Compound Detail

CHEMBL253335

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COc1cc([C@H]2Oc3c(OC)cc(/C=C/C=O)cc3[C@@H]2CO)ccc1O

ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID	CHEMBL253335
Phase	Preclinical
Structure Type	MOL
InChI Key	GWCSSLSMGCFIFR-LNFBDUAVSA-N

Targets

Activities

Assay Types

PK Parameters

Publications

Known Names

356.4

MW (Da)

2.83

ALogP

HBA

HBD

85.2

PSA (Å²)

0.61

QED

Ro5 Violations

Rot. Bonds

Natural Product First in Class Prodrug

IC50 4 meas. best 4.82

Target	Type	Best pChEMBL	Mean pChEMBL	Best (nM)	# Data
Unchecked CHEMBL612545	IC50	4.82	4.82	15000.0	1
Hep 3B2 CHEMBL4296437	IC50	4.65	4.65	22400.0	1
Neutrophil CHEMBL613710	IC50	4.5	4.5	31940.0	1
HepG2 CHEMBL395	IC50	4.42	4.42	38100.0	1

Top measurements by pChEMBL value

Target	Type	Rel.	Value	Units	pChEMBL	Assay	PubMed
Unchecked	IC50	=	15000.0	nM	4.82	Inhibition of theophylline-stimulated melanogenesis in mouse B16-4A5 cells after...	20189399
Hep 3B2	IC50	=	22400.0	nM	4.65	Cytotoxicity against human Hep3B cells assessed as decrease in cell viability af...	29567344
Neutrophil	IC50	=	31940.0	nM	4.5	Antiinflammatory activity in human neutrophils assessed as fMLP-induced superoxi...	17822293
HepG2	IC50	=	38100.0	nM	4.42	Cytotoxicity against human HepG2 cells assessed as decrease in cell viability af...	29567344

PubMed	DOI	Target Context	# Activities
20189399	10.1016/j.bmc.2010.01.046	Unchecked	5
20189399	10.1016/j.bmc.2010.01.046	ADMET	5
20189399	10.1016/j.bmc.2010.01.046	Tyrosinase	2
22330636	10.1016/j.bmcl.2012.01.062	HT-29	2
22330636	10.1016/j.bmcl.2012.01.062	A549	2
22330636	10.1016/j.bmcl.2012.01.062	MCF7	2
17822293	10.1021/np070186g	Neutrophil	1
22330636	10.1016/j.bmcl.2012.01.062	HCT-116	1
29567344	10.1016/j.bmcl.2018.03.043	Hep 3B2	1
29567344	10.1016/j.bmcl.2018.03.043	HepG2	1

Data from ChEMBL 36 via Core Engine