Compound Detail

CHEMBL522420

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COc1ccc2c(N)c(C(=O)c3cc(OC)c(OC)c(OC)c3)oc2c1

ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID	CHEMBL522420
Phase	Preclinical
Structure Type	MOL
InChI Key	JXNJKFBJFMHLKN-UHFFFAOYSA-N

Targets

Activities

Assay Types

PK Parameters

Publications

Known Names

Molecular Properties

357.4

MW (Da)

3.28

ALogP

HBA

HBD

93.2

PSA (Å²)

0.68

QED

Ro5 Violations

Rot. Bonds

Drug Information

Molecule Type	Small molecule
Availability	Unknown
Chirality	Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula	C19H19NO6
MW	357.36
Aromatic Rings	3
Heavy Atoms	26
NP-Likeness	-0.08

Activity Summary

IC50 16 meas. best 8.51

Target Activity Profile

Target	Type	Best pChEMBL	Mean pChEMBL	Best (nM)	# Data
Jurkat CHEMBL397	IC50	8.51	8.51	3.1	1
HL-60 CHEMBL383	IC50	8.46	8.46	3.5	1
SEM CHEMBL4296493	IC50	8.44	8.44	3.6	1
Daoy CHEMBL612519	IC50	8.3	8.3	5.0	1
HeLa CHEMBL399	IC50	8.21	8.21	6.2	1
CCRF-CEM CHEMBL382	IC50	7.06	7.06	87.0	2
K562 CHEMBL385	IC50	6.92	6.92	120.0	1
NON-PROTEIN TARGET CHEMBL3879801	IC50	6.85	6.85	140.0	2
FM3A CHEMBL614297	IC50	6.55	6.55	280.0	2
L1210 CHEMBL386	IC50	6.37	6.37	430.0	2
HT-29 CHEMBL384	IC50	6.1	6.1	787.0	1
Unchecked CHEMBL612545	IC50	5.96	5.96	1100.0	1

Activity Data Samples

Top measurements by pChEMBL value

Target	Type	Rel.	Value	Units	pChEMBL	Assay	PubMed
Jurkat	IC50	=	3.1	nM	8.51	Antiproliferative activity against human Jurkat cells assessed as inhibition of ...	32417696
HL-60	IC50	=	3.5	nM	8.46	Antiproliferative activity against human HL-60 cells assessed as inhibition of c...	32417696
SEM	IC50	=	3.6	nM	8.44	Antiproliferative activity against human SEM cells assessed as inhibition of cel...	32417696
Daoy	IC50	=	5.0	nM	8.3	Antiproliferative activity against human Daoy cells assessed as inhibition of ce...	32417696
HeLa	IC50	=	6.2	nM	8.21	Antiproliferative activity against human HeLa cells assessed as inhibition of ce...	32417696
CCRF-CEM	IC50	=	87.0	nM	7.06	Antiproliferative activity against human CEM cells after 2 days	18755591
CCRF-CEM	IC50	=	87.0	nM	7.06	Cytotoxicity against human CEM cells after 2 days	19736015
K562	IC50	=	120.0	nM	6.92	Cytotoxicity against human K-562 after 24 hrs	18755591
NON-PROTEIN TARGET	IC50	=	140.0	nM	6.85	Antiproliferative activity against human Molt4/C8 cells after 2 days	18755591
NON-PROTEIN TARGET	IC50	=	140.0	nM	6.85	Cytotoxicity against human Molt4/C8 cells after 2 days	19736015
FM3A	IC50	=	280.0	nM	6.55	Antiproliferative activity against mouse FM3A cells after 2 days	18755591
FM3A	IC50	=	280.0	nM	6.55	Cytotoxicity against mouse FM3A0 cells after 2 days	19736015
L1210	IC50	=	430.0	nM	6.37	Antiproliferative activity against mouse L1210 cells after 2 days	18755591
L1210	IC50	=	430.0	nM	6.37	Cytotoxicity against mouse L1210 cells after 2 days	19736015
HT-29	IC50	=	787.0	nM	6.1	Antiproliferative activity against human HT-29 cells assessed as inhibition of c...	32417696
Unchecked	IC50	=	1100.0	nM	5.96	Inhibition of bovine brain tubulin polymerization for 20 mins by turbidimetry	18755591

Literature References

PubMed	DOI	Target Context	# Activities
18755591	10.1016/j.bmc.2008.08.029	K562	5
18755591	10.1016/j.bmc.2008.08.029	Unchecked	2
19736015	10.1016/j.bmc.2009.08.027	NON-PROTEIN TARGET	1
32417696	10.1016/j.ejmech.2020.112448	Jurkat	1
32417696	10.1016/j.ejmech.2020.112448	SEM	1
32417696	10.1016/j.ejmech.2020.112448	HL-60	1
32417696	10.1016/j.ejmech.2020.112448	Daoy	1
32417696	10.1016/j.ejmech.2020.112448	HT-29	1
32417696	10.1016/j.ejmech.2020.112448	HeLa	1
19736015	10.1016/j.bmc.2009.08.027	HeLa	1
19736015	10.1016/j.bmc.2009.08.027	CCRF-CEM	1
18755591	10.1016/j.bmc.2008.08.029	L1210	1
19736015	10.1016/j.bmc.2009.08.027	FM3A	1
19736015	10.1016/j.bmc.2009.08.027	L1210	1
18755591	10.1016/j.bmc.2008.08.029	CCRF-CEM	1
18755591	10.1016/j.bmc.2008.08.029	NON-PROTEIN TARGET	1
18755591	10.1016/j.bmc.2008.08.029	FM3A	1

Data from ChEMBL 36 via Core Engine