data_8DA
# 
_chem_comp.id                                    8DA 
_chem_comp.name                                  8-OXODEOXYADENOSINE 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C10 H15 N5 O4" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2005-08-08 
_chem_comp.pdbx_modified_date                    2008-10-14 
_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                        269.257 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     8DA 
_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        2A5C 
_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 
8DA O19    O19  O 0 1 N N N 2.879  9.862  22.351 -3.476 -2.764 -0.625 O19    8DA 1  
8DA "C5'"  C5*  C 0 1 N N N 1.574  10.107 21.832 -3.514 -1.720 0.350  "C5'"  8DA 2  
8DA "C4'"  C4*  C 0 1 N N S 1.209  11.604 21.870 -2.961 -0.432 -0.261 "C4'"  8DA 3  
8DA "C3'"  C3*  C 0 1 N N R -0.265 11.670 21.941 -3.107 0.741  0.734  "C3'"  8DA 4  
8DA "O3'"  O3*  O 0 1 N N N -0.355 12.911 21.260 -4.266 1.519  0.428  "O3'"  8DA 5  
8DA "O4'"  O4*  O 0 1 N N N 1.631  12.242 23.074 -1.538 -0.550 -0.488 "O4'"  8DA 6  
8DA "C1'"  C1*  C 0 1 N N S 0.566  12.600 23.959 -1.054 0.808  -0.576 "C1'"  8DA 7  
8DA "C2'"  C2*  C 0 1 N N N -0.706 12.165 23.285 -1.824 1.576  0.522  "C2'"  8DA 8  
8DA N9     N9   N 0 1 N N N 0.711  12.126 25.364 0.387  0.854  -0.314 N9     8DA 9  
8DA C4     C4   C 0 1 N N N 1.630  11.352 25.941 1.190  -0.235 -0.082 C4     8DA 10 
8DA N3     N3   N 0 1 N N N 2.773  10.707 25.352 0.911  -1.511 0.049  N3     8DA 11 
8DA C5     C5   C 0 1 N N N 1.353  11.209 27.389 2.524  0.260  0.001  C5     8DA 12 
8DA N7     N7   N 0 1 N N N 0.222  11.922 27.641 2.432  1.652  -0.036 N7     8DA 13 
8DA C8     C8   C 0 1 N N N -0.083 12.437 26.411 1.139  1.972  -0.263 C8     8DA 14 
8DA O18    O18  O 0 1 N N N -1.121 13.186 26.247 0.715  3.104  -0.402 O18    8DA 15 
8DA C6     C6   C 0 1 N N N 2.262  10.401 28.111 3.591  -0.583 0.112  C6     8DA 16 
8DA N6     N6   N 0 1 N N N 2.049  10.230 29.443 4.874  -0.125 0.312  N6     8DA 17 
8DA N1     N1   N 0 1 N N N 3.336  9.807  27.489 3.293  -1.937 0.004  N1     8DA 18 
8DA C2     C2   C 0 1 N N N 3.574  9.973  26.162 1.985  -2.432 0.444  C2     8DA 19 
8DA H19    H19  H 0 1 N N N 3.500  9.808  21.634 -3.833 -3.557 -0.200 H19    8DA 20 
8DA "H5'1" 1H5* H 0 0 N N N 0.851  9.564  22.458 -2.908 -2.004 1.210  "H5'1" 8DA 21 
8DA "H5'2" 2H5* H 0 0 N N N 1.541  9.764  20.788 -4.544 -1.558 0.669  "H5'2" 8DA 22 
8DA "H4'"  H4*  H 0 1 N N N 1.676  12.086 20.998 -3.475 -0.204 -1.195 "H4'"  8DA 23 
8DA "H3'"  H3*  H 0 1 N N N -0.777 10.742 21.646 -3.157 0.370  1.757  "H3'"  8DA 24 
8DA H1     H1   H 0 1 N N N -0.375 13.619 21.893 -4.271 2.267  1.040  H1     8DA 25 
8DA "H1'"  H1*  H 0 1 N N N 0.571  13.689 24.116 -1.274 1.227  -1.557 "H1'"  8DA 26 
8DA "H2'1" 1H2* H 0 0 N N N -1.240 11.393 23.859 -1.239 1.617  1.441  "H2'1" 8DA 27 
8DA "H2'2" 2H2* H 0 0 N N N -1.412 13.003 23.188 -2.074 2.581  0.181  "H2'2" 8DA 28 
8DA HN7    HN7  H 0 1 N N N -0.264 12.040 28.507 3.164  2.278  0.082  HN7    8DA 29 
8DA HN61   1HN6 H 0 0 N N N 1.515  10.998 29.796 5.044  0.827  0.379  HN61   8DA 30 
8DA HN62   2HN6 H 0 0 N N N 2.928  10.188 29.919 5.607  -0.756 0.391  HN62   8DA 31 
8DA HN1    HN1  H 0 1 N N N 4.146  10.163 27.954 3.950  -2.553 -0.357 HN1    8DA 32 
8DA H21    1H2  H 0 1 N N N 4.498  10.569 26.169 1.985  -2.535 1.529  H21    8DA 33 
8DA H22    2H2  H 0 1 N N N 3.559  8.958  25.738 1.804  -3.407 -0.007 H22    8DA 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 
8DA O19   "C5'"  SING N N 1  
8DA O19   H19    SING N N 2  
8DA "C5'" "C4'"  SING N N 3  
8DA "C5'" "H5'1" SING N N 4  
8DA "C5'" "H5'2" SING N N 5  
8DA "C4'" "C3'"  SING N N 6  
8DA "C4'" "O4'"  SING N N 7  
8DA "C4'" "H4'"  SING N N 8  
8DA "C3'" "O3'"  SING N N 9  
8DA "C3'" "C2'"  SING N N 10 
8DA "C3'" "H3'"  SING N N 11 
8DA "O3'" H1     SING N N 12 
8DA "O4'" "C1'"  SING N N 13 
8DA "C1'" "C2'"  SING N N 14 
8DA "C1'" N9     SING N N 15 
8DA "C1'" "H1'"  SING N N 16 
8DA "C2'" "H2'1" SING N N 17 
8DA "C2'" "H2'2" SING N N 18 
8DA N9    C4     SING N N 19 
8DA N9    C8     SING N N 20 
8DA C4    N3     DOUB N N 21 
8DA C4    C5     SING N N 22 
8DA N3    C2     SING N N 23 
8DA C5    N7     SING N N 24 
8DA C5    C6     DOUB N N 25 
8DA N7    C8     SING N N 26 
8DA N7    HN7    SING N N 27 
8DA C8    O18    DOUB N N 28 
8DA C6    N6     SING N N 29 
8DA C6    N1     SING N N 30 
8DA N6    HN61   SING N N 31 
8DA N6    HN62   SING N N 32 
8DA N1    C2     SING N N 33 
8DA N1    HN1    SING N N 34 
8DA C2    H21    SING N N 35 
8DA C2    H22    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 
8DA SMILES           ACDLabs              10.04 O=C2NC1=C(N)NCN=C1N2C3OC(C(O)C3)CO                                                                                                 
8DA InChI            InChI                1.02b InChI=1/C10H15N5O4/c11-8-7-9(13-3-12-8)15(10(18)14-7)6-1-4(17)5(2-16)19-6/h4-6,12,16-17H,1-3,11H2,(H,14,18)/t4-,5+,6+/m1/s1/f/h14H 
8DA InChIKey         InChI                1.02b KTCVXRUKSBTHOG-SEIYTUDLDI                                                                                                          
8DA SMILES_CANONICAL CACTVS               3.341 NC1=C2NC(=O)N([C@@H]3C[C@@H](O)[C@H](CO)O3)C2=NCN1                                                                                 
8DA SMILES           CACTVS               3.341 NC1=C2NC(=O)N([CH]3C[CH](O)[CH](CO)O3)C2=NCN1                                                                                      
8DA SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 C1[C@H]([C@@H](O[C@@H]1N2C3=NCNC(=C3NC2=O)N)CO)O                                                                                   
8DA SMILES           "OpenEye OEToolkits" 1.5.0 C1C(C(OC1N2C3=NCNC(=C3NC2=O)N)CO)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 
8DA "SYSTEMATIC NAME" ACDLabs              10.04 6-amino-9-(2-deoxy-beta-L-erythro-pentofuranosyl)-1,2,7,9-tetrahydro-8H-purin-8-one      
8DA "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 6-amino-9-[(2S,4R,5S)-4-hydroxy-5-(hydroxymethyl)oxolan-2-yl]-2,7-dihydro-1H-purin-8-one 
# 
