Compound Detail

CHEMBL4638054

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O=C(O)c1ccc(/C=C/C(=O)c2cccc([N+](=O)[O-])c2)cc1

ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID	CHEMBL4638054
Phase	Preclinical
Structure Type	MOL
InChI Key	MHIVVIRGAGOSGU-RMKNXTFCSA-N

Targets

Activities

Assay Types

PK Parameters

Publications

Known Names

Molecular Properties

297.3

MW (Da)

3.19

ALogP

HBA

HBD

97.5

PSA (Å²)

0.40

QED

Ro5 Violations

Rot. Bonds

Drug Information

Molecule Type	Unknown
Availability	Unknown
Chirality	Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula	C16H11NO5
MW	297.27
Aromatic Rings	2
Heavy Atoms	22
NP-Likeness	-0.61

Activity Summary

IC50 6 meas. best 5.64

Ki 6 meas. best 6.4

Target Activity Profile

Target	Type	Best pChEMBL	Mean pChEMBL	Best (nM)	# Data
Phosphotyrosine protein phosphatase CHEMBL4295521	Ki	6.4	6.4	400.0	1
Low molecular weight protein-tyrosine phosphatase A CHEMBL4542	Ki	6.1	6.1	800.0	1
Tyrosine-protein phosphatase non-receptor type 12 CHEMBL3236	Ki	6.0	6.0	1000.0	1
Tyrosine-protein phosphatase YopH CHEMBL4404	Ki	6.0	6.0	1000.0	1
Tyrosine-protein phosphatase non-receptor type 1 CHEMBL335	Ki	5.85	5.85	1400.0	1
Tyrosine-protein phosphatase non-receptor type 22 CHEMBL2889	Ki	5.72	5.72	1900.0	1
Phosphotyrosine protein phosphatase CHEMBL4295521	IC50	5.64	5.64	2300.0	1
Tyrosine-protein phosphatase YopH CHEMBL4404	IC50	5.58	5.58	2600.0	1
Low molecular weight protein-tyrosine phosphatase A CHEMBL4542	IC50	5.52	5.52	3000.0	1
Tyrosine-protein phosphatase non-receptor type 1 CHEMBL335	IC50	5.5	5.5	3200.0	1
Tyrosine-protein phosphatase non-receptor type 12 CHEMBL3236	IC50	4.96	4.96	10900.0	1
Tyrosine-protein phosphatase non-receptor type 22 CHEMBL2889	IC50	4.94	4.94	11500.0	1

Activity Data Samples

Top measurements by pChEMBL value

Target	Type	Rel.	Value	Units	pChEMBL	Assay	PubMed
Phosphotyrosine protein phosphatase	Ki	=	400.0	nM	6.4	Competitive inhibition of Mycobacterium tuberculosis PtpB assessed as inhibition...	32631548
Low molecular weight protein-tyrosine phosphatase A	Ki	=	800.0	nM	6.1	Non-competitive inhibition of Mycobacterium tuberculosis PtpA assessed as inhibi...	32631548
Tyrosine-protein phosphatase non-receptor type 12	Ki	=	1000.0	nM	6.0	Competitive inhibition of PTP-PEST (unknown origin) assessed as inhibition const...	32631548
Tyrosine-protein phosphatase YopH	Ki	=	1000.0	nM	6.0	Non-competitive inhibition of Yersinia enterocolitica YopH assessed as inhibitio...	32631548
Tyrosine-protein phosphatase non-receptor type 1	Ki	=	1400.0	nM	5.85	Non-competitive inhibition of human PTP1B assessed as inhibition constant using ...	32631548
Tyrosine-protein phosphatase non-receptor type 22	Ki	=	1900.0	nM	5.72	Competitive inhibition of LYP (unknown origin) assessed as inhibition constant u...	32631548
Phosphotyrosine protein phosphatase	IC50	=	2300.0	nM	5.64	Inhibition of Mycobacterium tuberculosis PtpB	32631548
Tyrosine-protein phosphatase YopH	IC50	=	2600.0	nM	5.58	Inhibition of Yersinia enterocolitica YopH	32631548
Low molecular weight protein-tyrosine phosphatase A	IC50	=	3000.0	nM	5.52	Inhibition of Mycobacterium tuberculosis PtpA	32631548
Tyrosine-protein phosphatase non-receptor type 1	IC50	=	3200.0	nM	5.5	Inhibition of human PTP1B	32631548
Tyrosine-protein phosphatase non-receptor type 12	IC50	=	10900.0	nM	4.96	Inhibition of PTP-PEST (unknown origin)	32631548
Tyrosine-protein phosphatase non-receptor type 22	IC50	=	11500.0	nM	4.94	Inhibition of LYP (unknown origin) using pNPP as substrate	32631548

Literature References

PubMed	DOI	Target Context	# Activities
32631548	10.1016/j.bmcl.2020.127350	Tyrosine-protein phosphatase YopH	6
32631548	10.1016/j.bmcl.2020.127350	Unchecked	5
32631548	10.1016/j.bmcl.2020.127350	Tyrosine-protein phosphatase non-receptor type 22	4
32631548	10.1016/j.bmcl.2020.127350	Tyrosine-protein phosphatase non-receptor type 12	3
32631548	10.1016/j.bmcl.2020.127350	Tyrosine-protein phosphatase non-receptor type 1	3
32631548	10.1016/j.bmcl.2020.127350	Low molecular weight protein-tyrosine phosphatase A	3
32631548	10.1016/j.bmcl.2020.127350	Phosphotyrosine protein phosphatase	3
32631548	10.1016/j.bmcl.2020.127350	Yersinia enterocolitica	1

Data from ChEMBL 36 via Core Engine