data_GUD
# 
_chem_comp.id                                    GUD 
_chem_comp.name                                  "GLUCOSE-URIDINE-C1,5'-DIPHOSPHATE" 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C15 H24 N2 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                        566.302 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     GUD 
_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        1GUQ 
_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 
GUD N1     N1     N 0 1 N N N -4.733 -9.420  156.165 0.901  -0.662 5.735  N1     GUD 1  
GUD C2     C2     C 0 1 N N N -5.970 -9.810  156.641 1.579  0.423  5.321  C2     GUD 2  
GUD N3     N3     N 0 1 N N N -6.456 -10.923 155.992 2.853  0.630  5.702  N3     GUD 3  
GUD C4     C4     C 0 1 N N N -5.846 -11.617 154.932 3.476  -0.258 6.502  C4     GUD 4  
GUD C5     C5     C 0 1 N N N -4.580 -11.121 154.540 2.776  -1.408 6.940  C5     GUD 5  
GUD C6     C6     C 0 1 N N N -4.088 -10.073 155.135 1.497  -1.588 6.547  C6     GUD 6  
GUD O2     O2     O 0 1 N N N -6.585 -9.263  157.547 1.030  1.233  4.600  O2     GUD 7  
GUD O4     O4     O 0 1 N N N -6.411 -12.559 154.433 4.631  -0.074 6.843  O4     GUD 8  
GUD C1D    C1*    C 0 1 N N R -4.024 -8.304  156.754 -0.485 -0.858 5.308  C1D    GUD 9  
GUD C2D    C2*    C 0 1 N N R -2.702 -8.739  157.420 -1.355 0.367  5.687  C2D    GUD 10 
GUD O2D    O2*    O 0 1 N N N -2.840 -9.323  158.777 -1.852 0.247  7.021  O2D    GUD 11 
GUD C3D    C3*    C 0 1 N N S -1.962 -7.363  157.408 -2.511 0.277  4.656  C3D    GUD 12 
GUD C4D    C4*    C 0 1 N N R -2.714 -6.538  156.297 -1.932 -0.586 3.520  C4D    GUD 13 
GUD O4D    O4*    O 0 1 N N N -3.599 -7.495  155.701 -0.573 -0.900 3.867  O4D    GUD 14 
GUD O3D    O3*    O 0 1 N N N -1.951 -6.735  158.702 -3.653 -0.352 5.240  O3D    GUD 15 
GUD C5D    C5*    C 0 1 N N N -1.905 -5.789  155.206 -1.966 0.193  2.204  C5D    GUD 16 
GUD O5D    O5*    O 0 1 N N N -1.339 -4.639  155.858 -1.420 -0.612 1.158  O5D    GUD 17 
GUD PA     PA     P 0 1 N N R 0.178  -4.063  155.662 -1.487 0.266  -0.189 PA     GUD 18 
GUD O1A    O1A    O 0 1 N N N 0.580  -4.209  154.222 -2.895 0.619  -0.478 O1A    GUD 19 
GUD O2A    O2A    O 0 1 N N N 0.228  -2.636  156.017 -0.624 1.611  0.004  O2A    GUD 20 
GUD O3A    O3A    O 0 1 N N N 1.271  -4.794  156.655 -0.885 -0.585 -1.415 O3A    GUD 21 
GUD PB     PB     P 0 1 N N S 1.222  -5.651  157.970 -0.982 0.348  -2.723 PB     GUD 22 
GUD O1B    O1B    O 0 1 N N N 0.142  -5.259  158.918 -2.398 0.701  -2.973 O1B    GUD 23 
GUD O2B    O2B    O 0 1 N N N 1.260  -7.109  157.650 -0.128 1.692  -2.487 O2B    GUD 24 
GUD O3B    O3B    O 0 1 N N N 2.592  -5.315  158.792 -0.394 -0.444 -3.994 O3B    GUD 25 
GUD "C1'"  "C1'"  C 0 1 N N R 3.228  -4.068  158.478 -0.508 0.432  -5.117 "C1'"  GUD 26 
GUD "C2'"  "C2'"  C 0 1 N N R 4.670  -4.143  158.952 -0.706 -0.395 -6.389 "C2'"  GUD 27 
GUD "C3'"  "C3'"  C 0 1 N N S 4.620  -4.483  160.430 0.486  -1.342 -6.559 "C3'"  GUD 28 
GUD "C4'"  "C4'"  C 0 1 N N S 3.963  -3.403  161.211 1.777  -0.517 -6.512 "C4'"  GUD 29 
GUD "C5'"  "C5'"  C 0 1 N N R 2.546  -3.148  160.611 1.788  0.318  -5.230 "C5'"  GUD 30 
GUD "C6'"  "C6'"  C 0 1 N N N 1.874  -1.873  161.191 3.089  1.119  -5.156 "C6'"  GUD 31 
GUD "O2'"  "O2'"  O 0 1 N N N 5.330  -5.264  158.293 -1.911 -1.155 -6.282 "O2'"  GUD 32 
GUD "O3'"  "O3'"  O 0 1 N N N 5.925  -4.709  161.006 0.389  -2.014 -7.817 "O3'"  GUD 33 
GUD "O4'"  "O4'"  O 0 1 N N N 3.889  -3.847  162.601 2.906  -1.394 -6.521 "O4'"  GUD 34 
GUD "O5'"  "O5'"  O 0 1 N N N 2.570  -3.012  159.150 0.679  1.214  -5.229 "O5'"  GUD 35 
GUD "O6'"  "O6'"  O 0 1 N N N 2.551  -0.670  160.742 3.102  1.897  -3.957 "O6'"  GUD 36 
GUD HN3    HN3    H 0 1 N N N -7.355 -11.266 156.329 3.326  1.420  5.397  HN3    GUD 37 
GUD H5     H5     H 0 1 N N N -3.957 -11.565 153.745 3.259  -2.131 7.582  H5     GUD 38 
GUD H6     H6     H 0 1 N N N -3.108 -9.732  154.760 0.947  -2.459 6.872  H6     GUD 39 
GUD H1D    H1*    H 0 1 N N N -4.705 -7.824  157.494 -0.895 -1.769 5.744  H1D    GUD 40 
GUD H2D    H2*    H 0 1 N N N -2.182 -9.578  156.901 -0.795 1.294  5.565  H2D    GUD 41 
GUD "HO2'" *HO2   H 0 0 N N N -2.026 -9.590  159.187 -2.382 1.036  7.194  "HO2'" GUD 42 
GUD H3D    H3*    H 0 1 N N N -0.875 -7.454  157.175 -2.771 1.269  4.287  H3D    GUD 43 
GUD H4D    H4*    H 0 1 N N N -3.184 -5.664  156.806 -2.510 -1.505 3.420  H4D    GUD 44 
GUD "HO3'" *HO3   H 0 0 N N N -1.501 -5.898  158.694 -3.932 0.203  5.980  "HO3'" GUD 45 
GUD "H5'1" 1H5*   H 0 0 N N N -1.148 -6.428  154.693 -1.375 1.104  2.306  "H5'1" GUD 46 
GUD "H5'2" 2H5*   H 0 0 N N N -2.504 -5.538  154.299 -2.996 0.453  1.962  "H5'2" GUD 47 
GUD HOA2   2HOA   H 0 0 N N N 1.109  -2.301  155.903 0.283  1.336  0.190  HOA2   GUD 48 
GUD HOB2   2HOB   H 0 0 N N N 1.230  -7.627  158.445 0.785  1.418  -2.328 HOB2   GUD 49 
GUD "H1'"  "H1'"  H 0 1 N N N 3.184  -3.880  157.379 -1.364 1.091  -4.976 "H1'"  GUD 50 
GUD "H2'"  "H2'"  H 0 1 N N N 5.205  -3.188  158.739 -0.769 0.269  -7.250 "H2'"  GUD 51 
GUD "H3'"  "H3'"  H 0 1 N N N 4.031  -5.428  160.489 0.489  -2.075 -5.752 "H3'"  GUD 52 
GUD "H4'"  "H4'"  H 0 1 N N N 4.533  -2.446  161.165 1.820  0.141  -7.379 "H4'"  GUD 53 
GUD "H5'"  "H5'"  H 0 1 N N N 1.954  -4.049  160.896 1.720  -0.343 -4.366 "H5'"  GUD 54 
GUD "H6'1" "1H6'" H 0 0 N N N 0.784  -1.841  160.956 3.158  1.780  -6.019 "H6'1" GUD 55 
GUD "H6'2" "2H6'" H 0 0 N N N 1.808  -1.914  162.303 3.938  0.434  -5.154 "H6'2" GUD 56 
GUD HO2A   "'HO2" H 0 0 N N N 6.231  -5.310  158.589 -2.633 -0.521 -6.170 HO2A   GUD 57 
GUD HO3A   "'HO3" H 0 0 N N N 5.893  -4.921  161.931 -0.441 -2.509 -7.806 HO3A   GUD 58 
GUD "HO4'" "'HO4" H 0 0 N N N 3.469  -3.156  163.100 2.856  -1.905 -7.340 "HO4'" GUD 59 
GUD "HO6'" "'HO6" H 0 0 N N N 2.140  0.109   161.096 3.937  2.385  -3.950 "HO6'" GUD 60 
# 
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 
GUD N1    C2     SING N N 1  
GUD N1    C6     SING N N 2  
GUD N1    C1D    SING N N 3  
GUD C2    N3     SING N N 4  
GUD C2    O2     DOUB N N 5  
GUD N3    C4     SING N N 6  
GUD N3    HN3    SING N N 7  
GUD C4    C5     SING N N 8  
GUD C4    O4     DOUB N N 9  
GUD C5    C6     DOUB N N 10 
GUD C5    H5     SING N N 11 
GUD C6    H6     SING N N 12 
GUD C1D   C2D    SING N N 13 
GUD C1D   O4D    SING N N 14 
GUD C1D   H1D    SING N N 15 
GUD C2D   O2D    SING N N 16 
GUD C2D   C3D    SING N N 17 
GUD C2D   H2D    SING N N 18 
GUD O2D   "HO2'" SING N N 19 
GUD C3D   C4D    SING N N 20 
GUD C3D   O3D    SING N N 21 
GUD C3D   H3D    SING N N 22 
GUD C4D   O4D    SING N N 23 
GUD C4D   C5D    SING N N 24 
GUD C4D   H4D    SING N N 25 
GUD O3D   "HO3'" SING N N 26 
GUD C5D   O5D    SING N N 27 
GUD C5D   "H5'1" SING N N 28 
GUD C5D   "H5'2" SING N N 29 
GUD O5D   PA     SING N N 30 
GUD PA    O1A    DOUB N N 31 
GUD PA    O2A    SING N N 32 
GUD PA    O3A    SING N N 33 
GUD O2A   HOA2   SING N N 34 
GUD O3A   PB     SING N N 35 
GUD PB    O1B    DOUB N N 36 
GUD PB    O2B    SING N N 37 
GUD PB    O3B    SING N N 38 
GUD O2B   HOB2   SING N N 39 
GUD O3B   "C1'"  SING N N 40 
GUD "C1'" "C2'"  SING N N 41 
GUD "C1'" "O5'"  SING N N 42 
GUD "C1'" "H1'"  SING N N 43 
GUD "C2'" "C3'"  SING N N 44 
GUD "C2'" "O2'"  SING N N 45 
GUD "C2'" "H2'"  SING N N 46 
GUD "C3'" "C4'"  SING N N 47 
GUD "C3'" "O3'"  SING N N 48 
GUD "C3'" "H3'"  SING N N 49 
GUD "C4'" "C5'"  SING N N 50 
GUD "C4'" "O4'"  SING N N 51 
GUD "C4'" "H4'"  SING N N 52 
GUD "C5'" "C6'"  SING N N 53 
GUD "C5'" "O5'"  SING N N 54 
GUD "C5'" "H5'"  SING N N 55 
GUD "C6'" "O6'"  SING N N 56 
GUD "C6'" "H6'1" SING N N 57 
GUD "C6'" "H6'2" SING N N 58 
GUD "O2'" HO2A   SING N N 59 
GUD "O3'" HO3A   SING N N 60 
GUD "O4'" "HO4'" SING N N 61 
GUD "O6'" "HO6'" SING N N 62 
# 
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 
GUD SMILES           ACDLabs              10.04 O=P(OC1OC(C(O)C(O)C1O)CO)(O)OP(=O)(O)OCC3OC(N2C=CC(=O)NC2=O)C(O)C3O 
GUD InChI            InChI                1.02b 
InChI=1/C15H24N2O17P2/c18-3-5-8(20)10(22)12(24)14(32-5)33-36(28,29)34-35(26,27)30-4-6-9(21)11(23)13(31-6)17-2-1-7(19)16-15(17)25/h1-2,5-6,8-14,18,20-24H,3-4H2,(H,26,27)(H,28,29)(H,16,19,25)/t5-,6-,8-,9-,10+,11-,12-,13-,14-/m1/s1/f/h16,26,28H 
GUD InChIKey         InChI                1.02b HSCJRCZFDFQWRP-NNEFSTKSDV 
GUD 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]1O 
GUD 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]1O 
GUD 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)O)O)O)O)O 
GUD 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)O)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 
GUD "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,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydro-2H-pyran-2-yl dihydrogen diphosphate (non-preferred name)" 
GUD "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "[(2R,3S,4R,5R)-5-(2,4-dioxopyrimidin-1-yl)-3,4-dihydroxy-oxolan-2-yl]methyl [hydroxy-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-phosphoryl] hydrogen phosphate" 
# 
