data_FIR # _chem_comp.id FIR _chem_comp.name "(2R,4S)-2-AMINOFORMYL-6-FLUORO-SPIRO[CHROMAN-4,4'-IMIDAZOLIDINE]-2',5'-DIONE" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C12 H10 F N3 O4" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms "FIDARESTAT(STEREOISOMER)" _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2004-08-24 _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 279.224 _chem_comp.one_letter_code ? _chem_comp.three_letter_code FIR _chem_comp.pdbx_model_coordinates_details ? _chem_comp.pdbx_model_coordinates_missing_flag N _chem_comp.pdbx_ideal_coordinates_details ? _chem_comp.pdbx_ideal_coordinates_missing_flag N _chem_comp.pdbx_model_coordinates_db_code 1X97 _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 FIR O3I O3I O 0 1 N N N 15.917 -5.597 20.515 3.636 1.482 -1.108 O3I FIR 1 FIR O6I O6I O 0 1 N N N 15.006 -5.698 16.043 1.409 -2.417 -0.818 O6I FIR 2 FIR N1I N1I N 0 1 N N N 17.028 -6.461 18.682 1.645 1.040 -0.132 N1I FIR 3 FIR C2I C2I C 0 1 N N N 16.103 -5.858 19.302 2.755 0.698 -0.815 C2I FIR 4 FIR N4 N4 N 0 1 N N N 15.086 -5.417 18.408 2.778 -0.601 -1.134 N4 FIR 5 FIR O10 O10 O 0 1 N N N 17.757 -7.748 14.831 -1.709 -0.121 1.413 O10 FIR 6 FIR C16 C16 C 0 1 Y N N 16.383 -9.674 15.115 -2.872 0.165 -0.604 C16 FIR 7 FIR C11 C11 C 0 1 Y N N 16.879 -8.465 15.603 -1.659 0.004 0.066 C11 FIR 8 FIR C12 C12 C 0 1 Y N N 16.434 -8.050 16.851 -0.484 -0.034 -0.663 C12 FIR 9 FIR C13 C13 C 0 1 Y N N 15.557 -8.812 17.620 -0.522 0.068 -2.044 C13 FIR 10 FIR C14 C14 C 0 1 Y N N 15.151 -10.012 17.114 -1.727 0.220 -2.704 C14 FIR 11 FIR C15 C15 C 0 1 Y N N 15.554 -10.453 15.891 -2.905 0.272 -1.977 C15 FIR 12 FIR C9 C9 C 0 1 N N R 18.543 -6.743 15.462 -0.497 0.319 2.007 C9 FIR 13 FIR C5 C5 C 0 1 N N N 15.418 -5.804 17.175 1.678 -1.242 -0.688 C5 FIR 14 FIR F17 F17 F 0 1 N N N 14.320 -10.778 17.880 -1.755 0.317 -4.051 F17 FIR 15 FIR O20 O20 O 0 1 N N N 19.408 -5.207 13.643 -1.602 -0.252 4.012 O20 FIR 16 FIR N21 N21 N 0 1 N N N 20.774 -5.977 15.132 0.456 0.529 4.280 N21 FIR 17 FIR C19 C19 C 0 1 N N N 19.516 -5.934 14.649 -0.588 0.177 3.504 C19 FIR 18 FIR C7I C7I C 0 1 N N S 16.750 -6.612 17.273 0.853 -0.186 0.007 C7I FIR 19 FIR C8I C8I C 0 1 N N N 17.565 -5.897 16.224 0.660 -0.540 1.480 C8I FIR 20 FIR H1I H1I H 0 1 N N N 17.230 -7.363 19.114 1.415 1.921 0.200 H1I FIR 21 FIR HN4 HN4 H 0 1 N N N 14.236 -4.895 18.622 3.497 -1.029 -1.625 HN4 FIR 22 FIR H16 H16 H 0 1 N N N 16.650 -10.019 14.102 -3.793 0.206 -0.042 H16 FIR 23 FIR H13 H13 H 0 1 N N N 15.193 -8.474 18.605 0.397 0.030 -2.610 H13 FIR 24 FIR H15 H15 H 0 1 N N N 15.210 -11.437 15.530 -3.849 0.397 -2.487 H15 FIR 25 FIR H9 H9 H 0 1 N N N 19.289 -7.273 16.100 -0.322 1.363 1.749 H9 FIR 26 FIR H211 1H21 H 0 0 N N N 21.434 -5.428 14.581 0.397 0.438 5.244 H211 FIR 27 FIR H212 2H21 H 0 0 N N N 20.862 -6.572 15.956 1.268 0.870 3.874 H212 FIR 28 FIR H8I1 1H8I H 0 0 N N N 16.888 -5.368 15.513 1.571 -0.319 2.037 H8I1 FIR 29 FIR H8I2 2H8I H 0 0 N N N 18.093 -5.028 16.682 0.412 -1.597 1.578 H8I2 FIR 30 # # 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 FIR O3I C2I DOUB N N 1 FIR O6I C5 DOUB N N 2 FIR N1I C2I SING N N 3 FIR N1I C7I SING N N 4 FIR N1I H1I SING N N 5 FIR C2I N4 SING N N 6 FIR N4 C5 SING N N 7 FIR N4 HN4 SING N N 8 FIR O10 C11 SING N N 9 FIR O10 C9 SING N N 10 FIR C16 C11 DOUB Y N 11 FIR C16 C15 SING Y N 12 FIR C16 H16 SING N N 13 FIR C11 C12 SING Y N 14 FIR C12 C13 DOUB Y N 15 FIR C12 C7I SING N N 16 FIR C13 C14 SING Y N 17 FIR C13 H13 SING N N 18 FIR C14 C15 DOUB Y N 19 FIR C14 F17 SING N N 20 FIR C15 H15 SING N N 21 FIR C9 C19 SING N N 22 FIR C9 C8I SING N N 23 FIR C9 H9 SING N N 24 FIR C5 C7I SING N N 25 FIR O20 C19 DOUB N N 26 FIR N21 C19 SING N N 27 FIR N21 H211 SING N N 28 FIR N21 H212 SING N N 29 FIR C7I C8I SING N N 30 FIR C8I H8I1 SING N N 31 FIR C8I H8I2 SING N N 32 # # 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 FIR SMILES ACDLabs 10.04 "Fc3ccc2OC(C(=O)N)CC1(C(=O)NC(=O)N1)c2c3" FIR SMILES_CANONICAL CACTVS 3.341 "NC(=O)[C@H]1C[C@]2(NC(=O)NC2=O)c3cc(F)ccc3O1" FIR SMILES CACTVS 3.341 "NC(=O)[CH]1C[C]2(NC(=O)NC2=O)c3cc(F)ccc3O1" FIR SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "c1cc2c(cc1F)[C@@]3(C[C@@H](O2)C(=O)N)C(=O)NC(=O)N3" FIR SMILES "OpenEye OEToolkits" 1.5.0 "c1cc2c(cc1F)C3(CC(O2)C(=O)N)C(=O)NC(=O)N3" FIR InChI InChI 1.03 "InChI=1S/C12H10FN3O4/c13-5-1-2-7-6(3-5)12(4-8(20-7)9(14)17)10(18)15-11(19)16-12/h1-3,8H,4H2,(H2,14,17)(H2,15,16,18,19)/t8-,12+/m1/s1" FIR InChIKey InChI 1.03 WAAPEIZFCHNLKK-PELKAZGASA-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 FIR "SYSTEMATIC NAME" ACDLabs 10.04 "(2R,4S)-6-fluoro-2',5'-dioxo-2,3-dihydrospiro[chromene-4,4'-imidazolidine]-2-carboxamide" FIR "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "(2R,4S)-6-fluoro-2',5'-dioxo-spiro[chroman-4,4'-imidazolidine]-2-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 FIR "Create component" 2004-08-24 RCSB FIR "Modify descriptor" 2011-06-04 RCSB FIR "Modify synonyms" 2021-03-01 PDBE # _pdbx_chem_comp_synonyms.ordinal 1 _pdbx_chem_comp_synonyms.comp_id FIR _pdbx_chem_comp_synonyms.name "FIDARESTAT(STEREOISOMER)" _pdbx_chem_comp_synonyms.provenance ? _pdbx_chem_comp_synonyms.type ? ##