ID2

5-IODODEOXYURIDINE

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Chemical Component Summary
Name	5-IODODEOXYURIDINE
Identifiers	1-[(2R,4S,5R)-4-hydroxy-5-(hydroxymethyl)oxolan-2-yl]-5-iodo-pyrimidine-2,4-dione
Formula	C₉ H₁₁ I N₂ O₅
Molecular Weight	354.099
Type	NON-POLYMER
Isomeric SMILES	C1[C@@H]([C@H](O[C@H]1N2C=C(C(=O)NC2=O)I)CO)O
InChI	InChI=1S/C9H11IN2O5/c10-4-2-12(9(16)11-8(4)15)7-1-5(14)6(3-13)17-7/h2,5-7,13-14H,1,3H2,(H,11,15,16)/t5-,6+,7+/m0/s1
InChIKey	XQFRJNBWHJMXHO-RRKCRQDMSA-N

Chemical Details
Formal Charge	0
Atom Count	28
Chiral Atom Count	3
Bond Count	29
Aromatic Bond Count	0

Drug Info: DrugBank

DrugBank ID	DB00249
Name	Idoxuridine
Groups	approved investigational
Description	An analog of deoxyuridine that inhibits viral DNA synthesis. The drug is used as an antiviral agent.
Synonyms	IdU 5-iodo-2'-deoxyuridine Idoxuridin 1-(2-Deoxy-beta-D-ribofuranosyl)-5-iodouracil Idoxuridinum 5-Iododeoxyuridine Iododeoxyridine Iodoxuridine 1beta-D-2'-Deoxyribofuranosyl-5-iodouracil Idoxuridine 5-Iodouracil deoxyriboside Idoxuridina Joddeoxiuridin 2'-Deoxy-5-iodouridine (+)-5-Iodo-2'-deoxyuridine 1-beta-D-2'-Deoxyribofuranosyl-5-iodouracil
Brand Names	Sandoz Idoxuridine Dendrid Herplex D Herplex
Indication	For use in keratoconjunctivitis and keratitis caused by herpes simplex virus.
Categories	Anti-Infective Agents Antiinfectives for Systemic Use Antiviral Agents Antivirals for Systemic Use Deoxyribonucleosides Deoxyuridine Dermatologicals Direct Acting Antivirals Enzyme Inhibitors Nucleic Acid Synthesis Inhibitors Nucleic Acids, Nucleotides, and Nucleosides Nucleoside Analog Antiviral Nucleosides Nucleosides and Nucleotides Excl. Reverse Transcriptase Inhibitors Ophthalmologicals Pyrimidine Nucleosides Pyrimidines Sensory Organs
ATC-Code	D06BB01 J05AB02 S01AD01
CAS number	54-42-2

Drug Targets

Name	Target Sequence	Pharmacological Action	Actions
DNA	-	unknown	other
Thymidine kinase	MASYPCHQHASAFDQAARSRGHSNRRTALRPRRQQEATEVRLEQKMPTLL...	unknown	unknown

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