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.

Label unavailable 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

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.

drugbank:DB02967

Patents and articles

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

wikipedia.en:N-Ethylmaleimide

Activity roles

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

anticoronaviral agent 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` BindingDB target chain 1	—	Orthohepacivirus hominis `NCBITaxon:3052230`	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
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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