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

Molecular Formula C15H24N6O4
Molecular Weight 352.3889
Charge 0
Count
Stereochemistry ABSOLUTE
Additional Stereochemistry No
Defined Stereocenters 2 / 2
E/Z Centers 0
Optical Activity UNSPECIFIED

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.

Approval Year

PubMed

PubMed

TitleDatePubMed
The antiherpesvirus activity of H2G [(R)-9-[4-hydroxy-2-(hydroxymethyl)butyl]guanine] is markedly enhanced by the novel immunosuppressive agent mycophenolate mofetil.
1998 Dec
Effect of (r)-9-[4-hydroxy-2-(hydroxymethyl)butyl]guanine (H2G) and AZT-lipid-PFA on human herpesvirus-6B infected cells.
2009 Sep
Activity of H2G on human herpesvirus-6B strains either sensitive or resistant to ganciclovir.
2010 Jun
Substance Class Chemical
Created
by admin
on Fri Dec 15 15:30:48 GMT 2023
Edited
by admin
on Fri Dec 15 15:30:48 GMT 2023
Record UNII
F094Y61748
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
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
EPB-348
Code English
Valomaciclovir [WHO-DD]
Common Name English
Classification Tree Code System Code
NCI_THESAURUS C29575
Created by admin on Fri Dec 15 15:30:48 GMT 2023 , Edited by admin on Fri Dec 15 15:30:48 GMT 2023
NCI_THESAURUS C1556
Created by admin on Fri Dec 15 15:30:48 GMT 2023 , Edited by admin on Fri Dec 15 15:30:48 GMT 2023
NCI_THESAURUS C281
Created by admin on Fri Dec 15 15:30:48 GMT 2023 , Edited by admin on Fri Dec 15 15:30:48 GMT 2023
Code System Code Type Description
SMS_ID
300000034432
Created by admin on Fri Dec 15 15:30:48 GMT 2023 , Edited by admin on Fri Dec 15 15:30:48 GMT 2023
PRIMARY
INN
7983
Created by admin on Fri Dec 15 15:30:48 GMT 2023 , Edited by admin on Fri Dec 15 15:30:48 GMT 2023
PRIMARY
DRUG BANK
DB06575
Created by admin on Fri Dec 15 15:30:48 GMT 2023 , Edited by admin on Fri Dec 15 15:30:48 GMT 2023
PRIMARY
NCI_THESAURUS
C96764
Created by admin on Fri Dec 15 15:30:48 GMT 2023 , Edited by admin on Fri Dec 15 15:30:48 GMT 2023
PRIMARY
ChEMBL
CHEMBL2107301
Created by admin on Fri Dec 15 15:30:48 GMT 2023 , Edited by admin on Fri Dec 15 15:30:48 GMT 2023
PRIMARY
EPA CompTox
DTXSID90941276
Created by admin on Fri Dec 15 15:30:48 GMT 2023 , Edited by admin on Fri Dec 15 15:30:48 GMT 2023
PRIMARY
MESH
C513295
Created by admin on Fri Dec 15 15:30:48 GMT 2023 , Edited by admin on Fri Dec 15 15:30:48 GMT 2023
PRIMARY
PUBCHEM
135544014
Created by admin on Fri Dec 15 15:30:48 GMT 2023 , Edited by admin on Fri Dec 15 15:30:48 GMT 2023
PRIMARY
CAS
195157-34-7
Created by admin on Fri Dec 15 15:30:48 GMT 2023 , Edited by admin on Fri Dec 15 15:30:48 GMT 2023
PRIMARY
FDA UNII
F094Y61748
Created by admin on Fri Dec 15 15:30:48 GMT 2023 , Edited by admin on Fri Dec 15 15:30:48 GMT 2023
PRIMARY
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