ID2

5-IODODEOXYURIDINE

Created:	1999-07-08
Last modified:	2011-06-04

Find Related PDB Entry
1 entries where ID2 is found as a standalone ligand

Help Find related ligands:
Similar Ligands (Stereospecific) Similar Ligands (including Stereoisomers) Similar Ligands (Quick Screen) Similar Ligands (Substructure Stereospecific) Similar Ligands (Substructure including Stereoisomers)

Help

Find related ligands:

Similar Ligands (Stereospecific) Similar Ligands (including Stereoisomers) Similar Ligands (Quick Screen) Similar Ligands (Substructure Stereospecific) Similar Ligands (Substructure including Stereoisomers)

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

Toggle Hydrogen Toggle Labels

Chemical Component Summary
Name	5-IODODEOXYURIDINE
Systematic Name (OpenEye OEToolkits)	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

Chemical Descriptors
Type	Program	Version	Descriptor
SMILES	ACDLabs	10.04	IC=1C(=O)NC(=O)N(C=1)C2OC(C(O)C2)CO
SMILES	CACTVS	3.341	OC[CH]1O[CH](C[CH]1O)N2C=C(I)C(=O)NC2=O
SMILES	OpenEye OEToolkits	1.5.0	C1C(C(OC1N2C=C(C(=O)NC2=O)I)CO)O
Canonical SMILES	CACTVS	3.341	OC[C@H]1O[C@H](C[C@@H]1O)N2C=C(I)C(=O)NC2=O
Canonical SMILES	OpenEye OEToolkits	1.5.0	C1[C@@H]([C@H](O[C@H]1N2C=C(C(=O)NC2=O)I)CO)O
InChI	InChI	1.03	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	InChI	1.03	XQFRJNBWHJMXHO-RRKCRQDMSA-N

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	Joddeoxiuridin 1beta-D-2'-Deoxyribofuranosyl-5-iodouracil 5-Iododeoxyuridine Idoxuridina 1-beta-D-2'-Deoxyribofuranosyl-5-iodouracil Idoxuridine 1-(2-Deoxy-beta-D-ribofuranosyl)-5-iodouracil IdU Iododeoxyridine Iodoxuridine 2'-Deoxy-5-iodouridine 5-iodo-2'-deoxyuridine (+)-5-Iodo-2'-deoxyuridine 5-Iodouracil deoxyriboside Idoxuridinum Idoxuridin
Brand Names	Herplex Dendrid Sandoz Idoxuridine Herplex D
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