data_URT # _chem_comp.id URT _chem_comp.name "({[(2R,5R)-5-(6-amino-9H-purin-9-yl)-4-fluoro-2,5-dihydrofuran-2-yl]oxy}methyl)phosphonic acid" _chem_comp.type "DNA OH 3 prime terminus" _chem_comp.pdbx_type ATOMN _chem_comp.formula "C10 H11 F N5 O5 P" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2009-11-24 _chem_comp.pdbx_modified_date 2011-06-04 _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 331.197 _chem_comp.one_letter_code ? _chem_comp.three_letter_code URT _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 3KK3 _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 URT C1 C1 C 0 1 N N R 38.906 161.517 23.875 -1.560 1.177 0.141 C1 URT 1 URT F1 F1 F 0 1 N N N 40.765 164.287 22.542 1.272 3.155 -0.924 F1 URT 2 URT N1 N1 N 0 1 Y N N 41.251 161.548 21.424 1.311 0.266 0.497 N1 URT 3 URT O1 O1 O 0 1 N N N 40.104 160.885 23.388 -0.748 1.127 1.330 O1 URT 4 URT P1 P1 P 0 1 N N N 35.661 159.545 22.698 -4.176 -0.688 -0.027 P1 URT 5 URT C2 C2 C 0 1 N N N 39.106 162.940 23.560 -0.883 2.169 -0.776 C2 URT 6 URT N2 N2 N 0 1 Y N N 40.906 160.978 19.233 1.726 -1.808 -0.043 N2 URT 7 URT O2 O2 O 0 1 N N N 37.851 161.052 23.150 -1.613 -0.111 -0.475 O2 URT 8 URT C3 C3 C 0 1 N N N 40.265 163.101 22.972 0.353 2.342 -0.359 C3 URT 9 URT N3 N3 N 0 1 Y N N 43.671 161.932 21.419 3.692 1.009 0.442 N3 URT 10 URT O3 O3 O 0 1 N Y N 35.953 159.864 21.297 -5.075 -1.759 0.770 O3 URT 11 URT C4 C4 C 0 1 N N R 40.965 161.846 22.822 0.568 1.475 0.861 C4 URT 12 URT N4 N4 N 0 1 Y N N 44.603 161.573 19.203 5.210 -0.646 -0.108 N4 URT 13 URT C5 C5 C 0 1 Y N N 42.456 161.599 20.837 2.671 0.166 0.339 C5 URT 14 URT N5 N5 N 0 1 N N N 43.344 160.950 17.364 4.562 -2.863 -0.586 N5 URT 15 URT C6 C6 C 0 1 Y N N 42.224 161.244 19.456 2.922 -1.173 -0.007 C6 URT 16 URT C7 C7 C 0 1 Y N N 40.370 161.169 20.418 0.780 -0.966 0.259 C7 URT 17 URT C8 C8 C 0 1 Y N N 44.687 161.892 20.538 4.924 0.600 0.224 C8 URT 18 URT O4 O4 O 0 1 N N N 34.291 159.558 23.246 -4.471 0.674 0.472 O4 URT 19 URT C9 C9 C 0 1 Y N N 43.386 161.246 18.644 4.253 -1.560 -0.236 C9 URT 20 URT C10 C10 C 0 1 N N N 36.745 160.556 23.885 -2.411 -1.062 0.233 C10 URT 21 URT H1 H1 H 0 1 N N N 38.715 161.333 24.943 -2.566 1.518 0.387 H1 URT 22 URT H2 H2 H 0 1 N N N 38.404 163.731 23.780 -1.336 2.653 -1.629 H2 URT 23 URT HO3 HO3 H 0 1 N Y N 35.144 160.067 20.843 -6.028 -1.621 0.677 HO3 URT 24 URT H4 H4 H 0 1 N N N 41.947 161.865 23.317 1.107 2.031 1.628 H4 URT 25 URT HN5 HN5 H 0 1 N N N 44.264 161.014 16.976 5.485 -3.118 -0.741 HN5 URT 26 URT HN5A HN5A H 0 0 N N N 42.998 160.019 17.249 3.855 -3.521 -0.676 HN5A URT 27 URT H7 H7 H 0 1 N N N 39.313 161.040 20.598 -0.272 -1.207 0.306 H7 URT 28 URT H8 H8 H 0 1 N N N 45.668 162.135 20.918 5.732 1.311 0.317 H8 URT 29 URT H10 H10 H 0 1 N N N 36.166 161.392 24.303 -2.182 -1.008 1.298 H10 URT 30 URT H10A H10A H 0 0 N N N 37.097 159.918 24.709 -2.194 -2.064 -0.135 H10A URT 31 URT O8 O8 O 0 1 N N N 35.653 157.876 22.283 -4.515 -0.768 -1.599 O8 URT 32 URT HO8 HO8 H 0 1 N N N 34.816 157.494 22.520 -4.345 -1.634 -1.995 HO8 URT 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 URT C1 H1 SING N N 1 URT F1 C3 SING N N 2 URT N1 C4 SING N N 3 URT O1 C1 SING N N 4 URT P1 O4 DOUB N N 5 URT P1 C10 SING N N 6 URT C2 C1 SING N N 7 URT C2 H2 SING N N 8 URT N2 C6 SING Y N 9 URT N2 C7 DOUB Y N 10 URT O2 C1 SING N N 11 URT O2 C10 SING N N 12 URT C3 C2 DOUB N N 13 URT O3 P1 SING N N 14 URT O3 HO3 SING N N 15 URT C4 O1 SING N N 16 URT C4 C3 SING N N 17 URT C4 H4 SING N N 18 URT N4 C8 DOUB Y N 19 URT C5 N1 SING Y N 20 URT C5 N3 DOUB Y N 21 URT N5 C9 SING N N 22 URT N5 HN5 SING N N 23 URT N5 HN5A SING N N 24 URT C6 C5 SING Y N 25 URT C7 N1 SING Y N 26 URT C7 H7 SING N N 27 URT C8 N3 SING Y N 28 URT C8 H8 SING N N 29 URT C9 N4 SING Y N 30 URT C9 C6 DOUB Y N 31 URT C10 H10 SING N N 32 URT C10 H10A SING N N 33 URT P1 O8 SING N N 34 URT O8 HO8 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 URT SMILES_CANONICAL CACTVS 3.352 "Nc1ncnc2n(cnc12)[C@@H]3O[C@H](OC[P](O)(O)=O)C=C3F" URT SMILES CACTVS 3.352 "Nc1ncnc2n(cnc12)[CH]3O[CH](OC[P](O)(O)=O)C=C3F" URT SMILES_CANONICAL "OpenEye OEToolkits" 1.7.0 "c1nc(c2c(n1)n(cn2)[C@H]3C(=C[C@H](O3)OCP(=O)(O)O)F)N" URT SMILES "OpenEye OEToolkits" 1.7.0 "c1nc(c2c(n1)n(cn2)C3C(=CC(O3)OCP(=O)(O)O)F)N" URT InChI InChI 1.03 "InChI=1S/C10H11FN5O5P/c11-5-1-6(20-4-22(17,18)19)21-10(5)16-3-15-7-8(12)13-2-14-9(7)16/h1-3,6,10H,4H2,(H2,12,13,14)(H2,17,18,19)/t6-,10+/m0/s1" URT InChIKey InChI 1.03 MPSGQQOHTJUJKB-QUBYGPBYSA-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 URT "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.6.1 "[(2R,5R)-5-(6-aminopurin-9-yl)-4-fluoro-2,5-dihydrofuran-2-yl]oxymethylphosphonic acid" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site URT "Create component" 2009-11-24 RCSB URT "Modify aromatic_flag" 2011-06-04 RCSB URT "Modify descriptor" 2011-06-04 RCSB #