data_3DA
# 
_chem_comp.id                                    3DA 
_chem_comp.name                                  "3'-DEOXYADENOSINE-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               DA 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2004-02-09 
_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                       A 
_chem_comp.three_letter_code                     3DA 
_chem_comp.pdbx_model_coordinates_details        ? 
_chem_comp.pdbx_model_coordinates_missing_flag   Y 
_chem_comp.pdbx_ideal_coordinates_details        ? 
_chem_comp.pdbx_ideal_coordinates_missing_flag   N 
_chem_comp.pdbx_model_coordinates_db_code        1S77 
_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 
3DA P      P    P 0 1 N N N -38.973 10.018 44.822 3.453  -3.257 2.109  P      3DA 1  
3DA O1P    O1P  O 0 1 N N N -39.123 8.804  45.670 4.812  -3.892 2.158  O1P    3DA 2  
3DA O2P    O2P  O 0 1 N N N -39.319 9.947  43.381 2.207  -4.282 2.212  O2P    3DA 3  
3DA "O5'"  O5*  O 0 1 N N N -39.847 11.170 45.479 3.142  -2.407 0.767  "O5'"  3DA 4  
3DA "C5'"  C5*  C 0 1 N N N -41.165 11.430 45.018 1.877  -1.776 0.645  "C5'"  3DA 5  
3DA "C4'"  C4*  C 0 1 N N S -41.388 12.915 44.925 1.818  -1.044 -0.687 "C4'"  3DA 6  
3DA "O4'"  O4*  O 0 1 N N N -40.229 13.524 44.297 1.970  -2.005 -1.750 "O4'"  3DA 7  
3DA "C1'"  C1*  C 0 1 N N R -40.648 14.579 43.455 0.760  -2.026 -2.527 "C1'"  3DA 8  
3DA N9     N9   N 0 1 Y N N -40.321 14.192 42.079 0.455  -3.399 -2.922 N9     3DA 9  
3DA C4     C4   C 0 1 Y N N -40.504 14.968 40.962 -0.144 -3.804 -4.080 C4     3DA 10 
3DA N3     N3   N 0 1 Y N N -40.979 16.224 40.918 -0.577 -3.035 -5.090 N3     3DA 11 
3DA C2     C2   C 0 1 Y N N -41.031 16.659 39.659 -1.117 -3.797 -6.066 C2     3DA 12 
3DA N1     N1   N 0 1 Y N N -40.691 16.023 38.531 -1.250 -5.145 -6.116 N1     3DA 13 
3DA C6     C6   C 0 1 Y N N -40.224 14.759 38.616 -0.791 -5.859 -5.060 C6     3DA 14 
3DA N6     N6   N 0 1 N N N -39.905 14.126 37.492 -0.900 -7.260 -5.053 N6     3DA 15 
3DA C5     C5   C 0 1 Y N N -40.111 14.187 39.890 -0.212 -5.185 -3.989 C5     3DA 16 
3DA N7     N7   N 0 1 Y N N -39.671 12.941 40.322 0.331  -5.622 -2.807 N7     3DA 17 
3DA C8     C8   C 0 1 Y N N -39.808 12.995 41.626 0.722  -4.526 -2.190 C8     3DA 18 
3DA "C2'"  C2*  C 0 1 N N R -42.160 14.763 43.684 -0.316 -1.374 -1.672 "C2'"  3DA 19 
3DA "O2'"  O2*  O 0 1 N N N -42.417 15.692 44.715 -1.318 -0.781 -2.473 "O2'"  3DA 20 
3DA "C3'"  C3*  C 0 1 N N N -42.581 13.358 44.097 0.489  -0.340 -0.918 "C3'"  3DA 21 
3DA O3P    O3P  O 0 1 N Y N ?       ?      ?      3.155  -2.190 3.287  O3P    3DA 22 
3DA HOP2   2HOP H 0 0 N N N -39.223 10.721 42.839 2.206  -4.958 2.923  HOP2   3DA 23 
3DA "H5'1" 1H5* H 0 0 N N N -41.382 10.912 44.054 1.095  -2.538 0.697  "H5'1" 3DA 24 
3DA "H5'2" 2H5* H 0 0 N N N -41.936 10.928 45.648 1.751  -1.073 1.473  "H5'2" 3DA 25 
3DA "H4'"  H4*  H 0 1 N N N -41.572 13.232 45.977 2.650  -0.335 -0.739 "H4'"  3DA 26 
3DA "H1'"  H1*  H 0 1 N N N -40.143 15.550 43.666 0.934  -1.487 -3.465 "H1'"  3DA 27 
3DA H2     H2   H 0 1 N N N -41.407 17.688 39.533 -1.495 -3.258 -6.928 H2     3DA 28 
3DA HN61   1HN6 H 0 0 N N N -39.552 13.171 37.556 -1.332 -7.716 -4.273 HN61   3DA 29 
3DA HN62   2HN6 H 0 0 N N N -39.236 14.692 36.970 -0.462 -7.792 -5.781 HN62   3DA 30 
3DA H8     H8   H 0 1 N N N -39.526 12.139 42.262 1.200  -4.486 -1.221 H8     3DA 31 
3DA "H2'1" 1H2* H 0 0 N N N -42.704 15.161 42.796 -0.780 -2.089 -0.983 "H2'1" 3DA 32 
3DA "HO'2" 2HO* H 0 0 N N N -43.349 15.805 44.856 -1.354 -1.294 -3.296 "HO'2" 3DA 33 
3DA "H3'1" 1H3* H 0 0 N N N -42.856 12.677 43.257 0.635  0.549  -1.545 "H3'1" 3DA 34 
3DA "H3'2" 2H3* H 0 0 N N N -43.568 13.289 44.610 0.002  -0.002 0.002  "H3'2" 3DA 35 
3DA HOP3   3HOP H 0 0 N N N 0.095   0.774  -0.541 3.360  -2.437 4.214  HOP3   3DA 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 
3DA P     O1P    DOUB N N 1  
3DA P     O2P    SING N N 2  
3DA P     "O5'"  SING N N 3  
3DA P     O3P    SING N N 4  
3DA O2P   HOP2   SING N N 5  
3DA "O5'" "C5'"  SING N N 6  
3DA "C5'" "C4'"  SING N N 7  
3DA "C5'" "H5'1" SING N N 8  
3DA "C5'" "H5'2" SING N N 9  
3DA "C4'" "O4'"  SING N N 10 
3DA "C4'" "C3'"  SING N N 11 
3DA "C4'" "H4'"  SING N N 12 
3DA "O4'" "C1'"  SING N N 13 
3DA "C1'" N9     SING N N 14 
3DA "C1'" "C2'"  SING N N 15 
3DA "C1'" "H1'"  SING N N 16 
3DA N9    C4     SING Y N 17 
3DA N9    C8     SING Y N 18 
3DA C4    N3     SING Y N 19 
3DA C4    C5     DOUB Y N 20 
3DA N3    C2     DOUB Y N 21 
3DA C2    N1     SING Y N 22 
3DA C2    H2     SING N N 23 
3DA N1    C6     DOUB Y N 24 
3DA C6    N6     SING N N 25 
3DA C6    C5     SING Y N 26 
3DA N6    HN61   SING N N 27 
3DA N6    HN62   SING N N 28 
3DA C5    N7     SING Y N 29 
3DA N7    C8     DOUB Y N 30 
3DA C8    H8     SING N N 31 
3DA "C2'" "O2'"  SING N N 32 
3DA "C2'" "C3'"  SING N N 33 
3DA "C2'" "H2'1" SING N N 34 
3DA "O2'" "HO'2" SING N N 35 
3DA "C3'" "H3'1" SING N N 36 
3DA "C3'" "H3'2" SING N N 37 
3DA O3P   HOP3   SING N 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 
3DA SMILES           ACDLabs              10.04 "O=P(O)(O)OCC3OC(n2cnc1c(ncnc12)N)C(O)C3"                                                                                                                           
3DA InChI            InChI                1.02b "InChI=1/C10H14N5O6P/c11-8-7-9(13-3-12-8)15(4-14-7)10-6(16)1-5(21-10)2-20-22(17,18)19/h3-6,10,16H,1-2H2,(H2,11,12,13)(H2,17,18,19)/t5-,6+,10+/m0/s1/f/h17-18H,11H2" 
3DA InChIKey         InChI                1.02b XKFCKNDXVMFENB-FIFSZAOWDG                                                                                                                                           
3DA SMILES_CANONICAL CACTVS               3.341 "Nc1ncnc2n(cnc12)[C@@H]3O[C@H](CO[P](O)(O)=O)C[C@H]3O"                                                                                                              
3DA SMILES           CACTVS               3.341 "Nc1ncnc2n(cnc12)[CH]3O[CH](CO[P](O)(O)=O)C[CH]3O"                                                                                                                  
3DA SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "c1nc(c2c(n1)n(cn2)[C@H]3[C@@H](C[C@H](O3)COP(=O)(O)O)O)N"                                                                                                          
3DA SMILES           "OpenEye OEToolkits" 1.5.0 "c1nc(c2c(n1)n(cn2)C3C(CC(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 
3DA "SYSTEMATIC NAME" ACDLabs              10.04 
;3'-deoxy-5'-adenylic acid
;
3DA "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "[(2S,4R,5R)-5-(6-aminopurin-9-yl)-4-hydroxy-oxolan-2-yl]methyl dihydrogen phosphate" 
# 
