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Z3517967757

Column 1
Z7757, YEQ
Serotonin receptor modulator; Serotonin 5-HT2A receptor agonist
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IUPAC name
4-[1-(1-pyrimidin-2-ylethyl)piperidin-3-yl]phenol
2817502-85-3 Y
167949972
132760262
C17H21N3O
283.375 g·mol−1
Interactive image
SMILES
CC(C1=NC=CC=N1)N2CCCC(C2)C3=CC=C(C=C3)O
InChI
InChI=1S/C17H21N3O/c1-13(17-18-9-3-10-19-17)20-11-2-4-15(12-20)14-5-7-16(21)8-6-14/h3,5-10,13,15,21H,2,4,11-12H2,1H3Key:JDCMEPNJYDYSCB-UHFFFAOYSA-N

Z3517967757, or simply Z7757, is a 3-phenylpiperidine derivative which acts as an agonist at the 5-HT2 family of serotonin receptors, first reported in 2024. It can also be viewed as a ring-restrained phenethylamine. It has strongest activity at the 5-HT2A receptor and lower affinity at the 5-HT2B and 5-HT2C receptors. However, it has been reported to have excellent selectivity for the 5-HT2A receptor, with no agonistic activity at the 5-HT2B and 5-HT2C receptors. The drug was developed using in silico modelling to dock a large library of compounds against a 5-HT2A receptor model generated by the artificial intelligence program AlphaFold, and then synthesised and tested in the laboratory to confirm activity. It has two stereogenic centers and four possible isomers, and was docked to the 5-HT2A receptor as the (1R,3R) enantiomer YEQ.

Active enantiomer

  • Substituted 3-phenylpiperidine

  • IHCH-7079

  • IHCH-7086

  • IHCH-7113

  • Zalsupindole

  • (R)-69

  • DMBMPP

  • LPH-5

  • List of miscellaneous 5-HT2A receptor agonists

  • Ultra-large-scale docking

  • Z3517967757 - Isomer Design

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