Compound Detail

CHEMBL5422403

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COc1ccccc1N1CCN(CCCCN2C(=O)C3C(C2=O)C2(C)C(=O)C3(C)C(c3ccccc3)=C2c2ccccc2)CC1

ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID	CHEMBL5422403
Phase	Preclinical
Structure Type	MOL
InChI Key	UIUZCPPYQICTIK-UHFFFAOYSA-N

Targets

Activities

Assay Types

PK Parameters

Publications

Known Names

Molecular Properties

603.8

MW (Da)

5.42

ALogP

HBA

HBD

70.2

PSA (Å²)

0.24

QED

Ro5 Violations

Rot. Bonds

Drug Information

Availability	Unknown
Chirality	Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula	C38H41N3O4
MW	603.76
Aromatic Rings	3
Heavy Atoms	45
NP-Likeness	-0.43

Activity Summary

IC50 10 meas. best 5.32

EC50 2 meas. best 8.22

Ki 2 meas. best 6.7

Target Activity Profile

Target	Type	Best pChEMBL	Mean pChEMBL	Best (nM)	# Data
5-hydroxytryptamine receptor 1A CHEMBL273	EC50	8.22	8.22	6.0	1
5-hydroxytryptamine receptor 2A CHEMBL322	EC50	7.0	7.0	100.0	1
5-hydroxytryptamine receptor 2A CHEMBL322	Ki	6.7	6.7	200.0	1
Histamine H1 receptor CHEMBL4701	Ki	6.52	6.52	300.0	1
SW-620 CHEMBL612262	IC50	5.32	5.32	4800.0	1
K562 CHEMBL385	IC50	5.17	5.17	6760.0	1
SW480 CHEMBL612544	IC50	5.13	5.13	7410.0	1
HCT-116 CHEMBL394	IC50	5.05	5.05	8890.0	1
D(2) dopamine receptor CHEMBL339	IC50	4.94	4.94	11600.0	1
PC-3 CHEMBL390	IC50	4.84	4.84	14600.0	1
HepG2 CHEMBL395	IC50	4.8	4.8	15680.0	1
A549 CHEMBL392	IC50	4.79	4.79	16210.0	1
MDA-MB-231 CHEMBL400	IC50	4.53	4.53	29340.0	1
HMEC-1 CHEMBL4296433	IC50	4.52	4.52	30220.0	1

Activity Data Samples

Top measurements by pChEMBL value

Target	Type	Rel.	Value	Units	pChEMBL	Assay	PubMed
5-hydroxytryptamine receptor 1A	EC50	=	6.0	nM	8.22	Agonist activity at Sprague-Dawley rat hippocampal membrane 5-HT1A receptor asse...	37951135
5-hydroxytryptamine receptor 2A	EC50	=	100.0	nM	7.0	Displacement of [3H]ketanserin from Sprague-Dawley rat 5-HT2A receptor measured ...	37951135
5-hydroxytryptamine receptor 2A	Ki	=	200.0	nM	6.7	Displacement of [3H]ketanserin from Sprague-Dawley rat 5-HT2A receptor assessed ...	37951135
Histamine H1 receptor	Ki	=	300.0	nM	6.52	Displacement of [3H]pyrilamine from Sprague-Dawley rat H1 receptor assessed as i...	37951135
SW-620	IC50	=	4800.0	nM	5.32	Cytotoxicity against human SW620 cells assessed as cell growth inhibition measur...	37951135
K562	IC50	=	6760.0	nM	5.17	Cytotoxicity against human K562 cells assessed as cell growth inhibition measure...	37951135
SW480	IC50	=	7410.0	nM	5.13	Cytotoxicity against human SW480 cells assessed as cell growth inhibition measur...	37951135
HCT-116	IC50	=	8890.0	nM	5.05	Cytotoxicity against human HCT-116 cells assessed as cell growth inhibition meas...	37951135
D(2) dopamine receptor	IC50	=	11600.0	nM	4.94	Antagonist activity at Sprague-Dawley rat striatum membrane D2 receptor assessed...	37951135
PC-3	IC50	=	14600.0	nM	4.84	Cytotoxicity against human PC-3 cells assessed as cell growth inhibition measure...	37951135
HepG2	IC50	=	15680.0	nM	4.8	Cytotoxicity against human HepG2 cells assessed as cell growth inhibition measur...	37951135
A549	IC50	=	16210.0	nM	4.79	Cytotoxicity against human A549 cells assessed as cell growth inhibition measure...	37951135
MDA-MB-231	IC50	=	29340.0	nM	4.53	Cytotoxicity against human MDA-MB-231 cells assessed as cell growth inhibition m...	37951135
HMEC-1	IC50	=	30220.0	nM	4.52	Cytotoxicity against human HMEC-1 cells assessed as cell growth inhibition measu...	37951135

Literature References

PubMed	DOI	Target Context	# Activities
37951135	10.1016/j.bmc.2023.117518	HCT-116	9
37951135	10.1016/j.bmc.2023.117518	Unchecked	9
37951135	10.1016/j.bmc.2023.117518	K562	8
37951135	10.1016/j.bmc.2023.117518	SW-620	8
37951135	10.1016/j.bmc.2023.117518	SW480	7
37951135	10.1016/j.bmc.2023.117518	HMEC-1	6
37951135	10.1016/j.bmc.2023.117518	5-hydroxytryptamine receptor 1A	2
37951135	10.1016/j.bmc.2023.117518	5-hydroxytryptamine receptor 2A	2
37951135	10.1016/j.bmc.2023.117518	PC-3	1
37951135	10.1016/j.bmc.2023.117518	HepG2	1
37951135	10.1016/j.bmc.2023.117518	A549	1
37951135	10.1016/j.bmc.2023.117518	MDA-MB-231	1
37951135	10.1016/j.bmc.2023.117518	HaCaT	1
37951135	10.1016/j.bmc.2023.117518	D(2) dopamine receptor	1
37951135	10.1016/j.bmc.2023.117518	Histamine H1 receptor	1

Data from ChEMBL 36 via Core Engine