Compound Detail

CHEMBL42553

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COC(=O)[C@@H]1C2CCC(C[C@@H]1c1ccc(Cl)c(Cl)c1)N2C

ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID	CHEMBL42553
Phase	Preclinical
Structure Type	MOL
InChI Key	AMIHUYQKNJHXPT-XNSJETLRSA-N

Targets

Activities

Assay Types

PK Parameters

Publications

Known Names

Molecular Properties

328.2

MW (Da)

3.73

ALogP

HBA

HBD

29.5

PSA (Å²)

0.77

QED

Ro5 Violations

Rot. Bonds

Drug Information

Molecule Type	Small molecule
Availability	Unknown
Chirality	Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula	C16H19Cl2NO2
MW	328.24
Aromatic Rings	1
Heavy Atoms	21
NP-Likeness	0.20

Activity Summary

Ki 9 meas. best 9.7

IC50 4 meas. best 8.96

Target Activity Profile

Target	Type	Best pChEMBL	Mean pChEMBL	Best (nM)	# Data
Sodium-dependent dopamine transporter CHEMBL238	Ki	9.7	9.17	0.2	2
Sodium-dependent dopamine transporter CHEMBL238	IC50	8.96	8.96	1.1	2
Sodium-dependent dopamine transporter CHEMBL338	IC50	8.85	8.85	1.4	1
Sodium-dependent serotonin transporter CHEMBL313	Ki	8.84	8.84	1.5	1
Sodium-dependent serotonin transporter CHEMBL228	IC50	8.6	8.6	2.5	1
Sodium-dependent noradrenaline transporter CHEMBL222	Ki	8.3	8.3	5.0	1
Sodium-dependent dopamine transporter CHEMBL338	Ki	8.2	7.6	6.3	2
Sodium-dependent serotonin transporter CHEMBL228	Ki	7.92	7.92	12.0	1
Norepinephrine transporter CHEMBL304	Ki	7.8	7.8	15.8	1
Muscarinic acetylcholine receptor M1 CHEMBL276	Ki	5.5	5.5	3140.0	1

Activity Data Samples

Top measurements by pChEMBL value

Target	Type	Rel.	Value	Units	pChEMBL	Assay	PubMed
Sodium-dependent dopamine transporter	Ki	=	0.2	nM	9.7	Displacement of [3H]CFT from human DAT expressed in COS7 cells	16302792
Sodium-dependent dopamine transporter	IC50	=	1.1	nM	8.96	Ability to inhibit human dopamine uptake by the human dopamine transporter in EM...	11425531
Sodium-dependent dopamine transporter	IC50	=	1.1	nM	8.96	Displacement of [3H]WIN-35428 from human DAT expressed in transfected cell membr...	18053732
Sodium-dependent dopamine transporter	IC50	=	1.4	nM	8.85	In vitro potency for inhibiting [3H]- dopamine uptake in rat brain was determine...	12825932
Sodium-dependent serotonin transporter	Ki	=	1.46	nM	8.84	Binding affinity towards serotonin transporter using [3H]citalopram as radioliga...	12825932
Sodium-dependent dopamine transporter	Ki	=	2.3	nM	8.64	Displacement of [3H]dopamine from human DAT expressed in COS7 cells	16302792
Sodium-dependent serotonin transporter	IC50	=	2.5	nM	8.6	Displacement of [3H]-citalopram from human SERT expressed in HEK293 cell membran...	18053732
Sodium-dependent noradrenaline transporter	Ki	=	5.0	nM	8.3	Displacement of [3H]dopamine from human NET expressed in COS7 cells	16302792
Sodium-dependent dopamine transporter	Ki	=	6.3	nM	8.2	In vitro dopamine transporter binding affinity using [3H]WIN-35428 as radioligan...	12825932
Sodium-dependent serotonin transporter	Ki	=	12.0	nM	7.92	Displacement of [3H]5HT from human SERT expressed in COS7 cells	16302792
Norepinephrine transporter	Ki	=	15.8	nM	7.8	Binding affinity towards norepinephrine transporter using [3H]nisoxetine as radi...	12825932
Sodium-dependent dopamine transporter	Ki	=	100.0	nM	7.0	Binding affinity towards dopamine transporter	12825932
Muscarinic acetylcholine receptor M1	Ki	=	3140.0	nM	5.5	Binding affinity towards Muscarinic acetylcholine receptor M1 using [3H]pirenzep...	12825932

Literature References

PubMed	DOI	Target Context	# Activities
12825932	10.1021/jm0300375	Sodium-dependent dopamine transporter	3
16302792	10.1021/jm050431y	Sodium-dependent dopamine transporter	2
14695827	10.1021/jm030351z	Monoclonal antibody (mAb) 2E2	1
12825932	10.1021/jm0300375	Sodium-dependent serotonin transporter	1
12825932	10.1021/jm0300375	Norepinephrine transporter	1
12825932	10.1021/jm0300375	Muscarinic acetylcholine receptor M1	1
11425531	10.1016/s0960-894x(01)00271-2	Sodium-dependent dopamine transporter	1
16302792	10.1021/jm050431y	Sodium-dependent noradrenaline transporter	1
16302792	10.1021/jm050431y	Sodium-dependent serotonin transporter	1
18053732	10.1016/j.bmc.2007.11.009	Sodium-dependent dopamine transporter	1
18053732	10.1016/j.bmc.2007.11.009	Sodium-dependent serotonin transporter	1

Data from ChEMBL 36 via Core Engine