data_FPE
# 
_chem_comp.id                                    FPE 
_chem_comp.name                                  "3-FLUORO-2-(PHOSPHONOOXY)PROPANOIC ACID" 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C3 H6 F O6 P" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2003-05-21 
_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                        188.048 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     FPE 
_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        ? 
_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 
FPE O1    O1    O 0 1 N N N 6.190 -9.098  279.590 0.588  0.739  3.101  O1    FPE 1  
FPE C1    C1    C 0 1 N N N 5.454 -9.172  278.492 0.731  -0.019 2.003  C1    FPE 2  
FPE "O2'" "O2'" O 0 1 N N N 6.022 -9.435  277.307 1.660  -0.787 1.916  "O2'" FPE 3  
FPE C2    C2    C 0 1 N N R 3.856 -8.953  278.613 -0.267 0.084  0.880  C2    FPE 4  
FPE O5    O5    O 0 1 N N N 3.004 -9.049  277.406 0.097  -0.816 -0.167 O5    FPE 5  
FPE P1    P1    P 0 1 N N N 3.051 -8.283  275.857 0.342  0.076  -1.484 P1    FPE 6  
FPE O2    O2    O 0 1 N N N 2.930 -6.611  275.881 1.427  1.049  -1.226 O2    FPE 7  
FPE O3    O3    O 0 1 N N N 4.261 -8.555  274.913 0.760  -0.879 -2.710 O3    FPE 8  
FPE O4    O4    O 0 1 N N N 1.733 -9.014  275.236 -1.009 0.867  -1.856 O4    FPE 9  
FPE C3    C3    C 0 1 N N N 3.210 -9.960  279.657 -1.660 -0.276 1.400  C3    FPE 10 
FPE F1    F1    F 0 1 N N N 3.803 -9.729  280.707 -2.587 -0.179 0.357  F1    FPE 11 
FPE HO1   HO1   H 0 1 N N N 5.787 -8.911  280.430 1.229  0.672  3.822  HO1   FPE 12 
FPE H2    H2    H 0 1 N N N 3.848 -7.879  278.912 -0.276 1.104  0.495  H2    FPE 13 
FPE HO3   HO3   H 0 1 N N N 4.286 -8.134  274.061 0.897  -0.306 -3.477 HO3   FPE 14 
FPE HO4   HO4   H 0 1 N N N 1.758 -8.593  274.384 -1.689 0.198  -2.016 HO4   FPE 15 
FPE H31   1H3   H 0 1 N N N 2.100 -9.888  279.734 -1.939 0.410  2.199  H31   FPE 16 
FPE H32   2H3   H 0 1 N N N 3.241 -11.028 279.340 -1.651 -1.296 1.785  H32   FPE 17 
# 
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 
FPE O1 C1    SING N N 1  
FPE O1 HO1   SING N N 2  
FPE C1 "O2'" DOUB N N 3  
FPE C1 C2    SING N N 4  
FPE C2 O5    SING N N 5  
FPE C2 C3    SING N N 6  
FPE C2 H2    SING N N 7  
FPE O5 P1    SING N N 8  
FPE P1 O2    DOUB N N 9  
FPE P1 O3    SING N N 10 
FPE P1 O4    SING N N 11 
FPE O3 HO3   SING N N 12 
FPE O4 HO4   SING N N 13 
FPE C3 F1    SING N N 14 
FPE C3 H31   SING N N 15 
FPE C3 H32   SING N N 16 
# 
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 
FPE SMILES           ACDLabs              10.04 O=P(O)(O)OC(C(=O)O)CF                                                                   
FPE InChI            InChI                1.02b InChI=1/C3H6FO6P/c4-1-2(3(5)6)10-11(7,8)9/h2H,1H2,(H,5,6)(H2,7,8,9)/t2-/m0/s1/f/h5,7-8H 
FPE InChIKey         InChI                1.02b BNOCDEBUFVJMQI-BELXJFMLDX                                                               
FPE SMILES_CANONICAL CACTVS               3.341 OC(=O)[C@H](CF)O[P](O)(O)=O                                                             
FPE SMILES           CACTVS               3.341 OC(=O)[CH](CF)O[P](O)(O)=O                                                              
FPE SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 C([C@@H](C(=O)O)OP(=O)(O)O)F                                                            
FPE SMILES           "OpenEye OEToolkits" 1.5.0 C(C(C(=O)O)OP(=O)(O)O)F                                                                 
# 
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 
FPE "SYSTEMATIC NAME" ACDLabs              10.04 "(2R)-3-fluoro-2-(phosphonooxy)propanoic acid" 
FPE "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "(2R)-3-fluoro-2-phosphonooxy-propanoic acid"  
# 
