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Compound Detail

CHEMBL4281358

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O=C(Nc1ccc(Sc2nc3ccccc3s2)cc1)c1cccc(Br)c1O
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL4281358
Phase Preclinical
Structure Type MOL
InChI Key IXVZWQZFLVNMBK-UHFFFAOYSA-N
8
Targets
12
Activities
2
Assay Types
0
PK Parameters
20
Publications
0
Known Names

Molecular Properties

457.4
MW (Da)
6.17
ALogP
5
HBA
2
HBD
62.2
PSA (Ų)
0.38
QED
1
Ro5 Violations
4
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C20H13BrN2O2S2
MW 457.37
Aromatic Rings 4
Heavy Atoms 27
NP-Likeness -1.73

Activity Summary

EC50 7 meas. best 6.12
IC50 5 meas. best 4.85

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Staphylococcus aureus
CHEMBL352
 EC50 6.12 6.04 760.0 2
HCT-116
CHEMBL394
 EC50 5.05 5.05 8900.0 1
HT-29
CHEMBL384
 EC50 5.03 5.03 9300.0 1
Enterococcus faecium
CHEMBL357
 EC50 4.96 4.96 11000.0 1
DLD-1
CHEMBL614285
 EC50 4.92 4.92 12000.0 1
Acinetobacter baumannii
CHEMBL614425
 EC50 4.92 4.92 12000.0 1
GroEL/GroES
CHEMBL4106139
 IC50 4.85 4.535 14000.0 4
HSP60/HSP10
CHEMBL4106131
 IC50 4.58 4.58 26000.0 1

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Staphylococcus aureus EC50 = 760.0 nM 6.12 Antibacterial activity against Staphylococcus aureus ATCC 25923 after 6 to 8 hrs... 30392371
Staphylococcus aureus EC50 = 1100.0 nM 5.96 Antibacterial activity against methicillin-resistant Staphylococcus aureus ATCC ... 30392371
HCT-116 EC50 = 8900.0 nM 5.05 Cytotoxicity against human HCT-116 cells assessed as reduction in cell viability... 33971488
HT-29 EC50 = 9300.0 nM 5.03 Cytotoxicity against human HT-29 cells assessed as reduction in cell viability m... 33971488
Enterococcus faecium EC50 = 11000.0 nM 4.96 Antibacterial activity against Enterococcus faecium ATCC 19434 after 24 hrs by b... 30392371
Acinetobacter baumannii EC50 = 12000.0 nM 4.92 Antibacterial activity against Acinetobacter baumannii ATCC 19606 after 24 hrs b... 30392371
DLD-1 EC50 = 12000.0 nM 4.92 Cytotoxicity against human DLD-1 cells assessed as reduction in cell viability m... 33971488
GroEL/GroES IC50 = 14000.0 nM 4.85 Inhibition of Escherichia coli GroEL expressed in Escherichia coli DH5alpha/Esch... 30392371
HSP60/HSP10 IC50 = 26000.0 nM 4.58 Inhibition of human N-terminal octa-His-tagged HSP60 expressed in Escherichia co... 30392371
GroEL/GroES IC50 = 33000.0 nM 4.48 Inhibition of Escherichia coli GroEL expressed in Escherichia coli DH5alpha/Esch... 30392371
GroEL/GroES IC50 = 37000.0 nM 4.43 Inhibition of Escherichia coli GroEL/ES-mediated refolding of the denatured rhod... 33971488
GroEL/GroES IC50 = 42000.0 nM 4.38 Inhibition of Escherichia coli GroEL/ES-mediated refolding of the denatured mala... 33971488

Literature References

PubMed DOI Target Context # Activities
33971488 10.1016/j.bmc.2021.116129 Unchecked 3
30392371 10.1021/acs.jmedchem.8b01293 Unchecked 2
30392371 10.1021/acs.jmedchem.8b01293 Staphylococcus aureus 2
33971488 10.1016/j.bmc.2021.116129 GroEL/GroES 2
30392371 10.1021/acs.jmedchem.8b01293 GroEL/GroES 2
30392371 10.1021/acs.jmedchem.8b01293 HEK293 1
33971488 10.1016/j.bmc.2021.116129 Thiosulfate sulfurtransferase 1
33971488 10.1016/j.bmc.2021.116129 HSP60/HSP10 1
33971488 10.1016/j.bmc.2021.116129 HEK293 1
33971488 10.1016/j.bmc.2021.116129 FHC 1
33971488 10.1016/j.bmc.2021.116129 HT-29 1
33971488 10.1016/j.bmc.2021.116129 DLD-1 1
33971488 10.1016/j.bmc.2021.116129 HCT-116 1
30392371 10.1021/acs.jmedchem.8b01293 HSP60/HSP10 1
30392371 10.1021/acs.jmedchem.8b01293 Enterobacter cloacae 1
30392371 10.1021/acs.jmedchem.8b01293 Pseudomonas aeruginosa 1
30392371 10.1021/acs.jmedchem.8b01293 Acinetobacter baumannii 1
30392371 10.1021/acs.jmedchem.8b01293 Klebsiella pneumoniae 1
30392371 10.1021/acs.jmedchem.8b01293 Enterococcus faecium 1
30392371 10.1021/acs.jmedchem.8b01293 Thiosulfate sulfurtransferase 1

Data from ChEMBL 36 via Core Engine