Skip to main content
Free research Free research Free compound review with research home and workspace preview
Quick search ChEMBL 36
Compound Detail

CHEMBL5523416

Enter ChEMBL ID:
Free Research Context This compound will appear in recent viewed items on the research home for this browser.
Research home View demo workspace
Oc1cccc(N2[C@@H]3CC[C@H]2CN(CCCc2ccccc2)C3)c1

Basic Information

ChEMBL ID CHEMBL5523416
Phase Preclinical
Structure Type MOL
InChI Key PEXKBSSCTUNEBX-BGYRXZFFSA-N
13
Targets
16
Activities
2
Assay Types
4
PK Parameters
16
Publications
0
Known Names

Molecular Properties

322.4
MW (Da)
3.68
ALogP
3
HBA
1
HBD
26.7
PSA (Ų)
0.91
QED
0
Ro5 Violations
5
Rot. Bonds

Drug Information

Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C21H26N2O
MW 322.45
Aromatic Rings 2
Heavy Atoms 24
NP-Likeness -0.42

Activity Summary

IC50 12 meas. best 6.45
EC50 4 meas. best 9.41

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Mu-type opioid receptor
CHEMBL233
EC50 9.41 9.095 0.4 2
Delta-type opioid receptor
CHEMBL236
EC50 8.66 8.505 2.2 2
Kappa-type opioid receptor
CHEMBL237
IC50 6.45 6.065 356.5 2
Prostaglandin G/H synthase 1
CHEMBL221
IC50 6.32 6.32 480.0 1
Sodium-dependent dopamine transporter
CHEMBL238
IC50 6.3 6.3 500.0 1
Prostaglandin G/H synthase 2
CHEMBL230
IC50 5.97 5.97 1060.0 1
5-hydroxytryptamine receptor 2A
CHEMBL224
IC50 5.95 5.95 1130.0 1
Sodium channel protein type 5 subunit alpha
CHEMBL1980
IC50 5.64 5.64 2300.0 1
Voltage-gated inwardly rectifying potassium channel KCNH2
CHEMBL240
IC50 5.34 5.34 4600.0 1
Alpha-2A adrenergic receptor
CHEMBL1867
IC50 5.26 5.26 5450.0 1
Sodium-dependent noradrenaline transporter
CHEMBL222
IC50 5.25 5.25 5600.0 1
Androgen receptor
CHEMBL1871
IC50 5.1 5.1 8010.0 1
Alpha-1A adrenergic receptor
CHEMBL229
IC50 5.06 5.06 8700.0 1

Pharmacokinetic Data

Parameter Value Units Species
AUC 5929.0 ng.hr/g Rattus norvegicus
Cmax 3297.0 ng/g Rattus norvegicus
T1/2 1.35 hr Rattus norvegicus
Tmax 0.25 hr Rattus norvegicus

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Mu-type opioid receptor EC50 = 0.39 nM 9.41 Agonist activity at human MOR expressed in CHO-K1 cells assessed as decrease in ... 38810170
Mu-type opioid receptor EC50 = 1.68 nM 8.78 Agonist activity at MOR (unknown origin) 38810170
Delta-type opioid receptor EC50 = 2.18 nM 8.66 Partial agonist activity at human DOR expressed in CHO-K1 cells assessed as decr... 38810170
Delta-type opioid receptor EC50 = 4.49 nM 8.35 Agonist activity at DOR (unknown origin) 38810170
Kappa-type opioid receptor IC50 = 356.5 nM 6.45 Antagonist activity at human KOR expressed in CHO-K1 cells assessed as cAMP leve... 38810170
Prostaglandin G/H synthase 1 IC50 = 480.0 nM 6.32 Inhibition of COX-1 (unknown origin) 38810170
Sodium-dependent dopamine transporter IC50 = 500.0 nM 6.3 Inhibition of dopamine transporter (unknown origin) 38810170
Prostaglandin G/H synthase 2 IC50 = 1060.0 nM 5.97 Inhibition of COX-2 (unknown origin) 38810170
5-hydroxytryptamine receptor 2A IC50 = 1130.0 nM 5.95 Inhibition of 5HT-2A (unknown origin) 38810170
Kappa-type opioid receptor IC50 = 2090.0 nM 5.68 Antagonist activity at KOR (unknown origin) 38810170
Sodium channel protein type 5 subunit alpha IC50 = 2300.0 nM 5.64 Inhibition of Nav1.5 sodium ion channel (unknown origin) 38810170
Voltage-gated inwardly rectifying potassium channel KCNH2 IC50 = 4600.0 nM 5.34 Inhibition of hERG 38810170
Alpha-2A adrenergic receptor IC50 = 5450.0 nM 5.26 Inhibition of alpha2A adrenoreceptor (unknown origin) 38810170
Sodium-dependent noradrenaline transporter IC50 = 5600.0 nM 5.25 Inhibition of norepinephrine transporter (unknown origin) 38810170
Androgen receptor IC50 = 8010.0 nM 5.1 Inhibition of androgen nuclear hormone receptor (unknown origin) 38810170
Alpha-1A adrenergic receptor IC50 = 8700.0 nM 5.06 Inhibition of alpha1A adrenoreceptor (unknown origin) 38810170

Literature References

PubMed DOI Target Context # Activities
38810170 10.1021/acs.jmedchem.4c00333 Mu-type opioid receptor 11
38810170 10.1021/acs.jmedchem.4c00333 ADMET 10
38810170 10.1021/acs.jmedchem.4c00333 Kappa-type opioid receptor 6
38810170 10.1021/acs.jmedchem.4c00333 Mus musculus 5
38810170 10.1021/acs.jmedchem.4c00333 Delta-type opioid receptor 4
38810170 10.1021/acs.jmedchem.4c00333 Alpha-1A adrenergic receptor 2
38810170 10.1021/acs.jmedchem.4c00333 Alpha-2A adrenergic receptor 2
38810170 10.1021/acs.jmedchem.4c00333 5-hydroxytryptamine receptor 2A 2
38810170 10.1021/acs.jmedchem.4c00333 Androgen receptor 2
38810170 10.1021/acs.jmedchem.4c00333 Prostaglandin G/H synthase 1 2
38810170 10.1021/acs.jmedchem.4c00333 Prostaglandin G/H synthase 2 2
38810170 10.1021/acs.jmedchem.4c00333 Sodium-dependent dopamine transporter 2
38810170 10.1021/acs.jmedchem.4c00333 Sodium-dependent noradrenaline transporter 2
38810170 10.1021/acs.jmedchem.4c00333 Voltage-gated inwardly rectifying potassium channel KCNH2 2
38810170 10.1021/acs.jmedchem.4c00333 Sodium channel protein type 5 subunit alpha 2
38810170 10.1021/acs.jmedchem.4c00333 Nociceptin receptor 1

Data from ChEMBL 36 via Core Engine