benzoquinazolinone 12   Click here for help

GtoPdb Ligand ID: 8549

Synonyms: compound A [PMID: 26582730] | compound C [PMID: 29025977] [3] | T662
Compound class: Synthetic organic
Comment: This compound is a selective M1 muscarinic acetylcholine receptor positive allosteric modulator [3]. In vivo it induces cholinergic side effects such as salivation, diarrhea, and emesis [2].
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2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 5
Hydrogen bond donors 1
Rotatable bonds 4
Topological polar surface area 85.83
Molecular weight 465.22
XLogP 4.48
No. Lipinski's rules broken 0
SMILES / InChI / InChIKey
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Canonical SMILES OC1CCCCC1n1cnc2c(c1=O)cc(c1c2cccc1)Cc1ccc(nc1)c1cnn(c1)C
Isomeric SMILES O[C@H]1CCCC[C@@H]1n1cnc2c(c1=O)cc(c1c2cccc1)Cc1ccc(nc1)c1cnn(c1)C
InChI InChI=1S/C28H27N5O2/c1-32-16-20(15-31-32)24-11-10-18(14-29-24)12-19-13-23-27(22-7-3-2-6-21(19)22)30-17-33(28(23)35)25-8-4-5-9-26(25)34/h2-3,6-7,10-11,13-17,25-26,34H,4-5,8-9,12H2,1H3/t25-,26-/m0/s1
InChI Key SXJQBWJPNSOKQV-UIOOFZCWSA-N
Classification Click here for help
Compound class Synthetic organic
IUPAC Name Click here for help
3-[(1S,2S)-2-hydroxycyclohexyl]-6-{[6-(1-methyl-1H-pyrazol-4-yl)pyridin-3-yl]methyl}-3H,4H-benzo[h]quinazolin-4-one
Synonyms Click here for help
compound A [PMID: 26582730] | compound C [PMID: 29025977] [3] | T662
Database Links Click here for help
Specialist databases
GPCRdb Ligand benzoquinazolinone 12
Other databases
GtoPdb PubChem SID 252166750
PubChem CID 46196414
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UniChem Connectivity Search for chemical match using the InChIKey SXJQBWJPNSOKQV-UIOOFZCWSA-N