data_UD2
# 
_chem_comp.id                                    UD2 
_chem_comp.name                                  URIDINE-DIPHOSPHATE-N-ACETYLGALACTOSAMINE 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C17 H27 N3 O17 P2" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         
"(2R,3R,4R,5R,6R)-3-(acetylamino)-4,5-dihydroxy-6-(hydroxymethyl)tetrahydro-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" 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2001-02-21 
_chem_comp.pdbx_modified_date                    2008-10-14 
_chem_comp.pdbx_ambiguous_flag                   ? 
_chem_comp.pdbx_release_status                   REL 
_chem_comp.pdbx_replaced_by                      ? 
_chem_comp.pdbx_replaces                         ? 
_chem_comp.formula_weight                        607.354 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     UD2 
_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        1OMZ 
_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 
UD2 "C1'"  "C1'"  C 0 1 N N R -21.840 -55.954 -41.771 4.577  0.429  -0.412 "C1'"  UD2 1  
UD2 "C2'"  "C2'"  C 0 1 N N R -22.855 -56.648 -40.824 5.330  0.789  0.871  "C2'"  UD2 2  
UD2 "C3'"  "C3'"  C 0 1 N N R -23.963 -57.332 -41.660 4.496  1.788  1.679  "C3'"  UD2 3  
UD2 "C4'"  "C4'"  C 0 1 N N R -24.679 -56.265 -42.531 4.208  3.016  0.811  "C4'"  UD2 4  
UD2 "C5'"  "C5'"  C 0 1 N N R -23.627 -55.592 -43.464 3.498  2.570  -0.470 "C5'"  UD2 5  
UD2 "C6'"  "C6'"  C 0 1 N N N -24.204 -54.489 -44.350 3.260  3.784  -1.370 "C6'"  UD2 6  
UD2 "C7'"  "C7'"  C 0 1 N N N -21.395 -57.257 -38.911 6.614  -1.209 1.416  "C7'"  UD2 7  
UD2 "C8'"  "C8'"  C 0 1 N N N -21.163 -58.317 -37.842 6.840  -2.454 2.233  "C8'"  UD2 8  
UD2 "N2'"  "N2'"  N 0 1 N N N -22.149 -57.621 -39.965 5.549  -0.422 1.666  "N2'"  UD2 9  
UD2 "O1'"  "O1'"  O 0 1 N N N -20.989 -56.938 -42.384 3.342  -0.207 -0.078 "O1'"  UD2 10 
UD2 "O3'"  "O3'"  O 0 1 N N N -24.901 -57.956 -40.798 5.224  2.186  2.843  "O3'"  UD2 11 
UD2 "O4'"  "O4'"  O 0 1 N N N -25.295 -55.274 -41.693 5.437  3.663  0.476  "O4'"  UD2 12 
UD2 "O5'"  "O5'"  O 0 1 N N N -22.515 -55.015 -42.683 4.313  1.619  -1.158 "O5'"  UD2 13 
UD2 "O6'"  "O6'"  O 0 1 N N N -23.546 -54.430 -45.610 2.497  3.389  -2.512 "O6'"  UD2 14 
UD2 "O7'"  "O7'"  O 0 1 N N N -20.885 -56.129 -38.777 7.391  -0.914 0.532  "O7'"  UD2 15 
UD2 N1     N1     N 0 1 N N N -24.294 -60.063 -48.284 -5.477 1.043  0.383  N1     UD2 16 
UD2 C2     C2     C 0 1 N N N -25.218 -60.200 -49.343 -6.056 1.956  1.183  C2     UD2 17 
UD2 N3     N3     N 0 1 N N N -24.855 -59.492 -50.500 -6.384 3.176  0.718  N3     UD2 18 
UD2 C4     C4     C 0 1 N N N -23.699 -58.694 -50.685 -6.133 3.503  -0.566 C4     UD2 19 
UD2 C5     C5     C 0 1 N N N -22.811 -58.610 -49.547 -5.523 2.552  -1.419 C5     UD2 20 
UD2 C6     C6     C 0 1 N N N -23.120 -59.272 -48.422 -5.201 1.338  -0.925 C6     UD2 21 
UD2 O2     O2     O 0 1 N N N -26.246 -60.869 -49.273 -6.288 1.675  2.343  O2     UD2 22 
UD2 O4     O4     O 0 1 N N N -23.498 -58.130 -51.747 -6.429 4.607  -0.988 O4     UD2 23 
UD2 C1B    C1*    C 0 1 N N R -24.595 -60.780 -47.012 -5.132 -0.276 0.918  C1B    UD2 24 
UD2 C2B    C2*    C 0 1 N N R -23.456 -61.744 -46.672 -5.967 -1.382 0.224  C2B    UD2 25 
UD2 "O2'"  O2*    O 0 1 N N N -23.578 -63.019 -47.276 -7.226 -1.556 0.877  "O2'"  UD2 26 
UD2 C3B    C3*    C 0 1 N N S -23.463 -61.792 -45.152 -5.071 -2.631 0.410  C3B    UD2 27 
UD2 C4B    C4*    C 0 1 N N R -24.008 -60.427 -44.741 -3.667 -2.052 0.669  C4B    UD2 28 
UD2 O4B    O4*    O 0 1 N N N -24.699 -59.859 -45.902 -3.771 -0.622 0.581  O4B    UD2 29 
UD2 O3B    O3*    O 0 1 N N N -24.318 -62.812 -44.594 -5.511 -3.398 1.532  O3B    UD2 30 
UD2 C5B    C5*    C 0 1 N N N -22.901 -59.489 -44.304 -2.688 -2.569 -0.388 C5B    UD2 31 
UD2 O5B    O5*    O 0 1 N N N -21.944 -59.321 -45.336 -1.368 -2.122 -0.073 O5B    UD2 32 
UD2 PA     PA     P 0 1 N N S -20.393 -59.122 -45.021 -0.083 -2.481 -0.975 PA     UD2 33 
UD2 O1A    O1A    O 0 1 N N N -19.947 -59.871 -43.811 0.177  -4.069 -0.930 O1A    UD2 34 
UD2 O2A    O2A    O 0 1 N N N -19.612 -59.327 -46.241 -0.328 -2.060 -2.372 O2A    UD2 35 
UD2 O3A    O3A    O 0 1 N N N -20.222 -57.590 -44.680 1.208  -1.709 -0.400 O3A    UD2 36 
UD2 PB     PB     P 0 1 N N R -19.783 -56.724 -43.442 2.638  -1.306 -1.021 PB     UD2 37 
UD2 O1B    O1B    O 0 1 N N N -18.642 -57.385 -42.803 3.572  -2.615 -1.110 O1B    UD2 38 
UD2 O2B    O2B    O 0 1 N N N -19.775 -55.288 -43.869 2.447  -0.744 -2.376 O2B    UD2 39 
UD2 "H1'"  "H1'"  H 0 1 N N N -21.158 -55.307 -41.200 5.184  -0.249 -1.012 "H1'"  UD2 40 
UD2 "H2'"  "H2'"  H 0 1 N N N -23.331 -55.900 -40.173 6.290  1.236  0.616  "H2'"  UD2 41 
UD2 "H3'"  "H3'"  H 0 1 N N N -23.513 -58.096 -42.310 3.557  1.322  1.978  "H3'"  UD2 42 
UD2 "H4'"  "H4'"  H 0 1 N N N -25.462 -56.746 -43.135 3.570  3.709  1.360  "H4'"  UD2 43 
UD2 "H5'"  "H5'"  H 0 1 N N N -23.271 -56.403 -44.116 2.542  2.113  -0.216 "H5'"  UD2 44 
UD2 "H6'1" "1H6'" H 0 0 N N N -24.078 -53.523 -43.839 2.714  4.547  -0.815 "H6'1" UD2 45 
UD2 "H6'2" "2H6'" H 0 0 N N N -25.267 -54.709 -44.526 4.219  4.188  -1.696 "H6'2" UD2 46 
UD2 "H8'1" "1H8'" H 0 0 N N N -21.107 -59.309 -38.314 7.743  -2.957 1.888  "H8'1" UD2 47 
UD2 "H8'2" "2H8'" H 0 0 N N N -20.219 -58.107 -37.317 6.952  -2.184 3.283  "H8'2" UD2 48 
UD2 "H8'3" "3H8'" H 0 0 N N N -21.995 -58.300 -37.123 5.986  -3.123 2.120  "H8'3" UD2 49 
UD2 "HN2'" "HN2'" H 0 0 N N N -22.235 -58.595 -40.176 4.927  -0.658 2.372  "HN2'" UD2 50 
UD2 "HO3'" "HO3'" H 0 0 N N N -24.505 -58.095 -39.946 4.754  2.819  3.403  "HO3'" UD2 51 
UD2 "HO4'" "HO4'" H 0 0 N N N -25.431 -55.633 -40.824 5.330  4.451  -0.075 "HO4'" UD2 52 
UD2 "HO6'" "HO6'" H 0 0 N N N -24.193 -54.417 -46.305 2.308  4.110  -3.128 "HO6'" UD2 53 
UD2 HN3    HN3    H 0 1 N N N -25.480 -59.558 -51.278 -6.802 3.822  1.308  HN3    UD2 54 
UD2 H5     H5     H 0 1 N N N -21.908 -58.020 -49.602 -5.315 2.796  -2.450 H5     UD2 55 
UD2 H6     H6     H 0 1 N N N -22.446 -59.201 -47.581 -4.734 0.600  -1.561 H6     UD2 56 
UD2 H1B    H1*    H 0 1 N N N -25.547 -61.311 -47.161 -5.281 -0.303 1.997  H1B    UD2 57 
UD2 H2B    H2*    H 0 1 N N N -22.494 -61.396 -47.076 -6.107 -1.158 -0.834 H2B    UD2 58 
UD2 "HO2'" HO2*   H 0 0 N N N -23.605 -62.921 -48.221 -7.785 -2.237 0.479  "HO2'" UD2 59 
UD2 H3B    H3*    H 0 1 N N N -22.453 -62.026 -44.785 -5.073 -3.240 -0.494 H3B    UD2 60 
UD2 H4B    H4*    H 0 1 N N N -24.689 -60.551 -43.886 -3.325 -2.341 1.663  H4B    UD2 61 
UD2 HO3A   HO3*   H 0 0 N N N -24.506 -63.466 -45.257 -6.412 -3.738 1.448  HO3A   UD2 62 
UD2 "H5'1" 1H5*   H 0 0 N N N -22.403 -59.911 -43.419 -2.710 -3.659 -0.401 "H5'1" UD2 63 
UD2 "H5'2" 2H5*   H 0 0 N N N -23.342 -58.509 -44.069 -2.977 -2.188 -1.367 "H5'2" UD2 64 
UD2 HOA2   HO1A   H 0 0 N N N -19.852 -60.792 -44.025 0.346  -4.415 -0.043 HOA2   UD2 65 
UD2 HOB2   HO1B   H 0 0 N N N -17.957 -57.528 -43.446 3.740  -3.036 -0.256 HOB2   UD2 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 
UD2 O4    C4     DOUB N N 1  
UD2 C4    N3     SING N N 2  
UD2 C4    C5     SING N N 3  
UD2 N3    C2     SING N N 4  
UD2 C5    C6     DOUB N N 5  
UD2 C2    O2     DOUB N N 6  
UD2 C2    N1     SING N N 7  
UD2 C6    N1     SING N N 8  
UD2 N1    C1B    SING N N 9  
UD2 "O2'" C2B    SING N N 10 
UD2 C1B   C2B    SING N N 11 
UD2 C1B   O4B    SING N N 12 
UD2 C2B   C3B    SING N N 13 
UD2 O2A   PA     DOUB N N 14 
UD2 O4B   C4B    SING N N 15 
UD2 "O6'" "C6'"  SING N N 16 
UD2 O5B   PA     SING N N 17 
UD2 O5B   C5B    SING N N 18 
UD2 C3B   C4B    SING N N 19 
UD2 C3B   O3B    SING N N 20 
UD2 PA    O3A    SING N N 21 
UD2 PA    O1A    SING N N 22 
UD2 C4B   C5B    SING N N 23 
UD2 O3A   PB     SING N N 24 
UD2 "C6'" "C5'"  SING N N 25 
UD2 O2B   PB     DOUB N N 26 
UD2 "C5'" "O5'"  SING N N 27 
UD2 "C5'" "C4'"  SING N N 28 
UD2 PB    O1B    SING N N 29 
UD2 PB    "O1'"  SING N N 30 
UD2 "O5'" "C1'"  SING N N 31 
UD2 "C4'" "O4'"  SING N N 32 
UD2 "C4'" "C3'"  SING N N 33 
UD2 "O1'" "C1'"  SING N N 34 
UD2 "C1'" "C2'"  SING N N 35 
UD2 "C3'" "C2'"  SING N N 36 
UD2 "C3'" "O3'"  SING N N 37 
UD2 "C2'" "N2'"  SING N N 38 
UD2 "N2'" "C7'"  SING N N 39 
UD2 "C7'" "O7'"  DOUB N N 40 
UD2 "C7'" "C8'"  SING N N 41 
UD2 "C1'" "H1'"  SING N N 42 
UD2 "C2'" "H2'"  SING N N 43 
UD2 "C3'" "H3'"  SING N N 44 
UD2 "C4'" "H4'"  SING N N 45 
UD2 "C5'" "H5'"  SING N N 46 
UD2 "C6'" "H6'1" SING N N 47 
UD2 "C6'" "H6'2" SING N N 48 
UD2 "C8'" "H8'1" SING N N 49 
UD2 "C8'" "H8'2" SING N N 50 
UD2 "C8'" "H8'3" SING N N 51 
UD2 "N2'" "HN2'" SING N N 52 
UD2 "O3'" "HO3'" SING N N 53 
UD2 "O4'" "HO4'" SING N N 54 
UD2 "O6'" "HO6'" SING N N 55 
UD2 N3    HN3    SING N N 56 
UD2 C5    H5     SING N N 57 
UD2 C6    H6     SING N N 58 
UD2 C1B   H1B    SING N N 59 
UD2 C2B   H2B    SING N N 60 
UD2 "O2'" "HO2'" SING N N 61 
UD2 C3B   H3B    SING N N 62 
UD2 C4B   H4B    SING N N 63 
UD2 O3B   HO3A   SING N N 64 
UD2 C5B   "H5'1" SING N N 65 
UD2 C5B   "H5'2" SING N N 66 
UD2 O1A   HOA2   SING N N 67 
UD2 O1B   HOB2   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 
UD2 SMILES           ACDLabs              10.04 O=P(OC1OC(C(O)C(O)C1NC(=O)C)CO)(O)OP(=O)(O)OCC3OC(N2C=CC(=O)NC2=O)C(O)C3O 
UD2 InChI            InChI                1.02b 
;InChI=1/C17H27N3O17P2/c1-6(22)18-10-13(26)11(24)7(4-21)35-16(10)36-39(31,32)37-38(29,30)33-5-8-12(25)14(27)15(34-8)20-3-2-9(23)19-17(20)28/h2-3,7-8,10-16,21,24-27H,4-5H2,1H3,(H,18,22)(H,29,30)(H,31,32)(H,19,23,28)/t7-,8-,10-,11+,12-,13-,14-,15-,16-/m1/s1/f/h18-19,29,31H
;
UD2 InChIKey         InChI                1.02b LFTYTUAZOPRMMI-WRLUZXADDY 
UD2 SMILES_CANONICAL CACTVS               3.341 CC(=O)N[C@@H]1[C@@H](O)[C@@H](O)[C@@H](CO)O[C@@H]1O[P@](O)(=O)O[P@](O)(=O)OC[C@H]2O[C@H]([C@H](O)[C@@H]2O)N3C=CC(=O)NC3=O 
UD2 SMILES           CACTVS               3.341 CC(=O)N[CH]1[CH](O)[CH](O)[CH](CO)O[CH]1O[P](O)(=O)O[P](O)(=O)OC[CH]2O[CH]([CH](O)[CH]2O)N3C=CC(=O)NC3=O 
UD2 SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 CC(=O)N[C@@H]1[C@H]([C@H]([C@H](O[C@@H]1O[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)CO)O)O 
UD2 SMILES           "OpenEye OEToolkits" 1.5.0 CC(=O)NC1C(C(C(OC1OP(=O)(O)OP(=O)(O)OCC2C(C(C(O2)N3C=CC(=O)NC3=O)O)O)CO)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 
UD2 "SYSTEMATIC NAME" ACDLabs              10.04 
"(2R,3R,4R,5R,6R)-3-(acetylamino)-4,5-dihydroxy-6-(hydroxymethyl)tetrahydro-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)" 
UD2 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "[[(2R,3R,4R,5R,6R)-3-acetamido-4,5-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-hydroxy-phosphoryl] [(2R,3S,4R,5R)-5-(2,4-dioxopyrimidin-1-yl)-3,4-dihydroxy-oxolan-2-yl]methyl hydrogen phosphate" 
# 
