Valacyclovir

Valacyclovir is an ester of acyclovir a Herpes Simplex Virus Nucleoside Analog DNA Polymerase Inhibitor. Orally administered, valacyclovir is rapidly converted by Valacyclovir hydrolase a biphenyl hydrolase-like

General

Type : Purine, Drug, Not A\/B H target, Nucleoside

Chemical_Nomenclature : 2-[(2-amino-6-oxo-3H-purin-9-yl)methoxy]ethyl (2S)-2-amino-3-methylbutanoate, 2-[(2-amino-6-oxo-1H-purin-9-yl)methoxy]ethyl (2S)-2-amino-3-methylbutanoate

Canonical SMILES : CC(C)C(C(=O)OCCOCN1C=NC2=C1NC(=NC2=O)N)N || CC(C)C(C(=O)OCCOCN1C=NC2=C1N=C(NC2=O)N)N

InChI : InChI=1S\/C13H20N6O4\/c1-7(2)8(14)12(21)23-4-3-22-6-19-5-16-9-10(19)17-13(15)18-11(9)20\/h5,7-8H,3-4,6,14H2,1-2H3,(H3,15,17,18,20)\/t8-\/m0\/s1

InChIKey : HDOVUKNUBWVHOX-QMMMGPOBSA-N

Other name(s) : Valaciclovir  ||  Valtrex  ||  Zelitrex  ||  ValACV


MW : 324.33

Formula : C13H20N6O4

CAS_number : 124832-26-4

PubChem : 60773,    135398742

UniChem : HDOVUKNUBWVHOX-QMMMGPOBSA-N

IUPHAR : 4824

Wikipedia : Valacyclovir

Target

Structures : No structure

Families : Valacyclovir-hydrolase

References (5)

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_2018_Biochem.Pharmacol_156_147
Author(s) : Hu Y , Epling D , Shi J , Song F , Tsume Y , Zhu HJ , Amidon GL , Smith DE
Ref : Biochemical Pharmacology , 156 :147 , 2018
Abstract :
PubMedSearch : Hu_2018_Biochem.Pharmacol_156_147
PubMedID: 30121252
Gene_locus related to this paper: human-BPHL

Title : Specificity of a prodrug-activating enzyme hVACVase: the leaving group effect - Sun_2010_Mol.Pharm_7_2362
Author(s) : Sun J , Dahan A , Walls ZF , Lai L , Lee KD , Amidon GL
Ref : Mol Pharm , 7 :2362 , 2010
Abstract :
PubMedSearch : Sun_2010_Mol.Pharm_7_2362
PubMedID: 21028903
Gene_locus related to this paper: human-BPHL

Title : Molecular basis of prodrug activation by human valacyclovirase, an alpha-amino acid ester hydrolase - Lai_2008_J.Biol.Chem_283_9318
Author(s) : Lai L , Xu Z , Zhou J , Lee KD , Amidon GL
Ref : Journal of Biological Chemistry , 283 :9318 , 2008
Abstract :
PubMedSearch : Lai_2008_J.Biol.Chem_283_9318
PubMedID: 18256025
Gene_locus related to this paper: human-BPHL

Title : A novel nucleoside prodrug-activating enzyme: substrate specificity of biphenyl hydrolase-like protein - Kim_2004_Mol.Pharm_1_117
Author(s) : Kim I , Song X , Vig BS , Mittal S , Shin HC , Lorenzi PJ , Amidon GL
Ref : Mol Pharm , 1 :117 , 2004
Abstract :
PubMedSearch : Kim_2004_Mol.Pharm_1_117
PubMedID: 15832508
Gene_locus related to this paper: human-BPHL

Title : Identification of a human valacyclovirase: biphenyl hydrolase-like protein as valacyclovir hydrolase - Kim_2003_J.Biol.Chem_278_25348
Author(s) : Kim I , Chu XY , Kim S , Provoda CJ , Lee KD , Amidon GL
Ref : Journal of Biological Chemistry , 278 :25348 , 2003
Abstract :
PubMedSearch : Kim_2003_J.Biol.Chem_278_25348
PubMedID: 12732646
Gene_locus related to this paper: human-BPHL