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Compound Detail

CHEMBL339457

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CCN(CC)C(=O)c1ccc(C(=C2CCNCC2)c2cccc(F)c2)cc1

Basic Information

ChEMBL ID CHEMBL339457
Phase Preclinical
Structure Type MOL
InChI Key LPYYOHCTDGHYSI-UHFFFAOYSA-N
4
Targets
6
Activities
2
Assay Types
1
PK Parameters
13
Publications
0
Known Names

Molecular Properties

366.5
MW (Da)
4.49
ALogP
2
HBA
1
HBD
32.3
PSA (Ų)
0.85
QED
0
Ro5 Violations
5
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C23H27FN2O
MW 366.48
Aromatic Rings 2
Heavy Atoms 27
NP-Likeness -1.06

Activity Summary

IC50 5 meas. best 9.36
EC50 1 meas. best 8.34

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Delta-type opioid receptor
CHEMBL236
IC50 9.36 9.245 0.4 2
Delta-type opioid receptor
CHEMBL236
EC50 8.34 8.34 4.6 1
Voltage-gated inwardly rectifying potassium channel KCNH2
CHEMBL240
IC50 5.52 5.52 3000.0 1
Mu-type opioid receptor
CHEMBL233
IC50 5.45 5.45 3570.0 1
Bile salt export pump
CHEMBL6020
IC50 4.07 4.07 86070.0 1

Pharmacokinetic Data

Parameter Value Units Species
CL 6.0 mL.min-1.g-1 Homo sapiens

Activity Data Samples

Top measurements by pChEMBL value

Literature References

PubMed DOI Target Context # Activities
11052794 10.1021/jm000229p Delta-type opioid receptor 3
11052794 10.1021/jm000229p Rattus norvegicus 2
22197137 10.1016/j.bmcl.2011.11.089 Delta-type opioid receptor 2
11052794 10.1021/jm000229p Mu-type opioid receptor 1
11052794 10.1021/jm000229p Kappa-type opioid receptor 1
11052794 10.1021/jm000229p Opioid receptors; mu & delta 1
11052794 10.1021/jm000229p Opioid receptors; delta & kappa 1
22197137 10.1016/j.bmcl.2011.11.089 Mu-type opioid receptor 1
22197137 10.1016/j.bmcl.2011.11.089 Unchecked 1
22197137 10.1016/j.bmcl.2011.11.089 MDCK 1
22197137 10.1016/j.bmcl.2011.11.089 Voltage-gated inwardly rectifying potassium channel KCNH2 1
22197137 10.1016/j.bmcl.2011.11.089 Liver microsomes 1
22961681 10.1124/dmd.112.047068 Bile salt export pump 1

Data from ChEMBL 36 via Core Engine