data_UFG
# 
_chem_comp.id                                    UFG 
_chem_comp.name                                  "URIDINE-5'-DIPHOSPHATE-4-DEOXY-4-FLUORO-ALPHA-D-GALACTOSE" 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C15 H23 F N2 O16 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                        568.293 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     UFG 
_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        1UDB 
_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 
UFG N1     N1     N 0 1 N N N 15.883 15.315 39.892 0.915  -0.659 5.752  N1     UFG 1  
UFG C2     C2     C 0 1 N N N 15.640 16.615 40.337 1.586  0.430  5.336  C2     UFG 2  
UFG N3     N3     N 0 1 N N N 16.763 17.380 40.555 2.861  0.643  5.713  N3     UFG 3  
UFG C4     C4     C 0 1 N N N 18.084 16.953 40.329 3.491  -0.243 6.509  C4     UFG 4  
UFG C5     C5     C 0 1 N N N 18.250 15.604 39.884 2.799  -1.396 6.950  C5     UFG 5  
UFG C6     C6     C 0 1 N N N 17.190 14.846 39.694 1.519  -1.583 6.561  C6     UFG 6  
UFG O2     O2     O 0 1 N N N 14.529 17.061 40.501 1.030  1.238  4.618  O2     UFG 7  
UFG O4     O4     O 0 1 N N N 18.970 17.745 40.527 4.646  -0.053 6.846  O4     UFG 8  
UFG C1D    C1*    C 0 1 N N R 14.750 14.364 39.679 -0.472 -0.861 5.330  C1D    UFG 9  
UFG C2D    C2*    C 0 1 N N R 14.612 13.891 38.243 -1.346 0.359  5.714  C2D    UFG 10 
UFG O2D    O2*    O 0 1 N N N 13.770 14.798 37.504 -1.837 0.234  7.050  O2D    UFG 11 
UFG C3D    C3*    C 0 1 N N S 13.934 12.504 38.365 -2.506 0.263  4.688  C3D    UFG 12 
UFG C4D    C4*    C 0 1 N N R 14.511 11.994 39.667 -1.927 -0.596 3.548  C4D    UFG 13 
UFG "O4'"  O4*    O 0 1 N N N 14.944 13.169 40.400 -0.565 -0.903 3.890  "O4'"  UFG 14 
UFG O3D    O3*    O 0 1 N N N 12.508 12.609 38.445 -3.643 -0.372 5.276  O3D    UFG 15 
UFG C5D    C5*    C 0 1 N N N 15.720 11.113 39.550 -1.970 0.185  2.234  C5D    UFG 16 
UFG O5D    O5*    O 0 1 N N N 16.606 11.813 38.658 -1.425 -0.617 1.184  O5D    UFG 17 
UFG PA     PA     P 0 1 N N R 18.070 11.214 38.406 -1.501 0.262  -0.161 PA     UFG 18 
UFG O1A    O1A    O 0 1 N N N 18.796 12.065 37.436 -2.912 0.609  -0.444 O1A    UFG 19 
UFG O2A    O2A    O 0 1 N N N 18.755 10.860 39.671 -0.644 1.611  0.029  O2A    UFG 20 
UFG O3A    O3A    O 0 1 N N N 17.898 9.787  37.629 -0.900 -0.585 -1.391 O3A    UFG 21 
UFG PB     PB     P 0 1 N N S 17.062 9.397  36.380 -1.007 0.349  -2.697 PB     UFG 22 
UFG O1B    O1B    O 0 1 N N N 15.710 8.814  36.666 -2.425 0.695  -2.941 O1B    UFG 23 
UFG O2B    O2B    O 0 1 N N N 17.019 10.547 35.423 -0.159 1.697  -2.463 O2B    UFG 24 
UFG O3B    O3B    O 0 1 N N N 17.920 8.246  35.638 -0.420 -0.439 -3.972 O3B    UFG 25 
UFG "C1'"  "C1'"  C 0 1 N N R 17.281 7.375  34.740 -0.543 0.437  -5.093 "C1'"  UFG 26 
UFG "C2'"  "C2'"  C 0 1 N N R 18.188 6.155  34.707 -0.742 -0.389 -6.365 "C2'"  UFG 27 
UFG "C3'"  "C3'"  C 0 1 N N R 19.399 6.253  33.746 0.454  -1.331 -6.541 "C3'"  UFG 28 
UFG "C4'"  "C4'"  C 0 1 N N S 19.102 6.982  32.425 1.741  -0.499 -6.498 "C4'"  UFG 29 
UFG "C5'"  "C5'"  C 0 1 N N R 18.157 8.190  32.574 1.753  0.335  -5.215 "C5'"  UFG 30 
UFG "C6'"  "C6'"  C 0 1 N N N 17.581 8.691  31.244 3.051  1.142  -5.145 "C6'"  UFG 31 
UFG "O2'"  "O2'"  O 0 1 N N N 18.567 5.724  36.021 -1.943 -1.156 -6.254 "O2'"  UFG 32 
UFG "O3'"  "O3'"  O 0 1 N N N 20.038 5.002  33.492 0.356  -2.002 -7.798 "O3'"  UFG 33 
UFG "O5'"  "O5'"  O 0 1 N N N 17.023 7.891  33.415 0.639  1.226  -5.209 "O5'"  UFG 34 
UFG "O6'"  "O6'"  O 0 1 N N N 16.672 7.725  30.773 3.064  1.919  -3.946 "O6'"  UFG 35 
UFG "F4'"  "F4'"  F 0 1 N N N 20.313 7.440  31.830 2.850  -1.351 -6.512 "F4'"  UFG 36 
UFG HN3    HN3    H 0 1 N N N 16.606 18.324 40.906 3.329  1.436  5.407  HN3    UFG 37 
UFG H5     H5     H 0 1 N N N 19.226 15.133 39.680 3.288  -2.118 7.588  H5     UFG 38 
UFG H6     H6     H 0 1 N N N 17.397 13.813 39.367 0.975  -2.457 6.887  H6     UFG 39 
UFG H1D    H1*    H 0 1 N N N 13.855 14.945 40.003 -0.875 -1.775 5.767  H1D    UFG 40 
UFG H2D    H2*    H 0 1 N N N 15.588 13.843 37.706 -0.791 1.289  5.590  H2D    UFG 41 
UFG "HO2'" *HO2   H 0 0 N N N 13.683 14.502 36.605 -2.371 1.022  7.226  "HO2'" UFG 42 
UFG H3D    H3*    H 0 1 N N N 14.119 11.842 37.487 -2.773 1.254  4.320  H3D    UFG 43 
UFG H4D    H4*    H 0 1 N N N 13.714 11.377 40.144 -2.501 -1.517 3.451  H4D    UFG 44 
UFG "HO3'" *HO3   H 0 0 N N N 12.092 11.758 38.519 -3.921 0.181  6.018  "HO3'" UFG 45 
UFG "H5'1" 1H5*   H 0 0 N N N 16.182 10.847 40.529 -1.384 1.098  2.334  "H5'1" UFG 46 
UFG "H5'2" 2H5*   H 0 0 N N N 15.489 10.069 39.230 -3.003 0.440  1.996  "H5'2" UFG 47 
UFG HOA2   2HOA   H 0 0 N N N 19.623 10.504 39.521 0.265  1.341  0.212  HOA2   UFG 48 
UFG HOB2   2HOB   H 0 0 N N N 16.507 10.308 34.658 0.756  1.428  -2.308 HOB2   UFG 49 
UFG "H1'"  "H1'"  H 0 1 N N N 16.244 7.167  35.095 -1.402 1.092  -4.948 "H1'"  UFG 50 
UFG "H2'"  "H2'"  H 0 1 N N N 17.552 5.356  34.257 -0.812 0.275  -7.225 "H2'"  UFG 51 
UFG "H3'"  "H3'"  H 0 1 N N N 20.118 6.888  34.314 0.465  -2.064 -5.734 "H3'"  UFG 52 
UFG "H4'"  "H4'"  H 0 1 N N N 18.589 6.228  31.782 1.778  0.160  -7.364 "H4'"  UFG 53 
UFG "H5'"  "H5'"  H 0 1 N N N 18.805 8.976  33.025 1.692  -0.327 -4.352 "H5'"  UFG 54 
UFG "H6'1" "1H6'" H 0 0 N N N 17.127 9.706  31.325 3.113  1.805  -6.009 "H6'1" UFG 55 
UFG "H6'2" "2H6'" H 0 0 N N N 18.371 8.939  30.497 3.903  0.462  -5.147 "H6'2" UFG 56 
UFG HO2A   "'HO2" H 0 0 N N N 19.133 4.961  36.000 -2.667 -0.525 -6.138 HO2A   UFG 57 
UFG HO3A   "'HO3" H 0 0 N N N 20.780 5.062  32.902 1.126  -2.582 -7.867 HO3A   UFG 58 
UFG "HO6'" "'HO6" H 0 0 N N N 16.315 8.035  29.949 3.897  2.412  -3.942 "HO6'" UFG 59 
# 
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 
UFG N1    C2     SING N N 1  
UFG N1    C6     SING N N 2  
UFG N1    C1D    SING N N 3  
UFG C2    N3     SING N N 4  
UFG C2    O2     DOUB N N 5  
UFG N3    C4     SING N N 6  
UFG N3    HN3    SING N N 7  
UFG C4    C5     SING N N 8  
UFG C4    O4     DOUB N N 9  
UFG C5    C6     DOUB N N 10 
UFG C5    H5     SING N N 11 
UFG C6    H6     SING N N 12 
UFG C1D   C2D    SING N N 13 
UFG C1D   "O4'"  SING N N 14 
UFG C1D   H1D    SING N N 15 
UFG C2D   O2D    SING N N 16 
UFG C2D   C3D    SING N N 17 
UFG C2D   H2D    SING N N 18 
UFG O2D   "HO2'" SING N N 19 
UFG C3D   C4D    SING N N 20 
UFG C3D   O3D    SING N N 21 
UFG C3D   H3D    SING N N 22 
UFG C4D   "O4'"  SING N N 23 
UFG C4D   C5D    SING N N 24 
UFG C4D   H4D    SING N N 25 
UFG O3D   "HO3'" SING N N 26 
UFG C5D   O5D    SING N N 27 
UFG C5D   "H5'1" SING N N 28 
UFG C5D   "H5'2" SING N N 29 
UFG O5D   PA     SING N N 30 
UFG PA    O1A    DOUB N N 31 
UFG PA    O2A    SING N N 32 
UFG PA    O3A    SING N N 33 
UFG O2A   HOA2   SING N N 34 
UFG O3A   PB     SING N N 35 
UFG PB    O1B    DOUB N N 36 
UFG PB    O2B    SING N N 37 
UFG PB    O3B    SING N N 38 
UFG O2B   HOB2   SING N N 39 
UFG O3B   "C1'"  SING N N 40 
UFG "C1'" "C2'"  SING N N 41 
UFG "C1'" "O5'"  SING N N 42 
UFG "C1'" "H1'"  SING N N 43 
UFG "C2'" "C3'"  SING N N 44 
UFG "C2'" "O2'"  SING N N 45 
UFG "C2'" "H2'"  SING N N 46 
UFG "C3'" "C4'"  SING N N 47 
UFG "C3'" "O3'"  SING N N 48 
UFG "C3'" "H3'"  SING N N 49 
UFG "C4'" "C5'"  SING N N 50 
UFG "C4'" "F4'"  SING N N 51 
UFG "C4'" "H4'"  SING N N 52 
UFG "C5'" "C6'"  SING N N 53 
UFG "C5'" "O5'"  SING N N 54 
UFG "C5'" "H5'"  SING N N 55 
UFG "C6'" "O6'"  SING N N 56 
UFG "C6'" "H6'1" SING N N 57 
UFG "C6'" "H6'2" SING N N 58 
UFG "O2'" HO2A   SING N N 59 
UFG "O3'" HO3A   SING N N 60 
UFG "O6'" "HO6'" SING N N 61 
# 
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 
UFG SMILES           ACDLabs              10.04 O=P(OC1OC(C(F)C(O)C1O)CO)(O)OP(=O)(O)OCC3OC(N2C=CC(=O)NC2=O)C(O)C3O 
UFG InChI            InChI                1.02b 
InChI=1/C15H23FN2O16P2/c16-8-5(3-19)32-14(12(24)10(8)22)33-36(28,29)34-35(26,27)30-4-6-9(21)11(23)13(31-6)18-2-1-7(20)17-15(18)25/h1-2,5-6,8-14,19,21-24H,3-4H2,(H,26,27)(H,28,29)(H,17,20,25)/t5-,6-,8-,9-,10+,11-,12-,13-,14-/m1/s1/f/h17,26,28H 
UFG InChIKey         InChI                1.02b OAPPZHVTNHJVAL-SOCHACGLDV 
UFG SMILES_CANONICAL CACTVS               3.341 OC[C@H]1O[C@H](O[P@@](O)(=O)O[P@@](O)(=O)OC[C@H]2O[C@H]([C@H](O)[C@@H]2O)N3C=CC(=O)NC3=O)[C@H](O)[C@@H](O)[C@@H]1F 
UFG SMILES           CACTVS               3.341 OC[CH]1O[CH](O[P](O)(=O)O[P](O)(=O)OC[CH]2O[CH]([CH](O)[CH]2O)N3C=CC(=O)NC3=O)[CH](O)[CH](O)[CH]1F 
UFG SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 C1=CN(C(=O)NC1=O)[C@H]2[C@@H]([C@@H]([C@H](O2)CO[P@@](=O)(O)O[P@@](=O)(O)O[C@@H]3[C@@H]([C@H]([C@@H]([C@H](O3)CO)F)O)O)O)O 
UFG SMILES           "OpenEye OEToolkits" 1.5.0 C1=CN(C(=O)NC1=O)C2C(C(C(O2)COP(=O)(O)OP(=O)(O)OC3C(C(C(C(O3)CO)F)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 
UFG "SYSTEMATIC NAME" ACDLabs              10.04 
"[(2R,3S,4R,5R)-5-(2,4-dioxo-3,4-dihydropyrimidin-1(2H)-yl)-3,4-dihydroxytetrahydrofuran-2-yl]methyl (2R,3R,4R,5S,6R)-5-fluoro-3,4-dihydroxy-6-(hydroxymethyl)tetrahydro-2H-pyran-2-yl dihydrogen diphosphate (non-preferred name)" 
UFG "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "[(2R,3S,4R,5R)-5-(2,4-dioxopyrimidin-1-yl)-3,4-dihydroxy-oxolan-2-yl]methyl [[(2R,3R,4R,5S,6R)-5-fluoro-3,4-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-hydroxy-phosphoryl] hydrogen phosphate" 
# 
