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Compound Detail

CHEMBL4277733

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O=C(Nc1ccc(Sc2nc3ccccc3s2)cc1)c1cc(Br)cc(Br)c1O
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL4277733
Phase Preclinical
Structure Type MOL
InChI Key IUQCCIKCYKEUBD-UHFFFAOYSA-N
8
Targets
17
Activities
2
Assay Types
0
PK Parameters
20
Publications
0
Known Names

Molecular Properties

536.3
MW (Da)
6.93
ALogP
5
HBA
2
HBD
62.2
PSA (Ų)
0.30
QED
2
Ro5 Violations
4
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C20H12Br2N2O2S2
MW 536.27
Aromatic Rings 4
Heavy Atoms 28
NP-Likeness -1.70

Activity Summary

EC50 9 meas. best 6.36
IC50 8 meas. best 5.89

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Staphylococcus aureus
CHEMBL352
 EC50 6.36 6.182 440.0 5
Enterococcus faecium
CHEMBL357
 EC50 6.06 6.06 880.0 1
GroEL/GroES
CHEMBL4106139
 IC50 5.89 5.655 1300.0 4
HSP60/HSP10
CHEMBL4106131
 IC50 5.33 5.28 4700.0 2
Unchecked
CHEMBL612545
 IC50 5.18 5.13 6600.0 2
HCT-116
CHEMBL394
 EC50 4.72 4.72 19000.0 1
DLD-1
CHEMBL614285
 EC50 4.7 4.7 20000.0 1
HT-29
CHEMBL384
 EC50 4.68 4.68 21000.0 1

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Staphylococcus aureus EC50 = 440.0 nM 6.36 Bactericidal activity against planktonic growth of Staphylococcus aureus Rosenba... 30392371
Staphylococcus aureus EC50 = 440.0 nM 6.36 Antibacterial activity against Staphylococcus aureus ATCC 25923 after 6 to 8 hrs... 30392371
Staphylococcus aureus EC50 = 520.0 nM 6.28 Antibacterial activity against methicillin-resistant Staphylococcus aureus ATCC ... 30392371
Staphylococcus aureus EC50 = 540.0 nM 6.27 Antibiofilm activity against Staphylococcus aureus Rosenbach ATCC 25923 after 24... 30392371
Enterococcus faecium EC50 = 880.0 nM 6.06 Antibacterial activity against Enterococcus faecium ATCC 19434 after 24 hrs by b... 30392371
GroEL/GroES IC50 = 1300.0 nM 5.89 Inhibition of Escherichia coli GroEL expressed in Escherichia coli DH5alpha/Esch... 30392371
GroEL/GroES IC50 = 2200.0 nM 5.66 Inhibition of Escherichia coli GroEL/ES-mediated refolding of the denatured rhod... 33971488
Staphylococcus aureus EC50 = 2300.0 nM 5.64 Bactericidal activity against Staphylococcus aureus Rosenbach ATCC 25923 in biof... 30392371
GroEL/GroES IC50 = 2700.0 nM 5.57 Inhibition of Escherichia coli GroEL expressed in Escherichia coli DH5alpha/Esch... 30392371
GroEL/GroES IC50 = 3200.0 nM 5.5 Inhibition of Escherichia coli GroEL/ES-mediated refolding of the denatured mala... 33971488
HSP60/HSP10 IC50 = 4700.0 nM 5.33 Inhibition of human N-terminal octa-His-tagged HSP60 expressed in Escherichia co... 30392371
HSP60/HSP10 IC50 = 5900.0 nM 5.23 Inhibition of human mitochondrial HSP60/10-mediated refolding of the denatured m... 33971488
Unchecked IC50 = 6600.0 nM 5.18 Inhibition of refolded MDH (unknown origin)-mediated oxidation of NADPH in prese... 33971488
Unchecked IC50 = 8400.0 nM 5.08 Inhibition of refolded MDH (unknown origin) preincubated with Escherichia coli G... 30392371
HCT-116 EC50 = 19000.0 nM 4.72 Cytotoxicity against human HCT-116 cells assessed as reduction in cell viability... 33971488
DLD-1 EC50 = 20000.0 nM 4.7 Cytotoxicity against human DLD-1 cells assessed as reduction in cell viability m... 33971488
HT-29 EC50 = 21000.0 nM 4.68 Cytotoxicity against human HT-29 cells assessed as reduction in cell viability m... 33971488

Literature References

PubMed DOI Target Context # Activities
30392371 10.1021/acs.jmedchem.8b01293 Staphylococcus aureus 6
33971488 10.1016/j.bmc.2021.116129 Unchecked 3
30392371 10.1021/acs.jmedchem.8b01293 Unchecked 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 ADMET 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

Data from ChEMBL 36 via Core Engine