data_U5R # _chem_comp.id U5R _chem_comp.name "1-(2,6-dideoxy-2-fluoro-5-O-phosphono-beta-D-allofuranosyl)pyrimidine-2,4(1H,3H)-dione" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C10 H14 F N2 O8 P" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2015-09-01 _chem_comp.pdbx_modified_date 2016-06-24 _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 340.199 _chem_comp.one_letter_code ? _chem_comp.three_letter_code U5R _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 5DER _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 U5R O2 O1 O 0 1 N N N 7.134 -21.078 -6.323 -1.712 1.189 -0.967 O2 U5R 1 U5R C2 C1 C 0 1 N N N 6.198 -20.331 -6.603 -2.755 0.758 -0.515 C2 U5R 2 U5R N3 N1 N 0 1 N N N 4.880 -20.785 -6.444 -3.922 1.301 -0.907 N3 U5R 3 U5R C4 C2 C 0 1 N N N 3.803 -19.949 -6.755 -5.088 0.835 -0.415 C4 U5R 4 U5R O4 O2 O 0 1 N N N 2.646 -20.344 -6.617 -6.145 1.326 -0.769 O4 U5R 5 U5R C5 C3 C 0 1 N N N 4.053 -18.667 -7.222 -5.072 -0.230 0.518 C5 U5R 6 U5R C6 C4 C 0 1 N N N 5.367 -18.241 -7.370 -3.887 -0.756 0.894 C6 U5R 7 U5R N1 N2 N 0 1 N N N 6.439 -19.093 -7.061 -2.727 -0.258 0.367 N1 U5R 8 U5R "C1'" C5 C 0 1 N N R 7.838 -18.615 -7.214 -1.440 -0.829 0.775 "C1'" U5R 9 U5R "O4'" O3 O 0 1 N N N 7.710 -17.171 -7.294 -0.543 0.215 1.213 "O4'" U5R 10 U5R "C2'" C6 C 0 1 N N R 8.549 -19.019 -8.510 -0.733 -1.479 -0.435 "C2'" U5R 11 U5R "F2'" F1 F 0 1 N N N 9.831 -18.799 -8.349 -0.943 -2.862 -0.440 "F2'" U5R 12 U5R "C3'" C7 C 0 1 N N R 8.109 -17.915 -9.427 0.762 -1.159 -0.212 "C3'" U5R 13 U5R "O3'" O4 O 0 1 N N N 8.985 -17.859 -10.576 1.516 -2.365 -0.072 "O3'" U5R 14 U5R "C4'" C8 C 0 1 N N S 8.405 -16.763 -8.481 0.781 -0.353 1.109 "C4'" U5R 15 U5R "C5'" C9 C 0 1 N N R 7.804 -15.423 -8.946 1.833 0.756 1.041 "C5'" U5R 16 U5R C5M C10 C 0 1 N N N 8.528 -14.880 -10.183 1.834 1.539 2.356 C5M U5R 17 U5R "O5'" O5 O 0 1 N N N 6.397 -15.592 -9.200 3.122 0.177 0.831 "O5'" U5R 18 U5R P P1 P 0 1 N N N 5.335 -14.387 -8.986 4.036 0.513 -0.451 P U5R 19 U5R OP1 O6 O 0 1 N N N 5.647 -13.313 -9.951 4.232 1.977 -0.547 OP1 U5R 20 U5R OP2 O7 O 0 1 N N N 3.964 -14.940 -8.927 5.466 -0.211 -0.296 OP2 U5R 21 U5R OP3 O8 O 0 1 N Y N 5.663 -13.830 -7.512 3.307 -0.020 -1.784 O1 U5R 22 U5R H1 H1 H 0 1 N N N 4.710 -21.711 -6.107 -3.925 2.031 -1.546 H1 U5R 23 U5R H2 H2 H 0 1 N N N 3.234 -18.007 -7.468 -5.996 -0.616 0.923 H2 U5R 24 U5R H3 H3 H 0 1 N N N 5.566 -17.242 -7.727 -3.855 -1.569 1.604 H3 U5R 25 U5R H4 H4 H 0 1 N N N 8.445 -18.911 -6.346 -1.586 -1.562 1.568 H4 U5R 26 U5R H5 H5 H 0 1 N N N 8.256 -20.019 -8.862 -1.085 -1.037 -1.367 H5 U5R 27 U5R H6 H6 H 0 1 N N N 7.042 -17.980 -9.688 1.151 -0.557 -1.033 H6 U5R 28 U5R H7 H7 H 0 1 N N N 8.705 -17.160 -11.155 1.489 -2.938 -0.851 H7 U5R 29 U5R H8 H8 H 0 1 N N N 9.488 -16.663 -8.313 0.977 -1.013 1.954 H8 U5R 30 U5R H9 H9 H 0 1 N N N 7.937 -14.696 -8.132 1.598 1.429 0.217 H9 U5R 31 U5R H10 H10 H 0 1 N N N 9.599 -14.762 -9.959 0.850 1.980 2.516 H10 U5R 32 U5R H11 H11 H 0 1 N N N 8.404 -15.584 -11.019 2.068 0.865 3.180 H11 U5R 33 U5R H12 H12 H 0 1 N N N 8.101 -13.905 -10.459 2.583 2.329 2.307 H12 U5R 34 U5R H13 H13 H 0 1 N N N 3.417 -14.500 -9.567 6.070 -0.051 -1.034 H13 U5R 35 U5R H14 H14 H 0 1 N Y N 5.984 -12.938 -7.574 3.147 -0.973 -1.790 H14 U5R 36 # 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 U5R "O3'" "C3'" SING N N 1 U5R C5M "C5'" SING N N 2 U5R OP1 P DOUB N N 3 U5R "C3'" "C2'" SING N N 4 U5R "C3'" "C4'" SING N N 5 U5R "O5'" P SING N N 6 U5R "O5'" "C5'" SING N N 7 U5R P OP2 SING N N 8 U5R "C5'" "C4'" SING N N 9 U5R "C2'" "F2'" SING N N 10 U5R "C2'" "C1'" SING N N 11 U5R "C4'" "O4'" SING N N 12 U5R C6 C5 DOUB N N 13 U5R C6 N1 SING N N 14 U5R "O4'" "C1'" SING N N 15 U5R C5 C4 SING N N 16 U5R "C1'" N1 SING N N 17 U5R N1 C2 SING N N 18 U5R C4 O4 DOUB N N 19 U5R C4 N3 SING N N 20 U5R C2 N3 SING N N 21 U5R C2 O2 DOUB N N 22 U5R P OP3 SING N N 23 U5R N3 H1 SING N N 24 U5R C5 H2 SING N N 25 U5R C6 H3 SING N N 26 U5R "C1'" H4 SING N N 27 U5R "C2'" H5 SING N N 28 U5R "C3'" H6 SING N N 29 U5R "O3'" H7 SING N N 30 U5R "C4'" H8 SING N N 31 U5R "C5'" H9 SING N N 32 U5R C5M H10 SING N N 33 U5R C5M H11 SING N N 34 U5R C5M H12 SING N N 35 U5R OP2 H13 SING N N 36 U5R OP3 H14 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 U5R SMILES ACDLabs 12.01 "O=C1NC(=O)C=CN1C2OC(C(C2F)O)C(C)OP(O)(O)=O" U5R InChI InChI 1.03 "InChI=1S/C10H14FN2O8P/c1-4(21-22(17,18)19)8-7(15)6(11)9(20-8)13-3-2-5(14)12-10(13)16/h2-4,6-9,15H,1H3,(H,12,14,16)(H2,17,18,19)/t4-,6-,7+,8-,9-/m1/s1" U5R InChIKey InChI 1.03 AVNIYVQWHJOOLV-DDIGBBAMSA-N U5R SMILES_CANONICAL CACTVS 3.385 "C[C@@H](O[P](O)(O)=O)[C@H]1O[C@H]([C@H](F)[C@@H]1O)N2C=CC(=O)NC2=O" U5R SMILES CACTVS 3.385 "C[CH](O[P](O)(O)=O)[CH]1O[CH]([CH](F)[CH]1O)N2C=CC(=O)NC2=O" U5R SMILES_CANONICAL "OpenEye OEToolkits" 1.9.2 "C[C@H]([C@@H]1[C@H]([C@H]([C@@H](O1)N2C=CC(=O)NC2=O)F)O)OP(=O)(O)O" U5R SMILES "OpenEye OEToolkits" 1.9.2 "CC(C1C(C(C(O1)N2C=CC(=O)NC2=O)F)O)OP(=O)(O)O" # 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 U5R "SYSTEMATIC NAME" ACDLabs 12.01 "1-(2,6-dideoxy-2-fluoro-5-O-phosphono-beta-D-allofuranosyl)pyrimidine-2,4(1H,3H)-dione" U5R "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.9.2 "[(1R)-1-[(2S,3R,4R,5R)-5-[2,4-bis(oxidanylidene)pyrimidin-1-yl]-4-fluoranyl-3-oxidanyl-oxolan-2-yl]ethyl] 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 U5R "Create component" 2015-09-01 RCSB U5R "Initial release" 2016-06-29 RCSB #