Compound Detail

CHEMBL1080580

Enter ChEMBL ID:

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

Cc1ccc(NC(=O)c2ccc(/C=C/C(=O)NO)cc2)cc1Nc1nc(-c2cccnc2)cs1

ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID	CHEMBL1080580
Phase	Preclinical
Structure Type	MOL
InChI Key	OINCRSHJNMRVSX-YRNVUSSQSA-N

Targets

Activities

Assay Types

PK Parameters

Publications

Known Names

Molecular Properties

471.5

MW (Da)

5.03

ALogP

HBA

HBD

116.2

PSA (Å²)

0.17

QED

Ro5 Violations

Rot. Bonds

Drug Information

Molecule Type	Small molecule
Availability	Unknown
Chirality	Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula	C25H21N5O3S
MW	471.54
Aromatic Rings	4
Heavy Atoms	34
NP-Likeness	-1.62

Activity Summary

IC50 14 meas. best 8.22

EC50 1 meas. best 5.38

Target Activity Profile

Target	Type	Best pChEMBL	Mean pChEMBL	Best (nM)	# Data
EOL1 CHEMBL614489	IC50	8.22	8.22	6.0	1
Histone deacetylase 6 CHEMBL1865	IC50	7.39	7.39	41.0	1
Histone deacetylase 1 CHEMBL325	IC50	7.1	7.1	80.0	1
Unchecked CHEMBL612545	IC50	7.1	7.1	80.0	1
K562 CHEMBL385	IC50	6.05	6.05	900.0	1
CCRF-CEM CHEMBL382	IC50	5.89	5.89	1300.0	1
Tyrosine-protein kinase ABL1 CHEMBL1862	IC50	5.75	5.66	1800.0	2
Bcr/Abl fusion protein CHEMBL2096618	IC50	5.57	5.57	2700.0	1
Platelet-derived growth factor receptor beta CHEMBL1913	IC50	5.41	5.41	3900.0	2
Histone deacetylase CHEMBL2093865	EC50	5.38	5.38	4200.0	1
HeLa CHEMBL399	IC50	5.33	5.33	4640.0	1
A549 CHEMBL392	IC50	5.18	5.18	6620.0	1
Vascular endothelial growth factor receptor 2 CHEMBL279	IC50	4.96	4.96	11000.0	1

Activity Data Samples

Top measurements by pChEMBL value

Target	Type	Rel.	Value	Units	pChEMBL	Assay	PubMed
EOL1	IC50	=	6.0	nM	8.22	Cytotoxicity against human EOL-1 cells after 72 hrs by alamar-blue cell viabilit...	19301902
Histone deacetylase 6	IC50	=	41.0	nM	7.39	Inhibition of human recombinant HDAC6 expressed in HEK293 cells	19301902
Histone deacetylase 1	IC50	=	80.0	nM	7.1	Inhibition of human recombinant HDAC1 expressed in HEK293 cells	19301902
Unchecked	IC50	=	80.0	nM	7.1	Inhibition of HDAC	20166671
K562	IC50	=	900.0	nM	6.05	Cytotoxicity against human K562 cells after 72 hrs by alamar-blue cell viability...	19301902
CCRF-CEM	IC50	=	1300.0	nM	5.89	Cytotoxicity against human CCRF-CEM cells after 72 hrs by alamar-blue cell viabi...	19301902
Tyrosine-protein kinase ABL1	IC50	=	1800.0	nM	5.75	Inhibition of c-Abl T315I mutant by liquid scintillation counting	19301902
Tyrosine-protein kinase ABL1	IC50	=	2700.0	nM	5.57	Inhibition of wild-type c-Abl by liquid scintillation counting	19301902
Bcr/Abl fusion protein	IC50	=	2700.0	nM	5.57	Inhibition of wild type Bcr-Abl	20166671
Platelet-derived growth factor receptor beta	IC50	=	3900.0	nM	5.41	Inhibition of PDGFRbeta by liquid scintillation counting	19301902
Platelet-derived growth factor receptor beta	IC50	=	3900.0	nM	5.41	Inhibition of PDGFRbeta	20166671
Histone deacetylase	EC50	=	4200.0	nM	5.38	Inhibition of HDAC in human HeLa cells assessed as induction of cellular histone...	19301902
HeLa	IC50	=	4640.0	nM	5.33	Cytotoxicity against human HeLa cells after 72 hrs by alamar-blue cell viability...	19301902
A549	IC50	=	6620.0	nM	5.18	Cytotoxicity against human A549 cells after 72 hrs by alamar-blue cell viability...	19301902
Vascular endothelial growth factor receptor 2	IC50	=	11000.0	nM	4.96	Inhibition of VEGFR2 by liquid scintillation counting	19301902

Literature References

PubMed	DOI	Target Context	# Activities
19301902	10.1021/jm800988r	Tyrosine-protein kinase ABL1	2
19301902	10.1021/jm800988r	Platelet-derived growth factor receptor beta	2
19301902	10.1021/jm800988r	Bcr/Abl fusion protein	2
19301902	10.1021/jm800988r	Histone deacetylase 6	1
19301902	10.1021/jm800988r	Histone deacetylase 1	1
19301902	10.1021/jm800988r	K562	1
19301902	10.1021/jm800988r	Histone deacetylase	1
19301902	10.1021/jm800988r	HeLa	1
19301902	10.1021/jm800988r	Vascular endothelial growth factor receptor 2	1
19301902	10.1021/jm800988r	Unchecked	1
19301902	10.1021/jm800988r	A549	1
19301902	10.1021/jm800988r	EOL1	1
19301902	10.1021/jm800988r	CCRF-CEM	1
20166671	10.1021/jm901132v	Unchecked	1
20166671	10.1021/jm901132v	Bcr/Abl fusion protein	1
20166671	10.1021/jm901132v	Platelet-derived growth factor receptor beta	1

Data from ChEMBL 36 via Core Engine