data_G2S # _chem_comp.id G2S _chem_comp.name "GUANOSINE-5'-DITHIOPHOSPHORATE" _chem_comp.type "DNA LINKING" _chem_comp.pdbx_type ATOMN _chem_comp.formula "C10 H14 N5 O5 P S2" _chem_comp.mon_nstd_parent_comp_id DG _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2001-11-02 _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 379.352 _chem_comp.one_letter_code G _chem_comp.three_letter_code G2S _chem_comp.pdbx_model_coordinates_details ? _chem_comp.pdbx_model_coordinates_missing_flag Y _chem_comp.pdbx_ideal_coordinates_details "OpenEye OEToolkits" _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 G2S OP3 O3P O 0 1 N Y N ? ? ? 3.014 -0.880 -5.784 OP3 G2S 1 G2S P P P 0 1 N N R 13.130 -3.849 9.941 1.629 -1.234 -4.994 P G2S 2 G2S S1P S1P S 0 1 N N N 13.157 -3.618 11.906 0.283 0.150 -5.308 S1P G2S 3 G2S S2P S2P S 0 1 N N N 12.076 -5.467 9.518 1.183 -3.239 -5.514 S2P G2S 4 G2S "O5'" O5* O 0 1 N N N 12.503 -2.550 9.227 2.211 -1.232 -3.468 "O5'" G2S 5 G2S "C5'" C5* C 0 1 N N N 12.956 -1.253 9.578 1.348 -1.500 -2.377 "C5'" G2S 6 G2S "C4'" C4* C 0 1 N N R 12.459 -0.179 8.607 2.156 -1.432 -1.088 "C4'" G2S 7 G2S "O4'" O4* O 0 1 N N N 13.025 -0.376 7.320 2.678 -0.093 -0.958 "O4'" G2S 8 G2S "C3'" C3* C 0 1 N N S 10.933 -0.112 8.437 1.309 -1.697 0.152 "C3'" G2S 9 G2S "O3'" O3* O 0 1 N N N 10.530 1.215 8.746 2.127 -2.250 1.180 "O3'" G2S 10 G2S "C2'" C2* C 0 1 N N N 10.756 -0.457 6.957 0.878 -0.312 0.578 "C2'" G2S 11 G2S "C1'" C1* C 0 1 N N R 12.065 0.072 6.387 2.101 0.516 0.211 "C1'" G2S 12 G2S N9 N9 N 0 1 Y N N 12.363 -0.427 5.029 1.818 1.923 -0.049 N9 G2S 13 G2S C8 C8 C 0 1 Y N N 12.493 -1.720 4.589 1.431 2.463 -1.253 C8 G2S 14 G2S N7 N7 N 0 1 Y N N 12.796 -1.828 3.324 1.247 3.767 -1.185 N7 G2S 15 G2S C5 C5 C 0 1 Y N N 12.840 -0.501 2.880 1.528 4.070 0.114 C5 G2S 16 G2S C6 C6 C 0 1 N N N 13.116 0.068 1.588 1.494 5.351 0.765 C6 G2S 17 G2S O6 O6 O 0 1 N N N 13.415 -0.486 0.532 1.191 6.394 0.200 O6 G2S 18 G2S N1 N1 N 0 1 N N N 13.028 1.448 1.571 1.853 5.233 2.115 N1 G2S 19 G2S C2 C2 C 0 1 N N N 12.753 2.211 2.664 2.203 4.026 2.765 C2 G2S 20 G2S N2 N2 N 0 1 N N N 12.702 3.509 2.497 2.519 4.145 4.093 N2 G2S 21 G2S N3 N3 N 0 1 N N N 12.528 1.725 3.883 2.225 2.866 2.144 N3 G2S 22 G2S C4 C4 C 0 1 Y N N 12.575 0.360 3.924 1.882 2.959 0.840 C4 G2S 23 G2S HOP3 3HOP H 0 0 N N N -0.013 -0.111 -0.943 3.697 -1.579 -5.863 HOP3 G2S 24 G2S HOP2 2HOP H 0 0 N N N 11.845 -5.512 8.240 0.932 -3.037 -6.816 HOP2 G2S 25 G2S "H5'" 1H5* H 0 1 N N N 12.583 -1.013 10.585 0.551 -0.756 -2.359 "H5'" G2S 26 G2S "H5''" 2H5* H 0 0 N N N 14.055 -1.258 9.541 0.917 -2.495 -2.497 "H5''" G2S 27 G2S "H4'" H4* H 0 1 N N N 12.780 0.769 9.063 3.008 -2.117 -1.157 "H4'" G2S 28 G2S "H3'" H3* H 0 1 N N N 10.338 -0.779 9.078 0.475 -2.383 -0.018 "H3'" G2S 29 G2S "HO3'" H3T H 0 0 N Y N 10.440 1.308 9.687 2.928 -1.706 1.218 "HO3'" G2S 30 G2S "H2'1" 1H2* H 0 0 N N N 10.628 -1.536 6.788 0.008 0.008 -0.009 "H2'1" G2S 31 G2S "H1'" H1* H 0 1 N N N 12.041 1.164 6.261 2.853 0.503 1.007 "H1'" G2S 32 G2S H8 H8 H 0 1 N N N 12.356 -2.575 5.234 1.302 1.855 -2.139 H8 G2S 33 G2S H1 H1 H 0 1 N N N 13.176 1.915 0.699 1.862 6.083 2.672 H1 G2S 34 G2S H21 1H2 H 0 1 N N N 12.494 3.959 3.366 1.954 4.733 4.661 H21 G2S 35 G2S H22 2H2 H 0 1 N N N 12.850 3.981 1.628 3.302 3.639 4.438 H22 G2S 36 G2S "H2'2" 2H2* H 0 0 N N N 9.854 -0.028 6.496 0.635 -0.225 1.641 "H2'2" G2S 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 G2S OP3 P SING N N 1 G2S OP3 HOP3 SING N N 2 G2S P S1P DOUB N N 3 G2S P S2P SING N N 4 G2S P "O5'" SING N N 5 G2S S2P HOP2 SING N N 6 G2S "O5'" "C5'" SING N N 7 G2S "C5'" "C4'" SING N N 8 G2S "C5'" "H5'" SING N N 9 G2S "C5'" "H5''" SING N N 10 G2S "C4'" "O4'" SING N N 11 G2S "C4'" "C3'" SING N N 12 G2S "C4'" "H4'" SING N N 13 G2S "O4'" "C1'" SING N N 14 G2S "C3'" "O3'" SING N N 15 G2S "C3'" "C2'" SING N N 16 G2S "C3'" "H3'" SING N N 17 G2S "O3'" "HO3'" SING N N 18 G2S "C2'" "C1'" SING N N 19 G2S "C2'" "H2'1" SING N N 20 G2S "C1'" N9 SING N N 21 G2S "C1'" "H1'" SING N N 22 G2S N9 C8 SING Y N 23 G2S N9 C4 SING Y N 24 G2S C8 N7 DOUB Y N 25 G2S C8 H8 SING N N 26 G2S N7 C5 SING Y N 27 G2S C5 C6 SING N N 28 G2S C5 C4 DOUB Y N 29 G2S C6 O6 DOUB N N 30 G2S C6 N1 SING N N 31 G2S N1 C2 SING N N 32 G2S N1 H1 SING N N 33 G2S C2 N2 SING N N 34 G2S C2 N3 DOUB N N 35 G2S N2 H21 SING N N 36 G2S N2 H22 SING N N 37 G2S N3 C4 SING N N 38 G2S "C2'" "H2'2" 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 G2S SMILES ACDLabs 10.04 "O=C1c2ncn(c2N=C(N)N1)C3OC(C(O)C3)COP(=S)(O)S" G2S SMILES_CANONICAL CACTVS 3.341 "NC1=Nc2n(cnc2C(=O)N1)[C@H]3C[C@H](O)[C@@H](CO[P@@](O)(S)=S)O3" G2S SMILES CACTVS 3.341 "NC1=Nc2n(cnc2C(=O)N1)[CH]3C[CH](O)[CH](CO[P](O)(S)=S)O3" G2S SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "c1nc2c(n1[C@H]3C[C@@H]([C@H](O3)CO[P@@](=S)(O)S)O)N=C(NC2=O)N" G2S SMILES "OpenEye OEToolkits" 1.5.0 "c1nc2c(n1C3CC(C(O3)COP(=S)(O)S)O)N=C(NC2=O)N" G2S InChI InChI 1.03 "InChI=1S/C10H14N5O5PS2/c11-10-13-8-7(9(17)14-10)12-3-15(8)6-1-4(16)5(20-6)2-19-21(18,22)23/h3-6,16H,1-2H2,(H2,18,22,23)(H3,11,13,14,17)/t4-,5+,6+/m0/s1" G2S InChIKey InChI 1.03 UTBRJOFAELGXIG-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 G2S "SYSTEMATIC NAME" ACDLabs 10.04 "2'-deoxy-5'-O-[(dithiophosphono)]guanosine" G2S "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "2-amino-9-[(2R,4S,5R)-4-hydroxy-5-[(hydroxy-sulfanyl-phosphinothioyl)oxymethyl]oxolan-2-yl]-1H-purin-6-one" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site G2S "Create component" 2001-11-02 RCSB G2S "Modify aromatic_flag" 2011-06-04 RCSB G2S "Modify descriptor" 2011-06-04 RCSB #