valganciclovir   Click here for help

GtoPdb Ligand ID: 4716

Synonyms: Ro-1079070/194 | RS-079070-194 | Valcyte®
Approved drug
valganciclovir is an approved drug (FDA (2002, prior history not available))
Compound class: Synthetic organic
Comment: Valcyte® contains valganciclovir hydrochloride (PubChem CID 110632). This is a prodrug of ganciclovir (PubChem CID 3454). The INN document for this drug specifies that there is a chiral centre at (position t8) and the INN-assigned compound consists of two epimers depending on the stereochemistry at this position. The structure shown here does not specify stereochemistry at this point and represents the mixture. This is represented by the '?' in the InChI standard identifier on the 'Structure' tab.
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2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 9
Hydrogen bond donors 4
Rotatable bonds 9
Topological polar surface area 171.37
Molecular weight 354.17
XLogP 0.61
No. Lipinski's rules broken 0
SMILES / InChI / InChIKey
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Canonical SMILES OCC(OCn1cnc2c1[nH]c(N)nc2=O)COC(=O)C(C(C)C)N
Isomeric SMILES OCC(OCn1cnc2c1[nH]c(N)nc2=O)COC(=O)[C@H](C(C)C)N
InChI InChI=1S/C14H22N6O5/c1-7(2)9(15)13(23)24-4-8(3-21)25-6-20-5-17-10-11(20)18-14(16)19-12(10)22/h5,7-9,21H,3-4,6,15H2,1-2H3,(H3,16,18,19,22)/t8?,9-/m0/s1
InChI Key WPVFJKSGQUFQAP-GKAPJAKFSA-N
Classification Click here for help
Compound class Synthetic organic
Approved drug? Yes (FDA (2002, prior history not available))
WHO Essential Medicine WHO Model List of Essential Medicines (21st List, 2019). Access PDF version.
IUPAC Name Click here for help
2-[(2-amino-6-oxo-6,9-dihydro-3H-purin-9-yl)methoxy]-3-hydroxypropyl (2S)-2-amino-3-methylbutanoate
International Nonproprietary Names Click here for help
INN number INN
7650 valganciclovir
Synonyms Click here for help
Ro-1079070/194 | RS-079070-194 | Valcyte®
Database Links Click here for help
CAS Registry No. 175865-60-8 (source: Scifinder)
ChEMBL Ligand CHEMBL1201314
DrugBank Ligand DB01610
DrugCentral Ligand 2801
GtoPdb PubChem SID 178101427
PubChem CID 135413535
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Wikipedia Valganciclovir