VU0486846   Click here for help

GtoPdb Ligand ID: 12305

Synonyms: compound 16 [PMID: 29701957]
Compound class: Synthetic organic
Comment: VU0486846 is a positive allosteric modulator of M1 muscarinic acetylcholine receptors [1]. Activation of M1 receptors by such compounds is proposed to improve cognition in conditions that are associated with cholinergic deficit such as schizophrenia, and Alzheimer's and Parkinson's diseases. VU0486846 exhibits very weak M1 agonist activity in vitro and is inactive in the prefrontal cortex and does not induce cholinergic adverse effects in vivo.
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2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 5
Hydrogen bond donors 2
Rotatable bonds 6
Topological polar surface area 79.1
Molecular weight 432.22
XLogP 4.2
No. Lipinski's rules broken 0
SMILES / InChI / InChIKey
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Canonical SMILES O[C@H]1CCCC[C@@H]1NC(=O)[C@@H]1Oc2ccccc2N(C1)Cc1ccc(cc1)n1cccn1
Isomeric SMILES C1CC[C@@H]([C@H](C1)NC(=O)[C@H]1CN(c2ccccc2O1)Cc1ccc(cc1)n1cccn1)O
InChI InChI=1S/C25H28N4O3/c30-22-8-3-1-6-20(22)27-25(31)24-17-28(21-7-2-4-9-23(21)32-24)16-18-10-12-19(13-11-18)29-15-5-14-26-29/h2,4-5,7,9-15,20,22,24,30H,1,3,6,8,16-17H2,(H,27,31)/t20-,22-,24+/m0/s1
InChI Key LZCHTDQRMCSDSE-ODGPQVTHSA-N
References
1. Rook JM, Bertron JL, Cho HP, Garcia-Barrantes PM, Moran SP, Maksymetz JT, Nance KD, Dickerson JW, Remke DH, Chang S et al.. (2018)
A Novel M1 PAM VU0486846 Exerts Efficacy in Cognition Models without Displaying Agonist Activity or Cholinergic Toxicity.
ACS Chem Neurosci, 9 (9): 2274-2285. [PMID:29701957]