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Compound Detail

CHEMBL3115912

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O=C(/C=C/c1cccc([N+](=O)[O-])c1)c1ccc(NC(=O)c2ccco2)cc1
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL3115912
Phase Preclinical
Structure Type MOL
InChI Key AFQFTGMILSTZMM-IZZDOVSWSA-N
7
Targets
13
Activities
2
Assay Types
0
PK Parameters
20
Publications
0
Known Names

Molecular Properties

362.3
MW (Da)
4.34
ALogP
5
HBA
1
HBD
102.5
PSA (Ų)
0.30
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 C20H14N2O5
MW 362.34
Aromatic Rings 3
Heavy Atoms 27
NP-Likeness -1.44

Activity Summary

IC50 8 meas. best 6.14
EC50 5 meas. best 5.47

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Unchecked
CHEMBL612545
 IC50 6.14 5.8 730.0 3
GroEL/GroES
CHEMBL4106139
 IC50 6.03 5.4325 930.0 4
HSP60/HSP10
CHEMBL4106131
 IC50 5.8 5.8 1600.0 1
HCT-116
CHEMBL394
 EC50 5.47 5.43 3400.0 2
HT-29
CHEMBL384
 EC50 5.46 5.46 3500.0 1
DLD-1
CHEMBL614285
 EC50 4.66 4.66 22000.0 1
Escherichia coli
CHEMBL354
 EC50 4.12 4.12 76000.0 1

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Unchecked IC50 = 730.0 nM 6.14 Inhibition of Escherichia coli GroEL expressed in NEB-5-alpha Escherichia coli c... 36356534
GroEL/GroES IC50 = 930.0 nM 6.03 Inhibition of Escherichia coli GroEL/GroES using Escherichia coli GroEL expresse... 27184767
GroEL/GroES IC50 = 1400.0 nM 5.85 Inhibition of Escherichia coli GroEL/GroES using Escherichia coli GroEL expresse... 27184767
HSP60/HSP10 IC50 = 1600.0 nM 5.8 Inhibition of human HSP60/HSP10 expressed in Escherichia coli Rosetta2(DE3) cell... 27184767
GroEL/GroES IC50 = 1800.0 nM 5.75 Inhibition of Escherichia coli GroEL/GroES expressed in Escherichia coli DH5alph... 24418775
Unchecked IC50 = 2200.0 nM 5.66 Inhibition of Escherichia coli GroEL expressed in NEB-5-alpha Escherichia coli c... 36356534
Unchecked IC50 = 2500.0 nM 5.6 Inhibition of human mitochondrial HSP60 expressed in Escherichia coli Rosetta 2 ... 36356534
HCT-116 EC50 = 3400.0 nM 5.47 Cytotoxicity against human HCT-116 cells assessed as reduction in cell viability... 36356534
HT-29 EC50 = 3500.0 nM 5.46 Cytotoxicity against human HT-29 cells assessed as reduction in cell viability i... 36356534
HCT-116 EC50 = 4100.0 nM 5.39 Cytotoxicity against p53-/- human HCT-116 cells assessed as reduction in cell vi... 36356534
DLD-1 EC50 = 22000.0 nM 4.66 Cytotoxicity against human DLD-1 cells assessed as reduction in cell viability i... 36356534
Escherichia coli EC50 = 76000.0 nM 4.12 Antibacterial activity against Escherichia coli SM101 assessed as reduction in b... 27184767
GroEL/GroES IC50 = 80000.0 nM 4.1 Inhibition of Escherichia coli GroEL/GroES using Escherichia coli GroEL expresse... 27184767

Literature References

PubMed DOI Target Context # Activities
36356534 10.1016/j.bmc.2022.117072 Unchecked 8
36356534 10.1016/j.bmc.2022.117072 HCT-116 7
27184767 10.1016/j.bmcl.2016.04.089 GroEL/GroES 5
27184767 10.1016/j.bmcl.2016.04.089 Escherichia coli 3
27184767 10.1016/j.bmcl.2016.04.089 Staphylococcus aureus 2
27184767 10.1016/j.bmcl.2016.04.089 HSP60/HSP10 2
24418775 10.1016/j.bmcl.2013.12.100 GroEL/GroES 2
27184767 10.1016/j.bmcl.2016.04.089 Klebsiella pneumoniae subsp. pneumoniae 1
36356534 10.1016/j.bmc.2022.117072 Heat shock 70 kDa protein 14 1
36356534 10.1016/j.bmc.2022.117072 Chaperonin GroEL 1
36356534 10.1016/j.bmc.2022.117072 FHC 1
36356534 10.1016/j.bmc.2022.117072 HT-29 1
36356534 10.1016/j.bmc.2022.117072 DLD-1 1
27184767 10.1016/j.bmcl.2016.04.089 Enterobacter cloacae 1
27184767 10.1016/j.bmcl.2016.04.089 Pseudomonas aeruginosa 1
27184767 10.1016/j.bmcl.2016.04.089 Acinetobacter baumannii 1
27184767 10.1016/j.bmcl.2016.04.089 HEK293 1
27184767 10.1016/j.bmcl.2016.04.089 ADMET 1
27184767 10.1016/j.bmcl.2016.04.089 Enterococcus faecium 1
27184767 10.1016/j.bmcl.2016.04.089 Bacillus subtilis 1

Data from ChEMBL 36 via Core Engine