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Compound Detail

CHEMBL386614

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O=C1NN(c2ccc(Cl)cc2)C(=O)/C1=C\c1ccc(-c2ccc(C(=O)O)cc2)o1

Basic Information

ChEMBL ID CHEMBL386614
Phase Preclinical
Structure Type MOL
InChI Key CWGRXFKQAMAUHJ-BOPFTXTBSA-N
3
Targets
6
Activities
2
Assay Types
0
PK Parameters
7
Publications
0
Known Names

Molecular Properties

408.8
MW (Da)
3.76
ALogP
4
HBA
2
HBD
99.8
PSA (Ų)
0.51
QED
0
Ro5 Violations
4
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C21H13ClN2O5
MW 408.80
Aromatic Rings 3
Heavy Atoms 29
NP-Likeness -1.19

Activity Summary

IC50 4 meas. best 4.98
Ki 2 meas. best 5.14

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Lethal factor
CHEMBL4372
Ki 5.14 4.98 7200.0 2
Lethal factor
CHEMBL4372
IC50 4.98 4.92 10500.0 2
Cathepsin B
CHEMBL4072
IC50 4.09 4.09 81500.0 1
Plasma kallikrein
CHEMBL2000
IC50 4.02 4.02 96200.0 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 Matrix metalloproteinase-9 1
16913712 10.1021/jm0605132 Neutrophil elastase 1
16913712 10.1021/jm0605132 Chymotrypsinogen B 1
16913712 10.1021/jm0605132 Aminopeptidase N 1
16913712 10.1021/jm0605132 Cathepsin B 1
16913712 10.1021/jm0605132 Plasma kallikrein 1

Data from ChEMBL 36 via Core Engine