data_8XG # _chem_comp.id 8XG _chem_comp.name "2-amino-9-(5-O-phosphono-beta-D-xylofuranosyl)-1,9-dihydro-6H-purin-6-one" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type ATOMN _chem_comp.formula "C10 H14 N5 O8 P" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2015-07-16 _chem_comp.pdbx_modified_date 2015-07-24 _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 363.221 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 8XG _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 2N4J _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 8XG P P P 0 1 N N N 77.708 102.141 -15.494 5.097 0.772 0.422 P 8XG 1 8XG OP1 OP1 O 0 1 N N N 76.583 103.099 -15.476 4.980 1.785 -0.651 OP1 8XG 2 8XG OP2 OP2 O 0 1 N N N 77.912 101.245 -14.336 5.502 1.496 1.801 OP2 8XG 3 8XG "O5'" "O5'" O 0 1 N N N 77.598 101.242 -16.828 3.686 0.019 0.605 "O5'" 8XG 4 8XG "C5'" "C5'" C 0 1 N N N 78.625 100.307 -17.147 3.005 -0.631 -0.471 "C5'" 8XG 5 8XG "C4'" "C4'" C 0 1 N N R 78.947 100.290 -18.638 1.701 -1.242 0.046 "C4'" 8XG 6 8XG "O4'" "O4'" O 0 1 N N N 80.348 100.484 -18.839 0.762 -0.206 0.407 "O4'" 8XG 7 8XG "C1'" "C1'" C 0 1 N N R 80.858 99.394 -19.601 -0.547 -0.799 0.386 "C1'" 8XG 8 8XG N9 N9 N 0 1 Y N N 81.661 98.491 -18.759 -1.533 0.187 -0.061 N9 8XG 9 8XG C4 C4 C 0 1 Y N N 82.524 97.537 -19.222 -2.875 0.170 0.209 C4 8XG 10 8XG N3 N3 N 0 1 N N N 82.769 97.261 -20.519 -3.677 -0.651 0.896 N3 8XG 11 8XG C2 C2 C 0 1 N N N 83.658 96.284 -20.664 -4.967 -0.416 0.994 C2 8XG 12 8XG N2 N2 N 0 1 N N N 83.989 95.877 -21.881 -5.750 -1.287 1.709 N2 8XG 13 8XG N1 N1 N 0 1 N N N 84.260 95.636 -19.605 -5.548 0.667 0.406 N1 8XG 14 8XG C6 C6 C 0 1 N N N 84.020 95.904 -18.267 -4.801 1.541 -0.305 C6 8XG 15 8XG O6 O6 O 0 1 N N N 84.603 95.266 -17.396 -5.312 2.513 -0.834 O6 8XG 16 8XG C5 C5 C 0 1 Y N N 83.071 96.945 -18.108 -3.412 1.300 -0.418 C5 8XG 17 8XG N7 N7 N 0 1 Y N N 82.556 97.516 -16.947 -2.389 1.943 -1.032 N7 8XG 18 8XG C8 C8 C 0 1 Y N N 81.736 98.416 -17.398 -1.282 1.293 -0.820 C8 8XG 19 8XG "C2'" "C2'" C 0 1 N N R 79.682 98.650 -20.222 -0.498 -1.979 -0.604 "C2'" 8XG 20 8XG "O2'" "O2'" O 0 1 N N N 79.394 99.128 -21.542 -0.835 -3.201 0.056 "O2'" 8XG 21 8XG "C3'" "C3'" C 0 1 N N R 78.536 98.955 -19.255 0.975 -2.015 -1.084 "C3'" 8XG 22 8XG "O3'" "O3'" O 0 1 N N N 78.406 97.939 -18.251 1.120 -1.338 -2.335 "O3'" 8XG 23 8XG O1 O1 O 0 1 N Y N 79.073 102.954 -15.762 6.230 -0.301 0.026 O1 8XG 24 8XG H2 H2 H 0 1 N N N 77.244 101.414 -13.682 6.343 1.971 1.764 H2 8XG 25 8XG "H5'" "H5'" H 0 1 N N N 78.295 99.302 -16.844 2.782 0.096 -1.251 "H5'" 8XG 26 8XG "H5''" "H5''" H 0 0 N N N 79.535 100.577 -16.591 3.639 -1.419 -0.879 "H5''" 8XG 27 8XG "H4'" "H4'" H 0 1 N N N 78.381 101.095 -19.130 1.895 -1.897 0.896 "H4'" 8XG 28 8XG "H1'" "H1'" H 0 1 N N N 81.491 99.778 -20.415 -0.807 -1.158 1.382 "H1'" 8XG 29 8XG H21 H21 H 0 1 N N N 83.571 96.305 -22.682 -5.351 -2.062 2.134 H21 8XG 30 8XG H22 H22 H 0 1 N N N 84.657 95.142 -21.998 -6.704 -1.127 1.790 H22 8XG 31 8XG H1 H1 H 0 1 N N N 84.921 94.917 -19.820 -6.503 0.812 0.498 H1 8XG 32 8XG H8 H8 H 0 1 N N N 81.158 99.055 -16.747 -0.310 1.585 -1.190 H8 8XG 33 8XG "H2'" "H2'" H 0 1 N N N 79.886 97.569 -20.227 -1.171 -1.800 -1.444 "H2'" 8XG 34 8XG "HO2'" "HO2'" H 0 0 N N N 78.658 98.646 -21.900 -0.821 -3.977 -0.520 "HO2'" 8XG 35 8XG "H3'" "H3'" H 0 1 N N N 77.599 99.078 -19.817 1.336 -3.040 -1.154 "H3'" 8XG 36 8XG H3 H3 H 0 1 N N N 77.688 98.158 -17.669 0.609 -1.730 -3.056 H3 8XG 37 8XG H4 H4 H 0 1 N N N 78.878 103.879 -15.854 6.362 -0.996 0.685 H4 8XG 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 8XG N2 C2 SING N N 1 8XG "O2'" "C2'" SING N N 2 8XG C2 N3 DOUB N N 3 8XG C2 N1 SING N N 4 8XG N3 C4 SING N N 5 8XG "C2'" "C1'" SING N N 6 8XG "C2'" "C3'" SING N N 7 8XG N1 C6 SING N N 8 8XG "C1'" "O4'" SING N N 9 8XG "C1'" N9 SING N N 10 8XG "C3'" "C4'" SING N N 11 8XG "C3'" "O3'" SING N N 12 8XG C4 N9 SING Y N 13 8XG C4 C5 DOUB Y N 14 8XG "O4'" "C4'" SING N N 15 8XG N9 C8 SING Y N 16 8XG "C4'" "C5'" SING N N 17 8XG C6 C5 SING N N 18 8XG C6 O6 DOUB N N 19 8XG C5 N7 SING Y N 20 8XG C8 N7 DOUB Y N 21 8XG "C5'" "O5'" SING N N 22 8XG "O5'" P SING N N 23 8XG P OP1 DOUB N N 24 8XG P OP2 SING N N 25 8XG P O1 SING N N 26 8XG OP2 H2 SING N N 27 8XG "C5'" "H5'" SING N N 28 8XG "C5'" "H5''" SING N N 29 8XG "C4'" "H4'" SING N N 30 8XG "C1'" "H1'" SING N N 31 8XG N2 H21 SING N N 32 8XG N2 H22 SING N N 33 8XG N1 H1 SING N N 34 8XG C8 H8 SING N N 35 8XG "C2'" "H2'" SING N N 36 8XG "O2'" "HO2'" SING N N 37 8XG "C3'" "H3'" SING N N 38 8XG "O3'" H3 SING N N 39 8XG O1 H4 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 8XG SMILES ACDLabs 12.01 "P(=O)(O)(O)OCC3OC(n1cnc2c1N=C(NC2=O)N)C(C3O)O" 8XG InChI InChI 1.03 "InChI=1S/C10H14N5O8P/c11-10-13-7-4(8(18)14-10)12-2-15(7)9-6(17)5(16)3(23-9)1-22-24(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" 8XG InChIKey InChI 1.03 RQFCJASXJCIDSX-FTWQFJAYSA-N 8XG SMILES_CANONICAL CACTVS 3.385 "NC1=Nc2n(cnc2C(=O)N1)[C@@H]3O[C@H](CO[P](O)(O)=O)[C@H](O)[C@H]3O" 8XG SMILES CACTVS 3.385 "NC1=Nc2n(cnc2C(=O)N1)[CH]3O[CH](CO[P](O)(O)=O)[CH](O)[CH]3O" 8XG SMILES_CANONICAL "OpenEye OEToolkits" 1.7.6 "c1nc2c(n1[C@H]3[C@@H]([C@H]([C@H](O3)COP(=O)(O)O)O)O)N=C(NC2=O)N" 8XG SMILES "OpenEye OEToolkits" 1.7.6 "c1nc2c(n1C3C(C(C(O3)COP(=O)(O)O)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 8XG "SYSTEMATIC NAME" ACDLabs 12.01 "2-amino-9-(5-O-phosphono-beta-D-xylofuranosyl)-1,9-dihydro-6H-purin-6-one" 8XG "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.6 "[(2R,3R,4R,5R)-5-(2-azanyl-6-oxidanylidene-1H-purin-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 8XG "Create component" 2015-07-16 RCSB 8XG "Initial release" 2015-07-29 RCSB #