data_3B8 # _chem_comp.id 3B8 _chem_comp.name "2-amino-7-fluoro-5-oxo-5H-chromeno[2,3-b]pyridine-3-carboxamide" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C13 H8 F N3 O3" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms "2-Amino-6-fluoro-10-oxo-10H-9-oxa-1-aza-anthracene-3-carboxylic acid amide" _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2007-11-20 _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 273.219 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 3B8 _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 3BA8 _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 3B8 C5 C5 C 0 1 Y N N 22.660 37.754 53.794 4.348 -1.079 0.203 C5 3B8 1 3B8 C6 C6 C 0 1 Y N N 21.371 37.266 53.483 3.149 -1.730 0.008 C6 3B8 2 3B8 C3 C3 C 0 1 Y N N 23.698 36.019 52.388 3.254 1.052 0.072 C3 3B8 3 3B8 C2 C2 C 0 1 Y N N 22.401 35.526 52.076 2.038 0.401 -0.122 C2 3B8 4 3B8 C1 C1 C 0 1 Y N N 21.235 36.151 52.627 1.976 -1.000 -0.160 C1 3B8 5 3B8 O11 O11 O 0 1 N N N 17.583 31.047 48.685 -5.144 0.095 0.385 O11 3B8 6 3B8 C4 C4 C 0 1 Y N N 23.809 37.130 53.250 4.406 0.308 0.234 C4 3B8 7 3B8 O7 O7 O 0 1 N N N 19.952 35.719 52.374 0.807 -1.641 -0.362 O7 3B8 8 3B8 C8 C8 C 0 1 N N N 22.212 34.341 51.172 0.781 1.165 -0.284 C8 3B8 9 3B8 F9 F9 F 0 1 N N N 25.018 37.603 53.562 5.590 0.930 0.423 F9 3B8 10 3B8 O10 O10 O 0 1 N N N 23.174 33.755 50.663 0.775 2.365 -0.489 O10 3B8 11 3B8 N12 N12 N 0 1 N N N 19.755 30.429 48.632 -4.325 2.141 0.098 N12 3B8 12 3B8 C13 C13 C 0 1 Y N N 18.099 33.220 50.602 -2.680 -1.199 0.018 C13 3B8 13 3B8 C14 C14 C 0 1 Y N N 19.080 32.430 49.926 -2.837 0.202 0.051 C14 3B8 14 3B8 C15 C15 C 0 1 Y N N 20.460 32.791 50.103 -1.701 1.008 -0.051 C15 3B8 15 3B8 C16 C16 C 0 1 Y N N 20.804 33.902 50.928 -0.465 0.380 -0.183 C16 3B8 16 3B8 C17 C17 C 0 1 Y N N 19.758 34.621 51.548 -0.381 -1.026 -0.219 C17 3B8 17 3B8 N18 N18 N 0 1 Y N N 18.437 34.287 51.389 -1.487 -1.752 -0.113 N18 3B8 18 3B8 N19 N19 N 0 1 N N N 16.740 32.995 50.530 -3.792 -2.006 0.125 N19 3B8 19 3B8 C20 C20 C 0 1 N N N 18.745 31.257 49.045 -4.175 0.804 0.189 C20 3B8 20 3B8 H5 H5 H 0 1 N N N 22.769 38.606 54.449 5.252 -1.654 0.337 H5 3B8 21 3B8 H6 H6 H 0 1 N N N 20.495 37.743 53.897 3.119 -2.809 -0.014 H6 3B8 22 3B8 H3 H3 H 0 1 N N N 24.580 35.553 51.974 3.296 2.131 0.096 H3 3B8 23 3B8 HN12 HN12 H 0 0 N N N 20.640 30.717 48.998 -5.206 2.537 0.189 HN12 3B8 24 3B8 HN1A HN1A H 0 0 N N N 19.624 29.635 48.038 -3.553 2.706 -0.059 HN1A 3B8 25 3B8 H15 H15 H 0 1 N N N 21.235 32.222 49.612 -1.779 2.085 -0.028 H15 3B8 26 3B8 HN19 HN19 H 0 0 N N N 16.361 32.941 51.454 -4.661 -1.614 0.305 HN19 3B8 27 3B8 HN1B HN1B H 0 0 N N N 16.304 33.746 50.035 -3.705 -2.967 0.021 HN1B 3B8 28 # # 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 3B8 C5 C6 DOUB Y N 1 3B8 C5 C4 SING Y N 2 3B8 C6 C1 SING Y N 3 3B8 C3 C2 SING Y N 4 3B8 C3 C4 DOUB Y N 5 3B8 C2 C1 DOUB Y N 6 3B8 C2 C8 SING N N 7 3B8 C1 O7 SING N N 8 3B8 O11 C20 DOUB N N 9 3B8 C4 F9 SING N N 10 3B8 O7 C17 SING N N 11 3B8 C8 O10 DOUB N N 12 3B8 C8 C16 SING N N 13 3B8 N12 C20 SING N N 14 3B8 C13 C14 DOUB Y N 15 3B8 C13 N18 SING Y N 16 3B8 C13 N19 SING N N 17 3B8 C14 C15 SING Y N 18 3B8 C14 C20 SING N N 19 3B8 C15 C16 DOUB Y N 20 3B8 C16 C17 SING Y N 21 3B8 C17 N18 DOUB Y N 22 3B8 C5 H5 SING N N 23 3B8 C6 H6 SING N N 24 3B8 C3 H3 SING N N 25 3B8 N12 HN12 SING N N 26 3B8 N12 HN1A SING N N 27 3B8 C15 H15 SING N N 28 3B8 N19 HN19 SING N N 29 3B8 N19 HN1B SING N N 30 # # 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 3B8 SMILES ACDLabs 10.04 "Fc2cc1C(=O)c3cc(c(nc3Oc1cc2)N)C(=O)N" 3B8 SMILES_CANONICAL CACTVS 3.341 "NC(=O)c1cc2C(=O)c3cc(F)ccc3Oc2nc1N" 3B8 SMILES CACTVS 3.341 "NC(=O)c1cc2C(=O)c3cc(F)ccc3Oc2nc1N" 3B8 SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "c1cc2c(cc1F)C(=O)c3cc(c(nc3O2)N)C(=O)N" 3B8 SMILES "OpenEye OEToolkits" 1.5.0 "c1cc2c(cc1F)C(=O)c3cc(c(nc3O2)N)C(=O)N" 3B8 InChI InChI 1.03 "InChI=1S/C13H8FN3O3/c14-5-1-2-9-6(3-5)10(18)7-4-8(12(16)19)11(15)17-13(7)20-9/h1-4H,(H2,15,17)(H2,16,19)" 3B8 InChIKey InChI 1.03 GCHMLYYPYFXLQB-UHFFFAOYSA-N # # 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 3B8 "SYSTEMATIC NAME" ACDLabs 10.04 "2-amino-7-fluoro-5-oxo-5H-chromeno[2,3-b]pyridine-3-carboxamide" 3B8 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "2-amino-7-fluoro-5-oxo-chromeno[3,2-e]pyridine-3-carboxamide" # # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site 3B8 "Create component" 2007-11-20 RCSB 3B8 "Modify aromatic_flag" 2011-06-04 RCSB 3B8 "Modify descriptor" 2011-06-04 RCSB 3B8 "Modify synonyms" 2021-03-01 PDBE # _pdbx_chem_comp_synonyms.ordinal 1 _pdbx_chem_comp_synonyms.comp_id 3B8 _pdbx_chem_comp_synonyms.name "2-Amino-6-fluoro-10-oxo-10H-9-oxa-1-aza-anthracene-3-carboxylic acid amide" _pdbx_chem_comp_synonyms.provenance ? _pdbx_chem_comp_synonyms.type ? ##