data_ADI
# 
_chem_comp.id                                    ADI 
_chem_comp.name                                  "2',3'-DIDEOXYADENOSINE-5'-DIPHOSPHATE" 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C10 H15 N5 O8 P2" 
_chem_comp.mon_nstd_parent_comp_id               A 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2001-09-26 
_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                        395.202 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     ADI 
_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        1JX4 
_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 
ADI PB     PB   P 0 1 N N N 24.534 12.357 5.953  0.925  -0.338 -5.538 PB     ADI 1  
ADI O1B    O1B  O 0 1 N N N 25.837 11.867 6.589  1.845  0.779  -5.229 O1B    ADI 2  
ADI O2B    O2B  O 0 1 N N N 24.258 13.793 5.797  1.682  -1.415 -6.465 O2B    ADI 3  
ADI O3B    O3B  O 0 1 N N N 24.494 11.516 4.669  -0.365 0.227  -6.315 O3B    ADI 4  
ADI PA     PA   P 0 1 N N R 23.061 10.326 7.467  -0.284 0.084  -3.293 PA     ADI 5  
ADI O1A    O1A  O 0 1 N N N 24.407 9.603  7.574  -1.452 0.597  -4.043 O1A    ADI 6  
ADI O2A    O2A  O 0 1 N N N 21.948 9.779  6.667  0.735  1.293  -2.995 O2A    ADI 7  
ADI O3A    O3A  O 0 1 N N N 23.508 11.822 7.047  0.460  -1.043 -4.167 O3A    ADI 8  
ADI "O5'"  O5*  O 0 1 N N N 22.489 10.715 8.918  -0.779 -0.555 -1.901 "O5'"  ADI 9  
ADI "C5'"  C5*  C 0 1 N N N 23.026 10.235 10.173 -1.429 0.489  -1.174 "C5'"  ADI 10 
ADI "C4'"  C4*  C 0 1 N N S 21.851 9.954  11.102 -1.926 -0.054 0.166  "C4'"  ADI 11 
ADI "O4'"  O4*  O 0 1 N N N 21.411 11.313 11.320 -0.814 -0.433 1.009  "O4'"  ADI 12 
ADI "C3'"  C3*  C 0 1 N N N 20.781 9.224  10.278 -2.636 1.058  0.977  "C3'"  ADI 13 
ADI "C2'"  C2*  C 0 1 N N N 19.587 9.959  10.855 -2.482 0.548  2.431  "C2'"  ADI 14 
ADI "C1'"  C1*  C 0 1 N N R 19.996 11.307 11.369 -1.299 -0.436 2.362  "C1'"  ADI 15 
ADI N9     N9   N 0 1 Y N N 19.263 12.410 10.715 -0.237 -0.004 3.274  N9     ADI 16 
ADI C8     C8   C 0 1 Y N N 19.700 13.315 9.749  0.793  0.833  2.971  C8     ADI 17 
ADI N7     N7   N 0 1 Y N N 18.802 14.207 9.450  1.551  1.003  4.016  N7     ADI 18 
ADI C5     C5   C 0 1 Y N N 17.701 13.863 10.209 1.052  0.290  5.054  C5     ADI 19 
ADI C6     C6   C 0 1 Y N N 16.388 14.406 10.324 1.439  0.086  6.389  C6     ADI 20 
ADI N6     N6   N 0 1 N N N 15.960 15.442 9.599  2.566  0.705  6.902  N6     ADI 21 
ADI N1     N1   N 0 1 Y N N 15.544 13.798 11.222 0.695  -0.709 7.150  N1     ADI 22 
ADI C2     C2   C 0 1 Y N N 15.927 12.716 11.940 -0.381 -1.303 6.670  C2     ADI 23 
ADI N3     N3   N 0 1 Y N N 17.102 12.100 11.899 -0.779 -1.146 5.425  N3     ADI 24 
ADI C4     C4   C 0 1 Y N N 17.955 12.750 11.000 -0.098 -0.369 4.589  C4     ADI 25 
ADI HOB2   2HOB H 0 0 N N N 23.449 14.097 5.402  1.943  -0.952 -7.273 HOB2   ADI 26 
ADI HOB3   3HOB H 0 0 N N N 23.685 11.820 4.274  -0.936 -0.531 -6.497 HOB3   ADI 27 
ADI HOA2   2HOA H 0 0 N N N 21.113 10.227 6.600  1.480  0.917  -2.507 HOA2   ADI 28 
ADI "H5'1" 1H5* H 0 0 N N N 23.699 9.355  10.048 -2.275 0.861  -1.751 "H5'1" ADI 29 
ADI "H5'2" 2H5* H 0 0 N N N 23.774 10.931 10.618 -0.724 1.302  -0.998 "H5'2" ADI 30 
ADI "H4'"  H4*  H 0 1 N N N 22.063 9.356  12.018 -2.593 -0.902 0.011  "H4'"  ADI 31 
ADI "H3'1" 1H3* H 0 0 N N N 20.897 9.231  9.169  -3.687 1.131  0.700  "H3'1" ADI 32 
ADI "H3'2" 2H3* H 0 0 N N N 20.768 8.110  10.329 -2.133 2.016  0.846  "H3'2" ADI 33 
ADI "H2'1" 1H2* H 0 0 N N N 18.751 10.032 10.120 -3.388 0.035  2.753  "H2'1" ADI 34 
ADI "H2'2" 2H2* H 0 0 N N N 19.068 9.357  11.637 -2.251 1.375  3.103  "H2'2" ADI 35 
ADI "H1'"  H1*  H 0 1 N N N 19.698 11.497 12.426 -1.635 -1.438 2.633  "H1'"  ADI 36 
ADI H8     H8   H 0 1 N N N 20.686 13.324 9.256  0.958  1.290  2.006  H8     ADI 37 
ADI HN61   1HN6 H 0 0 N N N 15.020 15.830 9.681  2.821  0.559  7.826  HN61   ADI 38 
ADI HN62   2HN6 H 0 0 N N N 16.107 15.207 8.617  3.103  1.280  6.336  HN62   ADI 39 
ADI H2     H2   H 0 1 N N N 15.194 12.284 12.642 -0.957 -1.942 7.323  H2     ADI 40 
# 
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 
ADI PB    O1B    DOUB N N 1  
ADI PB    O2B    SING N N 2  
ADI PB    O3B    SING N N 3  
ADI PB    O3A    SING N N 4  
ADI O2B   HOB2   SING N N 5  
ADI O3B   HOB3   SING N N 6  
ADI PA    O1A    DOUB N N 7  
ADI PA    O2A    SING N N 8  
ADI PA    O3A    SING N N 9  
ADI PA    "O5'"  SING N N 10 
ADI O2A   HOA2   SING N N 11 
ADI "O5'" "C5'"  SING N N 12 
ADI "C5'" "C4'"  SING N N 13 
ADI "C5'" "H5'1" SING N N 14 
ADI "C5'" "H5'2" SING N N 15 
ADI "C4'" "O4'"  SING N N 16 
ADI "C4'" "C3'"  SING N N 17 
ADI "C4'" "H4'"  SING N N 18 
ADI "O4'" "C1'"  SING N N 19 
ADI "C3'" "C2'"  SING N N 20 
ADI "C3'" "H3'1" SING N N 21 
ADI "C3'" "H3'2" SING N N 22 
ADI "C2'" "C1'"  SING N N 23 
ADI "C2'" "H2'1" SING N N 24 
ADI "C2'" "H2'2" SING N N 25 
ADI "C1'" N9     SING N N 26 
ADI "C1'" "H1'"  SING N N 27 
ADI N9    C8     SING Y N 28 
ADI N9    C4     SING Y N 29 
ADI C8    N7     DOUB Y N 30 
ADI C8    H8     SING N N 31 
ADI N7    C5     SING Y N 32 
ADI C5    C6     SING Y N 33 
ADI C5    C4     DOUB Y N 34 
ADI C6    N6     SING N N 35 
ADI C6    N1     DOUB Y N 36 
ADI N6    HN61   SING N N 37 
ADI N6    HN62   SING N N 38 
ADI N1    C2     SING Y N 39 
ADI C2    N3     DOUB Y N 40 
ADI C2    H2     SING N N 41 
ADI N3    C4     SING Y N 42 
# 
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 
ADI SMILES           ACDLabs              10.04 O=P(O)(O)OP(=O)(O)OCC3OC(n2cnc1c(ncnc12)N)CC3                                                                                                                                
ADI InChI            InChI                1.02b InChI=1/C10H15N5O8P2/c11-9-8-10(13-4-12-9)15(5-14-8)7-2-1-6(22-7)3-21-25(19,20)23-24(16,17)18/h4-7H,1-3H2,(H,19,20)(H2,11,12,13)(H2,16,17,18)/t6-,7+/m0/s1/f/h16-17,19H,11H2 
ADI InChIKey         InChI                1.02b QYFSANXOEHYVFG-XEMLZEAUDR                                                                                                                                                    
ADI SMILES_CANONICAL CACTVS               3.341 Nc1ncnc2n(cnc12)[C@H]3CC[C@@H](CO[P@](O)(=O)O[P](O)(O)=O)O3                                                                                                                  
ADI SMILES           CACTVS               3.341 Nc1ncnc2n(cnc12)[CH]3CC[CH](CO[P](O)(=O)O[P](O)(O)=O)O3                                                                                                                      
ADI SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 c1nc(c2c(n1)n(cn2)[C@H]3CC[C@H](O3)CO[P@@](=O)(O)OP(=O)(O)O)N                                                                                                                
ADI SMILES           "OpenEye OEToolkits" 1.5.0 c1nc(c2c(n1)n(cn2)C3CCC(O3)COP(=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 
ADI "SYSTEMATIC NAME" ACDLabs              10.04 "[(2S,5R)-5-(6-amino-9H-purin-9-yl)tetrahydrofuran-2-yl]methyl trihydrogen diphosphate" 
ADI "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "[(2S,5R)-5-(6-aminopurin-9-yl)oxolan-2-yl]methyl phosphono hydrogen phosphate"         
# 
