UCM1014   Click here for help

GtoPdb Ligand ID: 9226

Synonyms: Compound 8a [PMID 26334942]
Compound class: Synthetic organic
Comment: Molecular superpositions on previously developed pharmacophore models predicted a suitable position for a methoxy group on a tetrahydroquinoline ring. This lead to the optimisation of a benzyl derivative 8a (UCM1014) with a melatonin receptor MT2 Ki of 0.001 nM and more than 10000-fold selectivity over MT1, as a full agonist tool compound [2]. This is compared with other modulators in a recent melatonin receptor review [1].
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2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 3
Hydrogen bond donors 1
Rotatable bonds 7
Topological polar surface area 41.57
Molecular weight 338.2
XLogP 3.97
No. Lipinski's rules broken 0
SMILES / InChI / InChIKey
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Canonical SMILES CCC(=O)NCC1CCc2c(N1Cc1ccccc1)cccc2OC
Isomeric SMILES CCC(=O)NCC1CCc2c(N1Cc1ccccc1)cccc2OC
InChI InChI=1S/C21H26N2O2/c1-3-21(24)22-14-17-12-13-18-19(10-7-11-20(18)25-2)23(17)15-16-8-5-4-6-9-16/h4-11,17H,3,12-15H2,1-2H3,(H,22,24)
InChI Key VLPGTHUDTCBGRU-UHFFFAOYSA-N
Classification Click here for help
Compound class Synthetic organic
IUPAC Name Click here for help
N-[(1-benzyl-5-methoxy-1,2,3,4-tetrahydroquinolin-2-yl)methyl]propanamide
Synonyms Click here for help
Compound 8a [PMID 26334942]
Database Links Click here for help
GtoPdb PubChem SID 315661301
PubChem CID 121231413
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