data_F8M # _chem_comp.id F8M _chem_comp.name "2-amino-7-[3-(dimethylamino)propyl]-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 H19 N3 O4" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms "7-[3-(dimethylamino)propyl] Analog of Amlexanox" _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2018-03-15 _chem_comp.pdbx_modified_date 2021-03-01 _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 341.361 _chem_comp.one_letter_code ? _chem_comp.three_letter_code F8M _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 6CQ0 _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 F8M C01 C1 C 0 1 N N N 105.484 -8.663 10.253 8.032 1.874 -0.697 C01 F8M 1 F8M C03 C2 C 0 1 N N N 104.093 -7.303 8.833 6.880 0.256 -2.082 C03 F8M 2 F8M C04 C3 C 0 1 N N N 105.953 -8.628 7.786 6.156 0.631 0.198 C04 F8M 3 F8M C05 C4 C 0 1 N N N 106.761 -9.940 8.132 4.716 0.207 -0.095 C05 F8M 4 F8M C06 C5 C 0 1 N N N 108.069 -10.228 7.295 4.107 -0.430 1.155 C06 F8M 5 F8M C07 C6 C 0 1 Y N N 107.912 -10.370 5.746 2.688 -0.847 0.866 C07 F8M 6 F8M C08 C7 C 0 1 Y N N 107.570 -9.283 4.920 2.426 -2.117 0.375 C08 F8M 7 F8M C09 C8 C 0 1 Y N N 107.419 -9.379 3.539 1.135 -2.517 0.105 C09 F8M 8 F8M C10 C9 C 0 1 Y N N 107.599 -10.599 2.846 0.073 -1.646 0.326 C10 F8M 9 F8M C12 C10 C 0 1 Y N N 107.576 -11.854 0.768 -2.208 -1.171 -0.030 C12 F8M 10 F8M C14 C11 C 0 1 Y N N 107.486 -12.953 -1.324 -4.386 -0.747 -0.701 C14 F8M 11 F8M C16 C12 C 0 1 Y N N 107.831 -14.206 -0.736 -4.330 0.581 -0.231 C16 F8M 12 F8M C17 C13 C 0 1 N N N 107.959 -15.469 -1.636 -5.496 1.471 -0.357 C17 F8M 13 F8M C20 C14 C 0 1 Y N N 108.040 -14.207 0.622 -3.148 1.036 0.358 C20 F8M 14 F8M C21 C15 C 0 1 Y N N 107.921 -13.030 1.438 -2.080 0.147 0.451 C21 F8M 15 F8M C22 C16 C 0 1 N N N 108.127 -12.991 2.883 -0.793 0.561 1.043 C22 F8M 16 F8M C24 C17 C 0 1 Y N N 107.941 -11.708 3.628 0.343 -0.361 0.821 C24 F8M 17 F8M C25 C18 C 0 1 Y N N 108.087 -11.575 5.039 1.651 0.032 1.097 C25 F8M 18 F8M N02 N1 N 0 1 N N N 105.480 -7.836 9.008 6.741 1.243 -1.003 N02 F8M 19 F8M N13 N2 N 0 1 Y N N 107.353 -11.766 -0.592 -3.349 -1.559 -0.587 N13 F8M 20 F8M N15 N3 N 0 1 N N N 107.270 -12.919 -2.694 -5.544 -1.207 -1.290 N15 F8M 21 F8M O11 O1 O 0 1 N N N 107.436 -10.645 1.474 -1.189 -2.045 0.073 O11 F8M 22 F8M O18 O2 O 0 1 N N N 107.671 -15.331 -2.838 -6.552 1.035 -0.772 O18 F8M 23 F8M O19 O3 O 0 1 N N N 108.346 -16.516 -1.094 -5.392 2.770 -0.013 O19 F8M 24 F8M O23 O4 O 0 1 N N N 108.446 -13.998 3.520 -0.674 1.595 1.674 O23 F8M 25 F8M H1 H1 H 0 1 N N N 105.138 -8.053 11.100 8.443 2.319 -1.603 H1 F8M 26 F8M H2 H2 H 0 1 N N N 104.812 -9.524 10.123 7.888 2.649 0.056 H2 F8M 27 F8M H3 H3 H 0 1 N N N 106.505 -9.021 10.452 8.723 1.122 -0.316 H3 F8M 28 F8M H4 H4 H 0 1 N N N 103.798 -6.744 9.733 5.899 -0.145 -2.336 H4 F8M 29 F8M H5 H5 H 0 1 N N N 104.065 -6.634 7.960 7.315 0.735 -2.959 H5 F8M 30 F8M H6 H6 H 0 1 N N N 103.396 -8.139 8.677 7.529 -0.555 -1.751 H6 F8M 31 F8M H7 H7 H 0 1 N N N 106.600 -7.975 7.182 6.163 1.354 1.014 H7 F8M 32 F8M H8 H8 H 0 1 N N N 105.069 -8.914 7.198 6.742 -0.243 0.482 H8 F8M 33 F8M H9 H9 H 0 1 N N N 106.082 -10.794 7.988 4.130 1.082 -0.379 H9 F8M 34 F8M H10 H10 H 0 1 N N N 107.053 -9.878 9.191 4.709 -0.515 -0.911 H10 F8M 35 F8M H11 H11 H 0 1 N N N 108.502 -11.167 7.671 4.692 -1.304 1.439 H11 F8M 36 F8M H12 H12 H 0 1 N N N 108.770 -9.401 7.482 4.114 0.293 1.971 H12 F8M 37 F8M H13 H13 H 0 1 N N N 107.416 -8.320 5.384 3.244 -2.800 0.200 H13 F8M 38 F8M H14 H14 H 0 1 N N N 107.156 -8.494 2.979 0.947 -3.509 -0.278 H14 F8M 39 F8M H15 H15 H 0 1 N N N 108.307 -15.138 1.100 -3.064 2.047 0.729 H15 F8M 40 F8M H16 H16 H 0 1 N N N 108.349 -12.457 5.604 1.852 1.021 1.481 H16 F8M 41 F8M H18 H18 H 0 1 N N N 107.036 -11.987 -2.972 -6.335 -0.647 -1.308 H18 F8M 42 F8M H19 H19 H 0 1 N N N 108.100 -13.210 -3.170 -5.567 -2.092 -1.688 H19 F8M 43 F8M H20 H20 H 0 1 N N N 108.392 -17.210 -1.741 -6.185 3.316 -0.113 H20 F8M 44 # # 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 F8M O18 C17 DOUB N N 1 F8M N15 C14 SING N N 2 F8M C17 O19 SING N N 3 F8M C17 C16 SING N N 4 F8M C14 C16 DOUB Y N 5 F8M C14 N13 SING Y N 6 F8M C16 C20 SING Y N 7 F8M N13 C12 DOUB Y N 8 F8M C20 C21 DOUB Y N 9 F8M C12 C21 SING Y N 10 F8M C12 O11 SING N N 11 F8M C21 C22 SING N N 12 F8M O11 C10 SING N N 13 F8M C10 C09 DOUB Y N 14 F8M C10 C24 SING Y N 15 F8M C22 O23 DOUB N N 16 F8M C22 C24 SING N N 17 F8M C09 C08 SING Y N 18 F8M C24 C25 DOUB Y N 19 F8M C08 C07 DOUB Y N 20 F8M C25 C07 SING Y N 21 F8M C07 C06 SING N N 22 F8M C06 C05 SING N N 23 F8M C04 C05 SING N N 24 F8M C04 N02 SING N N 25 F8M C03 N02 SING N N 26 F8M N02 C01 SING N N 27 F8M C01 H1 SING N N 28 F8M C01 H2 SING N N 29 F8M C01 H3 SING N N 30 F8M C03 H4 SING N N 31 F8M C03 H5 SING N N 32 F8M C03 H6 SING N N 33 F8M C04 H7 SING N N 34 F8M C04 H8 SING N N 35 F8M C05 H9 SING N N 36 F8M C05 H10 SING N N 37 F8M C06 H11 SING N N 38 F8M C06 H12 SING N N 39 F8M C08 H13 SING N N 40 F8M C09 H14 SING N N 41 F8M C20 H15 SING N N 42 F8M C25 H16 SING N N 43 F8M N15 H18 SING N N 44 F8M N15 H19 SING N N 45 F8M O19 H20 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 F8M SMILES ACDLabs 12.01 "CN(C)CCCc3ccc1c(C(c2c(O1)nc(c(c2)C(O)=O)N)=O)c3" F8M InChI InChI 1.03 "InChI=1S/C18H19N3O4/c1-21(2)7-3-4-10-5-6-14-11(8-10)15(22)12-9-13(18(23)24)16(19)20-17(12)25-14/h5-6,8-9H,3-4,7H2,1-2H3,(H2,19,20)(H,23,24)" F8M InChIKey InChI 1.03 UFHZMIKXSGTKFX-UHFFFAOYSA-N F8M SMILES_CANONICAL CACTVS 3.385 "CN(C)CCCc1ccc2Oc3nc(N)c(cc3C(=O)c2c1)C(O)=O" F8M SMILES CACTVS 3.385 "CN(C)CCCc1ccc2Oc3nc(N)c(cc3C(=O)c2c1)C(O)=O" F8M SMILES_CANONICAL "OpenEye OEToolkits" 2.0.6 "CN(C)CCCc1ccc2c(c1)C(=O)c3cc(c(nc3O2)N)C(=O)O" F8M SMILES "OpenEye OEToolkits" 2.0.6 "CN(C)CCCc1ccc2c(c1)C(=O)c3cc(c(nc3O2)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 F8M "SYSTEMATIC NAME" ACDLabs 12.01 "2-amino-7-[3-(dimethylamino)propyl]-5-oxo-5H-[1]benzopyrano[2,3-b]pyridine-3-carboxylic acid" F8M "SYSTEMATIC NAME" "OpenEye OEToolkits" 2.0.6 "2-azanyl-7-[3-(dimethylamino)propyl]-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 F8M "Create component" 2018-03-15 RCSB F8M "Initial release" 2018-12-05 RCSB F8M "Modify synonyms" 2021-03-01 PDBE # _pdbx_chem_comp_synonyms.ordinal 1 _pdbx_chem_comp_synonyms.comp_id F8M _pdbx_chem_comp_synonyms.name "7-[3-(dimethylamino)propyl] Analog of Amlexanox" _pdbx_chem_comp_synonyms.provenance ? _pdbx_chem_comp_synonyms.type ? ##