Compound Detail

CHEMBL285901

Enter ChEMBL ID:

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

COc1cc(C(=O)/C=C/c2ccc(N(C)C)cc2)cc(OC)c1OC

ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID	CHEMBL285901
Phase	Preclinical
Structure Type	MOL
InChI Key	UVWVWBTZPMIHCN-DHZHZOJOSA-N

Targets

Activities

Assay Types

PK Parameters

Publications

Known Names

341.4

MW (Da)

3.67

ALogP

HBA

HBD

48.0

PSA (Å²)

0.57

QED

Ro5 Violations

Rot. Bonds

First in Class Prodrug

IC50 12 meas. best 6.18

EC50 1 meas. best 6.45

Target	Type	Best pChEMBL	Mean pChEMBL	Best (nM)	# Data
HeLa CHEMBL399	EC50	6.45	6.45	357.0	1
MDA-MB-231 CHEMBL400	IC50	6.18	6.18	656.0	1
REH CHEMBL2366320	IC50	5.98	5.98	1050.0	1
Jurkat CHEMBL397	IC50	5.92	5.92	1200.0	1
Unchecked CHEMBL612545	IC50	5.55	5.55	2800.0	1
RAW264.7 CHEMBL612557	IC50	5.54	5.35	2900.0	2
Peritoneal macrophage cell CHEMBL613703	IC50	4.57	4.57	27000.0	1
L1210 CHEMBL386	IC50	4.52	4.52	30000.0	1
HepG2 CHEMBL395	IC50	4.52	4.52	30000.0	1
NIH3T3 CHEMBL614822	IC50	4.18	4.18	66000.0	1
COLO 205 CHEMBL614561	IC50	4.12	4.12	75000.0	1
PBMC CHEMBL613107	IC50	4.03	4.03	92500.0	1

Top measurements by pChEMBL value

Target	Type	Rel.	Value	Units	pChEMBL	Assay	PubMed
HeLa	EC50	=	357.0	nM	6.45	Antimitotic activity in human HeLa cells assessed as cell density loss after 24 ...	23524161
MDA-MB-231	IC50	=	656.0	nM	6.18	Antimigratory activity against human MDA-MB-231 cells after 6 hrs by Boyden cham...	23524161
REH	IC50	=	1050.0	nM	5.98	Cytotoxicity against human REH cells after 48 hrs by MTT assay	23524161
Jurkat	IC50	=	1200.0	nM	5.92	Cytotoxicity against human Jurkat cells after 48 hrs by MTT assay	23524161
Unchecked	IC50	=	2800.0	nM	5.55	Inhibition of bovine brain tubulin assembly after 20 mins by spectrophotometric ...	23524161
RAW264.7	IC50	=	2900.0	nM	5.54	Antiinflammatory activity in mouse RAW264.7 cells assessed as inhibition of LPS-...	21988173
RAW264.7	IC50	=	6880.0	nM	5.16	Antiinflammatory activity in mouse RAW264.7 cells assessed as inhibition of LPS-...	21988173
Peritoneal macrophage cell	IC50	=	27000.0	nM	4.57	Inhibition of nitric oxide production in LPS/IFN-gamma-stimulated BALB/c mouse p...	19875299
HepG2	IC50	=	30000.0	nM	4.52	Growth inhibition of human HepG2 cells after 48 hrs by MTT assay	19875299
L1210	IC50	=	30000.0	nM	4.52	Cytotoxicity against mouse L1210 cells after 24 hrs by MTT assay	23524161
NIH3T3	IC50	=	66000.0	nM	4.18	Cytotoxicity against mouse NIH/3T3 cells after 24 hrs by MTT assay	23524161
COLO 205	IC50	=	75000.0	nM	4.12	Growth inhibition of human COLO205 cells after 48 hrs by MTT assay	19875299
PBMC	IC50	=	92500.0	nM	4.03	Cytotoxicity against human PBMC cells after 24 hrs by MTT assay	23524161

PubMed	DOI	Target Context	# Activities
21988173	10.1021/jm200946h	NON-PROTEIN TARGET	9
21988173	10.1021/jm200946h	RAW264.7	8
23524161	10.1016/j.ejmech.2013.02.037	HeLa	7
17007965	10.1016/j.ejmech.2006.08.012	Candida albicans	3
23524161	10.1016/j.ejmech.2013.02.037	MDA-MB-231	3
2362275	10.1021/jm00169a021	HeLa	2
18584918	10.1016/j.ejmech.2008.05.010	Staphylococcus aureus	2
27689728	10.1016/j.ejmech.2016.09.048	MCF7	1
23524161	10.1016/j.ejmech.2013.02.037	L1210	1
23524161	10.1016/j.ejmech.2013.02.037	NIH3T3	1
23524161	10.1016/j.ejmech.2013.02.037	PBMC	1
23524161	10.1016/j.ejmech.2013.02.037	HUVEC	1
21988173	10.1021/jm200946h	MAP kinase p38	1
21988173	10.1021/jm200946h	Unchecked	1
20813535	10.1016/j.bmc.2010.08.021	Telomerase reverse transcriptase	1
20705463	10.1016/j.bmcl.2010.07.094	Helicobacter pylori	1
19875299	10.1016/j.bmc.2009.10.022	COLO 205	1
19875299	10.1016/j.bmc.2009.10.022	HepG2	1
19875299	10.1016/j.bmc.2009.10.022	Peritoneal macrophage cell	1
18584918	10.1016/j.ejmech.2008.05.010	Escherichia coli	1

Data from ChEMBL 36 via Core Engine