JNJ-63533054   Click here for help

GtoPdb Ligand ID: 8766

Synonyms: compound 7c [PMID: 26396690] | JNJ63533054
Compound class: Synthetic organic
Comment: JNJ-63533054 is a small molecule agonist of GPR139 [1,3]. It is orally bioavailable and can cross the blood-brain barrier [4]. It is a surrogate ligand that can be used to examine GPR139 function in the absence of a validated endogenous ligand.
Both PubChem (CID 4879329) and ChEMBL (CHEMBL1509813) record this compound with no specified stereochemistry.
Patent WO2014152917 A2 describes the search for physiological ligands for GPR139 [2].
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2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 4
Hydrogen bond donors 2
Rotatable bonds 7
Topological polar surface area 58.2
Molecular weight 316.1
XLogP 3.46
No. Lipinski's rules broken 0
SMILES / InChI / InChIKey
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Canonical SMILES O=C(NC(c1ccccc1)C)CNC(=O)c1cccc(c1)Cl
Isomeric SMILES O=C(N[C@H](c1ccccc1)C)CNC(=O)c1cccc(c1)Cl
InChI InChI=1S/C17H17ClN2O2/c1-12(13-6-3-2-4-7-13)20-16(21)11-19-17(22)14-8-5-9-15(18)10-14/h2-10,12H,11H2,1H3,(H,19,22)(H,20,21)/t12-/m0/s1
InChI Key MWDVCHRYCKXEBY-LBPRGKRZSA-N
Bioactivity Comments
In vivo activity is reported by Shoblock et al. (2019), but these studies failed to clarify the physiological function of GPR139 [4].
Selectivity at GPCRs
Key to terms and symbols Click column headers to sort
Target Sp. Type Action Value Parameter Concentration range (M) Reference
GPR139 Primary target of this compound Hs Agonist Agonist 7.6 pKi - 3
pKi 7.6 (Ki 2.4x10-8 M) [3]