data_DFT
# 
_chem_comp.id                                    DFT 
_chem_comp.name                                  "1-[2-DEOXYRIBOFURANOSYL]-2,4-DIFLUORO-5-METHYL-BENZENE-5'MONOPHOSPHATE" 
_chem_comp.type                                  "DNA LINKING" 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C12 H15 F2 O6 P" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     1999-09-28 
_chem_comp.pdbx_modified_date                    2009-01-07 
_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                        324.214 
_chem_comp.one_letter_code                       N 
_chem_comp.three_letter_code                     DFT 
_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        1BW7 
_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 
DFT P      P    P 0 1 N N N -1.523 9.912  14.451 1.032  0.115  4.120  P      DFT 1  
DFT OP1    O1P  O 0 1 N N N -2.453 10.952 13.963 1.815  -1.041 3.632  OP1    DFT 2  
DFT OP2    O2P  O 0 1 N N N -0.417 10.268 15.368 2.033  1.230  4.710  OP2    DFT 3  
DFT OP3    O3P  O 0 1 N Y N -0.920 9.139  13.172 0.024  -0.367 5.279  OP3    DFT 4  
DFT "O5'"  O5*  O 0 1 N N N -2.399 8.743  15.139 0.187  0.743  2.902  "O5'"  DFT 5  
DFT "C5'"  C5*  C 0 1 N N N -3.532 8.184  14.482 -0.677 -0.288 2.423  "C5'"  DFT 6  
DFT "C4'"  C4*  C 0 1 N N R -4.060 6.961  15.236 -1.512 0.245  1.258  "C4'"  DFT 7  
DFT "O4'"  O4*  O 0 1 N N N -3.028 5.994  15.379 -0.653 0.631  0.170  "O4'"  DFT 8  
DFT "C3'"  C3*  C 0 1 N N S -4.615 7.204  16.652 -2.449 -0.860 0.735  "C3'"  DFT 9  
DFT "O3'"  O3*  O 0 1 N N N -6.036 7.039  16.626 -3.816 -0.461 0.856  "O3'"  DFT 10 
DFT "C2'"  C2*  C 0 1 N N N -3.907 6.149  17.512 -2.059 -1.014 -0.754 "C2'"  DFT 11 
DFT "C1'"  C1*  C 0 1 N N R -3.301 5.184  16.506 -1.366 0.340  -1.050 "C1'"  DFT 12 
DFT C2     C2   C 0 1 Y N N -1.910 3.164  17.188 -0.836 0.471  -3.495 C2     DFT 13 
DFT C4     C4   C 0 1 Y N N 0.446  3.368  17.662 1.353  -0.038 -4.324 C4     DFT 14 
DFT C5     C5   C 0 1 Y N N 0.367  4.792  17.565 1.778  -0.308 -3.035 C5     DFT 15 
DFT C5M    C5M  C 0 1 N N N 1.569  5.734  17.738 3.202  -0.733 -2.784 C5M    DFT 16 
DFT C6     C6   C 0 1 Y N N -0.883 5.380  17.287 0.898  -0.183 -1.976 C6     DFT 17 
DFT F4     F4   F 0 1 N N N 1.616  2.769  17.863 2.214  -0.160 -5.359 F4     DFT 18 
DFT C3     C3   C 0 1 Y N N -0.687 2.565  17.498 0.044  0.346  -4.555 C3     DFT 19 
DFT F2     F2   F 0 1 N N N -2.996 2.410  17.056 -2.113 0.852  -3.718 F2     DFT 20 
DFT C1     C1   C 0 1 Y N N -2.000 4.559  17.003 -0.408 0.205  -2.205 C1     DFT 21 
DFT HOP2   2HOP H 0 0 N N N 0.180  9.599  15.681 2.518  0.814  5.435  HOP2   DFT 22 
DFT HOP3   3HOP H 0 0 N N N -0.322 8.470  13.485 -0.464 0.414  5.568  HOP3   DFT 23 
DFT "H5'"  1H5* H 0 1 N N N -3.269 7.840  13.477 -1.338 -0.609 3.228  "H5'"  DFT 24 
DFT "H5''" 2H5* H 0 0 N N N -4.341 8.913  14.406 -0.079 -1.134 2.084  "H5''" DFT 25 
DFT "H4'"  H4*  H 0 1 N N N -4.847 6.490  14.627 -2.099 1.103  1.586  "H4'"  DFT 26 
DFT "H3'"  H3*  H 0 1 N N N -4.330 8.217  16.978 -2.276 -1.793 1.273  "H3'"  DFT 27 
DFT "HO3'" *HO3 H 0 0 N Y N -6.378 7.188  17.499 -4.348 -1.164 0.461  "HO3'" DFT 28 
DFT "H2'"  1H2* H 0 1 N N N -4.564 5.599  18.192 -2.945 -1.141 -1.377 "H2'"  DFT 29 
DFT "H2''" 2H2* H 0 0 N N N -3.113 6.641  18.091 -1.366 -1.844 -0.892 "H2''" DFT 30 
DFT "H1'"  H1*  H 0 1 N N N -4.035 4.410  16.207 -2.107 1.113  -1.256 "H1'"  DFT 31 
DFT H71    1H5M H 0 1 N N N 1.652  6.442  16.914 3.271  -1.820 -2.835 H71    DFT 32 
DFT H72    2H5M H 0 1 N N N 1.491  6.289  18.674 3.851  -0.291 -3.540 H72    DFT 33 
DFT H73    3H5M H 0 1 N N N 2.501  5.167  17.783 3.513  -0.395 -1.795 H73    DFT 34 
DFT H6     H6   H 0 1 N N N -0.989 6.465  17.277 1.231  -0.390 -0.970 H6     DFT 35 
DFT H3     H3   H 0 1 N N N -0.613 1.508  17.621 -0.288 0.553  -5.561 H3     DFT 36 
# 
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 
DFT P     OP1    DOUB N N 1  
DFT P     OP2    SING N N 2  
DFT P     OP3    SING N N 3  
DFT P     "O5'"  SING N N 4  
DFT OP2   HOP2   SING N N 5  
DFT OP3   HOP3   SING N N 6  
DFT "O5'" "C5'"  SING N N 7  
DFT "C5'" "C4'"  SING N N 8  
DFT "C5'" "H5'"  SING N N 9  
DFT "C5'" "H5''" SING N N 10 
DFT "C4'" "O4'"  SING N N 11 
DFT "C4'" "C3'"  SING N N 12 
DFT "C4'" "H4'"  SING N N 13 
DFT "O4'" "C1'"  SING N N 14 
DFT "C3'" "O3'"  SING N N 15 
DFT "C3'" "C2'"  SING N N 16 
DFT "C3'" "H3'"  SING N N 17 
DFT "O3'" "HO3'" SING N N 18 
DFT "C2'" "C1'"  SING N N 19 
DFT "C2'" "H2'"  SING N N 20 
DFT "C2'" "H2''" SING N N 21 
DFT "C1'" C1     SING N N 22 
DFT "C1'" "H1'"  SING N N 23 
DFT C2    C3     DOUB Y N 24 
DFT C2    F2     SING N N 25 
DFT C2    C1     SING Y N 26 
DFT C4    C5     DOUB Y N 27 
DFT C4    F4     SING N N 28 
DFT C4    C3     SING Y N 29 
DFT C5    C5M    SING N N 30 
DFT C5    C6     SING Y N 31 
DFT C5M   H71    SING N N 32 
DFT C5M   H72    SING N N 33 
DFT C5M   H73    SING N N 34 
DFT C6    C1     DOUB Y N 35 
DFT C6    H6     SING N N 36 
DFT C3    H3     SING N N 37 
# 
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 
DFT SMILES           ACDLabs              10.04 "O=P(OCC2OC(c1cc(c(F)cc1F)C)CC2O)(O)O"                                                                                                                
DFT InChI            InChI                1.02b "InChI=1/C12H15F2O6P/c1-6-2-7(9(14)3-8(6)13)11-4-10(15)12(20-11)5-19-21(16,17)18/h2-3,10-12,15H,4-5H2,1H3,(H2,16,17,18)/t10-,11+,12+/m0/s1/f/h16-17H" 
DFT InChIKey         InChI                1.02b NMMWBGNJJMNAIJ-OEQNRTQDDV                                                                                                                             
DFT SMILES_CANONICAL CACTVS               3.341 "Cc1cc([C@H]2C[C@H](O)[C@@H](CO[P](O)(O)=O)O2)c(F)cc1F"                                                                                               
DFT SMILES           CACTVS               3.341 "Cc1cc([CH]2C[CH](O)[CH](CO[P](O)(O)=O)O2)c(F)cc1F"                                                                                                   
DFT SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "Cc1cc(c(cc1F)F)[C@H]2C[C@@H]([C@H](O2)COP(=O)(O)O)O"                                                                                                 
DFT SMILES           "OpenEye OEToolkits" 1.5.0 "Cc1cc(c(cc1F)F)C2CC(C(O2)COP(=O)(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 
DFT "SYSTEMATIC NAME" ACDLabs              10.04 "(1R)-1,4-anhydro-2-deoxy-1-(2,4-difluoro-5-methylphenyl)-5-O-phosphono-D-erythro-pentitol"      
DFT "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "[(2R,3S,5R)-5-(2,4-difluoro-5-methyl-phenyl)-3-hydroxy-oxolan-2-yl]methyl dihydrogen phosphate" 
# 
