data_8XG
# 
_chem_comp.id                                    8XG 
_chem_comp.name                                  "2-amino-9-(5-O-phosphono-beta-D-xylofuranosyl)-1,9-dihydro-6H-purin-6-one" 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             ATOMN 
_chem_comp.formula                               "C10 H14 N5 O8 P" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2015-07-16 
_chem_comp.pdbx_modified_date                    2015-07-24 
_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                        363.221 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     8XG 
_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        2N4J 
_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 
8XG P      P      P 0 1 N N N 77.708 102.141 -15.494 5.097  0.772  0.422  P      8XG 1  
8XG OP1    OP1    O 0 1 N N N 76.583 103.099 -15.476 4.980  1.785  -0.651 OP1    8XG 2  
8XG OP2    OP2    O 0 1 N N N 77.912 101.245 -14.336 5.502  1.496  1.801  OP2    8XG 3  
8XG "O5'"  "O5'"  O 0 1 N N N 77.598 101.242 -16.828 3.686  0.019  0.605  "O5'"  8XG 4  
8XG "C5'"  "C5'"  C 0 1 N N N 78.625 100.307 -17.147 3.005  -0.631 -0.471 "C5'"  8XG 5  
8XG "C4'"  "C4'"  C 0 1 N N R 78.947 100.290 -18.638 1.701  -1.242 0.046  "C4'"  8XG 6  
8XG "O4'"  "O4'"  O 0 1 N N N 80.348 100.484 -18.839 0.762  -0.206 0.407  "O4'"  8XG 7  
8XG "C1'"  "C1'"  C 0 1 N N R 80.858 99.394  -19.601 -0.547 -0.799 0.386  "C1'"  8XG 8  
8XG N9     N9     N 0 1 Y N N 81.661 98.491  -18.759 -1.533 0.187  -0.061 N9     8XG 9  
8XG C4     C4     C 0 1 Y N N 82.524 97.537  -19.222 -2.875 0.170  0.209  C4     8XG 10 
8XG N3     N3     N 0 1 N N N 82.769 97.261  -20.519 -3.677 -0.651 0.896  N3     8XG 11 
8XG C2     C2     C 0 1 N N N 83.658 96.284  -20.664 -4.967 -0.416 0.994  C2     8XG 12 
8XG N2     N2     N 0 1 N N N 83.989 95.877  -21.881 -5.750 -1.287 1.709  N2     8XG 13 
8XG N1     N1     N 0 1 N N N 84.260 95.636  -19.605 -5.548 0.667  0.406  N1     8XG 14 
8XG C6     C6     C 0 1 N N N 84.020 95.904  -18.267 -4.801 1.541  -0.305 C6     8XG 15 
8XG O6     O6     O 0 1 N N N 84.603 95.266  -17.396 -5.312 2.513  -0.834 O6     8XG 16 
8XG C5     C5     C 0 1 Y N N 83.071 96.945  -18.108 -3.412 1.300  -0.418 C5     8XG 17 
8XG N7     N7     N 0 1 Y N N 82.556 97.516  -16.947 -2.389 1.943  -1.032 N7     8XG 18 
8XG C8     C8     C 0 1 Y N N 81.736 98.416  -17.398 -1.282 1.293  -0.820 C8     8XG 19 
8XG "C2'"  "C2'"  C 0 1 N N R 79.682 98.650  -20.222 -0.498 -1.979 -0.604 "C2'"  8XG 20 
8XG "O2'"  "O2'"  O 0 1 N N N 79.394 99.128  -21.542 -0.835 -3.201 0.056  "O2'"  8XG 21 
8XG "C3'"  "C3'"  C 0 1 N N R 78.536 98.955  -19.255 0.975  -2.015 -1.084 "C3'"  8XG 22 
8XG "O3'"  "O3'"  O 0 1 N N N 78.406 97.939  -18.251 1.120  -1.338 -2.335 "O3'"  8XG 23 
8XG O1     O1     O 0 1 N Y N 79.073 102.954 -15.762 6.230  -0.301 0.026  O1     8XG 24 
8XG H2     H2     H 0 1 N N N 77.244 101.414 -13.682 6.343  1.971  1.764  H2     8XG 25 
8XG "H5'"  "H5'"  H 0 1 N N N 78.295 99.302  -16.844 2.782  0.096  -1.251 "H5'"  8XG 26 
8XG "H5''" "H5''" H 0 0 N N N 79.535 100.577 -16.591 3.639  -1.419 -0.879 "H5''" 8XG 27 
8XG "H4'"  "H4'"  H 0 1 N N N 78.381 101.095 -19.130 1.895  -1.897 0.896  "H4'"  8XG 28 
8XG "H1'"  "H1'"  H 0 1 N N N 81.491 99.778  -20.415 -0.807 -1.158 1.382  "H1'"  8XG 29 
8XG H21    H21    H 0 1 N N N 83.571 96.305  -22.682 -5.351 -2.062 2.134  H21    8XG 30 
8XG H22    H22    H 0 1 N N N 84.657 95.142  -21.998 -6.704 -1.127 1.790  H22    8XG 31 
8XG H1     H1     H 0 1 N N N 84.921 94.917  -19.820 -6.503 0.812  0.498  H1     8XG 32 
8XG H8     H8     H 0 1 N N N 81.158 99.055  -16.747 -0.310 1.585  -1.190 H8     8XG 33 
8XG "H2'"  "H2'"  H 0 1 N N N 79.886 97.569  -20.227 -1.171 -1.800 -1.444 "H2'"  8XG 34 
8XG "HO2'" "HO2'" H 0 0 N N N 78.658 98.646  -21.900 -0.821 -3.977 -0.520 "HO2'" 8XG 35 
8XG "H3'"  "H3'"  H 0 1 N N N 77.599 99.078  -19.817 1.336  -3.040 -1.154 "H3'"  8XG 36 
8XG H3     H3     H 0 1 N N N 77.688 98.158  -17.669 0.609  -1.730 -3.056 H3     8XG 37 
8XG H4     H4     H 0 1 N N N 78.878 103.879 -15.854 6.362  -0.996 0.685  H4     8XG 38 
# 
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 
8XG N2    C2     SING N N 1  
8XG "O2'" "C2'"  SING N N 2  
8XG C2    N3     DOUB N N 3  
8XG C2    N1     SING N N 4  
8XG N3    C4     SING N N 5  
8XG "C2'" "C1'"  SING N N 6  
8XG "C2'" "C3'"  SING N N 7  
8XG N1    C6     SING N N 8  
8XG "C1'" "O4'"  SING N N 9  
8XG "C1'" N9     SING N N 10 
8XG "C3'" "C4'"  SING N N 11 
8XG "C3'" "O3'"  SING N N 12 
8XG C4    N9     SING Y N 13 
8XG C4    C5     DOUB Y N 14 
8XG "O4'" "C4'"  SING N N 15 
8XG N9    C8     SING Y N 16 
8XG "C4'" "C5'"  SING N N 17 
8XG C6    C5     SING N N 18 
8XG C6    O6     DOUB N N 19 
8XG C5    N7     SING Y N 20 
8XG C8    N7     DOUB Y N 21 
8XG "C5'" "O5'"  SING N N 22 
8XG "O5'" P      SING N N 23 
8XG P     OP1    DOUB N N 24 
8XG P     OP2    SING N N 25 
8XG P     O1     SING N N 26 
8XG OP2   H2     SING N N 27 
8XG "C5'" "H5'"  SING N N 28 
8XG "C5'" "H5''" SING N N 29 
8XG "C4'" "H4'"  SING N N 30 
8XG "C1'" "H1'"  SING N N 31 
8XG N2    H21    SING N N 32 
8XG N2    H22    SING N N 33 
8XG N1    H1     SING N N 34 
8XG C8    H8     SING N N 35 
8XG "C2'" "H2'"  SING N N 36 
8XG "O2'" "HO2'" SING N N 37 
8XG "C3'" "H3'"  SING N N 38 
8XG "O3'" H3     SING N N 39 
8XG O1    H4     SING N N 40 
# 
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 
8XG SMILES           ACDLabs              12.01 "P(=O)(O)(O)OCC3OC(n1cnc2c1N=C(NC2=O)N)C(C3O)O"                                                                                                                      
8XG InChI            InChI                1.03  "InChI=1S/C10H14N5O8P/c11-10-13-7-4(8(18)14-10)12-2-15(7)9-6(17)5(16)3(23-9)1-22-24(19,20)21/h2-3,5-6,9,16-17H,1H2,(H2,19,20,21)(H3,11,13,14,18)/t3-,5+,6-,9-/m1/s1" 
8XG InChIKey         InChI                1.03  RQFCJASXJCIDSX-FTWQFJAYSA-N                                                                                                                                          
8XG SMILES_CANONICAL CACTVS               3.385 "NC1=Nc2n(cnc2C(=O)N1)[C@@H]3O[C@H](CO[P](O)(O)=O)[C@H](O)[C@H]3O"                                                                                                   
8XG SMILES           CACTVS               3.385 "NC1=Nc2n(cnc2C(=O)N1)[CH]3O[CH](CO[P](O)(O)=O)[CH](O)[CH]3O"                                                                                                        
8XG SMILES_CANONICAL "OpenEye OEToolkits" 1.7.6 "c1nc2c(n1[C@H]3[C@@H]([C@H]([C@H](O3)COP(=O)(O)O)O)O)N=C(NC2=O)N"                                                                                                   
8XG SMILES           "OpenEye OEToolkits" 1.7.6 "c1nc2c(n1C3C(C(C(O3)COP(=O)(O)O)O)O)N=C(NC2=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 
8XG "SYSTEMATIC NAME" ACDLabs              12.01 "2-amino-9-(5-O-phosphono-beta-D-xylofuranosyl)-1,9-dihydro-6H-purin-6-one"                                          
8XG "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.6 "[(2R,3R,4R,5R)-5-(2-azanyl-6-oxidanylidene-1H-purin-9-yl)-3,4-bis(oxidanyl)oxolan-2-yl]methyl dihydrogen phosphate" 
# 
loop_
_pdbx_chem_comp_audit.comp_id 
_pdbx_chem_comp_audit.action_type 
_pdbx_chem_comp_audit.date 
_pdbx_chem_comp_audit.processing_site 
8XG "Create component" 2015-07-16 RCSB 
8XG "Initial release"  2015-07-29 RCSB 
# 
