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Compound Detail

CHEMBL1630112

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Nc1ccccc1NC(=O)c1ccc(-c2ccc3ncnc(Nc4ccc(OCc5cccc(F)c5)c(Cl)c4)c3c2)s1

Basic Information

ChEMBL ID CHEMBL1630112
Phase Preclinical
Structure Type MOL
InChI Key NVVASLWKXTZLJN-UHFFFAOYSA-N
13
Targets
13
Activities
1
Assay Types
0
PK Parameters
19
Publications
0
Known Names

Molecular Properties

596.1
MW (Da)
8.31
ALogP
7
HBA
3
HBD
102.2
PSA (Ų)
0.15
QED
2
Ro5 Violations
8
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C32H23ClFN5O2S
MW 596.09
Aromatic Rings 6
Heavy Atoms 42
NP-Likeness -1.57

Activity Summary

IC50 13 meas. best 8.55

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Epidermal growth factor receptor
CHEMBL203
IC50 8.55 8.55 2.8 1
Receptor tyrosine-protein kinase erbB-2
CHEMBL1824
IC50 8.31 8.31 4.9 1
SK-BR-3
CHEMBL613834
IC50 6.21 6.21 620.0 1
CAL-27
CHEMBL1075408
IC50 6.15 6.15 710.0 1
Cyclin-dependent kinase 2
CHEMBL301
IC50 5.68 5.68 2100.0 1
Platelet-derived growth factor receptor beta
CHEMBL1913
IC50 5.64 5.64 2300.0 1
A-431
CHEMBL614069
IC50 5.62 5.62 2400.0 1
Insulin receptor
CHEMBL1981
IC50 5.6 5.6 2500.0 1
HeLa
CHEMBL399
IC50 5.43 5.43 3700.0 1
SK-OV-3
CHEMBL614925
IC50 5.41 5.41 3900.0 1
Serine/threonine-protein kinase PLK1
CHEMBL3024
IC50 5.25 5.25 5600.0 1
Tyrosine-protein kinase ABL1
CHEMBL1862
IC50 5.22 5.22 6000.0 1
A549
CHEMBL392
IC50 5.04 5.04 9100.0 1

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Epidermal growth factor receptor IC50 = 2.8 nM 8.55 Inhibition of EGFR by flash plate based radioactive enzyme assay 21080629
Receptor tyrosine-protein kinase erbB-2 IC50 = 4.9 nM 8.31 Inhibition of HER2 by flash plate based radioactive enzyme assay 21080629
SK-BR-3 IC50 = 620.0 nM 6.21 Cytotoxicity against human SKBR3 cells overexpressing HER2 by resazurin dye redu... 21080629
CAL-27 IC50 = 710.0 nM 6.15 Cytotoxicity against human CAL27 cells overexpressing EGFR by resazurin dye redu... 21080629
Cyclin-dependent kinase 2 IC50 = 2100.0 nM 5.68 Inhibition of CDK2 by flash plate based radioactive enzyme assay 21080629
Platelet-derived growth factor receptor beta IC50 = 2300.0 nM 5.64 Inhibition of PDGFRbeta by flash plate based radioactive enzyme assay 21080629
A-431 IC50 = 2400.0 nM 5.62 Cytotoxicity against human A431 cells overexpressing EGFR by resazurin dye reduc... 21080629
Insulin receptor IC50 = 2500.0 nM 5.6 Inhibition of INSR by flash plate based radioactive enzyme assay 21080629
HeLa IC50 = 3700.0 nM 5.43 Cytotoxicity against human HeLa cells overexpressing HDAC by resazurin dye reduc... 21080629
SK-OV-3 IC50 = 3900.0 nM 5.41 Cytotoxicity against human SKOV3 cells overexpressing HER2 by resazurin dye redu... 21080629
Serine/threonine-protein kinase PLK1 IC50 = 5600.0 nM 5.25 Inhibition of PLK1 by flash plate based radioactive enzyme assay 21080629
Tyrosine-protein kinase ABL1 IC50 = 6000.0 nM 5.22 Inhibition of ABL1 by flash plate based radioactive enzyme assay 21080629
A549 IC50 = 9100.0 nM 5.04 Cytotoxicity against human A549 cells overexpressing HDAC by resazurin dye reduc... 21080629

Literature References

PubMed DOI Target Context # Activities
21080629 10.1021/jm100665z Histone deacetylase 2
21080629 10.1021/jm100665z Unchecked 2
21080629 10.1021/jm100665z Insulin receptor 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 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 Histone deacetylase 1 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 8 1
21080629 10.1021/jm100665z Histone deacetylase 3 1
21080629 10.1021/jm100665z Histone deacetylase 6 1

Data from ChEMBL 36 via Core Engine