UCSF4226   

GtoPdb Ligand ID: 10667

Synonyms: Z1610979660 | ZINC000128734226
Compound class: Synthetic organic
Comment: UCSF4226 was found to act as selective agonist of the melatonin receptor 1B (MT2 receptor) [1]. It represents a novel chemotype for MT ligands, and was designed using structure-based optimisation of a lead molecule that was identified in a docking screen of 150 million virtual molecules against a MT1 crystal structure.
2D Structure
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Physico-chemical Properties
Hydrogen bond acceptors 2
Hydrogen bond donors 1
Rotatable bonds 4
Topological polar surface area 34.15
Molecular weight 292.02
XLogP 2.84
No. Lipinski's rules broken 0
SMILES / InChI / InChIKey
Canonical SMILES COc1ccc(c(c1)CNc1cccnc1)Br
Isomeric SMILES COc1ccc(c(c1)CNc1cccnc1)Br
InChI InChI=1S/C13H13BrN2O/c1-17-12-4-5-13(14)10(7-12)8-16-11-3-2-6-15-9-11/h2-7,9,16H,8H2,1H3
InChI Key BLNNXJOEJRKHAM-UHFFFAOYSA-N
References
1. Stein RM, Kang HJ, McCorvy JD, Glatfelter GC, Jones AJ, Che T, Slocum S, Huang XP, Savych O, Moroz YS et al.. (2020)
Virtual discovery of melatonin receptor ligands to modulate circadian rhythms.
Nature, 579 (7800): 609-614. [PMID:32040955]