data_8OX # _chem_comp.id 8OX _chem_comp.name "6-azanyl-9-[(2R,3R,4S,5R)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]-7H-purin-8-one" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C10 H13 N5 O5" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms 8-oxoadenosine _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2010-05-19 _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 283.241 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 8OX _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 3MWL _chem_comp.pdbx_subcomponent_list ? _chem_comp.pdbx_processing_site PDBJ # # 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 8OX O50 O50 O 0 1 N N N 15.020 12.056 31.071 4.113 2.053 1.561 O50 8OX 1 8OX C50 C50 C 0 1 N N N 16.208 11.513 30.489 4.035 1.251 0.380 C50 8OX 2 8OX C40 C40 C 0 1 N N R 15.870 10.535 29.353 3.095 0.070 0.627 C40 8OX 3 8OX O40 O40 O 0 1 N N N 14.494 10.145 29.353 1.751 0.545 0.812 O40 8OX 4 8OX C30 C30 C 0 1 N N S 16.148 11.072 27.955 3.088 -0.860 -0.601 C30 8OX 5 8OX O30 O30 O 0 1 N N N 17.548 11.091 27.677 3.531 -2.170 -0.241 O30 8OX 6 8OX C20 C20 C 0 1 N N R 15.395 9.994 27.177 1.605 -0.893 -1.044 C20 8OX 7 8OX O20 O20 O 0 1 N N N 16.138 8.775 27.125 1.215 -2.214 -1.425 O20 8OX 8 8OX C10 C10 C 0 1 N N R 14.120 9.801 28.007 0.871 -0.451 0.248 C10 8OX 9 8OX N9 N9 N 0 1 N N N 12.947 10.599 27.520 -0.433 0.135 -0.074 N9 8OX 10 8OX C8 C8 C 0 1 N N N 12.927 11.791 26.716 -0.637 1.227 -0.836 C8 8OX 11 8OX O8 O8 O 0 1 N N N 13.891 12.407 26.219 0.238 1.884 -1.369 O8 8OX 12 8OX N7 N7 N 0 1 N N N 11.581 12.195 26.527 -1.958 1.479 -0.919 N7 8OX 13 8OX C5 C5 C 0 1 Y N N 10.764 11.259 27.234 -2.630 0.510 -0.179 C5 8OX 14 8OX C6 C6 C 0 1 Y N N 9.374 11.170 27.398 -3.970 0.250 0.102 C6 8OX 15 8OX N6 N6 N 0 1 N N N 8.481 12.087 26.831 -4.972 1.065 -0.405 N6 8OX 16 8OX N1 N1 N 0 1 Y N N 8.889 10.161 28.127 -4.269 -0.797 0.869 N1 8OX 17 8OX C2 C2 C 0 1 Y N N 9.739 9.276 28.676 -3.321 -1.575 1.353 C2 8OX 18 8OX N3 N3 N 0 1 Y N N 11.063 9.319 28.548 -2.043 -1.362 1.110 N3 8OX 19 8OX C4 C4 C 0 1 Y N N 11.573 10.318 27.823 -1.660 -0.343 0.349 C4 8OX 20 8OX HO50 HO50 H 0 0 N N N 15.255 12.656 31.769 4.693 2.822 1.476 HO50 8OX 21 8OX H50 H50 H 0 1 N N N 16.815 12.336 30.083 3.653 1.854 -0.444 H50 8OX 22 8OX H50A H50A H 0 0 N N N 16.773 10.977 31.266 5.028 0.879 0.129 H50A 8OX 23 8OX H40 H40 H 0 1 N N N 16.535 9.684 29.565 3.417 -0.482 1.510 H40 8OX 24 8OX H30 H30 H 0 1 N N N 15.845 12.108 27.743 3.715 -0.450 -1.393 H30 8OX 25 8OX HO30 HO30 H 0 0 N N N 17.693 11.429 26.801 4.436 -2.199 0.099 HO30 8OX 26 8OX H20 H20 H 0 1 N N N 15.208 10.276 26.131 1.425 -0.187 -1.855 H20 8OX 27 8OX HO20 HO20 H 0 0 N N N 15.647 8.125 26.637 1.712 -2.569 -2.175 HO20 8OX 28 8OX H10 H10 H 0 1 N N N 13.762 8.764 27.926 0.756 -1.292 0.931 H10 8OX 29 8OX HN7 HN7 H 0 1 N N N 11.264 12.984 26.000 -2.369 2.209 -1.408 HN7 8OX 30 8OX HN6 HN6 H 0 1 N N N 7.544 11.834 27.072 -4.743 1.825 -0.963 HN6 8OX 31 8OX HN6A HN6A H 0 0 N N N 8.679 13.003 27.179 -5.901 0.875 -0.202 HN6A 8OX 32 8OX H2 H2 H 0 1 N N N 9.318 8.473 29.263 -3.601 -2.415 1.971 H2 8OX 33 # # 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 8OX O50 C50 SING N N 1 8OX C50 C40 SING N N 2 8OX C40 O40 SING N N 3 8OX C40 C30 SING N N 4 8OX O40 C10 SING N N 5 8OX C30 O30 SING N N 6 8OX C30 C20 SING N N 7 8OX C20 O20 SING N N 8 8OX C20 C10 SING N N 9 8OX C10 N9 SING N N 10 8OX N9 C8 SING N N 11 8OX N9 C4 SING N N 12 8OX C8 O8 DOUB N N 13 8OX C8 N7 SING N N 14 8OX N7 C5 SING N N 15 8OX C5 C6 DOUB Y N 16 8OX C5 C4 SING Y N 17 8OX C6 N6 SING N N 18 8OX C6 N1 SING Y N 19 8OX N1 C2 DOUB Y N 20 8OX C2 N3 SING Y N 21 8OX N3 C4 DOUB Y N 22 8OX O50 HO50 SING N N 23 8OX C50 H50 SING N N 24 8OX C50 H50A SING N N 25 8OX C40 H40 SING N N 26 8OX C30 H30 SING N N 27 8OX O30 HO30 SING N N 28 8OX C20 H20 SING N N 29 8OX O20 HO20 SING N N 30 8OX C10 H10 SING N N 31 8OX N7 HN7 SING N N 32 8OX N6 HN6 SING N N 33 8OX N6 HN6A SING N N 34 8OX C2 H2 SING N N 35 # # 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 8OX SMILES ACDLabs 12.01 "O=C2Nc1c(ncnc1N2C3OC(C(O)C3O)CO)N" 8OX SMILES_CANONICAL CACTVS 3.370 "Nc1ncnc2N([C@@H]3O[C@H](CO)[C@@H](O)[C@H]3O)C(=O)Nc12" 8OX SMILES CACTVS 3.370 "Nc1ncnc2N([CH]3O[CH](CO)[CH](O)[CH]3O)C(=O)Nc12" 8OX SMILES_CANONICAL "OpenEye OEToolkits" 1.7.0 "c1nc(c2c(n1)N(C(=O)N2)[C@H]3[C@@H]([C@@H]([C@H](O3)CO)O)O)N" 8OX SMILES "OpenEye OEToolkits" 1.7.0 "c1nc(c2c(n1)N(C(=O)N2)C3C(C(C(O3)CO)O)O)N" 8OX InChI InChI 1.03 "InChI=1S/C10H13N5O5/c11-7-4-8(13-2-12-7)15(10(19)14-4)9-6(18)5(17)3(1-16)20-9/h2-3,5-6,9,16-18H,1H2,(H,14,19)(H2,11,12,13)/t3-,5-,6-,9-/m1/s1" 8OX InChIKey InChI 1.03 UEHOMUNTZPIBIL-UUOKFMHZSA-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 8OX "SYSTEMATIC NAME" ACDLabs 12.01 8-oxoadenosine 8OX "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.0 "6-azanyl-9-[(2R,3R,4S,5R)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]-7H-purin-8-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 8OX "Create component" 2010-05-19 PDBJ 8OX "Modify aromatic_flag" 2011-06-04 RCSB 8OX "Modify descriptor" 2011-06-04 RCSB 8OX "Modify synonyms" 2021-03-01 PDBE # _pdbx_chem_comp_synonyms.ordinal 1 _pdbx_chem_comp_synonyms.comp_id 8OX _pdbx_chem_comp_synonyms.name 8-oxoadenosine _pdbx_chem_comp_synonyms.provenance ? _pdbx_chem_comp_synonyms.type ? ##