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 2012-01-05 _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 Corina _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 5.228 -0.960 -0.363 P S6G 1 S6G OP1 O1P O 0 1 N N N -2.461 9.641 16.868 5.022 -1.995 0.675 OP1 S6G 2 S6G OP2 O2P O 0 1 N N N -1.135 7.696 17.877 6.445 0.001 0.073 OP2 S6G 3 S6G OP3 O3P O 0 1 N Y N ? ? ? 5.580 -1.669 -1.765 OP3 S6G 4 S6G "O5'" O5* O 0 1 N N N -3.368 7.299 16.831 3.886 -0.087 -0.524 "O5'" S6G 5 S6G "C5'" C5* C 0 1 N N N -4.541 7.590 16.054 3.255 0.581 0.571 "C5'" S6G 6 S6G "C4'" C4* C 0 1 N N R -5.670 6.568 16.290 2.009 1.314 0.071 "C4'" S6G 7 S6G "O4'" O4* O 0 1 N N N -5.250 5.231 15.951 1.009 0.373 -0.374 "O4'" S6G 8 S6G "C3'" C3* C 0 1 N N S -6.148 6.484 17.746 1.310 2.060 1.237 "C3'" S6G 9 S6G "O3'" O3* O 0 1 N N N -7.509 6.019 17.830 1.878 3.358 1.425 "O3'" S6G 10 S6G "C2'" C2* C 0 1 N N N -5.133 5.500 18.285 -0.148 2.164 0.728 "C2'" S6G 11 S6G "C1'" C1* C 0 1 N N R -5.156 4.461 17.165 -0.256 1.056 -0.338 "C1'" S6G 12 S6G N9 N9 N 0 1 Y N N -3.911 3.666 17.127 -1.319 0.116 0.026 N9 S6G 13 S6G C8 C8 C 0 1 Y N N -2.617 4.099 17.102 -1.163 -1.051 0.715 C8 S6G 14 S6G N7 N7 N 0 1 Y N N -1.704 3.177 17.060 -2.317 -1.634 0.862 N7 S6G 15 S6G C5 C5 C 0 1 Y N N -2.465 2.009 17.057 -3.279 -0.879 0.278 C5 S6G 16 S6G C6 C6 C 0 1 N N N -2.039 0.660 17.020 -4.679 -1.010 0.130 C6 S6G 17 S6G S6 S6 S 0 1 N N N -0.430 0.062 16.962 -5.506 -2.366 0.770 S6 S6G 18 S6G N1 N1 N 0 1 N N N -3.110 -0.220 17.031 -5.348 -0.039 -0.530 N1 S6G 19 S6G C2 C2 C 0 1 N N N -4.435 0.151 17.074 -4.680 1.036 -1.036 C2 S6G 20 S6G N2 N2 N 0 1 N N N -5.394 -0.902 17.088 -5.386 2.007 -1.701 N2 S6G 21 S6G N3 N3 N 0 1 N N N -4.843 1.422 17.109 -3.379 1.170 -0.904 N3 S6G 22 S6G C4 C4 C 0 1 Y N N -3.809 2.295 17.098 -2.651 0.251 -0.258 C4 S6G 23 S6G HOP2 2HOP H 0 0 N N N -0.264 7.584 17.514 6.637 0.704 -0.562 HOP2 S6G 24 S6G HOP3 3HOP H 0 0 N N N ? ? ? 6.379 -2.213 -1.742 HOP3 S6G 25 S6G "H5'" 1H5* H 0 1 N N N -4.277 7.573 14.997 2.967 -0.151 1.326 "H5'" S6G 26 S6G "H5''" 2H5* H 0 0 N N N -4.904 8.584 16.313 3.949 1.299 1.007 "H5''" S6G 27 S6G "H4'" H4* H 0 1 N N N -6.515 6.838 15.656 2.268 2.007 -0.730 "H4'" S6G 28 S6G "H3'" H3* H 0 1 N N N -6.091 7.462 18.224 1.361 1.478 2.157 "H3'" S6G 29 S6G "HO3'" *HO3 H 0 0 N Y N -7.753 5.917 18.742 1.474 3.863 2.144 "HO3'" S6G 30 S6G "H2'" 1H2* H 0 1 N N N -4.159 5.989 18.285 -0.850 1.980 1.541 "H2'" S6G 31 S6G "H2''" 2H2* H 0 0 N N N -5.367 5.093 19.269 -0.328 3.141 0.281 "H2''" S6G 32 S6G "H1'" H1* H 0 1 N N N -6.031 3.821 17.276 -0.466 1.498 -1.312 "H1'" S6G 33 S6G H8 H8 H 0 1 N N N -2.359 5.158 17.114 -0.223 -1.434 1.084 H8 S6G 34 S6G HN1 HN1 H 0 1 N N N -2.873 -1.201 17.005 -6.309 -0.107 -0.645 HN1 S6G 35 S6G HN21 1HN2 H 0 0 N N N -6.365 -0.663 17.230 -6.346 1.922 -1.806 HN21 S6G 36 S6G HN22 2HN2 H 0 0 N N N -5.096 -1.858 16.956 -4.924 2.778 -2.066 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 1.03 "InChI=1S/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" S6G InChIKey InChI 1.03 YIPMDIYPXBPBNC-KVQBGUIXSA-N S6G SMILES_CANONICAL CACTVS 3.385 "NC1=Nc2n(cnc2C(=S)N1)[C@H]3C[C@H](O)[C@@H](CO[P](O)(O)=O)O3" S6G SMILES CACTVS 3.385 "NC1=Nc2n(cnc2C(=S)N1)[CH]3C[CH](O)[CH](CO[P](O)(O)=O)O3" S6G SMILES_CANONICAL "OpenEye OEToolkits" 1.7.5 "c1nc2c(n1[C@H]3C[C@@H]([C@H](O3)COP(=O)(O)O)O)N=C(NC2=S)N" S6G SMILES "OpenEye OEToolkits" 1.7.5 "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" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site S6G "Create component" 2001-11-13 RCSB S6G "Modify descriptor" 2011-06-04 RCSB S6G "Modify descriptor" 2012-01-05 RCSB S6G "Modify coordinates" 2012-01-05 RCSB #