data_UC5
# 
_chem_comp.id                                    UC5 
_chem_comp.name                                  "2'-DEOXY-5'-O-[(S)-HYDROXY(PHOSPHONOMETHYL)PHOSPHORYL]URIDINE" 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C10 H16 N2 O10 P2" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2006-07-26 
_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                        386.189 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     UC5 
_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 
UC5 O4     O4   O 0 1 N N N 26.501 20.997 2.495 6.469  -2.974 -0.278 O4     UC5 1  
UC5 C4     C4   C 0 1 N N N 25.610 21.482 3.211 5.697  -2.065 -0.034 C4     UC5 2  
UC5 C5     C5   C 0 1 N N N 25.748 22.739 3.828 5.843  -1.301 1.149  C5     UC5 3  
UC5 C6     C6   C 0 1 N N N 24.713 23.236 4.631 4.972  -0.299 1.395  C6     UC5 4  
UC5 N3     N3   N 0 1 N N N 24.448 20.779 3.400 4.695  -1.777 -0.889 N3     UC5 5  
UC5 C2     C2   C 0 1 N N N 23.404 21.241 4.232 3.838  -0.775 -0.616 C2     UC5 6  
UC5 O2     O2   O 0 1 N N N 22.383 20.529 4.421 2.939  -0.526 -1.396 O2     UC5 7  
UC5 N1     N1   N 0 1 N N N 23.537 22.481 4.821 3.968  -0.038 0.502  N1     UC5 8  
UC5 "C1'"  C1*  C 0 1 N N R 22.528 23.063 5.726 3.024  1.049  0.769  "C1'"  UC5 9  
UC5 "C2'"  C2*  C 0 1 N N N 23.143 23.182 7.145 3.169  2.161  -0.293 "C2'"  UC5 10 
UC5 "C3'"  C3*  C 0 1 N N S 23.299 24.654 7.408 1.722  2.647  -0.528 "C3'"  UC5 11 
UC5 "O3'"  O3*  O 0 1 N N N 23.165 25.072 8.773 1.595  4.028  -0.182 "O3'"  UC5 12 
UC5 "O4'"  O4*  O 0 1 N N N 22.158 24.396 5.342 1.664  0.582  0.631  "O4'"  UC5 13 
UC5 "C4'"  C4*  C 0 1 N N R 22.297 25.271 6.452 0.870  1.772  0.418  "C4'"  UC5 14 
UC5 "C5'"  C5*  C 0 1 N N N 22.857 26.635 6.023 -0.465 1.411  -0.237 "C5'"  UC5 15 
UC5 "O5'"  O5*  O 0 1 N N N 21.923 27.255 5.222 -1.250 0.639  0.674  "O5'"  UC5 16 
UC5 PA     PA   P 0 1 N N S 22.245 28.783 4.782 -2.632 0.297  -0.076 PA     UC5 17 
UC5 O1A    O1A  O 0 1 N N N 20.897 29.313 4.343 -3.267 1.551  -0.537 O1A    UC5 18 
UC5 O2A    O2A  O 0 1 N N N 22.939 29.570 5.876 -2.335 -0.652 -1.343 O2A    UC5 19 
UC5 C3A    C3A  C 0 1 N N N 23.427 28.537 3.420 -3.752 -0.563 1.077  C3A    UC5 20 
UC5 PB     PB   P 0 1 N N N 23.715 29.896 2.274 -5.318 -0.951 0.227  PB     UC5 21 
UC5 O1B    O1B  O 0 1 N N N 23.889 31.155 3.093 -5.021 -1.899 -1.040 O1B    UC5 22 
UC5 O2B    O2B  O 0 1 N N N 24.910 29.755 1.431 -6.307 -1.710 1.245  O2B    UC5 23 
UC5 O3B    O3B  O 0 1 N N N 22.481 30.034 1.242 -5.953 0.304  -0.234 O3B    UC5 24 
UC5 H5     H5   H 0 1 N N N 26.648 23.318 3.683 6.639  -1.517 1.845  H5     UC5 25 
UC5 H6     H6   H 0 1 N N N 24.816 24.200 5.106 5.068  0.295  2.292  H6     UC5 26 
UC5 HN3    HN3  H 0 1 N N N 24.335 19.904 2.930 4.588  -2.295 -1.702 HN3    UC5 27 
UC5 "H1'"  H1*  H 0 1 N N N 21.645 22.408 5.690 3.186  1.455  1.768  "H1'"  UC5 28 
UC5 "H2'1" 1H2* H 0 0 N N N 24.109 22.659 7.209 3.591  1.757  -1.213 "H2'1" UC5 29 
UC5 "H2'2" 2H2* H 0 0 N N N 22.481 22.722 7.894 3.788  2.974  0.087  "H2'2" UC5 30 
UC5 "H3'"  H3*  H 0 1 N N N 24.331 24.991 7.232 1.428  2.486  -1.565 "H3'"  UC5 31 
UC5 "HO3'" HO3* H 0 0 N N N 23.135 24.308 9.337 2.169  4.521  -0.784 "HO3'" UC5 32 
UC5 "H4'"  H4*  H 0 1 N N N 21.308 25.415 6.911 0.701  2.289  1.362  "H4'"  UC5 33 
UC5 "H5'1" 1H5* H 0 0 N N N 23.799 26.500 5.471 -1.002 2.324  -0.495 "H5'1" UC5 34 
UC5 "H5'2" 2H5* H 0 0 N N N 23.056 27.253 6.911 -0.281 0.830  -1.141 "H5'2" UC5 35 
UC5 HO2A   HO2A H 0 0 N N N 23.084 29.008 6.628 -1.922 -1.456 -0.999 HO2A   UC5 36 
UC5 H3A1   1H3A H 0 0 N N N 22.973 27.749 2.802 -3.285 -1.487 1.416  H3A1   UC5 37 
UC5 H3A2   2H3A H 0 0 N N N 24.397 28.308 3.885 -3.954 0.079  1.934  H3A2   UC5 38 
UC5 HO1B   HO1B H 0 0 N N N 23.925 30.931 4.015 -4.608 -2.703 -0.696 HO1B   UC5 39 
UC5 HO2B   HO2B H 0 0 N N N 24.652 29.725 0.517 -7.121 -1.897 0.757  HO2B   UC5 40 
# 
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 
UC5 O4    C4     DOUB N N 1  
UC5 C4    C5     SING N N 2  
UC5 C4    N3     SING N N 3  
UC5 C5    C6     DOUB N N 4  
UC5 C5    H5     SING N N 5  
UC5 C6    N1     SING N N 6  
UC5 C6    H6     SING N N 7  
UC5 N3    C2     SING N N 8  
UC5 N3    HN3    SING N N 9  
UC5 C2    O2     DOUB N N 10 
UC5 C2    N1     SING N N 11 
UC5 N1    "C1'"  SING N N 12 
UC5 "C1'" "C2'"  SING N N 13 
UC5 "C1'" "O4'"  SING N N 14 
UC5 "C1'" "H1'"  SING N N 15 
UC5 "C2'" "C3'"  SING N N 16 
UC5 "C2'" "H2'1" SING N N 17 
UC5 "C2'" "H2'2" SING N N 18 
UC5 "C3'" "O3'"  SING N N 19 
UC5 "C3'" "C4'"  SING N N 20 
UC5 "C3'" "H3'"  SING N N 21 
UC5 "O3'" "HO3'" SING N N 22 
UC5 "O4'" "C4'"  SING N N 23 
UC5 "C4'" "C5'"  SING N N 24 
UC5 "C4'" "H4'"  SING N N 25 
UC5 "C5'" "O5'"  SING N N 26 
UC5 "C5'" "H5'1" SING N N 27 
UC5 "C5'" "H5'2" SING N N 28 
UC5 "O5'" PA     SING N N 29 
UC5 PA    O1A    DOUB N N 30 
UC5 PA    O2A    SING N N 31 
UC5 PA    C3A    SING N N 32 
UC5 O2A   HO2A   SING N N 33 
UC5 C3A   PB     SING N N 34 
UC5 C3A   H3A1   SING N N 35 
UC5 C3A   H3A2   SING N N 36 
UC5 PB    O1B    SING N N 37 
UC5 PB    O2B    SING N N 38 
UC5 PB    O3B    DOUB N N 39 
UC5 O1B   HO1B   SING N N 40 
UC5 O2B   HO2B   SING N N 41 
# 
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 
UC5 SMILES           ACDLabs              10.04 O=P(O)(O)CP(=O)(O)OCC2OC(N1C(=O)NC(=O)C=C1)CC2O                                                                                                                                    
UC5 InChI            InChI                1.02b InChI=1/C10H16N2O10P2/c13-6-3-9(12-2-1-8(14)11-10(12)15)22-7(6)4-21-24(19,20)5-23(16,17)18/h1-2,6-7,9,13H,3-5H2,(H,19,20)(H,11,14,15)(H2,16,17,18)/t6-,7+,9+/m0/s1/f/h11,16-17,19H 
UC5 InChIKey         InChI                1.02b MYBNSHXDOWMNJH-NWOHPIOHDU                                                                                                                                                          
UC5 SMILES_CANONICAL CACTVS               3.341 O[C@H]1C[C@@H](O[C@@H]1CO[P@](O)(=O)C[P](O)(O)=O)N2C=CC(=O)NC2=O                                                                                                                   
UC5 SMILES           CACTVS               3.341 O[CH]1C[CH](O[CH]1CO[P](O)(=O)C[P](O)(O)=O)N2C=CC(=O)NC2=O                                                                                                                         
UC5 SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 C1[C@@H]([C@H](O[C@H]1N2C=CC(=O)NC2=O)CO[P@](=O)(CP(=O)(O)O)O)O                                                                                                                    
UC5 SMILES           "OpenEye OEToolkits" 1.5.0 C1C(C(OC1N2C=CC(=O)NC2=O)COP(=O)(CP(=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 
UC5 "SYSTEMATIC NAME" ACDLabs              10.04 "2'-deoxy-5'-O-[(S)-hydroxy(phosphonomethyl)phosphoryl]uridine"                                                   
UC5 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "[[(2R,3S,5R)-5-(2,4-dioxopyrimidin-1-yl)-3-hydroxy-oxolan-2-yl]methoxy-hydroxy-phosphoryl]methylphosphonic acid" 
# 
