U.S. Department of Health & Human Services Divider Arrow National Institutes of Health Divider Arrow NCATS

Details

Stereochemistry ABSOLUTE
Molecular Formula C15H24N6O4
Molecular Weight 352.3889
Optical Activity UNSPECIFIED
Defined Stereocenters 2 / 2
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of VALOMACICLOVIR

SMILES

CC(C)[C@H](N)C(=O)OCC[C@@H](CO)CN1C=NC2=C1NC(N)=NC2=O

InChI

InChIKey=ATSZELKUSAREPW-ZJUUUORDSA-N
InChI=1S/C15H24N6O4/c1-8(2)10(16)14(24)25-4-3-9(6-22)5-21-7-18-11-12(21)19-15(17)20-13(11)23/h7-10,22H,3-6,16H2,1-2H3,(H3,17,19,20,23)/t9-,10+/m1/s1

HIDE SMILES / InChI

Description

Omaciclovir (previously known as H2G), a cyclic guanosine analog that is structurally similar to acyclovir and was in clinical development for the treatment of herpesvirus infections. This drug acted against varicella-zoster virus (VZV), by the formation of high concentrations of relatively stable H2G-triphosphate, which is a potent inhibitor of the viral DNA polymerases. However, further development of this drug was discontinued.

Originator

Approval Year

Unknown
149124
PubMed

PubMed

TitleDatePubMed
Activity of H2G on human herpesvirus-6B strains either sensitive or resistant to ganciclovir.
2010-06
Effect of (r)-9-[4-hydroxy-2-(hydroxymethyl)butyl]guanine (H2G) and AZT-lipid-PFA on human herpesvirus-6B infected cells.
2009-09
The antiherpesvirus activity of H2G [(R)-9-[4-hydroxy-2-(hydroxymethyl)butyl]guanine] is markedly enhanced by the novel immunosuppressive agent mycophenolate mofetil.
1998-12
Name Type Language
EPB-348
Preferred Name English
VALOMACICLOVIR
INN   WHO-DD  
INN  
Official Name English
valomaciclovir [INN]
Common Name English
L-VALINE, 4-ESTER WITH 9-((R)-4-HYDROXY-2-(HYDROXYMETHYL)BUTYL)GUANINE
Common Name English
Valomaciclovir [WHO-DD]
Common Name English
Classification Tree Code System Code
NCI_THESAURUS C29575
Created by admin on Mon Mar 31 17:59:32 GMT 2025 , Edited by admin on Mon Mar 31 17:59:32 GMT 2025
NCI_THESAURUS C1556
Created by admin on Mon Mar 31 17:59:32 GMT 2025 , Edited by admin on Mon Mar 31 17:59:32 GMT 2025
NCI_THESAURUS C281
Created by admin on Mon Mar 31 17:59:32 GMT 2025 , Edited by admin on Mon Mar 31 17:59:32 GMT 2025
Code System Code Type Description
SMS_ID
300000034432
Created by admin on Mon Mar 31 17:59:32 GMT 2025 , Edited by admin on Mon Mar 31 17:59:32 GMT 2025
PRIMARY
INN
7983
Created by admin on Mon Mar 31 17:59:32 GMT 2025 , Edited by admin on Mon Mar 31 17:59:32 GMT 2025
PRIMARY
DRUG BANK
DB06575
Created by admin on Mon Mar 31 17:59:32 GMT 2025 , Edited by admin on Mon Mar 31 17:59:32 GMT 2025
PRIMARY
NCI_THESAURUS
C96764
Created by admin on Mon Mar 31 17:59:32 GMT 2025 , Edited by admin on Mon Mar 31 17:59:32 GMT 2025
PRIMARY
ChEMBL
CHEMBL2107301
Created by admin on Mon Mar 31 17:59:32 GMT 2025 , Edited by admin on Mon Mar 31 17:59:32 GMT 2025
PRIMARY
EPA CompTox
DTXSID90941276
Created by admin on Mon Mar 31 17:59:32 GMT 2025 , Edited by admin on Mon Mar 31 17:59:32 GMT 2025
PRIMARY
MESH
C513295
Created by admin on Mon Mar 31 17:59:32 GMT 2025 , Edited by admin on Mon Mar 31 17:59:32 GMT 2025
PRIMARY
PUBCHEM
135544014
Created by admin on Mon Mar 31 17:59:32 GMT 2025 , Edited by admin on Mon Mar 31 17:59:32 GMT 2025
PRIMARY
CAS
195157-34-7
Created by admin on Mon Mar 31 17:59:32 GMT 2025 , Edited by admin on Mon Mar 31 17:59:32 GMT 2025
PRIMARY
FDA UNII
F094Y61748
Created by admin on Mon Mar 31 17:59:32 GMT 2025 , Edited by admin on Mon Mar 31 17:59:32 GMT 2025
PRIMARY
ACTIVE MOIETY
Structure of OMACICLOVIR
SUBSTANCE RECORD
Structure of VALOMACICLOVIR
NIH
NCATS
PRIVACY NOTICE
ACCESSIBILITY
DISCLAIMER
HHS VULNERABILITY DISCLOSURE
For language access assistance, contact the NCATS Public Information Officer
National Center for Advancing Translational Sciences (NCATS),
6701 Democracy Boulevard, Bethesda MD 20892-4874 • 301-594-8966