data_AS
# 
_chem_comp.id                                    AS 
_chem_comp.name                                  
;2-DEOXY-ADENOSINE -5'-THIO-MONOPHOSPHATE
;
_chem_comp.type                                  "DNA LINKING" 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C10 H14 N5 O5 P S" 
_chem_comp.mon_nstd_parent_comp_id               DA 
_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                        347.287 
_chem_comp.one_letter_code                       A 
_chem_comp.three_letter_code                     AS 
_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        8PSH 
_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 
AS P      P    P 0 1 N N N 3.229  -8.628  -5.456 0.654  -0.386 -4.467 P      AS 1  
AS OP1    O1P  O 0 1 N N N 4.164  -9.657  -5.964 1.433  -1.604 -5.176 OP1    AS 2  
AS S2P    S2P  S 0 1 N N N 1.125  -8.951  -5.538 1.866  0.967  -4.052 S2P    AS 3  
AS OP3    O3P  O 0 1 N Y N 3.541  -7.242  -6.240 -0.468 0.187  -5.468 OP3    AS 4  
AS "O5'"  O5*  O 0 1 N N N 3.588  -8.348  -3.902 -0.047 -0.910 -3.117 "O5'"  AS 5  
AS "C5'"  C5*  C 0 1 N N N 4.916  -8.361  -3.402 -0.717 0.210  -2.538 "C5'"  AS 6  
AS "C4'"  C4*  C 0 1 N N R 4.895  -8.016  -1.905 -1.409 -0.221 -1.244 "C4'"  AS 7  
AS "O4'"  O4*  O 0 1 N N N 4.203  -6.795  -1.721 -0.436 -0.605 -0.245 "O4'"  AS 8  
AS "C3'"  C3*  C 0 1 N N S 4.149  -9.059  -1.066 -2.146 0.976  -0.592 "C3'"  AS 9  
AS "O3'"  O3*  O 0 1 N N N 5.016  -10.036 -0.510 -3.461 1.122  -1.134 "O3'"  AS 10 
AS "C2'"  C2*  C 0 1 N N N 3.477  -8.218  0.011  -2.206 0.550  0.894  "C2'"  AS 11 
AS "C1'"  C1*  C 0 1 N N R 3.676  -6.769  -0.412 -1.086 -0.498 1.032  "C1'"  AS 12 
AS N9     N9   N 0 1 Y N N 2.366  -6.090  -0.373 -0.121 -0.067 2.046  N9     AS 13 
AS C8     C8   C 0 1 Y N N 1.398  -6.039  -1.345 0.988  0.694  1.832  C8     AS 14 
AS N7     N7   N 0 1 Y N N 0.292  -5.461  -0.971 1.618  0.887  2.954  N7     AS 15 
AS C5     C5   C 0 1 Y N N 0.533  -5.127  0.356  0.952  0.268  3.958  C5     AS 16 
AS C6     C6   C 0 1 Y N N -0.250 -4.500  1.345  1.157  0.128  5.341  C6     AS 17 
AS N6     N6   N 0 1 N N N -1.480 -4.032  1.108  2.247  0.716  5.959  N6     AS 18 
AS N1     N1   N 0 1 Y N N 0.266  -4.376  2.583  0.277  -0.578 6.043  N1     AS 19 
AS C2     C2   C 0 1 Y N N 1.482  -4.855  2.832  -0.765 -1.142 5.462  C2     AS 20 
AS N3     N3   N 0 1 Y N N 2.318  -5.458  1.992  -0.994 -1.043 4.170  N3     AS 21 
AS C4     C4   C 0 1 Y N N 1.778  -5.551  0.745  -0.169 -0.356 3.387  C4     AS 22 
AS HOP1   1HOP H 0 0 N N N 5.102  -9.513  -5.927 1.838  -1.248 -5.978 HOP1   AS 23 
AS HOP3   3HOP H 0 0 N N N 2.940  -6.581  -5.914 -1.073 -0.542 -5.657 HOP3   AS 24 
AS "H5'"  1H5* H 0 1 N N N 5.521  -7.625  -3.932 -1.461 0.590  -3.238 "H5'"  AS 25 
AS "H5''" 2H5* H 0 0 N N N 5.358  -9.349  -3.534 0.007  0.994  -2.318 "H5''" AS 26 
AS "H4'"  H4*  H 0 1 N N N 5.912  -7.906  -1.526 -2.103 -1.040 -1.435 "H4'"  AS 27 
AS "H3'"  H3*  H 0 1 N N N 3.379  -9.526  -1.680 -1.574 1.896  -0.711 "H3'"  AS 28 
AS "HO3'" *HO3 H 0 0 N Y N 4.553  -10.682 0.010  -3.896 1.820  -0.625 "HO3'" AS 29 
AS "H2'"  1H2* H 0 1 N N N 2.422  -8.484  0.035  -3.174 0.107  1.126  "H2'"  AS 30 
AS "H2''" 2H2* H 0 0 N N N 3.926  -8.344  0.992  -2.011 1.404  1.543  "H2''" AS 31 
AS "H1'"  H1*  H 0 1 N N N 4.394  -6.282  0.252  -1.513 -1.461 1.312  "H1'"  AS 32 
AS H8     H8   H 0 1 N N N 1.527  -6.454  -2.332 1.299  1.079  0.872  H8     AS 33 
AS HN61   1HN6 H 0 0 N N N -1.879 -4.132  0.186  2.375  0.615  6.915  HN61   AS 34 
AS HN62   2HN6 H 0 0 N N N -1.994 -3.566  1.843  2.884  1.226  5.435  HN62   AS 35 
AS H2     H2   H 0 1 N N N 1.836  -4.732  3.845  -1.456 -1.708 6.071  H2     AS 36 
# 
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 
AS P     OP1    SING N N 1  
AS P     S2P    DOUB N N 2  
AS P     OP3    SING N N 3  
AS P     "O5'"  SING N N 4  
AS OP1   HOP1   SING N N 5  
AS OP3   HOP3   SING N N 6  
AS "O5'" "C5'"  SING N N 7  
AS "C5'" "C4'"  SING N N 8  
AS "C5'" "H5'"  SING N N 9  
AS "C5'" "H5''" SING N N 10 
AS "C4'" "O4'"  SING N N 11 
AS "C4'" "C3'"  SING N N 12 
AS "C4'" "H4'"  SING N N 13 
AS "O4'" "C1'"  SING N N 14 
AS "C3'" "O3'"  SING N N 15 
AS "C3'" "C2'"  SING N N 16 
AS "C3'" "H3'"  SING N N 17 
AS "O3'" "HO3'" SING N N 18 
AS "C2'" "C1'"  SING N N 19 
AS "C2'" "H2'"  SING N N 20 
AS "C2'" "H2''" SING N N 21 
AS "C1'" N9     SING N N 22 
AS "C1'" "H1'"  SING N N 23 
AS N9    C8     SING Y N 24 
AS N9    C4     SING Y N 25 
AS C8    N7     DOUB Y N 26 
AS C8    H8     SING N N 27 
AS N7    C5     SING Y N 28 
AS C5    C6     SING Y N 29 
AS C5    C4     DOUB Y N 30 
AS C6    N6     SING N N 31 
AS C6    N1     DOUB Y N 32 
AS N6    HN61   SING N N 33 
AS N6    HN62   SING N N 34 
AS N1    C2     SING Y N 35 
AS C2    N3     DOUB Y N 36 
AS C2    H2     SING N N 37 
AS N3    C4     SING Y N 38 
# 
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 
AS SMILES           ACDLabs              10.04 "S=P(O)(O)OCC3OC(n2cnc1c(ncnc12)N)CC3O"                                                                                                           
AS SMILES_CANONICAL CACTVS               3.341 "Nc1ncnc2n(cnc12)[C@H]3C[C@H](O)[C@@H](CO[P](O)(O)=S)O3"                                                                                          
AS SMILES           CACTVS               3.341 "Nc1ncnc2n(cnc12)[CH]3C[CH](O)[CH](CO[P](O)(O)=S)O3"                                                                                              
AS SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "c1nc(c2c(n1)n(cn2)[C@H]3C[C@@H]([C@H](O3)COP(=S)(O)O)O)N"                                                                                        
AS SMILES           "OpenEye OEToolkits" 1.5.0 "c1nc(c2c(n1)n(cn2)C3CC(C(O3)COP(=S)(O)O)O)N"                                                                                                     
AS InChI            InChI                1.03  "InChI=1S/C10H14N5O5PS/c11-9-8-10(13-3-12-9)15(4-14-8)7-1-5(16)6(20-7)2-19-21(17,18)22/h3-7,16H,1-2H2,(H2,11,12,13)(H2,17,18,22)/t5-,6+,7+/m0/s1" 
AS InChIKey         InChI                1.03  ULJYSQHUKIZEGB-RRKCRQDMSA-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 
AS "SYSTEMATIC NAME" ACDLabs              10.04 "2'-deoxy-5'-O-thiophosphonoadenosine"                                              
AS "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "(2R,3S,5R)-5-(6-aminopurin-9-yl)-2-(dihydroxyphosphinothioyloxymethyl)oxolan-3-ol" 
# 
loop_
_pdbx_chem_comp_audit.comp_id 
_pdbx_chem_comp_audit.action_type 
_pdbx_chem_comp_audit.date 
_pdbx_chem_comp_audit.processing_site 
AS "Create component"  1999-07-08 RCSB 
AS "Modify descriptor" 2011-06-04 RCSB 
# 
