asimadoline

Ligand id: 9279

Name: asimadoline

Structure and Physico-chemical Properties

2D Structure
Calculated Physico-chemical Properties
Hydrogen bond acceptors 4
Hydrogen bond donors 1
Rotatable bonds 8
Topological polar surface area 43.78
Molecular weight 414.23
XLogP 8.49
No. Lipinski's rules broken 1

Molecular properties generated using the CDK

Classification
Compound class Synthetic organic
IUPAC Name
N-[(1S)-2-[(3S)-3-hydroxypyrrolidin-1-yl]-1-phenylethyl]-N-methyl-2,2-di(phenyl)acetamide
International Nonproprietary Names
INN number INN
7459 asimadoline
Synonyms
EMD 61 753 [1] | EMD 61753 | EMD-61753
Database Links
BindingDB Ligand 50366356
CAS Registry No. 153205-46-0 (source: WHO INN record)
ChEMBL Ligand CHEMBL1190199
DrugBank Ligand DB05104
GtoPdb PubChem SID 318164798
PubChem CID 179340
Search Google for chemical match using the InChIKey JHLHNYVMZCADTC-LOSJGSFVSA-N
Search Google for chemicals with the same backbone JHLHNYVMZCADTC
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Search UniChem for chemical match using the InChIKey JHLHNYVMZCADTC-LOSJGSFVSA-N
Search UniChem for chemicals with the same backbone JHLHNYVMZCADTC
Comments
Asimadoline is an orally active, selective kappa-opioid receptor agonist. It exhibits little blood-brain barrier penetrance so is considered peripherally acting. Asimadoline has demonstrated efficacy in several preclinical pruritus models, and has been investigated as a therapy for irritable bowel syndrome.