda~6~-thian-4-yl)-5-oxo-5H-[1]benzopyrano[2,3-b]pyridine-3-carboxylic acid" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C18 H16 N2 O6 S" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms "7-[1,1-bis(oxidanylidene)thian-4-yl Analog of Amlexanox" _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2018-03-15 _chem_comp.pdbx_modified_date 2020-06-17 _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 388.394 _chem_comp.one_letter_code ? _chem_comp.three_letter_code F8S _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 6CQ5 _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 F8S C02 C1 C 0 1 Y N N -2.303 -30.391 -15.808 -5.244 1.037 -0.177 C02 F8S 1 F8S C04 C2 C 0 1 Y N N -3.211 -29.740 -13.685 -2.959 1.098 0.212 C04 F8S 2 F8S C06 C3 C 0 1 Y N N -4.254 -29.110 -11.560 -0.612 1.296 0.300 C06 F8S 3 F8S C07 C4 C 0 1 Y N N -5.406 -28.680 -10.828 0.498 2.123 0.158 C07 F8S 4 F8S C08 C5 C 0 1 Y N N -5.361 -28.524 -9.441 1.762 1.579 0.079 C08 F8S 5 F8S C09 C6 C 0 1 Y N N -4.202 -28.764 -8.681 1.948 0.206 0.138 C09 F8S 6 F8S C10 C7 C 0 1 N N N -4.167 -28.583 -7.146 3.339 -0.369 0.052 C10 F8S 7 F8S C11 C8 C 0 1 N N N -5.551 -28.911 -6.448 3.958 0.013 -1.289 C11 F8S 8 F8S C12 C9 C 0 1 N N N -5.579 -28.728 -4.933 5.258 -0.766 -1.504 C12 F8S 9 F8S C16 C10 C 0 1 N N N -3.065 -29.512 -5.044 5.504 -0.587 1.289 C16 F8S 10 F8S C17 C11 C 0 1 N N N -2.936 -29.308 -6.555 4.178 0.172 1.206 C17 F8S 11 F8S C18 C12 C 0 1 Y N N -3.086 -29.179 -9.423 0.864 -0.633 0.276 C18 F8S 12 F8S C19 C13 C 0 1 Y N N -3.110 -29.350 -10.834 -0.418 -0.093 0.353 C19 F8S 13 F8S C20 C14 C 0 1 N N N -1.896 -29.794 -11.589 -1.607 -0.964 0.484 C20 F8S 14 F8S C22 C15 C 0 1 Y N N -2.013 -30.003 -13.043 -2.911 -0.309 0.259 C22 F8S 15 F8S C23 C16 C 0 1 Y N N -0.928 -30.484 -13.841 -4.072 -1.059 0.089 C23 F8S 16 F8S C24 C17 C 0 1 Y N N -1.040 -30.686 -15.202 -5.269 -0.372 -0.133 C24 F8S 17 F8S C25 C18 C 0 1 N N N 0.138 -31.206 -16.087 -6.531 -1.106 -0.318 C25 F8S 18 F8S N01 N1 N 0 1 N N N -2.466 -30.574 -17.165 -6.416 1.728 -0.396 N01 F8S 19 F8S N03 N2 N 0 1 Y N N -3.401 -29.916 -15.049 -4.117 1.709 -0.007 N03 F8S 20 F8S O05 O1 O 0 1 N N N -4.325 -29.262 -12.945 -1.845 1.832 0.390 O05 F8S 21 F8S O14 O2 O 0 1 N N N -4.124 -28.874 -2.852 6.700 1.114 -0.338 O14 F8S 22 F8S O15 O3 O 0 1 N N N -3.647 -27.087 -4.407 7.552 -1.186 -0.266 O15 F8S 23 F8S O21 O4 O 0 1 N N N -0.863 -29.977 -11.008 -1.516 -2.146 0.761 O21 F8S 24 F8S O26 O5 O 0 1 N N N 1.249 -31.373 -15.542 -6.563 -2.443 -0.155 O26 F8S 25 F8S O27 O6 O 0 1 N N N -0.114 -31.416 -17.291 -7.545 -0.505 -0.617 O27 F8S 26 F8S S13 S1 S 0 1 N N N -4.066 -28.425 -4.203 6.457 -0.282 -0.228 S13 F8S 27 F8S H1 H1 H 0 1 N N N -6.325 -28.473 -11.357 0.368 3.195 0.110 H1 F8S 28 F8S H2 H2 H 0 1 N N N -6.257 -28.205 -8.929 2.617 2.230 -0.031 H2 F8S 29 F8S H3 H3 H 0 1 N N N -3.997 -27.510 -6.973 3.283 -1.455 0.126 H3 F8S 30 F8S H4 H4 H 0 1 N N N -6.316 -28.251 -6.884 3.259 -0.223 -2.091 H4 F8S 31 F8S H5 H5 H 0 1 N N N -6.241 -27.879 -4.706 5.059 -1.835 -1.431 H5 F8S 32 F8S H6 H6 H 0 1 N N N -3.461 -30.525 -4.878 6.071 -0.239 2.152 H6 F8S 33 F8S H7 H7 H 0 1 N N N -2.056 -29.437 -4.611 5.309 -1.655 1.388 H7 F8S 34 F8S H8 H8 H 0 1 N N N -2.836 -30.291 -7.039 4.378 1.231 1.043 H8 F8S 35 F8S H9 H9 H 0 1 N N N -2.038 -28.706 -6.757 3.631 0.048 2.141 H9 F8S 36 F8S H10 H10 H 0 1 N N N -2.164 -29.378 -8.897 1.007 -1.703 0.323 H10 F8S 37 F8S H11 H11 H 0 1 N N N 0.015 -30.697 -13.360 -4.049 -2.138 0.128 H11 F8S 38 F8S H12 H12 H 0 1 N N N -3.399 -30.326 -17.425 -7.232 1.245 -0.599 H12 F8S 39 F8S H13 H13 H 0 1 N N N -1.817 -29.995 -17.660 -6.424 2.697 -0.347 H13 F8S 40 F8S H14 H14 H 0 1 N N N 1.874 -31.685 -16.186 -7.416 -2.881 -0.287 H14 F8S 41 F8S H15 H15 H 0 1 N N N -5.802 -29.959 -6.668 4.171 1.082 -1.298 H15 F8S 42 F8S H16 H16 H 0 1 N N N -5.993 -29.645 -4.488 5.662 -0.536 -2.490 H16 F8S 43 # # 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 F8S O27 C25 DOUB N N 1 F8S N01 C02 SING N N 2 F8S C25 O26 SING N N 3 F8S C25 C24 SING N N 4 F8S C02 C24 DOUB Y N 5 F8S C02 N03 SING Y N 6 F8S C24 C23 SING Y N 7 F8S N03 C04 DOUB Y N 8 F8S C23 C22 DOUB Y N 9 F8S C04 C22 SING Y N 10 F8S C04 O05 SING N N 11 F8S C22 C20 SING N N 12 F8S O05 C06 SING N N 13 F8S C20 O21 DOUB N N 14 F8S C20 C19 SING N N 15 F8S C06 C19 DOUB Y N 16 F8S C06 C07 SING Y N 17 F8S C19 C18 SING Y N 18 F8S C07 C08 DOUB Y N 19 F8S C08 C09 SING Y N 20 F8S C18 C09 DOUB Y N 21 F8S C09 C10 SING N N 22 F8S C10 C17 SING N N 23 F8S C10 C11 SING N N 24 F8S C17 C16 SING N N 25 F8S C11 C12 SING N N 26 F8S C16 S13 SING N N 27 F8S C12 S13 SING N N 28 F8S O15 S13 DOUB N N 29 F8S S13 O14 DOUB N N 30 F8S C07 H1 SING N N 31 F8S C08 H2 SING N N 32 F8S C10 H3 SING N N 33 F8S C11 H4 SING N N 34 F8S C12 H5 SING N N 35 F8S C16 H6 SING N N 36 F8S C16 H7 SING N N 37 F8S C17 H8 SING N N 38 F8S C17 H9 SING N N 39 F8S C18 H10 SING N N 40 F8S C23 H11 SING N N 41 F8S N01 H12 SING N N 42 F8S N01 H13 SING N N 43 F8S O26 H14 SING N N 44 F8S C11 H15 SING N N 45 F8S C12 H16 SING N N 46 # # 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 F8S SMILES ACDLabs 12.01 "c4(c(cc3c(Oc1c(cc(cc1)C2CCS(CC2)(=O)=O)C3=O)n4)C(O)=O)N" F8S InChI InChI 1.03 "InChI=1S/C18H16N2O6S/c19-16-13(18(22)23)8-12-15(21)11-7-10(1-2-14(11)26-17(12)20-16)9-3-5-27(24,25)6-4-9/h1-2,7-9H,3-6H2,(H2,19,20)(H,22,23)" F8S InChIKey InChI 1.03 YLXHHSZCWBYDQH-UHFFFAOYSA-N F8S SMILES_CANONICAL CACTVS 3.385 "Nc1nc2Oc3ccc(cc3C(=O)c2cc1C(O)=O)C4CC[S](=O)(=O)CC4" F8S SMILES CACTVS 3.385 "Nc1nc2Oc3ccc(cc3C(=O)c2cc1C(O)=O)C4CC[S](=O)(=O)CC4" F8S SMILES_CANONICAL "OpenEye OEToolkits" 2.0.6 "c1cc2c(cc1C3CCS(=O)(=O)CC3)C(=O)c4cc(c(nc4O2)N)C(=O)O" F8S SMILES "OpenEye OEToolkits" 2.0.6 "c1cc2c(cc1C3CCS(=O)(=O)CC3)C(=O)c4cc(c(nc4O2)N)C(=O)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 F8S "SYSTEMATIC NAME" ACDLabs 12.01 "2-amino-7-(1,1-dioxo-1lambda~6~-thian-4-yl)-5-oxo-5H-[1]benzopyrano[2,3-b]pyridine-3-carboxylic acid" F8S "SYSTEMATIC NAME" "OpenEye OEToolkits" 2.0.6 "2-azanyl-7-[1,1-bis(oxidanylidene)thian-4-yl]-5-oxidanylidene-chromeno[2,3-b]pyridine-3-carboxylic acid" # # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site F8S "Create component" 2018-03-15 RCSB F8S "Initial release" 2018-12-05 RCSB F8S "Modify synonyms" 2020-06-05 PDBE # _pdbx_chem_comp_synonyms.ordinal 1 _pdbx_chem_comp_synonyms.comp_id F8S _pdbx_chem_comp_synonyms.name "7-[1,1-bis(oxidanylidene)thian-4-yl Analog of Amlexanox" _pdbx_chem_comp_synonyms.provenance ? _pdbx_chem_comp_synonyms.type ? ##