probe 2.1 [PMID: 24187130]   Click here for help

GtoPdb Ligand ID: 9192

Compound class: Synthetic organic
Comment: Probe 2.1 is a biased agonist for the κ opioid receptor (KOR) [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.
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2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 4
Hydrogen bond donors 1
Rotatable bonds 5
Topological polar surface area 49.41
Molecular weight 446.16
XLogP 4.55
No. Lipinski's rules broken 0
SMILES / InChI / InChIKey
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Canonical SMILES O=C(C1CC=CC2C1C(=O)N(CC2)c1ccccc1F)Nc1ccc(c(c1)C(F)(F)F)C
Isomeric SMILES O=C([C@H]1CC=C[C@@H]2[C@H]1C(=O)N(CC2)c1ccccc1F)Nc1ccc(c(c1)C(F)(F)F)C
InChI InChI=1S/C24H22F4N2O2/c1-14-9-10-16(13-18(14)24(26,27)28)29-22(31)17-6-4-5-15-11-12-30(23(32)21(15)17)20-8-3-2-7-19(20)25/h2-5,7-10,13,15,17,21H,6,11-12H2,1H3,(H,29,31)/t15-,17-,21+/m0/s1
InChI Key LRJGJDKBKCTWKM-HZUJVAHNSA-N
Classification Click here for help
Compound class Synthetic organic
IUPAC Name Click here for help
(4aR,8S,8aR)-2-(2-fluorophenyl)-N-[4-methyl-3-(trifluoromethyl)phenyl]-1-oxo-1,2,3,4,4a,7,8,8a-octahydroisoquinoline-8-carboxamide
Database Links Click here for help
GtoPdb PubChem SID 315661271
PubChem CID 121231409
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