Compound Detail

CHEMBL1592888

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Cc1c(C(=O)c2cccc3ccccc23)c2cccc3c2n1[C@@H](CN1CCOCC1)CO3

ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID	CHEMBL1592888
Phase	Preclinical
Structure Type	MOL
InChI Key	HQVHOQAKMCMIIM-FQEVSTJZSA-N

Targets

Activities

Assay Types

PK Parameters

Publications

Known Names

Molecular Properties

426.5

MW (Da)

4.60

ALogP

HBA

HBD

43.7

PSA (Å²)

0.45

QED

Ro5 Violations

Rot. Bonds

Drug Information

Molecule Type	Small molecule
Availability	Unknown
Chirality	Unknown

Flags

Natural Product First in Class Prodrug

Extended Properties

Molecular Formula	C27H26N2O3
MW	426.52
Aromatic Rings	4
Heavy Atoms	32
NP-Likeness	-0.43

Activity Summary

IC50 11 meas. best 7.64

EC50 2 meas. best 7.21

Target Activity Profile

Target	Type	Best pChEMBL	Mean pChEMBL	Best (nM)	# Data
HFF-1 CHEMBL4296427	IC50	7.64	6.69	23.0	2
Cannabinoid receptor 2 CHEMBL253	EC50	7.21	7.21	62.0	1
Cannabinoid receptor 1 CHEMBL218	EC50	6.55	6.55	284.0	1
Unchecked CHEMBL612545	IC50	5.34	5.19	4570.0	4
Daoy CHEMBL612519	IC50	5.21	5.21	6090.0	1
Cannabinoid receptor CHEMBL2111385	IC50	5.1	5.1	8002.0	1
KNS-42 CHEMBL2366261	IC50	5.1	5.095	8020.0	2
Mus musculus CHEMBL375	IC50	5.0	5.0	10000.0	1

Activity Data Samples

Top measurements by pChEMBL value

Target	Type	Rel.	Value	Units	pChEMBL	Assay	PubMed
HFF-1	IC50	=	23.0	nM	7.64	Cytotoxicity against human HFF-1 cells assessed as reduction in cell viability i...	34825187
Cannabinoid receptor 2	EC50	=	62.0	nM	7.21	Agonist activity at human CB2R expressed in mouse AtT20 cells by FLIPR membrane ...	34825187
Cannabinoid receptor 1	EC50	=	284.0	nM	6.55	Agonist activity at human CB1R expressed in mouse AtT20 cells by FLIPR membrane ...	34825187
HFF-1	IC50	=	1820.0	nM	5.74	Antiproliferative activity against human HFF-1 cells assessed as cell growth inh...	34825187
Unchecked	IC50	=	4570.0	nM	5.34	Antiproliferative activity against human BT-16 cells assessed as cell growth inh...	34825187
Unchecked	IC50	=	4740.0	nM	5.32	Cytotoxicity against human BT-16 cells assessed as reduction in cell viability i...	34825187
Daoy	IC50	=	6090.0	nM	5.21	Antiproliferative activity against human Daoy cells assessed as cell growth inhi...	34825187
Cannabinoid receptor	IC50	=	8002.0	nM	5.1	Concentration required to displace 50% of 0.5 nM [3H](aminoalkyl)indole binding ...	1732519
KNS-42	IC50	=	8020.0	nM	5.1	Cytotoxicity against human KNS-42 cells assessed as reduction in cell viability ...	34825187
KNS-42	IC50	=	8070.0	nM	5.09	Antiproliferative activity against human KNS-42 cells assessed as cell growth in...	34825187
Unchecked	IC50	=	8600.0	nM	5.07	Cytotoxicity against human BT-12 cells assessed as reduction in cell viability i...	34825187
Unchecked	IC50	=	9320.0	nM	5.03	Antiproliferative activity against human BT-12 cells assessed as cell growth inh...	34825187
Mus musculus	IC50	=	10000.0	nM	5.0	Inhibitory activity against PG synthesis was measured in mouse brain microsomes.	1732519

Literature References

PubMed	DOI	Target Context	# Activities
34825187	10.1039/D1MD00065A	Unchecked	4
1732519	10.1021/jm00079a016	Mus musculus	3
34825187	10.1039/D1MD00065A	KNS-42	2
34825187	10.1039/D1MD00065A	Daoy	2
34825187	10.1039/D1MD00065A	HFF-1	2
36708677	10.1016/j.ejmech.2023.115123	Cell membrane	2
1732519	10.1021/jm00079a016	Cannabinoid receptor	1
34825187	10.1039/D1MD00065A	Cannabinoid receptor 1	1
34825187	10.1039/D1MD00065A	Cannabinoid receptor 2	1
34825187	10.1039/D1MD00065A	No relevant target	1

Data from ChEMBL 36 via Core Engine