data_AD2
# 
_chem_comp.id                                    AD2 
_chem_comp.name                                  "2'-DEOXY-ADENOSINE-3'-5'-DIPHOSPHATE" 
_chem_comp.type                                  "DNA LINKING" 
_chem_comp.pdbx_type                             ATOMN 
_chem_comp.formula                               "C10 H15 N5 O9 P2" 
_chem_comp.mon_nstd_parent_comp_id               DA 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2002-03-06 
_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                        411.202 
_chem_comp.one_letter_code                       A 
_chem_comp.three_letter_code                     AD2 
_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        1L2B 
_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 
AD2 P1     P1     P 0 1 N N N -14.899 53.873 36.894 3.461  4.758  -3.952 P1     AD2 1  
AD2 OP1    O1P    O 0 1 N N N -15.219 52.425 36.995 4.534  5.779  -3.708 OP1    AD2 2  
AD2 OP2    O2P    O 0 1 N N N -13.535 54.351 37.244 1.983  5.359  -4.217 OP2    AD2 3  
AD2 "O5'"  "O5'"  O 0 1 N N N -15.241 54.360 35.417 3.235  3.702  -2.745 "O5'"  AD2 4  
AD2 P2     P2     P 0 1 N N N -13.893 51.893 31.198 0.705  -1.727 -2.352 P2     AD2 5  
AD2 O5P    O5P    O 0 1 N N N -13.487 51.313 32.504 1.453  -2.739 -3.368 O5P    AD2 6  
AD2 O4P    O4P    O 0 1 N N N -12.860 52.452 30.294 0.413  -2.287 -0.990 O4P    AD2 7  
AD2 O6P    O6P    O 0 1 N N N -14.689 50.852 30.429 -0.594 -1.252 -3.188 O6P    AD2 8  
AD2 N9     N9     N 0 1 Y N N -15.037 57.371 32.985 -0.077 2.488  0.819  N9     AD2 9  
AD2 C4     C4     C 0 1 Y N N -15.839 58.486 32.924 -0.699 2.425  2.036  C4     AD2 10 
AD2 N3     N3     N 0 1 Y N N -17.033 58.604 32.320 -0.299 1.747  3.123  N3     AD2 11 
AD2 C2     C2     C 0 1 Y N N -17.506 59.839 32.456 -1.173 1.925  4.138  C2     AD2 12 
AD2 N1     N1     N 0 1 Y N N -16.963 60.891 33.078 -2.313 2.657  4.159  N1     AD2 13 
AD2 C6     C6     C 0 1 Y N N -15.761 60.736 33.676 -2.655 3.315  3.026  C6     AD2 14 
AD2 N6     N6     N 0 1 N N N -15.213 61.782 34.296 -3.826 4.091  2.985  N6     AD2 15 
AD2 C5     C5     C 0 1 Y N N -15.157 59.476 33.607 -1.833 3.210  1.908  C5     AD2 16 
AD2 N7     N7     N 0 1 Y N N -13.957 58.993 34.105 -1.913 3.746  0.647  N7     AD2 17 
AD2 C8     C8     C 0 1 Y N N -13.935 57.743 33.715 -0.847 3.294  0.021  C8     AD2 18 
AD2 "C2'"  "C2'"  C 0 1 N N N -14.174 55.065 32.636 0.970  0.461  -0.212 "C2'"  AD2 19 
AD2 "C5'"  "C5'"  C 0 1 N N N -16.420 53.904 34.755 2.240  2.706  -2.896 "C5'"  AD2 20 
AD2 "C4'"  "C4'"  C 0 1 N N R -16.286 54.120 33.268 2.219  1.846  -1.646 "C4'"  AD2 21 
AD2 "O4'"  "O4'"  O 0 1 N N N -16.459 55.527 32.980 1.879  2.654  -0.508 "O4'"  AD2 22 
AD2 "C1'"  "C1'"  C 0 1 N N R -15.291 56.063 32.379 1.171  1.827  0.433  "C1'"  AD2 23 
AD2 "C3'"  "C3'"  C 0 1 N N S -14.899 53.739 32.756 1.177  0.741  -1.684 "C3'"  AD2 24 
AD2 "O3'"  "O3'"  O 0 1 N N N -14.958 53.056 31.505 1.636  -0.408 -2.366 "O3'"  AD2 25 
AD2 OP3    O3P    O 0 1 N Y N ?       ?      ?      3.708  3.799  -5.230 OP3    AD2 26 
AD2 HOP2   2HOP   H 0 0 N N N -13.330 55.277 37.179 1.875  6.082  -4.871 HOP2   AD2 27 
AD2 HOP5   5HOP   H 0 0 N N N -14.149 50.955 33.083 1.101  -3.648 -3.477 HOP5   AD2 28 
AD2 HOP6   6HOP   H 0 0 N N N -14.949 51.223 29.594 -1.366 -1.854 -3.248 HOP6   AD2 29 
AD2 H2     H2     H 0 1 N N N -18.488 60.016 31.986 -0.929 1.412  5.062  H2     AD2 30 
AD2 H61    1H6    H 0 1 N N N -15.877 62.145 34.980 -4.674 3.685  2.637  H61    AD2 31 
AD2 H62    2H6    H 0 1 N N N -14.306 61.665 34.747 -3.779 5.065  3.215  H62    AD2 32 
AD2 H8     H8     H 0 1 N N N -13.089 57.083 33.971 -0.579 3.514  -1.004 H8     AD2 33 
AD2 "H2'1" "1H2'" H 0 0 N N N -13.524 55.315 33.507 -0.002 0.004  0.001  "H2'1" AD2 34 
AD2 "H2'2" "2H2'" H 0 0 N N N -13.360 55.078 31.874 1.736  -0.240 0.147  "H2'2" AD2 35 
AD2 "H5'1" "1H5'" H 0 0 N N N -17.342 54.378 35.166 1.270  3.186  -3.037 "H5'1" AD2 36 
AD2 "H5'2" "2H5'" H 0 0 N N N -16.658 52.844 35.005 2.475  2.094  -3.768 "H5'2" AD2 37 
AD2 "H4'"  "H4'"  H 0 1 N N N -17.055 53.483 32.772 3.224  1.436  -1.487 "H4'"  AD2 38 
AD2 "H1'"  "H1'"  H 0 1 N N N -15.384 56.217 31.279 1.753  1.756  1.357  "H1'"  AD2 39 
AD2 "H3'"  "H3'"  H 0 1 N N N -14.379 53.028 33.440 0.241  1.086  -2.140 "H3'"  AD2 40 
AD2 HOP3   3HOP   H 0 0 N N N 0.205   0.926  -0.065 3.963  4.205  -6.086 HOP3   AD2 41 
# 
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 
AD2 P1    OP1    DOUB N N 1  
AD2 P1    OP2    SING N N 2  
AD2 P1    "O5'"  SING N N 3  
AD2 P1    OP3    SING N N 4  
AD2 OP2   HOP2   SING N N 5  
AD2 "O5'" "C5'"  SING N N 6  
AD2 P2    O5P    SING N N 7  
AD2 P2    O4P    DOUB N N 8  
AD2 P2    O6P    SING N N 9  
AD2 P2    "O3'"  SING N N 10 
AD2 O5P   HOP5   SING N N 11 
AD2 O6P   HOP6   SING N N 12 
AD2 N9    C4     SING Y N 13 
AD2 N9    C8     SING Y N 14 
AD2 N9    "C1'"  SING N N 15 
AD2 C4    N3     DOUB Y N 16 
AD2 C4    C5     SING Y N 17 
AD2 N3    C2     SING Y N 18 
AD2 C2    N1     DOUB Y N 19 
AD2 C2    H2     SING N N 20 
AD2 N1    C6     SING Y N 21 
AD2 C6    N6     SING N N 22 
AD2 C6    C5     DOUB Y N 23 
AD2 N6    H61    SING N N 24 
AD2 N6    H62    SING N N 25 
AD2 C5    N7     SING Y N 26 
AD2 N7    C8     DOUB Y N 27 
AD2 C8    H8     SING N N 28 
AD2 "C2'" "C1'"  SING N N 29 
AD2 "C2'" "C3'"  SING N N 30 
AD2 "C2'" "H2'1" SING N N 31 
AD2 "C2'" "H2'2" SING N N 32 
AD2 "C5'" "C4'"  SING N N 33 
AD2 "C5'" "H5'1" SING N N 34 
AD2 "C5'" "H5'2" SING N N 35 
AD2 "C4'" "O4'"  SING N N 36 
AD2 "C4'" "C3'"  SING N N 37 
AD2 "C4'" "H4'"  SING N N 38 
AD2 "O4'" "C1'"  SING N N 39 
AD2 "C1'" "H1'"  SING N N 40 
AD2 "C3'" "O3'"  SING N N 41 
AD2 "C3'" "H3'"  SING N N 42 
AD2 OP3   HOP3   SING N N 43 
# 
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 
AD2 SMILES           ACDLabs              10.04 "O=P(O)(O)OCC3OC(n2cnc1c(ncnc12)N)CC3OP(=O)(O)O"                                                                                                                                            
AD2 InChI            InChI                1.02b "InChI=1/C10H15N5O9P2/c11-9-8-10(13-3-12-9)15(4-14-8)7-1-5(24-26(19,20)21)6(23-7)2-22-25(16,17)18/h3-7H,1-2H2,(H2,11,12,13)(H2,16,17,18)(H2,19,20,21)/t5-,6+,7+/m0/s1/f/h16-17,19-20H,11H2" 
AD2 InChIKey         InChI                1.02b GOZKRKUVKAXOEP-YHPLFLEYDQ                                                                                                                                                                   
AD2 SMILES_CANONICAL CACTVS               3.341 "Nc1ncnc2n(cnc12)[C@H]3C[C@H](O[P](O)(O)=O)[C@@H](CO[P](O)(O)=O)O3"                                                                                                                         
AD2 SMILES           CACTVS               3.341 "Nc1ncnc2n(cnc12)[CH]3C[CH](O[P](O)(O)=O)[CH](CO[P](O)(O)=O)O3"                                                                                                                             
AD2 SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "c1nc(c2c(n1)n(cn2)[C@H]3C[C@@H]([C@H](O3)COP(=O)(O)O)OP(=O)(O)O)N"                                                                                                                         
AD2 SMILES           "OpenEye OEToolkits" 1.5.0 "c1nc(c2c(n1)n(cn2)C3CC(C(O3)COP(=O)(O)O)OP(=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 
AD2 "SYSTEMATIC NAME" ACDLabs              10.04 
;2'-deoxyadenosine 3',5'-bis(dihydrogen phosphate)
;
AD2 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "[(2R,3S,5R)-5-(6-aminopurin-9-yl)-3-phosphonooxy-oxolan-2-yl]methyl dihydrogen phosphate" 
# 
