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cinanserin

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cinanserin

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Cinanserin (; developmental code name SQ-10643) is a serotonin 5-HT2A and 5-HT2C receptor antagonist which was discovered in the 1960s and was never marketed. It has about 50-fold higher affinity for the 5-HT2A receptor than for 5-HT2C, and very low affinity for 5-HT1 receptors. The drug also inhibits the 3C-like protease of SARS-CoV-1 and SARS-CoV-2, but with much lower affinity.

Chemical data

Formula
C20H24N2OS
Molecular weight
340.5 g/mol
IUPAC name
(E)-N-[2-[3-(dimethylamino)propylsulfanyl]phenyl]-3-phenylprop-2-enamide
SMILES
CN(C)CCCSC1=CC=CC=C1NC(=O)/C=C/C2=CC=CC=C2
InChIKey
RSUVYMGADVXGOU-BUHFOSPRSA-N
XLogP
4.1
Polar surface area
57.6 Ų
H-bond donors
1
H-bond acceptors
3
Formal charge
0

via PubChem

Drug data · ChEMBL

Max clinical phase
Phase 2
Molecule type
Small molecule

via ChEMBL · EBI

Wikidata facts

Mass
340.161
Show 4 more facts
chemical formula
C₂₀H₂₄N₂OS
subject has role
serotonin antagonist
canonical SMILES
CN(C)CCCSC1=CC=CC=C1NC(=O)C=CC2=CC=CC=C2
isomeric SMILES
CN(C)CCCSC1=CC=CC=C1NC(=O)/C=C/C2=CC=CC=C2
Sources (1)

via Wikidata · CC0

~2 min read

Encyclopedic overview

2 sections
Contents
  • See also
  • References

{{Drugbox | Verifiedfields = changed | verifiedrevid = 449572536 | image = Cinanserin.svg | image_class = skin-invert-image | width = 250px

| tradename = | pregnancy_category = | legal_status = | routes_of_administration = | class = Serotonin 5-HT2 receptor antagonist; Serotonin 5-HT2A receptor antagonist | ATC_prefix = None | ATC_suffix =

Excerpted from Wikipedia’s “cinanserin” article, available under the CC BY-SA 4.0 licence.

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