probe 1.1 [PMID: 24187130]   

GtoPdb Ligand ID: 9191

Synonyms: KSC-12-192
Compound class: Synthetic organic
Comment: Probe 1.1 is a biased agonist for the κ opioid receptor [1]. The compound was designed to preferentially bias KOR activation towards G protein signaling with minimal effects on βarrestin2 recruitment and downstream ERK1/2 activation.
2D Structure
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Physico-chemical Properties
Hydrogen bond acceptors 3
Hydrogen bond donors 0
Rotatable bonds 7
Topological polar surface area 82.04
Molecular weight 430.11
XLogP 6.11
No. Lipinski's rules broken 1
SMILES / InChI / InChIKey
Canonical SMILES Cc1ccc(cc1C(F)(F)F)CSc1nnc(n1Cc1ccco1)c1ccccn1
Isomeric SMILES Cc1ccc(cc1C(F)(F)F)CSc1nnc(n1Cc1ccco1)c1ccccn1
InChI InChI=1S/C21H17F3N4OS/c1-14-7-8-15(11-17(14)21(22,23)24)13-30-20-27-26-19(18-6-2-3-9-25-18)28(20)12-16-5-4-10-29-16/h2-11H,12-13H2,1H3
InChI Key OQJGZGAYSCWFCK-UHFFFAOYSA-N
References
1. Zhou L, Lovell KM, Frankowski KJ, Slauson SR, Phillips AM, Streicher JM, Stahl E, Schmid CL, Hodder P, Madoux F et al.. (2013)
Development of functionally selective, small molecule agonists at kappa opioid receptors.
J. Biol. Chem., 288 (51): 36703-16. [PMID:24187130]