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
Classification Click here for help
Compound class Synthetic organic
IUPAC Name Click here for help
(2R)-N-[(1S,2S)-2-hydroxycyclohexyl]-4-[(4-pyrazol-1-ylphenyl)methyl]-2,3-dihydro-1,4-benzoxazine-2-carboxamide
Synonyms Click here for help
compound 16 [PMID: 29701957]
Database Links Click here for help
Specialist databases
GPCRdb Ligand VU0486846
Other databases
BindingDB Ligand 50273248
CAS Registry No. 1788055-11-7 (source: PubChem)
GtoPdb PubChem SID 479821096
PubChem CID 118124117
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UniChem Connectivity Search for chemical match using the InChIKey LZCHTDQRMCSDSE-ODGPQVTHSA-N