famciclovir

CHEBI:4974 ·resolve ·ANTIVIRAL ·EXACT SEEDED

2-Amino-9H-purine in which the hydrogen at position 9 is substituted by a 4-acetoxy-3-(acetoxymethyl)but-1-yl group. A prodrug of the antiviral penciclovir, it is used for the treatment of acute herpes zoster (shingles), for the treatment or suppression of recurrent genital herpes in immunocompetent patients and for the treatment of recurrent mucocutaneous herpes simplex infections in HIV infected patients. — ChEBI

Machine-generated and unreviewed. Identity, structure and cross-references come straight from ChEBI's and CARD's own data; no curator has signed off on this record yet.

Classification

Strictly broader compounds or drug classes this molecule belongs to.

CHEBI:20702 CHEBI:20702
CHEBI:47622 CHEBI:47622

Chemical structure

Computed structure properties
Molecular formula	C14H19N5O4
Charge	0
Average mass	321.337 Da
Monoisotopic mass	321.1437 Da
Source	ChEBI
InChIKey	GGXKWVWZWMLJEH-UHFFFAOYSA-N

SMILES

CC(=O)OCC(CCn1cnc2cnc(N)nc21)COC(C)=O

InChI

InChI=1S/C14H19N5O4/c1-9(20)22-6-11(7-23-10(2)21)3-4-19-8-17-12-5-16-14(15)18-13(12)19/h5,8,11H,3-4,6-7H2,1-2H3,(H2,15,16,18)

Also called

Famvir (BRAND_NAME)— chebi
famciclovirum (INN)— chebi
2-[(acetyloxy)methyl]-4-(2-amino-9H-purin-9-yl)butyl acetate (EXACT_SYNONYM)— chebi
2-(2-(2-amino-9H-purin-9-yl)ethyl)-1,3-propanediol diacetate (EXACT_SYNONYM)— chebi
9-[4-acetoxy-3-(acetoxymethyl)but-1-yl]-2-aminopurine (EXACT_SYNONYM)— chebi
BRL-42810 (EXACT_SYNONYM)— chebi
FAMCICLOVIR (EXACT_SYNONYM)— chebi
FCV (EXACT_SYNONYM)— chebi
acetic acid 2-acetoxymethyl-4-(2-amino-purin-9-yl)-butyl ester (EXACT_SYNONYM)— chebi

Cross-references

Equivalent identifiers for this same structure in other resources.

cas:104227-87-4
drugbank:DB00426
drugcentral:1128
hmdb:HMDB0014570
kegg.drug:D00317
lincs.smallmolecule:LSM-2990
patent:US5246937
reaxys:4208403
wikipedia.en:Famciclovir

Activity roles

Every antimicrobial role a source asserts for this compound — the unreduced evidence behind its antimicrobial_class.

CHEBI:36044 CHEBI:36044

Source concepts

Every upstream concept that resolved to this record. The merge is the product: this is what shows ChEBI and CARD are describing the same structure.

Upstream concepts merged into this record
Source	Native ID	Label	Minted CURIE	Version
CHEBI	`CHEBI:4974`	famciclovir	`antibioticmech:chebi-f75b655152`	2026-08-30

Mechanism summary

Clinical status: APPROVED

Curation history

SEEDED_FROM_SOURCES 2026-08-30 · seed_from_sources
Seeded from data/raw/ inventories (CHEBI)
RESEEDED_FROM_SOURCES 2026-08-30 · seed_from_sources
Re-seeded from updated data/raw/ inventories
RESEEDED_FROM_SOURCES 2026-08-30 · seed_from_sources
Re-seeded from updated data/raw/ inventories
RESEEDED_FROM_SOURCES 2026-08-31 · seed_from_sources
Re-seeded from updated data/raw/ inventories
RESEEDED_FROM_SOURCES 2026-08-31 · seed_from_sources
Re-seeded from updated data/raw/ inventories

Provenance

Seeded by scripts/seed_from_sources.py from the committed inventories in data/raw/. View the record.