data_FQP
# 
_chem_comp.id                                    FQP 
_chem_comp.name                                  "4-AMINO-2-TRIFLUOROMETHYL-5-HYDROXYMETHYLPYRIMIDINE PYROPHOSPHATE" 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C6 H8 F3 N3 O7 P2" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2000-11-10 
_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                        353.086 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     FQP 
_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        1G4P 
_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 
FQP N1A  N1A  N 0 1 Y N N 61.025 36.224 14.791 -1.156 0.021  3.085  N1A  FQP 1  
FQP C2A  C2A  C 0 1 Y N N 59.928 36.454 15.588 -0.216 0.003  4.009  C2A  FQP 2  
FQP CM2  CM2  C 0 1 N N N 59.513 37.845 15.794 -0.617 0.020  5.461  CM2  FQP 3  
FQP N3A  N3A  N 0 1 Y N N 59.257 35.468 16.168 1.063  -0.028 3.698  N3A  FQP 4  
FQP C4A  C4A  C 0 1 Y N N 59.692 34.160 15.964 1.453  -0.043 2.427  C4A  FQP 5  
FQP N4A  N4A  N 0 1 N N N 58.993 33.221 16.567 2.799  -0.076 2.104  N4A  FQP 6  
FQP C5A  C5A  C 0 1 Y N N 60.853 33.867 15.133 0.483  -0.019 1.423  C5A  FQP 7  
FQP C6A  C6A  C 0 1 Y N N 61.477 34.951 14.572 -0.846 0.007  1.796  C6A  FQP 8  
FQP C7A  C7A  C 0 1 N N N 61.385 32.477 14.888 0.876  -0.035 -0.031 C7A  FQP 9  
FQP O2   O2   O 0 1 N N N 59.762 29.837 12.841 1.105  1.259  -2.662 O2   FQP 10 
FQP P1   P1   P 0 1 N N S 60.904 30.227 13.707 0.193  -0.036 -2.376 P1   FQP 11 
FQP O1   O1   O 0 1 N N N 60.490 31.718 14.048 -0.298 -0.018 -0.843 O1   FQP 12 
FQP O3   O3   O 0 1 N N N 62.246 30.066 13.123 0.985  -1.261 -2.625 O3   FQP 13 
FQP O    O    O 0 1 N N N 60.927 29.347 15.044 -1.086 -0.017 -3.351 O    FQP 14 
FQP P2   P2   P 0 1 N N N 60.063 29.220 16.346 -0.523 -0.037 -4.859 P2   FQP 15 
FQP O4   O4   O 0 1 N N N 60.086 30.554 16.915 0.279  -1.262 -5.070 O4   FQP 16 
FQP O5   O5   O 0 1 N N N 58.722 28.780 15.913 -1.757 -0.019 -5.893 O5   FQP 17 
FQP O6   O6   O 0 1 N N N 60.857 28.227 17.116 0.400  1.258  -5.104 O6   FQP 18 
FQP F1   F1   F 0 1 N N N 58.270 37.933 16.211 -2.012 0.053  5.560  F1   FQP 19 
FQP F2   F2   F 0 1 N N N 59.616 38.553 14.674 -0.133 -1.131 6.092  F2   FQP 20 
FQP F3   F3   F 0 1 N N N 60.274 38.371 16.719 -0.079 1.152  6.081  F3   FQP 21 
FQP H4A1 1H4A H 0 0 N N N 59.311 32.263 16.417 3.467  -0.089 2.808  H4A1 FQP 22 
FQP H4A2 2H4A H 0 0 N N N 58.009 33.303 16.311 3.075  -0.091 1.174  H4A2 FQP 23 
FQP H6A1 1H6A H 0 0 N N N 62.361 34.795 13.931 -1.624 0.022  1.047  H6A1 FQP 24 
FQP H7A1 1H7A H 0 0 N N N 62.418 32.500 14.470 1.484  0.841  -0.252 H7A1 FQP 25 
FQP H7A2 2H7A H 0 0 N N N 61.600 31.945 15.844 1.450  -0.938 -0.242 H7A2 FQP 26 
FQP HO21 1HO2 H 0 0 N N N 60.010 28.943 12.636 0.553  2.033  -2.488 HO21 FQP 27 
FQP HO51 1HO5 H 0 0 N N N 58.198 28.703 16.702 -1.377 -0.031 -6.782 HO51 FQP 28 
FQP HO61 1HO6 H 0 0 N N N 60.333 28.150 17.905 -0.159 2.033  -4.957 HO61 FQP 29 
# 
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 
FQP N1A C2A  DOUB Y N 1  
FQP N1A C6A  SING Y N 2  
FQP C2A CM2  SING N N 3  
FQP C2A N3A  SING Y N 4  
FQP CM2 F1   SING N N 5  
FQP CM2 F2   SING N N 6  
FQP CM2 F3   SING N N 7  
FQP N3A C4A  DOUB Y N 8  
FQP C4A N4A  SING N N 9  
FQP C4A C5A  SING Y N 10 
FQP N4A H4A1 SING N N 11 
FQP N4A H4A2 SING N N 12 
FQP C5A C6A  DOUB Y N 13 
FQP C5A C7A  SING N N 14 
FQP C6A H6A1 SING N N 15 
FQP C7A O1   SING N N 16 
FQP C7A H7A1 SING N N 17 
FQP C7A H7A2 SING N N 18 
FQP O2  P1   SING N N 19 
FQP O2  HO21 SING N N 20 
FQP P1  O1   SING N N 21 
FQP P1  O3   DOUB N N 22 
FQP P1  O    SING N N 23 
FQP O   P2   SING N N 24 
FQP P2  O4   DOUB N N 25 
FQP P2  O5   SING N N 26 
FQP P2  O6   SING N N 27 
FQP O5  HO51 SING N N 28 
FQP O6  HO61 SING N N 29 
# 
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 
FQP SMILES           ACDLabs              10.04 FC(F)(F)c1nc(N)c(cn1)COP(=O)(O)OP(=O)(O)O                                                                                                   
FQP InChI            InChI                1.02b InChI=1/C6H8F3N3O7P2/c7-6(8,9)5-11-1-3(4(10)12-5)2-18-21(16,17)19-20(13,14)15/h1H,2H2,(H,16,17)(H2,10,11,12)(H2,13,14,15)/f/h13-14,16H,10H2 
FQP InChIKey         InChI                1.02b UKNJCTHTCAKKNG-VDFKXWDUCG                                                                                                                   
FQP SMILES_CANONICAL CACTVS               3.341 Nc1nc(ncc1CO[P@@](O)(=O)O[P](O)(O)=O)C(F)(F)F                                                                                               
FQP SMILES           CACTVS               3.341 Nc1nc(ncc1CO[P](O)(=O)O[P](O)(O)=O)C(F)(F)F                                                                                                 
FQP SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 c1c(c(nc(n1)C(F)(F)F)N)CO[P@](=O)(O)OP(=O)(O)O                                                                                              
FQP SMILES           "OpenEye OEToolkits" 1.5.0 c1c(c(nc(n1)C(F)(F)F)N)COP(=O)(O)OP(=O)(O)O                                                                                                 
# 
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 
FQP "SYSTEMATIC NAME" ACDLabs              10.04 "[4-amino-2-(trifluoromethyl)pyrimidin-5-yl]methyl trihydrogen diphosphate"      
FQP "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "[4-amino-2-(trifluoromethyl)pyrimidin-5-yl]methyl phosphono hydrogen phosphate" 
# 
