5UD

5-FLUOROURIDINE

Created:	2003-12-19
Last modified:	2011-06-04

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4 entries where 5UD is found as a standalone ligand1 entries where 5UD is found in a polymer sequence

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Chemical Details
Formal Charge	0
Atom Count	29
Chiral Atom Count	4
Bond Count	30
Aromatic Bond Count	0

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Chemical Component Summary
Name	5-FLUOROURIDINE
Systematic Name (OpenEye OEToolkits)	1-[(2R,3R,4S,5R)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]-5-fluoro-pyrimidine-2,4-dione
Formula	C₉ H₁₁ F N₂ O₆
Molecular Weight	262.192
Type	NON-POLYMER

Chemical Descriptors
Type	Program	Version	Descriptor
SMILES	ACDLabs	10.04	FC=1C(=O)NC(=O)N(C=1)C2OC(C(O)C2O)CO
SMILES	CACTVS	3.341	OC[CH]1O[CH]([CH](O)[CH]1O)N2C=C(F)C(=O)NC2=O
SMILES	OpenEye OEToolkits	1.5.0	C1=C(C(=O)NC(=O)N1C2C(C(C(O2)CO)O)O)F
Canonical SMILES	CACTVS	3.341	OC[C@H]1O[C@H]([C@H](O)[C@@H]1O)N2C=C(F)C(=O)NC2=O
Canonical SMILES	OpenEye OEToolkits	1.5.0	C1=C(C(=O)NC(=O)N1[C@H]2[C@@H]([C@@H]([C@H](O2)CO)O)O)F
InChI	InChI	1.03	InChI=1S/C9H11FN2O6/c10-3-1-12(9(17)11-7(3)16)8-6(15)5(14)4(2-13)18-8/h1,4-6,8,13-15H,2H2,(H,11,16,17)/t4-,5-,6-,8-/m1/s1
InChIKey	InChI	1.03	FHIDNBAQOFJWCA-UAKXSSHOSA-N

Drug Info: DrugBank

DrugBank ID	DB01629
Name	5-fluorouridine
Groups	experimental
Description	5-fluorouridine is also known as FUrd, 5-Fluorouracil 1-beta-D-ribofuranoside, 5-Fur, or 5-Fluoro-uridine. 5-fluorouridine is a solid. This compound belongs to the pyrimidine nucleosides and analogues. These are compounds comprising a pyrimidine base attached to a sugar. 5-fluorouridine is known to target uridine phosphorylase. FUrd is often used in chemical and biochemical comparison studies with fluorouracil and thymine analogs.
Synonyms	5-Fluorouracil 1beta-D-ribofuranoside 5-Fluoro-uridine 5-Fur 5-fluorouridine
Categories	Fluorouracil and prodrugs Nucleic Acids, Nucleotides, and Nucleosides Nucleosides Pyrimidine Nucleosides Pyrimidines Ribonucleosides Thyroxine-binding globulin inducers
CAS number	316-46-1

Drug Targets

Name	Target Sequence	Pharmacological Action	Actions
Superoxide dismutase [Cu-Zn]	MATKAVCVLKGDGPVQGIINFEQKESNGPVKVWGSIKGLTEGLHGFHVHE...	unknown
Uridine phosphorylase	MSKSDVFHLGLTKNDLQGATLAIVPGDPDRVEKIAALMDKPVKLASHREF...	unknown
Thyroxine-binding globulin	MSPFLYLVLLVLGLHATIHCASPEGKVTACHSSQPNATLYKMSSINADFA...	unknown	inducer

Drug Info/Drug Targets: DrugBank 3.0: a comprehensive resource for 'omics' research on drugs. Knox C, Law V, Jewison T, Liu P, Ly S, Frolkis A, Pon A, Banco K, Mak C, Neveu V, Djoumbou Y, Eisner R, Guo AC, Wishart DS. Nucleic Acids Res. 2011 Jan; 39 (Database issue):D1035-41. | PMID:21059682