data_UD1
# 
_chem_comp.id                                    UD1 
_chem_comp.name                                  URIDINE-DIPHOSPHATE-N-ACETYLGLUCOSAMINE 
_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                         ? 
_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                        607.354 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     UD1 
_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        1UAE 
_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 
UD1 "C1'"  "C1'"  C 0 1 N N R 41.142 19.895 41.275 -0.127 -0.516 -4.650 "C1'"  UD1 1  
UD1 "C2'"  "C2'"  C 0 1 N N R 39.922 20.273 42.124 -0.001 0.298  -5.939 "C2'"  UD1 2  
UD1 "C3'"  "C3'"  C 0 1 N N R 40.414 20.933 43.420 -1.173 1.282  -6.027 "C3'"  UD1 3  
UD1 "C4'"  "C4'"  C 0 1 N N S 41.395 20.041 44.176 -2.482 0.500  -5.875 "C4'"  UD1 4  
UD1 "C5'"  "C5'"  C 0 1 N N R 42.549 19.668 43.198 -2.422 -0.327 -4.589 "C5'"  UD1 5  
UD1 "C6'"  "C6'"  C 0 1 N N N 43.553 18.700 43.816 -3.738 -1.087 -4.411 "C6'"  UD1 6  
UD1 "C7'"  "C7'"  C 0 1 N N N 38.282 20.741 40.434 2.375  0.482  -6.444 "C7'"  UD1 7  
UD1 "C8'"  "C8'"  C 0 1 N N N 37.434 21.730 39.726 3.675  1.245  -6.433 "C8'"  UD1 8  
UD1 "N2'"  "N2'"  N 0 1 N N N 39.015 21.203 41.421 1.262  1.039  -5.929 "N2'"  UD1 9  
UD1 "O1'"  "O1'"  O 0 1 N N N 41.832 21.099 40.932 -0.126 0.371  -3.530 "O1'"  UD1 10 
UD1 "O3'"  "O3'"  O 0 1 N N N 39.243 21.218 44.204 -1.150 1.942  -7.294 "O3'"  UD1 11 
UD1 "O4'"  "O4'"  O 0 1 N N N 41.968 20.802 45.242 -3.579 1.413  -5.807 "O4'"  UD1 12 
UD1 "O5'"  "O5'"  O 0 1 N N N 42.024 19.073 41.998 -1.344 -1.259 -4.665 "O5'"  UD1 13 
UD1 "O6'"  "O6'"  O 0 1 N N N 42.820 17.665 44.484 -3.683 -1.861 -3.211 "O6'"  UD1 14 
UD1 "O7'"  "O7'"  O 0 1 N N N 38.281 19.567 40.080 2.331  -0.634 -6.916 "O7'"  UD1 15 
UD1 N1     N1     N 0 1 N N N 49.475 22.055 38.263 -0.670 0.697  6.267  N1     UD1 16 
UD1 C2     C2     C 0 1 N N N 50.422 22.498 37.371 -1.413 -0.367 5.916  C2     UD1 17 
UD1 N3     N3     N 0 1 N N N 50.069 22.625 36.101 -2.661 -0.529 6.394  N3     UD1 18 
UD1 C4     C4     C 0 1 N N N 48.911 22.278 35.580 -3.192 0.385  7.231  C4     UD1 19 
UD1 C5     C5     C 0 1 N N N 47.868 21.764 36.476 -2.423 1.513  7.604  C5     UD1 20 
UD1 C6     C6     C 0 1 N N N 48.141 21.647 37.783 -1.172 1.648  7.114  C6     UD1 21 
UD1 O2     O2     O 0 1 N N N 51.569 22.800 37.658 -0.948 -1.200 5.162  O2     UD1 22 
UD1 O4     O4     O 0 1 N N N 48.727 22.370 34.378 -4.322 0.242  7.660  O4     UD1 23 
UD1 C1B    C1*    C 0 1 N N R 49.767 22.058 39.699 0.685  0.843  5.734  C1B    UD1 24 
UD1 C2B    C2*    C 0 1 N N R 48.803 22.921 40.531 1.541  -0.407 6.058  C2B    UD1 25 
UD1 "O2'"  O2*    O 0 1 N N N 49.279 24.274 40.524 2.141  -0.295 7.349  "O2'"  UD1 26 
UD1 C3B    C3*    C 0 1 N N S 48.841 22.227 41.906 2.617  -0.363 4.942  C3B    UD1 27 
UD1 C4B    C4*    C 0 1 N N R 49.103 20.755 41.520 1.982  0.512  3.844  C4B    UD1 28 
UD1 O4B    O4*    O 0 1 N N N 49.659 20.753 40.214 0.664  0.873  4.291  O4B    UD1 29 
UD1 O3B    O3*    O 0 1 N N N 49.990 22.708 42.589 3.821  0.232  5.431  O3B    UD1 30 
UD1 C5B    C5*    C 0 1 N N N 47.796 19.911 41.395 1.890  -0.277 2.537  C5B    UD1 31 
UD1 O5B    O5*    O 0 1 N N N 46.680 20.607 40.813 1.293  0.539  1.528  O5B    UD1 32 
UD1 PA     PA     P 0 1 N N S 45.508 19.865 40.122 1.228  -0.350 0.187  PA     UD1 33 
UD1 O1A    O1A    O 0 1 N N N 45.645 18.433 40.549 0.411  -1.558 0.436  O1A    UD1 34 
UD1 O2A    O2A    O 0 1 N N N 45.643 19.998 38.680 2.718  -0.788 -0.238 O2A    UD1 35 
UD1 O3A    O3A    O 0 1 N N N 44.268 20.503 40.622 0.563  0.513  -0.997 O3A    UD1 36 
UD1 PB     PB     P 0 1 N N R 43.003 21.028 39.895 0.530  -0.432 -2.299 PB     UD1 37 
UD1 O1B    O1B    O 0 1 N N N 42.642 20.176 38.739 -0.276 -1.639 -2.012 O1B    UD1 38 
UD1 O2B    O2B    O 0 1 N N N 43.202 22.455 39.529 2.031  -0.869 -2.684 O2B    UD1 39 
UD1 "H1'"  "H1'"  H 0 1 N N N 40.797 19.343 40.369 0.715  -1.203 -4.569 "H1'"  UD1 40 
UD1 "H2'"  "H2'"  H 0 1 N N N 39.347 19.341 42.336 -0.022 -0.372 -6.798 "H2'"  UD1 41 
UD1 "H3'"  "H3'"  H 0 1 N N N 40.978 21.868 43.194 -1.092 2.019  -5.229 "H3'"  UD1 42 
UD1 "H4'"  "H4'"  H 0 1 N N N 40.878 19.133 44.566 -2.613 -0.163 -6.730 "H4'"  UD1 43 
UD1 "H5'"  "H5'"  H 0 1 N N N 43.076 20.621 42.963 -2.268 0.335  -3.738 "H5'"  UD1 44 
UD1 "H6'1" "1H6'" H 0 0 N N N 44.280 18.300 43.071 -4.562 -0.377 -4.348 "H6'1" UD1 45 
UD1 "H6'2" "2H6'" H 0 0 N N N 44.286 19.208 44.484 -3.893 -1.749 -5.263 "H6'2" UD1 46 
UD1 "H8'1" "1H8'" H 0 0 N N N 36.811 21.337 38.888 4.457  0.637  -6.888 "H8'1" UD1 47 
UD1 "H8'2" "2H8'" H 0 0 N N N 36.784 22.262 40.459 3.558  2.169  -6.998 "H8'2" UD1 48 
UD1 "H8'3" "3H8'" H 0 0 N N N 38.064 22.574 39.363 3.949  1.480  -5.405 "H8'3" UD1 49 
UD1 "HN2'" "'HN2" H 0 0 N N N 38.891 22.195 41.623 1.297  1.932  -5.551 "HN2'" UD1 50 
UD1 "HO3'" "'HO3" H 0 0 N N N 39.547 21.626 45.005 -1.902 2.550  -7.306 "HO3'" UD1 51 
UD1 "HO4'" "'HO4" H 0 0 N N N 42.578 20.246 45.712 -4.381 0.880  -5.711 "HO4'" UD1 52 
UD1 "HO6'" "'HO6" H 0 0 N N N 43.445 17.062 44.868 -4.529 -2.323 -3.137 "HO6'" UD1 53 
UD1 HN3    HN3    H 0 1 N N N 50.754 23.028 35.463 -3.181 -1.305 6.134  HN3    UD1 54 
UD1 H5     H5     H 0 1 N N N 46.856 21.458 36.160 -2.831 2.256  8.274  H5     UD1 55 
UD1 H6     H6     H 0 1 N N N 47.330 21.246 38.414 -0.571 2.502  7.388  H6     UD1 56 
UD1 H1B    H1*    H 0 1 N N N 50.796 22.478 39.782 1.157  1.743  6.129  H1B    UD1 57 
UD1 H2B    H2*    H 0 1 N N N 47.753 22.993 40.161 0.943  -1.316 5.987  H2B    UD1 58 
UD1 "HO2'" *HO2   H 0 0 N N N 48.683 24.807 41.037 2.657  -1.101 7.489  "HO2'" UD1 59 
UD1 H3B    H3*    H 0 1 N N N 47.933 22.383 42.535 2.816  -1.365 4.563  H3B    UD1 60 
UD1 H4B    H4*    H 0 1 N N N 49.754 20.320 42.313 2.581  1.410  3.693  H4B    UD1 61 
UD1 HO3A   *HO3   H 0 0 N N N 50.013 22.280 43.436 4.136  -0.328 6.153  HO3A   UD1 62 
UD1 "H5'1" 1H5*   H 0 0 N N N 47.997 18.968 40.834 1.279  -1.167 2.692  "H5'1" UD1 63 
UD1 "H5'2" 2H5*   H 0 0 N N N 47.512 19.489 42.387 2.890  -0.573 2.220  "H5'2" UD1 64 
UD1 HOA2   2HOA   H 0 0 N N N 44.924 19.543 38.256 3.216  0.026  -0.390 HOA2   UD1 65 
UD1 HOB2   2HOB   H 0 0 N N N 43.912 22.411 38.899 2.522  -0.055 -2.863 HOB2   UD1 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 
UD1 "C1'" "C2'"  SING N N 1  
UD1 "C1'" "O1'"  SING N N 2  
UD1 "C1'" "O5'"  SING N N 3  
UD1 "C1'" "H1'"  SING N N 4  
UD1 "C2'" "C3'"  SING N N 5  
UD1 "C2'" "N2'"  SING N N 6  
UD1 "C2'" "H2'"  SING N N 7  
UD1 "C3'" "C4'"  SING N N 8  
UD1 "C3'" "O3'"  SING N N 9  
UD1 "C3'" "H3'"  SING N N 10 
UD1 "C4'" "C5'"  SING N N 11 
UD1 "C4'" "O4'"  SING N N 12 
UD1 "C4'" "H4'"  SING N N 13 
UD1 "C5'" "C6'"  SING N N 14 
UD1 "C5'" "O5'"  SING N N 15 
UD1 "C5'" "H5'"  SING N N 16 
UD1 "C6'" "O6'"  SING N N 17 
UD1 "C6'" "H6'1" SING N N 18 
UD1 "C6'" "H6'2" SING N N 19 
UD1 "C7'" "C8'"  SING N N 20 
UD1 "C7'" "N2'"  SING N N 21 
UD1 "C7'" "O7'"  DOUB N N 22 
UD1 "C8'" "H8'1" SING N N 23 
UD1 "C8'" "H8'2" SING N N 24 
UD1 "C8'" "H8'3" SING N N 25 
UD1 "N2'" "HN2'" SING N N 26 
UD1 "O1'" PB     SING N N 27 
UD1 "O3'" "HO3'" SING N N 28 
UD1 "O4'" "HO4'" SING N N 29 
UD1 "O6'" "HO6'" SING N N 30 
UD1 N1    C2     SING N N 31 
UD1 N1    C6     SING N N 32 
UD1 N1    C1B    SING N N 33 
UD1 C2    N3     SING N N 34 
UD1 C2    O2     DOUB N N 35 
UD1 N3    C4     SING N N 36 
UD1 N3    HN3    SING N N 37 
UD1 C4    C5     SING N N 38 
UD1 C4    O4     DOUB N N 39 
UD1 C5    C6     DOUB N N 40 
UD1 C5    H5     SING N N 41 
UD1 C6    H6     SING N N 42 
UD1 C1B   C2B    SING N N 43 
UD1 C1B   O4B    SING N N 44 
UD1 C1B   H1B    SING N N 45 
UD1 C2B   "O2'"  SING N N 46 
UD1 C2B   C3B    SING N N 47 
UD1 C2B   H2B    SING N N 48 
UD1 "O2'" "HO2'" SING N N 49 
UD1 C3B   C4B    SING N N 50 
UD1 C3B   O3B    SING N N 51 
UD1 C3B   H3B    SING N N 52 
UD1 C4B   O4B    SING N N 53 
UD1 C4B   C5B    SING N N 54 
UD1 C4B   H4B    SING N N 55 
UD1 O3B   HO3A   SING N N 56 
UD1 C5B   O5B    SING N N 57 
UD1 C5B   "H5'1" SING N N 58 
UD1 C5B   "H5'2" SING N N 59 
UD1 O5B   PA     SING N N 60 
UD1 PA    O1A    DOUB N N 61 
UD1 PA    O2A    SING N N 62 
UD1 PA    O3A    SING N N 63 
UD1 O2A   HOA2   SING N N 64 
UD1 O3A   PB     SING N N 65 
UD1 PB    O1B    DOUB N N 66 
UD1 PB    O2B    SING N N 67 
UD1 O2B   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 
UD1 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 
UD1 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
;
UD1 InChIKey         InChI                1.02b LFTYTUAZOPRMMI-BCTAQZMWDK 
UD1 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 
UD1 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 
UD1 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 
UD1 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 
UD1 "SYSTEMATIC NAME" ACDLabs              10.04 
"(2R,3R,4R,5S,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)" 
UD1 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "[[(2R,3R,4R,5S,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" 
# 
