data_UGA
# 
_chem_comp.id                                    UGA 
_chem_comp.name                                  
;URIDINE-5'-DIPHOSPHATE-GLUCURONIC 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                         "UDP-GLUCURONIC ACID" 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     1999-12-13 
_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                        580.285 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     UGA 
_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        1DLJ 
_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 
UGA "C1'"  "C1'"  C 0 1 N N R -16.924 14.694 55.748 0.767  0.386  4.945  "C1'"  UGA 1  
UGA "C2'"  "C2'"  C 0 1 N N R -18.004 14.883 54.666 1.013  -0.445 6.205  "C2'"  UGA 2  
UGA "O2'"  "O2'"  O 0 1 N N N -17.897 16.200 54.150 2.225  -1.188 6.061  "O2'"  UGA 3  
UGA "C3'"  "C3'"  C 0 1 N N S -19.398 14.685 55.264 -0.159 -1.411 6.404  "C3'"  UGA 4  
UGA "O3'"  "O3'"  O 0 1 N N N -20.406 14.802 54.248 -0.019 -2.086 7.655  "O3'"  UGA 5  
UGA "C4'"  "C4'"  C 0 1 N N S -19.474 13.310 55.919 -1.466 -0.609 6.396  "C4'"  UGA 6  
UGA "O4'"  "O4'"  O 0 1 N N N -20.759 13.143 56.512 -2.582 -1.501 6.427  "O4'"  UGA 7  
UGA "C5'"  "C5'"  C 0 1 N N S -18.375 13.242 56.991 -1.523 0.237  5.122  "C5'"  UGA 8  
UGA "O5'"  "O5'"  O 0 1 N N N -17.083 13.444 56.385 -0.427 1.150  5.096  "O5'"  UGA 9  
UGA "C6'"  "C6'"  C 0 1 N N N -18.346 11.867 57.651 -2.817 1.008  5.092  "C6'"  UGA 10 
UGA "O'P"  "O6'1" O 0 1 N N N -18.688 10.853 56.983 -2.801 2.215  5.052  "O'P"  UGA 11 
UGA "O'Q"  "O6'2" O 0 1 N N N -17.979 11.798 58.850 -3.989 0.352  5.110  "O'Q"  UGA 12 
UGA PB     PB     P 0 1 N N S -15.764 16.080 57.620 1.166  0.328  2.536  PB     UGA 13 
UGA O1B    O1B    O 0 1 N N N -15.017 14.825 57.911 2.582  0.705  2.743  O1B    UGA 14 
UGA O2B    O2B    O 0 1 N N N -16.298 16.901 58.764 0.280  1.658  2.338  O2B    UGA 15 
UGA O3B    O3B    O 0 1 N N N -16.990 15.746 56.660 0.633  -0.484 3.820  O3B    UGA 16 
UGA O3A    O3A    O 0 1 N N N -14.765 17.002 56.797 1.043  -0.598 1.225  O3A    UGA 17 
UGA PA     PA     P 0 1 N N R -14.620 17.701 55.363 1.590  0.273  -0.012 PA     UGA 18 
UGA O1A    O1A    O 0 1 N N N -14.970 19.128 55.494 3.000  0.650  0.233  O1A    UGA 19 
UGA O2A    O2A    O 0 1 N N N -15.302 16.864 54.350 0.698  1.603  -0.168 O2A    UGA 20 
UGA O5D    O5*    O 0 1 N N N -13.045 17.572 55.105 1.496  -0.597 -1.364 O5D    UGA 21 
UGA C5D    C5*    C 0 1 N N N -12.428 16.273 55.128 1.993  0.226  -2.421 C5D    UGA 22 
UGA C4D    C4*    C 0 1 N N R -10.922 16.375 54.974 1.931  -0.545 -3.740 C4D    UGA 23 
UGA O4D    O4*    O 0 1 N N N -10.588 16.739 53.602 0.568  -0.880 -4.047 O4D    UGA 24 
UGA C3D    C3*    C 0 1 N N S -10.363 17.471 55.875 2.458  0.337  -4.889 C3D    UGA 25 
UGA O3D    O3*    O 0 1 N N N -9.106  17.031 56.418 3.592  -0.267 -5.513 O3D    UGA 26 
UGA C2D    C2*    C 0 1 N N R -10.195 18.656 54.924 1.268  0.413  -5.881 C2D    UGA 27 
UGA O2D    O2*    O 0 1 N N N -9.130  19.545 55.349 1.724  0.311  -7.231 O2D    UGA 28 
UGA C1D    C1*    C 0 1 N N R -9.827  17.973 53.610 0.434  -0.830 -5.483 C1D    UGA 29 
UGA N1     N1     N 0 1 Y N N -10.181 18.878 52.514 -0.969 -0.657 -5.865 N1     UGA 30 
UGA C6     C6     C 0 1 Y N N -11.505 19.106 52.200 -1.574 -1.588 -6.664 C6     UGA 31 
UGA C2     C2     C 0 1 Y N N -9.161  19.512 51.826 -1.653 0.413  -5.421 C2     UGA 32 
UGA O2     O2     O 0 1 N N N -7.966  19.331 52.061 -1.096 1.228  -4.711 O2     UGA 33 
UGA N3     N3     N 0 1 Y N N -9.581  20.371 50.833 -2.943 0.599  -5.760 N3     UGA 34 
UGA C4     C4     C 0 1 Y N N -10.886 20.652 50.475 -3.575 -0.295 -6.546 C4     UGA 35 
UGA O4     O4     O 0 1 N N N -11.124 21.476 49.593 -4.743 -0.129 -6.849 O4     UGA 36 
UGA C5     C5     C 0 1 Y N N -11.872 19.945 51.230 -2.868 -1.428 -7.015 C5     UGA 37 
UGA "H1'1" "1H1'" H 0 0 N N N -15.914 14.703 55.275 1.609  1.059  4.784  "H1'1" UGA 38 
UGA "H2'1" "1H2'" H 0 0 N N N -17.854 14.131 53.855 1.091  0.215  7.069  "H2'1" UGA 39 
UGA "HO'2" "2HO'" H 0 0 N N N -18.563 16.316 53.482 2.936  -0.544 5.939  "HO'2" UGA 40 
UGA "H3'1" "1H3'" H 0 0 N N N -19.580 15.475 56.029 -0.173 -2.141 5.594  "H3'1" UGA 41 
UGA "HO'3" "3HO'" H 0 0 N N N -21.271 14.679 54.619 0.816  -2.572 7.618  "HO'3" UGA 42 
UGA "H4'1" "1H4'" H 0 0 N N N -19.324 12.498 55.169 -1.495 0.042  7.269  "H4'1" UGA 43 
UGA "HO'4" "4HO'" H 0 0 N N N -20.806 12.286 56.920 -3.378 -0.952 6.416  "HO'4" UGA 44 
UGA "H5'1" "1H5'" H 0 0 N N N -18.595 14.032 57.746 -1.470 -0.416 4.252  "H5'1" UGA 45 
UGA "HO'6" "6HO'" H 0 0 N N N -17.960 10.941 59.261 -4.820 0.847  5.090  "HO'6" UGA 46 
UGA HOB2   2HOB   H 0 0 N N N -16.774 17.701 58.578 -0.632 1.368  2.206  HOB2   UGA 47 
UGA HOA2   2HOA   H 0 0 N N N -15.216 17.278 53.499 -0.210 1.313  -0.327 HOA2   UGA 48 
UGA H5A1   1H5*   H 0 0 N N N -12.707 15.703 56.044 1.384  1.126  -2.497 H5A1   UGA 49 
UGA "H5'2" 2H5*   H 0 0 N N N -12.872 15.595 54.362 3.026  0.503  -2.210 "H5'2" UGA 50 
UGA H4A1   1H4*   H 0 0 N N N -10.486 15.385 55.246 2.529  -1.453 -3.667 H4A1   UGA 51 
UGA H3A1   1H3*   H 0 0 N N N -11.007 17.731 56.746 2.712  1.331  -4.520 H3A1   UGA 52 
UGA HOA3   3HO*   H 0 0 N N N -8.757  17.713 56.979 3.837  0.299  -6.258 HOA3   UGA 53 
UGA H2A1   1H2*   H 0 0 N N N -11.105 19.297 54.867 0.696  1.329  -5.734 H2A1   UGA 54 
UGA HOC2   2HO*   H 0 0 N N N -9.025  20.281 54.758 2.234  1.112  -7.415 HOC2   UGA 55 
UGA H1A1   1H1*   H 0 0 N N N -8.742  17.742 53.494 0.846  -1.730 -5.939 H1A1   UGA 56 
UGA H61    1H6    H 0 1 N N N -12.310 18.592 52.751 -1.019 -2.446 -7.013 H61    UGA 57 
UGA HN3    HN3    H 0 1 N N N -8.848  20.849 50.307 -3.420 1.378  -5.434 HN3    UGA 58 
UGA H51    1H5    H 0 1 N N N -12.956 20.050 51.057 -3.358 -2.155 -7.646 H51    UGA 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 
UGA "C1'" "C2'"  SING N N 1  
UGA "C1'" "O5'"  SING N N 2  
UGA "C1'" O3B    SING N N 3  
UGA "C1'" "H1'1" SING N N 4  
UGA "C2'" "O2'"  SING N N 5  
UGA "C2'" "C3'"  SING N N 6  
UGA "C2'" "H2'1" SING N N 7  
UGA "O2'" "HO'2" SING N N 8  
UGA "C3'" "O3'"  SING N N 9  
UGA "C3'" "C4'"  SING N N 10 
UGA "C3'" "H3'1" SING N N 11 
UGA "O3'" "HO'3" SING N N 12 
UGA "C4'" "O4'"  SING N N 13 
UGA "C4'" "C5'"  SING N N 14 
UGA "C4'" "H4'1" SING N N 15 
UGA "O4'" "HO'4" SING N N 16 
UGA "C5'" "O5'"  SING N N 17 
UGA "C5'" "C6'"  SING N N 18 
UGA "C5'" "H5'1" SING N N 19 
UGA "C6'" "O'P"  DOUB N N 20 
UGA "C6'" "O'Q"  SING N N 21 
UGA "O'Q" "HO'6" SING N N 22 
UGA PB    O1B    DOUB N N 23 
UGA PB    O2B    SING N N 24 
UGA PB    O3B    SING N N 25 
UGA PB    O3A    SING N N 26 
UGA O2B   HOB2   SING N N 27 
UGA O3A   PA     SING N N 28 
UGA PA    O1A    DOUB N N 29 
UGA PA    O2A    SING N N 30 
UGA PA    O5D    SING N N 31 
UGA O2A   HOA2   SING N N 32 
UGA O5D   C5D    SING N N 33 
UGA C5D   C4D    SING N N 34 
UGA C5D   H5A1   SING N N 35 
UGA C5D   "H5'2" SING N N 36 
UGA C4D   O4D    SING N N 37 
UGA C4D   C3D    SING N N 38 
UGA C4D   H4A1   SING N N 39 
UGA O4D   C1D    SING N N 40 
UGA C3D   O3D    SING N N 41 
UGA C3D   C2D    SING N N 42 
UGA C3D   H3A1   SING N N 43 
UGA O3D   HOA3   SING N N 44 
UGA C2D   O2D    SING N N 45 
UGA C2D   C1D    SING N N 46 
UGA C2D   H2A1   SING N N 47 
UGA O2D   HOC2   SING N N 48 
UGA C1D   N1     SING N N 49 
UGA C1D   H1A1   SING N N 50 
UGA N1    C6     SING Y N 51 
UGA N1    C2     SING Y N 52 
UGA C6    C5     DOUB Y N 53 
UGA C6    H61    SING N N 54 
UGA C2    O2     DOUB N N 55 
UGA C2    N3     SING Y N 56 
UGA N3    C4     SING Y N 57 
UGA N3    HN3    SING N N 58 
UGA C4    O4     DOUB N N 59 
UGA C4    C5     SING Y N 60 
UGA C5    H51    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 
UGA SMILES           ACDLabs              10.04 O=C(O)C3OC(OP(=O)(O)OP(=O)(O)OCC2OC(N1C(=O)NC(=O)C=C1)C(O)C2O)C(O)C(O)C3O 
UGA InChI            InChI                1.02b 
InChI=1/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/f/h16,24,27,29H 
UGA InChIKey         InChI                1.02b HDYANYHVCAPMJV-ZFYVRZCLDS 
UGA SMILES_CANONICAL CACTVS               3.341 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 
UGA SMILES           CACTVS               3.341 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 
UGA 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)C(=O)O)O)O)O)O)O 
UGA 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)C(=O)O)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 
UGA "SYSTEMATIC NAME" ACDLabs              10.04 
;(2S,3S,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 (non-preferred name)
;
UGA "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "(2S,3S,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" 
# 
