data_8GM # _chem_comp.id 8GM _chem_comp.name "[(2R,3S,4R,5R)-5-[2-azanyl-6,8-bis(oxidanylidene)-1,7-dihydropurin-9-yl]-3,4-bis(oxidanyl)oxolan-2-yl]methyl dihydrogen phosphate" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C10 H14 N5 O9 P" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms "8-oxoguanosine-5'-phosphate" _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2016-06-17 _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 379.220 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 8GM _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 5GG9 _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 8GM OP3 O1 O 0 1 N N N 29.634 28.667 11.782 -5.258 1.909 -1.781 O3A 8GM 1 8GM P P1 P 0 1 N N N 28.764 27.603 11.093 -4.920 1.047 -0.463 PA 8GM 2 8GM OP2 O2 O 0 1 N N N 27.583 27.097 11.953 -4.721 2.038 0.790 O1A 8GM 3 8GM OP1 O3 O 0 1 N N N 28.357 27.995 9.696 -6.036 0.116 -0.184 O2A 8GM 4 8GM "O5'" O4 O 0 1 N N N 29.850 26.388 10.828 -3.568 0.207 -0.703 "O5'" 8GM 5 8GM "C5'" C1 C 0 1 N N N 29.459 25.089 10.341 -3.059 -0.736 0.242 "C5'" 8GM 6 8GM "C4'" C2 C 0 1 N N R 30.592 24.038 10.180 -1.766 -1.352 -0.297 "C4'" 8GM 7 8GM "O4'" O5 O 0 1 N N N 31.484 23.842 11.326 -0.740 -0.348 -0.370 "O4'" 8GM 8 8GM "C3'" C3 C 0 1 N N S 29.986 22.653 9.956 -1.267 -2.447 0.665 "C3'" 8GM 9 8GM "O3'" O6 O 0 1 N N N 30.905 21.893 9.158 -1.203 -3.709 -0.004 "O3'" 8GM 10 8GM "C2'" C4 C 0 1 N N R 29.979 21.998 11.323 0.151 -1.978 1.072 "C2'" 8GM 11 8GM "O2'" O7 O 0 1 N N N 29.987 20.592 11.294 1.061 -3.079 1.113 "O2'" 8GM 12 8GM "C1'" C5 C 0 1 N N R 31.311 22.503 11.864 0.512 -1.003 -0.077 "C1'" 8GM 13 8GM N9 N1 N 0 1 N N N 31.387 22.590 13.339 1.512 -0.029 0.368 N9 8GM 14 8GM C8 C6 C 0 1 N N N 32.238 21.970 14.159 1.357 0.849 1.377 C8 8GM 15 8GM O8 O8 O 0 1 N N N 33.107 21.102 13.731 0.360 0.958 2.066 O8 8GM 16 8GM C4 C7 C 0 1 N N N 30.674 23.414 14.098 2.770 0.136 -0.175 C4 8GM 17 8GM N3 N2 N 0 1 N N N 29.632 24.258 13.813 3.428 -0.465 -1.173 N3 8GM 18 8GM C2 C8 C 0 1 N N N 29.098 24.962 14.812 4.652 -0.105 -1.493 C2 8GM 19 8GM N2 N3 N 0 1 N N N 28.090 25.816 14.517 5.290 -0.747 -2.524 N2 8GM 20 8GM N1 N4 N 0 1 N N N 29.541 24.835 16.095 5.302 0.890 -0.828 N1 8GM 21 8GM C6 C9 C 0 1 N N N 30.506 24.005 16.531 4.693 1.536 0.190 C6 8GM 22 8GM O6 O9 O 0 1 N N N 30.790 23.904 17.725 5.264 2.430 0.793 O6 8GM 23 8GM C5 C10 C 0 1 N N N 31.160 23.190 15.489 3.388 1.157 0.537 C5 8GM 24 8GM N7 N5 N 0 1 N N N 32.158 22.274 15.484 2.477 1.587 1.505 N7 8GM 25 8GM H1 H1 H 0 1 N N N 29.764 29.400 11.192 -6.062 2.441 -1.707 H1 8GM 26 8GM H2 H2 H 0 1 N N N 26.784 27.121 11.440 -4.004 2.677 0.676 H2 8GM 27 8GM H3 H3 H 0 1 N N N 28.991 25.229 9.356 -2.855 -0.231 1.186 H3 8GM 28 8GM H4 H4 H 0 1 N N N 28.719 24.678 11.044 -3.796 -1.523 0.403 H4 8GM 29 8GM H5 H5 H 0 1 N N N 31.188 24.307 9.295 -1.942 -1.775 -1.286 H5 8GM 30 8GM H6 H6 H 0 1 N N N 28.977 22.713 9.522 -1.914 -2.511 1.540 H6 8GM 31 8GM H7 H7 H 0 1 N N N 30.550 21.025 9.005 -0.895 -4.435 0.555 H7 8GM 32 8GM H8 H8 H 0 1 N N N 29.150 22.391 11.930 0.128 -1.458 2.030 H8 8GM 33 8GM H9 H9 H 0 1 N N N 29.982 20.256 12.183 0.825 -3.761 1.756 H9 8GM 34 8GM H10 H10 H 0 1 N N N 32.114 21.848 11.495 0.871 -1.552 -0.948 H10 8GM 35 8GM H11 H11 H 0 1 N N N 27.769 25.903 13.574 4.838 -1.458 -3.006 H11 8GM 36 8GM H12 H12 H 0 1 N N N 27.667 26.359 15.242 6.192 -0.492 -2.771 H12 8GM 37 8GM H13 H13 H 0 1 N N N 29.105 25.417 16.781 6.205 1.135 -1.086 H13 8GM 38 8GM H14 H14 H 0 1 N N N 32.693 21.916 16.249 2.626 2.290 2.157 H14 8GM 39 # # 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 8GM "O3'" "C3'" SING N N 1 8GM OP1 P DOUB N N 2 8GM "C3'" "C4'" SING N N 3 8GM "C3'" "C2'" SING N N 4 8GM "C4'" "C5'" SING N N 5 8GM "C4'" "O4'" SING N N 6 8GM "C5'" "O5'" SING N N 7 8GM "O5'" P SING N N 8 8GM P OP3 SING N N 9 8GM P OP2 SING N N 10 8GM "O2'" "C2'" SING N N 11 8GM "C2'" "C1'" SING N N 12 8GM "O4'" "C1'" SING N N 13 8GM "C1'" N9 SING N N 14 8GM N9 C4 SING N N 15 8GM N9 C8 SING N N 16 8GM O8 C8 DOUB N N 17 8GM N3 C4 SING N N 18 8GM N3 C2 DOUB N N 19 8GM C4 C5 DOUB N N 20 8GM C8 N7 SING N N 21 8GM N2 C2 SING N N 22 8GM C2 N1 SING N N 23 8GM N7 C5 SING N N 24 8GM C5 C6 SING N N 25 8GM N1 C6 SING N N 26 8GM C6 O6 DOUB N N 27 8GM OP3 H1 SING N N 28 8GM OP2 H2 SING N N 29 8GM "C5'" H3 SING N N 30 8GM "C5'" H4 SING N N 31 8GM "C4'" H5 SING N N 32 8GM "C3'" H6 SING N N 33 8GM "O3'" H7 SING N N 34 8GM "C2'" H8 SING N N 35 8GM "O2'" H9 SING N N 36 8GM "C1'" H10 SING N N 37 8GM N2 H11 SING N N 38 8GM N2 H12 SING N N 39 8GM N1 H13 SING N N 40 8GM N7 H14 SING N N 41 # # 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 8GM InChI InChI 1.03 "InChI=1S/C10H14N5O9P/c11-9-13-6-3(7(18)14-9)12-10(19)15(6)8-5(17)4(16)2(24-8)1-23-25(20,21)22/h2,4-5,8,16-17H,1H2,(H,12,19)(H2,20,21,22)(H3,11,13,14,18)/t2-,4-,5-,8-/m1/s1" 8GM InChIKey InChI 1.03 MDSQIQSLWQTQDK-UMMCILCDSA-N 8GM SMILES_CANONICAL CACTVS 3.385 "NC1=NC2=C(NC(=O)N2[C@@H]3O[C@H](CO[P](O)(O)=O)[C@@H](O)[C@H]3O)C(=O)N1" 8GM SMILES CACTVS 3.385 "NC1=NC2=C(NC(=O)N2[CH]3O[CH](CO[P](O)(O)=O)[CH](O)[CH]3O)C(=O)N1" 8GM SMILES_CANONICAL "OpenEye OEToolkits" 2.0.5 "C([C@@H]1[C@H]([C@H]([C@@H](O1)N2C3=C(C(=O)NC(=N3)N)NC2=O)O)O)OP(=O)(O)O" 8GM SMILES "OpenEye OEToolkits" 2.0.5 "C(C1C(C(C(O1)N2C3=C(C(=O)NC(=N3)N)NC2=O)O)O)OP(=O)(O)O" # _pdbx_chem_comp_identifier.comp_id 8GM _pdbx_chem_comp_identifier.type "SYSTEMATIC NAME" _pdbx_chem_comp_identifier.program "OpenEye OEToolkits" _pdbx_chem_comp_identifier.program_version 2.0.5 _pdbx_chem_comp_identifier.identifier "[(2~{R},3~{S},4~{R},5~{R})-5-[2-azanyl-6,8-bis(oxidanylidene)-1,7-dihydropurin-9-yl]-3,4-bis(oxidanyl)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 8GM "Create component" 2016-06-17 PDBJ 8GM "Initial release" 2017-04-19 RCSB 8GM "Modify synonyms" 2021-03-01 PDBE # _pdbx_chem_comp_synonyms.ordinal 1 _pdbx_chem_comp_synonyms.comp_id 8GM _pdbx_chem_comp_synonyms.name "8-oxoguanosine-5'-phosphate" _pdbx_chem_comp_synonyms.provenance ? _pdbx_chem_comp_synonyms.type ? ##