data_SC
# 
_chem_comp.id                                    SC 
_chem_comp.name                                  "2-DEOXY-CYTIDINE-5'-THIOPHOSPHORATE" 
_chem_comp.type                                  "DNA LINKING" 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C9 H14 N3 O6 P S" 
_chem_comp.mon_nstd_parent_comp_id               DC 
_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                        323.263 
_chem_comp.one_letter_code                       C 
_chem_comp.three_letter_code                     SC 
_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 
SC N1     N1   N 0 1 N N N 2.165  -3.490 -3.913  -0.332 -0.565 2.711  N1     SC 1  
SC C2     C2   C 0 1 N N N 2.507  -3.067 -2.627  0.333  0.603  2.693  C2     SC 2  
SC N3     N3   N 0 1 N N N 1.521  -2.597 -1.811  1.178  0.928  3.669  N3     SC 3  
SC C4     C4   C 0 1 N N N 0.239  -2.594 -2.207  1.386  0.104  4.687  C4     SC 4  
SC C5     C5   C 0 1 N N N -0.150 -3.143 -3.474  0.708  -1.131 4.734  C5     SC 5  
SC C6     C6   C 0 1 N N N 0.844  -3.584 -4.280  -0.152 -1.444 3.737  C6     SC 6  
SC O2     O2   O 0 1 N N N 3.667  -3.130 -2.226  0.159  1.378  1.766  O2     SC 7  
SC N4     N4   N 0 1 N N N -0.695 -2.131 -1.371  2.262  0.450  5.690  N4     SC 8  
SC "C1'"  C1*  C 0 1 N N R 3.259  -3.905 -4.835  -1.256 -0.895 1.623  "C1'"  SC 9  
SC "C2'"  C2*  C 0 1 N N N 3.544  -5.396 -4.669  -2.369 0.166  1.540  "C2'"  SC 10 
SC "C3'"  C3*  C 0 1 N N S 2.901  -6.025 -5.895  -2.250 0.730  0.103  "C3'"  SC 11 
SC "C4'"  C4*  C 0 1 N N R 3.143  -4.907 -6.911  -1.488 -0.404 -0.628 "C4'"  SC 12 
SC "O4'"  O4*  O 0 1 N N N 2.901  -3.707 -6.196  -0.556 -0.884 0.367  "O4'"  SC 13 
SC "O3'"  O3*  O 0 1 N N N 3.541  -7.242 -6.240  -3.541 0.932  -0.473 "O3'"  SC 14 
SC "C5'"  C5*  C 0 1 N N N 2.257  -4.986 -8.161  -0.744 0.144  -1.847 "C5'"  SC 15 
SC "O5'"  O5*  O 0 1 N N N 0.889  -4.977 -7.790  -0.052 -0.919 -2.502 "O5'"  SC 16 
SC P      P    P 0 1 N N N -0.310 -5.030 -8.875  0.703  -0.273 -3.768 P      SC 17 
SC OP1    O1P  O 0 1 N N N 0.152  -5.830 -10.032 1.509  -1.423 -4.556 OP1    SC 18 
SC S2P    S2P  S 0 1 N N N -2.064 -5.600 -7.808  1.898  1.029  -3.180 S2P    SC 19 
SC OP3    O3P  O 0 1 N Y N -0.515 -3.503 -9.382  -0.378 0.396  -4.754 OP3    SC 20 
SC H5     H5   H 0 1 N N N -1.177 -3.226 -3.799  0.866  -1.812 5.556  H5     SC 21 
SC H6     H6   H 0 1 N N N 0.579  -4.037 -5.222  -0.686 -2.383 3.752  H6     SC 22 
SC HN41   1HN4 H 0 0 N N N -1.665 -2.124 -1.648  2.730  1.299  5.653  HN41   SC 23 
SC HN42   2HN4 H 0 0 N N N -0.426 -1.759 -0.471  2.409  -0.152 6.435  HN42   SC 24 
SC "H1'"  H1*  H 0 1 N N N 4.171  -3.339 -4.642  -1.694 -1.879 1.794  "H1'"  SC 25 
SC "H2'"  1H2* H 0 1 N N N 3.123  -5.791 -3.751  -3.346 -0.292 1.690  "H2'"  SC 26 
SC "H2''" 2H2* H 0 0 N N N 4.622  -5.555 -4.691  -2.200 0.954  2.274  "H2''" SC 27 
SC "H3'"  H3*  H 0 1 N N N 1.831  -6.155 -5.732  -1.673 1.654  0.094  "H3'"  SC 28 
SC "H4'"  H4*  H 0 1 N N N 4.193  -4.923 -7.210  -2.173 -1.198 -0.923 "H4'"  SC 29 
SC "HO3'" *HO3 H 0 0 N Y N 3.139  -7.635 -7.006  -3.997 1.580  0.080  "HO3'" SC 30 
SC "H5'"  1H5* H 0 1 N N N 2.473  -4.134 -8.808  -1.460 0.591  -2.537 "H5'"  SC 31 
SC "H5''" 2H5* H 0 0 N N N 2.488  -5.906 -8.698  -0.028 0.900  -1.525 "H5''" SC 32 
SC HOP1   1HOP H 0 0 N N N -0.552 -5.861 -10.669 1.946  -0.995 -5.305 HOP1   SC 33 
SC HOP3   3HOP H 0 0 N N N -1.219 -3.534 -10.019 -0.975 -0.310 -5.035 HOP3   SC 34 
# 
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 
SC N1    C2     SING N N 1  
SC N1    C6     SING N N 2  
SC N1    "C1'"  SING N N 3  
SC C2    N3     SING N N 4  
SC C2    O2     DOUB N N 5  
SC N3    C4     DOUB N N 6  
SC C4    C5     SING N N 7  
SC C4    N4     SING N N 8  
SC C5    C6     DOUB N N 9  
SC C5    H5     SING N N 10 
SC C6    H6     SING N N 11 
SC N4    HN41   SING N N 12 
SC N4    HN42   SING N N 13 
SC "C1'" "C2'"  SING N N 14 
SC "C1'" "O4'"  SING N N 15 
SC "C1'" "H1'"  SING N N 16 
SC "C2'" "C3'"  SING N N 17 
SC "C2'" "H2'"  SING N N 18 
SC "C2'" "H2''" SING N N 19 
SC "C3'" "C4'"  SING N N 20 
SC "C3'" "O3'"  SING N N 21 
SC "C3'" "H3'"  SING N N 22 
SC "C4'" "O4'"  SING N N 23 
SC "C4'" "C5'"  SING N N 24 
SC "C4'" "H4'"  SING N N 25 
SC "O3'" "HO3'" SING N N 26 
SC "C5'" "O5'"  SING N N 27 
SC "C5'" "H5'"  SING N N 28 
SC "C5'" "H5''" SING N N 29 
SC "O5'" P      SING N N 30 
SC P     OP1    SING N N 31 
SC P     S2P    DOUB N N 32 
SC P     OP3    SING N N 33 
SC OP1   HOP1   SING N N 34 
SC OP3   HOP3   SING N N 35 
# 
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 
SC SMILES           ACDLabs              10.04 "O=C1N=C(N)C=CN1C2OC(C(O)C2)COP(=S)(O)O"                                                                                                                     
SC InChI            InChI                1.02b "InChI=1/C9H14N3O6PS/c10-7-1-2-12(9(14)11-7)8-3-5(13)6(18-8)4-17-19(15,16)20/h1-2,5-6,8,13H,3-4H2,(H2,10,11,14)(H2,15,16,20)/t5-,6+,8+/m0/s1/f/h15-16H,10H2" 
SC InChIKey         InChI                1.02b FHBXKBNKQMSUIJ-GIJVBYFEDV                                                                                                                                    
SC SMILES_CANONICAL CACTVS               3.341 "NC1=NC(=O)N(C=C1)[C@H]2C[C@H](O)[C@@H](CO[P](O)(O)=S)O2"                                                                                                    
SC SMILES           CACTVS               3.341 "NC1=NC(=O)N(C=C1)[CH]2C[CH](O)[CH](CO[P](O)(O)=S)O2"                                                                                                        
SC SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "C1[C@@H]([C@H](O[C@H]1N2C=CC(=NC2=O)N)COP(=S)(O)O)O"                                                                                                        
SC SMILES           "OpenEye OEToolkits" 1.5.0 "C1C(C(OC1N2C=CC(=NC2=O)N)COP(=S)(O)O)O"                                                                                                                     
# 
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 
SC "SYSTEMATIC NAME" ACDLabs              10.04 "2'-deoxy-5'-O-thiophosphonocytidine"                                                               
SC "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "4-amino-1-[(2R,4S,5R)-5-(dihydroxyphosphinothioyloxymethyl)-4-hydroxy-oxolan-2-yl]pyrimidin-2-one" 
# 
