Compound Detail

CHEMBL608151

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CCOC[C@H]1[C@@H]2CNC[C@@]21c1ccc(Cl)c(Cl)c1

ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID	CHEMBL608151
Phase	Preclinical
Structure Type	MOL
InChI Key	IBZJKEOJOGAMGJ-COPLHBTASA-N

Targets

Activities

Assay Types

PK Parameters

Publications

Known Names

Molecular Properties

286.2

MW (Da)

3.12

ALogP

HBA

HBD

21.3

PSA (Å²)

0.92

QED

Ro5 Violations

Rot. Bonds

Drug Information

Molecule Type	Small molecule
Availability	Unknown
Chirality	Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula	C14H17Cl2NO
MW	286.20
Aromatic Rings	1
Heavy Atoms	18
NP-Likeness	0.25

Activity Summary

Ki 25 meas. best 9.87

IC50 6 meas. best 9.8

Target Activity Profile

Target	Type	Best pChEMBL	Mean pChEMBL	Best (nM)	# Data
Transporter CHEMBL6184	Ki	9.87	9.87	0.1	1
Sodium-dependent noradrenaline transporter CHEMBL222	IC50	9.8	9.8	0.2	1
Sodium-dependent serotonin transporter CHEMBL228	Ki	9.8	9.7	0.2	4
Sodium-dependent noradrenaline transporter CHEMBL222	Ki	9.3	9.175	0.5	4
Sodium-dependent serotonin transporter CHEMBL313	Ki	9.17	9.17	0.7	1
Sodium-dependent serotonin transporter CHEMBL4642	Ki	9.07	9.07	0.9	1
Sodium-dependent serotonin transporter CHEMBL228	IC50	8.9	8.9	1.3	1
Sodium-dependent dopamine transporter CHEMBL238	IC50	8.3	8.3	5.0	1
Sodium-dependent dopamine transporter CHEMBL238	Ki	8.1	7.975	7.9	4
Sodium-dependent dopamine transporter CHEMBL338	Ki	7.87	7.87	13.5	1
Muscarinic acetylcholine receptor M3 CHEMBL245	Ki	7.2	7.2	63.1	1
Muscarinic acetylcholine receptor M5 CHEMBL2035	Ki	7.0	7.0	100.0	1
5-hydroxytryptamine receptor 2A CHEMBL224	Ki	6.8	6.8	158.5	1
Muscarinic acetylcholine receptor M1 CHEMBL216	Ki	6.8	6.8	158.5	1
Alpha-1A adrenergic receptor CHEMBL229	Ki	6.7	6.7	199.5	1
Muscarinic acetylcholine receptor M2 CHEMBL211	Ki	6.7	6.7	199.5	1
Muscarinic acetylcholine receptor M4 CHEMBL1821	Ki	6.6	6.6	251.2	1
Histamine H1 receptor CHEMBL231	Ki	6.0	6.0	1000.0	1
Cytochrome P450 2D6 CHEMBL289	IC50	5.4	5.4	4000.0	2
Voltage-gated inwardly rectifying potassium channel KCNH2 CHEMBL240	IC50	5.38	5.38	4200.0	1
Voltage-gated inwardly rectifying potassium channel KCNH2 CHEMBL240	Ki	4.9	4.9	12589.2	1

Pharmacokinetic Data

Parameter	Value	Units	Species
CL	18.0	mL.min-1.kg-1	Rattus norvegicus
CL	1.3	mL.min-1.g-1	Rattus norvegicus
CL	1.3	mL.min-1.g-1	Rattus norvegicus
CL	1.2	mL.min-1.g-1	Homo sapiens
CL	1.2	mL.min-1.g-1	Homo sapiens
F	61.0	%	Rattus norvegicus
Fu	0.014	-	Rattus norvegicus
T1/2	1.2	hr	Rattus norvegicus
Vd	1.4	L.kg-1	Rattus norvegicus

Activity Data Samples

Top measurements by pChEMBL value

Target	Type	Rel.	Value	Units	pChEMBL	Assay	PubMed
Transporter	Ki	=	0.1349	nM	9.87	Displacement of [N-methyl-3H]nisoxetine from rat hippocampus NET by filtration b...	20170186
Sodium-dependent noradrenaline transporter	IC50	=	0.1585	nM	9.8	Inhibition of [3H]noradrenalin reuptake at human NET expressed in LLCPK cells by...	20170186
Sodium-dependent serotonin transporter	Ki	=	0.1585	nM	9.8	Displacement of [3H]citalopram from human recombinant SERT expressed in BacMam v...	20170186
Sodium-dependent serotonin transporter	Ki	=	0.1585	nM	9.8	Displacement of [N-methyl-3H]citalopram from human recombinant SERT expressed in...	20527970
Sodium-dependent serotonin transporter	Ki	=	0.1585	nM	9.8	Displacement of [3H]citalopram from human recombinant SERT scintillation proximi...	21550808
Sodium-dependent serotonin transporter	Ki	=	0.3981	nM	9.4	Displacement of [3H]citalopram from human recombinant SERT expressed in BacMam v...	20170186
Sodium-dependent noradrenaline transporter	Ki	=	0.5012	nM	9.3	Displacement of [3H]nisoxetine from human recombinant NET by scintillation proxi...	21550808
Sodium-dependent noradrenaline transporter	Ki	=	0.5012	nM	9.3	Displacement of [N-methyl-3H]nisoxetine from human recombinant NET expressed in ...	20527970
Sodium-dependent noradrenaline transporter	Ki	=	0.5012	nM	9.3	Displacement of [3H]nisoxetine from human recombinant NET expressed in BacMam vi...	20170186
Sodium-dependent serotonin transporter	Ki	=	0.6761	nM	9.17	Displacement of [3H]citalopram from rat cortex SERT by filtration binding assay	20170186
Sodium-dependent serotonin transporter	Ki	=	0.8511	nM	9.07	Displacement of [3H]citalopram from mouse cortex SERT by filtration binding assa...	20170186
Sodium-dependent serotonin transporter	IC50	=	1.259	nM	8.9	Inhibition of [3H]serotonin reuptake at human SERT expressed in LLCPK cells by s...	20170186
Sodium-dependent noradrenaline transporter	Ki	=	1.585	nM	8.8	Displacement of [3H]nisoxetine from human recombinant NET expressed in BacMam vi...	20170186
Sodium-dependent dopamine transporter	IC50	=	5.012	nM	8.3	Inhibition of [3H]dopamine reuptake at human DAT expressed in LLCPK cells by sci...	20170186
Sodium-dependent dopamine transporter	Ki	=	7.943	nM	8.1	Displacement of [3H]WIN-35428 from human recombinant DAT expressed in BacMam vir...	20170186
Sodium-dependent dopamine transporter	Ki	=	7.943	nM	8.1	Displacement of [N-methyl-3H]WIN-35428 from human recombinant DAT expressed in p...	20527970
Sodium-dependent dopamine transporter	Ki	=	7.943	nM	8.1	Displacement of [3H]WIN-35428 from human recombinant DAT by scintillation proxim...	21550808
Sodium-dependent dopamine transporter	Ki	=	13.49	nM	7.87	Displacement of [N-methyl-3H]WIN-35428 from rat striatum DAT by filtration bindi...	20170186
Sodium-dependent dopamine transporter	Ki	=	25.12	nM	7.6	Displacement of [3H]WIN-35428 from human recombinant DAT expressed in BacMam vir...	20170186
Muscarinic acetylcholine receptor M3	Ki	=	63.1	nM	7.2	Inhibition of muscarinic M3 receptor	20170186

Literature References

PubMed	DOI	Target Context	# Activities
20170186	10.1021/jm901818u	Rattus norvegicus	8
20170186	10.1021/jm901818u	Mus musculus	6
20170186	10.1021/jm901818u	Sodium-dependent serotonin transporter	5
20170186	10.1021/jm901818u	Sodium-dependent dopamine transporter	4
20170186	10.1021/jm901818u	Liver microsomes	4
20170186	10.1021/jm901818u	Sodium-dependent noradrenaline transporter	3
20170186	10.1021/jm901818u	Cytochrome P450 2C19	2
20170186	10.1021/jm901818u	Voltage-gated inwardly rectifying potassium channel KCNH2	2
20170186	10.1021/jm901818u	Unchecked	2
20170186	10.1021/jm901818u	Cytochrome P450 3A4	2
20170186	10.1021/jm901818u	Cytochrome P450 1A2	2
20170186	10.1021/jm901818u	Cytochrome P450 2C9	2
20170186	10.1021/jm901818u	Cytochrome P450 2D6	2
20170186	10.1021/jm901818u	ADMET	1
20170186	10.1021/jm901818u	Brain	1
20170186	10.1021/jm901818u	Alpha-1A adrenergic receptor	1
20170186	10.1021/jm901818u	5-hydroxytryptamine receptor 2A	1
20170186	10.1021/jm901818u	Histamine H1 receptor	1
21550808	10.1016/j.bmc.2011.04.032	Sodium-dependent dopamine transporter	1
20170186	10.1021/jm901818u	Muscarinic acetylcholine receptor M2	1

Data from ChEMBL 36 via Core Engine