data_ADS
# 
_chem_comp.id                                    ADS 
_chem_comp.name                                  "ADENOSINE-5'-(DITHIO)PHOSPHATE" 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C10 H14 N5 O5 P S2" 
_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                    2011-06-04 
_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                        379.352 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     ADS 
_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        1AK0 
_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 
ADS P      P    P 0 1 N N N ?      ?      ?       0.811  -0.099 6.877  P      ADS 1  
ADS O1P    O1P  O 0 1 N N N ?      ?      ?       0.123  -0.862 7.982  O1P    ADS 2  
ADS S2P    S2P  S 0 1 N N N ?      ?      ?       2.805  0.271  7.448  S2P    ADS 3  
ADS S3P    S3P  S 0 1 N N N ?      ?      ?       -0.199 1.728  6.592  S3P    ADS 4  
ADS "O5'"  O5*  O 0 1 N N N 18.688 18.950 -12.623 0.782  -0.961 5.497  "O5'"  ADS 5  
ADS "C5'"  C5*  C 0 1 N N N 19.875 19.656 -12.915 1.372  -0.441 4.318  "C5'"  ADS 6  
ADS "C4'"  C4*  C 0 1 N N R 20.027 20.526 -11.739 0.620  -0.987 3.117  "C4'"  ADS 7  
ADS "O4'"  O4*  O 0 1 N N N 21.368 20.667 -11.354 -0.747 -0.548 3.159  "O4'"  ADS 8  
ADS "C3'"  C3*  C 0 1 N N S 19.363 21.849 -11.862 1.158  -0.487 1.787  "C3'"  ADS 9  
ADS "O3'"  O3*  O 0 1 N N N 19.028 22.147 -10.517 2.299  -1.208 1.371  "O3'"  ADS 10 
ADS "C2'"  C2*  C 0 1 N N R 20.511 22.714 -12.233 -0.037 -0.663 0.869  "C2'"  ADS 11 
ADS "O2'"  O2*  O 0 1 N N N ?      ?      ?       -0.110 -1.997 0.368  "O2'"  ADS 12 
ADS "C1'"  C1*  C 0 1 N N R 21.670 22.040 -11.520 -1.222 -0.410 1.802  "C1'"  ADS 13 
ADS N9     N9   N 0 1 Y N N 22.897 22.247 -12.262 -1.831 0.910  1.631  N9     ADS 14 
ADS C8     C8   C 0 1 Y N N 23.134 22.247 -13.591 -1.435 2.069  2.247  C8     ADS 15 
ADS N7     N7   N 0 1 Y N N 24.326 22.631 -13.977 -2.177 3.099  1.895  N7     ADS 16 
ADS C5     C5   C 0 1 Y N N 24.948 22.897 -12.741 -3.094 2.586  1.013  C5     ADS 17 
ADS C6     C6   C 0 1 Y N N 26.240 23.352 -12.396 -4.138 3.168  0.301  C6     ADS 18 
ADS N6     N6   N 0 1 N N N 27.158 23.621 -13.312 -4.410 4.542  0.422  N6     ADS 19 
ADS N1     N1   N 0 1 Y N N 26.497 23.548 -11.102 -4.893 2.393  -0.514 N1     ADS 20 
ADS C2     C2   C 0 1 Y N N 25.565 23.285 -10.205 -4.582 1.076  -0.589 C2     ADS 21 
ADS N3     N3   N 0 1 Y N N 24.342 22.860 -10.402 -3.602 0.399  0.048  N3     ADS 22 
ADS C4     C4   C 0 1 Y N N 24.086 22.668 -11.706 -2.897 1.226  0.835  C4     ADS 23 
ADS HSP2   2HSP H 0 0 N N N ?      ?      ?       3.205  -1.003 7.561  HSP2   ADS 24 
ADS HSP3   3HSP H 0 0 N N N ?      ?      ?       -1.397 1.226  6.258  HSP3   ADS 25 
ADS "H5'1" 1H5* H 0 0 N N N 20.734 18.980 -13.038 1.310  0.648  4.336  "H5'1" ADS 26 
ADS "H5'2" 2H5* H 0 0 N N N 19.829 20.211 -13.864 2.419  -0.747 4.276  "H5'2" ADS 27 
ADS "H4'"  H4*  H 0 1 N N N 19.491 19.998 -10.936 0.632  -2.082 3.164  "H4'"  ADS 28 
ADS "H3'"  H3*  H 0 1 N N N 18.504 21.934 -12.544 1.414  0.577  1.857  "H3'"  ADS 29 
ADS "HO3'" *HO3 H 0 0 N N N 19.822 22.214 -10.000 2.179  -1.386 0.426  "HO3'" ADS 30 
ADS "H2'"  H2*  H 0 1 N N N 20.838 23.600 -12.796 -0.003 0.002  0.001  "H2'"  ADS 31 
ADS "HO2'" *HO2 H 0 0 N N N ?      ?      ?       -0.477 -2.553 1.078  "HO2'" ADS 32 
ADS "H1'"  H1*  H 0 1 N N N 21.819 22.482 -10.524 -2.038 -1.124 1.649  "H1'"  ADS 33 
ADS H8     H8   H 0 1 N N N 22.378 21.945 -14.301 -0.603 2.099  2.938  H8     ADS 34 
ADS HN61   1HN6 H 0 0 N N N 26.724 23.689 -14.210 -3.654 5.199  0.395  HN61   ADS 35 
ADS HN62   2HN6 H 0 0 N N N 27.605 24.488 -13.092 -5.344 4.843  0.627  HN62   ADS 36 
ADS H2     H2   H 0 1 N N N 25.848 23.441 -9.174  -5.207 0.485  -1.250 H2     ADS 37 
# 
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 
ADS P     O1P    DOUB N N 1  
ADS P     S2P    SING N N 2  
ADS P     S3P    SING N N 3  
ADS P     "O5'"  SING N N 4  
ADS S2P   HSP2   SING N N 5  
ADS S3P   HSP3   SING N N 6  
ADS "O5'" "C5'"  SING N N 7  
ADS "C5'" "C4'"  SING N N 8  
ADS "C5'" "H5'1" SING N N 9  
ADS "C5'" "H5'2" SING N N 10 
ADS "C4'" "O4'"  SING N N 11 
ADS "C4'" "C3'"  SING N N 12 
ADS "C4'" "H4'"  SING N N 13 
ADS "O4'" "C1'"  SING N N 14 
ADS "C3'" "O3'"  SING N N 15 
ADS "C3'" "C2'"  SING N N 16 
ADS "C3'" "H3'"  SING N N 17 
ADS "O3'" "HO3'" SING N N 18 
ADS "C2'" "O2'"  SING N N 19 
ADS "C2'" "C1'"  SING N N 20 
ADS "C2'" "H2'"  SING N N 21 
ADS "O2'" "HO2'" SING N N 22 
ADS "C1'" N9     SING N N 23 
ADS "C1'" "H1'"  SING N N 24 
ADS N9    C8     SING Y N 25 
ADS N9    C4     SING Y N 26 
ADS C8    N7     DOUB Y N 27 
ADS C8    H8     SING N N 28 
ADS N7    C5     SING Y N 29 
ADS C5    C6     SING Y N 30 
ADS C5    C4     DOUB Y N 31 
ADS C6    N6     SING N N 32 
ADS C6    N1     DOUB Y N 33 
ADS N6    HN61   SING N N 34 
ADS N6    HN62   SING N N 35 
ADS N1    C2     SING Y N 36 
ADS C2    N3     DOUB Y N 37 
ADS C2    H2     SING N N 38 
ADS N3    C4     SING Y N 39 
# 
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 
ADS SMILES           ACDLabs              10.04 "O=P(S)(S)OCC3OC(n2cnc1c(ncnc12)N)C(O)C3O"                                                                                                                         
ADS SMILES_CANONICAL CACTVS               3.341 "Nc1ncnc2n(cnc12)[C@@H]3O[C@H](CO[P](S)(S)=O)[C@@H](O)[C@H]3O"                                                                                                     
ADS SMILES           CACTVS               3.341 "Nc1ncnc2n(cnc12)[CH]3O[CH](CO[P](S)(S)=O)[CH](O)[CH]3O"                                                                                                           
ADS SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "c1nc(c2c(n1)n(cn2)[C@H]3C([C@@H]([C@H](O3)COP(=O)(S)S)O)O)N"                                                                                                      
ADS SMILES           "OpenEye OEToolkits" 1.5.0 "c1nc(c2c(n1)n(cn2)C3C(C(C(O3)COP(=O)(S)S)O)O)N"                                                                                                                   
ADS InChI            InChI                1.03  "InChI=1S/C10H14N5O5PS2/c11-8-5-9(13-2-12-8)15(3-14-5)10-7(17)6(16)4(20-10)1-19-21(18,22)23/h2-4,6-7,10,16-17H,1H2,(H2,11,12,13)(H2,18,22,23)/t4-,6-,7?,10-/m1/s1" 
ADS InChIKey         InChI                1.03  RPDDEEQJNPPYRG-CPTYKQRNSA-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 
ADS "SYSTEMATIC NAME" ACDLabs              10.04 "5'-O-[(dithiophosphono)]adenosine"                                                    
ADS "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "(2R,4S,5R)-2-(6-aminopurin-9-yl)-5-(bis-sulfanylphosphoryloxymethyl)oxolane-3,4-diol" 
# 
loop_
_pdbx_chem_comp_audit.comp_id 
_pdbx_chem_comp_audit.action_type 
_pdbx_chem_comp_audit.date 
_pdbx_chem_comp_audit.processing_site 
ADS "Create component"  1999-07-08 RCSB 
ADS "Modify descriptor" 2011-06-04 RCSB 
# 
