Compound Detail

CHEMBL335265

Enter ChEMBL ID:

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

CC(C)C(C(=O)O)N1C(=O)/C(=C/c2ccc(Br)cc2)SC1=S

ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID	CHEMBL335265
Phase	Preclinical
Structure Type	MOL
InChI Key	COHIEJLWRGREHV-XFFZJAGNSA-N

Targets

Activities

Assay Types

PK Parameters

Publications

Known Names

Molecular Properties

400.3

MW (Da)

3.76

ALogP

HBA

HBD

57.6

PSA (Å²)

0.62

QED

Ro5 Violations

Rot. Bonds

Drug Information

Molecule Type	Small molecule
Availability	Unknown
Chirality	Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula	C15H14BrNO3S2
MW	400.32
Aromatic Rings	1
Heavy Atoms	22
NP-Likeness	-1.29

Activity Summary

Ki 7 meas. best 5.62

Kd 4 meas. best 5.06

IC50 2 meas. best 4.04

Target Activity Profile

Target	Type	Best pChEMBL	Mean pChEMBL	Best (nM)	# Data
Bcl-2-like protein 1 CHEMBL4625	Ki	5.62	5.325	2400.0	4
Apoptosis regulator Bcl-2 CHEMBL4860	Ki	5.62	5.62	2400.0	1
Bcl-xL/BAK CHEMBL3137283	Kd	5.06	5.06	8700.0	1
Bcl-xL/BAK CHEMBL3137283	Ki	5.0	5.0	10000.0	1
MCL1-BAK1 complex CHEMBL3885523	Ki	4.36	4.36	44000.0	1
Induced myeloid leukemia cell differentiation protein Mcl-1 CHEMBL4361	Kd	4.36	4.22	44000.0	2
MCL1-BAK1 complex CHEMBL3885523	Kd	4.08	4.08	84000.0	1
Bcl-xL/BAK CHEMBL3137283	IC50	4.04	4.04	91000.0	1

Activity Data Samples

Top measurements by pChEMBL value

Target	Type	Rel.	Value	Units	pChEMBL	Assay	PubMed
Apoptosis regulator Bcl-2	Ki	=	2400.0	nM	5.62	Inhibitory activity against Bcl-2	11728179
Bcl-2-like protein 1	Ki	=	2400.0	nM	5.62	Inhibition of GST-tagged Bcl-xL (unknown origin) measured after 1 hr incubation ...	25797160
Bcl-2-like protein 1	Ki	=	2400.0	nM	5.62	Inhibition of succinimidyl Oregon Green-labeled Bak-BH3 peptide binding to GST-t...	29329659
Bcl-xL/BAK	Kd	=	8700.0	nM	5.06	Binding affinity to Bcl-xL/Bak (unknown origin) assessed as dissociation constan...	33333396
Bcl-2-like protein 1	Ki	=	8700.0	nM	5.06	Binding affinity to human Bcl-XL by isothermal titration calorimetry	20158203
Bcl-2-like protein 1	Ki	=	10000.0	nM	5.0	Displacement of fluorescein-labeled Bak-BH3 peptide from human Bcl-XL by fluores...	20158203
Bcl-xL/BAK	Ki	=	10000.0	nM	5.0	Binding affinity to Bcl-xL/Bak (unknown origin) assessed as inhibition constant ...	33333396
Induced myeloid leukemia cell differentiation protein Mcl-1	Kd	=	44000.0	nM	4.36	Displacement of fluorescein-labeled Bak-BH3 peptide from human Mcl1 by fluoresce...	20158203
MCL1-BAK1 complex	Ki	=	44000.0	nM	4.36	Binding affinity to Mcl-1/Bak (unknown origin) assessed as inhibition constant b...	33333396
Induced myeloid leukemia cell differentiation protein Mcl-1	Kd	=	84000.0	nM	4.08	Binding affinity to human Mcl1 by isothermal titration calorimetry	20158203
MCL1-BAK1 complex	Kd	=	84000.0	nM	4.08	Binding affinity to Mcl-1/Bak (unknown origin) assessed as dissociation constant...	33333396
Bcl-xL/BAK	IC50	=	91000.0	nM	4.04	Inhibition of Bcl-xL/Bak (unknown origin) by fluorescence polarization assay	33333396

Literature References

PubMed	DOI	Target Context	# Activities
33333396	10.1016/j.ejmech.2020.113038	Bcl-xL/BAK	3
33333396	10.1016/j.ejmech.2020.113038	MCL1-BAK1 complex	3
20158203	10.1021/jm901469p	Bcl-2-like protein 1	2
20158203	10.1021/jm901469p	Induced myeloid leukemia cell differentiation protein Mcl-1	2
11728179	10.1021/jm010016f	Apoptosis regulator Bcl-2	1
25797160	10.1016/j.bmc.2015.02.060	Bcl-2-like protein 1	1
29329659	10.1016/j.bmcl.2017.11.023	Bcl-2-like protein 1	1

Data from ChEMBL 36 via Core Engine