Compound Detail

CHEMBL122701

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O=c1c(O)c(-c2ccc(O)c(O)c2)oc2ccccc12

ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID	CHEMBL122701
Phase	Preclinical
Structure Type	MOL
InChI Key	KPGMHZQXQVDYNT-UHFFFAOYSA-N

Targets

Activities

Assay Types

PK Parameters

Publications

Known Names

Molecular Properties

270.2

MW (Da)

2.58

ALogP

HBA

HBD

90.9

PSA (Å²)

0.59

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	C15H10O5
MW	270.24
Aromatic Rings	3
Heavy Atoms	20
NP-Likeness	1.02

Activity Summary

EC50 9 meas. best 7.26

IC50 5 meas. best 5.75

Target Activity Profile

Target	Type	Best pChEMBL	Mean pChEMBL	Best (nM)	# Data
Aorta CHEMBL613606	EC50	7.26	5.8663	55.0	8
HT-22 CHEMBL614316	EC50	6.3	6.3	500.0	1
Rattus norvegicus CHEMBL376	IC50	5.75	5.75	1800.0	1
Beta-galactoside alpha-2,6-sialyltransferase 1 CHEMBL4276	IC50	5.72	5.72	1900.0	1
Cyclin-dependent kinase 2 CHEMBL301	IC50	5.4	5.4	4000.0	1
Beta-galactoside alpha-2,6-sialyltransferase 1 CHEMBL3596075	IC50	5.12	5.12	7500.0	1
Thoracic aorta CHEMBL2367449	IC50	5.02	5.02	9549.9	1

Activity Data Samples

Top measurements by pChEMBL value

Target	Type	Rel.	Value	Units	pChEMBL	Assay	PubMed
Aorta	EC50	=	54.95	nM	7.26	Effect on acetylcholine-induced vasorelaxation in xanthine/xanthine oxidase expo...	18307286
Aorta	EC50	=	64.57	nM	7.19	Effect on acetylcholine-induced vasorelaxation in pyrogallol exposed Sprague-Daw...	18307286
HT-22	EC50	=	500.0	nM	6.3	Neuroprotective activity in mouse HT22 cells assessed as reduction in IAA-induce...	22192055
Aorta	EC50	=	1348.96	nM	5.87	Vasorelaxant activity against U46619-induced contraction in endothelium-intact S...	18307286
Rattus norvegicus	IC50	=	1800.0	nM	5.75	Inhibitory effect on the oxidative degradation of membrane lipids (lipid peroxid...	11020290
Beta-galactoside alpha-2,6-sialyltransferase 1	IC50	=	1900.0	nM	5.72	Inhibition of rat ST6Gal1	-
Aorta	EC50	=	3019.95	nM	5.52	Vasorelaxant activity against U46619-induced contraction in endothelium-denuded ...	18307286
Cyclin-dependent kinase 2	IC50	=	4000.0	nM	5.4	Inhibition of CDK2	17178224
Aorta	EC50	=	4677.35	nM	5.33	Vasorelaxant activity in phenylephrine and KPSS-precontracted Sprague-Dawley rat...	21470863
Aorta	EC50	=	5011.87	nM	5.3	Vascular activity in KPSS precontracted Sprague-Dawley rat thoracic aorta assess...	18307286
Aorta	EC50	=	5495.41	nM	5.26	Vasorelaxant activity against KCl-induced contraction in endothelium-intact Spra...	18307286
Aorta	EC50	=	6309.57	nM	5.2	Vasorelaxant activity against KCl-induced contraction in endothelium-denuded Spr...	18307286
Beta-galactoside alpha-2,6-sialyltransferase 1	IC50	=	7500.0	nM	5.12	Inhibition of human ST6Gal1	-
Thoracic aorta	IC50	=	9549.93	nM	5.02	Vasorelaxant activity in Sprague-Dawley rat thoracic aorta with intact endotheli...	-

Literature References

PubMed	DOI	Target Context	# Activities
18307286	10.1021/jm070352h	Aorta	17
21470863	10.1016/j.bmcl.2011.03.040	ADMET	4
22192055	10.1021/jm2012563	HT-22	4
17166721	10.1016/j.bmc.2006.11.037	NON-PROTEIN TARGET	3
21470863	10.1016/j.bmcl.2011.03.040	Rattus norvegicus	3
-	10.1039/C0MD00240B	Thoracic aorta	3
25262941	10.1016/j.bmc.2014.08.038	Melanocortin receptor 3	2
25262941	10.1016/j.bmc.2014.08.038	Adrenocorticotropic hormone receptor	2
25262941	10.1016/j.bmc.2014.08.038	Melanocyte-stimulating hormone receptor	2
25262941	10.1016/j.bmc.2014.08.038	Melanocortin receptor 4	2
-	10.1039/C0MD00240B	Rattus norvegicus	2
-	10.1039/C0MD00240B	Ovis aries	2
-	10.1039/C4MD00086B	Beta-galactoside alpha-2,6-sialyltransferase 1	2
21470863	10.1016/j.bmcl.2011.03.040	Aorta	2
17166721	10.1016/j.bmc.2006.11.037	Radical scavenging activity	2
22192055	10.1021/jm2012563	N9	1
22192055	10.1021/jm2012563	PC-12	1
20692831	10.1016/j.bmcl.2010.07.068	NON-PROTEIN TARGET	1
17178224	10.1016/j.bmcl.2006.12.011	Cyclin-dependent kinase 2	1
32364726	10.1021/acs.jnatprod.0c00014	Fructose-1,6-bisphosphatase 1	1

Data from ChEMBL 36 via Core Engine