data_UA2
# 
_chem_comp.id                                    UA2 
_chem_comp.name                                  3,4-PYRROLIDINEDIOL,2-(4-AMINO-5H-PYRROLO[3,2-D]PYRIMIDIN-7-YL)-5-(HYDROXYMETHYL)-2S,3S,4R,5R 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C11 H15 N5 O3" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2006-08-23 
_chem_comp.pdbx_modified_date                    2008-10-14 
_chem_comp.pdbx_ambiguous_flag                   ? 
_chem_comp.pdbx_release_status                   REL 
_chem_comp.pdbx_replaced_by                      ? 
_chem_comp.pdbx_replaces                         ? 
_chem_comp.formula_weight                        265.269 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     UA2 
_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 
UA2 C2     C2   C 0 1 Y N N -87.095 15.714 16.018 0.016  3.481  -1.718 C2     UA2 1  
UA2 C4     C4   C 0 1 Y N N -86.873 16.904 18.006 1.279  2.623  -0.063 C4     UA2 2  
UA2 C5     C5   C 0 1 Y N N -88.262 16.895 18.169 1.453  3.908  0.441  C5     UA2 3  
UA2 C6     C6   C 0 1 Y N N -89.049 16.248 17.157 0.867  4.990  -0.192 C6     UA2 4  
UA2 "O5'"  O5*  O 0 1 N N N -86.299 20.187 17.267 2.534  -0.901 -3.389 "O5'"  UA2 5  
UA2 "C5'"  C5*  C 0 1 N N N -84.673 20.840 17.322 1.530  -1.283 -2.465 "C5'"  UA2 6  
UA2 "C4'"  C4*  C 0 1 N N R -83.977 20.039 18.387 2.167  -1.428 -1.084 "C4'"  UA2 7  
UA2 "N4'"  N4*  N 0 1 N N N -84.855 19.394 19.376 2.732  -0.129 -0.645 "N4'"  UA2 8  
UA2 "C3'"  C3*  C 0 1 N N R -83.213 18.940 17.720 1.137  -1.830 -0.025 "C3'"  UA2 9  
UA2 "O3'"  O3*  O 0 1 N N N -81.870 19.293 18.090 1.766  -2.673 0.939  "O3'"  UA2 10 
UA2 "C2'"  C2*  C 0 1 N N S -83.746 17.645 18.377 0.755  -0.504 0.615  "C2'"  UA2 11 
UA2 "O2'"  O2*  O 0 1 N N N -82.646 17.152 19.150 0.226  -0.695 1.914  "O2'"  UA2 12 
UA2 "C1'"  C1*  C 0 1 N N R -84.883 17.938 19.397 2.086  0.239  0.631  "C1'"  UA2 13 
UA2 C9     C9   C 0 1 Y N N -86.324 17.586 19.104 1.986  1.734  0.782  C9     UA2 14 
UA2 N3     N3   N 0 1 Y N N -86.284 16.320 16.926 0.545  2.367  -1.173 N3     UA2 15 
UA2 N1     N1   N 0 1 Y N N -88.442 15.648 16.116 0.131  4.762  -1.301 N1     UA2 16 
UA2 C8     C8   C 0 1 Y N N -87.342 18.014 19.938 2.571  2.490  1.773  C8     UA2 17 
UA2 N7     N7   N 0 1 Y N N -88.502 17.577 19.353 2.242  3.805  1.558  N7     UA2 18 
UA2 N6     N6   N 0 1 N N N -90.394 16.181 17.158 1.031  6.296  0.300  N6     UA2 19 
UA2 H2     H2   H 0 1 N N N -86.631 15.253 15.159 -0.582 3.330  -2.611 H2     UA2 20 
UA2 "HO5'" HO5* H 0 0 N N N -86.623 20.069 18.152 3.361  -0.805 -2.888 "HO5'" UA2 21 
UA2 "H5'1" 1H5* H 0 0 N N N -84.169 20.730 16.351 0.754  -0.517 -2.442 "H5'1" UA2 22 
UA2 "H5'2" 2H5* H 0 0 N N N -84.666 21.918 17.543 1.097  -2.234 -2.780 "H5'2" UA2 23 
UA2 "H4'"  H4*  H 0 1 N N N -83.356 20.764 18.933 2.978  -2.161 -1.147 "H4'"  UA2 24 
UA2 "HN4'" HN4* H 0 0 N N N -84.545 19.692 20.279 2.525  0.577  -1.352 "HN4'" UA2 25 
UA2 "H3'"  H3*  H 0 1 N N N -83.289 18.802 16.631 0.271  -2.366 -0.423 "H3'"  UA2 26 
UA2 "HO3'" HO3* H 0 0 N N N -81.336 19.371 17.308 1.091  -2.908 1.600  "HO3'" UA2 27 
UA2 "H2'"  H2*  H 0 1 N N N -84.129 16.962 17.604 0.012  0.023  0.004  "H2'"  UA2 28 
UA2 "HO2'" HO2* H 0 0 N N N -81.888 17.043 18.588 0.123  0.187  2.303  "HO2'" UA2 29 
UA2 "H1'"  H1*  H 0 1 N N N -84.672 17.337 20.294 2.710  -0.119 1.461  "H1'"  UA2 30 
UA2 H8     H8   H 0 1 N N N -87.243 18.574 20.856 3.192  2.214  2.614  H8     UA2 31 
UA2 HN7    HN7  H 0 1 N N N -89.413 17.731 19.734 2.537  4.579  2.137  HN7    UA2 32 
UA2 HN61   1HN6 H 0 0 N N N -90.727 16.164 18.101 0.234  6.901  0.367  HN61   UA2 33 
UA2 HN62   2HN6 H 0 0 N N N -90.768 16.980 16.687 1.954  6.639  0.489  HN62   UA2 34 
# 
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 
UA2 C2    N1     DOUB Y N 1  
UA2 C2    N3     SING Y N 2  
UA2 C2    H2     SING N N 3  
UA2 C4    N3     DOUB Y N 4  
UA2 C4    C5     SING Y N 5  
UA2 C4    C9     SING Y N 6  
UA2 C5    C6     DOUB Y N 7  
UA2 C5    N7     SING Y N 8  
UA2 C6    N1     SING Y N 9  
UA2 C6    N6     SING N N 10 
UA2 "O5'" "C5'"  SING N N 11 
UA2 "O5'" "HO5'" SING N N 12 
UA2 "C5'" "C4'"  SING N N 13 
UA2 "C5'" "H5'1" SING N N 14 
UA2 "C5'" "H5'2" SING N N 15 
UA2 "C4'" "C3'"  SING N N 16 
UA2 "C4'" "N4'"  SING N N 17 
UA2 "C4'" "H4'"  SING N N 18 
UA2 "N4'" "C1'"  SING N N 19 
UA2 "N4'" "HN4'" SING N N 20 
UA2 "C3'" "O3'"  SING N N 21 
UA2 "C3'" "C2'"  SING N N 22 
UA2 "C3'" "H3'"  SING N N 23 
UA2 "O3'" "HO3'" SING N N 24 
UA2 "C2'" "O2'"  SING N N 25 
UA2 "C2'" "C1'"  SING N N 26 
UA2 "C2'" "H2'"  SING N N 27 
UA2 "O2'" "HO2'" SING N N 28 
UA2 "C1'" C9     SING N N 29 
UA2 "C1'" "H1'"  SING N N 30 
UA2 C9    C8     DOUB Y N 31 
UA2 C8    N7     SING Y N 32 
UA2 C8    H8     SING N N 33 
UA2 N7    HN7    SING N N 34 
UA2 N6    HN61   SING N N 35 
UA2 N6    HN62   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 
UA2 SMILES           ACDLabs              10.04 OC3C(c2c1ncnc(N)c1nc2)NC(CO)C3O                                                                                                                  
UA2 InChI            InChI                1.02b InChI=1/C11H15N5O3/c12-11-8-6(14-3-15-11)4(1-13-8)7-10(19)9(18)5(2-17)16-7/h1,3,5,7,9-10,13,16-19H,2H2,(H2,12,14,15)/t5-,7+,9-,10+/m1/s1/f/h12H2 
UA2 InChIKey         InChI                1.02b AMFDITJFBUXZQN-VQWUMHPCDM                                                                                                                        
UA2 SMILES_CANONICAL CACTVS               3.341 Nc1ncnc2c1[nH]cc2[C@@H]3N[C@H](CO)[C@@H](O)[C@H]3O                                                                                               
UA2 SMILES           CACTVS               3.341 Nc1ncnc2c1[nH]cc2[CH]3N[CH](CO)[CH](O)[CH]3O                                                                                                     
UA2 SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 c1c(c2c([nH]1)c(ncn2)N)[C@H]3[C@@H]([C@@H]([C@H](N3)CO)O)O                                                                                       
UA2 SMILES           "OpenEye OEToolkits" 1.5.0 c1c(c2c([nH]1)c(ncn2)N)C3C(C(C(N3)CO)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 
UA2 "SYSTEMATIC NAME" ACDLabs              10.04 (2S,3S,4R,5R)-2-(4-amino-5H-pyrrolo[3,2-d]pyrimidin-7-yl)-5-(hydroxymethyl)pyrrolidine-3,4-diol 
UA2 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 (2S,3S,4R,5R)-2-(4-amino-5H-pyrrolo[4,5-d]pyrimidin-7-yl)-5-(hydroxymethyl)pyrrolidine-3,4-diol 
# 
