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
SMILES / InChI / InChIKey
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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
InChI Key GGCSSNBKKAUURC-UHFFFAOYSA-N
Classification Click here for help
Compound class Synthetic organic
Approved drug? Yes (FDA (1984), EMA (2015))
IUPAC Name Click here for help
N-[4-(methoxymethyl)-1-(2-thiophen-2-ylethyl)piperidin-4-yl]-N-phenylpropanamide
International Nonproprietary Names Click here for help
INN number INN
4048 sufentanil
Synonyms Click here for help
Sufenta® | sufentanil citrate | Zalviso®
Database Links Click here for help
Specialist databases
GPCRdb Ligand sufentanil
Other databases
CAS Registry No. 56030-54-7 (source: Scifinder)
ChEBI CHEBI:9316
ChEMBL Ligand CHEMBL658
DrugBank Ligand DB00708
DrugCentral Ligand 2491
GtoPdb PubChem SID 178100513
PubChem CID 41693
Search Google for chemical match using the InChIKey GGCSSNBKKAUURC-UHFFFAOYSA-N
Search Google for chemicals with the same backbone GGCSSNBKKAUURC
Search PubMed clinical trials sufentanil
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UniChem Compound Search for chemical match using the InChIKey GGCSSNBKKAUURC-UHFFFAOYSA-N
UniChem Connectivity Search for chemical match using the InChIKey GGCSSNBKKAUURC-UHFFFAOYSA-N
Wikipedia Sufentanil