data_UNP
# 
_chem_comp.id                                    UNP 
_chem_comp.name                                  "5'-O-[(R)-hydroxy{[(S)-hydroxy(phosphonoamino)phosphoryl]oxy}phosphoryl]uridine" 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C9 H16 N3 O14 P3" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2008-06-30 
_chem_comp.pdbx_modified_date                    2013-07-12 
_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                        483.156 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     UNP 
_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        3DIU 
_chem_comp.pdbx_subcomponent_list                ? 
_chem_comp.pdbx_processing_site                  PDBJ 
# 
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 
UNP O2G    O2G    O 0 1 N N N 13.818 38.685 34.513 -6.744 -1.741 -0.592 O2G    UNP 1  
UNP PG     PG     P 0 1 N N N 14.409 37.462 35.157 -6.340 -1.326 0.770  PG     UNP 2  
UNP O3G    O3G    O 0 1 N N N 14.244 37.348 36.649 -7.061 0.064  1.143  O3G    UNP 3  
UNP O1G    O1G    O 0 1 N N N 15.867 37.233 34.715 -6.778 -2.458 1.828  O1G    UNP 4  
UNP N2B    N2B    N 0 1 N N N 13.726 36.073 34.536 -4.670 -1.125 0.823  N2B    UNP 5  
UNP PB     PB     P 0 1 N N S 12.441 35.123 35.024 -4.170 0.052  -0.271 PB     UNP 6  
UNP O1B    O1B    O 0 1 N N N 11.652 36.042 35.985 -4.590 -0.387 -1.762 O1B    UNP 7  
UNP O3B    O3B    O 0 1 N N N 11.815 34.552 33.778 -4.814 1.342  0.063  O3B    UNP 8  
UNP O3A    O3A    O 0 1 N N N 12.950 33.717 35.802 -2.570 0.215  -0.190 O3A    UNP 9  
UNP PA     PA     P 0 1 N N R 13.092 33.392 37.458 -1.500 1.145  -0.953 PA     UNP 10 
UNP O1A    O1A    O 0 1 N N N 14.225 32.388 37.549 -1.278 0.592  -2.448 O1A    UNP 11 
UNP O2A    O2A    O 0 1 N N N 13.169 34.759 38.084 -2.008 2.534  -1.011 O2A    UNP 12 
UNP "O5'"  "O5'"  O 0 1 N N N 11.752 32.639 38.032 -0.101 1.118  -0.156 "O5'"  UNP 13 
UNP "C5'"  "C5'"  C 0 1 N N N 11.638 31.238 38.319 1.019  1.926  -0.523 "C5'"  UNP 14 
UNP "C4'"  "C4'"  C 0 1 N N R 10.754 30.509 37.314 2.179  1.655  0.437  "C4'"  UNP 15 
UNP "C3'"  "C3'"  C 0 1 N N S 11.212 30.739 35.880 3.358  2.608  0.137  "C3'"  UNP 16 
UNP "O3'"  "O3'"  O 0 1 N N N 11.071 29.526 35.166 3.347  3.717  1.038  "O3'"  UNP 17 
UNP "C2'"  "C2'"  C 0 1 N N R 10.246 31.813 35.363 4.613  1.736  0.368  "C2'"  UNP 18 
UNP "O2'"  "O2'"  O 0 1 N N N 10.037 31.689 33.970 5.415  2.280  1.418  "O2'"  UNP 19 
UNP "O4'"  "O4'"  O 0 1 N N N 9.408  31.055 37.400 2.711  0.330  0.221  "O4'"  UNP 20 
UNP "C1'"  "C1'"  C 0 1 N N R 8.944  31.645 36.189 4.043  0.360  0.779  "C1'"  UNP 21 
UNP N1     N1     N 0 1 N N N 8.151  32.891 36.494 4.857  -0.719 0.213  N1     UNP 22 
UNP C2     C2     C 0 1 N N N 6.817  32.894 36.213 5.542  -1.538 1.032  C2     UNP 23 
UNP O2     O2     O 0 1 N N N 6.238  31.894 35.678 5.477  -1.373 2.235  O2     UNP 24 
UNP C6     C6     C 0 1 N N N 8.714  33.993 37.067 4.910  -0.888 -1.144 C6     UNP 25 
UNP C5     C5     C 0 1 N N N 7.959  35.127 37.367 5.660  -1.882 -1.666 C5     UNP 26 
UNP C4     C4     C 0 1 N N N 6.580  35.113 37.001 6.380  -2.733 -0.792 C4     UNP 27 
UNP N3     N3     N 0 1 N N N 6.056  34.001 36.461 6.297  -2.537 0.539  N3     UNP 28 
UNP O4     O4     O 0 1 N N N 5.790  36.072 37.211 7.062  -3.636 -1.239 O4     UNP 29 
UNP HO3G   HO3G   H 0 0 N N N 15.099 37.324 37.062 -6.841 0.397  2.024  HO3G   UNP 30 
UNP HO1G   HO1G   H 0 0 N N N 15.907 37.186 33.767 -7.730 -2.627 1.852  HO1G   UNP 31 
UNP HN2B   HN2B   H 0 0 N N N 13.441 36.365 33.623 -4.362 -0.904 1.758  HN2B   UNP 32 
UNP HO1B   HO1B   H 0 0 N N N 11.490 35.583 36.801 -4.203 -1.226 -2.049 HO1B   UNP 33 
UNP HO1A   HO1A   H 0 0 N N N 14.534 32.178 36.675 -0.945 -0.315 -2.487 HO1A   UNP 34 
UNP "H5'"  "H5'"  H 0 1 N N N 12.643 30.792 38.288 1.325  1.683  -1.541 "H5'"  UNP 35 
UNP "H5'A" "H5'A" H 0 0 N N N 11.176 31.134 39.312 0.741  2.978  -0.470 "H5'A" UNP 36 
UNP "H4'"  "H4'"  H 0 1 N N N 10.801 29.436 37.552 1.851  1.771  1.470  "H4'"  UNP 37 
UNP "H3'"  "H3'"  H 0 1 N N N 12.261 31.053 35.778 3.316  2.955  -0.895 "H3'"  UNP 38 
UNP "HO3'" "HO3'" H 0 0 N N N 11.039 29.708 34.234 4.067  4.347  0.895  "HO3'" UNP 39 
UNP "H2'"  "H2'"  H 0 1 N N N 10.651 32.827 35.494 5.194  1.652  -0.551 "H2'"  UNP 40 
UNP "HO2'" "HO2'" H 0 0 N N N 9.105  31.661 33.790 5.749  3.169  1.237  "HO2'" UNP 41 
UNP "H1'"  "H1'"  H 0 1 N N N 8.222  31.058 35.602 4.002  0.275  1.865  "H1'"  UNP 42 
UNP H6     H6     H 0 1 N N N 9.770  33.988 37.294 4.354  -0.229 -1.795 H6     UNP 43 
UNP H5     H5     H 0 1 N N N 8.401  35.982 37.857 5.710  -2.026 -2.735 H5     UNP 44 
UNP HN3    HN3    H 0 1 N N N 5.082  33.983 36.234 6.784  -3.118 1.144  HN3    UNP 45 
# 
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 
UNP O2G   PG     DOUB N N 1  
UNP PG    O3G    SING N N 2  
UNP PG    O1G    SING N N 3  
UNP PG    N2B    SING N N 4  
UNP N2B   PB     SING N N 5  
UNP PB    O1B    SING N N 6  
UNP PB    O3B    DOUB N N 7  
UNP PB    O3A    SING N N 8  
UNP O3A   PA     SING N N 9  
UNP PA    O1A    SING N N 10 
UNP PA    O2A    DOUB N N 11 
UNP PA    "O5'"  SING N N 12 
UNP "O5'" "C5'"  SING N N 13 
UNP "C5'" "C4'"  SING N N 14 
UNP "C4'" "C3'"  SING N N 15 
UNP "C4'" "O4'"  SING N N 16 
UNP "C3'" "O3'"  SING N N 17 
UNP "C3'" "C2'"  SING N N 18 
UNP "C2'" "O2'"  SING N N 19 
UNP "C2'" "C1'"  SING N N 20 
UNP "O4'" "C1'"  SING N N 21 
UNP "C1'" N1     SING N N 22 
UNP N1    C2     SING N N 23 
UNP N1    C6     SING N N 24 
UNP C2    O2     DOUB N N 25 
UNP C2    N3     SING N N 26 
UNP C6    C5     DOUB N N 27 
UNP C5    C4     SING N N 28 
UNP C4    N3     SING N N 29 
UNP C4    O4     DOUB N N 30 
UNP O3G   HO3G   SING N N 31 
UNP O1G   HO1G   SING N N 32 
UNP N2B   HN2B   SING N N 33 
UNP O1B   HO1B   SING N N 34 
UNP O1A   HO1A   SING N N 35 
UNP "C5'" "H5'"  SING N N 36 
UNP "C5'" "H5'A" SING N N 37 
UNP "C4'" "H4'"  SING N N 38 
UNP "C3'" "H3'"  SING N N 39 
UNP "O3'" "HO3'" SING N N 40 
UNP "C2'" "H2'"  SING N N 41 
UNP "O2'" "HO2'" SING N N 42 
UNP "C1'" "H1'"  SING N N 43 
UNP C6    H6     SING N N 44 
UNP C5    H5     SING N N 45 
UNP N3    HN3    SING N N 46 
# 
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 
UNP SMILES           ACDLabs              10.04 "O=P(O)(O)NP(=O)(O)OP(=O)(O)OCC2OC(N1C(=O)NC(=O)C=C1)C(O)C2O"                                                                                                                                   
UNP SMILES_CANONICAL CACTVS               3.341 "O[C@H]1[C@@H](O)[C@@H](O[C@@H]1CO[P@](O)(=O)O[P@](O)(=O)N[P](O)(O)=O)N2C=CC(=O)NC2=O"                                                                                                          
UNP SMILES           CACTVS               3.341 "O[CH]1[CH](O)[CH](O[CH]1CO[P](O)(=O)O[P](O)(=O)N[P](O)(O)=O)N2C=CC(=O)NC2=O"                                                                                                                   
UNP 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)(NP(=O)(O)O)O)O)O"                                                                                                        
UNP SMILES           "OpenEye OEToolkits" 1.5.0 "C1=CN(C(=O)NC1=O)C2C(C(C(O2)COP(=O)(O)OP(=O)(NP(=O)(O)O)O)O)O"                                                                                                                                 
UNP InChI            InChI                1.03  "InChI=1S/C9H16N3O14P3/c13-5-1-2-12(9(16)10-5)8-7(15)6(14)4(25-8)3-24-29(22,23)26-28(20,21)11-27(17,18)19/h1-2,4,6-8,14-15H,3H2,(H,22,23)(H,10,13,16)(H4,11,17,18,19,20,21)/t4-,6-,7-,8-/m1/s1" 
UNP InChIKey         InChI                1.03  MCBVWUSULWKVON-XVFCMESISA-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 
UNP "SYSTEMATIC NAME" ACDLabs              10.04 "5'-O-[(R)-hydroxy{[(S)-hydroxy(phosphonoamino)phosphoryl]oxy}phosphoryl]uridine"                                                                 
UNP "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "[[[[(2R,3S,4R,5R)-5-(2,4-dioxopyrimidin-1-yl)-3,4-dihydroxy-oxolan-2-yl]methoxy-hydroxy-phosphoryl]oxy-hydroxy-phosphoryl]amino]phosphonic 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 
UNP "Create component"  2008-06-30 PDBJ 
UNP "Modify descriptor" 2011-06-04 RCSB 
UNP "Initial release"   2013-07-17 RCSB 
# 
