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Compound Detail

CHEMBL479593

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COc1ccc(C(=O)N/N=C/c2ccc([N+](=O)[O-])o2)cc1
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL479593
Phase Preclinical
Structure Type MOL
InChI Key LYPPZYXXXNFNMF-RIYZIHGNSA-N
6
Targets
8
Activities
2
Assay Types
0
PK Parameters
20
Publications
0
Known Names

Molecular Properties

289.2
MW (Da)
1.96
ALogP
6
HBA
1
HBD
107.0
PSA (Ų)
0.51
QED
0
Ro5 Violations
5
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C13H11N3O5
MW 289.25
Aromatic Rings 2
Heavy Atoms 21
NP-Likeness -1.87

Activity Summary

IC50 5 meas. best 5.41
EC50 3 meas. best 5.72

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Escherichia coli
CHEMBL354
 EC50 5.72 5.72 1900.0 1
Trypanosoma cruzi
CHEMBL368
 IC50 5.41 5.25 3940.0 2
Staphylococcus aureus
CHEMBL352
 EC50 5.09 5.09 8100.0 1
Leishmania donovani
CHEMBL367
 IC50 5.05 5.05 8990.0 1
GroEL/GroES
CHEMBL4106139
 IC50 5.0 4.58 10000.0 2
Enterococcus faecium
CHEMBL357
 EC50 4.66 4.66 22000.0 1

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Escherichia coli EC50 = 1900.0 nM 5.72 Antibacterial activity against Escherichia coli assessed as reduction in bacteri... 33007545
Trypanosoma cruzi IC50 = 3940.0 nM 5.41 Antitrypanosomal activity against epimastigotes of Trypanosoma cruzi Y assessed ... 23816040
Staphylococcus aureus EC50 = 8100.0 nM 5.09 Antibacterial activity against Staphylococcus aureus ATCC 25923 assessed as redu... 33007545
Trypanosoma cruzi IC50 = 8080.0 nM 5.09 Antitrypanosomal activity against Trypanosoma cruzi Colombiana Tc1 epimastigotes... 29247858
Leishmania donovani IC50 = 8990.0 nM 5.05 Antileishmanial activity against Leishmania donovani promastigotes after 48 hrs ... 18571927
GroEL/GroES IC50 = 10000.0 nM 5.0 Inhibition of Escherichia coli GroEL/ES-mediated refolding of the denatured mala... 33007545
Enterococcus faecium EC50 = 22000.0 nM 4.66 Antibacterial activity against Enterococcus faecium ATCC 19434 assessed as reduc... 33007545
GroEL/GroES IC50 = 69000.0 nM 4.16 Inhibition of Escherichia coli GroEL/ES-mediated refolding of the denatured mala... 33007545

Literature References

PubMed DOI Target Context # Activities
33007545 10.1016/j.bmc.2020.115710 GroEL/GroES 4
24751553 10.1016/j.bmc.2014.03.044 Staphylococcus aureus 3
33007545 10.1016/j.bmc.2020.115710 Unchecked 3
29247858 10.1016/j.ejmech.2017.12.011 Trypanosoma cruzi 3
23816040 10.1016/j.bmc.2013.06.017 Trypanosoma cruzi 2
36401884 10.1016/j.ejmech.2022.114918 NIH3T3 2
24751553 10.1016/j.bmc.2014.03.044 Candida albicans 2
24751553 10.1016/j.bmc.2014.03.044 Escherichia coli 2
24751553 10.1016/j.bmc.2014.03.044 Enterococcus faecalis 2
18571927 10.1016/j.bmc.2008.05.076 Leishmania donovani 2
24751553 10.1016/j.bmc.2014.03.044 Klebsiella pneumoniae 1
24751553 10.1016/j.bmc.2014.03.044 Enterobacter cloacae 1
24751553 10.1016/j.bmc.2014.03.044 Serratia marcescens 1
33007545 10.1016/j.bmc.2020.115710 Enterococcus faecium 1
33007545 10.1016/j.bmc.2020.115710 Staphylococcus aureus 1
33007545 10.1016/j.bmc.2020.115710 Klebsiella pneumoniae 1
33007545 10.1016/j.bmc.2020.115710 Acinetobacter baumannii 1
33007545 10.1016/j.bmc.2020.115710 Pseudomonas aeruginosa 1
33007545 10.1016/j.bmc.2020.115710 Enterobacter cloacae 1
33007545 10.1016/j.bmc.2020.115710 Escherichia coli 1

Data from ChEMBL 36 via Core Engine