dapansutrile   Click here for help

GtoPdb Ligand ID: 10056

Synonyms: OLT-1177 | OLT1177
Immunopharmacology Ligand
Compound class: Synthetic organic
Comment: Dapansutrile (OLT1177) acts as a NLRP3 inflammasome inhibitor. It is a clinical candidate that is being developed by Olatec Therapeutics. Inhibition of the NLRP3 inflammasome reduces maturation of the pro-inflammatory, disease-associated cytokines IL-1β and IL-18 [1]. Immunoprecipitation and FRET analysis indicates that OLT1177 inhibits inflammasome oligomerization by blocking NLRP3-ASC, and NLRP3-caspase-1 interaction, but may also directly target NLRP3 (as assessed by inhibition of recombinant NLRP3 ATPase activity by dapansutrile) [1].

SARS-CoV-2 and COVID-19: Dapansutrile's anti-inflammatory potential (via oral administration) is being investigated in COVID-19 patients with moderate symptoms.
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2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 3
Hydrogen bond donors 0
Rotatable bonds 2
Topological polar surface area 66.31
Molecular weight 133.02
XLogP -0.32
No. Lipinski's rules broken 0
SMILES / InChI / InChIKey
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Canonical SMILES N#CCCS(=O)(=O)C
Isomeric SMILES N#CCCS(=O)(=O)C
InChI InChI=1S/C4H7NO2S/c1-8(6,7)4-2-3-5/h2,4H2,1H3
InChI Key LQFRYKBDZNPJSW-UHFFFAOYSA-N
Classification Click here for help
Compound class Synthetic organic
IUPAC Name Click here for help
3-methylsulfonylpropanenitrile
International Nonproprietary Names Click here for help
INN number INN
10228 dapansutrile
Synonyms Click here for help
OLT-1177 | OLT1177
Database Links Click here for help
CAS Registry No. 54863-37-5 (source: WHO INN record)
ChEMBL Ligand CHEMBL3989943
GtoPdb PubChem SID 375973244
PubChem CID 12714644
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Tocris
Dapansutrile
Cat. No. 6902