data_UD4
# 
_chem_comp.id                                    UD4 
_chem_comp.name                                  UDP-2-acetamido-4-amino-2,4,6-trideoxy-alpha-D-glucopyranose 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C17 H28 N4 O15 P2" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         (2R,3R,4S,5S,6R)-3-(acetylamino)-5-amino-4-hydroxy-6-methyltetrahydro-2H-pyran-2-yl 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2008-05-21 
_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                        590.370 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     UD4 
_chem_comp.pdbx_model_coordinates_details        ? 
_chem_comp.pdbx_model_coordinates_missing_flag   N 
_chem_comp.pdbx_ideal_coordinates_details        Corina 
_chem_comp.pdbx_ideal_coordinates_missing_flag   N 
_chem_comp.pdbx_model_coordinates_db_code        3BSS 
_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 
UD4 N3     N3     N 0 1 N N N 3.991  -39.279 -11.483 -6.747 -2.999 -0.873 N3     UD4 1  
UD4 C2     C2     C 0 1 N N N 4.357  -38.129 -12.070 -6.271 -1.808 -1.279 C2     UD4 2  
UD4 N1     N1     N 0 1 N N N 3.592  -37.631 -13.145 -5.643 -0.985 -0.420 N1     UD4 3  
UD4 C4     C4     C 0 1 N N N 2.914  -39.964 -11.916 -6.606 -3.385 0.412  C4     UD4 4  
UD4 C5     C5     C 0 1 N N N 2.139  -39.500 -12.976 -5.946 -2.529 1.326  C5     UD4 5  
UD4 C6     C6     C 0 1 N N N 2.508  -38.303 -13.590 -5.473 -1.342 0.890  C6     UD4 6  
UD4 "O7'"  "O7'"  O 0 1 N N N -3.400 -31.496 -20.671 7.161  1.208  -1.675 "O7'"  UD4 7  
UD4 "C7'"  "C7'"  C 0 1 N N N -2.254 -31.292 -20.283 6.166  1.044  -2.350 "C7'"  UD4 8  
UD4 "C8'"  "C8'"  C 0 1 N N N -1.042 -31.645 -21.120 5.894  1.950  -3.524 "C8'"  UD4 9  
UD4 "N2'"  "N2'"  N 0 1 N N N -2.006 -30.730 -19.096 5.305  0.052  -2.051 "N2'"  UD4 10 
UD4 "C2'"  "C2'"  C 0 1 N N R -3.047 -30.367 -18.143 5.569  -0.828 -0.910 "C2'"  UD4 11 
UD4 "C3'"  "C3'"  C 0 1 N N S -3.181 -28.839 -18.026 4.869  -2.173 -1.128 "C3'"  UD4 12 
UD4 "O3'"  "O3'"  O 0 1 N N N -3.634 -28.286 -19.274 5.417  -2.816 -2.280 "O3'"  UD4 13 
UD4 "C4'"  "C4'"  C 0 1 N N S -4.127 -28.423 -16.877 5.087  -3.056 0.105  "C4'"  UD4 14 
UD4 N4A    N4A    N 0 1 N N N -4.114 -26.963 -16.726 4.358  -4.320 -0.062 N4A    UD4 15 
UD4 "C5'"  "C5'"  C 0 1 N N R -3.726 -29.125 -15.571 4.568  -2.325 1.345  "C5'"  UD4 16 
UD4 "C6'"  "C6'"  C 0 1 N N N -4.719 -28.910 -14.423 4.837  -3.174 2.589  "C6'"  UD4 17 
UD4 "O5'"  "O5'"  O 0 1 N N N -3.617 -30.546 -15.773 5.238  -1.069 1.472  "O5'"  UD4 18 
UD4 "C1'"  "C1'"  C 0 1 N N R -2.713 -30.984 -16.788 5.031  -0.183 0.370  "C1'"  UD4 19 
UD4 "O1'"  "O1'"  O 0 1 N N N -1.403 -30.569 -16.414 3.633  0.075  0.222  "O1'"  UD4 20 
UD4 PB     PB     P 0 1 N N R -0.374 -31.617 -15.770 2.883  1.293  0.961  PB     UD4 21 
UD4 O2B    O2B    O 0 1 N N N 0.922  -30.891 -15.584 3.125  1.209  2.419  O2B    UD4 22 
UD4 O1B    O1B    O 0 1 N N N -1.062 -32.244 -14.577 3.451  2.692  0.402  O1B    UD4 23 
UD4 O3A    O3A    O 0 1 N N N -0.402 -32.752 -16.919 1.301  1.203  0.674  O3A    UD4 24 
UD4 PA     PA     P 0 1 N N R 0.777  -33.431 -17.798 0.004  1.890  1.334  PA     UD4 25 
UD4 O2A    O2A    O 0 1 N N N 0.203  -34.754 -18.202 -0.307 1.198  2.753  O2A    UD4 26 
UD4 O1A    O1A    O 0 1 N N N 1.265  -32.397 -18.789 0.259  3.334  1.535  O1A    UD4 27 
UD4 O5B    O5B    O 0 1 N N N 1.933  -33.684 -16.709 -1.261 1.700  0.356  O5B    UD4 28 
UD4 C5B    C5B    C 0 1 N N N 1.738  -34.497 -15.540 -2.538 2.288  0.611  C5B    UD4 29 
UD4 C4B    C4B    C 0 1 N N R 3.094  -34.571 -14.865 -3.507 1.909  -0.511 C4B    UD4 30 
UD4 O4B    O4B    O 0 1 N N N 2.966  -35.421 -13.724 -3.764 0.495  -0.477 O4B    UD4 31 
UD4 C2B    C2B    C 0 1 N N S 4.126  -35.205 -15.819 -4.856 2.625  -0.302 C2B    UD4 32 
UD4 O3B    O3B    O 0 1 N N N 5.347  -34.452 -15.810 -5.153 3.467  -1.418 O3B    UD4 33 
UD4 C3B    C3B    C 0 1 N N R 4.318  -36.600 -15.253 -5.885 1.473  -0.203 C3B    UD4 34 
UD4 "O2'"  "O2'"  O 0 1 N N N 5.617  -37.151 -15.502 -7.083 1.798  -0.911 "O2'"  UD4 35 
UD4 C1B    C1B    C 0 1 N N R 4.018  -36.387 -13.764 -5.134 0.306  -0.892 C1B    UD4 36 
UD4 O2     O2     O 0 1 N N N 5.361  -37.484 -11.674 -6.411 -1.470 -2.439 O2     UD4 37 
UD4 O4     O4     O 0 1 N N N 2.596  -41.038 -11.347 -7.041 -4.461 0.781  O4     UD4 38 
UD4 H5     H5     H 0 1 N N N 1.275  -40.053 -13.314 -5.824 -2.821 2.358  H5     UD4 39 
UD4 H6     H6     H 0 1 N N N 1.930  -37.916 -14.416 -4.968 -0.676 1.573  H6     UD4 40 
UD4 "H8'"  "H8'"  H 0 1 N N N -1.337 -31.731 -22.176 6.695  2.685  -3.608 "H8'"  UD4 41 
UD4 "H8'A" "H8'A" H 0 0 N N N -0.282 -30.857 -21.015 5.848  1.357  -4.437 "H8'A" UD4 42 
UD4 "H8'B" "H8'B" H 0 0 N N N -0.627 -32.604 -20.777 4.944  2.463  -3.374 "H8'B" UD4 43 
UD4 "HN2'" "HN2'" H 0 0 N N N -1.054 -30.549 -18.848 4.509  -0.079 -2.590 "HN2'" UD4 44 
UD4 "H2'"  "H2'"  H 0 1 N N N -4.013 -30.755 -18.497 6.643  -0.988 -0.814 "H2'"  UD4 45 
UD4 "H3'"  "H3'"  H 0 1 N N N -2.185 -28.436 -17.789 3.801  -2.009 -1.274 "H3'"  UD4 46 
UD4 "HO3'" "HO3'" H 0 0 N N N -3.734 -27.345 -19.186 5.019  -3.675 -2.478 "HO3'" UD4 47 
UD4 "H4'"  "H4'"  H 0 1 N N N -5.153 -28.735 -17.121 6.151  -3.262 0.221  "H4'"  UD4 48 
UD4 HN4A   HN4A   H 0 0 N N N -4.111 -26.728 -15.754 4.487  -4.920 0.740  HN4A   UD4 49 
UD4 HN4B   HN4B   H 0 0 N N N -3.295 -26.590 -17.161 3.378  -4.152 -0.234 HN4B   UD4 50 
UD4 "H5'"  "H5'"  H 0 1 N N N -2.762 -28.674 -15.291 3.496  -2.156 1.245  "H5'"  UD4 51 
UD4 "H6'"  "H6'"  H 0 1 N N N -4.173 -28.859 -13.470 5.909  -3.342 2.689  "H6'"  UD4 52 
UD4 "H6'A" "H6'A" H 0 0 N N N -5.266 -27.969 -14.583 4.467  -2.654 3.472  "H6'A" UD4 53 
UD4 "H6'B" "H6'B" H 0 0 N N N -5.431 -29.748 -14.392 4.326  -4.133 2.491  "H6'B" UD4 54 
UD4 "H1'"  "H1'"  H 0 1 N N N -2.787 -32.078 -16.881 5.556  0.754  0.553  "H1'"  UD4 55 
UD4 HO1B   HO1B   H 0 0 N N N -0.430 -32.375 -13.880 3.327  2.815  -0.549 HO1B   UD4 56 
UD4 HO2A   HO2A   H 0 0 N N N 0.081  -34.773 -19.144 -0.484 0.249  2.698  HO2A   UD4 57 
UD4 H5B    H5B    H 0 1 N N N 0.992  -34.045 -14.870 -2.922 1.923  1.563  H5B    UD4 58 
UD4 H5BA   H5BA   H 0 0 N N N 1.359  -35.496 -15.800 -2.436 3.373  0.652  H5BA   UD4 59 
UD4 H4B    H4B    H 0 1 N N N 3.426  -33.560 -14.585 -3.083 2.185  -1.476 H4B    UD4 60 
UD4 H2B    H2B    H 0 1 N N N 3.801  -35.223 -16.870 -4.840 3.206  0.620  H2B    UD4 61 
UD4 HO3B   HO3B   H 0 0 N N N 5.624  -34.286 -16.703 -5.991 3.943  -1.339 HO3B   UD4 62 
UD4 H3B    H3B    H 0 1 N N N 3.667  -37.350 -15.725 -6.103 1.235  0.838  H3B    UD4 63 
UD4 "HO2'" "HO2'" H 0 0 N N N 5.736  -37.273 -16.437 -7.542 2.579  -0.572 "HO2'" UD4 64 
UD4 H1B    H1B    H 0 1 N N N 4.907  -36.047 -13.213 -5.223 0.379  -1.976 H1B    UD4 65 
UD4 HN3    HN3    H 0 1 N N N 4.524  -39.632 -10.714 -7.198 -3.580 -1.505 HN3    UD4 66 
# 
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 
UD4 C2    N3     SING N N 1  
UD4 C4    N3     SING N N 2  
UD4 N1    C2     SING N N 3  
UD4 C2    O2     DOUB N N 4  
UD4 C1B   N1     SING N N 5  
UD4 C6    N1     SING N N 6  
UD4 C5    C4     SING N N 7  
UD4 C4    O4     DOUB N N 8  
UD4 C6    C5     DOUB N N 9  
UD4 C5    H5     SING N N 10 
UD4 C6    H6     SING N N 11 
UD4 "O7'" "C7'"  DOUB N N 12 
UD4 "C8'" "C7'"  SING N N 13 
UD4 "C7'" "N2'"  SING N N 14 
UD4 "C8'" "H8'"  SING N N 15 
UD4 "C8'" "H8'A" SING N N 16 
UD4 "C8'" "H8'B" SING N N 17 
UD4 "N2'" "C2'"  SING N N 18 
UD4 "N2'" "HN2'" SING N N 19 
UD4 "C2'" "C3'"  SING N N 20 
UD4 "C2'" "C1'"  SING N N 21 
UD4 "C2'" "H2'"  SING N N 22 
UD4 "O3'" "C3'"  SING N N 23 
UD4 "C3'" "C4'"  SING N N 24 
UD4 "C3'" "H3'"  SING N N 25 
UD4 "O3'" "HO3'" SING N N 26 
UD4 "C4'" N4A    SING N N 27 
UD4 "C4'" "C5'"  SING N N 28 
UD4 "C4'" "H4'"  SING N N 29 
UD4 N4A   HN4A   SING N N 30 
UD4 N4A   HN4B   SING N N 31 
UD4 "O5'" "C5'"  SING N N 32 
UD4 "C5'" "C6'"  SING N N 33 
UD4 "C5'" "H5'"  SING N N 34 
UD4 "C6'" "H6'"  SING N N 35 
UD4 "C6'" "H6'A" SING N N 36 
UD4 "C6'" "H6'B" SING N N 37 
UD4 "C1'" "O5'"  SING N N 38 
UD4 "C1'" "O1'"  SING N N 39 
UD4 "C1'" "H1'"  SING N N 40 
UD4 "O1'" PB     SING N N 41 
UD4 O3A   PB     SING N N 42 
UD4 PB    O2B    DOUB N N 43 
UD4 PB    O1B    SING N N 44 
UD4 O1B   HO1B   SING N N 45 
UD4 PA    O3A    SING N N 46 
UD4 O1A   PA     DOUB N N 47 
UD4 O2A   PA     SING N N 48 
UD4 PA    O5B    SING N N 49 
UD4 O2A   HO2A   SING N N 50 
UD4 O5B   C5B    SING N N 51 
UD4 C5B   C4B    SING N N 52 
UD4 C5B   H5B    SING N N 53 
UD4 C5B   H5BA   SING N N 54 
UD4 C2B   C4B    SING N N 55 
UD4 C4B   O4B    SING N N 56 
UD4 C4B   H4B    SING N N 57 
UD4 C1B   O4B    SING N N 58 
UD4 C2B   O3B    SING N N 59 
UD4 C2B   C3B    SING N N 60 
UD4 C2B   H2B    SING N N 61 
UD4 O3B   HO3B   SING N N 62 
UD4 "O2'" C3B    SING N N 63 
UD4 C3B   C1B    SING N N 64 
UD4 C3B   H3B    SING N N 65 
UD4 "O2'" "HO2'" SING N N 66 
UD4 C1B   H1B    SING N N 67 
UD4 N3    HN3    SING N N 68 
# 
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 
UD4 SMILES           ACDLabs              10.04 O=P(OC1OC(C(N)C(O)C1NC(=O)C)C)(O)OP(=O)(O)OCC3OC(N2C=CC(=O)NC2=O)C(O)C3O 
UD4 InChI            InChI                1.02b 
;InChI=1/C17H28N4O15P2/c1-6-10(18)13(25)11(19-7(2)22)16(33-6)35-38(30,31)36-37(28,29)32-5-8-12(24)14(26)15(34-8)21-4-3-9(23)20-17(21)27/h3-4,6,8,10-16,24-26H,5,18H2,1-2H3,(H,19,22)(H,28,29)(H,30,31)(H,20,23,27)/t6-,8-,10-,11-,12-,13+,14-,15-,16-/m1/s1/f/h19-20,28,30H
;
UD4 InChIKey         InChI                1.02b FUUMLYWEEZBCQR-VXGLVVISDS 
UD4 SMILES_CANONICAL CACTVS               3.341 C[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](NC(C)=O)[C@@H](O)[C@@H]1N 
UD4 SMILES           CACTVS               3.341 C[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](NC(C)=O)[CH](O)[CH]1N 
UD4 SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 C[C@@H]1[C@H]([C@@H]([C@H]([C@H](O1)O[P@@](=O)(O)O[P@](=O)(O)OC[C@@H]2[C@H]([C@H]([C@@H](O2)N3C=CC(=O)NC3=O)O)O)NC(=O)C)O)N 
UD4 SMILES           "OpenEye OEToolkits" 1.5.0 CC1C(C(C(C(O1)OP(=O)(O)OP(=O)(O)OCC2C(C(C(O2)N3C=CC(=O)NC3=O)O)O)NC(=O)C)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 
UD4 "SYSTEMATIC NAME" ACDLabs              10.04 
"(2R,3R,4S,5S,6R)-3-(acetylamino)-5-amino-4-hydroxy-6-methyltetrahydro-2H-pyran-2-yl [(2R,3S,4R,5R)-5-(2,4-dioxo-3,4-dihydropyrimidin-1(2H)-yl)-3,4-dihydroxytetrahydrofuran-2-yl]methyl dihydrogen diphosphate (non-preferred name)" 
UD4 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "[(2R,3R,4S,5S,6R)-3-acetamido-5-amino-4-hydroxy-6-methyl-oxan-2-yl] [[(2R,3S,4R,5R)-5-(2,4-dioxopyrimidin-1-yl)-3,4-dihydroxy-oxolan-2-yl]methoxy-hydroxy-phosphoryl] hydrogen phosphate" 
# 
