Structure via PubChem · Public domain (PubChem)
vabicaserin
Sign in to saveVabicaserin (codenamed SCA-136) was a novel antipsychotic and anorectic under development by Wyeth. As of 2010 it is no longer in clinical trials for the treatment of psychosis. It was also under investigation as an antidepressant but this indication appears to have been dropped as well.
Chemical data
- Formula
- C15H20N2
- Molecular weight
- 228.33 g/mol
- IUPAC name
- (12R,16S)-7,10-diazatetracyclo[8.6.1.05,17.012,16]heptadeca-1,3,5(17)-triene
- SMILES
- C1C[C@H]2CN3CCNCC4=C3C(=CC=C4)[C@H]2C1
- InChIKey
- NPTIPEQJIDTVKR-STQMWFEESA-N
- XLogP
- 2.5
- Polar surface area
- 15.3 Ų
- H-bond donors
- 1
- H-bond acceptors
- 2
- Formal charge
- 0
via PubChem
Drug data · ChEMBL
- Max clinical phase
- Phase 2
- Molecule type
- Small molecule
- Indications
- schizophrenia
via ChEMBL · EBI
Wikidata facts
- Subclass of
- chemical compound
- Mass
- 228.163
Show 4 more facts
- chemical formula
- C₁₅H₂₀N₂
- canonical SMILES
- C1CC2CN3CCNCC4=C3C(=CC=C4)C2C1
- isomeric SMILES
- C1C[C@H]2CN3CCNCC4=C3C(=CC=C4)[C@H]2C1
- Commons category
- Vabicaserin
via Wikidata · CC0
~1 min read
Encyclopedic overview
2 sectionsContents
- See also
- References
Vabicaserin (codenamed SCA-136) was a novel antipsychotic and anorectic under development by Wyeth. As of 2010 it is no longer in clinical trials for the treatment of psychosis. It was also under investigation as an antidepressant but this indication appears to have been dropped as well.
Vabicaserin acts as a selective 5-HT2C receptor full agonist (Ki = 3 nM; EC50 = 8 nM; IA = 100% (relative to 5-HT)) and 5-HT2B receptor antagonist (IC50 = 29 nM). It is also a very weak antagonist at the 5-HT2A receptor (IC50 = 1,650 nM), though this action is not clinically significant. By activating 5-HT2C receptors, vabicaserin inhibits dopamine release in the mesolimbic pathway, likely underlying its efficacy in alleviating positive symptoms of schizophrenia, and increases acetylcholine and glutamate levels in the prefrontal cortex, suggesting benefits against cognitive symptoms as well.
Excerpted from Wikipedia’s “vabicaserin” article, available under the CC BY-SA 4.0 licence.