Compound Detail

CHEMBL539481

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Cc1cc2c(C(=O)NC(C)c3ccc(Cl)cc3)c(O)c(O)cc2c(O)c1-c1c(C)cc2c(C(=O)NC(C)c3ccc(Cl)cc3)c(O)c(O)cc2c1O

ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID	CHEMBL539481
Phase	Preclinical
Structure Type	MOL
InChI Key	GWXWVWQUYKMTOZ-UHFFFAOYSA-N

Targets

Activities

Assay Types

PK Parameters

Publications

Known Names

Molecular Properties

741.6

MW (Da)

8.80

ALogP

HBA

HBD

179.6

PSA (Å²)

0.07

QED

Ro5 Violations

Rot. Bonds

Drug Information

Molecule Type	Small molecule
Availability	Unknown
Chirality	Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula	C40H34Cl2N2O8
MW	741.62
Aromatic Rings	6
Heavy Atoms	52
NP-Likeness	0.01

Activity Summary

IC50 9 meas. best 6.96

EC50 5 meas. best 6.3

Target Activity Profile

Target	Type	Best pChEMBL	Mean pChEMBL	Best (nM)	# Data
Bcl-2-like protein 1 CHEMBL4625	IC50	6.96	6.765	110.0	2
MCL1-BAK1 complex CHEMBL3885523	IC50	6.64	6.64	230.0	1
Induced myeloid leukemia cell differentiation protein Mcl-1 CHEMBL4361	IC50	6.64	6.64	230.0	1
Bcl-xL/BAK CHEMBL3137283	IC50	6.57	6.57	270.0	1
BCL2A1/BAK1 CHEMBL5169269	IC50	6.4	6.4	400.0	1
Bcl-2-related protein A1 CHEMBL6044	IC50	6.4	6.4	400.0	1
Apoptosis regulator Bcl-2/Bcl-2 homologous antagonist/killer CHEMBL3885516	IC50	6.31	6.31	490.0	1
Apoptosis regulator Bcl-2 CHEMBL4860	IC50	6.31	6.31	490.0	1
NCI-H460 CHEMBL396	EC50	6.3	6.3	500.0	1
Unchecked CHEMBL612545	EC50	5.82	5.54	1500.0	2
NON-PROTEIN TARGET CHEMBL3879801	EC50	5.5	5.4	3200.0	2

Activity Data Samples

Top measurements by pChEMBL value

Target	Type	Rel.	Value	Units	pChEMBL	Assay	PubMed
Bcl-2-like protein 1	IC50	=	110.0	nM	6.96	Binding affinity to Bcl-xL by isothermal titration calorimetry assay	19555126
Induced myeloid leukemia cell differentiation protein Mcl-1	IC50	=	230.0	nM	6.64	Displacement of F-BakBH3 from Mcl-1 by fluorescence polarization assay	19555126
MCL1-BAK1 complex	IC50	=	230.0	nM	6.64	Inhibition of Mcl-1/Bak (unknown origin)	33333396
Bcl-2-like protein 1	IC50	=	270.0	nM	6.57	Displacement of F-BakBH3 from Bcl-xL by fluorescence polarization assay	19555126
Bcl-xL/BAK	IC50	=	270.0	nM	6.57	Inhibition of Bcl-xL/Bak (unknown origin)	33333396
Bcl-2-related protein A1	IC50	=	400.0	nM	6.4	Displacement of F-BakBH3 from Bfl-1 by fluorescence polarization assay	19555126
BCL2A1/BAK1	IC50	=	400.0	nM	6.4	Inhibition of Bfl-1/Bak (unknown origin)	33333396
Apoptosis regulator Bcl-2	IC50	=	490.0	nM	6.31	Displacement of F-BakBH3 from Bcl-2 by fluorescence polarization assay	19555126
Apoptosis regulator Bcl-2/Bcl-2 homologous antagonist/killer	IC50	=	490.0	nM	6.31	Inhibition of Bcl-2/Bak (unknown origin)	33333396
NCI-H460	EC50	=	500.0	nM	6.3	Cytotoxicity against human H460 cells assessed as cell viability after 72 hrs by...	19555126
Unchecked	EC50	=	1500.0	nM	5.82	Induction of apoptosis in human BP3 cells after 1 to 2 days by FITC-annexin V an...	19555126
NON-PROTEIN TARGET	EC50	=	3200.0	nM	5.5	Cytotoxicity against human H1299 cells assessed as cell viability after 72 hrs b...	19555126
NON-PROTEIN TARGET	EC50	=	5000.0	nM	5.3	Cytotoxicity against human PC3-ML cells assessed as cell viability after 72 hrs ...	19555126
Unchecked	EC50	=	5500.0	nM	5.26	Induction of apoptosis in human RS11846 cells after 1 to 2 days by FITC-annexin ...	19555126

Literature References

PubMed	DOI	Target Context	# Activities
19555126	10.1021/jm900472s	Bcl-2-like protein 1	3
19555126	10.1021/jm900472s	Mus musculus	3
19555126	10.1021/jm900472s	Unchecked	2
19555126	10.1021/jm900472s	NON-PROTEIN TARGET	2
19555126	10.1021/jm900472s	ADMET	2
19555126	10.1021/jm900472s	Bcl-2-related protein A1	1
19555126	10.1021/jm900472s	Induced myeloid leukemia cell differentiation protein Mcl-1	1
19555126	10.1021/jm900472s	Apoptosis regulator Bcl-2	1
19555126	10.1021/jm900472s	NCI-H460	1
19555126	10.1021/jm900472s	No relevant target	1
19555126	10.1021/jm900472s	Plasma	1
19555126	10.1021/jm900472s	Liver microsomes	1
33333396	10.1016/j.ejmech.2020.113038	Bcl-xL/BAK	1
33333396	10.1016/j.ejmech.2020.113038	Apoptosis regulator Bcl-2/Bcl-2 homologous antagonist/killer	1
33333396	10.1016/j.ejmech.2020.113038	MCL1-BAK1 complex	1
33333396	10.1016/j.ejmech.2020.113038	BCL2A1/BAK1	1

Data from ChEMBL 36 via Core Engine