data_PRN
# 
_chem_comp.id                                    PRN 
_chem_comp.name                                  
;PURINE 2'-DEOXYRIBO-5'-MONOPHOSPHATE
;
_chem_comp.type                                  "DNA LINKING" 
_chem_comp.pdbx_type                             ATOMN 
_chem_comp.formula                               "C10 H13 N4 O6 P" 
_chem_comp.mon_nstd_parent_comp_id               DA 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     1999-07-08 
_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                        316.207 
_chem_comp.one_letter_code                       A 
_chem_comp.three_letter_code                     PRN 
_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        1CL8 
_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 
PRN N1     N1   N 0 1 Y N N 15.542 25.233 1.991  -0.591 0.452  6.121  N1     PRN 1  
PRN C2     C2   C 0 1 Y N N 15.785 24.083 1.328  0.440  1.026  5.531  C2     PRN 2  
PRN N3     N3   N 0 1 Y N N 16.952 23.525 1.048  0.665  0.915  4.238  N3     PRN 3  
PRN C4     C4   C 0 1 Y N N 17.995 24.226 1.500  -0.151 0.204  3.473  C4     PRN 4  
PRN C5     C5   C 0 1 Y N N 17.865 25.428 2.200  -1.268 -0.421 4.062  C5     PRN 5  
PRN C6     C6   C 0 1 Y N N 16.591 25.921 2.435  -1.460 -0.271 5.436  C6     PRN 6  
PRN N7     N7   N 0 1 Y N N 19.150 25.826 2.487  -1.930 -1.067 3.071  N7     PRN 7  
PRN C8     C8   C 0 1 Y N N 19.955 24.893 1.970  -1.310 -0.879 1.942  C8     PRN 8  
PRN N9     N9   N 0 1 Y N N 19.322 23.913 1.368  -0.210 -0.099 2.136  N9     PRN 9  
PRN "C1'"  C1*  C 0 1 N N R 19.864 22.736 0.691  0.739  0.330  1.107  "C1'"  PRN 10 
PRN "C2'"  C2*  C 0 1 N N N 21.261 22.870 0.129  1.885  -0.697 0.970  "C2'"  PRN 11 
PRN "C3'"  C3*  C 0 1 N N S 21.629 21.405 -0.058 2.185  -0.724 -0.545 "C3'"  PRN 12 
PRN "O3'"  O3*  O 0 1 N N N 21.119 20.974 -1.322 3.530  -0.310 -0.796 "O3'"  PRN 13 
PRN "C4'"  C4*  C 0 1 N N R 20.852 20.701 1.061  1.186  0.288  -1.147 "C4'"  PRN 14 
PRN "O4'"  O4*  O 0 1 N N N 19.977 21.697 1.637  0.104  0.349  -0.189 "O4'"  PRN 15 
PRN "C5'"  C5*  C 0 1 N N N 21.689 20.024 2.122  0.671  -0.202 -2.501 "C5'"  PRN 16 
PRN "O5'"  O5*  O 0 1 N N N 22.715 20.897 2.590  -0.303 0.714  -3.001 "O5'"  PRN 17 
PRN P      P    P 0 1 N N N 23.623 20.483 3.833  -0.799 0.139  -4.421 P      PRN 18 
PRN OP1    O1P  O 0 1 N N N 24.846 21.326 3.828  -1.391 -1.204 -4.229 OP1    PRN 19 
PRN OP2    O2P  O 0 1 N N N 23.752 19.004 3.858  -1.906 1.128  -5.044 OP2    PRN 20 
PRN OP3    O3P  O 0 1 N Y N 22.741 20.904 5.105  0.453  0.034  -5.425 OP3    PRN 21 
PRN H2     H2   H 0 1 N N N 14.908 23.521 0.964  1.125  1.609  6.130  H2     PRN 22 
PRN H6     H6   H 0 1 N N N 16.411 26.864 2.977  -2.300 -0.736 5.930  H6     PRN 23 
PRN H8     H8   H 0 1 N N N 21.055 24.929 2.035  -1.623 -1.282 0.990  H8     PRN 24 
PRN "H1'"  H1*  H 0 1 N N N 19.160 22.561 -0.156 1.139  1.314  1.348  "H1'"  PRN 25 
PRN "H2'"  1H2* H 0 1 N N N 21.356 23.510 -0.778 1.560  -1.679 1.312  "H2'"  PRN 26 
PRN "H2''" 2H2* H 0 0 N N N 21.971 23.471 0.742  2.762  -0.368 1.527  "H2''" PRN 27 
PRN "H3'"  H3*  H 0 1 N N N 22.725 21.204 -0.026 2.011  -1.720 -0.951 "H3'"  PRN 28 
PRN "HO3'" HO3* H 0 0 N Y N 21.348 20.059 -1.438 4.106  -0.961 -0.373 "HO3'" PRN 29 
PRN "H4'"  H4*  H 0 1 N N N 20.296 19.846 0.608  1.656  1.266  -1.252 "H4'"  PRN 30 
PRN "H5'"  1H5* H 0 1 N N N 21.061 19.638 2.959  1.502  -0.268 -3.204 "H5'"  PRN 31 
PRN "H5''" 2H5* H 0 0 N N N 22.104 19.053 1.763  0.217  -1.186 -2.383 "H5''" PRN 32 
PRN HOP2   2HOP H 0 0 N N N 24.293 18.757 4.598  -2.175 0.748  -5.891 HOP2   PRN 33 
PRN HOP3   3HOP H 0 0 N N N 23.282 20.657 5.845  0.809  0.928  -5.522 HOP3   PRN 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 
PRN N1    C2     SING Y N 1  
PRN N1    C6     DOUB Y N 2  
PRN C2    N3     DOUB Y N 3  
PRN C2    H2     SING N N 4  
PRN N3    C4     SING Y N 5  
PRN C4    C5     DOUB Y N 6  
PRN C4    N9     SING Y N 7  
PRN C5    C6     SING Y N 8  
PRN C5    N7     SING Y N 9  
PRN C6    H6     SING N N 10 
PRN N7    C8     DOUB Y N 11 
PRN C8    N9     SING Y N 12 
PRN C8    H8     SING N N 13 
PRN N9    "C1'"  SING N N 14 
PRN "C1'" "C2'"  SING N N 15 
PRN "C1'" "O4'"  SING N N 16 
PRN "C1'" "H1'"  SING N N 17 
PRN "C2'" "C3'"  SING N N 18 
PRN "C2'" "H2'"  SING N N 19 
PRN "C2'" "H2''" SING N N 20 
PRN "C3'" "O3'"  SING N N 21 
PRN "C3'" "C4'"  SING N N 22 
PRN "C3'" "H3'"  SING N N 23 
PRN "O3'" "HO3'" SING N N 24 
PRN "C4'" "O4'"  SING N N 25 
PRN "C4'" "C5'"  SING N N 26 
PRN "C4'" "H4'"  SING N N 27 
PRN "C5'" "O5'"  SING N N 28 
PRN "C5'" "H5'"  SING N N 29 
PRN "C5'" "H5''" SING N N 30 
PRN "O5'" P      SING N N 31 
PRN P     OP1    DOUB N N 32 
PRN P     OP2    SING N N 33 
PRN P     OP3    SING N N 34 
PRN OP2   HOP2   SING N N 35 
PRN OP3   HOP3   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 
PRN SMILES           ACDLabs              10.04 "O=P(O)(O)OCC3OC(n2cnc1cncnc12)CC3O"                                                                                                             
PRN InChI            InChI                1.02b "InChI=1/C10H13N4O6P/c15-7-1-9(20-8(7)3-19-21(16,17)18)14-5-13-6-2-11-4-12-10(6)14/h2,4-5,7-9,15H,1,3H2,(H2,16,17,18)/t7-,8+,9+/m0/s1/f/h16-17H" 
PRN InChIKey         InChI                1.02b OQIJGDJDESHELC-WOWLYLHADP                                                                                                                        
PRN SMILES_CANONICAL CACTVS               3.341 "O[C@H]1C[C@@H](O[C@@H]1CO[P](O)(O)=O)n2cnc3cncnc23"                                                                                             
PRN SMILES           CACTVS               3.341 "O[CH]1C[CH](O[CH]1CO[P](O)(O)=O)n2cnc3cncnc23"                                                                                                  
PRN SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "c1c2c(ncn1)n(cn2)[C@H]3C[C@@H]([C@H](O3)COP(=O)(O)O)O"                                                                                          
PRN SMILES           "OpenEye OEToolkits" 1.5.0 "c1c2c(ncn1)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 
PRN "SYSTEMATIC NAME" ACDLabs              10.04 "9-(2-deoxy-5-O-phosphono-beta-D-erythro-pentofuranosyl)-9H-purine"          
PRN "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "[(2R,3S,5R)-3-hydroxy-5-purin-9-yl-oxolan-2-yl]methyl dihydrogen phosphate" 
# 
