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Compound Detail

CHEMBL211933

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COc1ccc(/C=C2\SC(=S)N(CCC(=O)O)C2=O)cc1Br

Basic Information

ChEMBL ID CHEMBL211933
Phase Preclinical
Structure Type MOL
InChI Key KHUCIKRVCMDNPU-XFFZJAGNSA-N
2
Targets
6
Activities
2
Assay Types
0
PK Parameters
8
Publications
0
Known Names

Molecular Properties

402.3
MW (Da)
3.13
ALogP
5
HBA
1
HBD
66.8
PSA (Ų)
0.60
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 C14H12BrNO4S2
MW 402.29
Aromatic Rings 1
Heavy Atoms 22
NP-Likeness -1.42

Activity Summary

IC50 4 meas. best 5.36
Ki 2 meas. best 5.48

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Lethal factor
CHEMBL4372
Ki 5.48 5.38 3300.0 2
Lethal factor
CHEMBL4372
IC50 5.36 5.23 4400.0 3
Plasma kallikrein
CHEMBL2000
IC50 4.5 4.5 31700.0 1

Activity Data Samples

Top measurements by pChEMBL value

Literature References

PubMed DOI Target Context # Activities
16913712 10.1021/jm0605132 Lethal factor 4
16913712 10.1021/jm0605132 Cathepsin B 1
16913712 10.1021/jm0605132 Neutrophil elastase 1
16913712 10.1021/jm0605132 Matrix metalloproteinase-9 1
16913712 10.1021/jm0605132 Chymotrypsinogen B 1
16913712 10.1021/jm0605132 Aminopeptidase N 1
16913712 10.1021/jm0605132 Plasma kallikrein 1
28987611 10.1016/j.ejmech.2017.09.031 Lethal factor 1

Data from ChEMBL 36 via Core Engine