Substrate

Bibliography

Biblio print

Tree Display

AceDB Schema

XML Display

Feedback

Substrate Report for: Valgancyclovir

This is a prodrug of ganciclovir related to valacyclovir


General
Type Purine
Chemical_Nomenclature [2-[(2-amino-6-oxo-3H-purin-9-yl)methoxy]-3-hydroxypropyl] (2S)-2-amino-3-methylbutanoate
Canonical SMILES CC(C)C(C(=O)OCC(CO)OCN1C=NC2=C1NC(=NC2=O)N)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
InChIKey WPVFJKSGQUFQAP-GKAPJAKFSA-N
Other name(s) Cymeval ; Valganciclovir [INN:BAN] ; Valcyt ; Valcyte ; UNII-GCU97FKN3R
________________________________________________________________________________________________
MW|354.36
Formula|C14H22N6O5
CAS_number|175865-60-8
PubChem|64147
UniChem|WPVFJKSGQUFQAP-GKAPJAKFSA-N
IUPHAR|4716
Wikipedia|Valgancyclovir

Target
Families | Valgancyclovir ligand of proteins in family: Valacyclovir-hydrolase
Protein | human-BPHL, mouse-bphl

References:
Search PubMed for references concerning: Valgancyclovir

1 more
    Title: Effect of biphenyl hydrolase-like (BPHL) gene disruption on the intestinal stability, permeability and absorption of valacyclovir in wildtype and Bphl knockout mice
    Hu Y, Epling D, Shi J, Song F, Tsume Y, Zhu HJ, Amidon GL, Smith DE
    Ref: Biochemical Pharmacology, 156:147, 2018 : PubMed

            

    Title: Specificity of a prodrug-activating enzyme hVACVase: the leaving group effect
    Sun J, Dahan A, Walls ZF, Lai L, Lee KD, Amidon GL
    Ref: Mol Pharm, 7:2362, 2010 : PubMed

            

    Title: Molecular basis of prodrug activation by human valacyclovirase, an alpha-amino acid ester hydrolase
    Lai L, Xu Z, Zhou J, Lee KD, Amidon GL
    Ref: Journal of Biological Chemistry, 283:9318, 2008 : PubMed