data_A38
# 
_chem_comp.id                                    A38 
_chem_comp.name                                  
;8-OXY DEOXYADENOSINE-5'-MONOPHOSPHATE
;
_chem_comp.type                                  "DNA LINKING" 
_chem_comp.pdbx_type                             ATOMN 
_chem_comp.formula                               "C10 H14 N5 O7 P" 
_chem_comp.mon_nstd_parent_comp_id               DA 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     1996-06-10 
_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                        347.221 
_chem_comp.one_letter_code                       A 
_chem_comp.three_letter_code                     A38 
_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   Y 
_chem_comp.pdbx_model_coordinates_db_code        1FJB 
_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 
A38 O3P    O3P  O 0 1 N Y N 11.030 2.072  -4.871 -4.207 -1.737 -1.073 O3P    A38 1  
A38 P      P    P 0 1 N N N 10.518 3.166  -4.014 -4.606 -1.068 0.186  P      A38 2  
A38 O1P    O1P  O 0 1 N N N 11.401 3.770  -2.991 -5.198 -2.160 1.210  O1P    A38 3  
A38 O2P    O2P  O 0 1 N N N 9.965  4.352  -4.959 -5.732 0.039  -0.129 O2P    A38 4  
A38 "O5'"  O5*  O 0 1 N N N 9.191  2.630  -3.283 -3.321 -0.355 0.845  "O5'"  A38 5  
A38 "C5'"  C5*  C 0 1 N N N 8.563  3.376  -2.231 -2.774 0.512  -0.151 "C5'"  A38 6  
A38 "C4'"  C4*  C 0 1 N N R 7.317  2.681  -1.707 -1.544 1.225  0.414  "C4'"  A38 7  
A38 "O4'"  O4*  O 0 1 N N N 6.282  2.581  -2.700 -0.443 0.300  0.572  "O4'"  A38 8  
A38 "C3'"  C3*  C 0 1 N N S 7.612  1.290  -1.176 -1.002 2.265  -0.600 "C3'"  A38 9  
A38 "O3'"  O3*  O 0 1 N N N 6.786  1.125  -0.015 -1.675 3.517  -0.455 "O3'"  A38 10 
A38 "C2'"  C2*  C 0 1 N N N 7.082  0.445  -2.427 0.483  2.384  -0.180 "C2'"  A38 11 
A38 "C1'"  C1*  C 0 1 N N R 5.740  1.265  -2.607 0.760  1.085  0.602  "C1'"  A38 12 
A38 N9     N9   N 0 1 N N N 4.989  1.023  -3.866 1.853  0.345  -0.034 N9     A38 13 
A38 C8     C8   C 0 1 N N N 5.595  0.720  -5.074 1.823  -0.197 -1.266 C8     A38 14 
A38 N7     N7   N 0 1 N N N 4.601  0.606  -5.963 3.000  -0.801 -1.523 N7     A38 15 
A38 C5     C5   C 0 1 Y N N 3.358  0.811  -5.446 3.823  -0.634 -0.412 C5     A38 16 
A38 C6     C6   C 0 1 Y N N 2.031  0.815  -5.899 5.118  -1.032 -0.086 C6     A38 17 
A38 N6     N6   N 0 1 N N N 1.662  0.578  -7.153 5.885  -1.756 -0.988 N6     A38 18 
A38 N1     N1   N 0 1 Y N N 1.090  1.079  -4.987 5.607  -0.697 1.106  N1     A38 19 
A38 C2     C2   C 0 1 Y N N 1.442  1.319  -3.728 4.883  -0.009 1.967  C2     A38 20 
A38 N3     N3   N 0 1 Y N N 2.654  1.342  -3.187 3.652  0.380  1.699  N3     A38 21 
A38 C4     C4   C 0 1 Y N N 3.598  1.075  -4.113 3.089  0.088  0.532  C4     A38 22 
A38 O      O    O 0 1 N N N 6.788  0.578  -5.326 0.877  -0.150 -2.030 O      A38 23 
A38 H3P    H3P  H 0 1 N N N 10.269 1.574  -5.261 ?      ?      ?      H3P    A38 24 
A38 H2P    H2P  H 0 1 N N N 8.975  4.345  -4.953 -5.963 0.450  0.716  H2P    A38 25 
A38 "H5'1" 1H5* H 0 0 N N N 9.278  3.495  -1.404 -3.521 1.251  -0.440 "H5'1" A38 26 
A38 "H5'2" 2H5* H 0 0 N N N 8.262  4.352  -2.639 -2.486 -0.073 -1.024 "H5'2" A38 27 
A38 "H4'"  H4*  H 0 1 N N N 6.963  3.317  -0.882 -1.781 1.703  1.364  "H4'"  A38 28 
A38 "H3'"  H3*  H 0 1 N N N 8.639  1.035  -0.876 -1.089 1.894  -1.621 "H3'"  A38 29 
A38 HA     HA   H 0 1 N N N 6.658  0.160  0.165  -1.232 4.142  -1.045 HA     A38 30 
A38 "H2'1" 1H2* H 0 0 N N N 7.746  0.515  -3.302 0.629  3.254  0.461  "H2'1" A38 31 
A38 "H2'2" 2H2* H 0 0 N N N 6.997  -0.645 -2.303 1.125  2.445  -1.059 "H2'2" A38 32 
A38 "H1'"  H1*  H 0 1 N N N 5.020  1.024  -1.811 1.023  1.322  1.633  "H1'"  A38 33 
A38 H7     H7   H 0 1 N N N 4.757  0.390  -6.922 3.235  -1.267 -2.340 H7     A38 34 
A38 H6N1   1H6N H 0 0 N N N 2.349  0.380  -7.845 6.787  -2.024 -0.753 H6N1   A38 35 
A38 H6N2   2H6N H 0 0 N N N 0.698  0.598  -7.400 5.517  -1.998 -1.853 H6N2   A38 36 
A38 H2     H2   H 0 1 N N N 0.641  1.521  -3.061 5.312  0.244  2.925  H2     A38 37 
# 
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 
A38 O3P   P      SING N N 1  
A38 O3P   H3P    SING N N 2  
A38 P     O1P    DOUB N N 3  
A38 P     O2P    SING N N 4  
A38 P     "O5'"  SING N N 5  
A38 O2P   H2P    SING N N 6  
A38 "O5'" "C5'"  SING N N 7  
A38 "C5'" "C4'"  SING N N 8  
A38 "C5'" "H5'1" SING N N 9  
A38 "C5'" "H5'2" SING N N 10 
A38 "C4'" "O4'"  SING N N 11 
A38 "C4'" "C3'"  SING N N 12 
A38 "C4'" "H4'"  SING N N 13 
A38 "O4'" "C1'"  SING N N 14 
A38 "C3'" "O3'"  SING N N 15 
A38 "C3'" "C2'"  SING N N 16 
A38 "C3'" "H3'"  SING N N 17 
A38 "O3'" HA     SING N N 18 
A38 "C2'" "C1'"  SING N N 19 
A38 "C2'" "H2'1" SING N N 20 
A38 "C2'" "H2'2" SING N N 21 
A38 "C1'" N9     SING N N 22 
A38 "C1'" "H1'"  SING N N 23 
A38 N9    C8     SING N N 24 
A38 N9    C4     SING N N 25 
A38 C8    N7     SING N N 26 
A38 C8    O      DOUB N N 27 
A38 N7    C5     SING N N 28 
A38 N7    H7     SING N N 29 
A38 C5    C6     DOUB Y N 30 
A38 C5    C4     SING Y N 31 
A38 C6    N6     SING N N 32 
A38 C6    N1     SING Y N 33 
A38 N6    H6N1   SING N N 34 
A38 N6    H6N2   SING N N 35 
A38 N1    C2     DOUB Y N 36 
A38 C2    N3     SING Y N 37 
A38 C2    H2     SING N N 38 
A38 N3    C4     DOUB Y N 39 
# 
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 
A38 SMILES           ACDLabs              10.04 "O=C2Nc1c(ncnc1N2C3OC(C(O)C3)COP(=O)(O)O)N"                                                                                                                                   
A38 InChI            InChI                1.02b "InChI=1/C10H14N5O7P/c11-8-7-9(13-3-12-8)15(10(17)14-7)6-1-4(16)5(22-6)2-21-23(18,19)20/h3-6,16H,1-2H2,(H,14,17)(H2,11,12,13)(H2,18,19,20)/t4-,5+,6+/m0/s1/f/h14,18-19H,11H2" 
A38 InChIKey         InChI                1.02b QFGWDFAYOAGQDH-ZFTCRPPQDF                                                                                                                                                     
A38 SMILES_CANONICAL CACTVS               3.341 "Nc1ncnc2N([C@H]3C[C@H](O)[C@@H](CO[P](O)(O)=O)O3)C(=O)Nc12"                                                                                                                  
A38 SMILES           CACTVS               3.341 "Nc1ncnc2N([CH]3C[CH](O)[CH](CO[P](O)(O)=O)O3)C(=O)Nc12"                                                                                                                      
A38 SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "c1nc(c2c(n1)N(C(=O)N2)[C@H]3C[C@@H]([C@H](O3)COP(=O)(O)O)O)N"                                                                                                                
A38 SMILES           "OpenEye OEToolkits" 1.5.0 "c1nc(c2c(n1)N(C(=O)N2)C3CC(C(O3)COP(=O)(O)O)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 
A38 "SYSTEMATIC NAME" ACDLabs              10.04 
;2'-deoxy-8-oxoadenosine 5'-(dihydrogen phosphate)
;
A38 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "[(2R,3S,5R)-5-(6-amino-8-oxo-7H-purin-9-yl)-3-hydroxy-oxolan-2-yl]methyl dihydrogen phosphate" 
# 
