data_QQY # _chem_comp.id QQY _chem_comp.name "[(3aR,4R,6R,6aR)-4-(6-aminopurin-9-yl)-2-oxidanylidene-2-sulfanyl-3a,4,6,6a-tetrahydrofuro[3,4-d][1,3,2]dioxaphosphol-6-yl]methanol" _chem_comp.type non-polymer _chem_comp.pdbx_type HETAIN _chem_comp.formula "C10 H12 N5 O5 P S" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2012-11-22 _chem_comp.pdbx_modified_date 2014-09-05 _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 345.272 _chem_comp.one_letter_code ? _chem_comp.three_letter_code QQY _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 2YPH _chem_comp.pdbx_subcomponent_list ? _chem_comp.pdbx_processing_site EBI # 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 QQY OP3 OP3 O 0 1 N N N -4.989 5.080 -20.729 2.629 2.214 1.655 OP3 QQY 1 QQY S1P S1P S 0 1 N N N -7.830 5.655 -20.865 4.300 2.090 -0.815 S1P QQY 2 QQY "O5'" "O5'" O 0 1 N N N -6.464 4.777 -27.073 2.322 -4.155 -0.921 "O5'" QQY 3 QQY "C5'" "C5'" C 0 1 N N N -6.061 6.039 -26.635 2.330 -3.226 0.164 "C5'" QQY 4 QQY "C4'" "C4'" C 0 1 N N R -6.696 6.388 -25.291 1.795 -1.876 -0.317 "C4'" QQY 5 QQY "O4'" "O4'" O 0 1 N N N -8.052 5.975 -25.279 0.397 -1.978 -0.667 "O4'" QQY 6 QQY "C3'" "C3'" C 0 1 N N R -5.956 5.724 -24.136 1.803 -0.844 0.835 "C3'" QQY 7 QQY "O3'" "O3'" O 0 1 N N N -6.110 6.493 -22.968 3.075 -0.190 0.891 "O3'" QQY 8 QQY "C2'" "C2'" C 0 1 N N R -6.753 4.442 -24.024 0.705 0.155 0.394 "C2'" QQY 9 QQY "O2'" "O2'" O 0 1 N N N -6.664 3.884 -22.738 1.360 1.219 -0.339 "O2'" QQY 10 QQY "C1'" "C1'" C 0 1 N N R -8.149 4.939 -24.327 -0.150 -0.650 -0.608 "C1'" QQY 11 QQY N9 N9 N 0 1 Y N N -8.997 3.852 -24.797 -1.539 -0.704 -0.146 N9 QQY 12 QQY C8 C8 C 0 1 Y N N -8.746 2.967 -25.796 -2.105 -1.699 0.594 C8 QQY 13 QQY N7 N7 N 0 1 Y N N -9.776 2.086 -25.949 -3.355 -1.424 0.826 N7 QQY 14 QQY C5 C5 C 0 1 Y N N -10.670 2.456 -25.011 -3.671 -0.238 0.252 C5 QQY 15 QQY C6 C6 C 0 1 Y N N -11.910 1.921 -24.700 -4.836 0.542 0.172 C6 QQY 16 QQY N6 N6 N 0 1 N N N -12.429 0.815 -25.401 -6.010 0.125 0.774 N6 QQY 17 QQY N1 N1 N 0 1 Y N N -12.621 2.500 -23.686 -4.785 1.691 -0.494 N1 QQY 18 QQY C2 C2 C 0 1 Y N N -12.121 3.580 -22.997 -3.669 2.097 -1.072 C2 QQY 19 QQY C4 C4 C 0 1 Y N N -10.201 3.514 -24.322 -2.507 0.240 -0.375 C4 QQY 20 QQY N3 N3 N 0 1 Y N N -10.893 4.098 -23.317 -2.554 1.399 -1.023 N3 QQY 21 QQY P P P 0 1 N N R -6.361 5.279 -21.774 2.777 1.352 0.461 P QQY 22 QQY H1P H1P H 0 1 N N N -7.395 5.664 -19.640 5.393 2.059 -0.032 H1P QQY 23 QQY "H5'" "H5'" H 0 1 N N N -6.055 4.586 -27.909 2.650 -5.035 -0.687 "H5'" QQY 24 QQY "H5'1" "H5'1" H 0 0 N N N -4.966 6.048 -26.527 1.697 -3.601 0.969 "H5'1" QQY 25 QQY "H5'2" "H5'2" H 0 0 N N N -6.363 6.790 -27.380 3.349 -3.103 0.530 "H5'2" QQY 26 QQY "H4'" "H4'" H 0 1 N N N -6.639 7.478 -25.156 2.377 -1.513 -1.165 "H4'" QQY 27 QQY "H3'" "H3'" H 0 1 N N N -4.905 5.526 -24.392 1.561 -1.314 1.788 "H3'" QQY 28 QQY "H1'" "H1'" H 0 1 N N N -8.575 5.340 -23.396 -0.102 -0.185 -1.592 "H1'" QQY 29 QQY "H2'" "H2'" H 0 1 N N N -6.431 3.730 -24.798 0.124 0.531 1.236 "H2'" QQY 30 QQY H8 H8 H 0 1 N N N -7.846 2.961 -26.393 -1.591 -2.585 0.937 H8 QQY 31 QQY H61N H61N H 0 0 N N N -13.328 0.578 -25.032 -6.035 -0.715 1.258 H61N QQY 32 QQY H62N H62N H 0 0 N N N -12.516 1.046 -26.370 -6.808 0.673 0.712 H62N QQY 33 QQY H2 H2 H 0 1 N N N -12.699 4.022 -22.199 -3.671 3.037 -1.603 H2 QQY 34 # 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 QQY OP3 P DOUB N N 1 QQY S1P P SING N N 2 QQY "O5'" "C5'" SING N N 3 QQY "C5'" "C4'" SING N N 4 QQY "C4'" "O4'" SING N N 5 QQY "C4'" "C3'" SING N N 6 QQY "O4'" "C1'" SING N N 7 QQY "C3'" "O3'" SING N N 8 QQY "C3'" "C2'" SING N N 9 QQY "O3'" P SING N N 10 QQY "C2'" "O2'" SING N N 11 QQY "C2'" "C1'" SING N N 12 QQY "O2'" P SING N N 13 QQY "C1'" N9 SING N N 14 QQY N9 C8 SING Y N 15 QQY N9 C4 SING Y N 16 QQY C8 N7 DOUB Y N 17 QQY N7 C5 SING Y N 18 QQY C5 C6 DOUB Y N 19 QQY C5 C4 SING Y N 20 QQY N3 C4 DOUB Y N 21 QQY C6 N6 SING N N 22 QQY C6 N1 SING Y N 23 QQY N1 C2 DOUB Y N 24 QQY C2 N3 SING Y N 25 QQY S1P H1P SING N N 26 QQY "O5'" "H5'" SING N N 27 QQY "C5'" "H5'1" SING N N 28 QQY "C5'" "H5'2" SING N N 29 QQY "C4'" "H4'" SING N N 30 QQY "C3'" "H3'" SING N N 31 QQY "C1'" "H1'" SING N N 32 QQY "C2'" "H2'" SING N N 33 QQY C8 H8 SING N N 34 QQY N6 H61N SING N N 35 QQY N6 H62N SING N N 36 QQY C2 H2 SING N N 37 # 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 QQY SMILES ACDLabs 12.01 "O=P1(S)OC2C(OC(C2O1)CO)n3c4ncnc(N)c4nc3" QQY InChI InChI 1.03 "InChI=1S/C10H12N5O5PS/c11-8-5-9(13-2-12-8)15(3-14-5)10-7-6(4(1-16)18-10)19-21(17,22)20-7/h2-4,6-7,10,16H,1H2,(H,17,22)(H2,11,12,13)/t4-,6-,7-,10-,21-/m1/s1" QQY InChIKey InChI 1.03 OMSUUENXGWGOLC-PUHOFUEYSA-N QQY SMILES_CANONICAL CACTVS 3.385 "Nc1ncnc2n(cnc12)[C@@H]3O[C@H](CO)[C@H]4O[P@](S)(=O)O[C@@H]34" QQY SMILES CACTVS 3.385 "Nc1ncnc2n(cnc12)[CH]3O[CH](CO)[CH]4O[P](S)(=O)O[CH]34" QQY SMILES_CANONICAL "OpenEye OEToolkits" 1.9.2 "c1nc(c2c(n1)n(cn2)[C@H]3[C@H]4[C@@H]([C@H](O3)CO)O[P@](=O)(O4)S)N" QQY SMILES "OpenEye OEToolkits" 1.9.2 "c1nc(c2c(n1)n(cn2)C3C4C(C(O3)CO)OP(=O)(O4)S)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 QQY "SYSTEMATIC NAME" ACDLabs 12.01 "[(2R,3aR,4R,6R,6aR)-6-(6-amino-9H-purin-9-yl)-2-oxido-2-sulfanyltetrahydrofuro[3,4-d][1,3,2]dioxaphosphol-4-yl]methanol" QQY "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.9.2 "[(2R,3aR,4R,6R,6aR)-4-(6-aminopurin-9-yl)-2-oxidanylidene-2-sulfanyl-3a,4,6,6a-tetrahydrofuro[3,4-d][1,3,2]dioxaphosphol-6-yl]methanol" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site QQY "Create component" 2012-11-22 EBI QQY "Initial release" 2013-07-10 RCSB QQY "Modify descriptor" 2014-09-05 RCSB #