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Compound Detail

CHEMBL1190199

ASIMADOLINE
🧪 Phase III
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🧪 Phase III
CN(C(=O)C(c1ccccc1)c1ccccc1)[C@H](CN1CC[C@H](O)C1)c1ccccc1

Basic Information

ChEMBL ID CHEMBL1190199
Name ASIMADOLINE
Phase Phase III
Structure Type MOL
InChI Key JHLHNYVMZCADTC-LOSJGSFVSA-N

Known Names

Asimadolina Asimadoline EMD-61753
3
Targets
4
Activities
2
Assay Types
3
PK Parameters
9
Publications
3
Known Names
2
Indications
1
Mechanisms

Molecular Properties

414.6
MW (Da)
4.08
ALogP
3
HBA
1
HBD
43.8
PSA (Ų)
0.63
QED
0
Ro5 Violations
7
Rot. Bonds

Drug Information

Molecule Type Small molecule
Chirality Single Enantiomer

Flags

Natural Product
USAN Stem -adol-

Extended Properties

Molecular Formula C27H30N2O2
MW 414.55
Aromatic Rings 3
Heavy Atoms 31
NP-Likeness -0.54

Mechanism of Action

Mechanism Action Type Target Direct Efficacy
Kappa opioid receptor agonist AGONIST Kappa-type opioid receptor

Indications

Irritable Bowel Syndrome Ileus

Activity Summary

EC50 3 meas. best 9.3
Ki 1 meas. best 8.25

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Kappa-type opioid receptor
CHEMBL237
EC50 9.3 9.3 0.5 1
Kappa-type opioid receptor
CHEMBL237
Ki 8.25 8.25 5.6 1
Delta-type opioid receptor
CHEMBL236
EC50 5.1 5.1 8000.0 1
Mu-type opioid receptor
CHEMBL233
EC50 4.22 4.22 60000.0 1

Pharmacokinetic Data

Parameter Value Units Species
AUC 493.0 ng.hr.mL-1 Mus musculus
Cmax 1223.01 nM Mus musculus
T1/2 0.5 hr Mus musculus

Activity Data Samples

Top measurements by pChEMBL value

Literature References

PubMed DOI Target Context # Activities
25599839 10.1016/j.bmcl.2014.12.064 Mus musculus 3
10369454 10.1038/sj.bjp.0702497 ATP-dependent translocase ABCB1 2
- 10.6019/CHEMBL4651402 SARS-CoV-2 2
10841799 10.1021/jm990968+ Mus musculus 1
10369454 10.1038/sj.bjp.0702497 P-glycoprotein 1 and 3 (MDR1a/MDR1b) 1
25599839 10.1016/j.bmcl.2014.12.064 Delta-type opioid receptor 1
25599839 10.1016/j.bmcl.2014.12.064 Kappa-type opioid receptor 1
25599839 10.1016/j.bmcl.2014.12.064 Mu-type opioid receptor 1
36179400 10.1016/j.ejmech.2022.114785 Kappa-type opioid receptor 1

Data from ChEMBL 36 via Core Engine