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Compound Detail

CHEMBL455453

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O=C(/C=C/c1ccc2c(c1)OCO2)c1ccc([N+](=O)[O-])cc1

Basic Information

ChEMBL ID CHEMBL455453
Phase Preclinical
Structure Type MOL
InChI Key FMNQGVMNCNMWBE-LREOWRDNSA-N
4
Targets
6
Activities
2
Assay Types
0
PK Parameters
10
Publications
0
Known Names

Molecular Properties

297.3
MW (Da)
3.22
ALogP
5
HBA
0
HBD
78.7
PSA (Ų)
0.37
QED
0
Ro5 Violations
4
Rot. Bonds

Drug Information

Molecule Type Small molecule
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 -0.40

Activity Summary

IC50 4 meas. best 4.82
Ki 2 meas. best 5.36

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Tyrosine-protein phosphatase YopH
CHEMBL4404
Ki 5.36 5.36 4400.0 1
Phosphotyrosine-protein phosphatase PTPB
CHEMBL4540
Ki 4.89 4.89 13000.0 1
Tyrosine-protein phosphatase YopH
CHEMBL4404
IC50 4.82 4.82 15100.0 1
Tyrosine-protein phosphatase non-receptor type 1
CHEMBL335
IC50 4.64 4.64 23000.0 1
Phosphotyrosine-protein phosphatase PTPB
CHEMBL4540
IC50 4.29 4.29 51000.0 1
Low molecular weight protein-tyrosine phosphatase A
CHEMBL4542
IC50 4.21 4.21 62000.0 1

Activity Data Samples

Top measurements by pChEMBL value

Literature References

PubMed DOI Target Context # Activities
22136336 10.1021/jm2012062 Phosphotyrosine-protein phosphatase PTPB 3
23639652 10.1016/j.ejmech.2013.04.018 Tyrosine-protein phosphatase YopH 3
22136336 10.1021/jm2012062 Low molecular weight protein-tyrosine phosphatase A 2
22136336 10.1021/jm2012062 Unchecked 2
18930396 10.1016/j.bmcl.2008.09.105 Low molecular weight protein-tyrosine phosphatase A 1
22136336 10.1021/jm2012062 Tyrosine-protein phosphatase non-receptor type 1 1
22136336 10.1021/jm2012062 No relevant target 1
31000155 10.1016/j.bmcl.2019.04.020 Trypanosoma cruzi 1
31000155 10.1016/j.bmcl.2019.04.020 L929 1
31000155 10.1016/j.bmcl.2019.04.020 Unchecked 1

Data from ChEMBL 36 via Core Engine