pracinostat

CHEBI:95071 ·resolve ·ANTIPROTOZOAL ·EXACT SEEDED

A hydroxamic acid that is N-hydroxyacrylamide which is substituted at position 3 by a 2-butyl-1-[2-(diethylamino)ethyl]-1H-benzimidazol-5-yl group (the E isomer). An orally available pan-histone deacetylase inhibitor with demonstrated activity in the treatment of advanced solid tumours. — 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:24650 CHEBI:24650
CHEBI:36622 CHEBI:36622
CHEBI:50996 CHEBI:50996
CHEBI:78840 CHEBI:78840

Chemical structure

Computed structure properties
Molecular formula	C20H30N4O2
Charge	0
Average mass	358.486 Da
Monoisotopic mass	358.23688 Da
Source	ChEBI
InChIKey	JHDKZFFAIZKUCU-ZRDIBKRKSA-N

SMILES

CCCCc1nc2cc(/C=C/C(=O)NO)ccc2n1CCN(CC)CC

InChI

InChI=1S/C20H30N4O2/c1-4-7-8-19-21-17-15-16(10-12-20(25)22-26)9-11-18(17)24(19)14-13-23(5-2)6-3/h9-12,15,26H,4-8,13-14H2,1-3H3,(H,22,25)/b12-10+

Also called

pracinostatum (INN)— chebi
(2E)-3-{2-butyl-1-[2-(diethylamino)ethyl]-1H-benzimidazol-5-yl}-N-hydroxyacrylamide (EXACT_SYNONYM)— chebi
SB 939 (EXACT_SYNONYM)— chebi
SB-939 (EXACT_SYNONYM)— chebi
SB939 (EXACT_SYNONYM)— chebi

Cross-references

Equivalent identifiers for this same structure in other resources.

cas:929016-96-6
drugbank:DB05223
lincs.smallmolecule:LSM-43290
wikipedia.en:Pracinostat

Activity roles

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

CHEBI:38068 CHEBI:38068

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:95071`	pracinostat	`antibioticmech:chebi-0e7df505fd`	2026-08-30

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

Provenance

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