Compound Detail

CHEMBL5403404

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CCCN1CCN(c2ccc3c(c2)C(N(C)C(=O)OCc2ccccc2)CCC3)CC1

ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID	CHEMBL5403404
Phase	Preclinical
Structure Type	MOL
InChI Key	PBFDUYRSNDQIDN-UHFFFAOYSA-N

Targets

Activities

Assay Types

PK Parameters

Publications

Known Names

Molecular Properties

421.6

MW (Da)

4.86

ALogP

HBA

HBD

36.0

PSA (Å²)

0.67

QED

Ro5 Violations

Rot. Bonds

Drug Information

Availability	Unknown
Chirality	Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula	C26H35N3O2
MW	421.59
Aromatic Rings	2
Heavy Atoms	31
NP-Likeness	-1.04

Activity Summary

Ki 24 meas. best 8.26

Target Activity Profile

Target	Type	Best pChEMBL	Mean pChEMBL	Best (nM)	# Data
Sigma intracellular receptor 2 CHEMBL4105864	Ki	8.26	8.26	5.5	1
Histamine H1 receptor CHEMBL231	Ki	7.7	7.7	20.0	1
Sigma intracellular receptor 2 CHEMBL4105907	Ki	7.48	7.48	33.0	1
Sigma non-opioid intracellular receptor 1 CHEMBL287	Ki	7.09	7.09	82.0	1
5-hydroxytryptamine receptor 2B CHEMBL1833	Ki	7.0	7.0	100.0	1
5-hydroxytryptamine receptor 1D CHEMBL1983	Ki	6.87	6.87	135.0	1
5-hydroxytryptamine receptor 1A CHEMBL214	Ki	6.81	6.81	156.0	1
Sigma non-opioid intracellular receptor 1 CHEMBL4153	Ki	6.7	6.7	200.0	1
5-hydroxytryptamine receptor 2A CHEMBL224	Ki	6.5	6.5	315.0	1
5-hydroxytryptamine receptor 1B CHEMBL1898	Ki	6.44	6.44	362.0	1
D(3) dopamine receptor CHEMBL234	Ki	6.36	6.36	438.0	1
5-hydroxytryptamine receptor 7 CHEMBL3155	Ki	6.34	6.34	459.0	1
D(1A) dopamine receptor CHEMBL2056	Ki	6.16	6.16	690.0	1
5-hydroxytryptamine receptor 2C CHEMBL225	Ki	6.12	6.12	762.0	1
5-hydroxytryptamine receptor 6 CHEMBL3371	Ki	6.11	6.11	778.0	1
Alpha-2A adrenergic receptor CHEMBL1867	Ki	5.99	5.99	1031.0	1
Histamine H3 receptor CHEMBL264	Ki	5.87	5.87	1351.0	1
Alpha-1A adrenergic receptor CHEMBL229	Ki	5.63	5.63	2356.0	1
Alpha-1D adrenergic receptor CHEMBL223	Ki	5.59	5.59	2595.0	1
Alpha-2B adrenergic receptor CHEMBL1942	Ki	5.48	5.48	3326.0	1
D(1B) dopamine receptor CHEMBL1850	Ki	5.4	5.4	3964.0	1
D(4) dopamine receptor CHEMBL219	Ki	5.18	5.18	6660.0	1
Muscarinic acetylcholine receptor M5 CHEMBL2035	Ki	5.18	5.18	6621.0	1
Translocator protein CHEMBL5742	Ki	5.08	5.08	8325.0	1

Pharmacokinetic Data

Parameter	Value	Units	Species
T1/2	1.2	hr	Mus musculus

Activity Data Samples

Top measurements by pChEMBL value

Target	Type	Rel.	Value	Units	pChEMBL	Assay	PubMed
Sigma intracellular receptor 2	Ki	=	5.5	nM	8.26	Displacement of [3H]-ditolylguanidine from sigma 2 receptor/TMEM97 in rat PC-12 ...	36088757
Histamine H1 receptor	Ki	=	20.0	nM	7.7	Binding affinity at human Histamine H1 receptor assessed as inhibition constant	36088757
Sigma intracellular receptor 2	Ki	=	33.0	nM	7.48	Displacement of [3H]-ditolylguanidine from human sigma 2 receptor/TMEM97 transfe...	36088757
Sigma non-opioid intracellular receptor 1	Ki	=	82.0	nM	7.09	Displacement of [3H](+)-pentazocine from human sigma 1 receptor transfected in H...	36088757
5-hydroxytryptamine receptor 2B	Ki	=	100.0	nM	7.0	Binding affinity to human 5HT2B receptor assessed as inhibition constant	36088757
5-hydroxytryptamine receptor 1D	Ki	=	135.0	nM	6.87	Binding affinity to human 5HT1D receptor assessed as inhibition constant	36088757
5-hydroxytryptamine receptor 1A	Ki	=	156.0	nM	6.81	Binding affinity to human 5HT1A receptor assessed as inhibition constant	36088757
Sigma non-opioid intracellular receptor 1	Ki	=	200.0	nM	6.7	Displacement of [3H](+)-pentazocine from sigma 1 receptor in guinea pig brain as...	36088757
5-hydroxytryptamine receptor 2A	Ki	=	315.0	nM	6.5	Binding affinity to human 5HT2A receptor assessed as inhibition constant	36088757
5-hydroxytryptamine receptor 1B	Ki	=	362.0	nM	6.44	Binding affinity to human 5HT1B receptor assessed as inhibition constant	36088757
D(3) dopamine receptor	Ki	=	438.0	nM	6.36	Binding affinity to human dopamine D3 receptor assessed as inhibition constant	36088757
5-hydroxytryptamine receptor 7	Ki	=	459.0	nM	6.34	Binding affinity to human 5HT7 receptor assessed as inhibition constant	36088757
D(1A) dopamine receptor	Ki	=	690.0	nM	6.16	Binding affinity to human dopamine D1 receptor assessed as inhibition constant	36088757
5-hydroxytryptamine receptor 2C	Ki	=	762.0	nM	6.12	Binding affinity to human 5HT2C receptor assessed as inhibition constant	36088757
5-hydroxytryptamine receptor 6	Ki	=	778.0	nM	6.11	Binding affinity to human 5HT6 receptor assessed as inhibition constant	36088757
Alpha-2A adrenergic receptor	Ki	=	1031.0	nM	5.99	Binding affinity to human alpha 2A adrenergic receptor assessed as inhibition co...	36088757
Histamine H3 receptor	Ki	=	1351.0	nM	5.87	Binding affinity at human Histamine H3 receptor assessed as inhibition constant	36088757
Alpha-1A adrenergic receptor	Ki	=	2356.0	nM	5.63	Binding affinity to human alpha 1A adrenergic receptor assessed as inhibition co...	36088757
Alpha-1D adrenergic receptor	Ki	=	2595.0	nM	5.59	Binding affinity to human alpha 1D adrenergic receptor assessed as inhibition co...	36088757
Alpha-2B adrenergic receptor	Ki	=	3326.0	nM	5.48	Binding affinity to human alpha 2B adrenergic receptor assessed as inhibition co...	36088757

Literature References

PubMed	DOI	Target Context	# Activities
36088757	10.1016/j.ejmech.2022.114696	Unchecked	5
36088757	10.1016/j.ejmech.2022.114696	ADMET	4
36088757	10.1016/j.ejmech.2022.114696	Sigma intracellular receptor 2	2
36088757	10.1016/j.ejmech.2022.114696	Sigma non-opioid intracellular receptor 1	2
36088757	10.1016/j.ejmech.2022.114696	GABA-A receptor; anion channel	1
36088757	10.1016/j.ejmech.2022.114696	D(4) dopamine receptor	1
36088757	10.1016/j.ejmech.2022.114696	Alpha-1D adrenergic receptor	1
36088757	10.1016/j.ejmech.2022.114696	Delta-type opioid receptor	1
36088757	10.1016/j.ejmech.2022.114696	Alpha-2B adrenergic receptor	1
36088757	10.1016/j.ejmech.2022.114696	Alpha-2C adrenergic receptor	1
36088757	10.1016/j.ejmech.2022.114696	Beta-1 adrenergic receptor	1
36088757	10.1016/j.ejmech.2022.114696	Beta-2 adrenergic receptor	1
36088757	10.1016/j.ejmech.2022.114696	Sodium-dependent noradrenaline transporter	1
36088757	10.1016/j.ejmech.2022.114696	Histamine H1 receptor	1
36088757	10.1016/j.ejmech.2022.114696	Kappa-type opioid receptor	1
36088757	10.1016/j.ejmech.2022.114696	Muscarinic acetylcholine receptor M1	1
36088757	10.1016/j.ejmech.2022.114696	Muscarinic acetylcholine receptor M2	1
36088757	10.1016/j.ejmech.2022.114696	Muscarinic acetylcholine receptor M3	1
36088757	10.1016/j.ejmech.2022.114696	Muscarinic acetylcholine receptor M4	1
36088757	10.1016/j.ejmech.2022.114696	Muscarinic acetylcholine receptor M5	1

Data from ChEMBL 36 via Core Engine