ML375   Click here for help

GtoPdb Ligand ID: 7631

Synonyms: VU0483253-3
Compound class: Synthetic organic
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2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 4
Hydrogen bond donors 0
Rotatable bonds 3
Topological polar surface area 40.62
Molecular weight 424.08
XLogP 5.15
No. Lipinski's rules broken 1
SMILES / InChI / InChIKey
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Canonical SMILES Clc1ccc(cc1)C12N(CCN1C(=O)c1c2cccc1)C(=O)c1ccc(c(c1)F)F
Isomeric SMILES Clc1ccc(cc1)[C@]12N(CCN1C(=O)c1c2cccc1)C(=O)c1ccc(c(c1)F)F
InChI InChI=1S/C23H15ClF2N2O2/c24-16-8-6-15(7-9-16)23-18-4-2-1-3-17(18)22(30)28(23)12-11-27(23)21(29)14-5-10-19(25)20(26)13-14/h1-10,13H,11-12H2/t23-/m0/s1
InChI Key GXBAKXRLQAPKEE-QHCPKHFHSA-N
References
1. Gentry PR, Kokubo M, Bridges TM, Kett NR, Harp JM, Cho HP, Smith E, Chase P, Hodder PS, Niswender CM et al.. (2013)
Discovery of the first M5-selective and CNS penetrant negative allosteric modulator (NAM) of a muscarinic acetylcholine receptor: (S)-9b-(4-chlorophenyl)-1-(3,4-difluorobenzoyl)-2,3-dihydro-1H-imidazo[2,1-a]isoindol-5(9bH)-one (ML375).
J Med Chem, 56 (22): 9351-5. [PMID:24164599]
2. Vuckovic Z, Gentry PR, Berizzi AE, Hirata K, Varghese S, Thompson G, van der Westhuizen ET, Burger WAC, Rahmani R, Valant C et al.. (2019)
Crystal structure of the M5 muscarinic acetylcholine receptor.
Proc Natl Acad Sci USA, 116 (51): 26001-26007. [PMID:31772027]