N-ethylmaleimide

CHEBI:44485 ·resolve ·ANTIVIRAL ·EXACT SEEDED

A member of the class of maleimides that is the N-ethyl derivative of maleimide. — 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:55417 CHEBI:55417

Chemical structure

Computed structure properties
Molecular formula	C6H7NO2
Charge	0
Average mass	125.127 Da
Monoisotopic mass	125.04768 Da
Source	ChEBI
InChIKey	HDFGOPSGAURCEO-UHFFFAOYSA-N

SMILES

CCN1C(=O)C=CC1=O

InChI

InChI=1S/C6H7NO2/c1-2-7-5(8)3-4-6(7)9/h3-4H,2H2,1H3

Also called

1-ethyl-1H-pyrrole-2,5-dione (EXACT_SYNONYM)— chebi
Ethylmaleimide (EXACT_SYNONYM)— chebi
N-ETHYLMALEIMIDE (EXACT_SYNONYM)— chebi
N-Ethylmaleimide (EXACT_SYNONYM)— chebi
NEM (EXACT_SYNONYM)— chebi

Cross-references

Equivalent identifiers for this same structure in other resources.

beilstein:112448
cas:128-53-0
drugbank:DB02967
gmelin:405614
kegg.compound:C02441
lincs.smallmolecule:LSM-4219
metacyc.compound:N-ETHYLMALEIMIDE
pdb-ccd:NEQ
reaxys:112448
wikipedia.en:N-Ethylmaleimide

Activity roles

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

CHEBI:149553 CHEBI:149553

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:44485`	N-ethylmaleimide	`antibioticmech:chebi-4068eac1e3`	2026-08-30

Molecular targets

The molecular entity or process this compound acts on. Each target carries evidence — this is a mechanistic claim, not a classification.

Genome polyprotein VIRAL_PROTEIN MEASURED_TARGET_ASSOCIATION

BindingDB quantitative measurement in the named target organism; source assay descriptions and identifiers are retained per measurement. Evidence status: PRIMARY_EVIDENCE. Source: BINDINGDB 2026-09 (retrieved 2026-08-31).

Orthohepacivirus hominis NCBITaxon:3052230

Quantitative measurements
Type	Reported value	Assay	BindingDB IDs	Reference
IC50	5.30e+5 nM	EMSA Binding assays containing 25 mM MOPS pH 7.5, 1.25 mM MgCl2, 20 nM Cy5-dT15, and 200 nM NS3h_1b were incubated 5 min at RT. Following addition of indicated concentrations of ebselen, the binding reactions were incubated another 5 min at 23 C.	`RSID 251955` `assay 6323_1` `monomer 50220832`	`PMID:25126694`

Organism-specific examples
Protein	Gene	Organism	Entry
Genome polyprotein `UniProtKB:A3EZJ3`	—	Orthohepacivirus hominis	UNREVIEWED

PMID:25126694 (BindingDB literature-curated quantitative target measurement; source value, assay text, reaction-set ID, and target organism retained.)

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

Provenance

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