data_F8P # _chem_comp.id F8P _chem_comp.name "2-amino-7-(4,4-difluorocyclohexyl)-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 "C19 H16 F2 N2 O4" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms "7-(4,4-difluorocyclohexyl) 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 374.338 _chem_comp.one_letter_code ? _chem_comp.three_letter_code F8P _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 6CQ4 _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 F8P C02 C1 C 0 1 Y N N 107.089 -13.241 -1.865 -4.966 1.091 -0.152 C02 F8P 1 F8P C04 C2 C 0 1 Y N N 107.152 -12.089 0.279 -2.680 1.083 0.230 C04 F8P 2 F8P C06 C3 C 0 1 Y N N 107.151 -10.769 2.427 -0.328 1.215 0.314 C06 F8P 3 F8P C07 C4 C 0 1 Y N N 106.946 -9.533 3.142 0.803 2.014 0.184 C07 F8P 4 F8P C08 C5 C 0 1 Y N N 107.129 -9.440 4.556 2.052 1.438 0.091 C08 F8P 5 F8P C09 C6 C 0 1 Y N N 107.529 -10.564 5.324 2.201 0.060 0.124 C09 F8P 6 F8P C10 C7 C 0 1 N N N 107.747 -10.478 6.889 3.576 -0.551 0.025 C10 F8P 7 F8P C11 C8 C 0 1 N N N 107.440 -11.935 7.356 4.439 -0.056 1.187 C11 F8P 8 F8P C12 C9 C 0 1 N N N 107.703 -12.174 8.862 5.834 -0.676 1.086 C12 F8P 9 F8P C13 C10 C 0 1 N N N 107.860 -10.864 9.627 6.479 -0.266 -0.239 C13 F8P 10 F8P C16 C11 C 0 1 N N N 106.880 -9.747 9.282 5.616 -0.761 -1.402 C16 F8P 11 F8P C17 C12 C 0 1 N N N 106.939 -9.427 7.773 4.221 -0.141 -1.301 C17 F8P 12 F8P C18 C13 C 0 1 Y N N 107.732 -11.776 4.610 1.094 -0.753 0.250 C18 F8P 13 F8P C19 C14 C 0 1 Y N N 107.548 -11.890 3.178 -0.172 -0.180 0.341 C19 F8P 14 F8P C20 C15 C 0 1 N N N 107.760 -13.166 2.407 -1.384 -1.020 0.460 C20 F8P 15 F8P C22 C16 C 0 1 Y N N 107.555 -13.255 0.959 -2.669 -0.326 0.251 C22 F8P 16 F8P C23 C17 C 0 1 Y N N 107.722 -14.463 0.157 -3.851 -1.041 0.071 C23 F8P 17 F8P C24 C18 C 0 1 Y N N 107.499 -14.476 -1.227 -5.029 -0.317 -0.134 C24 F8P 18 F8P C25 C19 C 0 1 N N N 107.683 -15.774 -2.095 -6.312 -1.013 -0.329 C25 F8P 19 F8P F14 F1 F 0 1 N N N 109.200 -10.403 9.596 7.755 -0.833 -0.332 F14 F8P 20 F8P F15 F2 F 0 1 N N N 107.853 -11.106 11.033 6.583 1.128 -0.296 F15 F8P 21 F8P N01 N1 N 0 1 N N N 106.847 -13.200 -3.292 -6.119 1.817 -0.354 N01 F8P 22 F8P N03 N2 N 0 1 Y N N 106.920 -12.066 -1.109 -3.822 1.728 0.027 N03 F8P 23 F8P O05 O1 O 0 1 N N N 106.969 -10.873 1.033 -1.546 1.783 0.419 O05 F8P 24 F8P O21 O2 O 0 1 N N N 108.122 -14.185 3.050 -1.324 -2.210 0.714 O21 F8P 25 F8P O26 O3 O 0 1 N N N 107.341 -15.783 -3.310 -7.309 -0.380 -0.613 O26 F8P 26 F8P O27 O4 O 0 1 N N N 108.187 -16.823 -1.538 -6.380 -2.352 -0.191 O27 F8P 27 F8P H1 H1 H 0 1 N N N 106.646 -8.653 2.593 0.703 3.089 0.157 H1 F8P 28 F8P H2 H2 H 0 1 N N N 106.959 -8.495 5.050 2.924 2.066 -0.010 H2 F8P 29 F8P H3 H3 H 0 1 N N N 108.818 -10.293 7.061 3.495 -1.637 0.069 H3 F8P 30 F8P H4 H4 H 0 1 N N N 106.381 -12.150 7.150 4.520 1.030 1.143 H4 F8P 31 F8P H5 H5 H 0 1 N N N 108.073 -12.625 6.779 3.979 -0.348 2.131 H5 F8P 32 F8P H6 H6 H 0 1 N N N 106.857 -12.734 9.286 6.449 -0.324 1.914 H6 F8P 33 F8P H7 H7 H 0 1 N N N 108.625 -12.763 8.973 5.753 -1.762 1.130 H7 F8P 34 F8P H8 H8 H 0 1 N N N 107.142 -8.845 9.854 6.076 -0.469 -2.346 H8 F8P 35 F8P H9 H9 H 0 1 N N N 105.860 -10.065 9.546 5.535 -1.847 -1.357 H9 F8P 36 F8P H10 H10 H 0 1 N N N 107.415 -8.443 7.652 3.606 -0.493 -2.128 H10 F8P 37 F8P H11 H11 H 0 1 N N N 105.907 -9.384 7.393 4.302 0.945 -1.345 H11 F8P 38 F8P H12 H12 H 0 1 N N N 108.038 -12.653 5.161 1.209 -1.827 0.276 H12 F8P 39 F8P H13 H13 H 0 1 N N N 108.027 -15.376 0.646 -3.857 -2.120 0.090 H13 F8P 40 F8P H14 H14 H 0 1 N N N 106.574 -12.275 -3.558 -6.949 1.361 -0.563 H14 F8P 41 F8P H15 H15 H 0 1 N N N 107.683 -13.454 -3.779 -6.101 2.785 -0.287 H15 F8P 42 F8P H16 H16 H 0 1 N N N 108.238 -17.526 -2.174 -7.244 -2.764 -0.328 H16 F8P 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 F8P O26 C25 DOUB N N 1 F8P N01 C02 SING N N 2 F8P C25 O27 SING N N 3 F8P C25 C24 SING N N 4 F8P C02 C24 DOUB Y N 5 F8P C02 N03 SING Y N 6 F8P C24 C23 SING Y N 7 F8P N03 C04 DOUB Y N 8 F8P C23 C22 DOUB Y N 9 F8P C04 C22 SING Y N 10 F8P C04 O05 SING N N 11 F8P C22 C20 SING N N 12 F8P O05 C06 SING N N 13 F8P C20 O21 DOUB N N 14 F8P C20 C19 SING N N 15 F8P C06 C07 DOUB Y N 16 F8P C06 C19 SING Y N 17 F8P C07 C08 SING Y N 18 F8P C19 C18 DOUB Y N 19 F8P C08 C09 DOUB Y N 20 F8P C18 C09 SING Y N 21 F8P C09 C10 SING N N 22 F8P C10 C11 SING N N 23 F8P C10 C17 SING N N 24 F8P C11 C12 SING N N 25 F8P C17 C16 SING N N 26 F8P C12 C13 SING N N 27 F8P C16 C13 SING N N 28 F8P F14 C13 SING N N 29 F8P C13 F15 SING N N 30 F8P C07 H1 SING N N 31 F8P C08 H2 SING N N 32 F8P C10 H3 SING N N 33 F8P C11 H4 SING N N 34 F8P C11 H5 SING N N 35 F8P C12 H6 SING N N 36 F8P C12 H7 SING N N 37 F8P C16 H8 SING N N 38 F8P C16 H9 SING N N 39 F8P C17 H10 SING N N 40 F8P C17 H11 SING N N 41 F8P C18 H12 SING N N 42 F8P C23 H13 SING N N 43 F8P N01 H14 SING N N 44 F8P N01 H15 SING N N 45 F8P O27 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 F8P SMILES ACDLabs 12.01 "c4(c(cc3c(Oc2ccc(C1CCC(F)(CC1)F)cc2C3=O)n4)C(O)=O)N" F8P InChI InChI 1.03 "InChI=1S/C19H16F2N2O4/c20-19(21)5-3-9(4-6-19)10-1-2-14-11(7-10)15(24)12-8-13(18(25)26)16(22)23-17(12)27-14/h1-2,7-9H,3-6H2,(H2,22,23)(H,25,26)" F8P InChIKey InChI 1.03 YBTHXDAXRWKGKS-UHFFFAOYSA-N F8P SMILES_CANONICAL CACTVS 3.385 "Nc1nc2Oc3ccc(cc3C(=O)c2cc1C(O)=O)C4CCC(F)(F)CC4" F8P SMILES CACTVS 3.385 "Nc1nc2Oc3ccc(cc3C(=O)c2cc1C(O)=O)C4CCC(F)(F)CC4" F8P SMILES_CANONICAL "OpenEye OEToolkits" 2.0.6 "c1cc2c(cc1C3CCC(CC3)(F)F)C(=O)c4cc(c(nc4O2)N)C(=O)O" F8P SMILES "OpenEye OEToolkits" 2.0.6 "c1cc2c(cc1C3CCC(CC3)(F)F)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 F8P "SYSTEMATIC NAME" ACDLabs 12.01 "2-amino-7-(4,4-difluorocyclohexyl)-5-oxo-5H-[1]benzopyrano[2,3-b]pyridine-3-carboxylic acid" F8P "SYSTEMATIC NAME" "OpenEye OEToolkits" 2.0.6 "2-azanyl-7-[4,4-bis(fluoranyl)cyclohexyl]-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 F8P "Create component" 2018-03-15 RCSB F8P "Initial release" 2018-12-05 RCSB F8P "Modify synonyms" 2020-06-05 PDBE # _pdbx_chem_comp_synonyms.ordinal 1 _pdbx_chem_comp_synonyms.comp_id F8P _pdbx_chem_comp_synonyms.name "7-(4,4-difluorocyclohexyl) Analog of Amlexanox" _pdbx_chem_comp_synonyms.provenance ? _pdbx_chem_comp_synonyms.type ? ##