data_UGB
# 
_chem_comp.id                                    UGB 
_chem_comp.name                                  "(2S,3R,4S,5R,6R)-6-[[[(2R,3S,4R,5R)-5-(2,4-dioxopyrimidin-1-yl)-3,4-dihydroxy-oxolan-2-yl]methoxy-hydroxy-phosphoryl]oxy-hydroxy-phosphoryl]oxy-3,4,5-trihydroxy-oxane-2-carboxylic acid" 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C15 H22 N2 O18 P2" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2010-08-24 
_chem_comp.pdbx_modified_date                    2011-06-04 
_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                        580.285 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     UGB 
_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        3OH1 
_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 
UGB N1     N1     N 0 1 N N N 9.619  9.183  31.890 5.660  -1.138 0.278  N1     UGB 1  
UGB C2     C2     C 0 1 N N N 9.128  9.199  33.240 6.220  -2.107 1.025  C2     UGB 2  
UGB O2     O2     O 0 1 N N N 8.876  8.132  33.768 6.269  -1.980 2.233  O2     UGB 3  
UGB N3     N3     N 0 1 N N N 8.964  10.450 33.888 6.724  -3.217 0.453  N3     UGB 4  
UGB C4     C4     C 0 1 N N N 9.270  11.560 33.223 6.676  -3.373 -0.885 C4     UGB 5  
UGB O4     O4     O 0 1 N N N 9.112  12.752 33.826 7.132  -4.377 -1.403 O4     UGB 6  
UGB C5     C5     C 0 1 N N N 9.758  11.592 31.861 6.091  -2.361 -1.683 C5     UGB 7  
UGB C6     C6     C 0 1 N N N 9.917  10.390 31.248 5.592  -1.258 -1.083 C6     UGB 8  
UGB PA     PA     P 0 1 N N N 11.332 9.817  26.545 0.059  1.973  -1.239 PA     UGB 9  
UGB PB     PB     P 0 1 N N N 14.056 10.846 26.466 -2.832 1.335  -1.090 PB     UGB 10 
UGB "O'P"  "O'P"  O 0 1 N N N 16.910 6.028  23.298 -6.625 -2.539 -1.777 "O'P"  UGB 11 
UGB "O'Q"  "O'Q"  O 0 1 N N N 14.965 6.182  24.312 -5.510 -4.081 -0.653 "O'Q"  UGB 12 
UGB "C1'"  "C1'"  C 0 1 N N R 15.976 8.961  26.927 -5.124 0.690  0.122  "C1'"  UGB 13 
UGB O1A    O1A    O 0 1 N N N 10.319 10.900 26.709 0.434  1.509  -2.735 O1A    UGB 14 
UGB O1B    O1B    O 0 1 N N N 13.817 10.999 27.918 -3.144 0.608  -2.492 O1B    UGB 15 
UGB C1D    C1D    C 0 1 N N R 9.874  7.960  31.092 5.114  0.056  0.929  C1D    UGB 16 
UGB "C2'"  "C2'"  C 0 1 N N R 17.457 9.098  27.462 -5.592 0.649  1.579  "C2'"  UGB 17 
UGB "O2'"  "O2'"  O 0 1 N N N 17.638 10.184 28.321 -5.011 1.738  2.298  "O2'"  UGB 18 
UGB O2A    O2A    O 0 1 N N N 10.869 8.600  25.657 -0.192 3.431  -1.224 O2A    UGB 19 
UGB O2B    O2B    O 0 1 N N N 14.372 12.141 25.639 -3.190 2.768  -1.186 O2B    UGB 20 
UGB C2D    C2D    C 0 1 N N R 8.970  7.698  29.832 5.882  1.324  0.477  C2D    UGB 21 
UGB O2D    O2D    O 0 1 N N N 7.740  7.228  30.273 7.041  1.534  1.286  O2D    UGB 22 
UGB "C3'"  "C3'"  C 0 1 N N S 18.402 9.111  26.185 -5.152 -0.675 2.211  "C3'"  UGB 23 
UGB "O3'"  "O3'"  O 0 1 N N N 19.753 9.098  26.545 -5.647 -0.754 3.549  "O3'"  UGB 24 
UGB O3A    O3A    O 0 1 N N N 12.663 10.361 25.887 -1.264 1.196  -0.751 O3A    UGB 25 
UGB O3B    O3B    O 0 1 N N N 15.446 10.019 26.166 -3.697 0.643  0.078  O3B    UGB 26 
UGB C3D    C3D    C 0 1 N N S 9.888  6.650  29.097 4.834  2.439  0.713  C3D    UGB 27 
UGB O3D    O3D    O 0 1 N N N 9.674  5.329  29.455 5.068  3.088  1.964  O3D    UGB 28 
UGB "C4'"  "C4'"  C 0 1 N N R 18.103 7.890  25.254 -5.716 -1.835 1.386  "C4'"  UGB 29 
UGB "O4'"  "O4'"  O 0 1 N N N 18.583 6.703  25.811 -7.144 -1.800 1.428  "O4'"  UGB 30 
UGB C4D    C4D    C 0 1 N N R 11.340 7.132  29.516 3.486  1.691  0.737  C4D    UGB 31 
UGB O4D    O4D    O 0 1 N N N 11.235 7.700  30.810 3.761  0.301  0.488  O4D    UGB 32 
UGB "C5'"  "C5'"  C 0 1 N N S 16.558 7.808  24.979 -5.244 -1.698 -0.063 "C5'"  UGB 33 
UGB "O5'"  "O5'"  O 0 1 N N N 15.807 7.776  26.175 -5.660 -0.433 -0.581 "O5'"  UGB 34 
UGB C5D    C5D    C 0 1 N N N 12.057 7.937  28.397 2.565  2.244  -0.353 C5D    UGB 35 
UGB O5D    O5D    O 0 1 N N N 11.553 9.193  28.067 1.280  1.628  -0.248 O5D    UGB 36 
UGB "C6'"  "C6'"  C 0 1 N N N 16.228 6.614  24.112 -5.844 -2.803 -0.894 "C6'"  UGB 37 
UGB H5     H5     H 0 1 N N N 9.984  12.521 31.359 6.043  -2.468 -2.756 H5     UGB 38 
UGB H6     H6     H 0 1 N N N 10.285 10.365 30.233 5.141  -0.476 -1.675 H6     UGB 39 
UGB "HO'Q" "HO'Q" H 0 0 N N N 14.792 5.437  23.749 -5.920 -4.754 -1.212 "HO'Q" UGB 40 
UGB "H1'"  "H1'"  H 0 1 N N N 15.410 8.960  27.870 -5.472 1.611  -0.346 "H1'"  UGB 41 
UGB HO1A   HO1A   H 0 0 N N N 9.530  10.671 26.233 0.611  0.562  -2.820 HO1A   UGB 42 
UGB HO1B   HO1B   H 0 0 N N N 13.894 11.915 28.157 -2.933 -0.336 -2.502 HO1B   UGB 43 
UGB H1D    H1D    H 0 1 N N N 9.533  7.211  31.822 5.151  -0.049 2.013  H1D    UGB 44 
UGB "H2'"  "H2'"  H 0 1 N N N 17.716 8.244  28.106 -6.679 0.727  1.615  "H2'"  UGB 45 
UGB "HO2'" "HO2'" H 0 0 N N N 18.543 10.214 28.608 -5.244 2.609  1.948  "HO2'" UGB 46 
UGB H2D    H2D    H 0 1 N N N 8.697  8.539  29.177 6.152  1.260  -0.577 H2D    UGB 47 
UGB HO2D   HO2D   H 0 0 N N N 7.177  7.063  29.526 7.554  2.316  1.041  HO2D   UGB 48 
UGB "H3'"  "H3'"  H 0 1 N N N 18.191 10.043 25.640 -4.063 -0.729 2.222  "H3'"  UGB 49 
UGB "HO3'" "HO3'" H 0 0 N N N 20.290 9.106  25.761 -5.334 -0.044 4.127  "HO3'" UGB 50 
UGB H3D    H3D    H 0 1 N N N 9.693  6.633  28.015 4.857  3.162  -0.102 H3D    UGB 51 
UGB HO3D   HO3D   H 0 0 N N N 10.266 4.768  28.967 5.928  3.526  2.025  HO3D   UGB 52 
UGB "H4'"  "H4'"  H 0 1 N N N 18.627 8.032  24.297 -5.363 -2.781 1.798  "H4'"  UGB 53 
UGB "HO4'" "HO4'" H 0 0 N N N 18.390 5.978  25.228 -7.570 -2.508 0.926  "HO4'" UGB 54 
UGB H4D    H4D    H 0 1 N N N 12.054 6.301  29.612 3.017  1.804  1.714  H4D    UGB 55 
UGB "H5'"  "H5'"  H 0 1 N N N 16.277 8.724  24.439 -4.156 -1.765 -0.099 "H5'"  UGB 56 
UGB H5D    H5D    H 0 1 N N N 13.093 8.091  28.733 2.462  3.322  -0.229 H5D    UGB 57 
UGB H5DA   H5DA   H 0 0 N N N 12.004 7.325  27.484 2.993  2.030  -1.332 H5DA   UGB 58 
UGB HN3    HN3    H 0 1 N N N 8.625  10.496 34.827 7.124  -3.906 1.007  HN3    UGB 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 
UGB C1D   N1     SING N N 1  
UGB C6    N1     SING N N 2  
UGB N1    C2     SING N N 3  
UGB C2    O2     DOUB N N 4  
UGB C2    N3     SING N N 5  
UGB C4    N3     SING N N 6  
UGB C5    C4     SING N N 7  
UGB C4    O4     DOUB N N 8  
UGB C6    C5     DOUB N N 9  
UGB C5    H5     SING N N 10 
UGB C6    H6     SING N N 11 
UGB O2A   PA     DOUB N N 12 
UGB O3A   PA     SING N N 13 
UGB PA    O1A    SING N N 14 
UGB PA    O5D    SING N N 15 
UGB O2B   PB     DOUB N N 16 
UGB O3A   PB     SING N N 17 
UGB O3B   PB     SING N N 18 
UGB PB    O1B    SING N N 19 
UGB "O'P" "C6'"  DOUB N N 20 
UGB "C6'" "O'Q"  SING N N 21 
UGB "O'Q" "HO'Q" SING N N 22 
UGB O3B   "C1'"  SING N N 23 
UGB "O5'" "C1'"  SING N N 24 
UGB "C1'" "C2'"  SING N N 25 
UGB "C1'" "H1'"  SING N N 26 
UGB O1A   HO1A   SING N N 27 
UGB O1B   HO1B   SING N N 28 
UGB C2D   C1D    SING N N 29 
UGB O4D   C1D    SING N N 30 
UGB C1D   H1D    SING N N 31 
UGB "C3'" "C2'"  SING N N 32 
UGB "C2'" "O2'"  SING N N 33 
UGB "C2'" "H2'"  SING N N 34 
UGB "O2'" "HO2'" SING N N 35 
UGB C3D   C2D    SING N N 36 
UGB C2D   O2D    SING N N 37 
UGB C2D   H2D    SING N N 38 
UGB O2D   HO2D   SING N N 39 
UGB "C4'" "C3'"  SING N N 40 
UGB "C3'" "O3'"  SING N N 41 
UGB "C3'" "H3'"  SING N N 42 
UGB "O3'" "HO3'" SING N N 43 
UGB C3D   O3D    SING N N 44 
UGB C3D   C4D    SING N N 45 
UGB C3D   H3D    SING N N 46 
UGB O3D   HO3D   SING N N 47 
UGB "C5'" "C4'"  SING N N 48 
UGB "C4'" "O4'"  SING N N 49 
UGB "C4'" "H4'"  SING N N 50 
UGB "O4'" "HO4'" SING N N 51 
UGB C5D   C4D    SING N N 52 
UGB C4D   O4D    SING N N 53 
UGB C4D   H4D    SING N N 54 
UGB "C6'" "C5'"  SING N N 55 
UGB "C5'" "O5'"  SING N N 56 
UGB "C5'" "H5'"  SING N N 57 
UGB O5D   C5D    SING N N 58 
UGB C5D   H5D    SING N N 59 
UGB C5D   H5DA   SING N N 60 
UGB N3    HN3    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 
UGB SMILES           ACDLabs              12.01 "O=C1C=CN(C(=O)N1)C2OC(C(O)C2O)COP(=O)(OP(=O)(OC3OC(C(=O)O)C(O)C(O)C3O)O)O" 
UGB SMILES_CANONICAL CACTVS               3.370 "O[C@@H]1[C@@H](O)[C@H](O[C@@H]([C@@H]1O)C(O)=O)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" 
UGB SMILES           CACTVS               3.370 "O[CH]1[CH](O)[CH](O[CH]([CH]1O)C(O)=O)O[P](O)(=O)O[P](O)(=O)OC[CH]2O[CH]([CH](O)[CH]2O)N3C=CC(=O)NC3=O" 
UGB SMILES_CANONICAL "OpenEye OEToolkits" 1.7.0 "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)C(=O)O)O)O)O)O)O" 
UGB SMILES           "OpenEye OEToolkits" 1.7.0 "C1=CN(C(=O)NC1=O)C2C(C(C(O2)COP(=O)(O)OP(=O)(O)OC3C(C(C(C(O3)C(=O)O)O)O)O)O)O" 
UGB InChI            InChI                1.03  
"InChI=1S/C15H22N2O18P2/c18-5-1-2-17(15(26)16-5)12-9(22)6(19)4(32-12)3-31-36(27,28)35-37(29,30)34-14-10(23)7(20)8(21)11(33-14)13(24)25/h1-2,4,6-12,14,19-23H,3H2,(H,24,25)(H,27,28)(H,29,30)(H,16,18,26)/t4-,6-,7+,8-,9-,10-,11+,12-,14-/m1/s1" 
UGB InChIKey         InChI                1.03  HDYANYHVCAPMJV-GXNRKQDOSA-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 
UGB "SYSTEMATIC NAME" ACDLabs              12.01 
"(2S,3R,4S,5R,6R)-6-{[(S)-{[(R)-{[(2R,3S,4R,5R)-5-(2,4-dioxo-3,4-dihydropyrimidin-1(2H)-yl)-3,4-dihydroxytetrahydrofuran-2-yl]methoxy}(hydroxy)phosphoryl]oxy}(hydroxy)phosphoryl]oxy}-3,4,5-trihydroxytetrahydro-2H-pyran-2-carboxylic acid" 
UGB "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.0 "(2S,3R,4S,5R,6R)-6-[[[(2R,3S,4R,5R)-5-(2,4-dioxopyrimidin-1-yl)-3,4-dihydroxy-oxolan-2-yl]methoxy-hydroxy-phosphoryl]oxy-hydroxy-phosphoryl]oxy-3,4,5-trihydroxy-oxane-2-carboxylic acid" 
# 
loop_
_pdbx_chem_comp_audit.comp_id 
_pdbx_chem_comp_audit.action_type 
_pdbx_chem_comp_audit.date 
_pdbx_chem_comp_audit.processing_site 
UGB "Create component"  2010-08-24 RCSB 
UGB "Modify descriptor" 2011-06-04 RCSB 
# 
