Compound Detail

CHEMBL115444

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O=C(OCc1cc2c(cc1Cl)OCO2)N1CCC(n2c(O)nc3ccccc32)CC1

ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID	CHEMBL115444
Phase	Preclinical
Structure Type	MOL
InChI Key	HLZHNRNWOPIWCL-UHFFFAOYSA-N

Targets

Activities

Assay Types

PK Parameters

Publications

Known Names

Molecular Properties

429.9

MW (Da)

4.10

ALogP

HBA

HBD

86.0

PSA (Å²)

0.67

QED

Ro5 Violations

Rot. Bonds

Drug Information

Molecule Type	Small molecule
Availability	Unknown
Chirality	Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula	C21H20ClN3O5
MW	429.86
Aromatic Rings	3
Heavy Atoms	30
NP-Likeness	-1.07

Activity Summary

IC50 19 meas. best 6.83

Target Activity Profile

Target	Type	Best pChEMBL	Mean pChEMBL	Best (nM)	# Data
Mu-type opioid receptor CHEMBL233	IC50	6.83	6.83	147.0	2
Kappa-type opioid receptor CHEMBL237	IC50	6.55	6.55	284.0	2
5-hydroxytryptamine receptor 1B CHEMBL1898	IC50	6.15	6.15	708.0	1
Translocator protein CHEMBL5742	IC50	5.98	5.98	1040.0	1
Adrenergic receptor alpha-1 CHEMBL2094251	IC50	5.87	5.87	1340.0	1
Melatonin receptor type 1A CHEMBL1945	IC50	5.76	5.76	1740.0	1
Adenosine receptor A3 CHEMBL256	IC50	5.75	5.75	1780.0	1
Vasopressin V1a receptor CHEMBL1889	IC50	5.65	5.65	2220.0	1
Unchecked CHEMBL612545	IC50	5.62	5.62	2380.0	1
Delta-type opioid receptor CHEMBL236	IC50	5.6	5.6	2530.0	2
Adenosine receptor A1 CHEMBL226	IC50	5.58	5.58	2640.0	1
Sodium-dependent noradrenaline transporter CHEMBL222	IC50	5.52	5.52	3020.0	1
Substance-K receptor CHEMBL2327	IC50	5.36	5.36	4420.0	1
5-hydroxytryptamine receptor 1A CHEMBL214	IC50	5.33	5.33	4650.0	1
D(1B) dopamine receptor CHEMBL1850	IC50	5.31	5.31	4890.0	1
D(1A) dopamine receptor CHEMBL2056	IC50	5.12	5.12	7580.0	1

Activity Data Samples

Top measurements by pChEMBL value

Target	Type	Rel.	Value	Units	pChEMBL	Assay	PubMed
Mu-type opioid receptor	IC50	=	147.0	nM	6.83	Binding affinity against mu opiate receptor	11585444
Mu-type opioid receptor	IC50	=	147.0	nM	6.83	Binding affinity against mu-opiate receptor (human) using [3H]DAMGO radioligand	11585443
Kappa-type opioid receptor	IC50	=	284.0	nM	6.55	Binding affinity against opioid receptor kappa 1 using [3H]- U-69,593 radioligan...	11585443
Kappa-type opioid receptor	IC50	=	284.0	nM	6.55	Binding affinity against opioid receptor kappa 1 by using [3H]U-69593 as radioli...	11585444
5-hydroxytryptamine receptor 1B	IC50	=	708.0	nM	6.15	Binding affinity against 5-hydroxytryptamine 1B receptor	11585444
Translocator protein	IC50	=	1040.0	nM	5.98	Binding affinity for peripheral benzodiazepine receptor	11585444
Adrenergic receptor alpha-1	IC50	=	1340.0	nM	5.87	Inhibition of alpha-1 adrenergic receptor	11585444
Melatonin receptor type 1A	IC50	=	1740.0	nM	5.76	Binding affinity against melatonin receptor type 1A	11585444
Adenosine receptor A3	IC50	=	1780.0	nM	5.75	Inhibition of human adenosine A3 receptor	11585444
Vasopressin V1a receptor	IC50	=	2220.0	nM	5.65	Inhibition of human V1A vasopressin receptor	11585444
Unchecked	IC50	=	2380.0	nM	5.62	Binding affinity against Cl ionophore receptor	11585444
Delta-type opioid receptor	IC50	=	2530.0	nM	5.6	Binding affinity against delta-opiate receptor (human) using [3H]-DPDPE radiolig...	11585443
Delta-type opioid receptor	IC50	=	2530.0	nM	5.6	Inhibition of ligand binding to human delta opioid receptor.	11585444
Adenosine receptor A1	IC50	=	2640.0	nM	5.58	Binding affinity against A1 adenosine receptor	11585444
Sodium-dependent noradrenaline transporter	IC50	=	3020.0	nM	5.52	Binding affinity against norepinephrine transporter	11585444
Substance-K receptor	IC50	=	4420.0	nM	5.36	Binding affinity against tachykinin receptor 2	11585444
5-hydroxytryptamine receptor 1A	IC50	=	4650.0	nM	5.33	Inhibition of human 5-hydroxytryptamine 1A receptor	11585444
D(1B) dopamine receptor	IC50	=	4890.0	nM	5.31	Inhibition of human dopamine receptor D5	11585444
D(1A) dopamine receptor	IC50	=	7580.0	nM	5.12	Inhibition of human dopamine receptor D1	11585444

Literature References

PubMed	DOI	Target Context	# Activities
11585443	10.1021/jm010877o	No relevant target	2
11585444	10.1021/jm010878g	Sodium-dependent noradrenaline transporter	1
11585444	10.1021/jm010878g	Unchecked	1
11585444	10.1021/jm010878g	Vasopressin V1a receptor	1
11585444	10.1021/jm010878g	5-hydroxytryptamine receptor 1B	1
11585444	10.1021/jm010878g	5-hydroxytryptamine receptor 1A	1
11585444	10.1021/jm010878g	Substance-K receptor	1
11585444	10.1021/jm010878g	Melatonin receptor type 1A	1
11585444	10.1021/jm010878g	D(1B) dopamine receptor	1
11585444	10.1021/jm010878g	D(1A) dopamine receptor	1
11585444	10.1021/jm010878g	Translocator protein	1
11585443	10.1021/jm010877o	Mu-type opioid receptor	1
11585444	10.1021/jm010878g	Adrenergic receptor alpha-1	1
11585444	10.1021/jm010878g	Adenosine receptor A3	1
11585444	10.1021/jm010878g	Adenosine receptor A1	1
11585444	10.1021/jm010878g	Delta-type opioid receptor	1
11585444	10.1021/jm010878g	Kappa-type opioid receptor	1
11585444	10.1021/jm010878g	Mu-type opioid receptor	1
11585443	10.1021/jm010877o	Delta-type opioid receptor	1
11585443	10.1021/jm010877o	Kappa-type opioid receptor	1

Data from ChEMBL 36 via Core Engine