data_A2D
# 
_chem_comp.id                                    A2D 
_chem_comp.name                                  "BIS{[(2R,3S,4R,5R)-5-(6-AMINO-9H-PURIN-9-YL)-3,4-DIHYDROXYTETRAHYDROFURAN-2-YL]METHYL} DIHYDROGEN DIPHOSPHATE" 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C20 H26 N10 O13 P2" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         "BIS(ADENOSINE)-5'-DIPHOSPHATE" 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2006-10-25 
_chem_comp.pdbx_modified_date                    2008-10-14 
_chem_comp.pdbx_ambiguous_flag                   ? 
_chem_comp.pdbx_release_status                   REL 
_chem_comp.pdbx_replaced_by                      ? 
_chem_comp.pdbx_replaces                         ? 
_chem_comp.formula_weight                        676.427 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     A2D 
_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        ? 
_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 
A2D PA   PA   P 0 1 N N S 14.306 7.549  13.388 4.853  3.286  -1.557  PA   A2D 1  
A2D O1A  O1A  O 0 1 N N N 14.649 8.597  14.574 3.237  3.311  -1.628  O1A  A2D 2  
A2D O2A  O2A  O 0 1 N N N 13.697 6.304  13.461 5.417  3.560  -0.193  O2A  A2D 3  
A2D O3A  O3A  O 0 1 N N N 13.678 8.439  12.658 5.239  1.840  -2.168  O3A  A2D 4  
A2D PB   PB   P 0 1 N N R 12.904 9.645  12.912 4.948  0.346  -1.624  PB   A2D 5  
A2D O1B  O1B  O 0 1 N N N 11.422 9.477  12.862 5.526  0.037  -0.274  O1B  A2D 6  
A2D O2B  O2B  O 0 1 N N N 13.409 10.767 13.768 3.338  0.218  -1.723  O2B  A2D 7  
A2D O5D  O5*A O 0 1 N N N 15.729 7.529  12.628 5.332  4.309  -2.716  O5D  A2D 8  
A2D C5D  C5*A C 0 1 N N N 16.702 6.539  12.946 4.862  4.146  -4.043  C5D  A2D 9  
A2D C4D  C4*A C 0 1 N N R 17.860 7.216  13.655 5.465  5.234  -4.920  C4D  A2D 10 
A2D O4D  O4*A O 0 1 N N N 18.258 8.362  12.910 6.903  5.079  -4.915  O4D  A2D 11 
A2D C3D  C3*A C 0 1 N N S 17.509 7.712  15.053 5.025  5.136  -6.377  C3D  A2D 12 
A2D O3D  O3*A O 0 1 N N N 18.279 6.961  15.994 5.101  6.433  -6.970  O3D  A2D 13 
A2D C2D  C2*A C 0 1 N N R 17.869 9.195  15.059 6.093  4.243  -6.977  C2D  A2D 14 
A2D O2D  O2*A O 0 1 N N N 18.548 9.601  16.257 6.218  4.394  -8.377  O2D  A2D 15 
A2D C1D  C1*A C 0 1 N N R 18.780 9.292  13.847 7.335  4.720  -6.242  C1D  A2D 16 
A2D N9A  N9A  N 0 1 Y N N 18.895 10.622 13.204 8.399  3.722  -6.160  N9A  A2D 17 
A2D C8A  C8A  C 0 1 Y N N 17.931 11.479 12.822 8.523  2.750  -5.202  C8A  A2D 18 
A2D N7A  N7A  N 0 1 Y N N 18.525 12.558 12.267 9.587  1.997  -5.391  N7A  A2D 19 
A2D C5A  C5A  C 0 1 Y N N 19.874 12.364 12.291 10.180 2.503  -6.520  C5A  A2D 20 
A2D C6A  C6A  C 0 1 Y N N 21.002 13.092 11.875 11.326 2.141  -7.221  C6A  A2D 21 
A2D N6A  N6A  N 0 1 N N N 20.907 14.308 11.279 12.120 1.064  -6.790  N6A  A2D 22 
A2D N1A  N1A  N 0 1 Y N N 22.228 12.556 12.072 11.670 2.842  -8.328  N1A  A2D 23 
A2D C2A  C2A  C 0 1 Y N N 22.402 11.361 12.651 10.866 3.869  -8.694  C2A  A2D 24 
A2D N3A  N3A  N 0 1 Y N N 21.354 10.640 13.059 9.737  4.314  -8.100  N3A  A2D 25 
A2D C4A  C4A  C 0 1 Y N N 20.089 11.126 12.882 9.456  3.577  -7.014  C4A  A2D 26 
A2D O5E  O5*B O 0 1 N N N 13.267 10.410 11.563 5.497  -0.548 -2.856  O5E  A2D 27 
A2D C5E  C5*B C 0 1 N N N 13.666 9.672  10.419 6.882  -0.513 -3.152  C5E  A2D 28 
A2D C4E  C4*B C 0 1 N N R 15.126 9.934  10.140 7.294  -1.849 -3.743  C4E  A2D 29 
A2D O4E  O4*B O 0 1 N N N 15.853 8.724  10.026 6.588  -2.075 -4.974  O4E  A2D 30 
A2D C3E  C3*B C 0 1 N N S 15.275 10.609 8.812  8.767  -1.920 -4.110  C3E  A2D 31 
A2D O3E  O3*B O 0 1 N N N 16.490 11.327 8.890  9.581  -2.192 -2.990  O3E  A2D 32 
A2D C2E  C2*B C 0 1 N N R 15.622 9.506  7.884  8.786  -3.022 -5.153  C2E  A2D 33 
A2D O2E  O2*B O 0 1 N N N 16.393 10.140 6.876  8.849  -4.310 -4.543  O2E  A2D 34 
A2D C1E  C1*B C 0 1 N N R 16.496 8.650  8.767  7.432  -2.858 -5.845  C1E  A2D 35 
A2D N9B  N9B  N 0 1 Y N N 16.533 7.246  8.296  7.516  -2.209 -7.155  N9B  A2D 36 
A2D C8B  C8B  C 0 1 Y N N 15.506 6.569  7.803  7.505  -0.858 -7.389  C8B  A2D 37 
A2D N7B  N7B  N 0 1 Y N N 15.903 5.331  7.474  7.595  -0.575 -8.672  N7B  A2D 38 
A2D C5B  C5B  C 0 1 Y N N 17.197 5.226  7.775  7.668  -1.794 -9.297  C5B  A2D 39 
A2D C6B  C6B  C 0 1 Y N N 18.118 4.202  7.662  7.776  -2.157 -10.636 C6B  A2D 40 
A2D N6B  N6B  N 0 1 N N N 17.780 2.999  7.161  7.830  -1.178 -11.643 N6B  A2D 41 
A2D N1B  N1B  N 0 1 Y N N 19.370 4.419  8.069  7.829  -3.471 -10.960 N1B  A2D 42 
A2D C2B  C2B  C 0 1 Y N N 19.722 5.600  8.563  7.772  -4.369 -9.946  C2B  A2D 43 
A2D N3B  N3B  N 0 1 Y N N 18.857 6.599  8.686  7.668  -4.141 -8.619  N3B  A2D 44 
A2D C4B  C4B  C 0 1 Y N N 17.585 6.439  8.295  7.620  -2.824 -8.371  C4B  A2D 45 
A2D HO1A HO1A H 0 0 N N N 14.716 8.131  15.399 2.725  2.836  -0.939  HO1A A2D 46 
A2D HO2B HO2B H 0 0 N N N 13.516 10.461 14.661 2.784  0.648  -1.038  HO2B A2D 47 
A2D HD1  1H*A H 0 1 N N N 16.257 5.776  13.602 5.158  3.156  -4.403  HD1  A2D 48 
A2D HD2  2H*A H 0 1 N N N 17.056 6.049  12.027 3.770  4.215  -4.042  HD2  A2D 49 
A2D H4D  H4*A H 0 1 N N N 18.652 6.457  13.737 5.237  6.214  -4.488  H4D  A2D 50 
A2D H3CA H3CA H 0 0 N N N 16.450 7.585  15.321 4.007  4.764  -6.519  H3CA A2D 51 
A2D H3OA H3OA H 0 0 N N N 19.143 6.794  15.636 4.543  7.013  -6.430  H3OA A2D 52 
A2D H2CA H2CA H 0 0 N N N 16.988 9.853  15.024 5.880  3.191  -6.751  H2CA A2D 53 
A2D H2OA H2OA H 0 0 N N N 19.477 9.691  16.080 6.094  5.338  -8.578  H2OA A2D 54 
A2D H1D  H1*A H 0 1 N N N 19.805 9.086  14.188 7.795  5.595  -6.715  H1D  A2D 55 
A2D H8A  H8A  H 0 1 N N N 16.868 11.330 12.939 7.810  2.640  -4.396  H8A  A2D 56 
A2D H6A1 1H6A H 0 0 N N N 20.884 15.022 11.979 12.770 0.646  -7.428  H6A1 A2D 57 
A2D H6A2 2H6A H 0 0 N N N 21.698 14.450 10.684 11.961 0.667  -5.884  H6A2 A2D 58 
A2D H2A  H2A  H 0 1 N N N 23.401 10.976 12.790 11.172 4.409  -9.584  H2A  A2D 59 
A2D HE1  1H*B H 0 1 N N N 13.064 9.984  9.552  7.071  0.296  -3.863  HE1  A2D 60 
A2D HE2  2H*B H 0 1 N N N 13.513 8.598  10.602 7.435  -0.315 -2.228  HE2  A2D 61 
A2D H4E  H4*B H 0 1 N N N 15.503 10.547 10.972 7.022  -2.644 -3.039  H4E  A2D 62 
A2D H3CB H3CB H 0 0 N N N 14.399 11.214 8.533  9.090  -0.977 -4.567  H3CB A2D 63 
A2D H3OB H3OB H 0 0 N N N 16.820 11.488 8.014  9.521  -1.416 -2.413  H3OB A2D 64 
A2D H2CB H2CB H 0 0 N N N 14.804 8.932  7.423  9.643  -2.947 -5.829  H2CB A2D 65 
A2D H2OB H2OB H 0 0 N N N 15.854 10.282 6.107  9.635  -4.319 -3.969  H2OB A2D 66 
A2D H1E  H1*B H 0 1 N N N 17.542 8.990  8.781  6.937  -3.817 -6.032  H1E  A2D 67 
A2D H8B  H8B  H 0 1 N N N 14.504 6.955  7.684  7.429  -0.135 -6.588  H8B  A2D 68 
A2D H6B1 1H6B H 0 0 N N N 17.696 3.063  6.167  8.705  -0.976 -12.088 H6B1 A2D 69 
A2D H6B2 2H6B H 0 0 N N N 18.487 2.331  7.393  7.015  -0.627 -11.838 H6B2 A2D 70 
A2D H2B  H2B  H 0 1 N N N 20.745 5.753  8.875  7.816  -5.411 -10.242 H2B  A2D 71 
# 
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 
A2D PA  O5D  SING N N 1  
A2D PA  O3A  SING N N 2  
A2D PA  O2A  DOUB N N 3  
A2D PA  O1A  SING N N 4  
A2D O1A HO1A SING N N 5  
A2D O3A PB   SING N N 6  
A2D PB  O5E  SING N N 7  
A2D PB  O1B  DOUB N N 8  
A2D PB  O2B  SING N N 9  
A2D O2B HO2B SING N N 10 
A2D O5D C5D  SING N N 11 
A2D C5D C4D  SING N N 12 
A2D C5D HD1  SING N N 13 
A2D C5D HD2  SING N N 14 
A2D C4D O4D  SING N N 15 
A2D C4D C3D  SING N N 16 
A2D C4D H4D  SING N N 17 
A2D O4D C1D  SING N N 18 
A2D C3D C2D  SING N N 19 
A2D C3D O3D  SING N N 20 
A2D C3D H3CA SING N N 21 
A2D O3D H3OA SING N N 22 
A2D C2D C1D  SING N N 23 
A2D C2D O2D  SING N N 24 
A2D C2D H2CA SING N N 25 
A2D O2D H2OA SING N N 26 
A2D C1D N9A  SING N N 27 
A2D C1D H1D  SING N N 28 
A2D N9A C8A  SING Y N 29 
A2D N9A C4A  SING Y N 30 
A2D C8A N7A  DOUB Y N 31 
A2D C8A H8A  SING N N 32 
A2D N7A C5A  SING Y N 33 
A2D C5A C6A  SING Y N 34 
A2D C5A C4A  DOUB Y N 35 
A2D C6A N6A  SING N N 36 
A2D C6A N1A  DOUB Y N 37 
A2D N6A H6A1 SING N N 38 
A2D N6A H6A2 SING N N 39 
A2D N1A C2A  SING Y N 40 
A2D C2A N3A  DOUB Y N 41 
A2D C2A H2A  SING N N 42 
A2D N3A C4A  SING Y N 43 
A2D O5E C5E  SING N N 44 
A2D C5E C4E  SING N N 45 
A2D C5E HE1  SING N N 46 
A2D C5E HE2  SING N N 47 
A2D C4E C3E  SING N N 48 
A2D C4E O4E  SING N N 49 
A2D C4E H4E  SING N N 50 
A2D O4E C1E  SING N N 51 
A2D C3E C2E  SING N N 52 
A2D C3E O3E  SING N N 53 
A2D C3E H3CB SING N N 54 
A2D O3E H3OB SING N N 55 
A2D C2E O2E  SING N N 56 
A2D C2E C1E  SING N N 57 
A2D C2E H2CB SING N N 58 
A2D O2E H2OB SING N N 59 
A2D C1E N9B  SING N N 60 
A2D C1E H1E  SING N N 61 
A2D N9B C8B  SING Y N 62 
A2D N9B C4B  SING Y N 63 
A2D C8B N7B  DOUB Y N 64 
A2D C8B H8B  SING N N 65 
A2D N7B C5B  SING Y N 66 
A2D C5B C6B  DOUB Y N 67 
A2D C5B C4B  SING Y N 68 
A2D C6B N6B  SING N N 69 
A2D C6B N1B  SING Y N 70 
A2D N6B H6B1 SING N N 71 
A2D N6B H6B2 SING N N 72 
A2D N1B C2B  DOUB Y N 73 
A2D C2B N3B  SING Y N 74 
A2D C2B H2B  SING N N 75 
A2D N3B C4B  DOUB Y N 76 
# 
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 
A2D SMILES           ACDLabs              10.04 O=P(O)(OCC3OC(n1c2ncnc(N)c2nc1)C(O)C3O)OP(=O)(O)OCC6OC(n5cnc4c(ncnc45)N)C(O)C6O 
A2D InChI            InChI                1.02b 
;InChI=1/C20H26N10O13P2/c21-15-9-17(25-3-23-15)29(5-27-9)19-13(33)11(31)7(41-19)1-39-44(35,36)43-45(37,38)40-2-8-12(32)14(34)20(42-8)30-6-28-10-16(22)24-4-26-18(10)30/h3-8,11-14,19-20,31-34H,1-2H2,(H,35,36)(H,37,38)(H2,21,23,25)(H2,22,24,26)/t7-,8-,11-,12-,13-,14-,19-,20-/m1/s1/f/h35,37H,21-22H2
;
A2D InChIKey         InChI                1.02b AKDJDUXNKGWGAZ-NZKBMKFYDM 
A2D SMILES_CANONICAL CACTVS               3.341 Nc1ncnc2n(cnc12)[C@@H]3O[C@H](CO[P@](O)(=O)O[P@](O)(=O)OC[C@H]4O[C@H]([C@H](O)[C@@H]4O)n5cnc6c(N)ncnc56)[C@@H](O)[C@H]3O 
A2D SMILES           CACTVS               3.341 Nc1ncnc2n(cnc12)[CH]3O[CH](CO[P](O)(=O)O[P](O)(=O)OC[CH]4O[CH]([CH](O)[CH]4O)n5cnc6c(N)ncnc56)[CH](O)[CH]3O 
A2D SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 c1nc(c2c(n1)n(cn2)[C@H]3[C@@H]([C@@H]([C@H](O3)CO[P@@](=O)(O)O[P@@](=O)(O)OC[C@@H]4[C@H]([C@H]([C@@H](O4)n5cnc6c5ncnc6N)O)O)O)O)N 
A2D SMILES           "OpenEye OEToolkits" 1.5.0 c1nc(c2c(n1)n(cn2)C3C(C(C(O3)COP(=O)(O)OP(=O)(O)OCC4C(C(C(O4)n5cnc6c5ncnc6N)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 
A2D "SYSTEMATIC NAME" ACDLabs              10.04 "bis{[(2R,3S,4R,5R)-5-(6-amino-9H-purin-9-yl)-3,4-dihydroxytetrahydrofuran-2-yl]methyl} dihydrogen diphosphate (non-preferred name)"                                                   
A2D "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "[[(2R,3S,4R,5R)-5-(6-aminopurin-9-yl)-3,4-dihydroxy-oxolan-2-yl]methoxy-hydroxy-phosphoryl] [(2R,3S,4R,5R)-5-(6-aminopurin-9-yl)-3,4-dihydroxy-oxolan-2-yl]methyl hydrogen phosphate" 
# 
