data_A3P
# 
_chem_comp.id                                    A3P 
_chem_comp.name                                  "ADENOSINE-3'-5'-DIPHOSPHATE" 
_chem_comp.type                                  "RNA LINKING" 
_chem_comp.pdbx_type                             ATOMN 
_chem_comp.formula                               "C10 H15 N5 O10 P2" 
_chem_comp.mon_nstd_parent_comp_id               A 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     1999-07-08 
_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                        427.201 
_chem_comp.one_letter_code                       A 
_chem_comp.three_letter_code                     A3P 
_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        1AQU 
_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 
A3P P1     P1   P 0 1 N N N 4.090  23.888 22.033 3.047  -0.319 -2.419 P1     A3P 1  
A3P O1P    O1P  O 0 1 N N N 4.339  24.834 23.134 2.080  -0.681 -3.479 O1P    A3P 2  
A3P O2P    O2P  O 0 1 N N N 2.805  23.167 22.209 4.314  0.422  -3.080 O2P    A3P 3  
A3P O3P    O3P  O 0 1 N Y N 4.134  24.595 20.729 3.540  -1.653 -1.664 O3P    A3P 4  
A3P P2     P2   P 0 1 N N N 10.492 20.644 24.788 -2.728 0.073  -3.807 P2     A3P 5  
A3P O4P    O4P  O 0 1 N N N 10.264 19.264 25.205 -2.932 -1.369 -3.549 O4P    A3P 6  
A3P O5P    O5P  O 0 1 N N N 11.781 20.754 24.048 -4.149 0.773  -4.096 O5P    A3P 7  
A3P O6P    O6P  O 0 1 N N N 10.471 21.568 25.947 -1.768 0.259  -5.086 O6P    A3P 8  
A3P "O5'"  O5*  O 0 1 N N N 9.298  21.064 23.779 -2.045 0.758  -2.520 "O5'"  A3P 9  
A3P "C5'"  C5*  C 0 1 N N N 7.941  21.288 24.183 -0.794 0.097  -2.316 "C5'"  A3P 10 
A3P "C4'"  C4*  C 0 1 N N R 7.078  21.449 22.912 -0.090 0.703  -1.100 "C4'"  A3P 11 
A3P "O4'"  O4*  O 0 1 N N N 6.948  20.124 22.293 -0.888 0.516  0.088  "O4'"  A3P 12 
A3P "C3'"  C3*  C 0 1 N N S 5.639  21.942 23.164 1.229  -0.045 -0.812 "C3'"  A3P 13 
A3P "O3'"  O3*  O 0 1 N N N 5.251  22.785 22.043 2.340  0.666  -1.361 "O3'"  A3P 14 
A3P "C2'"  C2*  C 0 1 N N R 4.889  20.606 23.288 1.314  -0.077 0.732  "C2'"  A3P 15 
A3P "O2'"  O2*  O 0 1 N N N 3.481  20.642 23.168 2.481  0.612  1.183  "O2'"  A3P 16 
A3P "C1'"  C1*  C 0 1 N N R 5.564  19.791 22.177 0.033  0.654  1.191  "C1'"  A3P 17 
A3P N9     N9   N 0 1 Y N N 5.352  18.337 22.289 -0.512 0.021  2.394  N9     A3P 18 
A3P C8     C8   C 0 1 Y N N 5.639  17.490 23.342 -1.396 -1.015 2.429  C8     A3P 19 
A3P N7     N7   N 0 1 Y N N 5.325  16.226 23.132 -1.667 -1.326 3.663  N7     A3P 20 
A3P C5     C5   C 0 1 Y N N 4.791  16.227 21.850 -0.972 -0.515 4.496  C5     A3P 21 
A3P C6     C6   C 0 1 Y N N 4.257  15.187 21.019 -0.873 -0.382 5.891  C6     A3P 22 
A3P N6     N6   N 0 1 N N N 4.182  13.908 21.396 -1.588 -1.215 6.734  N6     A3P 23 
A3P N1     N1   N 0 1 Y N N 3.801  15.535 19.768 -0.072 0.558  6.383  N1     A3P 24 
A3P C2     C2   C 0 1 Y N N 3.870  16.831 19.368 0.612  1.357  5.586  C2     A3P 25 
A3P N3     N3   N 0 1 Y N N 4.350  17.901 20.061 0.547  1.273  4.274  N3     A3P 26 
A3P C4     C4   C 0 1 Y N N 4.798  17.526 21.301 -0.226 0.362  3.691  C4     A3P 27 
A3P HOP2   2HOP H 0 0 N N N 2.644  22.556 21.498 4.708  -0.200 -3.705 HOP2   A3P 28 
A3P HOP3   3HOP H 0 0 N N N 3.973  23.984 20.018 4.167  -1.373 -0.983 HOP3   A3P 29 
A3P HOP5   5HOP H 0 0 N N N 11.929 21.652 23.776 -4.523 0.335  -4.873 HOP5   A3P 30 
A3P HOP6   6HOP H 0 0 N N N 10.619 22.466 25.675 -1.661 1.211  -5.220 HOP6   A3P 31 
A3P "H5'1" 1H5* H 0 0 N N N 7.558  20.492 24.863 -0.168 0.223  -3.199 "H5'1" A3P 32 
A3P "H5'2" 2H5* H 0 0 N N N 7.838  22.148 24.884 -0.968 -0.964 -2.143 "H5'2" A3P 33 
A3P "H4'"  H4*  H 0 1 N N N 7.593  22.212 22.284 0.103  1.763  -1.265 "H4'"  A3P 34 
A3P "H3'"  H3*  H 0 1 N N N 5.451  22.581 24.058 1.189  -1.058 -1.214 "H3'"  A3P 35 
A3P "H2'"  H2*  H 0 1 N N N 4.967  20.185 24.317 1.315  -1.105 1.093  "H2'"  A3P 36 
A3P "HO2'" *HO2 H 0 0 N N N 3.017  19.816 23.244 2.481  0.560  2.149  "HO2'" A3P 37 
A3P "H1'"  H1*  H 0 1 N N N 5.128  20.042 21.181 0.244  1.707  1.379  "H1'"  A3P 38 
A3P H8     H8   H 0 1 N N N 6.093  17.805 24.296 -1.811 -1.505 1.561  H8     A3P 39 
A3P HN61   1HN6 H 0 0 N N N 3.802  13.168 20.805 -1.508 -1.116 7.696  HN61   A3P 40 
A3P HN62   2HN6 H 0 0 N N N 3.670  13.882 22.278 -2.171 -1.895 6.364  HN62   A3P 41 
A3P H2     H2   H 0 1 N N N 3.488  17.040 18.354 1.251  2.108  6.027  H2     A3P 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 
A3P P1    O1P    DOUB N N 1  
A3P P1    O2P    SING N N 2  
A3P P1    O3P    SING N N 3  
A3P P1    "O3'"  SING N N 4  
A3P O2P   HOP2   SING N N 5  
A3P O3P   HOP3   SING N N 6  
A3P P2    O4P    DOUB N N 7  
A3P P2    O5P    SING N N 8  
A3P P2    O6P    SING N N 9  
A3P P2    "O5'"  SING N N 10 
A3P O5P   HOP5   SING N N 11 
A3P O6P   HOP6   SING N N 12 
A3P "O5'" "C5'"  SING N N 13 
A3P "C5'" "C4'"  SING N N 14 
A3P "C5'" "H5'1" SING N N 15 
A3P "C5'" "H5'2" SING N N 16 
A3P "C4'" "O4'"  SING N N 17 
A3P "C4'" "C3'"  SING N N 18 
A3P "C4'" "H4'"  SING N N 19 
A3P "O4'" "C1'"  SING N N 20 
A3P "C3'" "O3'"  SING N N 21 
A3P "C3'" "C2'"  SING N N 22 
A3P "C3'" "H3'"  SING N N 23 
A3P "C2'" "O2'"  SING N N 24 
A3P "C2'" "C1'"  SING N N 25 
A3P "C2'" "H2'"  SING N N 26 
A3P "O2'" "HO2'" SING N N 27 
A3P "C1'" N9     SING N N 28 
A3P "C1'" "H1'"  SING N N 29 
A3P N9    C8     SING Y N 30 
A3P N9    C4     SING Y N 31 
A3P C8    N7     DOUB Y N 32 
A3P C8    H8     SING N N 33 
A3P N7    C5     SING Y N 34 
A3P C5    C6     SING Y N 35 
A3P C5    C4     DOUB Y N 36 
A3P C6    N6     SING N N 37 
A3P C6    N1     DOUB Y N 38 
A3P N6    HN61   SING N N 39 
A3P N6    HN62   SING N N 40 
A3P N1    C2     SING Y N 41 
A3P C2    N3     DOUB Y N 42 
A3P C2    H2     SING N N 43 
A3P 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 
A3P SMILES           ACDLabs              10.04 "O=P(O)(O)OCC3OC(n2cnc1c(ncnc12)N)C(O)C3OP(=O)(O)O"                                                                                                                                                          
A3P InChI            InChI                1.02b "InChI=1/C10H15N5O10P2/c11-8-5-9(13-2-12-8)15(3-14-5)10-6(16)7(25-27(20,21)22)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" 
A3P InChIKey         InChI                1.02b WHTCPDAXWFLDIH-FXBIIEDUDV                                                                                                                                                                                    
A3P SMILES_CANONICAL CACTVS               3.341 "Nc1ncnc2n(cnc12)[C@@H]3O[C@H](CO[P](O)(O)=O)[C@@H](O[P](O)(O)=O)[C@H]3O"                                                                                                                                    
A3P SMILES           CACTVS               3.341 "Nc1ncnc2n(cnc12)[CH]3O[CH](CO[P](O)(O)=O)[CH](O[P](O)(O)=O)[CH]3O"                                                                                                                                          
A3P 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)OP(=O)(O)O)O)N"                                                                                                                                  
A3P SMILES           "OpenEye OEToolkits" 1.5.0 "c1nc(c2c(n1)n(cn2)C3C(C(C(O3)COP(=O)(O)O)OP(=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 
A3P "SYSTEMATIC NAME" ACDLabs              10.04 
;adenosine 3',5'-bis(dihydrogen phosphate)
;
A3P "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "[(2R,3S,4R,5R)-5-(6-aminopurin-9-yl)-4-hydroxy-2-(phosphonooxymethyl)oxolan-3-yl] dihydrogen phosphate" 
# 
