penciclovir

CHEBI:7956 ·resolve ·ANTIVIRAL ·EXACT SEEDED

A member of the class of 2-aminopurines that is guanine in which the hydrogen at position 9 is substituted by a 4-hydroxy-3-(hydroxymethyl)but-1-yl group. An antiviral drug, it is administered topically for treatment of herpes labialis. A prodrug, famciclovir, is used for oral administration. — 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.

Label unavailable CHEBI:20702
Label unavailable CHEBI:26287

Chemical structure

Computed structure properties
Molecular formula	C10H15N5O3
Charge	0
Average mass	253.262 Da
Monoisotopic mass	253.11749 Da
Source	ChEBI
InChIKey	JNTOCHDNEULJHD-UHFFFAOYSA-N

SMILES

Nc1nc(=O)c2ncn(CCC(CO)CO)c2n1

InChI

InChI=1S/C10H15N5O3/c11-10-13-8-7(9(18)14-10)12-5-15(8)2-1-6(3-16)4-17/h5-6,16-17H,1-4H2,(H3,11,13,14,18)

Also called

penciclovirum (INN)— chebi
2-amino-9-[4-hydroxy-3-(hydroxymethyl)butyl]-1,9-dihydro-6H-purin-6-one (EXACT_SYNONYM)— chebi
9-(4-hydroxy-3-(hydroxymethyl)butyl)guanine (EXACT_SYNONYM)— chebi
9-(4-hydroxy-3-hydroxymethylbut-1-yl)-guanine (EXACT_SYNONYM)— chebi
9-[2-hydroxy-1-(hydroxymethyl)-ethoxymethyl]guanine (EXACT_SYNONYM)— chebi
9-[4-hydroxy-3-(hydroxymethyl)but-1-yl]guanine (EXACT_SYNONYM)— chebi
PCV (EXACT_SYNONYM)— chebi
PE2 (EXACT_SYNONYM)— chebi

Cross-references

Identifiers for this same structure in other resources. An accession that lands on two different structures in this corpus is withheld from both rather than shown here, since it names at most one of them.

Drug registries

Identifiers that name a drug rather than a structure. One of these can cover a parent compound, its salts and its stereoisomers, which this corpus keeps as separate records, so it is not an equivalence of structure.

Patents and articles

Documents about this compound. A patent covers a class and an article covers a topic; neither identifies a structure.

Activity roles

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

antiviral drug 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:7956`	penciclovir	`antibioticmech:chebi-d2299e6784`	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
RESEEDED_FROM_SOURCES 2026-09-10 · 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 (YAML).

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