Chemical Component Summary

Name9-(1,3-DIHYDROXY-PROPOXYMETHANE)GUANINE
Identifiers2-amino-9-(1,3-dihydroxypropan-2-yloxymethyl)-1H-purin-6-one
FormulaC9 H13 N5 O4
Molecular Weight255.231
TypeNON-POLYMER
Isomeric SMILESc1nc2c(n1COC(CO)CO)N=C(NC2=O)N
InChIInChI=1S/C9H13N5O4/c10-9-12-7-6(8(17)13-9)11-3-14(7)4-18-5(1-15)2-16/h3,5,15-16H,1-2,4H2,(H3,10,12,13,17)
InChIKeyIRSCQMHQWWYFCW-UHFFFAOYSA-N

Chemical Details

Formal Charge0
Atom Count31
Chiral Atom Count0
Bond Count32
Aromatic Bond Count5

Drug Info: DrugBank

DrugBank IDDB01004 
NameGanciclovir
Groups
  • approved
  • investigational
DescriptionAn acyclovir analog that is a potent inhibitor of the Herpesvirus family including cytomegalovirus. Ganciclovir is used to treat complications from AIDS-associated cytomegalovirus infections.
Synonyms
  • 2-amino-9-((1,3-dihydroxypropan-2-yloxy)methyl)-9H-purin-6-ol
  • 2-(6-Amino-purin-9-ylmethoxy)-propane-1,3-diol
  • Gancyclovir
  • 2-Amino-9-(2-hydroxy-1-hydroxymethyl-ethoxymethyl)-1,9-dihydro-purin-6-one
  • Ganciclovir
Brand Names
  • Cytovene IV
  • Eyezirgan
  • Ganciclovir for Injection
  • Cytovene
  • Ganciclovir for Injection USP
IndicationFor induction and maintenance in the treatment of cytomegalovirus (CMV) retinitis in immunocompromised patients, including patients with acquired immunodeficiency syndrome (AIDS). Also used in the treatment of severe cytomegalovirus (CMV) disease, including CMV pneumonia, CMV gastrointestinal disease, and disseminated CMV infections, in immunocompromised patients.
Categories
  • Agents Causing Muscle Toxicity
  • Agents that reduce seizure threshold
  • Anti-Infective Agents
  • Antiinfectives for Systemic Use
  • Antiviral Agents
ATC-Code
  • J05AB06
  • S01AD09
CAS number82410-32-0

Drug Targets

NameTarget SequencePharmacological ActionActions
DNA polymerase catalytic subunitMFSGGGGPLSPGGKSAARAASGFFAPAGPRGASRGPPPCLRQNFYNPYLA...unknowninhibitor
DNA-unknownincorporation into and destabilization
Thymidine kinaseMASYPCHQHASAFDQAARSRGHSNRRTALRPRRQQEATEVRLEQKMPTLL...unknownsubstrate
Solute carrier family 22 member 1MPTVDDILEQVGESGWFQKQAFLILCLLSAAFAPICVGIVFLGFTPDHHC...unknownsubstrate,inhibitor
Solute carrier family 22 member 6MAFNDLLQQVGGVGRFQQIQVTLVVLPLLLMASHNTLQNFTAAIPTHHCR...unknowninhibitor
View More
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 5273896, 135398740, 3454
ChEMBL CHEMBL182
ChEBI CHEBI:465284
CCDC/CSD UGIVAI, UGIVAI01, ENECAD
COD 2311964, 1551806