Compound Detail

CHEMBL1630117

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O=C(NO)c1ccc(-c2ccc3ncnc(Nc4ccc(OCc5cccc(F)c5)c(Cl)c4)c3c2)o1

ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID	CHEMBL1630117
Phase	Preclinical
Structure Type	MOL
InChI Key	ZMYUKKKHJVNBAM-UHFFFAOYSA-N

Targets

Activities

Assay Types

PK Parameters

Publications

Known Names

Molecular Properties

504.9

MW (Da)

6.12

ALogP

HBA

HBD

109.5

PSA (Å²)

0.18

QED

Ro5 Violations

Rot. Bonds

Drug Information

Molecule Type	Small molecule
Availability	Unknown
Chirality	Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula	C26H18ClFN4O4
MW	504.91
Aromatic Rings	5
Heavy Atoms	36
NP-Likeness	-1.53

Activity Summary

IC50 15 meas. best 8.7

Target Activity Profile

Target	Type	Best pChEMBL	Mean pChEMBL	Best (nM)	# Data
Receptor tyrosine-protein kinase erbB-2 CHEMBL1824	IC50	8.7	8.7	2.0	1
Epidermal growth factor receptor CHEMBL203	IC50	8.41	8.41	3.9	1
CAL-27 CHEMBL1075408	IC50	6.7	6.7	200.0	1
SK-BR-3 CHEMBL613834	IC50	6.57	6.57	270.0	1
Cyclin-dependent kinase 2 CHEMBL301	IC50	6.34	6.34	460.0	1
Platelet-derived growth factor receptor beta CHEMBL1913	IC50	6.0	6.0	1000.0	1
Insulin receptor CHEMBL1981	IC50	5.85	5.85	1400.0	1
Tyrosine-protein kinase ABL1 CHEMBL1862	IC50	5.77	5.77	1700.0	1
Serine/threonine-protein kinase PLK1 CHEMBL3024	IC50	5.7	5.7	2000.0	1
Histone deacetylase 8 CHEMBL3192	IC50	5.11	5.11	7700.0	1
Histone deacetylase CHEMBL2093865	IC50	5.08	5.08	8300.0	1
Histone deacetylase 6 CHEMBL1865	IC50	5.01	5.01	9800.0	1
HeLa CHEMBL399	IC50	5.01	5.01	9800.0	1
SK-OV-3 CHEMBL614925	IC50	4.82	4.82	15000.0	1
Unchecked CHEMBL612545	IC50	4.07	4.07	85000.0	1

Activity Data Samples

Top measurements by pChEMBL value

Target	Type	Rel.	Value	Units	pChEMBL	Assay	PubMed
Receptor tyrosine-protein kinase erbB-2	IC50	=	2.0	nM	8.7	Inhibition of HER2 by flash plate based radioactive enzyme assay	21080629
Epidermal growth factor receptor	IC50	=	3.9	nM	8.41	Inhibition of EGFR by flash plate based radioactive enzyme assay	21080629
CAL-27	IC50	=	200.0	nM	6.7	Cytotoxicity against human CAL27 cells overexpressing EGFR by resazurin dye redu...	21080629
SK-BR-3	IC50	=	270.0	nM	6.57	Cytotoxicity against human SKBR3 cells overexpressing HER2 by resazurin dye redu...	21080629
Cyclin-dependent kinase 2	IC50	=	460.0	nM	6.34	Inhibition of CDK2 by flash plate based radioactive enzyme assay	21080629
Platelet-derived growth factor receptor beta	IC50	=	1000.0	nM	6.0	Inhibition of PDGFRbeta by flash plate based radioactive enzyme assay	21080629
Insulin receptor	IC50	=	1400.0	nM	5.85	Inhibition of INSR by flash plate based radioactive enzyme assay	21080629
Tyrosine-protein kinase ABL1	IC50	=	1700.0	nM	5.77	Inhibition of ABL1 by flash plate based radioactive enzyme assay	21080629
Serine/threonine-protein kinase PLK1	IC50	=	2000.0	nM	5.7	Inhibition of PLK1 by flash plate based radioactive enzyme assay	21080629
Histone deacetylase 8	IC50	=	7700.0	nM	5.11	Inhibition of Flag tagged human recombinant HDAC8 expressed in Sf21 cells	21080629
Histone deacetylase	IC50	=	8300.0	nM	5.08	Inhibition of HDAC in human HeLa cell nuclear extracts	21080629
Histone deacetylase 6	IC50	=	9800.0	nM	5.01	Inhibition of human recombinant HDAC6 expressed in HEK293 cells	21080629
HeLa	IC50	=	9800.0	nM	5.01	Cytotoxicity against human HeLa cells overexpressing HDAC by resazurin dye reduc...	21080629
SK-OV-3	IC50	=	15000.0	nM	4.82	Cytotoxicity against human SKOV3 cells overexpressing HER2 by resazurin dye redu...	21080629
Unchecked	IC50	=	85000.0	nM	4.07	Inhibition of PKA by flash plate based radioactive enzyme assay	21080629

Literature References

PubMed	DOI	Target Context	# Activities
21080629	10.1021/jm100665z	Unchecked	2
21080629	10.1021/jm100665z	Histone deacetylase	2
21080629	10.1021/jm100665z	Receptor tyrosine-protein kinase erbB-2	1
21080629	10.1021/jm100665z	SK-OV-3	1
21080629	10.1021/jm100665z	SK-BR-3	1
21080629	10.1021/jm100665z	CAL-27	1
21080629	10.1021/jm100665z	HeLa	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	Histone deacetylase 1	1
21080629	10.1021/jm100665z	Epidermal growth factor receptor	1
21080629	10.1021/jm100665z	Histone deacetylase 8	1
21080629	10.1021/jm100665z	Histone deacetylase 6	1
21080629	10.1021/jm100665z	A-431	1
21080629	10.1021/jm100665z	A549	1
21080629	10.1021/jm100665z	Histone deacetylase 3	1

Data from ChEMBL 36 via Core Engine