Compound Detail

CHEMBL4168023

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O=S(=O)(Nc1ccc2oc(-c3ccc(NS(=O)(=O)c4cccc5nonc45)cc3)nc2c1)c1ccc(Cl)s1

ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID	CHEMBL4168023
Phase	Preclinical
Structure Type	MOL
InChI Key	OCVPTBVNAPSTBP-UHFFFAOYSA-N

Targets

Activities

Assay Types

PK Parameters

Publications

Known Names

Molecular Properties

588.0

MW (Da)

5.35

ALogP

HBA

HBD

157.3

PSA (Å²)

0.25

QED

Ro5 Violations

Rot. Bonds

Drug Information

Molecule Type	Small molecule
Availability	Unknown
Chirality	Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula	C23H14ClN5O6S3
MW	588.05
Aromatic Rings	6
Heavy Atoms	38
NP-Likeness	-2.17

Activity Summary

IC50 10 meas. best 5.23

EC50 2 meas. best 5.35

Target Activity Profile

Target	Type	Best pChEMBL	Mean pChEMBL	Best (nM)	# Data
Staphylococcus aureus CHEMBL352	EC50	5.35	5.35	4500.0	1
Phosphotyrosine protein phosphatase CHEMBL4295521	IC50	5.23	5.23	5900.0	1
GroEL/GroES CHEMBL4106139	IC50	5.03	4.9167	9300.0	3
HSP60/HSP10 CHEMBL4106131	IC50	4.96	4.925	11000.0	2
Tyrosine-protein phosphatase non-receptor type 1 CHEMBL335	IC50	4.82	4.82	15000.0	1
Tyrosine-protein phosphatase non-receptor type 5 CHEMBL2007628	IC50	4.62	4.62	24000.0	1
Tyrosine-protein phosphatase non-receptor type 2 CHEMBL3807	IC50	4.55	4.55	28000.0	1
Mycobacterium tuberculosis CHEMBL360	EC50	4.24	4.24	58000.0	1
Thiosulfate sulfurtransferase CHEMBL4295835	IC50	4.14	4.14	72000.0	1

Activity Data Samples

Top measurements by pChEMBL value

Target	Type	Rel.	Value	Units	pChEMBL	Assay	PubMed
Staphylococcus aureus	EC50	=	4500.0	nM	5.35	Antibacterial activity against multidrug resistant Staphylococcus aureus ATCC BA...	30060666
Phosphotyrosine protein phosphatase	IC50	=	5900.0	nM	5.23	Inhibition of Mycobacterium tuberculosis His-tagged PtpB expressed in Escherichi...	31047750
GroEL/GroES	IC50	=	9300.0	nM	5.03	Inhibition of Escherichia coli GroEL expressed in Escherichia coliDH5alpha/Esche...	31047750
GroEL/GroES	IC50	=	10000.0	nM	5.0	Inhibition of Escherichia coli GroEL expressed in Escherichia coliDH5alpha/Esche...	30060666
HSP60/HSP10	IC50	=	11000.0	nM	4.96	Inhibition of human N-terminal octa-His-tagged HSP60 expressed in Escherichia co...	30060666
HSP60/HSP10	IC50	=	13000.0	nM	4.89	Inhibition of human HSP60 expressed in Escherichia coli Rosetta 2(DE3)/human HSP...	31047750
Tyrosine-protein phosphatase non-receptor type 1	IC50	=	15000.0	nM	4.82	Inhibition of human PTPN1 expressed in Escherichia coli Rosetta 2 (DE3) using pN...	31047750
GroEL/GroES	IC50	=	19000.0	nM	4.72	Inhibition of Escherichia coli GroEL expressed in Escherichia coli DH5alpha/Esch...	30060666
Tyrosine-protein phosphatase non-receptor type 5	IC50	=	24000.0	nM	4.62	Inhibition of human PTPN5 expressed in Escherichia coli Rosetta 2 (DE3) using pN...	31047750
Tyrosine-protein phosphatase non-receptor type 2	IC50	=	28000.0	nM	4.55	Inhibition of human PTPN2 expressed in Escherichia coli Rosetta 2 (DE3) using pN...	31047750
Mycobacterium tuberculosis	EC50	=	58000.0	nM	4.24	Antitubercular activity against Mycobacterium tuberculosis H37Rv after 5 days	31047750
Thiosulfate sulfurtransferase	IC50	=	72000.0	nM	4.14	Inhibition of refolded rhodanese (unknown origin) preincubated with Escherichia ...	30060666

Literature References

PubMed	DOI	Target Context	# Activities
30060666	10.1021/acs.jmedchem.8b00989	Unchecked	3
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	Staphylococcus aureus	1
30060666	10.1021/acs.jmedchem.8b00989	HSP60/HSP10	1
30060666	10.1021/acs.jmedchem.8b00989	Thiosulfate sulfurtransferase	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