data_8XA # _chem_comp.id 8XA _chem_comp.name "9-(5-O-phosphono-beta-D-xylofuranosyl)-9H-purin-6-amine" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type ATOMN _chem_comp.formula "C10 H14 N5 O7 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 347.221 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 8XA _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 8XA P P P 0 1 N N N 78.203 81.482 -21.755 4.838 0.947 0.196 P 8XA 1 8XA OP1 OP1 O 0 1 N N N 78.035 81.874 -23.170 4.742 1.571 -1.143 OP1 8XA 2 8XA OP2 OP2 O 0 1 N N N 77.076 81.662 -20.819 5.184 2.077 1.290 OP2 8XA 3 8XA "O5'" "O5'" O 0 1 N N N 78.670 79.941 -21.703 3.434 0.253 0.567 "O5'" 8XA 4 8XA "C5'" "C5'" C 0 1 N N N 79.401 79.446 -20.582 2.801 -0.718 -0.269 "C5'" 8XA 5 8XA "C4'" "C4'" C 0 1 N N R 80.804 79.001 -20.975 1.490 -1.170 0.377 "C4'" 8XA 6 8XA "O4'" "O4'" O 0 1 N N N 81.767 79.645 -20.154 0.519 -0.102 0.345 "O4'" 8XA 7 8XA "C1'" "C1'" C 0 1 N N R 82.674 78.675 -19.637 -0.763 -0.748 0.497 "C1'" 8XA 8 8XA N9 N9 N 0 1 Y N N 82.534 78.568 -18.174 -1.835 0.120 0.003 N9 8XA 9 8XA C4 C4 C 0 1 Y N N 83.426 77.977 -17.308 -3.154 0.075 0.377 C4 8XA 10 8XA N3 N3 N 0 1 Y N N 84.594 77.386 -17.630 -3.867 -0.671 1.214 N3 8XA 11 8XA C2 C2 C 0 1 Y N N 85.214 76.920 -16.548 -5.159 -0.466 1.362 C2 8XA 12 8XA N1 N1 N 0 1 Y N N 84.789 76.994 -15.286 -5.808 0.474 0.698 N1 8XA 13 8XA C6 C6 C 0 1 Y N N 83.621 77.589 -14.996 -5.178 1.269 -0.162 C6 8XA 14 8XA N6 N6 N 0 1 N N N 83.227 77.657 -13.727 -5.867 2.250 -0.852 N6 8XA 15 8XA C5 C5 C 0 1 Y N N 82.884 78.117 -16.061 -3.798 1.089 -0.352 C5 8XA 16 8XA N7 N7 N 0 1 Y N N 81.665 78.787 -16.123 -2.856 1.689 -1.120 N7 8XA 17 8XA C8 C8 C 0 1 Y N N 81.523 79.025 -17.393 -1.702 1.125 -0.909 C8 8XA 18 8XA "C2'" "C2'" C 0 1 N N R 82.388 77.336 -20.306 -0.666 -2.026 -0.365 "C2'" 8XA 19 8XA "O2'" "O2'" O 0 1 N N N 83.299 77.082 -21.383 -1.348 -3.111 0.268 "O2'" 8XA 20 8XA "C3'" "C3'" C 0 1 N N R 80.955 77.491 -20.819 0.850 -2.310 -0.446 "C3'" 8XA 21 8XA "O3'" "O3'" O 0 1 N N N 79.990 76.962 -19.893 1.298 -2.261 -1.802 "O3'" 8XA 22 8XA O1 O1 O 0 1 N Y N 79.496 82.242 -21.154 6.002 -0.165 0.188 O1 8XA 23 8XA H1 H1 H 0 1 N N N 76.335 82.034 -21.283 6.018 2.538 1.130 H1 8XA 24 8XA "H5'" "H5'" H 0 1 N N N 79.478 80.242 -19.827 2.593 -0.278 -1.244 "H5'" 8XA 25 8XA "H5''" "H5''" H 0 0 N N N 78.861 78.588 -20.156 3.461 -1.577 -0.392 "H5''" 8XA 26 8XA "H4'" "H4'" H 0 1 N N N 80.973 79.263 -22.030 1.665 -1.495 1.403 "H4'" 8XA 27 8XA "H1'" "H1'" H 0 1 N N N 83.707 78.969 -19.877 -0.936 -1.006 1.542 "H1'" 8XA 28 8XA H2 H2 H 0 1 N N N 86.163 76.430 -16.709 -5.709 -1.090 2.050 H2 8XA 29 8XA H61 H61 H 0 1 N N N 83.911 77.223 -13.141 -6.820 2.365 -0.712 H61 8XA 30 8XA H62 H62 H 0 1 N N N 83.121 78.615 -13.462 -5.397 2.825 -1.477 H62 8XA 31 8XA H8 H8 H 0 1 N N N 80.667 79.546 -17.795 -0.777 1.410 -1.387 H8 8XA 32 8XA "H2'" "H2'" H 0 1 N N N 82.428 76.531 -19.557 -1.075 -1.848 -1.360 "H2'" 8XA 33 8XA "HO2'" "HO2'" H 0 0 N N N 84.180 76.990 -21.039 -1.319 -3.939 -0.231 "HO2'" 8XA 34 8XA "H3'" "H3'" H 0 1 N N N 80.861 77.007 -21.802 1.082 -3.279 -0.002 "H3'" 8XA 35 8XA H3 H3 H 0 1 N N N 80.107 76.022 -19.815 0.927 -2.954 -2.365 H3 8XA 36 8XA H4 H4 H 0 1 N N N 79.886 82.786 -21.828 6.121 -0.616 1.035 H4 8XA 37 # 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 8XA OP1 P DOUB N N 1 8XA P "O5'" SING N N 2 8XA P OP2 SING N N 3 8XA "O5'" "C5'" SING N N 4 8XA "O2'" "C2'" SING N N 5 8XA "C4'" "C3'" SING N N 6 8XA "C4'" "C5'" SING N N 7 8XA "C4'" "O4'" SING N N 8 8XA "C3'" "C2'" SING N N 9 8XA "C3'" "O3'" SING N N 10 8XA "C2'" "C1'" SING N N 11 8XA "O4'" "C1'" SING N N 12 8XA "C1'" N9 SING N N 13 8XA N9 C8 SING Y N 14 8XA N9 C4 SING Y N 15 8XA N3 C4 DOUB Y N 16 8XA N3 C2 SING Y N 17 8XA C8 N7 DOUB Y N 18 8XA C4 C5 SING Y N 19 8XA C2 N1 DOUB Y N 20 8XA N7 C5 SING Y N 21 8XA C5 C6 DOUB Y N 22 8XA N1 C6 SING Y N 23 8XA C6 N6 SING N N 24 8XA P O1 SING N N 25 8XA OP2 H1 SING N N 26 8XA "C5'" "H5'" SING N N 27 8XA "C5'" "H5''" SING N N 28 8XA "C4'" "H4'" SING N N 29 8XA "C1'" "H1'" SING N N 30 8XA C2 H2 SING N N 31 8XA N6 H61 SING N N 32 8XA N6 H62 SING N N 33 8XA C8 H8 SING N N 34 8XA "C2'" "H2'" SING N N 35 8XA "O2'" "HO2'" SING N N 36 8XA "C3'" "H3'" SING N N 37 8XA "O3'" H3 SING N N 38 8XA O1 H4 SING N N 39 # 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 8XA SMILES ACDLabs 12.01 "P(OCC1C(C(C(O1)n2cnc3c2ncnc3N)O)O)(O)(O)=O" 8XA InChI InChI 1.03 "InChI=1S/C10H14N5O7P/c11-8-5-9(13-2-12-8)15(3-14-5)10-7(17)6(16)4(22-10)1-21-23(18,19)20/h2-4,6-7,10,16-17H,1H2,(H2,11,12,13)(H2,18,19,20)/t4-,6+,7-,10-/m1/s1" 8XA InChIKey InChI 1.03 UDMBCSSLTHHNCD-GAWUUDPSSA-N 8XA SMILES_CANONICAL CACTVS 3.385 "Nc1ncnc2n(cnc12)[C@@H]3O[C@H](CO[P](O)(O)=O)[C@H](O)[C@H]3O" 8XA SMILES CACTVS 3.385 "Nc1ncnc2n(cnc12)[CH]3O[CH](CO[P](O)(O)=O)[CH](O)[CH]3O" 8XA SMILES_CANONICAL "OpenEye OEToolkits" 1.7.6 "c1nc(c2c(n1)n(cn2)[C@H]3[C@@H]([C@H]([C@H](O3)COP(=O)(O)O)O)O)N" 8XA SMILES "OpenEye OEToolkits" 1.7.6 "c1nc(c2c(n1)n(cn2)C3C(C(C(O3)COP(=O)(O)O)O)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 8XA "SYSTEMATIC NAME" ACDLabs 12.01 "9-(5-O-phosphono-beta-D-xylofuranosyl)-9H-purin-6-amine" 8XA "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.6 "[(2R,3R,4R,5R)-5-(6-aminopurin-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 8XA "Create component" 2015-07-16 RCSB 8XA "Initial release" 2015-07-29 RCSB #