data_FFF
# 
_chem_comp.id                                    FFF 
_chem_comp.name                                  "TRIFLUOROFURNESYL DIPHOSPHATE" 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C15 H25 F3 O7 P2" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     1999-07-08 
_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                        436.298 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     FFF 
_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        5EAU 
_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 
FFF PA   PA   P 0 1 N N S 20.906 79.340 10.250 -0.331 0.331  -3.748 PA   FFF 1  
FFF O1A  O1A  O 0 1 N N N 19.489 79.760 10.314 0.872  -0.457 -4.093 O1A  FFF 2  
FFF O2A  O2A  O 0 1 N N N 21.487 78.879 8.971  -0.099 1.870  -4.158 O2A  FFF 3  
FFF O5A  O5A  O 0 1 N N N 21.170 78.211 11.369 -0.601 0.232  -2.164 O5A  FFF 4  
FFF PB   PB   P 0 1 N N N 21.863 82.023 10.173 -1.264 -0.122 -6.116 PB   FFF 5  
FFF O1B  O1B  O 0 1 N N N 20.431 82.347 10.025 -0.046 -0.904 -6.425 O1B  FFF 6  
FFF O2B  O2B  O 0 1 N N N 22.592 81.817 8.904  -2.499 -0.689 -6.979 O2B  FFF 7  
FFF O3A  O3A  O 0 1 N N N 21.809 80.551 10.795 -1.601 -0.251 -4.547 O3A  FFF 8  
FFF O3B  O3B  O 0 1 N N N 22.591 82.797 11.202 -1.016 1.425  -6.486 O3B  FFF 9  
FFF C1   C1   C 0 1 N N N 20.856 78.543 12.696 0.555  0.761  -1.514 C1   FFF 10 
FFF C2   C2   C 0 1 N N N 21.213 77.393 13.646 0.365  0.697  -0.020 C2   FFF 11 
FFF C3   C3   C 0 1 N N N 20.958 77.484 14.971 1.339  0.274  0.746  C3   FFF 12 
FFF C4   C4   C 0 1 N N N 21.103 76.260 15.831 1.157  0.231  2.241  C4   FFF 13 
FFF C5   C5   C 0 1 N N N 22.232 76.279 16.858 0.589  -1.130 2.647  C5   FFF 14 
FFF C6   C6   C 0 1 N N N 23.323 75.227 16.619 0.407  -1.172 4.142  C6   FFF 15 
FFF C7   C7   C 0 1 N N N 24.363 75.502 15.826 -0.761 -1.477 4.651  C7   FFF 16 
FFF C8   C8   C 0 1 N N N 25.416 74.447 15.603 -0.977 -1.400 6.141  C8   FFF 17 
FFF C9   C9   C 0 1 N N N 25.900 74.160 14.173 -1.465 0.000  6.513  C9   FFF 18 
FFF C10  C10  C 0 1 N N N 26.664 75.316 13.522 -1.682 0.077  8.003  C10  FFF 19 
FFF C11  C11  C 0 1 N N N 26.049 76.132 12.647 -1.091 1.014  8.703  C11  FFF 20 
FFF C12  C12  C 0 1 N N N 26.810 77.267 12.041 -1.207 1.018  10.205 C12  FFF 21 
FFF C15  C15  C 0 1 N N N 24.742 75.718 12.042 -0.296 2.087  8.005  C15  FFF 22 
FFF C13  C13  C 0 1 N N N 24.666 76.927 15.489 -1.888 -1.904 3.747  C13  FFF 23 
FFF C14  C14  C 0 1 N N N 20.320 78.720 15.547 2.642  -0.169 0.132  C14  FFF 24 
FFF F1   F1   F 0 1 N N N 20.122 78.603 16.851 3.153  0.855  -0.669 F1   FFF 25 
FFF F2   F2   F 0 1 N N N 19.145 78.936 14.980 3.558  -0.467 1.147  F2   FFF 26 
FFF F3   F3   F 0 1 N N N 21.113 79.752 15.349 2.425  -1.309 -0.648 F3   FFF 27 
FFF HOA2 2HOA H 0 0 N N N 22.397 78.609 8.929  -0.904 2.348  -3.917 HOA2 FFF 28 
FFF HOB2 2HOB H 0 0 N N N 23.513 81.608 8.999  -2.256 -0.594 -7.910 HOB2 FFF 29 
FFF HOB3 3HOB H 0 0 N N N 23.512 82.588 11.297 -1.832 1.897  -6.270 HOB3 FFF 30 
FFF H11  1H1  H 0 1 N N N 21.338 79.499 13.006 0.700  1.798  -1.817 H11  FFF 31 
FFF H12  2H1  H 0 1 N N N 19.789 78.849 12.802 1.430  0.174  -1.794 H12  FFF 32 
FFF H2   H2   H 0 1 N N N 21.683 76.438 13.357 -0.574 1.000  0.417  H2   FFF 33 
FFF H41  1H4  H 0 1 N N N 20.135 76.043 16.341 0.467  1.018  2.546  H41  FFF 34 
FFF H42  2H4  H 0 1 N N N 21.199 75.356 15.184 2.120  0.383  2.729  H42  FFF 35 
FFF H51  1H5  H 0 1 N N N 22.681 77.297 16.923 1.279  -1.916 2.342  H51  FFF 36 
FFF H52  2H5  H 0 1 N N N 21.820 76.185 17.890 -0.373 -1.282 2.159  H52  FFF 37 
FFF H6   H6   H 0 1 N N N 23.362 74.209 17.043 1.239  -0.952 4.794  H6   FFF 38 
FFF H81  1H8  H 0 1 N N N 26.300 74.684 16.238 -0.038 -1.606 6.655  H81  FFF 39 
FFF H82  2H8  H 0 1 N N N 25.067 73.491 16.060 -1.723 -2.136 6.438  H82  FFF 40 
FFF H91  1H9  H 0 1 N N N 26.510 73.227 14.148 -2.404 0.206  5.999  H91  FFF 41 
FFF H92  2H9  H 0 1 N N N 25.046 73.845 13.528 -0.719 0.737  6.216  H92  FFF 42 
FFF H10  H10  H 0 1 N N N 27.721 75.576 13.693 -2.323 -0.639 8.493  H10  FFF 43 
FFF H121 1H12 H 0 0 N N N 26.300 77.943 11.315 -0.654 1.866  10.610 H121 FFF 44 
FFF H122 2H12 H 0 0 N N N 27.241 77.885 12.862 -2.256 1.099  10.489 H122 FFF 45 
FFF H123 3H12 H 0 0 N N N 27.732 76.862 11.562 -0.794 0.091  10.604 H123 FFF 46 
FFF H151 1H15 H 0 0 N N N 24.232 76.394 11.316 -0.922 2.578  7.261  H151 FFF 47 
FFF H152 2H15 H 0 0 N N N 24.872 74.718 11.564 0.042  2.821  8.737  H152 FFF 48 
FFF H153 3H15 H 0 0 N N N 24.029 75.478 12.865 0.567  1.639  7.514  H153 FFF 49 
FFF H131 1H13 H 0 0 N N N 25.533 77.156 14.827 -1.565 -2.747 3.137  H131 FFF 50 
FFF H132 2H13 H 0 0 N N N 23.751 77.394 15.054 -2.746 -2.201 4.351  H132 FFF 51 
FFF H133 3H13 H 0 0 N N N 24.776 77.503 16.437 -2.169 -1.074 3.100  H133 FFF 52 
# 
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 
FFF PA  O1A  DOUB N N 1  
FFF PA  O2A  SING N N 2  
FFF PA  O5A  SING N N 3  
FFF PA  O3A  SING N N 4  
FFF O2A HOA2 SING N N 5  
FFF O5A C1   SING N N 6  
FFF PB  O1B  DOUB N N 7  
FFF PB  O2B  SING N N 8  
FFF PB  O3A  SING N N 9  
FFF PB  O3B  SING N N 10 
FFF O2B HOB2 SING N N 11 
FFF O3B HOB3 SING N N 12 
FFF C1  C2   SING N N 13 
FFF C1  H11  SING N N 14 
FFF C1  H12  SING N N 15 
FFF C2  C3   DOUB N Z 16 
FFF C2  H2   SING N N 17 
FFF C3  C4   SING N N 18 
FFF C3  C14  SING N N 19 
FFF C4  C5   SING N N 20 
FFF C4  H41  SING N N 21 
FFF C4  H42  SING N N 22 
FFF C5  C6   SING N N 23 
FFF C5  H51  SING N N 24 
FFF C5  H52  SING N N 25 
FFF C6  C7   DOUB N E 26 
FFF C6  H6   SING N N 27 
FFF C7  C8   SING N N 28 
FFF C7  C13  SING N N 29 
FFF C8  C9   SING N N 30 
FFF C8  H81  SING N N 31 
FFF C8  H82  SING N N 32 
FFF C9  C10  SING N N 33 
FFF C9  H91  SING N N 34 
FFF C9  H92  SING N N 35 
FFF C10 C11  DOUB N N 36 
FFF C10 H10  SING N N 37 
FFF C11 C12  SING N N 38 
FFF C11 C15  SING N N 39 
FFF C12 H121 SING N N 40 
FFF C12 H122 SING N N 41 
FFF C12 H123 SING N N 42 
FFF C15 H151 SING N N 43 
FFF C15 H152 SING N N 44 
FFF C15 H153 SING N N 45 
FFF C13 H131 SING N N 46 
FFF C13 H132 SING N N 47 
FFF C13 H133 SING N N 48 
FFF C14 F1   SING N N 49 
FFF C14 F2   SING N N 50 
FFF C14 F3   SING N N 51 
# 
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 
FFF SMILES           ACDLabs              10.04 FC(F)(F)/C(=C\COP(=O)(OP(=O)(O)O)O)CC\C=C(/C)CC\C=C(/C)C                                                                                                                    
FFF InChI            InChI                1.02b InChI=1/C15H25F3O7P2/c1-12(2)6-4-7-13(3)8-5-9-14(15(16,17)18)10-11-24-27(22,23)25-26(19,20)21/h6,8,10H,4-5,7,9,11H2,1-3H3,(H,22,23)(H2,19,20,21)/b13-8+,14-10-/f/h19-20,22H 
FFF InChIKey         InChI                1.02b PXLMLAFPAPGGKK-YQUQZVFYDU                                                                                                                                                   
FFF SMILES_CANONICAL CACTVS               3.341 CC(C)=CCC/C(C)=C/CC/C(=C/CO[P@@](O)(=O)O[P](O)(O)=O)C(F)(F)F                                                                                                                
FFF SMILES           CACTVS               3.341 CC(C)=CCCC(C)=CCCC(=CCO[P](O)(=O)O[P](O)(O)=O)C(F)(F)F                                                                                                                      
FFF SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 CC(=CCC/C(=C/CC/C(=C/CO[P@](=O)(O)OP(=O)(O)O)/C(F)(F)F)/C)C                                                                                                                 
FFF SMILES           "OpenEye OEToolkits" 1.5.0 CC(=CCCC(=CCCC(=CCOP(=O)(O)OP(=O)(O)O)C(F)(F)F)C)C                                                                                                                          
# 
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 
FFF "SYSTEMATIC NAME" ACDLabs              10.04 "(2Z,6E)-7,11-dimethyl-3-(trifluoromethyl)dodeca-2,6,10-trien-1-yl trihydrogen diphosphate"     
FFF "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "[(2Z,6E)-7,11-dimethyl-3-(trifluoromethyl)dodeca-2,6,10-trienyl] phosphono hydrogen phosphate" 
# 
