UCSF3384   Click here for help

GtoPdb Ligand ID: 10665

Synonyms: Z1480758218 | ZINC000157673384
Compound class: Synthetic organic
Comment: UCSF3384 was found to act as selective inverse agonist of the melatonin receptor 1A (MT1 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.
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2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 3
Hydrogen bond donors 2
Rotatable bonds 5
Topological polar surface area 53.6
Molecular weight 292.17
XLogP 5.76
No. Lipinski's rules broken 1
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Canonical SMILES CC(c1ccc(cc1)CNc1cccc(c1)c1[nH]cnn1)C
Isomeric SMILES CC(c1ccc(cc1)CNc1cccc(c1)c1[nH]cnn1)C
InChI InChI=1S/C18H20N4/c1-13(2)15-8-6-14(7-9-15)11-19-17-5-3-4-16(10-17)18-20-12-21-22-18/h3-10,12-13,19H,11H2,1-2H3,(H,20,21,22)
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]