data_3XZ # _chem_comp.id 3XZ _chem_comp.name "bis{[(2R,3S,5R)-5-(6-amino-9H-purin-9-yl)-3-hydroxytetrahydrofuran-2-yl]methyl} hydrogen phosphate" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C20 H25 N10 O8 P" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2014-12-08 _chem_comp.pdbx_modified_date 2015-07-17 _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 564.448 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 3XZ _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 4TYS _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 3XZ N1 N1 N 0 1 Y N N 38.796 35.970 44.500 -9.111 2.666 -1.381 N1 3XZ 1 3XZ N3 N2 N 0 1 Y N N 36.571 35.356 45.097 -7.292 2.669 0.046 N3 3XZ 2 3XZ C4 C1 C 0 1 Y N N 36.835 35.483 46.428 -6.929 1.452 -0.347 C4 3XZ 3 3XZ C5 C2 C 0 1 Y N N 38.180 35.888 46.858 -7.698 0.790 -1.318 C5 3XZ 4 3XZ C6 C3 C 0 1 Y N N 39.177 36.131 45.796 -8.826 1.450 -1.835 C6 3XZ 5 3XZ C8 C4 C 0 1 Y N N 36.927 35.599 48.602 -6.066 -0.531 -0.776 C8 3XZ 6 3XZ C15 C5 C 0 1 Y N N 30.200 34.417 54.580 7.553 1.530 0.821 C15 3XZ 7 3XZ O3P O1 O 0 1 N N N 34.869 28.590 49.615 0.554 -2.991 1.792 O3P 3XZ 8 3XZ P P1 P 0 1 N N N 34.643 29.990 50.155 -0.011 -2.420 0.549 P 3XZ 9 3XZ O1P O2 O 0 1 N N N 33.260 30.376 50.688 1.164 -1.727 -0.305 O1P 3XZ 10 3XZ O2P O3 O 0 1 N N N 35.855 30.752 50.622 -0.688 -3.592 -0.322 O2P 3XZ 11 3XZ "O5'" O4 O 0 1 N N N 34.042 30.357 48.908 -1.124 -1.318 0.923 "O5'" 3XZ 12 3XZ "C5'" C6 C 0 1 N N N 34.120 31.182 47.752 -2.244 -1.598 1.766 "C5'" 3XZ 13 3XZ "C4'" C7 C 0 1 N N R 33.846 32.592 48.234 -3.099 -0.337 1.914 "C4'" 3XZ 14 3XZ "C3'" C8 C 0 1 N N S 32.990 33.395 47.253 -4.315 -0.608 2.835 "C3'" 3XZ 15 3XZ "O3'" O5 O 0 1 N N N 31.935 34.035 47.980 -3.968 -0.413 4.208 "O3'" 3XZ 16 3XZ "C2'" C9 C 0 1 N N N 33.870 34.509 46.709 -5.325 0.467 2.363 "C2'" 3XZ 17 3XZ "C1'" C10 C 0 1 N N R 34.959 34.583 47.768 -4.841 0.844 0.950 "C1'" 3XZ 18 3XZ "O4'" O6 O 0 1 N N N 35.076 33.291 48.378 -3.704 0.017 0.652 "O4'" 3XZ 19 3XZ N9 N3 N 0 1 Y N N 36.138 35.328 47.547 -5.907 0.595 -0.024 N9 3XZ 20 3XZ N7 N4 N 0 1 Y N N 38.176 35.930 48.196 -7.117 -0.415 -1.535 N7 3XZ 21 3XZ C2 C11 C 0 1 Y N N 37.535 35.596 44.176 -8.357 3.249 -0.466 C2 3XZ 22 3XZ N6 N5 N 0 1 N N N 40.430 36.489 46.143 -9.621 0.848 -2.794 N6 3XZ 23 3XZ C5A C12 C 0 1 N N N 32.669 31.795 50.852 2.351 -2.418 -0.700 C5A 3XZ 24 3XZ C4A C13 C 0 1 N N R 33.558 32.936 51.334 3.252 -1.471 -1.495 C4A 3XZ 25 3XZ C3A C14 C 0 1 N N S 34.225 32.592 52.657 4.543 -2.198 -1.948 C3A 3XZ 26 3XZ O3A O7 O 0 1 N N N 35.647 32.630 52.513 4.336 -2.881 -3.186 O3A 3XZ 27 3XZ C2A C15 C 0 1 N N N 33.775 33.646 53.651 5.533 -1.022 -2.126 C2A 3XZ 28 3XZ C1A C16 C 0 1 N N R 32.853 34.585 52.884 4.927 0.113 -1.278 C1A 3XZ 29 3XZ O4A O8 O 0 1 N N N 32.768 34.112 51.537 3.743 -0.408 -0.651 O4A 3XZ 30 3XZ N19 N6 N 0 1 Y N N 31.924 35.090 53.307 5.887 0.538 -0.255 N19 3XZ 31 3XZ C14 C17 C 0 1 Y N N 30.830 34.326 53.256 6.898 1.450 -0.419 C14 3XZ 32 3XZ N17 N7 N 0 1 Y N N 30.972 35.235 55.319 6.915 0.683 1.664 N17 3XZ 33 3XZ C18 C18 C 0 1 Y N N 32.009 35.633 54.536 5.939 0.097 1.034 C18 3XZ 34 3XZ N13 N8 N 0 1 Y N N 30.245 33.554 52.310 7.333 2.197 -1.429 N13 3XZ 35 3XZ C12 C19 C 0 1 Y N N 29.108 32.884 52.572 8.362 3.003 -1.273 C12 3XZ 36 3XZ N11 N9 N 0 1 Y N N 28.476 32.920 53.760 9.008 3.113 -0.126 N11 3XZ 37 3XZ C16 C20 C 0 1 Y N N 28.949 33.650 54.793 8.646 2.405 0.939 C16 3XZ 38 3XZ N16 N10 N 0 1 N N N 28.303 33.678 55.983 9.326 2.532 2.137 N16 3XZ 39 3XZ H1 H1 H 0 1 N N N 36.608 35.558 49.633 -5.415 -1.392 -0.747 H1 3XZ 40 3XZ H2 H2 H 0 1 N N N 36.631 30.216 50.505 -1.080 -3.289 -1.152 H2 3XZ 41 3XZ H3 H3 H 0 1 N N N 33.366 30.877 47.012 -2.843 -2.393 1.323 H3 3XZ 42 3XZ H4 H4 H 0 1 N N N 35.122 31.118 47.303 -1.890 -1.913 2.748 H4 3XZ 43 3XZ H5 H5 H 0 1 N N N 33.322 32.543 49.200 -2.500 0.489 2.297 H5 3XZ 44 3XZ H6 H6 H 0 1 N N N 32.614 32.754 46.442 -4.710 -1.611 2.674 H6 3XZ 45 3XZ H7 H7 H 0 1 N N N 31.354 33.376 48.342 -4.697 -0.571 4.824 H7 3XZ 46 3XZ H8 H8 H 0 1 N N N 34.285 34.248 45.724 -6.332 0.053 2.324 H8 3XZ 47 3XZ H9 H9 H 0 1 N N N 33.317 35.457 46.635 -5.293 1.335 3.022 H9 3XZ 48 3XZ H10 H10 H 0 1 N N N 34.458 35.165 48.555 -4.552 1.895 0.925 H10 3XZ 49 3XZ H11 H11 H 0 1 N N N 37.286 35.484 43.131 -8.625 4.238 -0.125 H11 3XZ 50 3XZ H12 H12 H 0 1 N N N 40.984 36.605 45.319 -10.397 1.314 -3.143 H12 3XZ 51 3XZ H13 H13 H 0 1 N N N 40.402 37.351 46.649 -9.403 -0.040 -3.117 H13 3XZ 52 3XZ H14 H14 H 0 1 N N N 32.276 32.092 49.868 2.881 -2.765 0.187 H14 3XZ 53 3XZ H15 H15 H 0 1 N N N 31.839 31.713 51.569 2.084 -3.273 -1.321 H15 3XZ 54 3XZ H16 H16 H 0 1 N N N 34.336 33.126 50.580 2.717 -1.063 -2.353 H16 3XZ 55 3XZ H17 H17 H 0 1 N N N 33.890 31.599 52.993 4.892 -2.888 -1.179 H17 3XZ 56 3XZ H18 H18 H 0 1 N N N 36.056 32.414 53.343 5.115 -3.352 -3.511 H18 3XZ 57 3XZ H19 H19 H 0 1 N N N 33.233 33.177 54.486 6.520 -1.293 -1.751 H19 3XZ 58 3XZ H20 H20 H 0 1 N N N 34.643 34.198 54.041 5.592 -0.728 -3.174 H20 3XZ 59 3XZ H21 H21 H 0 1 N N N 33.540 35.432 52.743 4.670 0.957 -1.917 H21 3XZ 60 3XZ H22 H22 H 0 1 N N N 32.797 36.297 54.857 5.269 -0.629 1.469 H22 3XZ 61 3XZ H23 H23 H 0 1 N N N 28.678 32.283 51.784 8.689 3.596 -2.113 H23 3XZ 62 3XZ H24 H24 H 0 1 N N N 27.487 33.102 55.934 9.049 2.013 2.909 H24 3XZ 63 3XZ H25 H25 H 0 1 N N N 28.910 33.335 56.700 10.079 3.139 2.206 H25 3XZ 64 # 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 3XZ C2 N1 DOUB Y N 1 3XZ C2 N3 SING Y N 2 3XZ N1 C6 SING Y N 3 3XZ N3 C4 DOUB Y N 4 3XZ C6 N6 SING N N 5 3XZ C6 C5 DOUB Y N 6 3XZ C4 C5 SING Y N 7 3XZ C4 N9 SING Y N 8 3XZ "C2'" "C3'" SING N N 9 3XZ "C2'" "C1'" SING N N 10 3XZ C5 N7 SING Y N 11 3XZ "C3'" "O3'" SING N N 12 3XZ "C3'" "C4'" SING N N 13 3XZ N9 "C1'" SING N N 14 3XZ N9 C8 SING Y N 15 3XZ "C5'" "C4'" SING N N 16 3XZ "C5'" "O5'" SING N N 17 3XZ "C1'" "O4'" SING N N 18 3XZ N7 C8 DOUB Y N 19 3XZ "C4'" "O4'" SING N N 20 3XZ "O5'" P SING N N 21 3XZ O3P P DOUB N N 22 3XZ P O2P SING N N 23 3XZ P O1P SING N N 24 3XZ O1P C5A SING N N 25 3XZ C5A C4A SING N N 26 3XZ C4A O4A SING N N 27 3XZ C4A C3A SING N N 28 3XZ O4A C1A SING N N 29 3XZ N13 C12 DOUB Y N 30 3XZ N13 C14 SING Y N 31 3XZ O3A C3A SING N N 32 3XZ C12 N11 SING Y N 33 3XZ C3A C2A SING N N 34 3XZ C1A N19 SING N N 35 3XZ C1A C2A SING N N 36 3XZ C14 N19 SING Y N 37 3XZ C14 C15 DOUB Y N 38 3XZ N19 C18 SING Y N 39 3XZ N11 C16 DOUB Y N 40 3XZ C18 N17 DOUB Y N 41 3XZ C15 C16 SING Y N 42 3XZ C15 N17 SING Y N 43 3XZ C16 N16 SING N N 44 3XZ C8 H1 SING N N 45 3XZ O2P H2 SING N N 46 3XZ "C5'" H3 SING N N 47 3XZ "C5'" H4 SING N N 48 3XZ "C4'" H5 SING N N 49 3XZ "C3'" H6 SING N N 50 3XZ "O3'" H7 SING N N 51 3XZ "C2'" H8 SING N N 52 3XZ "C2'" H9 SING N N 53 3XZ "C1'" H10 SING N N 54 3XZ C2 H11 SING N N 55 3XZ N6 H12 SING N N 56 3XZ N6 H13 SING N N 57 3XZ C5A H14 SING N N 58 3XZ C5A H15 SING N N 59 3XZ C4A H16 SING N N 60 3XZ C3A H17 SING N N 61 3XZ O3A H18 SING N N 62 3XZ C2A H19 SING N N 63 3XZ C2A H20 SING N N 64 3XZ C1A H21 SING N N 65 3XZ C18 H22 SING N N 66 3XZ C12 H23 SING N N 67 3XZ N16 H24 SING N N 68 3XZ N16 H25 SING N N 69 # 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 3XZ SMILES ACDLabs 12.01 "O=P(OCC3OC(n1c2ncnc(N)c2nc1)CC3O)(O)OCC6OC(n5cnc4c(ncnc45)N)CC6O" 3XZ InChI InChI 1.03 "InChI=1S/C20H25N10O8P/c21-17-15-19(25-5-23-17)29(7-27-15)13-1-9(31)11(37-13)3-35-39(33,34)36-4-12-10(32)2-14(38-12)30-8-28-16-18(22)24-6-26-20(16)30/h5-14,31-32H,1-4H2,(H,33,34)(H2,21,23,25)(H2,22,24,26)/t9-,10-,11+,12+,13+,14+/m0/s1" 3XZ InChIKey InChI 1.03 PPQXTUORNPDZDR-PRSXHHODSA-N 3XZ SMILES_CANONICAL CACTVS 3.385 "Nc1ncnc2n(cnc12)[C@H]3C[C@H](O)[C@@H](CO[P](O)(=O)OC[C@H]4O[C@H](C[C@@H]4O)n5cnc6c(N)ncnc56)O3" 3XZ SMILES CACTVS 3.385 "Nc1ncnc2n(cnc12)[CH]3C[CH](O)[CH](CO[P](O)(=O)OC[CH]4O[CH](C[CH]4O)n5cnc6c(N)ncnc56)O3" 3XZ SMILES_CANONICAL "OpenEye OEToolkits" 1.9.2 "c1nc(c2c(n1)n(cn2)[C@H]3C[C@@H]([C@H](O3)COP(=O)(O)OC[C@@H]4[C@H](C[C@@H](O4)n5cnc6c5ncnc6N)O)O)N" 3XZ SMILES "OpenEye OEToolkits" 1.9.2 "c1nc(c2c(n1)n(cn2)C3CC(C(O3)COP(=O)(O)OCC4C(CC(O4)n5cnc6c5ncnc6N)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 3XZ "SYSTEMATIC NAME" ACDLabs 12.01 "bis{[(2R,3S,5R)-5-(6-amino-9H-purin-9-yl)-3-hydroxytetrahydrofuran-2-yl]methyl} hydrogen phosphate (non-preferred name)" 3XZ "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.9.2 "bis[[(2R,3S,5R)-5-(6-aminopurin-9-yl)-3-oxidanyl-oxolan-2-yl]methyl] hydrogen 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 3XZ "Create component" 2014-12-08 RCSB 3XZ "Initial release" 2015-07-22 RCSB #