ONC212   Click here for help

GtoPdb Ligand ID: 11337

Synonyms: example 52 [WO2017132661A2] | ONC-212
Compound class: Synthetic organic
Comment: ONC212 is an imipridone-based Class A GPCR modulating compound. It is claimed to selectively target the orphan GPCR and tumour suppressor GPR132, at which it acts as an agonist and activator of Gαq signaling [1-2]. It does not engage dopamine D2 receptors. ONC212 exerts anti-tumour activity via oral and intraperitoneal delivery in xenograft mice.
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2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 2
Hydrogen bond donors 0
Rotatable bonds 5
Topological polar surface area 42.53
Molecular weight 440.18
XLogP 5.73
No. Lipinski's rules broken 1
SMILES / InChI / InChIKey
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Canonical SMILES O=c1c2CN(CCc2n2c(=NCC2)n1Cc1ccc(cc1)C(F)(F)F)Cc1ccccc1
Isomeric SMILES O=c1c2CN(CCc2n2c(=NCC2)n1Cc1ccc(cc1)C(F)(F)F)Cc1ccccc1
InChI InChI=1S/C24H23F3N4O/c25-24(26,27)19-8-6-18(7-9-19)15-31-22(32)20-16-29(14-17-4-2-1-3-5-17)12-10-21(20)30-13-11-28-23(30)31/h1-9H,10-16H2
InChI Key DFULPGUTXZTYKA-UHFFFAOYSA-N
References
1. Allen JE, Stogniew M, Prabhu VV. (2017)
G protein-coupled receptor (gpcr) modulation by imipridones.
Patent number: WO2017132661A2. Assignee: Oncoceutics. Priority date: 29/01/2016. Publication date: 03/08/2017.
2. Nii T, Prabhu VV, Ruvolo V, Madhukar N, Zhao R, Mu H, Heese L, Nishida Y, Kojima K, Garnett MJ et al.. (2019)
Imipridone ONC212 activates orphan G protein-coupled receptor GPR132 and integrated stress response in acute myeloid leukemia.
Leukemia, 33 (12): 2805-2816. [PMID:31127149]