data_UD5 # _chem_comp.id UD5 _chem_comp.name 5-FLUOROURIDINE _chem_comp.type "RNA LINKING" _chem_comp.pdbx_type ATOMN _chem_comp.formula "C9 H12 F N2 O8 P" _chem_comp.mon_nstd_parent_comp_id U _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2005-06-01 _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 326.172 _chem_comp.one_letter_code U _chem_comp.three_letter_code UD5 _chem_comp.pdbx_model_coordinates_details ? _chem_comp.pdbx_model_coordinates_missing_flag N _chem_comp.pdbx_ideal_coordinates_details ? _chem_comp.pdbx_ideal_coordinates_missing_flag N _chem_comp.pdbx_model_coordinates_db_code 1ZL3 _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 UD5 P P P 0 1 N N N 6.727 22.146 50.323 -4.509 -1.294 -0.284 P UD5 1 UD5 OP1 O1P O 0 1 N N N 6.170 23.448 49.860 -5.617 -0.443 0.516 OP1 UD5 2 UD5 OP2 O2P O 0 1 N N N 6.653 21.792 51.761 -4.602 -2.583 0.676 OP2 UD5 3 UD5 "O5'" O5* O 0 1 N N N 8.248 21.993 49.839 -3.252 -0.640 0.481 "O5'" UD5 4 UD5 "C5'" C5* C 0 1 N N N 9.005 20.797 50.061 -2.722 0.367 -0.383 "C5'" UD5 5 UD5 "C4'" C4* C 0 1 N N R 10.128 20.702 49.045 -1.518 1.032 0.287 "C4'" UD5 6 UD5 "O4'" O4* O 0 1 N N N 11.249 21.542 49.445 -0.430 0.087 0.420 "O4'" UD5 7 UD5 "C3'" C3* C 0 1 N N S 10.690 19.271 49.002 -0.951 2.159 -0.604 "C3'" UD5 8 UD5 "O3'" O3* O 0 1 N N N 10.986 18.931 47.648 -1.434 3.432 -0.169 "O3'" UD5 9 UD5 "C2'" C2* C 0 1 N N R 11.935 19.283 49.886 0.579 2.064 -0.407 "C2'" UD5 10 UD5 "O2'" O2* O 0 1 N N N 13.030 18.516 49.437 1.088 3.277 0.152 "O2'" UD5 11 UD5 "C1'" C1* C 0 1 N N R 12.360 20.722 49.695 0.758 0.891 0.582 "C1'" UD5 12 UD5 N1 N1 N 0 1 N N N 13.352 21.345 50.565 1.953 0.115 0.240 N1 UD5 13 UD5 C2 C2 C 0 1 N N N 14.658 20.930 50.382 1.999 -0.560 -0.922 C2 UD5 14 UD5 O2 O2 O 0 1 N N N 14.968 20.067 49.583 1.049 -0.515 -1.680 O2 UD5 15 UD5 N3 N3 N 0 1 N N N 15.582 21.564 51.161 3.086 -1.277 -1.264 N3 UD5 16 UD5 C4 C4 C 0 1 N N N 15.333 22.539 52.085 4.148 -1.339 -0.435 C4 UD5 17 UD5 O4 O4 O 0 1 N N N 16.274 23.031 52.701 5.129 -1.992 -0.742 O4 UD5 18 UD5 C5 C5 C 0 1 N N N 13.949 22.892 52.227 4.111 -0.638 0.796 C5 UD5 19 UD5 C6 C6 C 0 1 N N N 13.032 22.293 51.481 3.011 0.078 1.111 C6 UD5 20 UD5 F F F 0 1 N N N 13.568 23.831 53.137 5.163 -0.685 1.642 F UD5 21 UD5 H1P H1P H 0 1 N N N 6.217 23.674 48.938 -6.480 -0.716 0.174 H1P UD5 22 UD5 H2P H2P H 0 1 N N N 7.008 20.961 52.056 -5.339 -3.119 0.353 H2P UD5 23 UD5 "H5'" 1H5* H 0 1 N N N 9.380 20.727 51.108 -3.488 1.117 -0.579 "H5'" UD5 24 UD5 "H5''" 2H5* H 0 0 N N N 8.360 19.887 50.059 -2.409 -0.087 -1.323 "H5''" UD5 25 UD5 "H4'" H4* H 0 1 N N N 9.704 21.014 48.062 -1.798 1.427 1.264 "H4'" UD5 26 UD5 "H3'" H3* H 0 1 N N N 9.971 18.505 49.376 -1.213 1.989 -1.648 "H3'" UD5 27 UD5 H2 H2 H 0 1 N N N 11.333 18.047 47.621 -1.025 4.096 -0.740 H2 UD5 28 UD5 "H2'" H2* H 0 1 N N N 11.695 18.887 50.900 1.072 1.845 -1.354 "H2'" UD5 29 UD5 H1 H1 H 0 1 N N N 13.804 18.523 49.987 0.893 3.980 -0.482 H1 UD5 30 UD5 "H1'" H1* H 0 1 N N N 13.009 20.622 48.794 0.828 1.264 1.604 "H1'" UD5 31 UD5 HN3 HN3 H 0 1 N N N 16.554 21.281 51.040 3.104 -1.754 -2.108 HN3 UD5 32 UD5 H6 H6 H 0 1 N N N 11.979 22.589 51.625 2.964 0.620 2.045 H6 UD5 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 UD5 P OP1 SING N N 1 UD5 P OP2 SING N N 2 UD5 P "O5'" SING N N 3 UD5 OP1 H1P SING N N 4 UD5 OP2 H2P SING N N 5 UD5 "O5'" "C5'" SING N N 6 UD5 "C5'" "C4'" SING N N 7 UD5 "C5'" "H5'" SING N N 8 UD5 "C5'" "H5''" SING N N 9 UD5 "C4'" "O4'" SING N N 10 UD5 "C4'" "C3'" SING N N 11 UD5 "C4'" "H4'" SING N N 12 UD5 "O4'" "C1'" SING N N 13 UD5 "C3'" "O3'" SING N N 14 UD5 "C3'" "C2'" SING N N 15 UD5 "C3'" "H3'" SING N N 16 UD5 "O3'" H2 SING N N 17 UD5 "C2'" "O2'" SING N N 18 UD5 "C2'" "C1'" SING N N 19 UD5 "C2'" "H2'" SING N N 20 UD5 "O2'" H1 SING N N 21 UD5 "C1'" N1 SING N N 22 UD5 "C1'" "H1'" SING N N 23 UD5 N1 C2 SING N N 24 UD5 N1 C6 SING N N 25 UD5 C2 O2 DOUB N N 26 UD5 C2 N3 SING N N 27 UD5 N3 C4 SING N N 28 UD5 N3 HN3 SING N N 29 UD5 C4 O4 DOUB N N 30 UD5 C4 C5 SING N N 31 UD5 C5 C6 DOUB N N 32 UD5 C5 F SING N N 33 UD5 C6 H6 SING N N 34 # 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 UD5 SMILES ACDLabs 10.04 "FC=1C(=O)NC(=O)N(C=1)C2OC(C(O)C2O)COP(O)O" UD5 SMILES_CANONICAL CACTVS 3.341 "O[C@H]1[C@@H](O)[C@@H](O[C@@H]1COP(O)O)N2C=C(F)C(=O)NC2=O" UD5 SMILES CACTVS 3.341 "O[CH]1[CH](O)[CH](O[CH]1COP(O)O)N2C=C(F)C(=O)NC2=O" UD5 SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "C1=C(C(=O)NC(=O)N1[C@H]2[C@@H]([C@@H]([C@H](O2)COP(O)O)O)O)F" UD5 SMILES "OpenEye OEToolkits" 1.5.0 "C1=C(C(=O)NC(=O)N1C2C(C(C(O2)COP(O)O)O)O)F" UD5 InChI InChI 1.03 "InChI=1S/C9H12FN2O8P/c10-3-1-12(9(16)11-7(3)15)8-6(14)5(13)4(20-8)2-19-21(17)18/h1,4-6,8,13-14,17-18H,2H2,(H,11,15,16)/t4-,5-,6-,8-/m1/s1" UD5 InChIKey InChI 1.03 OWIMOOFVTCJDCZ-UAKXSSHOSA-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 UD5 "SYSTEMATIC NAME" ACDLabs 10.04 "5'-O-(dihydroxyphosphanyl)-5-fluorouridine" UD5 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "[(2R,3S,4R,5R)-5-(5-fluoro-2,4-dioxo-pyrimidin-1-yl)-3,4-dihydroxy-oxolan-2-yl]methyl dihydrogen phosphite" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site UD5 "Create component" 2005-06-01 RCSB UD5 "Modify descriptor" 2011-06-04 RCSB #