data_2PR
# 
_chem_comp.id                                    2PR 
_chem_comp.name                                  "2-AMINO-9-[2-DEOXYRIBOFURANOSYL]-9H-PURINE-5'-MONOPHOSPHATE" 
_chem_comp.type                                  "DNA LINKING" 
_chem_comp.pdbx_type                             ATOMN 
_chem_comp.formula                               "C10 H14 N5 O6 P" 
_chem_comp.mon_nstd_parent_comp_id               DG 
_chem_comp.pdbx_synonyms                         "2-AMINOPURINE-2'-DEOXYRIBO-5'-MONOPHOSPHATE" 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2000-07-14 
_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                        331.222 
_chem_comp.one_letter_code                       G 
_chem_comp.three_letter_code                     2PR 
_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        ? 
_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 
2PR OP3    O3P    O 0 1 N Y N 32.100 5.181  63.737 5.162  -1.694 -1.541 OP3    2PR 1  
2PR P      P      P 0 1 N N N 33.400 5.468  64.663 4.780  -0.763 -0.285 P      2PR 2  
2PR OP1    O1P    O 0 1 N N N 34.338 6.135  63.753 4.709  -1.590 0.940  OP1    2PR 3  
2PR OP2    O2P    O 0 1 N N N 33.849 4.249  65.351 5.904  0.375  -0.099 OP2    2PR 4  
2PR "O5'"  "O5'"  O 0 1 N N N 32.795 6.479  65.730 3.351  -0.068 -0.547 "O5'"  2PR 5  
2PR "C5'"  "C5'"  C 0 1 N N N 33.585 6.794  66.908 2.686  0.737  0.428  "C5'"  2PR 6  
2PR "C4'"  "C4'"  C 0 1 N N R 33.646 8.313  67.070 1.359  1.238  -0.143 "C4'"  2PR 7  
2PR "O4'"  "O4'"  O 0 1 N N N 34.424 8.677  68.227 0.448  0.138  -0.353 "O4'"  2PR 8  
2PR "C3'"  "C3'"  C 0 1 N N S 34.323 9.074  65.922 0.621  2.127  0.890  "C3'"  2PR 9  
2PR "O3'"  "O3'"  O 0 1 N N N 33.668 10.344 65.762 1.058  3.485  0.800  "O3'"  2PR 10 
2PR "C2'"  "C2'"  C 0 1 N N N 35.784 9.163  66.399 -0.854 1.991  0.440  "C2'"  2PR 11 
2PR "C1'"  "C1'"  C 0 1 N N R 35.619 9.393  67.894 -0.878 0.692  -0.388 "C1'"  2PR 12 
2PR N9     N9     N 0 1 Y N N 36.573 8.717  68.761 -1.830 -0.255 0.198  N9     2PR 13 
2PR C8     C8     C 0 1 Y N N 37.362 7.624  68.484 -1.537 -1.245 1.089  C8     2PR 14 
2PR N7     N7     N 0 1 Y N N 38.060 7.214  69.541 -2.618 -1.898 1.402  N7     2PR 15 
2PR C5     C5     C 0 1 Y N N 37.660 8.066  70.566 -3.674 -1.371 0.733  C5     2PR 16 
2PR C6     C6     C 0 1 Y N N 38.009 8.154  71.938 -5.039 -1.655 0.676  C6     2PR 17 
2PR N1     N1     N 0 1 Y N N 37.425 9.124  72.684 -5.809 -0.919 -0.106 N1     2PR 18 
2PR C2     C2     C 0 1 Y N N 36.542 9.946  72.099 -5.307 0.075  -0.829 C2     2PR 19 
2PR N2     N2     N 0 1 N N N 36.016 10.885 72.890 -6.159 0.816  -1.632 N2     2PR 20 
2PR N3     N3     N 0 1 Y N N 36.130 9.957  70.825 -4.020 0.381  -0.807 N3     2PR 21 
2PR C4     C4     C 0 1 Y N N 36.741 8.990  70.105 -3.180 -0.305 -0.044 C4     2PR 22 
2PR HOP3   HOP3   H 0 0 N N N 31.326 5.125  64.285 6.013  -2.145 -1.451 HOP3   2PR 23 
2PR HOP2   HOP2   H 0 0 N N N 33.946 3.546  64.720 6.005  0.956  -0.865 HOP2   2PR 24 
2PR "H5'"  "H5'1" H 0 1 N N N 33.119 6.345  67.798 2.496  0.143  1.322  "H5'"  2PR 25 
2PR "H5''" "H5'2" H 0 0 N N N 34.602 6.390  66.794 3.316  1.589  0.686  "H5''" 2PR 26 
2PR "H4'"  "H4'"  H 0 1 N N N 32.583 8.590  67.128 1.523  1.783  -1.073 "H4'"  2PR 27 
2PR "H3'"  "H3'"  H 0 1 N N N 34.268 8.606  64.928 0.756  1.743  1.901  "H3'"  2PR 28 
2PR "HO3'" H3T    H 0 0 N Y N 33.524 10.736 66.615 0.625  4.080  1.427  "HO3'" 2PR 29 
2PR "H2'"  "H2'1" H 0 1 N N N 36.345 8.241  66.183 -1.511 1.904  1.305  "H2'"  2PR 30 
2PR "H2''" "H2'2" H 0 0 N N N 36.363 9.950  65.895 -1.145 2.842  -0.177 "H2''" 2PR 31 
2PR "H1'"  "H1'"  H 0 1 N N N 35.688 10.480 68.045 -1.160 0.914  -1.418 "H1'"  2PR 32 
2PR H8     H8     H 0 1 N N N 37.410 7.150  67.515 -0.552 -1.456 1.479  H8     2PR 33 
2PR H6     H6     H 0 1 N N N 38.719 7.468  72.376 -5.459 -2.462 1.259  H6     2PR 34 
2PR HN21   HN21   H 0 0 N N N 35.885 10.512 73.809 -7.105 0.605  -1.659 HN21   2PR 35 
2PR HN22   HN22   H 0 0 N N N 36.635 11.669 72.934 -5.808 1.546  -2.166 HN22   2PR 36 
# 
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 
2PR OP3   P      SING N N 1  
2PR OP3   HOP3   SING N N 2  
2PR P     OP1    DOUB N N 3  
2PR P     OP2    SING N N 4  
2PR P     "O5'"  SING N N 5  
2PR OP2   HOP2   SING N N 6  
2PR "O5'" "C5'"  SING N N 7  
2PR "C5'" "C4'"  SING N N 8  
2PR "C5'" "H5'"  SING N N 9  
2PR "C5'" "H5''" SING N N 10 
2PR "C4'" "O4'"  SING N N 11 
2PR "C4'" "C3'"  SING N N 12 
2PR "C4'" "H4'"  SING N N 13 
2PR "O4'" "C1'"  SING N N 14 
2PR "C3'" "O3'"  SING N N 15 
2PR "C3'" "C2'"  SING N N 16 
2PR "C3'" "H3'"  SING N N 17 
2PR "O3'" "HO3'" SING N N 18 
2PR "C2'" "C1'"  SING N N 19 
2PR "C2'" "H2'"  SING N N 20 
2PR "C2'" "H2''" SING N N 21 
2PR "C1'" N9     SING N N 22 
2PR "C1'" "H1'"  SING N N 23 
2PR N9    C8     SING Y N 24 
2PR N9    C4     SING Y N 25 
2PR C8    N7     DOUB Y N 26 
2PR C8    H8     SING N N 27 
2PR N7    C5     SING Y N 28 
2PR C5    C6     SING Y N 29 
2PR C5    C4     DOUB Y N 30 
2PR C6    N1     DOUB Y N 31 
2PR C6    H6     SING N N 32 
2PR N1    C2     SING Y N 33 
2PR C2    N2     SING N N 34 
2PR C2    N3     DOUB Y N 35 
2PR N2    HN21   SING N N 36 
2PR N2    HN22   SING N N 37 
2PR N3    C4     SING Y N 38 
# 
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 
2PR SMILES           ACDLabs              10.04 "O=P(O)(O)OCC3OC(n2cnc1cnc(nc12)N)CC3O"                                                                                                                             
2PR InChI            InChI                1.02b "InChI=1/C10H14N5O6P/c11-10-12-2-5-9(14-10)15(4-13-5)8-1-6(16)7(21-8)3-20-22(17,18)19/h2,4,6-8,16H,1,3H2,(H2,11,12,14)(H2,17,18,19)/t6-,7+,8+/m0/s1/f/h17-18H,11H2" 
2PR InChIKey         InChI                1.02b XLBUIHNMZIQVTK-GHUFCVTQDS                                                                                                                                           
2PR SMILES_CANONICAL CACTVS               3.341 "Nc1ncc2ncn([C@H]3C[C@H](O)[C@@H](CO[P](O)(O)=O)O3)c2n1"                                                                                                            
2PR SMILES           CACTVS               3.341 "Nc1ncc2ncn([CH]3C[CH](O)[CH](CO[P](O)(O)=O)O3)c2n1"                                                                                                                
2PR SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "c1c2c(nc(n1)N)n(cn2)[C@H]3C[C@@H]([C@H](O3)COP(=O)(O)O)O"                                                                                                          
2PR SMILES           "OpenEye OEToolkits" 1.5.0 "c1c2c(nc(n1)N)n(cn2)C3CC(C(O3)COP(=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 
2PR "SYSTEMATIC NAME" ACDLabs              10.04 "9-(2-deoxy-5-O-phosphono-beta-D-erythro-pentofuranosyl)-9H-purin-2-amine"            
2PR "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "[(2R,3S,5R)-5-(2-aminopurin-9-yl)-3-hydroxy-oxolan-2-yl]methyl dihydrogen phosphate" 
# 
