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Compound Detail

CHEMBL233347

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O=C(CCNc1ccccc1)c1cccc([N+](=O)[O-])c1

Basic Information

ChEMBL ID CHEMBL233347
Phase Preclinical
Structure Type MOL
InChI Key HZWOIIAHZHTTNX-UHFFFAOYSA-N
5
Targets
5
Activities
2
Assay Types
0
PK Parameters
7
Publications
0
Known Names

Molecular Properties

270.3
MW (Da)
3.28
ALogP
4
HBA
1
HBD
72.2
PSA (Ų)
0.50
QED
0
Ro5 Violations
6
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C15H14N2O3
MW 270.29
Aromatic Rings 2
Heavy Atoms 20
NP-Likeness -1.47

Activity Summary

IC50 4 meas. best 5.77
EC50 1 meas. best 6.0

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Trypanosoma brucei
CHEMBL612849
EC50 6.0 6.0 1010.0 1
Trypanothione reductase
CHEMBL1837
IC50 5.77 5.77 1700.0 1
Calpain-2 catalytic subunit
CHEMBL4143
IC50 4.85 4.85 14127.0 1
Mannose-6-phosphate isomerase
CHEMBL2758
IC50 4.4 4.4 39499.0 1
Glutathione reductase, mitochondrial
CHEMBL2755
IC50 4.24 4.24 58000.0 1

Activity Data Samples

Top measurements by pChEMBL value

Literature References

PubMed DOI Target Context # Activities
17197182 10.1016/j.bmcl.2006.12.016 Trypanothione reductase 1
17197182 10.1016/j.bmcl.2006.12.016 Glutathione reductase, mitochondrial 1
17197182 10.1016/j.bmcl.2006.12.016 Unchecked 1
17197182 10.1016/j.bmcl.2006.12.016 Trypanosoma brucei 1
17545669 10.1074/jbc.m701857200 Sortase A 1
17545669 10.1074/jbc.m701857200 Unchecked 1
17545669 10.1074/jbc.m701857200 Papain 1

Data from ChEMBL 36 via Core Engine