data_FIS # _chem_comp.id FIS _chem_comp.name "(2S,4R)-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 FIS _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 1X98 _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 FIS O3I O3I O 0 1 N N N 17.234 -16.421 22.162 -1.100 3.640 -1.477 O3I FIS 1 FIS O6I O6I O 0 1 N N N 21.146 -14.293 21.339 -0.827 1.405 2.420 O6I FIS 2 FIS N1I N1I N 0 1 N N N 18.221 -15.747 20.237 -0.127 1.647 -1.034 N1I FIS 3 FIS C2I C2I C 0 1 N N N 18.127 -15.850 21.562 -0.810 2.757 -0.693 C2I FIS 4 FIS N4 N4 N 0 1 N N N 19.282 -15.300 22.127 -1.134 2.779 0.606 N4 FIS 5 FIS F17 F17 F 0 1 N N N 22.642 -18.263 18.594 -4.053 -1.753 -0.323 F17 FIS 6 FIS C16 C16 C 0 1 Y N N 20.997 -15.920 16.547 -0.606 -2.870 -0.179 C16 FIS 7 FIS C11 C11 C 0 1 Y N N 20.232 -15.241 17.499 0.066 -1.658 -0.013 C11 FIS 8 FIS C12 C12 C 0 1 Y N N 20.200 -15.651 18.818 -0.664 -0.484 0.034 C12 FIS 9 FIS C13 C13 C 0 1 Y N N 21.025 -16.722 19.202 -2.046 -0.521 -0.068 C13 FIS 10 FIS C14 C14 C 0 1 Y N N 21.840 -17.299 18.260 -2.706 -1.725 -0.226 C14 FIS 11 FIS C15 C15 C 0 1 Y N N 21.863 -16.893 16.953 -1.979 -2.903 -0.284 C15 FIS 12 FIS O10 O10 O 0 1 N N N 19.526 -14.186 17.003 1.413 -1.711 0.111 O10 FIS 13 FIS C5 C5 C 0 1 N N N 20.071 -14.811 21.119 -0.691 1.676 1.246 C5 FIS 14 FIS N21 N21 N 0 1 N N N 18.848 -11.812 16.334 4.289 0.417 -0.609 N21 FIS 15 FIS O20 O20 O 0 1 N N N 17.284 -11.692 17.952 4.005 -1.568 0.341 O20 FIS 16 FIS C19 C19 C 0 1 N N N 18.193 -12.347 17.351 3.505 -0.588 -0.171 C19 FIS 17 FIS C7I C7I C 0 1 N N R 19.361 -14.937 19.872 0.007 0.852 0.192 C7I FIS 18 FIS C8I C8I C 0 1 N N N 19.006 -13.534 19.306 1.479 0.657 0.550 C8I FIS 19 FIS C9 C9 C 0 1 N N S 18.509 -13.722 17.889 2.008 -0.495 -0.317 C9 FIS 20 FIS H1I H1I H 0 1 N N N 17.358 -15.396 19.822 0.210 1.419 -1.915 H1I FIS 21 FIS HN4 HN4 H 0 1 N N N 19.513 -15.261 23.120 -1.626 3.497 1.033 HN4 FIS 22 FIS H16 H16 H 0 1 N N N 20.917 -15.687 15.472 -0.044 -3.792 -0.225 H16 FIS 23 FIS H13 H13 H 0 1 N N N 21.033 -17.107 20.236 -2.611 0.398 -0.023 H13 FIS 24 FIS H15 H15 H 0 1 N N N 22.570 -17.344 16.237 -2.489 -3.846 -0.412 H15 FIS 25 FIS H211 1H21 H 0 0 N N N 19.577 -12.337 15.852 5.252 0.357 -0.515 H211 FIS 26 FIS H212 2H21 H 0 0 N N N 18.635 -10.883 15.971 3.889 1.199 -1.022 H212 FIS 27 FIS H8I1 1H8I H 0 0 N N N 19.852 -12.811 19.376 1.573 0.401 1.605 H8I1 FIS 28 FIS H8I2 2H8I H 0 0 N N N 18.284 -12.978 19.948 2.037 1.569 0.337 H8I2 FIS 29 FIS H9 H9 H 0 1 N N N 17.661 -14.445 17.931 1.754 -0.313 -1.361 H9 FIS 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 FIS O3I C2I DOUB N N 1 FIS O6I C5 DOUB N N 2 FIS N1I C2I SING N N 3 FIS N1I C7I SING N N 4 FIS N1I H1I SING N N 5 FIS C2I N4 SING N N 6 FIS N4 C5 SING N N 7 FIS N4 HN4 SING N N 8 FIS F17 C14 SING N N 9 FIS C16 C11 DOUB Y N 10 FIS C16 C15 SING Y N 11 FIS C16 H16 SING N N 12 FIS C11 C12 SING Y N 13 FIS C11 O10 SING N N 14 FIS C12 C13 DOUB Y N 15 FIS C12 C7I SING N N 16 FIS C13 C14 SING Y N 17 FIS C13 H13 SING N N 18 FIS C14 C15 DOUB Y N 19 FIS C15 H15 SING N N 20 FIS O10 C9 SING N N 21 FIS C5 C7I SING N N 22 FIS N21 C19 SING N N 23 FIS N21 H211 SING N N 24 FIS N21 H212 SING N N 25 FIS O20 C19 DOUB N N 26 FIS C19 C9 SING N N 27 FIS C7I C8I SING N N 28 FIS C8I C9 SING N N 29 FIS C8I H8I1 SING N N 30 FIS C8I H8I2 SING N N 31 FIS C9 H9 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 FIS SMILES ACDLabs 10.04 "Fc3ccc2OC(C(=O)N)CC1(C(=O)NC(=O)N1)c2c3" FIS SMILES_CANONICAL CACTVS 3.341 "NC(=O)[C@@H]1C[C@@]2(NC(=O)NC2=O)c3cc(F)ccc3O1" FIS SMILES CACTVS 3.341 "NC(=O)[CH]1C[C]2(NC(=O)NC2=O)c3cc(F)ccc3O1" FIS SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "c1cc2c(cc1F)[C@]3(C[C@H](O2)C(=O)N)C(=O)NC(=O)N3" FIS SMILES "OpenEye OEToolkits" 1.5.0 "c1cc2c(cc1F)C3(CC(O2)C(=O)N)C(=O)NC(=O)N3" FIS 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+/m0/s1" FIS InChIKey InChI 1.03 WAAPEIZFCHNLKK-QPUJVOFHSA-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 FIS "SYSTEMATIC NAME" ACDLabs 10.04 "(2S,4R)-6-fluoro-2',5'-dioxo-2,3-dihydrospiro[chromene-4,4'-imidazolidine]-2-carboxamide" FIS "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "(2S,4R)-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 FIS "Create component" 2004-08-24 RCSB FIS "Modify descriptor" 2011-06-04 RCSB FIS "Modify synonyms" 2021-03-01 PDBE # _pdbx_chem_comp_synonyms.ordinal 1 _pdbx_chem_comp_synonyms.comp_id FIS _pdbx_chem_comp_synonyms.name "FIDARESTAT(STEREOISOMER)" _pdbx_chem_comp_synonyms.provenance ? _pdbx_chem_comp_synonyms.type ? ##