Compound Detail

CHEMBL576300

Enter ChEMBL ID:

Free Research Context This compound will appear in recent viewed items on the research home for this browser.

COc1ccc(C2CC2c2cc(OC)c(OC)c(OC)c2)cc1N

ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID	CHEMBL576300
Phase	Preclinical
Structure Type	MOL
InChI Key	ITOLSPXRTLZFDI-UHFFFAOYSA-N

Targets

Activities

Assay Types

PK Parameters

Publications

Known Names

Molecular Properties

329.4

MW (Da)

3.57

ALogP

HBA

HBD

62.9

PSA (Å²)

0.82

QED

Ro5 Violations

Rot. Bonds

Drug Information

Molecule Type	Small molecule
Availability	Unknown
Chirality	Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula	C19H23NO4
MW	329.40
Aromatic Rings	2
Heavy Atoms	24
NP-Likeness	0.40

Activity Summary

IC50 15 meas. best 7.39

Target Activity Profile

Target	Type	Best pChEMBL	Mean pChEMBL	Best (nM)	# Data
HeLa CHEMBL399	IC50	7.39	7.39	41.0	1
HCT-116 CHEMBL394	IC50	7.19	7.155	64.2	2
U2OS CHEMBL615023	IC50	7.17	7.17	66.8	1
HUVEC CHEMBL613979	IC50	7.05	7.05	89.5	1
Unchecked CHEMBL612545	IC50	6.87	6.77	134.0	2
MCF7 CHEMBL387	IC50	6.67	6.67	212.0	1
CEM-DNR CHEMBL614547	IC50	6.57	6.57	270.0	1
B16 CHEMBL381	IC50	6.54	6.54	290.0	1
BJ CHEMBL614358	IC50	6.51	6.51	308.0	1
CCRF-CEM CHEMBL382	IC50	6.29	6.29	515.0	1
A549 CHEMBL392	IC50	6.29	6.29	515.0	1
K562 CHEMBL385	IC50	6.06	6.06	878.0	1
Tubulin CHEMBL2095182	IC50	5.55	5.55	2800.0	1

Activity Data Samples

Top measurements by pChEMBL value

Target	Type	Rel.	Value	Units	pChEMBL	Assay	PubMed
HeLa	IC50	=	41.0	nM	7.39	Cytotoxicity against human HeLa cells by MTT assay	19879758
HCT-116	IC50	=	64.2	nM	7.19	Cytotoxicity against human HCT116 cells assessed as reduction in cell viability ...	31401010
U2OS	IC50	=	66.8	nM	7.17	Cytotoxicity against human U2OS cells assessed as reduction in cell viability in...	31401010
HCT-116	IC50	=	75.5	nM	7.12	Cytotoxicity against p53 deficient human HCT116 cells assessed as reduction in c...	31401010
HUVEC	IC50	=	89.5	nM	7.05	Cytotoxicity against HUVEC assessed as reduction in cell viability incubated for...	31401010
Unchecked	IC50	=	134.0	nM	6.87	Cytotoxicity against human MCR5 cells assessed as reduction in cell viability in...	31401010
MCF7	IC50	=	212.0	nM	6.67	Cytotoxicity against human MCF7 cells by MTT assay	19879758
Unchecked	IC50	=	215.0	nM	6.67	Cytotoxicity against human K562-TAX cells assessed as reduction in cell viabilit...	31401010
CEM-DNR	IC50	=	270.0	nM	6.57	Cytotoxicity against human CEM/DNR cells assessed as reduction in cell viability...	31401010
B16	IC50	=	290.0	nM	6.54	Cytotoxicity against mouse B16 cells after 48 hrs by MTT assay	23369686
BJ	IC50	=	308.0	nM	6.51	Cytotoxicity against human BJ cells assessed as reduction in cell viability incu...	31401010
A549	IC50	=	515.0	nM	6.29	Cytotoxicity against human A549 cells assessed as reduction in cell viability in...	31401010
CCRF-CEM	IC50	=	515.0	nM	6.29	Cytotoxicity against human CCRF-CEM cells assessed as reduction in cell viabilit...	31401010
K562	IC50	=	878.0	nM	6.06	Cytotoxicity against human K562 cells assessed as reduction in cell viability in...	31401010
Tubulin	IC50	=	2800.0	nM	5.55	Inhibition of tubulin (unknown origin) assessed as inhibition of GTP-induced pol...	23369686

Literature References

PubMed	DOI	Target Context	# Activities
31401010	10.1016/j.bmc.2019.07.048	CCRF-CEM	15
31401010	10.1016/j.bmc.2019.07.048	Unchecked	5
31401010	10.1016/j.bmc.2019.07.048	Tubulin	4
31401010	10.1016/j.bmc.2019.07.048	HCT-116	2
19879758	10.1016/j.bmcl.2009.10.064	HeLa	1
19879758	10.1016/j.bmcl.2009.10.064	MCF7	1
23369686	10.1016/j.bmc.2012.11.056	B16	1
23369686	10.1016/j.bmc.2012.11.056	NON-PROTEIN TARGET	1
23369686	10.1016/j.bmc.2012.11.056	Tubulin	1
31401010	10.1016/j.bmc.2019.07.048	BJ	1
31401010	10.1016/j.bmc.2019.07.048	HUVEC	1
31401010	10.1016/j.bmc.2019.07.048	A549	1
31401010	10.1016/j.bmc.2019.07.048	U2OS	1
31401010	10.1016/j.bmc.2019.07.048	K562	1
31401010	10.1016/j.bmc.2019.07.048	CEM-DNR	1

Data from ChEMBL 36 via Core Engine