Compound Detail

CHEMBL322385

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Cc1ccc(-c2cc(C3C(c4ccc(Cl)cc4)CC4CCC3N4C)on2)cc1

ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID	CHEMBL322385
Phase	Preclinical
Structure Type	MOL
InChI Key	AUXUFNHAVGIVDC-UHFFFAOYSA-N

Targets

Activities

Assay Types

PK Parameters

Publications

Known Names

Molecular Properties

392.9

MW (Da)

6.04

ALogP

HBA

HBD

29.3

PSA (Å²)

0.54

QED

Ro5 Violations

Rot. Bonds

Drug Information

Molecule Type	Small molecule
Availability	Unknown
Chirality	Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula	C24H25ClN2O
MW	392.93
Aromatic Rings	3
Heavy Atoms	28
NP-Likeness	-0.56

Activity Summary

Ki 8 meas. best 7.97

IC50 3 meas. best 8.39

Target Activity Profile

Target	Type	Best pChEMBL	Mean pChEMBL	Best (nM)	# Data
Sodium-dependent dopamine transporter CHEMBL338	IC50	8.39	8.39	4.1	1
Sodium-dependent dopamine transporter CHEMBL338	Ki	7.97	7.97	10.7	1
Sodium-dependent dopamine transporter CHEMBL238	Ki	7.8	7.63	16.0	2
Unchecked CHEMBL612545	Ki	6.85	6.39	140.0	2
Sodium-dependent serotonin transporter CHEMBL313	Ki	6.28	5.455	522.0	2
Norepinephrine transporter CHEMBL304	Ki	5.99	5.99	1030.0	1
Norepinephrine transporter CHEMBL304	IC50	5.77	5.77	1710.0	1
Sodium-dependent serotonin transporter CHEMBL313	IC50	5.24	5.24	5741.0	1

Activity Data Samples

Top measurements by pChEMBL value

Target	Type	Rel.	Value	Units	pChEMBL	Assay	PubMed
Sodium-dependent dopamine transporter	IC50	=	4.09	nM	8.39	Inhibitory concentration required to inhibit dopamine transporter DAT was determ...	14711303
Sodium-dependent dopamine transporter	Ki	=	10.7	nM	7.97	Displacement of [3H]WIN35428 from Sprague-Dawley rat brain DAT after 120 mins by...	29227643
Sodium-dependent dopamine transporter	Ki	=	16.0	nM	7.8	Inhibition of [3H]DA uptake at wild type human DAT expressed in African green mo...	29227643
Sodium-dependent dopamine transporter	Ki	=	35.0	nM	7.46	Inhibition of [3H]WIN5428 uptake at wild type human DAT expressed in African gre...	29227643
Unchecked	Ki	=	140.0	nM	6.85	Inhibition of [3H]WIN5428 uptake at human DAT Y56F mutant expressed in African g...	29227643
Sodium-dependent serotonin transporter	Ki	=	522.0	nM	6.28	Binding affinity towards serotonin transporter 5-HTT was determined using [3H]pa...	14711303
Norepinephrine transporter	Ki	=	1030.0	nM	5.99	Binding affinity towards norepinephrine transporter was determined using [3H]nis...	14711303
Unchecked	Ki	=	1170.0	nM	5.93	Displacement of [3H]nisoxetine from Sprague-Dawley rat brain NET after 180 mins ...	29227643
Norepinephrine transporter	IC50	=	1710.0	nM	5.77	Inhibition of norepinephrine transporter (NET) determined using [3H]nisoxetine r...	14711303
Sodium-dependent serotonin transporter	IC50	=	5741.0	nM	5.24	Inhibitory concentration required to inhibit serotonin transporter 5-HTT was det...	14711303
Sodium-dependent serotonin transporter	Ki	=	23500.0	nM	4.63	Displacement of [3H]citalopram from Sprague-Dawley rat brain SERT after 60 mins ...	29227643

Literature References

PubMed	DOI	Target Context	# Activities
14711303	10.1021/jm030453p	Mus musculus	14
14711303	10.1021/jm030453p	Rattus norvegicus	5
29227643	10.1021/acs.jmedchem.7b01454	Sodium-dependent dopamine transporter	3
29227643	10.1021/acs.jmedchem.7b01454	Unchecked	3
14711303	10.1021/jm030453p	Norepinephrine transporter	2
14711303	10.1021/jm030453p	Sodium-dependent serotonin transporter	2
14711303	10.1021/jm030453p	Sodium-dependent dopamine transporter	1
29227643	10.1021/acs.jmedchem.7b01454	Sodium-dependent serotonin transporter	1

Data from ChEMBL 36 via Core Engine