Compound Detail

CHEMBL1630108

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O=C(/C=C/c1ccc(-c2ccc3ncnc(Nc4ccc(OCc5cccc(F)c5)c(Cl)c4)c3c2)s1)NO

ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID	CHEMBL1630108
Phase	Preclinical
Structure Type	MOL
InChI Key	SUBNLERWESOYMX-YRNVUSSQSA-N

Targets

Activities

Assay Types

PK Parameters

Publications

Known Names

Molecular Properties

547.0

MW (Da)

6.99

ALogP

HBA

HBD

96.4

PSA (Å²)

0.11

QED

Ro5 Violations

Rot. Bonds

Drug Information

Molecule Type	Small molecule
Availability	Unknown
Chirality	Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula	C28H20ClFN4O3S
MW	547.01
Aromatic Rings	5
Heavy Atoms	38
NP-Likeness	-1.50

Activity Summary

IC50 18 meas. best 8.46

Target Activity Profile

Target	Type	Best pChEMBL	Mean pChEMBL	Best (nM)	# Data
Receptor tyrosine-protein kinase erbB-2 CHEMBL1824	IC50	8.46	8.46	3.5	1
Epidermal growth factor receptor CHEMBL203	IC50	8.32	8.32	4.8	1
Cyclin-dependent kinase 2 CHEMBL301	IC50	6.36	6.36	440.0	1
CAL-27 CHEMBL1075408	IC50	6.18	6.18	660.0	1
A-431 CHEMBL614069	IC50	6.14	6.14	730.0	1
Platelet-derived growth factor receptor beta CHEMBL1913	IC50	5.96	5.96	1100.0	1
SK-BR-3 CHEMBL613834	IC50	5.96	5.96	1100.0	1
Histone deacetylase 6 CHEMBL1865	IC50	5.92	5.92	1200.0	1
HeLa CHEMBL399	IC50	5.92	5.92	1200.0	1
Insulin receptor CHEMBL1981	IC50	5.72	5.72	1900.0	1
A549 CHEMBL392	IC50	5.58	5.58	2600.0	1
Serine/threonine-protein kinase PLK1 CHEMBL3024	IC50	5.57	5.57	2700.0	1
Tyrosine-protein kinase ABL1 CHEMBL1862	IC50	5.57	5.57	2700.0	1
SK-OV-3 CHEMBL614925	IC50	5.4	5.4	4000.0	1
Histone deacetylase 8 CHEMBL3192	IC50	4.72	4.72	19000.0	1
Histone deacetylase 1 CHEMBL325	IC50	4.62	4.62	24000.0	1
Unchecked CHEMBL612545	IC50	4.46	4.46	35000.0	1
Histone deacetylase CHEMBL2093865	IC50	4.3	4.3	50000.0	1

Activity Data Samples

Top measurements by pChEMBL value

Target	Type	Rel.	Value	Units	pChEMBL	Assay	PubMed
Receptor tyrosine-protein kinase erbB-2	IC50	=	3.5	nM	8.46	Inhibition of HER2 by flash plate based radioactive enzyme assay	21080629
Epidermal growth factor receptor	IC50	=	4.8	nM	8.32	Inhibition of EGFR by flash plate based radioactive enzyme assay	21080629
Cyclin-dependent kinase 2	IC50	=	440.0	nM	6.36	Inhibition of CDK2 by flash plate based radioactive enzyme assay	21080629
CAL-27	IC50	=	660.0	nM	6.18	Cytotoxicity against human CAL27 cells overexpressing EGFR by resazurin dye redu...	21080629
A-431	IC50	=	730.0	nM	6.14	Cytotoxicity against human A431 cells overexpressing EGFR by resazurin dye reduc...	21080629
Platelet-derived growth factor receptor beta	IC50	=	1100.0	nM	5.96	Inhibition of PDGFRbeta by flash plate based radioactive enzyme assay	21080629
SK-BR-3	IC50	=	1100.0	nM	5.96	Cytotoxicity against human SKBR3 cells overexpressing HER2 by resazurin dye redu...	21080629
Histone deacetylase 6	IC50	=	1200.0	nM	5.92	Inhibition of human recombinant HDAC6 expressed in HEK293 cells	21080629
HeLa	IC50	=	1200.0	nM	5.92	Cytotoxicity against human HeLa cells overexpressing HDAC by resazurin dye reduc...	21080629
Insulin receptor	IC50	=	1900.0	nM	5.72	Inhibition of INSR by flash plate based radioactive enzyme assay	21080629
A549	IC50	=	2600.0	nM	5.58	Cytotoxicity against human A549 cells overexpressing HDAC by resazurin dye reduc...	21080629
Tyrosine-protein kinase ABL1	IC50	=	2700.0	nM	5.57	Inhibition of ABL1 by flash plate based radioactive enzyme assay	21080629
Serine/threonine-protein kinase PLK1	IC50	=	2700.0	nM	5.57	Inhibition of PLK1 by flash plate based radioactive enzyme assay	21080629
SK-OV-3	IC50	=	4000.0	nM	5.4	Cytotoxicity against human SKOV3 cells overexpressing HER2 by resazurin dye redu...	21080629
Histone deacetylase 8	IC50	=	19000.0	nM	4.72	Inhibition of Flag tagged human recombinant HDAC8 expressed in Sf21 cells	21080629
Histone deacetylase 1	IC50	=	24000.0	nM	4.62	Inhibition of human recombinant HDAC1 expressed in HEK293 cells	21080629
Unchecked	IC50	=	35000.0	nM	4.46	Inhibition of PKA by flash plate based radioactive enzyme assay	21080629
Histone deacetylase	IC50	=	50000.0	nM	4.3	Inhibition of HDAC in human HeLa cell nuclear extracts	21080629

Literature References

PubMed	DOI	Target Context	# Activities
21080629	10.1021/jm100665z	Unchecked	2
21080629	10.1021/jm100665z	Histone deacetylase 6	2
21080629	10.1021/jm100665z	SK-OV-3	1
21080629	10.1021/jm100665z	Histone deacetylase 3	1
21080629	10.1021/jm100665z	SK-BR-3	1
21080629	10.1021/jm100665z	CAL-27	1
21080629	10.1021/jm100665z	A-431	1
21080629	10.1021/jm100665z	HeLa	1
21080629	10.1021/jm100665z	A549	1
21080629	10.1021/jm100665z	Serine/threonine-protein kinase PLK1	1
21080629	10.1021/jm100665z	Cyclin-dependent kinase 2	1
21080629	10.1021/jm100665z	Tyrosine-protein kinase ABL1	1
21080629	10.1021/jm100665z	Insulin receptor	1
21080629	10.1021/jm100665z	Platelet-derived growth factor receptor beta	1
21080629	10.1021/jm100665z	Receptor tyrosine-protein kinase erbB-2	1
21080629	10.1021/jm100665z	Epidermal growth factor receptor	1
21080629	10.1021/jm100665z	Histone deacetylase	1
21080629	10.1021/jm100665z	Histone deacetylase 8	1
21080629	10.1021/jm100665z	Histone deacetylase 1	1

Data from ChEMBL 36 via Core Engine