Compound Detail

CHEMBL518935

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Oc1ccc([C@H]2Oc3ccc(/C=C/c4cc(O)cc(O)c4)cc3[C@@H]2c2cc(O)cc(O)c2)cc1

ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID	CHEMBL518935
Phase	Preclinical
Structure Type	MOL
InChI Key	LILPTCHQLRKZNG-LPGNHZEISA-N

Targets

Activities

Assay Types

PK Parameters

Publications

Known Names

454.5

MW (Da)

5.65

ALogP

HBA

HBD

110.4

PSA (Å²)

0.25

QED

Ro5 Violations

Rot. Bonds

Natural Product First in Class Prodrug

IC50 11 meas. best 5.62

Target	Type	Best pChEMBL	Mean pChEMBL	Best (nM)	# Data
Amine oxidase [flavin-containing] B CHEMBL2039	IC50	5.62	5.62	2390.0	1
Prostaglandin G/H synthase 2 CHEMBL230	IC50	5.43	5.43	3700.0	1
Prostaglandin G/H synthase 1 CHEMBL221	IC50	5.37	4.975	4300.0	2
Acetylcholinesterase CHEMBL4078	IC50	5.37	5.37	4300.0	1
Amine oxidase [flavin-containing] A CHEMBL1951	IC50	5.05	5.05	8930.0	1
HepG2 CHEMBL395	IC50	4.32	4.32	48000.0	1
MCF-10A CHEMBL614321	IC50	4.32	4.32	48000.0	1
CCRF-CEM CHEMBL382	IC50	4.31	4.31	49000.0	1
No relevant target CHEMBL2362975	IC50	4.11	4.11	76830.0	1
RAW264.7 CHEMBL612557	IC50	4.1	4.1	80200.0	1

Top measurements by pChEMBL value

Target	Type	Rel.	Value	Units	pChEMBL	Assay	PubMed
Amine oxidase [flavin-containing] B	IC50	=	2390.0	nM	5.62	Inhibition of human MAO-B preincubated for 15 mins followed by p-tyramine substr...	30529634
Prostaglandin G/H synthase 2	IC50	=	3700.0	nM	5.43	Inhibition of COX2	11170689
Prostaglandin G/H synthase 1	IC50	=	4300.0	nM	5.37	Inhibition of COX1	11170689
Acetylcholinesterase	IC50	=	4300.0	nM	5.37	Inhibition of electric eel AChE using acetylthiocholine iodide as substrate pret...	31350127
Amine oxidase [flavin-containing] A	IC50	=	8930.0	nM	5.05	Inhibition of human MAO-A preincubated for 15 mins followed by p-tyramine substr...	30529634
Prostaglandin G/H synthase 1	IC50	=	26000.0	nM	4.58	Inhibition of COX1	10650073
MCF-10A	IC50	=	48000.0	nM	4.32	Cytotoxicity against human MCF-10A cells after 3 days by microplate reader analy...	32705864
HepG2	IC50	=	48000.0	nM	4.32	Cytotoxicity against human HepG2 cells after 3 days by microplate reader analysi...	32705864
CCRF-CEM	IC50	=	49000.0	nM	4.31	Cytotoxicity against human CEM cells	10650073
No relevant target	IC50	=	76830.0	nM	4.11	Antioxidant activity assessed as inhibition of DPPH free radical after 30 mins b...	30529634
RAW264.7	IC50	=	80200.0	nM	4.1	Antiinflammatory activity in mouse RAW264.7 cells assessed as inhibition of LPS/...	31350127

PubMed	DOI	Target Context	# Activities
32705864	10.1021/acs.jnatprod.0c00071	Staphylococcus aureus	2
31350127	10.1016/j.bmcl.2019.07.026	RAW264.7	2
31350127	10.1016/j.bmcl.2019.07.026	Acetylcholinesterase	2
30529634	10.1016/j.ejmech.2018.11.040	No relevant target	1
32705864	10.1021/acs.jnatprod.0c00071	Unchecked	1
32705864	10.1021/acs.jnatprod.0c00071	Pseudomonas aeruginosa	1
32705864	10.1021/acs.jnatprod.0c00071	HepG2	1
32705864	10.1021/acs.jnatprod.0c00071	MCF-10A	1
31350127	10.1016/j.bmcl.2019.07.026	PC-12	1
10650073	10.1021/np990266n	Human immunodeficiency virus 1	1
30529634	10.1016/j.ejmech.2018.11.040	Unchecked	1
30529634	10.1016/j.ejmech.2018.11.040	Amine oxidase [flavin-containing] B	1
30529634	10.1016/j.ejmech.2018.11.040	Amine oxidase [flavin-containing] A	1
11170689	10.1021/np000426r	Prostaglandin G/H synthase 2	1
11170689	10.1021/np000426r	Prostaglandin G/H synthase 1	1
10650073	10.1021/np990266n	Prostaglandin G/H synthase 2	1
10650073	10.1021/np990266n	Prostaglandin G/H synthase 1	1
10650073	10.1021/np990266n	CCRF-CEM	1

Data from ChEMBL 36 via Core Engine