sufentanil   Click here for help

GtoPdb Ligand ID: 3534

Synonyms: Sufenta® | sufentanil citrate | Zalviso®
Approved drug
sufentanil is an approved drug (FDA (1984), EMA (2015))
Compound class: Synthetic organic
Comment: Sufentanil is a synthetic opioid analgesic drug, more potent than its parent fentanyl and reported to be 500-fold more potent morphine .
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2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 4
Hydrogen bond donors 0
Rotatable bonds 9
Topological polar surface area 61.02
Molecular weight 386.2
XLogP 2.8
No. Lipinski's rules broken 0
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Canonical SMILES COCC1(CCN(CC1)CCc1cccs1)N(c1ccccc1)C(=O)CC
Isomeric SMILES COCC1(CCN(CC1)CCc1cccs1)N(c1ccccc1)C(=O)CC
InChI InChI=1S/C22H30N2O2S/c1-3-21(25)24(19-8-5-4-6-9-19)22(18-26-2)12-15-23(16-13-22)14-11-20-10-7-17-27-20/h4-10,17H,3,11-16,18H2,1-2H3
Selectivity at GPCRs
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Target Sp. Type Action Value Parameter Concentration range (M) Reference
μ receptor Primary target of this compound Hs Agonist Full agonist 9.9 pKi - 1
pKi 9.9 (Ki 1.38x10-10 M) [1]
μ receptor Rn Agonist Full agonist 9.1 pKi - 2
pKi 9.1 (Ki 7.7x10-10 M) [2]