sotrastaurin

CHEBI:90531 ·resolve ·ANTIVIRAL ·EXACT SEEDED

A member of the class of maleimides that is maleimide which is substituted at position 3 by an indol-3-yl group and at position 4 by a quinazolin-4-yl group, which in turn is substituted at position 2 by a 4-methylpiperazin-1-yl group. It is a potent and selective inhibitor of protein kinase C and has been investigated as an immunosuppresant in renal transplant 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:24828 CHEBI:24828
CHEBI:38530 CHEBI:38530
CHEBI:46845 CHEBI:46845
CHEBI:46848 CHEBI:46848
CHEBI:55417 CHEBI:55417

Chemical structure

Computed structure properties
Molecular formula	C25H22N6O2
Charge	0
Average mass	438.491 Da
Monoisotopic mass	438.18042 Da
Source	ChEBI
InChIKey	OAVGBZOFDPFGPJ-UHFFFAOYSA-N

SMILES

CN1CCN(c2nc(C3=C(c4cnc5ccccc45)C(=O)NC3=O)c3ccccc3n2)CC1

InChI

InChI=1S/C25H22N6O2/c1-30-10-12-31(13-11-30)25-27-19-9-5-3-7-16(19)22(28-25)21-20(23(32)29-24(21)33)17-14-26-18-8-4-2-6-15(17)18/h2-9,14,26H,10-13H2,1H3,(H,29,32,33)

Also called

sotrastaurina (INN)— chebi
sotrastaurine (INN)— chebi
sotrastaurinum (INN)— chebi
3-(1H-indol-3-yl)-4-[2-(4-methylpiperazin-1-yl)quinazolin-4-yl]-1H-pyrrole-2,5-dione (EXACT_SYNONYM)— chebi
AEB 071 (EXACT_SYNONYM)— chebi
AEB-071 (EXACT_SYNONYM)— chebi
AEB071 (EXACT_SYNONYM)— chebi

Cross-references

Equivalent identifiers for this same structure in other resources.

cas:425637-18-9
kegg.drug:D09671
lincs.smallmolecule:LSM-42761
pdb-ccd:LW4
reaxys:13012870

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:90531`	sotrastaurin	`antibioticmech:chebi-eda223ea0e`	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.

Orf1a protein 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).

Middle East respiratory syndrome-related coronavirus NCBITaxon:1335626

Quantitative measurements
Type	Reported value	Assay	BindingDB IDs	Reference
EC50	9700 nM	No assay is provided This is a review article.	`RSID 868967` `assay 8918_1` `monomer 33971`	`PMID:32852058`

Organism-specific examples
Protein	Gene	Organism	Entry
Orf1a protein `UniProtKB:A0A1L2E0X0`	—	Middle East respiratory syndrome-related coronavirus	UNREVIEWED

PMID:32852058 (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.