data_S6G
# 
_chem_comp.id                                    S6G 
_chem_comp.name                                  "6-THIO-2'-DEOXYGUANOSINE-5'-MONOPHOSPHATE" 
_chem_comp.type                                  "DNA LINKING" 
_chem_comp.pdbx_type                             ATOMN 
_chem_comp.formula                               "C10 H14 N5 O6 P S" 
_chem_comp.mon_nstd_parent_comp_id               DG 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2001-11-13 
_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                        363.287 
_chem_comp.one_letter_code                       G 
_chem_comp.three_letter_code                     S6G 
_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        1KBM 
_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 
S6G P      P    P 0 1 N N N -2.044 8.221  16.830 5.260  -0.628 -0.430 P      S6G 1  
S6G OP1    O1P  O 0 1 N N N -2.461 9.641  16.868 6.089  0.183  0.489  OP1    S6G 2  
S6G OP2    O2P  O 0 1 N N N -1.135 7.696  17.877 4.826  -1.995 0.301  OP2    S6G 3  
S6G OP3    O3P  O 0 1 N Y N ?      ?      ?      6.109  -0.974 -1.754 OP3    S6G 4  
S6G "O5'"  O5*  O 0 1 N N N -3.368 7.299  16.831 3.943  0.203  -0.839 "O5'"  S6G 5  
S6G "C5'"  C5*  C 0 1 N N N -4.541 7.590  16.054 3.298  0.581  0.379  "C5'"  S6G 6  
S6G "C4'"  C4*  C 0 1 N N R -5.670 6.568  16.290 2.032  1.378  0.060  "C4'"  S6G 7  
S6G "O4'"  O4*  O 0 1 N N N -5.250 5.231  15.951 1.017  0.518  -0.501 "O4'"  S6G 8  
S6G "C3'"  C3*  C 0 1 N N S -6.148 6.484  17.746 1.378  1.908  1.361  "C3'"  S6G 9  
S6G "O3'"  O3*  O 0 1 N N N -7.509 6.019  17.830 1.493  0.951  2.416  "O3'"  S6G 10 
S6G "C2'"  C2*  C 0 1 N N N -5.133 5.500  18.285 -0.099 2.084  0.933  "C2'"  S6G 11 
S6G "C1'"  C1*  C 0 1 N N R -5.156 4.461  17.165 -0.246 1.174  -0.301 "C1'"  S6G 12 
S6G N9     N9   N 0 1 Y N N -3.911 3.666  17.127 -1.293 0.176  -0.062 N9     S6G 13 
S6G C8     C8   C 0 1 Y N N -2.617 4.099  17.102 -1.107 -1.095 0.398  C8     S6G 14 
S6G N7     N7   N 0 1 Y N N -1.704 3.177  17.060 -2.254 -1.702 0.491  N7     S6G 15 
S6G C5     C5   C 0 1 Y N N -2.465 2.009  17.057 -3.240 -0.861 0.098  C5     S6G 16 
S6G C6     C6   C 0 1 N N N -2.039 0.660  17.020 -4.646 -0.974 -0.008 C6     S6G 17 
S6G S6     S6   S 0 1 N N N -0.430 0.062  16.962 -5.444 -2.428 0.415  S6     S6G 18 
S6G N1     N1   N 0 1 N N N -3.110 -0.220 17.031 -5.344 0.097  -0.447 N1     S6G 19 
S6G C2     C2   C 0 1 N N N -4.435 0.151  17.074 -4.698 1.249  -0.785 C2     S6G 20 
S6G N2     N2   N 0 1 N N N -5.394 -0.902 17.088 -5.433 2.318  -1.232 N2     S6G 21 
S6G N3     N3   N 0 1 N N N -4.843 1.422  17.109 -3.393 1.366  -0.692 N3     S6G 22 
S6G C4     C4   C 0 1 Y N N -3.809 2.295  17.098 -2.636 0.349  -0.260 C4     S6G 23 
S6G HOP2   2HOP H 0 0 N N N -0.264 7.584  17.514 4.289  -2.492 -0.331 HOP2   S6G 24 
S6G HOP3   3HOP H 0 0 N N N ?      ?      ?      6.887  -1.470 -1.466 HOP3   S6G 25 
S6G "H5'"  1H5* H 0 1 N N N -4.277 7.573  14.997 3.974  1.195  0.973  "H5'"  S6G 26 
S6G "H5''" 2H5* H 0 0 N N N -4.904 8.584  16.313 3.032  -0.314 0.941  "H5''" S6G 27 
S6G "H4'"  H4*  H 0 1 N N N -6.515 6.838  15.656 2.259  2.201  -0.618 "H4'"  S6G 28 
S6G "H3'"  H3*  H 0 1 N N N -6.091 7.462  18.224 1.814  2.862  1.656  "H3'"  S6G 29 
S6G "HO3'" *HO3 H 0 0 N Y N -7.753 5.917  18.742 0.989  1.298  3.165  "HO3'" S6G 30 
S6G "H2'"  1H2* H 0 1 N N N -4.159 5.989  18.285 -0.298 3.123  0.667  "H2'"  S6G 31 
S6G "H2''" 2H2* H 0 0 N N N -5.367 5.093  19.269 -0.768 1.759  1.730  "H2''" S6G 32 
S6G "H1'"  H1*  H 0 1 N N N -6.031 3.821  17.276 -0.498 1.773  -1.176 "H1'"  S6G 33 
S6G H8     H8   H 0 1 N N N -2.359 5.158  17.114 -0.151 -1.531 0.648  H8     S6G 34 
S6G HN1    HN1  H 0 1 N N N -2.873 -1.201 17.005 -6.309 0.043  -0.527 HN1    S6G 35 
S6G HN21   1HN2 H 0 0 N N N -6.365 -0.663 17.230 -4.988 3.145  -1.473 HN21   S6G 36 
S6G HN22   2HN2 H 0 0 N N N -5.096 -1.858 16.956 -6.397 2.245  -1.311 HN22   S6G 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 
S6G P     OP1    DOUB N N 1  
S6G P     OP2    SING N N 2  
S6G P     OP3    SING N N 3  
S6G P     "O5'"  SING N N 4  
S6G OP2   HOP2   SING N N 5  
S6G OP3   HOP3   SING N N 6  
S6G "O5'" "C5'"  SING N N 7  
S6G "C5'" "C4'"  SING N N 8  
S6G "C5'" "H5'"  SING N N 9  
S6G "C5'" "H5''" SING N N 10 
S6G "C4'" "O4'"  SING N N 11 
S6G "C4'" "C3'"  SING N N 12 
S6G "C4'" "H4'"  SING N N 13 
S6G "O4'" "C1'"  SING N N 14 
S6G "C3'" "O3'"  SING N N 15 
S6G "C3'" "C2'"  SING N N 16 
S6G "C3'" "H3'"  SING N N 17 
S6G "O3'" "HO3'" SING N N 18 
S6G "C2'" "C1'"  SING N N 19 
S6G "C2'" "H2'"  SING N N 20 
S6G "C2'" "H2''" SING N N 21 
S6G "C1'" N9     SING N N 22 
S6G "C1'" "H1'"  SING N N 23 
S6G N9    C8     SING Y N 24 
S6G N9    C4     SING Y N 25 
S6G C8    N7     DOUB Y N 26 
S6G C8    H8     SING N N 27 
S6G N7    C5     SING Y N 28 
S6G C5    C6     SING N N 29 
S6G C5    C4     DOUB Y N 30 
S6G C6    S6     DOUB N N 31 
S6G C6    N1     SING N N 32 
S6G N1    C2     SING N N 33 
S6G N1    HN1    SING N N 34 
S6G C2    N2     SING N N 35 
S6G C2    N3     DOUB N N 36 
S6G N2    HN21   SING N N 37 
S6G N2    HN22   SING N N 38 
S6G N3    C4     SING N 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 
S6G SMILES           ACDLabs              10.04 "S=C1c2ncn(c2N=C(N)N1)C3OC(C(O)C3)COP(=O)(O)O"                                                                                                                            
S6G InChI            InChI                1.02b "InChI=1/C10H14N5O6PS/c11-10-13-8-7(9(23)14-10)12-3-15(8)6-1-4(16)5(21-6)2-20-22(17,18)19/h3-6,16H,1-2H2,(H2,17,18,19)(H3,11,13,14,23)/t4-,5+,6+/m0/s1/f/h14,17-18H,11H2" 
S6G InChIKey         InChI                1.02b YIPMDIYPXBPBNC-HBUGBIEHDG                                                                                                                                                 
S6G SMILES_CANONICAL CACTVS               3.341 "NC1=Nc2n(cnc2C(=S)N1)[C@H]3C[C@H](O)[C@@H](CO[P](O)(O)=O)O3"                                                                                                             
S6G SMILES           CACTVS               3.341 "NC1=Nc2n(cnc2C(=S)N1)[CH]3C[CH](O)[CH](CO[P](O)(O)=O)O3"                                                                                                                 
S6G SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "c1nc2c(n1[C@H]3C[C@@H]([C@H](O3)COP(=O)(O)O)O)N=C(NC2=S)N"                                                                                                               
S6G SMILES           "OpenEye OEToolkits" 1.5.0 "c1nc2c(n1C3CC(C(O3)COP(=O)(O)O)O)N=C(NC2=S)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 
S6G "SYSTEMATIC NAME" ACDLabs              10.04 "2-amino-9-(2-deoxy-5-O-phosphono-beta-D-erythro-pentofuranosyl)-1,9-dihydro-6H-purine-6-thione"          
S6G "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "[(2R,3S,5R)-5-(2-amino-6-sulfanylidene-1H-purin-9-yl)-3-hydroxy-oxolan-2-yl]methyl dihydrogen phosphate" 
# 
