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                    2008-10-14 
_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 InChI            InChI                1.02b InChI=1/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/f/h15-16H,14H2 
FIS InChIKey         InChI                1.02b WAAPEIZFCHNLKK-YDIVNIJMDI                                                                                                                          
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                                                                                                          
# 
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"             
# 
