data_2AU
# 
_chem_comp.id                                    2AU 
_chem_comp.name                                  "2'-AMINOURIDINE" 
_chem_comp.type                                  "RNA LINKING" 
_chem_comp.pdbx_type                             ATOMN 
_chem_comp.formula                               "C9 H14 N3 O8 P" 
_chem_comp.mon_nstd_parent_comp_id               U 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2005-04-26 
_chem_comp.pdbx_modified_date                    2009-01-07 
_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                        323.197 
_chem_comp.one_letter_code                       U 
_chem_comp.three_letter_code                     2AU 
_chem_comp.pdbx_model_coordinates_details        ? 
_chem_comp.pdbx_model_coordinates_missing_flag   Y 
_chem_comp.pdbx_ideal_coordinates_details        "OpenEye/OEToolkits V1.4.2" 
_chem_comp.pdbx_ideal_coordinates_missing_flag   N 
_chem_comp.pdbx_model_coordinates_db_code        2BQ2 
_chem_comp.pdbx_subcomponent_list                ? 
_chem_comp.pdbx_processing_site                  EBI 
# 
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 
2AU OP3    O3P  O 0 1 N Y N 10.056 6.919  3.414  -0.107 -2.073 6.241  OP3    2AU 1  
2AU P      P    P 0 1 N N N 9.484  6.688  2.066  0.446  -1.873 4.859  P      2AU 2  
2AU OP1    O1P  O 0 1 N N N 10.394 6.444  0.920  1.980  -1.366 4.795  OP1    2AU 3  
2AU "O5'"  O5*  O 0 1 N N N 8.541  7.922  1.705  -0.353 -0.795 3.953  "O5'"  2AU 4  
2AU "C5'"  C5*  C 0 1 N N N 8.905  8.862  0.694  0.105  -0.548 2.636  "C5'"  2AU 5  
2AU "C4'"  C4*  C 0 1 N N R 7.679  9.296  -0.079 -0.801 0.494  1.992  "C4'"  2AU 6  
2AU "O4'"  O4*  O 0 1 N N N 7.329  8.244  -1.023 -0.692 1.715  2.752  "O4'"  2AU 7  
2AU "C3'"  C3*  C 0 1 N N S 6.428  9.517  0.764  -0.394 0.849  0.567  "C3'"  2AU 8  
2AU "O3'"  O3*  O 0 1 N N N 5.590  10.549 0.232  -1.541 1.334  -0.132 "O3'"  2AU 9  
2AU "C2'"  C2*  C 0 1 N N R 5.753  8.150  0.734  0.629  1.952  0.788  "C2'"  2AU 10 
2AU "C1'"  C1*  C 0 1 N N R 6.065  7.701  -0.691 0.057  2.684  1.996  "C1'"  2AU 11 
2AU N1     N1   N 0 1 N N N 6.128  6.242  -0.858 1.073  3.249  2.838  N1     2AU 12 
2AU C2     C2   C 0 1 N N N 4.978  5.587  -1.263 1.477  4.598  2.699  C2     2AU 13 
2AU O2     O2   O 0 1 N N N 3.928  6.165  -1.485 1.001  5.373  1.867  O2     2AU 14 
2AU N3     N3   N 0 1 N N N 5.103  4.228  -1.400 2.478  5.014  3.587  N3     2AU 15 
2AU C4     C4   C 0 1 N N N 6.233  3.472  -1.181 3.094  4.246  4.564  C4     2AU 16 
2AU O4     O4   O 0 1 N N N 6.191  2.256  -1.363 3.969  4.656  5.320  O4     2AU 17 
2AU C5     C5   C 0 1 N N N 7.377  4.220  -0.763 2.616  2.852  4.643  C5     2AU 18 
2AU C6     C6   C 0 1 N N N 7.292  5.546  -0.619 1.662  2.441  3.804  C6     2AU 19 
2AU "N2'"  N2*  N 0 1 N N N 4.314  8.279  0.894  0.826  2.817  -0.363 "N2'"  2AU 20 
2AU H1P1   1H1P H 0 0 N N N 9.887  6.392  0.118  2.656  -1.831 5.333  H1P1   2AU 21 
2AU "H5'"  1H5* H 0 1 N N N 9.618  8.389  0.003  1.131  -0.178 2.676  "H5'"  2AU 22 
2AU "H5''" 2H5* H 0 0 N N N 9.366  9.742  1.166  0.072  -1.477 2.064  "H5''" 2AU 23 
2AU "H4'"  H4*  H 0 1 N N N 7.957  10.255 -0.540 -1.841 0.157  2.052  "H4'"  2AU 24 
2AU "H3'"  H3*  H 0 1 N N N 6.652  9.863  1.784  -0.000 -0.001 0.002  "H3'"  2AU 25 
2AU "HO3'" H3T  H 0 0 N Y N 5.404  11.188 0.910  -1.289 1.389  -1.066 "HO3'" 2AU 26 
2AU "H2'"  1H2* H 0 1 N N N 6.092  7.468  1.528  1.591  1.494  1.051  "H2'"  2AU 27 
2AU "H1'"  H1*  H 0 1 N N N 5.251  8.051  -1.342 -0.632 3.489  1.718  "H1'"  2AU 28 
2AU H3     H3   H 0 1 N N N 4.285  3.732  -1.691 2.785  5.980  3.506  H3     2AU 29 
2AU H5     H5   H 0 1 N N N 8.310  3.714  -0.564 3.051  2.192  5.383  H5     2AU 30 
2AU H6     H6   H 0 1 N N N 8.169  6.092  -0.303 1.296  1.420  3.845  H6     2AU 31 
2AU HA1    1HA  H 0 1 N N N 4.004  9.122  0.454  1.265  3.705  -0.221 HA1    2AU 32 
2AU "H2''" 2H2* H 0 0 N N N 4.088  8.309  1.868  0.344  2.598  -1.212 "H2''" 2AU 33 
2AU OP2    O2P  O 0 1 N Y N ?      ?      ?      0.451  -3.195 3.928  OP2    2AU 34 
2AU H2P1   2H1P H 0 0 N Y N ?      ?      ?      0.804  -4.033 4.296  H2P1   2AU 35 
# 
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 
2AU OP3   P      DOUB N N 1  
2AU P     OP1    SING N N 2  
2AU P     "O5'"  SING N N 3  
2AU OP1   H1P1   SING N N 4  
2AU "O5'" "C5'"  SING N N 5  
2AU "C5'" "C4'"  SING N N 6  
2AU "C5'" "H5'"  SING N N 7  
2AU "C5'" "H5''" SING N N 8  
2AU "C4'" "O4'"  SING N N 9  
2AU "C4'" "C3'"  SING N N 10 
2AU "C4'" "H4'"  SING N N 11 
2AU "O4'" "C1'"  SING N N 12 
2AU "C3'" "O3'"  SING N N 13 
2AU "C3'" "C2'"  SING N N 14 
2AU "C3'" "H3'"  SING N N 15 
2AU "O3'" "HO3'" SING N N 16 
2AU "C2'" "C1'"  SING N N 17 
2AU "C2'" "N2'"  SING N N 18 
2AU "C2'" "H2'"  SING N N 19 
2AU "C1'" N1     SING N N 20 
2AU "C1'" "H1'"  SING N N 21 
2AU N1    C2     SING N N 22 
2AU N1    C6     SING N N 23 
2AU C2    O2     DOUB N N 24 
2AU C2    N3     SING N N 25 
2AU N3    C4     SING N N 26 
2AU N3    H3     SING N N 27 
2AU C4    O4     DOUB N N 28 
2AU C4    C5     SING N N 29 
2AU C5    C6     DOUB N N 30 
2AU C5    H5     SING N N 31 
2AU C6    H6     SING N N 32 
2AU "N2'" HA1    SING N N 33 
2AU "N2'" "H2''" SING N N 34 
2AU OP2   P      SING N N 35 
2AU OP2   H2P1   SING N N 36 
# 
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 
2AU SMILES           ACDLabs              10.04 "O=C1NC(=O)N(C=C1)C2OC(C(O)C2N)COP(=O)(O)O"                                                                                                                      
2AU InChI            InChI                1.02b "InChI=1/C9H14N3O8P/c10-6-7(14)4(3-19-21(16,17)18)20-8(6)12-2-1-5(13)11-9(12)15/h1-2,4,6-8,14H,3,10H2,(H,11,13,15)(H2,16,17,18)/t4-,6-,7-,8-/m1/s1/f/h11,16-17H" 
2AU InChIKey         InChI                1.02b OWNKJJAVEHMKCW-ZYOVDHOIDN                                                                                                                                        
2AU SMILES_CANONICAL CACTVS               3.341 "N[C@@H]1[C@H](O)[C@@H](CO[P](O)(O)=O)O[C@H]1N2C=CC(=O)NC2=O"                                                                                                    
2AU SMILES           CACTVS               3.341 "N[CH]1[CH](O)[CH](CO[P](O)(O)=O)O[CH]1N2C=CC(=O)NC2=O"                                                                                                          
2AU SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "C1=CN(C(=O)NC1=O)[C@H]2[C@@H]([C@@H]([C@H](O2)COP(=O)(O)O)O)N"                                                                                                  
2AU SMILES           "OpenEye OEToolkits" 1.5.0 "C1=CN(C(=O)NC1=O)C2C(C(C(O2)COP(=O)(O)O)O)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 
2AU "SYSTEMATIC NAME" ACDLabs              10.04 
;2'-amino-2'-deoxyuridine 5'-(dihydrogen phosphate)
;
2AU "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "[(2R,3S,4R,5R)-4-amino-5-(2,4-dioxopyrimidin-1-yl)-3-hydroxy-oxolan-2-yl]methyl dihydrogen phosphate" 
# 
