Compound Detail

CHEMBL4176281

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NCc1ccc(S(=O)(=O)Nc2ccc(-c3nc4cc(NS(=O)(=O)c5ccc(Cl)s5)ccc4o3)cc2)cc1

ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID	CHEMBL4176281
Phase	Preclinical
Structure Type	MOL
InChI Key	VBUCAAQVTLWTNJ-UHFFFAOYSA-N

Targets

Activities

Assay Types

PK Parameters

Publications

Known Names

Molecular Properties

575.1

MW (Da)

5.27

ALogP

HBA

HBD

144.4

PSA (Å²)

0.23

QED

Ro5 Violations

Rot. Bonds

Drug Information

Molecule Type	Small molecule
Availability	Unknown
Chirality	Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula	C24H19ClN4O5S3
MW	575.09
Aromatic Rings	5
Heavy Atoms	37
NP-Likeness	-1.80

Activity Summary

IC50 8 meas. best 5.89

EC50 2 meas. best 4.72

Kd 1 meas. best 7.44

Target Activity Profile

Target	Type	Best pChEMBL	Mean pChEMBL	Best (nM)	# Data
Unchecked CHEMBL612545	Kd	7.44	7.44	36.0	1
GroEL/GroES CHEMBL4106139	IC50	5.89	5.76	1300.0	3
Phosphotyrosine protein phosphatase CHEMBL4295521	IC50	5.04	5.04	9100.0	1
Staphylococcus aureus CHEMBL352	EC50	4.72	4.72	19000.0	1
Mycobacterium tuberculosis CHEMBL360	EC50	4.58	4.58	26000.0	1
HSP60/HSP10 CHEMBL4106131	IC50	4.32	4.32	48000.0	1
Tyrosine-protein phosphatase non-receptor type 1 CHEMBL335	IC50	4.25	4.25	56000.0	1
Tyrosine-protein phosphatase non-receptor type 5 CHEMBL2007628	IC50	4.12	4.12	75000.0	1
Tyrosine-protein phosphatase non-receptor type 2 CHEMBL3807	IC50	4.04	4.04	91000.0	1

Activity Data Samples

Top measurements by pChEMBL value

Target	Type	Rel.	Value	Units	pChEMBL	Assay	PubMed
Unchecked	Kd	=	36.0	nM	7.44	Binding affinity to Escherichia coli GroEL expressed in Escherichia coli DH5alph...	30060666
GroEL/GroES	IC50	=	1300.0	nM	5.89	Inhibition of Escherichia coli GroEL expressed in Escherichia coliDH5alpha/Esche...	30060666
GroEL/GroES	IC50	=	1300.0	nM	5.89	Inhibition of Escherichia coli GroEL expressed in Escherichia coliDH5alpha/Esche...	31047750
GroEL/GroES	IC50	=	3200.0	nM	5.5	Inhibition of Escherichia coli GroEL expressed in Escherichia coli DH5alpha/Esch...	30060666
Phosphotyrosine protein phosphatase	IC50	=	9100.0	nM	5.04	Inhibition of Mycobacterium tuberculosis His-tagged PtpB expressed in Escherichi...	31047750
Staphylococcus aureus	EC50	=	19000.0	nM	4.72	Antibacterial activity against multidrug resistant Staphylococcus aureus ATCC BA...	30060666
Mycobacterium tuberculosis	EC50	=	26000.0	nM	4.58	Antitubercular activity against Mycobacterium tuberculosis H37Rv after 5 days	31047750
HSP60/HSP10	IC50	=	48000.0	nM	4.32	Inhibition of human HSP60 expressed in Escherichia coli Rosetta 2(DE3)/human HSP...	31047750
Tyrosine-protein phosphatase non-receptor type 1	IC50	=	56000.0	nM	4.25	Inhibition of human PTPN1 expressed in Escherichia coli Rosetta 2 (DE3) using pN...	31047750
Tyrosine-protein phosphatase non-receptor type 5	IC50	=	75000.0	nM	4.12	Inhibition of human PTPN5 expressed in Escherichia coli Rosetta 2 (DE3) using pN...	31047750
Tyrosine-protein phosphatase non-receptor type 2	IC50	=	91000.0	nM	4.04	Inhibition of human PTPN2 expressed in Escherichia coli Rosetta 2 (DE3) using pN...	31047750

Literature References

PubMed	DOI	Target Context	# Activities
30060666	10.1021/acs.jmedchem.8b00989	Staphylococcus aureus	2
30060666	10.1021/acs.jmedchem.8b00989	GroEL/GroES	2
31047750	10.1016/j.bmcl.2019.04.034	Mycobacterium tuberculosis	2
31047750	10.1016/j.bmcl.2019.04.034	Unchecked	2
30060666	10.1021/acs.jmedchem.8b00989	Unchecked	1
31047750	10.1016/j.bmcl.2019.04.034	Phosphotyrosine protein phosphatase	1
31047750	10.1016/j.bmcl.2019.04.034	Tyrosine-protein phosphatase non-receptor type 1	1
31047750	10.1016/j.bmcl.2019.04.034	Tyrosine-protein phosphatase non-receptor type 2	1
31047750	10.1016/j.bmcl.2019.04.034	Tyrosine-protein phosphatase non-receptor type 5	1
31047750	10.1016/j.bmcl.2019.04.034	GroEL/GroES	1
31047750	10.1016/j.bmcl.2019.04.034	HSP60/HSP10	1

Data from ChEMBL 36 via Core Engine