Compound Detail

CHEMBL306208

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COC(=O)C1C(c2ccc(Cl)cc2)CC2CCC1N2C

ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID	CHEMBL306208
Phase	Preclinical
Structure Type	MOL
InChI Key	ZEOHVQFWFVMPGM-UHFFFAOYSA-N

Targets

Activities

Assay Types

PK Parameters

Publications

Known Names

Molecular Properties

293.8

MW (Da)

3.08

ALogP

HBA

HBD

29.5

PSA (Å²)

0.78

QED

Ro5 Violations

Rot. Bonds

Drug Information

Molecule Type	Small molecule
Availability	Unknown
Chirality	Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula	C16H20ClNO2
MW	293.79
Aromatic Rings	1
Heavy Atoms	20
NP-Likeness	0.36

Activity Summary

IC50 34 meas. best 8.95

Ki 14 meas. best 8.96

Target Activity Profile

Target	Type	Best pChEMBL	Mean pChEMBL	Best (nM)	# Data
Sodium-dependent dopamine transporter CHEMBL238	Ki	8.96	8.96	1.1	1
Sodium-dependent dopamine transporter CHEMBL338	IC50	8.95	8.8263	1.1	8
GABA-A receptor; anion channel CHEMBL1907607	IC50	8.93	8.93	1.2	1
Sodium-dependent dopamine transporter CHEMBL238	IC50	8.85	8.7725	1.4	4
Sodium-dependent dopamine transporter CHEMBL338	Ki	8.43	8.43	3.7	1
Sodium-dependent serotonin transporter CHEMBL313	Ki	8.4	7.836	4.0	5
Sodium-dependent serotonin transporter CHEMBL228	IC50	8.23	7.545	5.9	4
Norepinephrine transporter CHEMBL304	Ki	8.23	7.686	5.9	5
Sodium-dependent noradrenaline transporter CHEMBL222	IC50	8.09	8.09	8.2	1
Sodium-dependent noradrenaline transporter CHEMBL222	Ki	7.43	7.43	37.0	1
Norepinephrine transporter CHEMBL304	IC50	7.43	7.3513	37.0	8
Sodium-dependent serotonin transporter CHEMBL228	Ki	7.35	7.35	44.5	1
Sodium-dependent serotonin transporter CHEMBL313	IC50	7.35	6.8438	44.5	8

Activity Data Samples

Top measurements by pChEMBL value

Target	Type	Rel.	Value	Units	pChEMBL	Assay	PubMed
Sodium-dependent dopamine transporter	Ki	=	1.1	nM	8.96	Compound was tested for inhibition of [125I]RTI-55 binding to dopamine transport...	12798324
Sodium-dependent dopamine transporter	IC50	=	1.12	nM	8.95	Binding affinity at the Dopamine transporter in rat striata by inhibition of 0.5...	7830281
Sodium-dependent dopamine transporter	IC50	=	1.12	nM	8.95	Inhibition of [3H]WIN-35428 binding to rat striatal dopamine transporter	15916437
Sodium-dependent dopamine transporter	IC50	=	1.12	nM	8.95	Displacement of 0.5 nM [3H]WIN-35248 from Dopamine transporter	11078197
Sodium-dependent dopamine transporter	IC50	=	1.12	nM	8.95	Inhibition of [3H]WIN-35428 binding to Dopamine transporter	8863789
Sodium-dependent dopamine transporter	IC50	=	1.12	nM	8.95	In vitro inhibitory activity against radioligand [3H]-WN 35,428 binding to dopam...	9397165
GABA-A receptor; anion channel	IC50	=	1.175	nM	8.93	Binding affinity towards benzodiazepine receptor inverse agonist site by the dis...	8411009
Sodium-dependent dopamine transporter	IC50	=	1.4	nM	8.85	inhibition of [3H]WIN-35428 binding to the dopamine transporter (DAT) in monkey ...	9276012
Sodium-dependent dopamine transporter	IC50	=	1.4	nM	8.85	Inhibition of [3H]3-beta-(4-fluorophenyl)tropane-2beta-carboxylic acid methyl es...	8464040
Sodium-dependent dopamine transporter	IC50	=	1.7	nM	8.77	Compound was tested for inhibition of [3H]DA binding to dopamine (DAT) transport...	12798324
Sodium-dependent dopamine transporter	IC50	=	2.4	nM	8.62	Displacement of 0.5 nM [3H]WIN-35248 from Dopamine transporter	11078197
Sodium-dependent dopamine transporter	IC50	=	2.4	nM	8.62	Inhibition of [3H]WIN-35428 binding to rat striatal dopamine transporter	15916437
Sodium-dependent dopamine transporter	IC50	=	2.4	nM	8.62	Inhibition of [3H]WIN-35428 binding to Dopamine transporter	8863789
Sodium-dependent dopamine transporter	IC50	=	2.4	nM	8.62	inhibition of [3H]WIN-35428 binding to the dopamine transporter (DAT) in monkey ...	9276012
Sodium-dependent dopamine transporter	Ki	=	3.68	nM	8.43	Inhibition of [3H]DA uptake by rat striatal dopamine transporter	7830281
Sodium-dependent serotonin transporter	Ki	=	4.0	nM	8.4	Displacement of [3H]paroxetine from serotonin transporter (5-HT) of rat cerebral...	15916437
Sodium-dependent serotonin transporter	Ki	=	4.0	nM	8.4	Inhibition of 0.2 nM [3H]paroxetine binding to Serotonin transporter	11078197
Sodium-dependent serotonin transporter	Ki	=	5.0	nM	8.3	Inhibition of [3H]- 5-HT uptake in Serotonin transporter using serotonin uptake ...	7830281
Norepinephrine transporter	Ki	=	5.86	nM	8.23	Inhibition of [3H]NE uptake by rat frontal cortex Norepinephrine transporter	7830281
Sodium-dependent serotonin transporter	IC50	=	5.87	nM	8.23	Ability to inhibit [3H]citalopram binding to serotonin transporter in cynomolgus...	8464040

Literature References

PubMed	DOI	Target Context	# Activities
11078197	10.1016/s0960-894x(00)00480-7	Norepinephrine transporter	4
11078197	10.1016/s0960-894x(00)00480-7	Sodium-dependent serotonin transporter	4
8863789	10.1021/jm960515u	Norepinephrine transporter	4
8863789	10.1021/jm960515u	Sodium-dependent serotonin transporter	4
15916437	10.1021/jm058164j	Norepinephrine transporter	4
15916437	10.1021/jm058164j	Sodium-dependent serotonin transporter	4
12798324	10.1016/s0960-894x(03)00386-x	Sodium-dependent dopamine transporter	3
12798324	10.1016/s0960-894x(03)00386-x	Sodium-dependent serotonin transporter	3
12798324	10.1016/s0960-894x(03)00386-x	Sodium-dependent noradrenaline transporter	3
11078197	10.1016/s0960-894x(00)00480-7	Sodium-dependent dopamine transporter	2
7830281	10.1021/jm00002a020	Sodium-dependent dopamine transporter	2
8863789	10.1021/jm960515u	Sodium-dependent dopamine transporter	2
15916437	10.1021/jm058164j	Sodium-dependent dopamine transporter	2
9276012	10.1021/jm9703045	Monoamine transporters; serotonin & dopamine	2
9276012	10.1021/jm9703045	Sodium-dependent serotonin transporter	2
9276012	10.1021/jm9703045	Sodium-dependent dopamine transporter	2
7830281	10.1021/jm00002a020	Monoamine transporters; serotonin & dopamine	2
7830281	10.1021/jm00002a020	Monoamine transporters; Norepininephrine & dopamine	2
7830281	10.1021/jm00002a020	Sodium-dependent serotonin transporter	2
7830281	10.1021/jm00002a020	Norepinephrine transporter	2

Data from ChEMBL 36 via Core Engine