Skip to main content
Free research Free research Free compound review with research home and workspace preview
Quick search ChEMBL 36
Compound Detail

CHEMBL1801800

METABROMSALAN
💊 Approved Drug
Enter ChEMBL ID:
Free Research Context This compound will appear in recent viewed items on the research home for this browser.
Research home View demo workspace
💊 Approved Drug
O=C(Nc1ccccc1)c1cc(Br)cc(Br)c1O
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL1801800
Name METABROMSALAN
Phase Approved
Structure Type MOL
InChI Key YALKQBRWLMDVSA-UHFFFAOYSA-N

Known Names

Metabromsalan NSC-526280
4
Targets
5
Activities
2
Assay Types
0
PK Parameters
13
Publications
2
Known Names

Molecular Properties

371.0
MW (Da)
4.17
ALogP
2
HBA
2
HBD
49.3
PSA (Ų)
0.83
QED
0
Ro5 Violations
2
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Withdrawn
Chirality Achiral

Flags

Withdrawn Natural Product
USAN Stem -sal-
USAN Year 1966

Extended Properties

Molecular Formula C13H9Br2NO2
MW 371.03
Aromatic Rings 2
Heavy Atoms 18
NP-Likeness -1.03

Drug Warnings

Withdrawn
dermatological toxicity
potent photosensitizer capable of causing disabling skin disorders
Country: United States; Japan   Year: 1975
Withdrawn
dermatological toxicity
potent photosensitizer capable of causing disabling skin disorders
Country: United States; Japan   Year: 1975
Withdrawn
dermatological toxicity
potent photosensitizer capable of causing disabling skin disorders
Country: United States; Japan   Year: 1975
Withdrawn
dermatological toxicity
Photosensitivity reactions
Country: United States; Japan   Year: 1975
Withdrawn
dermatological toxicity
Photosensitivity reactions
Country: United States; Japan   Year: 1975

Activity Summary

IC50 3 meas. best 4.29
EC50 2 meas. best 5.92

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Staphylococcus aureus
CHEMBL352
 EC50 5.92 5.81 1200.0 2
Unchecked
CHEMBL612545
 IC50 4.29 4.29 51000.0 1
GroEL/GroES
CHEMBL4106139
 IC50 4.21 4.21 61000.0 1
HSP60/HSP10
CHEMBL4106131
 IC50 4.2 4.2 63000.0 1

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Staphylococcus aureus EC50 = 1200.0 nM 5.92 Antibacterial activity against Staphylococcus aureus ATCC 25923 after 6 to 8 hrs... 30392371
Staphylococcus aureus EC50 = 2000.0 nM 5.7 Antibacterial activity against methicillin-resistant Staphylococcus aureus ATCC ... 30392371
Unchecked IC50 = 51000.0 nM 4.29 Inhibition of refolded MDH (unknown origin) preincubated with Escherichia coli G... 30392371
GroEL/GroES IC50 = 61000.0 nM 4.21 Inhibition of Escherichia coli GroEL expressed in Escherichia coli DH5alpha/Esch... 30392371
HSP60/HSP10 IC50 = 63000.0 nM 4.2 Inhibition of human N-terminal octa-His-tagged HSP60 expressed in Escherichia co... 30392371

Literature References

PubMed DOI Target Context # Activities
21534605 10.1021/jm200364n Onchocerca ochengi 2
30392371 10.1021/acs.jmedchem.8b01293 GroEL/GroES 2
30392371 10.1021/acs.jmedchem.8b01293 Unchecked 2
30392371 10.1021/acs.jmedchem.8b01293 Staphylococcus aureus 2
30392371 10.1021/acs.jmedchem.8b01293 ADMET 2
30392371 10.1021/acs.jmedchem.8b01293 Thiosulfate sulfurtransferase 1
30392371 10.1021/acs.jmedchem.8b01293 Enterococcus faecium 1
30392371 10.1021/acs.jmedchem.8b01293 Klebsiella pneumoniae 1
30392371 10.1021/acs.jmedchem.8b01293 Acinetobacter baumannii 1
30392371 10.1021/acs.jmedchem.8b01293 Pseudomonas aeruginosa 1
30392371 10.1021/acs.jmedchem.8b01293 Enterobacter cloacae 1
30392371 10.1021/acs.jmedchem.8b01293 HSP60/HSP10 1
30392371 10.1021/acs.jmedchem.8b01293 HEK293 1

Data from ChEMBL 36 via Core Engine