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Compound Detail

CHEMBL455469

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O=C(/C=C/c1ccc2c(c1)OCO2)c1cccc([N+](=O)[O-])c1

Basic Information

ChEMBL ID CHEMBL455469
Phase Preclinical
Structure Type MOL
InChI Key MALGARLLWBWYQV-GQCTYLIASA-N
2
Targets
5
Activities
2
Assay Types
0
PK Parameters
16
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 -0.55

Activity Summary

IC50 3 meas. best 5.0
Ki 2 meas. best 5.35

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Tyrosine-protein phosphatase YopH
CHEMBL4404
Ki 5.35 5.35 4500.0 1
Tyrosine-protein phosphatase YopH
CHEMBL4404
IC50 5.0 5.0 9900.0 1
Low molecular weight protein-tyrosine phosphatase A
CHEMBL4542
Ki 4.54 4.54 29000.0 1
Low molecular weight protein-tyrosine phosphatase A
CHEMBL4542
IC50 4.35 4.35 45000.0 1

Activity Data Samples

Top measurements by pChEMBL value

Literature References

PubMed DOI Target Context # Activities
22136336 10.1021/jm2012062 Low molecular weight protein-tyrosine phosphatase A 4
23639652 10.1016/j.ejmech.2013.04.018 Tyrosine-protein phosphatase YopH 3
22136336 10.1021/jm2012062 Phosphotyrosine-protein phosphatase PTPB 2
- 10.1007/s00044-013-0803-1 Mycobacterium tuberculosis 2
- 10.1007/s00044-013-0803-1 Candida albicans 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 Unchecked 1
22136336 10.1021/jm2012062 No relevant target 1
- 10.1007/s00044-013-0803-1 Leishmania braziliensis 1
- 10.1007/s00044-013-0803-1 Aspergillus clavatus 1
- 10.1007/s00044-013-0803-1 Aspergillus niger 1
- 10.1007/s00044-013-0803-1 Pseudomonas aeruginosa 1
- 10.1007/s00044-013-0803-1 Escherichia coli 1
- 10.1007/s00044-013-0803-1 Streptococcus pyogenes 1
- 10.1007/s00044-013-0803-1 Staphylococcus aureus 1

Data from ChEMBL 36 via Core Engine