data_ATF
# 
_chem_comp.id                                    ATF 
_chem_comp.name                                  "PHOSPHODIFLUOROMETHYLPHOSPHONIC ACID-ADENYLATE ESTER" 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C11 H16 F2 N5 O12 P3" 
_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                        541.189 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     ATF 
_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        1DVR 
_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 
ATF PG     PG   P 0 1 N N N 23.657 33.684 14.857 0.998  0.087  -6.846 PG     ATF 1  
ATF O1G    O1G  O 0 1 N N N 23.600 33.294 13.438 1.468  1.482  -6.686 O1G    ATF 2  
ATF O2G    O2G  O 0 1 N N N 24.646 34.781 15.177 1.953  -0.683 -7.888 O2G    ATF 3  
ATF O3G    O3G  O 0 1 N N N 22.222 34.328 15.212 -0.511 0.090  -7.403 O3G    ATF 4  
ATF PB     PB   P 0 1 N N R 23.392 31.842 17.406 -0.031 0.113  -4.053 PB     ATF 5  
ATF O1B    O1B  O 0 1 N N N 24.126 32.861 18.167 0.438  1.507  -3.893 O1B    ATF 6  
ATF O2B    O2B  O 0 1 N N N 21.953 31.702 17.846 -1.541 0.116  -4.610 O2B    ATF 7  
ATF C3B    C3B  C 0 1 N N N 23.512 32.127 15.673 1.049  -0.759 -5.233 C3B    ATF 8  
ATF F1B    F1B  F 0 1 N N N 24.290 31.285 14.941 2.362  -0.762 -4.749 F1B    ATF 9  
ATF F2B    F2B  F 0 1 N N N 22.536 31.292 15.219 0.606  -2.078 -5.385 F2B    ATF 10 
ATF PA     PA   P 0 1 N N R 25.504 29.801 18.254 -0.957 0.184  -1.641 PA     ATF 11 
ATF O1A    O1A  O 0 1 N N N 26.736 30.348 17.755 -2.332 0.186  -2.190 O1A    ATF 12 
ATF O2A    O2A  O 0 1 N N N 25.500 28.303 18.242 -0.431 1.700  -1.507 O2A    ATF 13 
ATF O3A    O3A  O 0 1 N N N 24.038 30.359 17.748 0.013  -0.635 -2.629 O3A    ATF 14 
ATF "O5'"  O5*  O 0 1 N N N 25.577 30.398 19.740 -0.960 -0.512 -0.190 "O5'"  ATF 15 
ATF "C5'"  C5*  C 0 1 N N N 26.093 31.682 20.084 -1.836 0.257  0.636  "C5'"  ATF 16 
ATF "C4'"  C4*  C 0 1 N N R 27.221 31.548 21.113 -1.884 -0.355 2.037  "C4'"  ATF 17 
ATF "O4'"  O4*  O 0 1 N N N 26.861 31.160 22.486 -0.572 -0.332 2.641  "O4'"  ATF 18 
ATF "C3'"  C3*  C 0 1 N N S 28.318 30.519 20.741 -2.764 0.504  2.972  "C3'"  ATF 19 
ATF "O3'"  O3*  O 0 1 N N N 29.528 30.977 21.288 -4.077 -0.051 3.074  "O3'"  ATF 20 
ATF "C2'"  C2*  C 0 1 N N R 27.875 29.224 21.404 -2.039 0.437  4.336  "C2'"  ATF 21 
ATF "O2'"  O2*  O 0 1 N N N 29.025 28.463 21.781 -2.883 -0.157 5.324  "O2'"  ATF 22 
ATF "C1'"  C1*  C 0 1 N N R 27.003 29.764 22.562 -0.806 -0.450 4.061  "C1'"  ATF 23 
ATF N9     N9   N 0 1 Y N N 26.112 28.926 23.376 0.353  0.039  4.811  N9     ATF 24 
ATF C8     C8   C 0 1 Y N N 25.238 28.031 22.817 1.250  0.975  4.388  C8     ATF 25 
ATF N7     N7   N 0 1 Y N N 24.458 27.460 23.635 2.152  1.172  5.305  N7     ATF 26 
ATF C5     C5   C 0 1 Y N N 24.791 28.003 24.869 1.890  0.381  6.373  C5     ATF 27 
ATF C6     C6   C 0 1 Y N N 24.265 27.833 26.175 2.506  0.164  7.617  C6     ATF 28 
ATF N6     N6   N 0 1 N N N 23.156 27.110 26.411 3.649  0.859  7.972  N6     ATF 29 
ATF N1     N1   N 0 1 Y N N 24.882 28.504 27.137 1.964  -0.721 8.447  N1     ATF 30 
ATF C2     C2   C 0 1 Y N N 25.914 29.306 26.843 0.874  -1.389 8.116  C2     ATF 31 
ATF N3     N3   N 0 1 Y N N 26.499 29.600 25.691 0.266  -1.222 6.961  N3     ATF 32 
ATF C4     C4   C 0 1 Y N N 25.887 28.912 24.703 0.735  -0.358 6.067  C4     ATF 33 
ATF HOG2   2HOG H 0 0 N N N 24.682 35.032 16.092 1.897  -0.204 -8.726 HOG2   ATF 34 
ATF HOG3   3HOG H 0 0 N N N 22.258 34.579 16.127 -0.778 -0.834 -7.493 HOG3   ATF 35 
ATF HOB2   2HOB H 0 0 N N N 21.478 31.042 17.353 -1.808 -0.809 -4.700 HOB2   ATF 36 
ATF HOA2   2HOA H 0 0 N N N 24.685 27.941 18.571 0.464  1.654  -1.147 HOA2   ATF 37 
ATF "H5'1" 1H5* H 0 0 N N N 26.418 32.253 19.183 -2.837 0.256  0.204  "H5'1" ATF 38 
ATF "H5'2" 2H5* H 0 0 N N N 25.290 32.371 20.435 -1.468 1.281  0.699  "H5'2" ATF 39 
ATF "H4'"  H4*  H 0 1 N N N 27.564 32.608 21.085 -2.263 -1.376 1.991  "H4'"  ATF 40 
ATF "H3'"  H3*  H 0 1 N N N 28.459 30.376 19.644 -2.812 1.532  2.613  "H3'"  ATF 41 
ATF "HO3'" *HO3 H 0 0 N N N 30.200 30.346 21.059 -4.578 0.524  3.667  "HO3'" ATF 42 
ATF "H2'"  H2*  H 0 1 N N N 27.299 28.500 20.780 -1.728 1.433  4.652  "H2'"  ATF 43 
ATF "HO2'" *HO2 H 0 0 N N N 28.748 27.654 22.195 -3.661 0.410  5.406  "HO2'" ATF 44 
ATF "H1'"  H1*  H 0 1 N N N 27.543 29.485 23.496 -1.017 -1.486 4.326  "H1'"  ATF 45 
ATF H8     H8   H 0 1 N N N 25.164 27.778 21.745 1.216  1.478  3.433  H8     ATF 46 
ATF HN61   1HN6 H 0 0 N N N 22.777 26.987 27.350 4.063  0.703  8.835  HN61   ATF 47 
ATF HN62   2HN6 H 0 0 N N N 23.299 26.182 26.011 4.038  1.500  7.356  HN62   ATF 48 
ATF H2     H2   H 0 1 N N N 26.365 29.818 27.709 0.466  -2.099 8.821  H2     ATF 49 
# 
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 
ATF PG    O1G    DOUB N N 1  
ATF PG    O2G    SING N N 2  
ATF PG    O3G    SING N N 3  
ATF PG    C3B    SING N N 4  
ATF O2G   HOG2   SING N N 5  
ATF O3G   HOG3   SING N N 6  
ATF PB    O1B    DOUB N N 7  
ATF PB    O2B    SING N N 8  
ATF PB    C3B    SING N N 9  
ATF PB    O3A    SING N N 10 
ATF O2B   HOB2   SING N N 11 
ATF C3B   F1B    SING N N 12 
ATF C3B   F2B    SING N N 13 
ATF PA    O1A    DOUB N N 14 
ATF PA    O2A    SING N N 15 
ATF PA    O3A    SING N N 16 
ATF PA    "O5'"  SING N N 17 
ATF O2A   HOA2   SING N N 18 
ATF "O5'" "C5'"  SING N N 19 
ATF "C5'" "C4'"  SING N N 20 
ATF "C5'" "H5'1" SING N N 21 
ATF "C5'" "H5'2" SING N N 22 
ATF "C4'" "O4'"  SING N N 23 
ATF "C4'" "C3'"  SING N N 24 
ATF "C4'" "H4'"  SING N N 25 
ATF "O4'" "C1'"  SING N N 26 
ATF "C3'" "O3'"  SING N N 27 
ATF "C3'" "C2'"  SING N N 28 
ATF "C3'" "H3'"  SING N N 29 
ATF "O3'" "HO3'" SING N N 30 
ATF "C2'" "O2'"  SING N N 31 
ATF "C2'" "C1'"  SING N N 32 
ATF "C2'" "H2'"  SING N N 33 
ATF "O2'" "HO2'" SING N N 34 
ATF "C1'" N9     SING N N 35 
ATF "C1'" "H1'"  SING N N 36 
ATF N9    C8     SING Y N 37 
ATF N9    C4     SING Y N 38 
ATF C8    N7     DOUB Y N 39 
ATF C8    H8     SING N N 40 
ATF N7    C5     SING Y N 41 
ATF C5    C6     SING Y N 42 
ATF C5    C4     DOUB Y N 43 
ATF C6    N6     SING N N 44 
ATF C6    N1     DOUB Y N 45 
ATF N6    HN61   SING N N 46 
ATF N6    HN62   SING N N 47 
ATF N1    C2     SING Y N 48 
ATF C2    N3     DOUB Y N 49 
ATF C2    H2     SING N N 50 
ATF N3    C4     SING Y 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 
ATF SMILES           ACDLabs              10.04 FC(F)(P(=O)(O)O)P(=O)(O)OP(=O)(O)OCC3OC(n2cnc1c(ncnc12)N)C(O)C3O 
ATF InChI            InChI                1.02b 
InChI=1/C11H16F2N5O12P3/c12-11(13,31(21,22)23)32(24,25)30-33(26,27)28-1-4-6(19)7(20)10(29-4)18-3-17-5-8(14)15-2-16-9(5)18/h2-4,6-7,10,19-20H,1H2,(H,24,25)(H,26,27)(H2,14,15,16)(H2,21,22,23)/t4-,6-,7-,10-/m1/s1/f/h21-22,24,26H,14H2 
ATF InChIKey         InChI                1.02b ODWAWOIUPXBZKQ-QLOJXOJBDS 
ATF SMILES_CANONICAL CACTVS               3.341 Nc1ncnc2n(cnc12)[C@@H]3O[C@H](CO[P@](O)(=O)O[P@@](O)(=O)C(F)(F)[P](O)(O)=O)[C@@H](O)[C@H]3O 
ATF SMILES           CACTVS               3.341 Nc1ncnc2n(cnc12)[CH]3O[CH](CO[P](O)(=O)O[P](O)(=O)C(F)(F)[P](O)(O)=O)[CH](O)[CH]3O 
ATF SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 c1nc(c2c(n1)n(cn2)[C@H]3[C@@H]([C@@H]([C@H](O3)CO[P@@](=O)(O)O[P@@](=O)(C(F)(F)P(=O)(O)O)O)O)O)N 
ATF SMILES           "OpenEye OEToolkits" 1.5.0 c1nc(c2c(n1)n(cn2)C3C(C(C(O3)COP(=O)(O)OP(=O)(C(F)(F)P(=O)(O)O)O)O)O)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 
ATF "SYSTEMATIC NAME" ACDLabs              10.04 "5'-O-[(R)-{[(R)-[difluoro(phosphono)methyl](hydroxy)phosphoryl]oxy}(hydroxy)phosphoryl]adenosine"                                                     
ATF "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "[[[[(2R,3S,4R,5R)-5-(6-aminopurin-9-yl)-3,4-dihydroxy-oxolan-2-yl]methoxy-hydroxy-phosphoryl]oxy-hydroxy-phosphoryl]-difluoro-methyl]phosphonic acid" 
# 
