Compound Detail

CHEMBL486278

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COc1ccc(CC(C)(C)NC[C@H](O)COc2cccc3[nH]c(=O)[nH]c23)cc1

ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID	CHEMBL486278
Phase	Preclinical
Structure Type	MOL
InChI Key	PBDMWGSHTOZGOM-HNNXBMFYSA-N

Targets

Activities

Assay Types

PK Parameters

Publications

Known Names

Molecular Properties

385.5

MW (Da)

2.22

ALogP

HBA

HBD

99.4

PSA (Å²)

0.45

QED

Ro5 Violations

Rot. Bonds

Drug Information

Molecule Type	Small molecule
Availability	Unknown
Chirality	Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula	C21H27N3O4
MW	385.46
Aromatic Rings	3
Heavy Atoms	28
NP-Likeness	-0.41

Activity Summary

IC50 16 meas. best 8.89

EC50 2 meas. best 8.52

Target Activity Profile

Target	Type	Best pChEMBL	Mean pChEMBL	Best (nM)	# Data
Beta-2 adrenergic receptor CHEMBL210	IC50	8.89	8.89	1.3	1
Beta-1 adrenergic receptor CHEMBL213	EC50	8.52	8.52	3.0	1
Beta-3 adrenergic receptor CHEMBL246	EC50	8.15	8.15	7.0	1
Extracellular calcium-sensing receptor CHEMBL1878	IC50	7.96	6.23	11.0	2
Voltage-gated inwardly rectifying potassium channel KCNH2 CHEMBL240	IC50	7.93	6.43	11.8	2
Sodium-dependent serotonin transporter CHEMBL228	IC50	7.21	7.21	61.0	2
Sodium-dependent noradrenaline transporter CHEMBL222	IC50	6.22	6.22	600.0	2
Sodium-dependent dopamine transporter CHEMBL238	IC50	5.92	5.92	1200.0	2
Cytochrome P450 2D6 CHEMBL289	IC50	5.9	5.9	1260.0	1
Unchecked CHEMBL612545	IC50	4.96	4.96	11000.0	1

Activity Data Samples

Top measurements by pChEMBL value

Target	Type	Rel.	Value	Units	pChEMBL	Assay	PubMed
Beta-2 adrenergic receptor	IC50	=	1.3	nM	8.89	Binding affinity to beta2 adrenoceptor	19492813
Beta-1 adrenergic receptor	EC50	=	3.0	nM	8.52	Binding affinity to beta-1 adrenoceptor	19492813
Beta-3 adrenergic receptor	EC50	=	7.0	nM	8.15	Binding affinity to beta3 adrenoceptor	19492813
Extracellular calcium-sensing receptor	IC50	=	11.0	nM	7.96	Antagonist activity at human calcium receptor expressed in HEK293 4.0-7 cells as...	19821575
Voltage-gated inwardly rectifying potassium channel KCNH2	IC50	=	11.8	nM	7.93	Inhibition of human ERG	19821575
Sodium-dependent serotonin transporter	IC50	=	61.0	nM	7.21	Binding affinity to serotonin transporter	19492813
Sodium-dependent serotonin transporter	IC50	=	61.0	nM	7.21	Inhibition of SERT	19821575
Sodium-dependent noradrenaline transporter	IC50	=	600.0	nM	6.22	Binding affinity to norepinephrine transporter	19492813
Sodium-dependent noradrenaline transporter	IC50	=	600.0	nM	6.22	Inhibition of NET	19821575
Sodium-dependent dopamine transporter	IC50	=	1200.0	nM	5.92	Binding affinity to dopamine transporter	19492813
Sodium-dependent dopamine transporter	IC50	=	1200.0	nM	5.92	Inhibition of DAT	19821575
Cytochrome P450 2D6	IC50	=	1260.0	nM	5.9	Binding affinity to CYP2D6	19492813
Unchecked	IC50	=	11000.0	nM	4.96	Antagonist activity at human calcium receptor 1 expressed in HEK293 4.0-7 cells ...	19492813
Voltage-gated inwardly rectifying potassium channel KCNH2	IC50	=	11800.0	nM	4.93	Binding affinity to human ERG	19492813
Extracellular calcium-sensing receptor	IC50	=	31800.0	nM	4.5	Binding affinity to human parathyroid calcium receptor 1 expressed in HEK293 4.0...	19492813

Literature References

PubMed	DOI	Target Context	# Activities
19821575	10.1021/jm900563e	Extracellular calcium-sensing receptor	2
19492813	10.1021/jm900364m	Voltage-gated inwardly rectifying potassium channel KCNH2	1
19821575	10.1021/jm900563e	Voltage-gated inwardly rectifying potassium channel KCNH2	1
19821575	10.1021/jm900563e	Cytochrome P450 2D6	1
19821575	10.1021/jm900563e	Sodium-dependent dopamine transporter	1
19821575	10.1021/jm900563e	Sodium-dependent noradrenaline transporter	1
19821575	10.1021/jm900563e	Sodium-dependent serotonin transporter	1
19821575	10.1021/jm900563e	Beta-2 adrenergic receptor	1
19492813	10.1021/jm900364m	Extracellular calcium-sensing receptor	1
19492813	10.1021/jm900364m	Beta-2 adrenergic receptor	1
19492813	10.1021/jm900364m	Unchecked	1
19492813	10.1021/jm900364m	Cytochrome P450 2D6	1
19492813	10.1021/jm900364m	Sodium-dependent dopamine transporter	1
19492813	10.1021/jm900364m	Sodium-dependent noradrenaline transporter	1
19492813	10.1021/jm900364m	Sodium-dependent serotonin transporter	1
19492813	10.1021/jm900364m	Beta-3 adrenergic receptor	1
19492813	10.1021/jm900364m	Beta-1 adrenergic receptor	1

Data from ChEMBL 36 via Core Engine