data_GS
# 
_chem_comp.id                                    GS 
_chem_comp.name                                  "GUANOSINE-5'-THIO-MONOPHOSPHATE" 
_chem_comp.type                                  "DNA LINKING" 
_chem_comp.pdbx_type                             HETAIN 
_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                     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                        363.287 
_chem_comp.one_letter_code                       G 
_chem_comp.three_letter_code                     GS 
_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                  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 
GS P      P    P 0 1 N N S -8.407 3.626  -5.514 -0.429 -0.556 4.767  P      GS 1  
GS OP1    O1P  O 0 1 N N N -9.521 3.327  -6.441 0.589  0.042  5.659  OP1    GS 2  
GS S2P    S2P  S 0 1 N N N -8.410 2.828  -3.539 -1.980 0.846  4.423  S2P    GS 3  
GS OP3    O3P  O 0 1 N Y N -8.276 5.236  -5.418 -1.041 -1.874 5.461  OP3    GS 4  
GS "O5'"  O5*  O 0 1 N N N -7.032 3.169  -6.227 0.253  -0.956 3.365  "O5'"  GS 5  
GS "C5'"  C5*  C 0 1 N N N -6.863 3.264  -7.630 0.775  0.248  2.801  "C5'"  GS 6  
GS "C4'"  C4*  C 0 1 N N R -5.401 3.011  -8.006 1.441  -0.063 1.460  "C4'"  GS 7  
GS "O4'"  O4*  O 0 1 N N N -4.539 3.822  -7.231 0.464  -0.510 0.493  "O4'"  GS 8  
GS "C3'"  C3*  C 0 1 N N S -4.939 1.577  -7.760 2.018  1.227  0.824  "C3'"  GS 9  
GS "O3'"  O3*  O 0 1 N N N -5.327 0.719  -8.822 3.336  1.491  1.309  "O3'"  GS 10 
GS "C2'"  C2*  C 0 1 N N N -3.433 1.797  -7.731 2.045  0.863  -0.680 "C2'"  GS 11 
GS "C1'"  C1*  C 0 1 N N R -3.254 3.230  -7.232 1.033  -0.291 -0.808 "C1'"  GS 12 
GS N9     N9   N 0 1 Y N N -2.661 3.263  -5.874 -0.020 0.072  -1.758 N9     GS 13 
GS C8     C8   C 0 1 Y N N -3.287 3.249  -4.652 -1.191 0.706  -1.460 C8     GS 14 
GS N7     N7   N 0 1 Y N N -2.482 3.393  -3.638 -1.892 0.871  -2.544 N7     GS 15 
GS C5     C5   C 0 1 Y N N -1.222 3.455  -4.223 -1.214 0.354  -3.598 C5     GS 16 
GS C6     C6   C 0 1 N N N 0.064  3.556  -3.613 -1.479 0.251  -4.984 C6     GS 17 
GS O6     O6   O 0 1 N N N 0.324  3.708  -2.425 -2.515 0.686  -5.456 O6     GS 18 
GS N1     N1   N 0 1 N N N 1.098  3.444  -4.540 -0.553 -0.338 -5.772 N1     GS 19 
GS C2     C2   C 0 1 N N N 0.917  3.288  -5.901 0.599  -0.826 -5.232 C2     GS 20 
GS N2     N2   N 0 1 N N N 2.015  3.174  -6.655 1.519  -1.424 -6.056 N2     GS 21 
GS N3     N3   N 0 1 N N N -0.294 3.233  -6.479 0.857  -0.736 -3.947 N3     GS 22 
GS C4     C4   C 0 1 Y N N -1.318 3.315  -5.585 -0.010 -0.161 -3.106 C4     GS 23 
GS HSP2   2HSP H 0 0 N N N -7.694 3.020  -2.943 -2.775 0.122  3.615  HSP2   GS 24 
GS HOP3   3HOP H 0 0 N N N -7.560 5.428  -4.822 -1.439 -1.591 6.295  HOP3   GS 25 
GS "H5'"  1H5* H 0 1 N N N -7.142 4.262  -7.970 1.511  0.678  3.481  "H5'"  GS 26 
GS "H5''" 2H5* H 0 0 N N N -7.496 2.527  -8.126 -0.036 0.959  2.647  "H5''" GS 27 
GS "H4'"  H4*  H 0 1 N N N -5.251 3.252  -9.060 2.224  -0.811 1.586  "H4'"  GS 28 
GS "H3'"  H3*  H 0 1 N N N -5.295 1.233  -6.788 1.361  2.078  1.006  "H3'"  GS 29 
GS "HO3'" *HO3 H 0 0 N Y N -5.039 -0.173 -8.668 3.671  2.248  0.809  "HO3'" GS 30 
GS "H2'"  1H2* H 0 1 N N N -2.952 1.083  -7.076 3.041  0.532  -0.974 "H2'"  GS 31 
GS "H2''" 2H2* H 0 0 N N N -3.022 1.724  -8.738 1.731  1.714  -1.284 "H2''" GS 32 
GS "H1'"  H1*  H 0 1 N N N -2.615 3.775  -7.927 1.542  -1.194 -1.146 "H1'"  GS 33 
GS H8     H8   H 0 1 N N N -4.353 3.140  -4.531 -1.492 1.024  -0.472 H8     GS 34 
GS HN1    HN1  H 0 1 N N N 2.040  3.473  -4.168 -0.712 -0.420 -6.725 HN1    GS 35 
GS HN21   1HN2 H 0 0 N N N 1.927  3.057  -7.654 2.345  -1.773 -5.688 HN21   GS 36 
GS HN22   2HN2 H 0 0 N N N 2.929  3.185  -6.222 1.341  -1.502 -7.007 HN22   GS 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 
GS P     OP1    DOUB N N 1  
GS P     S2P    SING N N 2  
GS P     OP3    SING N N 3  
GS P     "O5'"  SING N N 4  
GS S2P   HSP2   SING N N 5  
GS OP3   HOP3   SING N N 6  
GS "O5'" "C5'"  SING N N 7  
GS "C5'" "C4'"  SING N N 8  
GS "C5'" "H5'"  SING N N 9  
GS "C5'" "H5''" SING N N 10 
GS "C4'" "O4'"  SING N N 11 
GS "C4'" "C3'"  SING N N 12 
GS "C4'" "H4'"  SING N N 13 
GS "O4'" "C1'"  SING N N 14 
GS "C3'" "O3'"  SING N N 15 
GS "C3'" "C2'"  SING N N 16 
GS "C3'" "H3'"  SING N N 17 
GS "O3'" "HO3'" SING N N 18 
GS "C2'" "C1'"  SING N N 19 
GS "C2'" "H2'"  SING N N 20 
GS "C2'" "H2''" SING N N 21 
GS "C1'" N9     SING N N 22 
GS "C1'" "H1'"  SING N N 23 
GS N9    C8     SING Y N 24 
GS N9    C4     SING Y N 25 
GS C8    N7     DOUB Y N 26 
GS C8    H8     SING N N 27 
GS N7    C5     SING Y N 28 
GS C5    C6     SING N N 29 
GS C5    C4     DOUB Y N 30 
GS C6    O6     DOUB N N 31 
GS C6    N1     SING N N 32 
GS N1    C2     SING N N 33 
GS N1    HN1    SING N N 34 
GS C2    N2     SING N N 35 
GS C2    N3     DOUB N N 36 
GS N2    HN21   SING N N 37 
GS N2    HN22   SING N N 38 
GS 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 
GS SMILES           ACDLabs              10.04 "O=P(O)(S)OCC3OC(n2cnc1c2N=C(N)NC1=O)CC3O"                                                                                                                                
GS InChI            InChI                1.02b "InChI=1/C10H14N5O6PS/c11-10-13-8-7(9(17)14-10)12-3-15(8)6-1-4(16)5(21-6)2-20-22(18,19)23/h3-6,16H,1-2H2,(H2,18,19,23)(H3,11,13,14,17)/t4-,5+,6+/m0/s1/f/h14,18,23H,11H2" 
GS InChIKey         InChI                1.02b PSIUGNOLTIFXCJ-RDABWYKRDN                                                                                                                                                 
GS SMILES_CANONICAL CACTVS               3.341 "NC1=Nc2n(cnc2C(=O)N1)[C@H]3C[C@H](O)[C@@H](CO[P@](O)(S)=O)O3"                                                                                                            
GS SMILES           CACTVS               3.341 "NC1=Nc2n(cnc2C(=O)N1)[CH]3C[CH](O)[CH](CO[P](O)(S)=O)O3"                                                                                                                 
GS SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "c1nc2c(n1[C@H]3C[C@@H]([C@H](O3)CO[P@](=O)(O)S)O)N=C(NC2=O)N"                                                                                                            
GS SMILES           "OpenEye OEToolkits" 1.5.0 "c1nc2c(n1C3CC(C(O3)COP(=O)(O)S)O)N=C(NC2=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 
GS "SYSTEMATIC NAME" ACDLabs              10.04 "2'-deoxy-5'-O-thiophosphonoguanosine"                                                               
GS "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "[(2R,3S,5R)-5-(2-amino-6-oxo-1H-purin-9-yl)-3-hydroxy-oxolan-2-yl]methoxy-sulfanyl-phosphinic acid" 
# 
