data_G46
# 
_chem_comp.id                                    G46 
_chem_comp.name                                  "2'-DEOXY-GUANOSINE-5'-MONOTHIOPHOSPHATE" 
_chem_comp.type                                  "RNA LINKING" 
_chem_comp.pdbx_type                             ATOMN 
_chem_comp.formula                               "C10 H14 N5 O7 P S" 
_chem_comp.mon_nstd_parent_comp_id               G 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     1998-01-07 
_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                        379.286 
_chem_comp.one_letter_code                       G 
_chem_comp.three_letter_code                     G46 
_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        ? 
_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 
G46 P      P    P 0 1 N N S 10.908 -3.677 32.997 -0.565 -0.576 4.833  P      G46 1  
G46 O1P    O1P  O 0 1 N N N 11.162 -4.767 33.979 -1.473 -1.763 5.430  O1P    G46 2  
G46 S2P    S2P  S 0 1 N N N 11.205 -4.939 34.367 -1.720 1.195  4.694  S2P    G46 3  
G46 O3P    O3P  O 0 1 N Y N 9.488  -2.955 33.353 0.591  -0.342 5.726  O3P    G46 4  
G46 "O5'"  O5*  O 0 1 N N N 10.652 -4.352 31.575 -0.037 -0.988 3.368  "O5'"  G46 5  
G46 "C5'"  C5*  C 0 1 N N N 9.641  -5.376 31.387 0.757  0.099  2.894  "C5'"  G46 6  
G46 "C4'"  C4*  C 0 1 N N R 9.477  -5.691 29.912 1.293  -0.229 1.499  "C4'"  G46 7  
G46 "O4'"  O4*  O 0 1 N N N 9.103  -4.497 29.159 0.201  -0.416 0.573  "O4'"  G46 8  
G46 "C3'"  C3*  C 0 1 N N S 10.732 -6.155 29.194 2.092  0.964  0.932  "C3'"  G46 9  
G46 "O3'"  O3*  O 0 1 N N N 11.014 -7.513 29.516 3.494  0.764  1.125  "O3'"  G46 10 
G46 "C2'"  C2*  C 0 1 N N R 10.308 -5.945 27.741 1.747  0.965  -0.575 "C2'"  G46 11 
G46 "C1'"  C1*  C 0 1 N N R 9.612  -4.578 27.836 0.777  -0.225 -0.737 "C1'"  G46 12 
G46 "O2'"  O2*  O 0 1 N N N 9.352  -6.913 27.309 2.925  0.770  -1.359 "O2'"  G46 13 
G46 N9     N9   N 0 1 Y N N 10.522 -3.450 27.621 -0.268 0.096  -1.712 N9     G46 14 
G46 C8     C8   C 0 1 Y N N 11.034 -2.606 28.574 -1.461 0.702  -1.445 C8     G46 15 
G46 N7     N7   N 0 1 Y N N 11.845 -1.707 28.086 -2.145 0.833  -2.544 N7     G46 16 
G46 C5     C5   C 0 1 Y N N 11.881 -1.977 26.720 -1.435 0.320  -3.578 C5     G46 17 
G46 C6     C6   C 0 1 N N N 12.694 -1.416 25.675 -1.670 0.189  -4.966 C6     G46 18 
G46 O6     O6   O 0 1 N N N 13.536 -0.511 25.753 -2.709 0.590  -5.464 O6     G46 19 
G46 N1     N1   N 0 1 N N N 12.476 -2.040 24.469 -0.714 -0.385 -5.729 N1     G46 20 
G46 C2     C2   C 0 1 N N N 11.636 -3.111 24.269 0.440  -0.835 -5.161 C2     G46 21 
G46 N2     N2   N 0 1 N N N 11.597 -3.610 23.020 1.391  -1.419 -5.959 N2     G46 22 
G46 N3     N3   N 0 1 N N N 10.896 -3.659 25.220 0.671  -0.719 -3.872 N3     G46 23 
G46 C4     C4   C 0 1 Y N N 11.060 -3.039 26.412 -0.227 -0.156 -3.056 C4     G46 24 
G46 H1P    H1P  H 0 1 N N N 11.012 -4.131 33.289 -1.767 -1.476 6.305  H1P    G46 25 
G46 HS     HS   H 0 1 N N N 11.042 -4.243 33.740 -2.690 0.777  3.861  HS     G46 26 
G46 "H5'1" 1H5* H 0 0 N N N 8.672  -5.096 31.862 1.593  0.262  3.575  "H5'1" G46 27 
G46 "H5'2" 2H5* H 0 0 N N N 9.860  -6.291 31.986 0.147  1.001  2.846  "H5'2" G46 28 
G46 "H4'"  H4*  H 0 1 N N N 8.681  -6.463 29.790 1.917  -1.122 1.534  "H4'"  G46 29 
G46 "H3'"  H3*  H 0 1 N N N 11.598 -5.501 29.451 1.772  1.895  1.399  "H3'"  G46 30 
G46 HA     HA   H 0 1 N N N 11.799 -7.803 29.067 3.940  1.538  0.752  HA     G46 31 
G46 "H2'"  H2*  H 0 1 N N N 11.189 -5.908 27.059 1.254  1.897  -0.853 "H2'"  G46 32 
G46 "H1'"  H1*  H 0 1 N N N 8.772  -4.530 27.104 1.320  -1.118 -1.046 "H1'"  G46 33 
G46 HB     HB   H 0 1 N N N 9.088  -6.782 26.406 3.514  1.513  -1.169 HB     G46 34 
G46 H8     H8   H 0 1 N N N 10.785 -2.680 29.646 -1.788 1.026  -0.468 H8     G46 35 
G46 H1     H1   H 0 1 N N N 12.978 -1.680 23.657 -0.853 -0.485 -6.683 H1     G46 36 
G46 H2N1   1H2N H 0 0 N N N 10.974 -4.404 22.872 2.219  -1.741 -5.570 H2N1   G46 37 
G46 H2N2   2H2N H 0 0 N N N 12.167 -3.188 22.287 1.233  -1.515 -6.911 H2N2   G46 38 
# 
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 
G46 P     O1P    SING N N 1  
G46 P     S2P    SING N N 2  
G46 P     O3P    DOUB N N 3  
G46 P     "O5'"  SING N N 4  
G46 O1P   H1P    SING N N 5  
G46 S2P   HS     SING N N 6  
G46 "O5'" "C5'"  SING N N 7  
G46 "C5'" "C4'"  SING N N 8  
G46 "C5'" "H5'1" SING N N 9  
G46 "C5'" "H5'2" SING N N 10 
G46 "C4'" "O4'"  SING N N 11 
G46 "C4'" "C3'"  SING N N 12 
G46 "C4'" "H4'"  SING N N 13 
G46 "O4'" "C1'"  SING N N 14 
G46 "C3'" "O3'"  SING N N 15 
G46 "C3'" "C2'"  SING N N 16 
G46 "C3'" "H3'"  SING N N 17 
G46 "O3'" HA     SING N N 18 
G46 "C2'" "C1'"  SING N N 19 
G46 "C2'" "O2'"  SING N N 20 
G46 "C2'" "H2'"  SING N N 21 
G46 "C1'" N9     SING N N 22 
G46 "C1'" "H1'"  SING N N 23 
G46 "O2'" HB     SING N N 24 
G46 N9    C8     SING Y N 25 
G46 N9    C4     SING Y N 26 
G46 C8    N7     DOUB Y N 27 
G46 C8    H8     SING N N 28 
G46 N7    C5     SING Y N 29 
G46 C5    C6     SING N N 30 
G46 C5    C4     DOUB Y N 31 
G46 C6    O6     DOUB N N 32 
G46 C6    N1     SING N N 33 
G46 N1    C2     SING N N 34 
G46 N1    H1     SING N N 35 
G46 C2    N2     SING N N 36 
G46 C2    N3     DOUB N N 37 
G46 N2    H2N1   SING N N 38 
G46 N2    H2N2   SING N N 39 
G46 N3    C4     SING N N 40 
# 
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 
G46 SMILES           ACDLabs              10.04 "O=P(O)(S)OCC3OC(n2cnc1c2N=C(N)NC1=O)C(O)C3O"                                                                                                                                          
G46 InChI            InChI                1.02b "InChI=1/C10H14N5O7PS/c11-10-13-7-4(8(18)14-10)12-2-15(7)9-6(17)5(16)3(22-9)1-21-23(19,20)24/h2-3,5-6,9,16-17H,1H2,(H2,19,20,24)(H3,11,13,14,18)/t3-,5-,6-,9-/m1/s1/f/h14,19,24H,11H2" 
G46 InChIKey         InChI                1.02b DIDGPCDGNMIUNX-FQMJYXPMDN                                                                                                                                                              
G46 SMILES_CANONICAL CACTVS               3.341 "NC1=Nc2n(cnc2C(=O)N1)[C@@H]3O[C@H](CO[P@](O)(S)=O)[C@@H](O)[C@H]3O"                                                                                                                   
G46 SMILES           CACTVS               3.341 "NC1=Nc2n(cnc2C(=O)N1)[CH]3O[CH](CO[P](O)(S)=O)[CH](O)[CH]3O"                                                                                                                          
G46 SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "c1nc2c(n1[C@H]3[C@@H]([C@@H]([C@H](O3)CO[P@@](=O)(O)S)O)O)N=C(NC2=O)N"                                                                                                                
G46 SMILES           "OpenEye OEToolkits" 1.5.0 "c1nc2c(n1C3C(C(C(O3)COP(=O)(O)S)O)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 
G46 "SYSTEMATIC NAME" ACDLabs              10.04 "5'-O-thiophosphonoguanosine"                                                                               
G46 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "[(2R,3S,4R,5R)-5-(2-amino-6-oxo-1H-purin-9-yl)-3,4-dihydroxy-oxolan-2-yl]methoxy-sulfanyl-phosphinic acid" 
# 
