Chemical Component Summary

Name5-BROMOVINYLDEOXYURIDINE
Identifiers5-[(E)-2-bromoethenyl]-1-[(2R,4S,5R)-4-hydroxy-5-(hydroxymethyl)oxolan-2-yl]pyrimidine-2,4-dione
FormulaC11 H13 Br N2 O5
Molecular Weight333.135
TypeNON-POLYMER
Isomeric SMILESC1[C@@H]([C@H](O[C@H]1N2C=C(C(=O)NC2=O)\C=C\Br)CO)O
InChIInChI=1S/C11H13BrN2O5/c12-2-1-6-4-14(11(18)13-10(6)17)9-3-7(16)8(5-15)19-9/h1-2,4,7-9,15-16H,3,5H2,(H,13,17,18)/b2-1+/t7-,8+,9+/m0/s1
InChIKeyODZBBRURCPAEIQ-PIXDULNESA-N

Chemical Details

Formal Charge0
Atom Count32
Chiral Atom Count3
Bond Count33
Aromatic Bond Count0

Drug Info: DrugBank

DrugBank IDDB03312 
NameBrivudine
Groups
  • approved
  • investigational
DescriptionBrivudine is used in the treatment of herpes zoster. Although not approved in the U.S. or Canada, it is approved in several European countries.
Synonyms
  • BVdU
  • Brivudina
  • Brivudine
  • Brivudinum
  • (E)-5-(2-Bromovinyl)-deoxyuridine
Categories
  • Anti-Infective Agents
  • Antiinfectives for Systemic Use
  • Antiviral Agents
  • Antivirals for Systemic Use
  • Deoxyribonucleosides
ATC-CodeJ05AB15
CAS number69304-47-8

Drug Targets

NameTarget SequencePharmacological ActionActions
Thymidine kinase 2, mitochondrialMLLWPLRGWAARALRCFGPGSRGSPASGPGPRRVQRRAWPPDKEQEKEKK...unknownsubstrate
DNA polymeraseMFSGGGGPLSPGGKSAARAASGFFAPAGPRGAGRGPPPCLRQNFYNPYLA...unknowninhibitor
Thymidine kinaseMASGTIPVQNEEIIKSQVNTVRIYIDGAYGIGKSLTAKYLVRADENRPGY...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
PubChem 446727
ChEMBL CHEMBL31634