data_7DA
# 
_chem_comp.id                                    7DA 
_chem_comp.name                                  "7-DEAZA-2'-DEOXYADENOSINE-5'-MONOPHOSPHATE" 
_chem_comp.type                                  "DNA LINKING" 
_chem_comp.pdbx_type                             ATOMN 
_chem_comp.formula                               "C11 H15 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                     2004-08-08 
_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                        330.234 
_chem_comp.one_letter_code                       A 
_chem_comp.three_letter_code                     7DA 
_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        1U1K 
_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 
7DA P      P    P 0 1 N N N -7.816 1.830  -71.952 1.592  -1.245 -4.964 P      7DA 1  
7DA OP1    O1P  O 0 1 N N N -7.223 1.614  -73.277 2.575  -0.951 -6.059 OP1    7DA 2  
7DA OP2    O2P  O 0 1 N N N -8.115 3.215  -71.513 0.339  -0.227 -4.868 OP2    7DA 3  
7DA "O5'"  O5*  O 0 1 N N N -6.852 1.121  -70.896 2.211  -1.232 -3.468 "O5'"  7DA 4  
7DA N9     N9   N 0 1 Y N N -4.810 -2.309 -70.572 1.818  1.923  -0.049 N9     7DA 5  
7DA C4     C4   C 0 1 Y N N -4.468 -3.624 -70.461 1.891  2.943  0.868  C4     7DA 6  
7DA N3     N3   N 0 1 Y N N -3.934 -4.242 -69.354 2.238  2.799  2.159  N3     7DA 7  
7DA C2     C2   C 0 1 Y N N -3.717 -5.541 -69.584 2.217  3.985  2.801  C2     7DA 8  
7DA N1     N1   N 0 1 Y N N -3.958 -6.238 -70.727 1.905  5.206  2.312  N1     7DA 9  
7DA C6     C6   C 0 1 Y N N -4.493 -5.589 -71.825 1.564  5.285  1.005  C6     7DA 10 
7DA N6     N6   N 0 1 N N N -4.721 -6.309 -72.948 1.230  6.531  0.444  N6     7DA 11 
7DA C5     C5   C 0 1 Y N N -4.772 -4.209 -71.707 1.548  4.127  0.228  C5     7DA 12 
7DA C7     C7   C 0 1 Y N N -5.298 -3.270 -72.576 1.259  3.800  -1.121 C7     7DA 13 
7DA C8     C8   C 0 1 Y N N -5.303 -2.152 -71.859 1.432  2.439  -1.264 C8     7DA 14 
7DA "C2'"  C2*  C 0 1 N N N -4.045 0.022  -69.930 0.878  -0.312 0.578  "C2'"  7DA 15 
7DA "C5'"  C5*  C 0 1 N N N -7.218 0.953  -69.525 1.348  -1.500 -2.377 "C5'"  7DA 16 
7DA "C4'"  C4*  C 0 1 N N R -6.041 0.384  -68.765 2.156  -1.432 -1.088 "C4'"  7DA 17 
7DA "O4'"  O4*  O 0 1 N N N -5.937 -1.047 -68.946 2.678  -0.093 -0.958 "O4'"  7DA 18 
7DA "C1'"  C1*  C 0 1 N N R -4.653 -1.322 -69.508 2.101  0.516  0.211  "C1'"  7DA 19 
7DA "C3'"  C3*  C 0 1 N N S -4.636 0.960  -68.893 1.309  -1.697 0.152  "C3'"  7DA 20 
7DA "O3'"  O3*  O 0 1 N N N -3.873 0.774  -67.695 2.127  -2.250 1.180  "O3'"  7DA 21 
7DA OP3    O3P  O 0 1 N Y N ?      ?      ?       0.886  -2.697 -5.051 OP3    7DA 22 
7DA HOP2   2HOP H 0 0 N N N -8.498 3.354  -70.655 -0.163 -0.014 -5.684 HOP2   7DA 23 
7DA H2     H2   H 0 1 N N N -3.290 -6.101 -68.734 2.485  3.956  3.852  H2     7DA 24 
7DA HN61   1HN6 H 0 0 N N N -5.115 -5.830 -73.757 1.960  7.147  0.144  HN61   7DA 25 
7DA HN62   2HN6 H 0 0 N N N -5.308 -7.109 -72.716 0.272  6.825  0.437  HN62   7DA 26 
7DA H7     H7   H 0 1 N N N -5.640 -3.387 -73.617 0.957  4.477  -1.908 H7     7DA 27 
7DA H8     H8   H 0 1 N N N -5.673 -1.203 -72.283 1.314  1.796  -2.126 H8     7DA 28 
7DA "H2'"  1H2* H 0 1 N N N -2.932 0.037  -70.007 0.008  0.008  -0.009 "H2'"  7DA 29 
7DA "H2''" 2H2* H 0 0 N N N -4.223 0.312  -70.991 0.635  -0.225 1.641  "H2''" 7DA 30 
7DA "H5'"  1H5* H 0 1 N N N -7.600 1.896  -69.069 0.551  -0.756 -2.359 "H5'"  7DA 31 
7DA "H5''" 2H5* H 0 0 N N N -8.138 0.335  -69.404 0.917  -2.495 -2.497 "H5''" 7DA 32 
7DA "H4'"  H4*  H 0 1 N N N -6.349 0.720  -67.747 3.008  -2.117 -1.157 "H4'"  7DA 33 
7DA "H1'"  H1*  H 0 1 N N N -3.935 -1.783 -68.790 2.853  0.503  1.007  "H1'"  7DA 34 
7DA H1     H1   H 0 1 N N N -4.636 2.051  -69.122 0.475  -2.383 -0.018 H1     7DA 35 
7DA "HO3'" H3T  H 0 0 N Y N -4.242 1.361  -67.046 2.928  -1.706 1.218  "HO3'" 7DA 36 
7DA HOP3   3HOP H 0 0 N N N -0.383 0.139  0.857   0.508  -2.990 -5.907 HOP3   7DA 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 
7DA P     OP1    DOUB N N 1  
7DA P     OP2    SING N N 2  
7DA P     "O5'"  SING N N 3  
7DA P     OP3    SING N N 4  
7DA OP2   HOP2   SING N N 5  
7DA "O5'" "C5'"  SING N N 6  
7DA N9    C4     SING Y N 7  
7DA N9    C8     SING Y N 8  
7DA N9    "C1'"  SING N N 9  
7DA C4    N3     SING Y N 10 
7DA C4    C5     DOUB Y N 11 
7DA N3    C2     DOUB Y N 12 
7DA C2    N1     SING Y N 13 
7DA C2    H2     SING N N 14 
7DA N1    C6     DOUB Y N 15 
7DA C6    N6     SING N N 16 
7DA C6    C5     SING Y N 17 
7DA N6    HN61   SING N N 18 
7DA N6    HN62   SING N N 19 
7DA C5    C7     SING Y N 20 
7DA C7    C8     DOUB Y N 21 
7DA C7    H7     SING N N 22 
7DA C8    H8     SING N N 23 
7DA "C2'" "C1'"  SING N N 24 
7DA "C2'" "C3'"  SING N N 25 
7DA "C2'" "H2'"  SING N N 26 
7DA "C2'" "H2''" SING N N 27 
7DA "C5'" "C4'"  SING N N 28 
7DA "C5'" "H5'"  SING N N 29 
7DA "C5'" "H5''" SING N N 30 
7DA "C4'" "O4'"  SING N N 31 
7DA "C4'" "C3'"  SING N N 32 
7DA "C4'" "H4'"  SING N N 33 
7DA "O4'" "C1'"  SING N N 34 
7DA "C1'" "H1'"  SING N N 35 
7DA "C3'" "O3'"  SING N N 36 
7DA "C3'" H1     SING N N 37 
7DA "O3'" "HO3'" SING N N 38 
7DA OP3   HOP3   SING N 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 
7DA SMILES           ACDLabs              10.04 "O=P(O)(O)OCC3OC(n2ccc1c(ncnc12)N)CC3O"                                                                                                                               
7DA InChI            InChI                1.02b "InChI=1/C11H15N4O6P/c12-10-6-1-2-15(11(6)14-5-13-10)9-3-7(16)8(21-9)4-20-22(17,18)19/h1-2,5,7-9,16H,3-4H2,(H2,12,13,14)(H2,17,18,19)/t7-,8+,9+/m0/s1/f/h17-18H,12H2" 
7DA InChIKey         InChI                1.02b JNMXDKIIPORENX-HNVJWEJXDI                                                                                                                                             
7DA SMILES_CANONICAL CACTVS               3.341 "Nc1ncnc2n(ccc12)[C@H]3C[C@H](O)[C@@H](CO[P](O)(O)=O)O3"                                                                                                              
7DA SMILES           CACTVS               3.341 "Nc1ncnc2n(ccc12)[CH]3C[CH](O)[CH](CO[P](O)(O)=O)O3"                                                                                                                  
7DA SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "c1cn(c2c1c(ncn2)N)[C@H]3C[C@@H]([C@H](O3)COP(=O)(O)O)O"                                                                                                              
7DA SMILES           "OpenEye OEToolkits" 1.5.0 "c1cn(c2c1c(ncn2)N)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 
7DA "SYSTEMATIC NAME" ACDLabs              10.04 "7-(2-deoxy-5-O-phosphono-beta-D-erythro-pentofuranosyl)-7H-pyrrolo[2,3-d]pyrimidin-4-amine"            
7DA "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "[(2R,3S,5R)-5-(4-aminopyrrolo[3,2-e]pyrimidin-7-yl)-3-hydroxy-oxolan-2-yl]methyl dihydrogen phosphate" 
# 
