data_S4G # _chem_comp.id S4G _chem_comp.name ;2'-deoxy-4'-thioguanosine 5'-(dihydrogen phosphate) ; _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 2007-11-28 _chem_comp.pdbx_modified_date 2011-06-04 _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 S4G _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 S4G O3P O3P O 0 1 N Y N 14.404 0.013 -4.477 -3.021 -2.392 -1.204 O3P S4G 1 S4G P P P 0 1 N N N 12.887 0.206 -4.974 -3.642 -1.296 -0.201 P S4G 2 S4G O1P O1P O 0 1 N N N 12.924 1.046 -6.197 -4.912 -0.780 -0.760 O1P S4G 3 S4G O2P O2P O 0 1 N N N 12.068 0.636 -3.812 -3.923 -1.976 1.231 O2P S4G 4 S4G "O5'" "O5'" O 0 1 N N N 12.429 -1.261 -5.394 -2.601 -0.081 -0.023 "O5'" S4G 5 S4G N9 N9 N 0 1 Y N N 10.191 -5.095 -4.100 2.228 1.490 0.171 N9 S4G 6 S4G C4 C4 C 0 1 Y N N 9.381 -5.988 -3.446 2.358 0.129 0.098 C4 S4G 7 S4G N3 N3 N 0 1 N N N 8.766 -7.052 -4.000 1.505 -0.896 0.201 N3 S4G 8 S4G C2 C2 C 0 1 N N N 8.042 -7.717 -3.119 1.918 -2.139 0.086 C2 S4G 9 S4G N2 N2 N 0 1 N N N 7.366 -8.803 -3.504 1.006 -3.158 0.199 N2 S4G 10 S4G N1 N1 N 0 1 N N N 7.928 -7.366 -1.795 3.227 -2.444 -0.144 N1 S4G 11 S4G C6 C6 C 0 1 N N N 8.555 -6.272 -1.203 4.147 -1.461 -0.259 C6 S4G 12 S4G O6 O6 O 0 1 N N N 8.388 -6.041 0.000 5.320 -1.724 -0.463 O6 S4G 13 S4G C5 C5 C 0 1 Y N N 9.337 -5.551 -2.140 3.715 -0.119 -0.137 C5 S4G 14 S4G N7 N7 N 0 1 Y N N 10.115 -4.412 -1.977 4.340 1.082 -0.195 N7 S4G 15 S4G C8 C8 C 0 1 Y N N 10.595 -4.183 -3.168 3.468 2.030 -0.015 C8 S4G 16 S4G "C2'" "C2'" C 0 1 N N N 9.583 -4.226 -6.327 0.229 2.453 -0.926 "C2'" S4G 17 S4G "C5'" "C5'" C 0 1 N N N 12.418 -1.663 -6.763 -2.903 1.100 0.724 "C5'" S4G 18 S4G "C4'" "C4'" C 0 1 N N R 11.684 -2.977 -6.905 -1.701 2.045 0.691 "C4'" S4G 19 S4G "S4'" "S4'" S 0 1 N N N 12.179 -4.319 -5.743 -0.205 1.223 1.376 "S4'" S4G 20 S4G "C1'" "C1'" C 0 1 N N R 10.532 -5.093 -5.514 0.985 2.230 0.400 "C1'" S4G 21 S4G "C3'" "C3'" C 0 1 N N S 10.197 -2.865 -6.585 -1.282 2.349 -0.762 "C3'" S4G 22 S4G "O3'" "O3'" O 0 1 N N N 9.339 -2.279 -7.570 -1.877 3.584 -1.166 "O3'" S4G 23 S4G "H15'" "H15'" H 0 0 N N N 13.453 -1.785 -7.114 -3.768 1.596 0.284 "H15'" S4G 24 S4G "H25'" "H25'" H 0 0 N N N 11.910 -0.895 -7.365 -3.125 0.830 1.756 "H25'" S4G 25 S4G "H4'" "H4'" H 0 1 N N N 11.931 -3.217 -7.950 -1.921 2.967 1.231 "H4'" S4G 26 S4G "H1'" "H1'" H 0 1 N N N 10.490 -6.141 -5.845 1.186 3.180 0.895 "H1'" S4G 27 S4G H1N2 H1N2 H 0 0 N N N 6.867 -9.199 -2.733 1.296 -4.080 0.116 H1N2 S4G 28 S4G H2N2 H2N2 H 0 0 N N N 7.360 -9.169 -4.434 0.071 -2.956 0.362 H2N2 S4G 29 S4G HN1 HN1 H 0 1 N N N 7.351 -7.939 -1.213 3.499 -3.372 -0.224 HN1 S4G 30 S4G H8 H8 H 0 1 N N N 11.248 -3.353 -3.395 3.691 3.087 -0.013 H8 S4G 31 S4G "H12'" "H12'" H 0 0 N N N 9.389 -4.718 -7.292 0.474 3.443 -1.311 "H12'" S4G 32 S4G "H22'" "H22'" H 0 0 N N N 8.644 -4.098 -5.769 0.555 1.704 -1.648 "H22'" S4G 33 S4G "H3'" "H3'" H 0 1 N N N 10.232 -2.193 -5.715 -1.653 1.554 -1.409 "H3'" S4G 34 S4G HO3P HO3P H 0 0 N Y N 14.982 -0.025 -5.230 -3.595 -3.154 -1.358 HO3P S4G 35 S4G HO2P HO2P H 0 0 N N N 12.625 0.728 -3.048 -3.134 -2.337 1.656 HO2P S4G 36 S4G "HO3'" "HO3'" H 0 0 N Y N 8.474 -2.149 -7.200 -1.662 3.846 -2.072 "HO3'" S4G 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 S4G P O3P SING N N 1 S4G O3P HO3P SING N N 2 S4G O1P P DOUB N N 3 S4G "O5'" P SING N N 4 S4G P O2P SING N N 5 S4G O2P HO2P SING N N 6 S4G "C5'" "O5'" SING N N 7 S4G "C1'" N9 SING N N 8 S4G N9 C4 SING Y N 9 S4G N9 C8 SING Y N 10 S4G N3 C4 SING N N 11 S4G C4 C5 DOUB Y N 12 S4G N3 C2 DOUB N N 13 S4G N2 C2 SING N N 14 S4G C2 N1 SING N N 15 S4G H1N2 N2 SING N N 16 S4G N2 H2N2 SING N N 17 S4G N1 HN1 SING N N 18 S4G N1 C6 SING N N 19 S4G C5 C6 SING N N 20 S4G C6 O6 DOUB N N 21 S4G C5 N7 SING Y N 22 S4G C8 N7 DOUB Y N 23 S4G H8 C8 SING N N 24 S4G "H22'" "C2'" SING N N 25 S4G "C3'" "C2'" SING N N 26 S4G "C2'" "H12'" SING N N 27 S4G "C2'" "C1'" SING N N 28 S4G "H25'" "C5'" SING N N 29 S4G "H15'" "C5'" SING N N 30 S4G "C4'" "C5'" SING N N 31 S4G "H4'" "C4'" SING N N 32 S4G "C4'" "C3'" SING N N 33 S4G "C4'" "S4'" SING N N 34 S4G "S4'" "C1'" SING N N 35 S4G "H1'" "C1'" SING N N 36 S4G "O3'" "C3'" SING N N 37 S4G "C3'" "H3'" SING N N 38 S4G "O3'" "HO3'" 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 S4G SMILES ACDLabs 10.04 "O=C1c2ncn(c2N=C(N)N1)C3SC(C(O)C3)COP(=O)(O)O" S4G SMILES_CANONICAL CACTVS 3.341 "NC1=Nc2n(cnc2C(=O)N1)[C@H]3C[C@H](O)[C@@H](CO[P](O)(O)=O)S3" S4G SMILES CACTVS 3.341 "NC1=Nc2n(cnc2C(=O)N1)[CH]3C[CH](O)[CH](CO[P](O)(O)=O)S3" S4G SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "c1nc2c(n1[C@H]3C[C@@H]([C@H](S3)COP(=O)(O)O)O)N=C(NC2=O)N" S4G SMILES "OpenEye OEToolkits" 1.5.0 "c1nc2c(n1C3CC(C(S3)COP(=O)(O)O)O)N=C(NC2=O)N" S4G InChI InChI 1.03 "InChI=1S/C10H14N5O6PS/c11-10-13-8-7(9(17)14-10)12-3-15(8)6-1-4(16)5(23-6)2-21-22(18,19)20/h3-6,16H,1-2H2,(H2,18,19,20)(H3,11,13,14,17)/t4-,5+,6+/m0/s1" S4G InChIKey InChI 1.03 XZSNPEJWFYIPBT-KVQBGUIXSA-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 S4G "SYSTEMATIC NAME" ACDLabs 10.04 ;2'-deoxy-4'-thioguanosine 5'-(dihydrogen phosphate) ; S4G "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "[(2R,3S,5R)-5-(2-amino-6-oxo-1H-purin-9-yl)-3-hydroxy-thiolan-2-yl]methyl dihydrogen phosphate" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site S4G "Create component" 2007-11-28 PDBJ S4G "Modify aromatic_flag" 2011-06-04 RCSB S4G "Modify descriptor" 2011-06-04 RCSB #