data_2SG # _chem_comp.id 2SG _chem_comp.name "guanosine phosphorodithioate" _chem_comp.type "RNA LINKING" _chem_comp.pdbx_type ATOMN _chem_comp.formula "C10 H16 N5 O6 P S2" _chem_comp.mon_nstd_parent_comp_id G _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2014-09-22 _chem_comp.pdbx_modified_date 2015-09-11 _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 397.368 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 2SG _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 4RBY _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 2SG P P P 0 1 N N N -5.732 8.683 12.668 4.722 0.708 -0.044 P 2SG 1 2SG SP1 SP1 S 0 1 N N N -6.389 10.407 12.110 3.644 2.425 -0.665 SP1 2SG 2 2SG SP2 SP2 S 0 1 N N N -6.805 7.552 13.825 5.800 -1.009 0.577 SP2 2SG 3 2SG "O5'" "O5'" O 0 1 N N N -5.388 7.794 11.382 3.265 0.004 0.538 "O5'" 2SG 4 2SG "C5'" "C5'" C 0 1 N N N -4.647 8.356 10.278 2.571 -0.783 -0.433 "C5'" 2SG 5 2SG "C4'" "C4'" C 0 1 N N R -3.693 7.342 9.720 1.298 -1.357 0.191 "C4'" 2SG 6 2SG "C3'" "C3'" C 0 1 N N S -4.288 6.034 9.210 0.598 -2.293 -0.813 "C3'" 2SG 7 2SG "O3'" "O3'" O 0 1 N N N -4.921 6.221 7.962 0.501 -3.615 -0.280 "O3'" 2SG 8 2SG "C2'" "C2'" C 0 1 N N R -3.059 5.150 9.140 -0.809 -1.673 -0.993 "C2'" 2SG 9 2SG "O2'" "O2'" O 0 1 N N N -2.227 5.620 8.080 -1.812 -2.690 -1.039 "O2'" 2SG 10 2SG "C1'" "C1'" C 0 1 N N R -2.421 5.511 10.486 -0.951 -0.813 0.288 "C1'" 2SG 11 2SG "O4'" "O4'" O 0 1 N N N -2.781 6.871 10.748 0.380 -0.293 0.494 "O4'" 2SG 12 2SG N9 N9 N 0 1 Y N N -2.897 4.679 11.567 -1.904 0.278 0.074 N9 2SG 13 2SG C4 C4 C 0 1 Y N N -2.467 3.401 11.848 -3.264 0.204 0.209 C4 2SG 14 2SG C5 C5 C 0 1 Y N N -3.214 2.989 12.916 -3.755 1.479 -0.094 C5 2SG 15 2SG N7 N7 N 0 1 Y N N -4.106 3.982 13.304 -2.688 2.260 -0.394 N7 2SG 16 2SG C8 C8 C 0 1 Y N N -3.885 4.956 12.481 -1.598 1.557 -0.291 C8 2SG 17 2SG N3 N3 N 0 1 N N N -1.516 2.780 11.134 -4.116 -0.772 0.544 N3 2SG 18 2SG C2 C2 C 0 1 N N N -1.331 1.553 11.652 -5.412 -0.555 0.594 C2 2SG 19 2SG N2 N2 N 0 1 N N N -0.472 0.722 11.045 -6.247 -1.586 0.943 N2 2SG 20 2SG N1 N1 N 0 1 N N N -1.986 1.043 12.705 -5.950 0.665 0.310 N1 2SG 21 2SG C6 C6 C 0 1 N N N -2.957 1.691 13.459 -5.151 1.699 -0.035 C6 2SG 22 2SG O6 O6 O 0 1 N N N -3.515 1.156 14.417 -5.622 2.794 -0.291 O6 2SG 23 2SG H1 H1 H 0 1 N N N -6.616 10.991 13.249 2.760 1.924 -1.547 H1 2SG 24 2SG H2 H2 H 0 1 N N N -7.038 8.340 14.832 5.224 -1.999 -0.128 H2 2SG 25 2SG H3 H3 H 0 1 N N N -4.081 9.231 10.629 2.308 -0.158 -1.286 H3 2SG 26 2SG H4 H4 H 0 1 N N N -5.349 8.665 9.490 3.213 -1.599 -0.765 H4 2SG 27 2SG H5 H5 H 0 1 N N N -3.118 7.806 8.905 1.545 -1.904 1.101 H5 2SG 28 2SG H6 H6 H 0 1 N N N -4.990 5.634 9.956 1.134 -2.304 -1.762 H6 2SG 29 2SG H7 H7 H 0 1 N Y N -5.680 6.781 8.072 0.068 -4.247 -0.871 H7 2SG 30 2SG H8 H8 H 0 1 N N N -3.311 4.082 9.071 -0.848 -1.050 -1.887 H8 2SG 31 2SG H9 H9 H 0 1 N N N -1.450 5.076 8.022 -1.712 -3.309 -1.775 H9 2SG 32 2SG H10 H10 H 0 1 N N N -1.329 5.419 10.395 -1.257 -1.431 1.133 H10 2SG 33 2SG H11 H11 H 0 1 N N N -4.423 5.892 12.510 -0.600 1.930 -0.470 H11 2SG 34 2SG H13 H13 H 0 1 N N N 0.016 1.019 10.224 -5.879 -2.460 1.148 H13 2SG 35 2SG H14 H14 H 0 1 N N N -0.319 -0.195 11.413 -7.205 -1.442 0.985 H14 2SG 36 2SG OP3 OP3 O 0 1 N Y N ? ? ? 5.680 1.686 0.997 OP3 2SG 37 2SG H15 H15 H 0 1 N N N ? ? ? 5.149 0.474 -1.431 H15 2SG 38 2SG H12 H12 H 0 1 N N N -1.754 0.108 12.973 -6.910 0.792 0.357 H12 2SG 39 2SG H16 H16 H 0 1 N Y N ? ? ? 6.479 2.037 0.581 H16 2SG 40 # 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 2SG "O3'" "C3'" SING N N 1 2SG "O2'" "C2'" SING N N 2 2SG "C2'" "C3'" SING N N 3 2SG "C2'" "C1'" SING N N 4 2SG "C3'" "C4'" SING N N 5 2SG "C4'" "C5'" SING N N 6 2SG "C4'" "O4'" SING N N 7 2SG "C5'" "O5'" SING N N 8 2SG "C1'" "O4'" SING N N 9 2SG "C1'" N9 SING N N 10 2SG N2 C2 SING N N 11 2SG N3 C2 DOUB N N 12 2SG N3 C4 SING N N 13 2SG "O5'" P SING N N 14 2SG N9 C4 SING Y N 15 2SG N9 C8 SING Y N 16 2SG C2 N1 SING N N 17 2SG C4 C5 DOUB Y N 18 2SG SP1 P SING N N 19 2SG C8 N7 DOUB Y N 20 2SG P SP2 SING N N 21 2SG N1 C6 SING N N 22 2SG C5 N7 SING Y N 23 2SG C5 C6 SING N N 24 2SG C6 O6 DOUB N N 25 2SG SP1 H1 SING N N 26 2SG SP2 H2 SING N N 27 2SG "C5'" H3 SING N N 28 2SG "C5'" H4 SING N N 29 2SG "C4'" H5 SING N N 30 2SG "C3'" H6 SING N N 31 2SG "O3'" H7 SING N N 32 2SG "C2'" H8 SING N N 33 2SG "O2'" H9 SING N N 34 2SG "C1'" H10 SING N N 35 2SG C8 H11 SING N N 36 2SG N2 H13 SING N N 37 2SG N2 H14 SING N N 38 2SG P OP3 SING N N 39 2SG P H15 SING N N 40 2SG N1 H12 SING N N 41 2SG OP3 H16 SING N N 42 # 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 2SG SMILES ACDLabs 12.01 "O=C1c2ncn(c2N=C(N)N1)C3OC(C(O)C3O)COP(O)(S)S" 2SG InChI InChI 1.03 "InChI=1S/C10H16N5O6PS2/c11-10-13-7-4(8(18)14-10)12-2-15(7)9-6(17)5(16)3(21-9)1-20-22(19,23)24/h2-3,5-6,9,16-17,19,22-24H,1H2,(H3,11,13,14,18)/t3-,5-,6-,9-/m1/s1" 2SG InChIKey InChI 1.03 QDXYMRDLKNFEJR-UUOKFMHZSA-N 2SG SMILES_CANONICAL CACTVS 3.385 "NC1=Nc2n(cnc2C(=O)N1)[C@@H]3O[C@H](CO[PH](O)(S)S)[C@@H](O)[C@H]3O" 2SG SMILES CACTVS 3.385 "NC1=Nc2n(cnc2C(=O)N1)[CH]3O[CH](CO[PH](O)(S)S)[CH](O)[CH]3O" 2SG SMILES_CANONICAL "OpenEye OEToolkits" 1.7.6 "c1nc2c(n1[C@H]3[C@@H]([C@@H]([C@H](O3)COP(O)(S)S)O)O)N=C(NC2=O)N" 2SG SMILES "OpenEye OEToolkits" 1.7.6 "c1nc2c(n1C3C(C(C(O3)COP(O)(S)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 2SG "SYSTEMATIC NAME" ACDLabs 12.01 "5'-O-[hydroxy(disulfanyl)-lambda~5~-phosphanyl]guanosine" 2SG "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.6 "2-azanyl-9-[(2R,3R,4S,5R)-3,4-bis(oxidanyl)-5-[[oxidanyl-bis(sulfanyl)-$l^{5}-phosphanyl]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 2SG "Create component" 2014-09-22 RCSB 2SG "Initial release" 2015-09-16 RCSB #