data_5FU # _chem_comp.id 5FU _chem_comp.name "5-FLUORO-URIDINE-5'-MONOPHOSPHATE" _chem_comp.type "RNA LINKING" _chem_comp.pdbx_type ATOMN _chem_comp.formula "C9 H12 F N2 O9 P" _chem_comp.mon_nstd_parent_comp_id U _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2007-02-02 _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 342.172 _chem_comp.one_letter_code U _chem_comp.three_letter_code 5FU _chem_comp.pdbx_model_coordinates_details ? _chem_comp.pdbx_model_coordinates_missing_flag Y _chem_comp.pdbx_ideal_coordinates_details "OpenEye/OEToolkits V1.4.2" _chem_comp.pdbx_ideal_coordinates_missing_flag N _chem_comp.pdbx_model_coordinates_db_code ? _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 5FU F5 F5 F 0 1 N N N 30.317 50.796 122.253 -0.649 3.669 -3.091 F5 5FU 1 5FU C5 C5 C 0 1 N N N 30.117 51.730 123.193 -0.519 3.544 -1.757 C5 5FU 2 5FU C4 C4 C 0 1 N N N 31.066 52.184 124.081 -1.345 4.436 -0.930 C4 5FU 3 5FU O4 O4 O 0 1 N N N 32.228 51.733 124.047 -2.111 5.251 -1.432 O4 5FU 4 5FU N3 N3 N 0 1 N N N 30.693 53.138 125.003 -1.164 4.256 0.435 N3 5FU 5 5FU C2 C2 C 0 1 N N N 29.421 53.679 125.081 -0.302 3.339 1.057 C2 5FU 6 5FU O2 O2 O 0 1 N N N 29.138 54.558 125.930 -0.227 3.270 2.286 O2 5FU 7 5FU C6 C6 C 0 1 N N N 29.076 52.370 123.485 0.309 2.664 -1.199 C6 5FU 8 5FU N1 N1 N 0 1 N N N 28.493 53.240 124.207 0.452 2.524 0.177 N1 5FU 9 5FU "C1'" C1* C 0 1 N N R 27.117 53.697 124.171 1.373 1.543 0.675 "C1'" 5FU 10 5FU "O4'" O4* O 0 1 N N N 26.274 52.645 123.696 2.470 1.422 -0.246 "O4'" 5FU 11 5FU "C2'" C2* C 0 1 N N R 27.001 54.864 123.214 0.748 0.163 0.786 "C2'" 5FU 12 5FU "O2'" O2* O 0 1 N N N 26.303 55.919 123.878 0.137 -0.058 2.041 "O2'" 5FU 13 5FU "C3'" C3* C 0 1 N N S 26.170 54.316 122.069 1.940 -0.742 0.560 "C3'" 5FU 14 5FU "O3'" O3* O 0 1 N N N 25.265 55.298 121.600 2.742 -0.809 1.739 "O3'" 5FU 15 5FU "C4'" C4* C 0 1 N N R 25.399 53.161 122.681 2.725 0.023 -0.498 "C4'" 5FU 16 5FU "C5'" C5* C 0 1 N N N 25.057 52.098 121.663 2.282 -0.292 -1.921 "C5'" 5FU 17 5FU "O5'" O5* O 0 1 N N N 26.286 51.550 121.203 3.063 0.476 -2.819 "O5'" 5FU 18 5FU P P P 0 1 N N N 26.329 50.387 120.092 2.787 0.324 -4.407 P 5FU 19 5FU O1P O1P O 0 1 N N N 27.683 50.405 119.426 3.659 1.172 -5.286 O1P 5FU 20 5FU O2P O2P O 0 1 N N N 25.069 50.451 119.270 1.198 0.588 -4.548 O2P 5FU 21 5FU O3P O3P O 0 1 N Y N ? ? ? 2.921 -1.270 -4.647 O3P 5FU 22 5FU "HO'2" 2HO* H 0 0 N N N 26.148 55.676 124.783 -0.494 0.669 2.185 "HO'2" 5FU 23 5FU "H2'" H2* H 0 1 N N N 27.967 55.260 122.869 -0.000 0.004 -0.000 "H2'" 5FU 24 5FU "H1'" H1* H 0 1 N N N 26.813 53.999 125.184 1.754 1.910 1.633 "H1'" 5FU 25 5FU "H4'" H4* H 0 1 N N N 24.429 53.489 123.084 3.804 -0.139 -0.410 "H4'" 5FU 26 5FU "H5'1" 1H5* H 0 0 N N N 24.439 51.314 122.124 1.229 -0.035 -2.051 "H5'1" 5FU 27 5FU "H5'2" 2H5* H 0 0 N N N 24.483 52.527 120.828 2.428 -1.352 -2.133 "H5'2" 5FU 28 5FU HOP2 2HOP H 0 0 N N N 24.314 50.464 119.847 0.799 0.616 -5.443 HOP2 5FU 29 5FU HOP3 3HOP H 0 0 N N N ? ? ? 2.886 -1.617 -5.563 HOP3 5FU 30 5FU "H3'" H3* H 0 1 N N N 26.791 54.012 121.213 1.675 -1.764 0.277 "H3'" 5FU 31 5FU H3T H3T H 0 1 N Y N 25.062 55.904 122.303 3.447 -0.153 1.628 H3T 5FU 32 5FU H6 H6 H 0 1 N N N 28.320 52.014 122.801 0.918 2.005 -1.808 H6 5FU 33 5FU H3 H3 H 0 1 N N N 31.381 53.458 125.654 -1.714 4.851 1.049 H3 5FU 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 5FU F5 C5 SING N N 1 5FU C5 C6 DOUB N N 2 5FU C5 C4 SING N N 3 5FU C4 O4 DOUB N N 4 5FU C4 N3 SING N N 5 5FU N3 H3 SING N N 6 5FU N3 C2 SING N N 7 5FU C2 N1 SING N N 8 5FU C2 O2 DOUB N N 9 5FU C6 N1 SING N N 10 5FU C6 H6 SING N N 11 5FU N1 "C1'" SING N N 12 5FU "C1'" "C2'" SING N N 13 5FU "C1'" "H1'" SING N N 14 5FU "C1'" "O4'" SING N N 15 5FU "O4'" "C4'" SING N N 16 5FU "C2'" "O2'" SING N N 17 5FU "C2'" "H2'" SING N N 18 5FU "C2'" "C3'" SING N N 19 5FU "O2'" "HO'2" SING N N 20 5FU "C3'" "C4'" SING N N 21 5FU "C3'" "H3'" SING N N 22 5FU "C3'" "O3'" SING N N 23 5FU "O3'" H3T SING N N 24 5FU "C4'" "H4'" SING N N 25 5FU "C4'" "C5'" SING N N 26 5FU "C5'" "H5'1" SING N N 27 5FU "C5'" "H5'2" SING N N 28 5FU "C5'" "O5'" SING N N 29 5FU "O5'" P SING N N 30 5FU P O1P DOUB N N 31 5FU P O2P SING N N 32 5FU P O3P SING N N 33 5FU O2P HOP2 SING N N 34 5FU O3P HOP3 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 5FU SMILES ACDLabs 10.04 "FC=1C(=O)NC(=O)N(C=1)C2OC(C(O)C2O)COP(=O)(O)O" 5FU SMILES_CANONICAL CACTVS 3.341 "O[C@H]1[C@@H](O)[C@@H](O[C@@H]1CO[P](O)(O)=O)N2C=C(F)C(=O)NC2=O" 5FU SMILES CACTVS 3.341 "O[CH]1[CH](O)[CH](O[CH]1CO[P](O)(O)=O)N2C=C(F)C(=O)NC2=O" 5FU 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)O)F" 5FU SMILES "OpenEye OEToolkits" 1.5.0 "C1=C(C(=O)NC(=O)N1C2C(C(C(O2)COP(=O)(O)O)O)O)F" 5FU InChI InChI 1.03 "InChI=1S/C9H12FN2O9P/c10-3-1-12(9(16)11-7(3)15)8-6(14)5(13)4(21-8)2-20-22(17,18)19/h1,4-6,8,13-14H,2H2,(H,11,15,16)(H2,17,18,19)/t4-,5-,6-,8-/m1/s1" 5FU InChIKey InChI 1.03 RNBMPPYRHNWTMA-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 5FU "SYSTEMATIC NAME" ACDLabs 10.04 ;5-fluorouridine 5'-(dihydrogen phosphate) ; 5FU "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 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 5FU "Create component" 2007-02-02 RCSB 5FU "Modify descriptor" 2011-06-04 RCSB #