Chemical Component Summary

Name2-(6-AMINO-PURIN-9-YL)-5-HYDROXYMETHYL-TETRAHYDRO-FURAN-3,4-DIOL
Synonyms9-BETA-D-ARABINOFURANOSYL-ADENINE
Identifiers(2R,3S,4S,5R)-2-(6-aminopurin-9-yl)-5-(hydroxymethyl)oxolane-3,4-diol
FormulaC10 H13 N5 O4
Molecular Weight267.241
TypeNON-POLYMER
Isomeric SMILESc1nc(c2c(n1)n(cn2)[C@H]3[C@H]([C@@H]([C@H](O3)CO)O)O)N
InChIInChI=1S/C10H13N5O4/c11-8-5-9(13-2-12-8)15(3-14-5)10-7(18)6(17)4(1-16)19-10/h2-4,6-7,10,16-18H,1H2,(H2,11,12,13)/t4-,6-,7+,10-/m1/s1
InChIKeyOIRDTQYFTABQOQ-UHTZMRCNSA-N

Chemical Details

Formal Charge0
Atom Count32
Chiral Atom Count4
Bond Count34
Aromatic Bond Count10

Drug Info: DrugBank

DrugBank IDDB00194 
NameVidarabine
Groups
  • approved
  • investigational
DescriptionA nucleoside antibiotic isolated from Streptomyces antibioticus. It has some antineoplastic properties and has broad spectrum activity against DNA viruses in cell cultures and significant antiviral activity against infections caused by a variety of viruses such as the herpes viruses, the vaccinia VIRUS and varicella zoster virus.
Synonyms
  • 9-β-D-arabinofuranosyladenine
  • Vidarabinum
  • Vidarabine
  • 9-beta-D-arabinofuranosyl-adenine
  • 9-β-D-arabinofuranosyl-9H-purin-6-amine
Brand NamesVira-A
IndicationFor treatment of chickenpox - varicella, herpes zoster and herpes simplex
Categories
  • Anti-Infective Agents
  • Antiinfectives for Systemic Use
  • Antimetabolites
  • Antiviral Agents
  • Antivirals for Systemic Use
ATC-Code
  • J05AB03
  • S01AD06
CAS number24356-66-9

Drug Targets

NameTarget SequencePharmacological ActionActions
DNA polymerase catalytic subunitMFSGGGGPLSPGGKSAARAASGFFAPAGPRGASRGPPPCLRQNFYNPYLA...unknowninhibitor
Thymidine kinaseMSTDKTDVKMGVLRIYLDGAYGIGKTTAAEEFLHHFAITPNRILLIGEPL...unknowninducer
Thymidine kinaseMASYPCHQHASAFDQAARSRGHSNRRTALRPRRQQEATEVRLEQKMPTLL...unknowninducer
Adenosine deaminaseMAQTPAFDKPKVELHVHLDGSIKPETILYYGRRRGIALPANTAEGLLNVI...unknownsubstrate
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

Related Resource References

Resource NameReference
Pharos CHEMBL1090
PubChem 21704
ChEMBL CHEMBL1090
ChEBI CHEBI:45327
CCDC/CSD ARADEN10