asimadoline   Click here for help

GtoPdb Ligand ID: 9279

Synonyms: EMD 61 753 [1] | EMD 61753 | EMD-61753
Immunopharmacology Ligand
Compound class: Synthetic organic
Comment: 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.
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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 8
Topological polar surface area 43.78
Molecular weight 414.23
XLogP 4.19
No. Lipinski's rules broken 0
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Canonical SMILES OC1CCN(C1)CC(N(C(=O)C(c1ccccc1)c1ccccc1)C)c1ccccc1
Isomeric SMILES O[C@H]1CCN(C1)C[C@@H](N(C(=O)C(c1ccccc1)c1ccccc1)C)c1ccccc1
InChI InChI=1S/C27H30N2O2/c1-28(25(21-11-5-2-6-12-21)20-29-18-17-24(30)19-29)27(31)26(22-13-7-3-8-14-22)23-15-9-4-10-16-23/h2-16,24-26,30H,17-20H2,1H3/t24-,25+/m0/s1
Classification Click here for help
Compound class Synthetic organic
IUPAC Name Click here for help
International Nonproprietary Names Click here for help
INN number INN
7459 asimadoline
Synonyms Click here for help
EMD 61 753 [1] | EMD 61753 | EMD-61753
Database Links Click here for help
Specialist databases
GPCRdb Ligand asimadoline
Other databases
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
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UniChem Compound Search for chemical match using the InChIKey JHLHNYVMZCADTC-LOSJGSFVSA-N
UniChem Connectivity Search for chemical match using the InChIKey JHLHNYVMZCADTC-LOSJGSFVSA-N