data_6CG # _chem_comp.id 6CG _chem_comp.name "5'-S-phosphono-5'-thioguanosine" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C10 H14 N5 O7 P S" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms "TrpGMPS hydrolysis product" _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2016-03-10 _chem_comp.pdbx_modified_date 2021-03-01 _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 ? _chem_comp.three_letter_code 6CG _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 5IPE _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 6CG C2 C1 C 0 1 N N N -26.892 5.067 -32.854 4.939 -0.816 -1.048 C2 6CG 1 6CG C4 C2 C 0 1 Y N N -28.767 5.218 -31.467 3.000 0.209 -0.148 C4 6CG 2 6CG C5 C3 C 0 1 Y N N -29.634 4.877 -32.599 3.773 1.299 0.232 C5 6CG 3 6CG C6 C4 C 0 1 N N N -28.973 4.640 -33.895 5.207 1.270 -0.074 C6 6CG 4 6CG N1 N1 N 0 1 N N N -27.640 4.757 -33.931 5.707 0.197 -0.705 N1 6CG 5 6CG N2 N2 N 0 1 N N N -25.550 5.160 -33.001 5.507 -1.887 -1.684 N2 6CG 6 6CG N3 N3 N 0 1 N N N -27.429 5.310 -31.635 3.605 -0.841 -0.789 N3 6CG 7 6CG C8 C5 C 0 1 Y N N -30.853 5.173 -30.823 1.739 1.709 0.848 C8 6CG 8 6CG "C1'" C6 C 0 1 N N R -29.145 5.760 -29.076 0.557 -0.377 0.060 "C1'" 6CG 9 6CG "C3'" C7 C 0 1 N N S -30.013 6.821 -27.130 -1.059 -1.746 1.209 "C3'" 6CG 10 6CG "C4'" C8 C 0 1 N N S -29.985 5.316 -26.932 -1.711 -0.544 0.499 "C4'" 6CG 11 6CG "C5'" C9 C 0 1 N N N -31.394 4.766 -26.740 -2.733 0.117 1.426 "C5'" 6CG 12 6CG O6 O1 O 0 1 N N N -29.644 4.352 -34.921 5.930 2.203 0.238 O6 6CG 13 6CG N7 N4 N 0 1 Y N N -30.901 4.865 -32.140 2.951 2.188 0.837 N7 6CG 14 6CG N9 N5 N 0 1 Y N N -29.579 5.384 -30.433 1.727 0.485 0.247 N9 6CG 15 6CG "O4'" O2 O 0 1 N N N -29.441 4.741 -28.130 -0.662 0.388 0.185 "O4'" 6CG 16 6CG "C2'" C10 C 0 1 N N R -29.975 6.959 -28.646 0.453 -1.412 1.209 "C2'" 6CG 17 6CG "O2'" O3 O 0 1 N N N -29.415 8.201 -29.092 1.231 -2.575 0.919 "O2'" 6CG 18 6CG "O3'" O4 O 0 1 N N N -28.878 7.420 -26.479 -1.306 -2.951 0.481 "O3'" 6CG 19 6CG "S5'" S1 S 0 1 N N N -32.201 5.463 -25.329 -3.598 1.436 0.531 "S5'" 6CG 20 6CG P P1 P 0 1 N N N -31.935 4.152 -23.767 -4.921 0.366 -0.734 P 6CG 21 6CG O1P O5 O 0 1 N N N -32.665 2.850 -24.055 -4.141 -0.515 -1.632 O1P 6CG 22 6CG O2P O6 O 0 1 N N N -32.493 4.904 -22.580 -5.915 -0.528 0.164 O2P 6CG 23 6CG O3P O7 O 0 1 N Y N -30.445 3.942 -23.661 -5.781 1.405 -1.614 O3P 6CG 24 6CG H1 H1 H 0 1 N N N -25.133 5.000 -33.896 4.958 -2.644 -1.941 H1 6CG 25 6CG H2 H2 H 0 1 N N N -24.976 5.389 -32.215 6.457 -1.888 -1.878 H2 6CG 26 6CG H3 H3 H 0 1 N N N -26.840 5.556 -30.865 3.078 -1.608 -1.059 H3 6CG 27 6CG H4 H4 H 0 1 N N N -31.714 5.240 -30.175 0.877 2.206 1.268 H4 6CG 28 6CG H5 H5 H 0 1 N N N -28.076 6.019 -29.068 0.598 -0.878 -0.906 H5 6CG 29 6CG H6 H6 H 0 1 N N N -30.956 7.233 -26.740 -1.432 -1.834 2.229 H6 6CG 30 6CG H7 H7 H 0 1 N N N -29.366 5.066 -26.058 -2.201 -0.875 -0.417 H7 6CG 31 6CG H8 H8 H 0 1 N N N -31.988 4.996 -27.637 -3.454 -0.628 1.762 H8 6CG 32 6CG H9 H9 H 0 1 N N N -31.333 3.675 -26.610 -2.219 0.540 2.289 H9 6CG 33 6CG H10 H10 H 0 1 N N N -30.996 6.843 -29.038 0.754 -0.971 2.159 H10 6CG 34 6CG H11 H11 H 0 1 N N N -29.965 8.919 -28.801 1.198 -3.252 1.609 H11 6CG 35 6CG H12 H12 H 0 1 N N N -28.954 7.304 -25.539 -0.918 -3.740 0.883 H12 6CG 36 6CG H13 H13 H 0 1 N N N -33.222 4.419 -22.211 -6.459 -0.016 0.778 H13 6CG 37 6CG H14 H14 H 0 1 N Y N -30.244 3.023 -23.796 -6.409 0.984 -2.217 H14 6CG 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 6CG O6 C6 DOUB N N 1 6CG N1 C6 SING N N 2 6CG N1 C2 DOUB N N 3 6CG C6 C5 SING N N 4 6CG N2 C2 SING N N 5 6CG C2 N3 SING N N 6 6CG C5 N7 SING Y N 7 6CG C5 C4 DOUB Y N 8 6CG N7 C8 DOUB Y N 9 6CG N3 C4 SING N N 10 6CG C4 N9 SING Y N 11 6CG C8 N9 SING Y N 12 6CG N9 "C1'" SING N N 13 6CG "O2'" "C2'" SING N N 14 6CG "C1'" "C2'" SING N N 15 6CG "C1'" "O4'" SING N N 16 6CG "C2'" "C3'" SING N N 17 6CG "O4'" "C4'" SING N N 18 6CG "C3'" "C4'" SING N N 19 6CG "C3'" "O3'" SING N N 20 6CG "C4'" "C5'" SING N N 21 6CG "C5'" "S5'" SING N N 22 6CG "S5'" P SING N N 23 6CG O1P P DOUB N N 24 6CG P O3P SING N N 25 6CG P O2P SING N N 26 6CG N2 H1 SING N N 27 6CG N2 H2 SING N N 28 6CG N3 H3 SING N N 29 6CG C8 H4 SING N N 30 6CG "C1'" H5 SING N N 31 6CG "C3'" H6 SING N N 32 6CG "C4'" H7 SING N N 33 6CG "C5'" H8 SING N N 34 6CG "C5'" H9 SING N N 35 6CG "C2'" H10 SING N N 36 6CG "O2'" H11 SING N N 37 6CG "O3'" H12 SING N N 38 6CG O2P H13 SING N N 39 6CG O3P H14 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 6CG SMILES ACDLabs 12.01 "C=2(Nc1n(cnc1C(N=2)=O)C3C(C(C(CSP(O)(O)=O)O3)O)O)N" 6CG InChI InChI 1.03 "InChI=1S/C10H14N5O7PS/c11-10-13-7-4(8(18)14-10)12-2-15(7)9-6(17)5(16)3(22-9)1-24-23(19,20)21/h2-3,5-6,9,16-17H,1H2,(H2,19,20,21)(H3,11,13,14,18)/t3-,5-,6-,9-/m1/s1" 6CG InChIKey InChI 1.03 GPKODAQOVIGWBY-UUOKFMHZSA-N 6CG SMILES_CANONICAL CACTVS 3.385 "NC1=NC(=O)c2ncn([C@@H]3O[C@H](CS[P](O)(O)=O)[C@@H](O)[C@H]3O)c2N1" 6CG SMILES CACTVS 3.385 "NC1=NC(=O)c2ncn([CH]3O[CH](CS[P](O)(O)=O)[CH](O)[CH]3O)c2N1" 6CG SMILES_CANONICAL "OpenEye OEToolkits" 2.0.4 "c1nc2c(n1[C@H]3[C@@H]([C@@H]([C@H](O3)CSP(=O)(O)O)O)O)NC(=NC2=O)N" 6CG SMILES "OpenEye OEToolkits" 2.0.4 "c1nc2c(n1C3C(C(C(O3)CSP(=O)(O)O)O)O)NC(=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 6CG "SYSTEMATIC NAME" ACDLabs 12.01 "5'-S-phosphono-5'-thioguanosine" 6CG "SYSTEMATIC NAME" "OpenEye OEToolkits" 2.0.4 "[(2~{S},3~{S},4~{R},5~{R})-5-(2-azanyl-6-oxidanylidene-3~{H}-purin-9-yl)-3,4-bis(oxidanyl)oxolan-2-yl]methylsulfanylphosphonic acid" # # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site 6CG "Create component" 2016-03-10 RCSB 6CG "Modify leaving atom flag" 2016-03-10 RCSB 6CG "Initial release" 2017-03-15 RCSB 6CG "Modify synonyms" 2021-03-01 PDBE # _pdbx_chem_comp_synonyms.ordinal 1 _pdbx_chem_comp_synonyms.comp_id 6CG _pdbx_chem_comp_synonyms.name "TrpGMPS hydrolysis product" _pdbx_chem_comp_synonyms.provenance ? _pdbx_chem_comp_synonyms.type ? ##