cebranopadol   Click here for help

GtoPdb Ligand ID: 8866

Synonyms: GRT 6005 | GRT-6005 | GRT6005
Compound class: Synthetic organic
Comment: This compound is a novel benzenoid opioid analgesic [2-3,5], being assessed in clinical trials for various acute and chronic pain conditions. The compound is non-selective, acting at more than one member of the opioid receptor family [1,4].
Click here for help
2D Structure
Click here for help
Click here for structure editor
Physico-chemical Properties
Click here for help
Hydrogen bond acceptors 2
Hydrogen bond donors 1
Rotatable bonds 2
Topological polar surface area 28.26
Molecular weight 378.21
XLogP 4.5
No. Lipinski's rules broken 0
Click here for help
Canonical SMILES Fc1ccc2c(c1)c1CCOC3(c1[nH]2)CCC(CC3)(N(C)C)c1ccccc1
Isomeric SMILES Fc1ccc2c(c1)c1CCOC3(c1[nH]2)CCC(CC3)(N(C)C)c1ccccc1
InChI InChI=1S/C24H27FN2O/c1-27(2)23(17-6-4-3-5-7-17)11-13-24(14-12-23)22-19(10-15-28-24)20-16-18(25)8-9-21(20)26-22/h3-9,16,26H,10-15H2,1-2H3
1. Bird MF, Lambert DG. (2015)
Simultaneous targeting of multiple opioid receptor types.
Curr Opin Support Palliat Care, 9 (2): 98-102. [PMID:25872121]
2. Lambert DG, Bird MF, Rowbotham DJ. (2015)
Cebranopadol: a first in-class example of a nociceptin/orphanin FQ receptor and opioid receptor agonist.
Br J Anaesth, 114 (3): 364-6. [PMID:25248647]
3. Linz K, Christoph T, Tzschentke TM, Koch T, Schiene K, Gautrois M, Schröder W, Kögel BY, Beier H, Englberger W et al.. (2014)
Cebranopadol: a novel potent analgesic nociceptin/orphanin FQ peptide and opioid receptor agonist.
J Pharmacol Exp Ther, 349 (3): 535-48. [PMID:24713140]
4. Sałat K, Jakubowska A, Kulig K. (2015)
Cebranopadol : a first-in-class potent analgesic agent with agonistic activity at nociceptin/orphanin FQ and opioid receptors.
Expert Opin Investig Drugs, 24 (6): 837-44. [PMID:25865744]
5. Schunk S, Linz K, Hinze C, Frormann S, Oberbörsch S, Sundermann B, Zemolka S, Englberger W, Germann T, Christoph T et al.. (2014)
Discovery of a Potent Analgesic NOP and Opioid Receptor Agonist: Cebranopadol.
ACS Med Chem Lett, 5 (8): 857-62. [PMID:25147603]