data_A2P
# 
_chem_comp.id                                    A2P 
_chem_comp.name                                  "ADENOSINE-2'-5'-DIPHOSPHATE" 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C10 H15 N5 O10 P2" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     1999-07-08 
_chem_comp.pdbx_modified_date                    2008-10-14 
_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                        427.201 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     A2P 
_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        1HI3 
_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 
A2P P1     P1   P 0 1 N N N 14.853 14.452 9.707  2.638  -0.404 2.274  P1     A2P 1  
A2P O1P    O1P  O 0 1 N N N 14.236 15.203 10.876 3.273  -1.585 1.647  O1P    A2P 2  
A2P O2P    O2P  O 0 1 N N N 13.843 13.610 8.945  3.697  0.321  3.246  O2P    A2P 3  
A2P O3P    O3P  O 0 1 N N N 16.103 13.684 10.089 1.358  -0.873 3.130  O3P    A2P 4  
A2P P2     P2   P 0 1 N N N 10.348 16.895 7.260  -0.842 -0.078 -5.412 P2     A2P 5  
A2P O4P    O4P  O 0 1 N N N 10.184 16.318 8.663  -1.159 -1.507 -5.196 O4P    A2P 6  
A2P O5P    O5P  O 0 1 N N N 9.610  18.218 7.080  -2.040 0.619  -6.230 O5P    A2P 7  
A2P O6P    O6P  O 0 1 N N N 10.045 15.878 6.162  0.525  0.046  -6.252 O6P    A2P 8  
A2P "O5'"  O5*  O 0 1 N N N 11.931 17.267 7.112  -0.666 0.653  -3.988 "O5'"  A2P 9  
A2P "C5'"  C5*  C 0 1 N N N 12.515 17.556 5.824  0.405  -0.008 -3.313 "C5'"  A2P 10 
A2P "C4'"  C4*  C 0 1 N N R 14.025 17.584 5.939  0.625  0.641  -1.946 "C4'"  A2P 11 
A2P "O4'"  O4*  O 0 1 N N N 14.410 18.588 6.923  -0.559 0.510  -1.130 "O4'"  A2P 12 
A2P "C3'"  C3*  C 0 1 N N R 14.640 16.288 6.447  1.727  -0.105 -1.164 "C3'"  A2P 13 
A2P "O3'"  O3*  O 0 1 N N N 15.997 16.255 6.024  2.978  0.574  -1.288 "O3'"  A2P 14 
A2P "C2'"  C2*  C 0 1 N N R 14.539 16.470 7.958  1.236  -0.073 0.302  "C2'"  A2P 15 
A2P "O2'"  O2*  O 0 1 N N N 15.398 15.580 8.661  2.170  0.625  1.128  "O2'"  A2P 16 
A2P "C1'"  C1*  C 0 1 N N R 14.898 17.951 8.096  -0.106 0.686  0.229  "C1'"  A2P 17 
A2P N9     N9   N 0 1 Y N N 14.303 18.630 9.251  -1.071 0.107  1.167  N9     A2P 18 
A2P C8     C8   C 0 1 Y N N 13.107 18.371 9.887  -1.930 -0.919 0.910  C8     A2P 19 
A2P N7     N7   N 0 1 Y N N 12.847 19.193 10.877 -2.644 -1.177 1.967  N7     A2P 20 
A2P C5     C5   C 0 1 Y N N 13.947 20.047 10.900 -2.286 -0.338 2.968  C5     A2P 21 
A2P C6     C6   C 0 1 Y N N 14.294 21.158 11.723 -2.706 -0.148 4.296  C6     A2P 22 
A2P N6     N6   N 0 1 N N N 13.526 21.621 12.712 -3.700 -0.939 4.844  N6     A2P 23 
A2P N1     N1   N 0 1 Y N N 15.477 21.783 11.479 -2.122 0.805  5.014  N1     A2P 24 
A2P C2     C2   C 0 1 Y N N 16.256 21.325 10.482 -1.173 1.565  4.499  C2     A2P 25 
A2P N3     N3   N 0 1 Y N N 16.036 20.304 9.646  -0.752 1.427  3.260  N3     A2P 26 
A2P C4     C4   C 0 1 Y N N 14.855 19.702 9.910  -1.277 0.500  2.465  C4     A2P 27 
A2P HOP2   2HOP H 0 0 N N N 14.228 13.140 8.214  3.951  -0.328 3.916  HOP2   A2P 28 
A2P HOP3   3HOP H 0 0 N N N 16.488 13.214 9.358  0.975  -0.075 3.520  HOP3   A2P 29 
A2P HOP5   5HOP H 0 0 N N N 9.712  18.577 6.206  -2.111 0.153  -7.074 HOP5   A2P 30 
A2P HOP6   6HOP H 0 0 N N N 10.147 16.237 5.288  0.695  0.991  -6.370 HOP6   A2P 31 
A2P "H5'1" 1H5* H 0 0 N N N 12.167 16.845 5.037  1.315  0.076  -3.907 "H5'1" A2P 32 
A2P "H5'2" 2H5* H 0 0 N N N 12.110 18.496 5.382  0.155  -1.060 -3.179 "H5'2" A2P 33 
A2P "H4'"  H4*  H 0 1 N N N 14.389 17.785 4.904  0.889  1.692  -2.064 "H4'"  A2P 34 
A2P "H3'"  H3*  H 0 1 N N N 14.159 15.347 6.090  1.816  -1.133 -1.516 "H3'"  A2P 35 
A2P "HO3'" *HO3 H 0 0 N N N 16.380 15.446 6.341  3.203  0.576  -2.229 "HO3'" A2P 36 
A2P "H2'"  H2*  H 0 1 N N N 13.546 16.225 8.403  1.081  -1.085 0.675  "H2'"  A2P 37 
A2P "H1'"  H1*  H 0 1 N N N 16.001 18.014 8.239  0.043  1.744  0.445  "H1'"  A2P 38 
A2P H8     H8   H 0 1 N N N 12.406 17.561 9.621  -2.006 -1.441 -0.032 H8     A2P 39 
A2P HN61   1HN6 H 0 0 N N N 13.774 22.416 13.300 -3.978 -0.801 5.763  HN61   A2P 40 
A2P HN62   2HN6 H 0 0 N N N 13.332 20.836 13.333 -4.121 -1.630 4.308  HN62   A2P 41 
A2P H2     H2   H 0 1 N N N 17.207 21.861 10.328 -0.726 2.328  5.119  H2     A2P 42 
# 
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 
A2P P1    O1P    DOUB N N 1  
A2P P1    O2P    SING N N 2  
A2P P1    O3P    SING N N 3  
A2P P1    "O2'"  SING N N 4  
A2P O2P   HOP2   SING N N 5  
A2P O3P   HOP3   SING N N 6  
A2P P2    O4P    DOUB N N 7  
A2P P2    O5P    SING N N 8  
A2P P2    O6P    SING N N 9  
A2P P2    "O5'"  SING N N 10 
A2P O5P   HOP5   SING N N 11 
A2P O6P   HOP6   SING N N 12 
A2P "O5'" "C5'"  SING N N 13 
A2P "C5'" "C4'"  SING N N 14 
A2P "C5'" "H5'1" SING N N 15 
A2P "C5'" "H5'2" SING N N 16 
A2P "C4'" "O4'"  SING N N 17 
A2P "C4'" "C3'"  SING N N 18 
A2P "C4'" "H4'"  SING N N 19 
A2P "O4'" "C1'"  SING N N 20 
A2P "C3'" "O3'"  SING N N 21 
A2P "C3'" "C2'"  SING N N 22 
A2P "C3'" "H3'"  SING N N 23 
A2P "O3'" "HO3'" SING N N 24 
A2P "C2'" "O2'"  SING N N 25 
A2P "C2'" "C1'"  SING N N 26 
A2P "C2'" "H2'"  SING N N 27 
A2P "C1'" N9     SING N N 28 
A2P "C1'" "H1'"  SING N N 29 
A2P N9    C8     SING Y N 30 
A2P N9    C4     SING Y N 31 
A2P C8    N7     DOUB Y N 32 
A2P C8    H8     SING N N 33 
A2P N7    C5     SING Y N 34 
A2P C5    C6     SING Y N 35 
A2P C5    C4     DOUB Y N 36 
A2P C6    N6     SING N N 37 
A2P C6    N1     DOUB Y N 38 
A2P N6    HN61   SING N N 39 
A2P N6    HN62   SING N N 40 
A2P N1    C2     SING Y N 41 
A2P C2    N3     DOUB Y N 42 
A2P C2    H2     SING N N 43 
A2P N3    C4     SING Y N 44 
# 
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 
A2P SMILES           ACDLabs              10.04 O=P(O)(O)OCC3OC(n2cnc1c(ncnc12)N)C(OP(=O)(O)O)C3O                                                                                                                                                          
A2P InChI            InChI                1.02b InChI=1/C10H15N5O10P2/c11-8-5-9(13-2-12-8)15(3-14-5)10-7(25-27(20,21)22)6(16)4(24-10)1-23-26(17,18)19/h2-4,6-7,10,16H,1H2,(H2,11,12,13)(H2,17,18,19)(H2,20,21,22)/t4-,6-,7-,10-/m1/s1/f/h17-18,20-21H,11H2 
A2P InChIKey         InChI                1.02b AEOBEOJCBAYXBA-FXBIIEDUDZ                                                                                                                                                                                  
A2P SMILES_CANONICAL CACTVS               3.341 Nc1ncnc2n(cnc12)[C@@H]3O[C@H](CO[P](O)(O)=O)[C@@H](O)[C@H]3O[P](O)(O)=O                                                                                                                                    
A2P SMILES           CACTVS               3.341 Nc1ncnc2n(cnc12)[CH]3O[CH](CO[P](O)(O)=O)[CH](O)[CH]3O[P](O)(O)=O                                                                                                                                          
A2P SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 c1nc(c2c(n1)n(cn2)[C@H]3[C@@H]([C@@H]([C@H](O3)COP(=O)(O)O)O)OP(=O)(O)O)N                                                                                                                                  
A2P SMILES           "OpenEye OEToolkits" 1.5.0 c1nc(c2c(n1)n(cn2)C3C(C(C(O3)COP(=O)(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 
A2P "SYSTEMATIC NAME" ACDLabs              10.04 
;adenosine 2',5'-bis(dihydrogen phosphate)
;
A2P "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "[(2R,3R,4R,5R)-2-(6-aminopurin-9-yl)-4-hydroxy-5-(phosphonooxymethyl)oxolan-3-yl] dihydrogen phosphate" 
# 
