data_S4A
# 
_chem_comp.id                                    S4A 
_chem_comp.name                                  
;2'-deoxy-4'-thioadenosine 5'-(dihydrogen phosphate)
;
_chem_comp.type                                  "DNA linking" 
_chem_comp.pdbx_type                             ATOMN 
_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                     2007-11-28 
_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                        347.287 
_chem_comp.one_letter_code                       A 
_chem_comp.three_letter_code                     S4A 
_chem_comp.pdbx_model_coordinates_details        ? 
_chem_comp.pdbx_model_coordinates_missing_flag   N 
_chem_comp.pdbx_ideal_coordinates_details        Corina 
_chem_comp.pdbx_ideal_coordinates_missing_flag   N 
_chem_comp.pdbx_model_coordinates_db_code        2RMQ 
_chem_comp.pdbx_subcomponent_list                ? 
_chem_comp.pdbx_processing_site                  PDBJ 
# 
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 
S4A O3P    O3P    O 0 1 N Y N -1.880 -6.289 -5.354 3.013  2.590  -0.914 O3P    S4A 1  
S4A P      P      P 0 1 N N N -2.552 -4.875 -4.986 3.654  1.366  -0.087 P      S4A 2  
S4A O1P    O1P    O 0 1 N N N -1.461 -3.909 -4.701 4.973  0.839  -0.845 O1P    S4A 3  
S4A O2P    O2P    O 0 1 N N N -3.557 -4.557 -6.031 4.016  1.824  1.272  O2P    S4A 4  
S4A "O5'"  "O5'"  O 0 1 N N N -3.327 -5.163 -3.624 2.582  0.169  0.018  "O5'"  S4A 5  
S4A N9     N9     N 0 1 Y N N -2.131 -5.772 0.449  -2.316 -1.294 0.153  N9     S4A 6  
S4A C4     C4     C 0 1 Y N N -1.896 -5.263 1.700  -2.413 0.073  0.081  C4     S4A 7  
S4A N3     N3     N 0 1 Y N N -2.494 -5.624 2.848  -1.548 1.080  0.144  N3     S4A 8  
S4A C2     C2     C 0 1 Y N N -2.010 -4.924 3.867  -1.959 2.325  0.038  C2     S4A 9  
S4A N1     N1     N 0 1 Y N N -1.050 -3.985 3.869  -3.230 2.640  -0.133 N1     S4A 10 
S4A C6     C6     C 0 1 Y N N -0.468 -3.652 2.694  -4.168 1.701  -0.208 C6     S4A 11 
S4A N6     N6     N 0 1 N N N 0.497  -2.732 2.693  -5.497 2.040  -0.387 N6     S4A 12 
S4A C5     C5     C 0 1 Y N N -0.909 -4.310 1.539  -3.777 0.355  -0.101 C5     S4A 13 
S4A N7     N7     N 0 1 Y N N -0.546 -4.200 0.204  -4.430 -0.831 -0.130 N7     S4A 14 
S4A C8     C8     C 0 1 Y N N -1.309 -5.076 -0.400 -3.574 -1.801 0.019  C8     S4A 15 
S4A "C2'"  "C2'"  C 0 1 N N N -4.526 -6.500 0.222  -0.319 -2.198 -0.999 "C2'"  S4A 16 
S4A "C5'"  "C5'"  C 0 1 N N N -4.435 -6.061 -3.588 2.812  -1.017 0.780  "C5'"  S4A 17 
S4A "C4'"  "C4'"  C 0 1 N N R -4.458 -6.791 -2.266 1.597  -1.941 0.664  "C4'"  S4A 18 
S4A "S4'"  "S4'"  S 0 1 N N N -2.826 -7.353 -1.612 0.109  -1.155 1.394  "S4'"  S4A 19 
S4A "C1'"  "C1'"  C 0 1 N N R -3.050 -6.862 0.138  -1.085 -2.067 0.334  "C1'"  S4A 20 
S4A "C3'"  "C3'"  C 0 1 N N S -4.944 -5.916 -1.113 1.191  -2.126 -0.812 "C3'"  S4A 21 
S4A "O3'"  "O3'"  O 0 1 N N N -6.356 -5.701 -0.995 1.773  -3.334 -1.305 "O3'"  S4A 22 
S4A "H15'" "H15'" H 0 0 N N N -5.369 -5.493 -3.707 3.695  -1.529 0.397  "H15'" S4A 23 
S4A "H25'" "H25'" H 0 0 N N N -4.338 -6.791 -4.405 2.969  -0.753 1.825  "H25'" S4A 24 
S4A "H4'"  "H4'"  H 0 1 N N N -5.111 -7.636 -2.529 1.798  -2.902 1.137  "H4'"  S4A 25 
S4A "H1'"  "H1'"  H 0 1 N N N -2.814 -7.638 0.882  -1.302 -3.050 0.753  "H1'"  S4A 26 
S4A H2     H2     H 0 1 N N N -2.450 -5.140 4.829  -1.230 3.120  0.094  H2     S4A 27 
S4A H1N6   H1N6   H 0 0 N N N 0.738  -2.502 1.750  -6.172 1.346  -0.440 H1N6   S4A 28 
S4A H2N6   H2N6   H 0 0 N N N 0.175  -1.911 3.165  -5.754 2.973  -0.460 H2N6   S4A 29 
S4A H8     H8     H 0 1 N N N -1.293 -5.236 -1.468 -3.824 -2.851 0.034  H8     S4A 30 
S4A "H12'" "H12'" H 0 0 N N N -5.125 -7.394 0.451  -0.572 -3.153 -1.459 "H12'" S4A 31 
S4A "H22'" "H22'" H 0 0 N N N -4.686 -5.761 1.021  -0.631 -1.393 -1.665 "H22'" S4A 32 
S4A "H3'"  "H3'"  H 0 1 N N N -4.477 -4.951 -1.361 1.580  -1.288 -1.392 "H3'"  S4A 33 
S4A HO3P   HO3P   H 0 0 N Y N -1.747 -6.342 -6.293 3.605  3.348  -1.016 HO3P   S4A 34 
S4A HO1P   HO1P   H 0 0 N N N -1.002 -3.703 -5.507 4.810  0.522  -1.744 HO1P   S4A 35 
S4A "HO3'" "HO3'" H 0 0 N Y N -6.594 -5.653 -0.076 1.565  -3.523 -2.230 "HO3'" S4A 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 
S4A O3P    P      SING N N 1  
S4A O3P    HO3P   SING N N 2  
S4A O2P    P      DOUB N N 3  
S4A P      O1P    SING N N 4  
S4A P      "O5'"  SING N N 5  
S4A O1P    HO1P   SING N N 6  
S4A "O5'"  "C5'"  SING N N 7  
S4A C8     N9     SING Y N 8  
S4A "C1'"  N9     SING Y N 9  
S4A N9     C4     SING Y N 10 
S4A C5     C4     DOUB Y N 11 
S4A C4     N3     SING N N 12 
S4A N3     C2     DOUB Y N 13 
S4A C2     N1     SING N N 14 
S4A C2     H2     SING N N 15 
S4A C6     N1     DOUB Y N 16 
S4A C5     C6     SING Y N 17 
S4A N6     C6     SING Y N 18 
S4A H1N6   N6     SING Y N 19 
S4A N6     H2N6   SING Y N 20 
S4A N7     C5     SING N N 21 
S4A C8     N7     DOUB N N 22 
S4A H8     C8     SING N N 23 
S4A "C3'"  "C2'"  SING N N 24 
S4A "C1'"  "C2'"  SING N N 25 
S4A "C2'"  "H22'" SING N N 26 
S4A "C2'"  "H12'" SING N N 27 
S4A "H15'" "C5'"  SING N N 28 
S4A "H25'" "C5'"  SING N N 29 
S4A "C5'"  "C4'"  SING N N 30 
S4A "H4'"  "C4'"  SING N N 31 
S4A "C4'"  "S4'"  SING N N 32 
S4A "C4'"  "C3'"  SING N N 33 
S4A "S4'"  "C1'"  SING N N 34 
S4A "C1'"  "H1'"  SING N N 35 
S4A "H3'"  "C3'"  SING N N 36 
S4A "C3'"  "O3'"  SING N N 37 
S4A "O3'"  "HO3'" SING N 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 
S4A SMILES           ACDLabs              10.04 "O=P(O)(O)OCC3SC(n2cnc1c(ncnc12)N)CC3O"                                                                                                                         
S4A InChI            InChI                1.02b "InChI=1/C10H14N5O5PS/c11-9-8-10(13-3-12-9)15(4-14-8)7-1-5(16)6(22-7)2-20-21(17,18)19/h3-7,16H,1-2H2,(H2,11,12,13)(H2,17,18,19)/t5-,6+,7+/m0/s1/f/h17-18H,11H2" 
S4A InChIKey         InChI                1.02b LAIZFWKCMIXLCJ-GDAXCYOODI                                                                                                                                       
S4A SMILES_CANONICAL CACTVS               3.341 "Nc1ncnc2n(cnc12)[C@H]3C[C@H](O)[C@@H](CO[P](O)(O)=O)S3"                                                                                                        
S4A SMILES           CACTVS               3.341 "Nc1ncnc2n(cnc12)[CH]3C[CH](O)[CH](CO[P](O)(O)=O)S3"                                                                                                            
S4A SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "c1nc(c2c(n1)n(cn2)[C@H]3C[C@@H]([C@H](S3)COP(=O)(O)O)O)N"                                                                                                      
S4A SMILES           "OpenEye OEToolkits" 1.5.0 "c1nc(c2c(n1)n(cn2)C3CC(C(S3)COP(=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 
S4A "SYSTEMATIC NAME" ACDLabs              10.04 
;2'-deoxy-4'-thioadenosine 5'-(dihydrogen phosphate)
;
S4A "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "[(2R,3S,5R)-5-(6-aminopurin-9-yl)-3-hydroxy-thiolan-2-yl]methyl dihydrogen phosphate" 
# 
