data_UPR
# 
_chem_comp.id                                    UPR 
_chem_comp.name                                  "2'-DEOXYURIDINE-5'-ALPHA,BETA-AMINOPHOSPHORANE-TRIPHOSPHATE" 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C9 H18 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                     2003-12-26 
_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                        485.172 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     UPR 
_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        ? 
_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 
UPR PA     PA   P 0 1 N N N -9.241  60.498 31.229 -1.267 -0.425 1.124  PA     UPR 1  
UPR O1A    O1A  O 0 1 N N N -10.604 60.802 31.981 -0.227 -0.005 2.428  O1A    UPR 2  
UPR O2A    O2A  O 0 1 N N N -8.333  61.640 30.616 -1.489 -2.077 0.698  O2A    UPR 3  
UPR O3A    O3A  O 0 1 N N N -8.426  60.756 32.926 -2.593 -0.528 2.215  O3A    UPR 4  
UPR N3A    N3A  N 0 1 N N N -10.143 60.067 29.638 -2.128 0.871  0.200  N3A    UPR 5  
UPR PB     PB   P 0 1 N N R -11.790 59.995 29.494 -3.760 0.460  0.195  PB     UPR 6  
UPR O1B    O1B  O 0 1 N N N -12.533 61.168 30.135 -3.899 -1.004 0.028  O1B    UPR 7  
UPR O2B    O2B  O 0 1 N N N -11.821 59.911 28.053 -4.430 0.906  1.590  O2B    UPR 8  
UPR O3B    O3B  O 0 1 N N N -12.267 58.608 30.165 -4.500 1.212  -1.021 O3B    UPR 9  
UPR PG     PG   P 0 1 N N N -13.087 58.513 31.556 -6.048 0.775  -0.965 PG     UPR 10 
UPR O2G    O2G  O 0 1 N N N -12.542 59.381 32.642 -6.530 0.844  0.433  O2G    UPR 11 
UPR O1G    O1G  O 0 1 N N N -14.537 58.926 31.351 -6.920 1.770  -1.883 O1G    UPR 12 
UPR O3G    O3G  O 0 1 N N N -12.960 57.059 31.983 -6.201 -0.732 -1.512 O3G    UPR 13 
UPR "C5'"  C5*  C 0 1 N N N -9.126  57.961 31.727 0.969  -1.365 0.390  "C5'"  UPR 14 
UPR "O5'"  O5*  O 0 1 N N N -8.510  59.070 31.114 0.059  -0.322 0.034  "O5'"  UPR 15 
UPR "C4'"  C4*  C 0 1 N N R -7.994  57.059 32.099 2.091  -1.439 -0.648 "C4'"  UPR 16 
UPR "O4'"  O4*  O 0 1 N N N -7.277  56.651 30.970 2.903  -0.244 -0.597 "O4'"  UPR 17 
UPR "C3'"  C3*  C 0 1 N N S -7.059  57.466 33.199 3.066  -2.590 -0.314 "C3'"  UPR 18 
UPR "O3'"  O3*  O 0 1 N N N -7.506  57.332 34.544 2.761  -3.747 -1.096 "O3'"  UPR 19 
UPR "C2'"  C2*  C 0 1 N N N -5.738  56.846 32.812 4.455  -2.031 -0.693 "C2'"  UPR 20 
UPR "C1'"  C1*  C 0 1 N N R -5.906  56.414 31.349 4.158  -0.607 -1.213 "C1'"  UPR 21 
UPR N1     N1   N 0 1 N N N -5.016  57.284 30.627 5.217  0.318  -0.803 N1     UPR 22 
UPR C2     C2   C 0 1 N N N -3.790  56.836 30.193 5.397  0.587  0.503  C2     UPR 23 
UPR O2     O2   O 0 1 N N N -3.497  55.620 30.319 4.681  0.055  1.329  O2     UPR 24 
UPR N3     N3   N 0 1 N N N -2.981  57.680 29.557 6.366  1.429  0.909  N3     UPR 25 
UPR C4     C4   C 0 1 N N N -3.255  58.984 29.403 7.169  2.027  0.005  C4     UPR 26 
UPR O4     O4   O 0 1 N N N -2.425  59.719 28.809 8.042  2.793  0.371  O4     UPR 27 
UPR C5     C5   C 0 1 N N N -4.446  59.454 29.856 6.986  1.757  -1.373 C5     UPR 28 
UPR C6     C6   C 0 1 N N N -5.350  58.598 30.484 6.010  0.904  -1.751 C6     UPR 29 
UPR H1A    H1A  H 0 1 N N N -10.444 60.863 32.915 -0.772 0.007  3.227  H1A    UPR 30 
UPR H2A    H2A  H 0 1 N N N -8.151  62.292 31.282 -1.113 -2.190 -0.186 H2A    UPR 31 
UPR H3A    H3A  H 0 1 N N N -7.483  60.799 32.822 -2.229 -0.439 3.106  H3A    UPR 32 
UPR H2     H2   H 0 1 N N N -9.859  60.769 28.984 -2.044 1.718  0.742  H2     UPR 33 
UPR H2B    H2B  H 0 1 N N N -11.828 60.787 27.684 -4.318 1.864  1.659  H2B    UPR 34 
UPR H1G    H1G  H 0 1 N N N -14.965 59.012 32.195 -7.838 1.474  -1.822 H1G    UPR 35 
UPR H3G    H3G  H 0 1 N N N -12.934 56.503 31.213 -5.876 -0.733 -2.423 H3G    UPR 36 
UPR "H5'1" 1H5* H 0 0 N N N -9.849  57.467 31.061 0.437  -2.316 0.419  "H5'1" UPR 37 
UPR "H5'2" 2H5* H 0 0 N N N -9.698  58.266 32.616 1.394  -1.156 1.371  "H5'2" UPR 38 
UPR "H4'"  H4*  H 0 1 N N N -8.537  56.222 32.562 1.675  -1.574 -1.646 "H4'"  UPR 39 
UPR H1     H1   H 0 1 N N N -6.971  58.561 33.262 3.027  -2.828 0.749  H1     UPR 40 
UPR "H3'"  H3*  H 0 1 N N N -6.756  57.302 35.126 3.418  -4.419 -0.868 "H3'"  UPR 41 
UPR "H2'1" 1H2* H 0 0 N N N -5.480  55.996 33.461 5.103  -1.990 0.183  "H2'1" UPR 42 
UPR "H2'2" 2H2* H 0 0 N N N -4.919  57.573 32.915 4.910  -2.637 -1.477 "H2'2" UPR 43 
UPR "H1'"  H1*  H 0 1 N N N -5.681  55.354 31.159 4.060  -0.613 -2.299 "H1'"  UPR 44 
UPR HN3    HN3  H 0 1 N N N -2.128  57.325 29.175 6.485  1.609  1.854  HN3    UPR 45 
UPR H5     H5   H 0 1 N N N -4.694  60.497 29.729 7.620  2.226  -2.111 H5     UPR 46 
UPR H6     H6   H 0 1 N N N -6.296  58.969 30.850 5.857  0.685  -2.798 H6     UPR 47 
# 
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 
UPR PA    O1A    SING N N 1  
UPR PA    O2A    SING N N 2  
UPR PA    O3A    SING N N 3  
UPR PA    N3A    SING N N 4  
UPR PA    "O5'"  SING N N 5  
UPR O1A   H1A    SING N N 6  
UPR O2A   H2A    SING N N 7  
UPR O3A   H3A    SING N N 8  
UPR N3A   PB     SING N N 9  
UPR N3A   H2     SING N N 10 
UPR PB    O1B    DOUB N N 11 
UPR PB    O2B    SING N N 12 
UPR PB    O3B    SING N N 13 
UPR O2B   H2B    SING N N 14 
UPR O3B   PG     SING N N 15 
UPR PG    O2G    DOUB N N 16 
UPR PG    O1G    SING N N 17 
UPR PG    O3G    SING N N 18 
UPR O1G   H1G    SING N N 19 
UPR O3G   H3G    SING N N 20 
UPR "C5'" "O5'"  SING N N 21 
UPR "C5'" "C4'"  SING N N 22 
UPR "C5'" "H5'1" SING N N 23 
UPR "C5'" "H5'2" SING N N 24 
UPR "C4'" "O4'"  SING N N 25 
UPR "C4'" "C3'"  SING N N 26 
UPR "C4'" "H4'"  SING N N 27 
UPR "O4'" "C1'"  SING N N 28 
UPR "C3'" "O3'"  SING N N 29 
UPR "C3'" "C2'"  SING N N 30 
UPR "C3'" H1     SING N N 31 
UPR "O3'" "H3'"  SING N N 32 
UPR "C2'" "C1'"  SING N N 33 
UPR "C2'" "H2'1" SING N N 34 
UPR "C2'" "H2'2" SING N N 35 
UPR "C1'" N1     SING N N 36 
UPR "C1'" "H1'"  SING N N 37 
UPR N1    C2     SING N N 38 
UPR N1    C6     SING N N 39 
UPR C2    O2     DOUB N N 40 
UPR C2    N3     SING N N 41 
UPR N3    C4     SING N N 42 
UPR N3    HN3    SING N N 43 
UPR C4    O4     DOUB N N 44 
UPR C4    C5     SING N N 45 
UPR C5    C6     DOUB N N 46 
UPR C5    H5     SING N N 47 
UPR C6    H6     SING N N 48 
# 
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 
UPR SMILES           ACDLabs              10.04 O=P(O)(O)OP(=O)(O)NP(O)(O)(O)OCC2OC(N1C(=O)NC(=O)C=C1)CC2O                                                                                                                                                    
UPR InChI            InChI                1.02b InChI=1/C9H18N3O14P3/c13-5-3-8(12-2-1-7(14)10-9(12)15)25-6(5)4-24-29(21,22,23)11-27(16,17)26-28(18,19)20/h1-2,5-6,8,13,21-23H,3-4H2,(H,10,14,15)(H2,11,16,17)(H2,18,19,20)/t5-,6+,8+/m0/s1/f/h10-11,16,18-19H 
UPR InChIKey         InChI                1.02b VZYHSAMJZCSQOU-HZUULTJLDD                                                                                                                                                                                     
UPR SMILES_CANONICAL CACTVS               3.341 O[C@H]1C[C@@H](O[C@@H]1CO[P](O)(O)(O)N[P@](O)(=O)O[P](O)(O)=O)N2C=CC(=O)NC2=O                                                                                                                                 
UPR SMILES           CACTVS               3.341 O[CH]1C[CH](O[CH]1CO[P](O)(O)(O)N[P](O)(=O)O[P](O)(O)=O)N2C=CC(=O)NC2=O                                                                                                                                       
UPR SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 C1[C@@H]([C@H](O[C@H]1N2C=CC(=O)NC2=O)COP(N[P@@](=O)(O)OP(=O)(O)O)(O)(O)O)O                                                                                                                                   
UPR SMILES           "OpenEye OEToolkits" 1.5.0 C1C(C(OC1N2C=CC(=O)NC2=O)COP(NP(=O)(O)OP(=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 
UPR "SYSTEMATIC NAME" ACDLabs              10.04 "2'-deoxy-5'-O-[(3R)-1,1,1,3-tetrahydroxy-3-oxido-3-(phosphonooxy)-1lambda~5~-diphosphazanyl]uridine"                                
UPR "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "N-[[(2R,3S,5R)-5-(2,4-dioxopyrimidin-1-yl)-3-hydroxy-oxolan-2-yl]methoxy-trihydroxy-phosphoranyl]-phosphonooxy-phosphonamidic acid" 
# 
