McN5652

Also known as (-)-McN-5652

McN5652 is a molecule that can be radiolabeled and then used as a radioligand in positron emission tomography (PET) studies. The [11C]-(+)-McN5652 enantiomer binds to the serotonin transporter. The radioligand is used for molecular neuroimaging and for imaging of the lungs.

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Within Vinony's link graph, McN5652 is referenced by 464 other articles, and connects out to digital object identifier, International Standard Serial Number and chemical formula.

It sits within the topics 4-Methylthiophenyl compounds, Chembox image size set and Drugs developed by Johnson & Johnson.

Its subject is documented across 5 Wikipedia language editions.

Chemical data

Formula: C19H21NS
Molecular weight: 295.4 g/mol
IUPAC name: (6R,10bS)-6-(4-methylsulfanylphenyl)-1,2,3,5,6,10b-hexahydropyrrolo[2,1-a]isoquinoline
SMILES: CSC1=CC=C(C=C1)[C@H]2CN3CCC[C@H]3C4=CC=CC=C24
InChIKey: YVKDUIAAPBKHMJ-MOPGFXCFSA-N
XLogP: 4.3
Polar surface area: 28.5 Å²
H-bond donors: 0
H-bond acceptors: 2
Formal charge: 0

via PubChem

Drug data · ChEMBL

Molecule type: Small molecule

via ChEMBL · EBI

Wikidata facts

Mass: 295.139

Show 3 more facts

chemical formula: C₁₉H₂₁NS
canonical SMILES: CSC1=CC=C(C=C1)C2CN3CCCC3C4=CC=CC=C24
isomeric SMILES: CSC1=CC=C(C=C1)[C@H]2CN3CCC[C@H]3C4=CC=CC=C24

Sources (2)

via Wikidata · CC0

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Encyclopedic overview

3 sections

Contents

Derivatives
See also
References

It was developed by Johnson & Johnson's McNeil Laboratories. According to McNeil, McN5652 was among the strongest SRI ever reported at the time of its discovery (sub nM Ki). However, it is not completely 5-HT selective: the racemate has 5-HT=0.68, NA=2.9, and D=36.8nM, whereas (+)-enantiomer has 5-HT=0.39, NA=1.8, and D=23.5 nM. Paroxetine was listed as 5-HT=0.44 nM, NA=20, and DA=460nM in the same paper by the same authors.

Excerpted from Wikipedia’s “McN5652” article, available under the CC BY-SA 4.0 licence.