UCSF7447   Click here for help

GtoPdb Ligand ID: 10666

Synonyms: Z1514261971 | ZINC000555417447
Compound class: Synthetic organic
Comment: UCSF7447 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.
Click here for help
2D Structure
Click here for help
Click here for structure editor
Physico-chemical Properties
Click here for help
Hydrogen bond acceptors 3
Hydrogen bond donors 2
Rotatable bonds 4
Topological polar surface area 53.6
Molecular weight 361.99
XLogP 5.78
No. Lipinski's rules broken 1
Click here for help
Canonical SMILES Clc1ccc(c(c1)Br)CNc1cccc(c1)c1nnc[nH]1
Isomeric SMILES Clc1ccc(c(c1)Br)CNc1cccc(c1)c1nnc[nH]1
InChI InChI=1S/C15H12BrClN4/c16-14-7-12(17)5-4-11(14)8-18-13-3-1-2-10(6-13)15-19-9-20-21-15/h1-7,9,18H,8H2,(H,19,20,21)
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]