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Compound Detail

CHEMBL2368566

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O=C(N[C@@H](Cc1ccccc1)C(=O)N[C@@H](Cc1ccccc1)C(=O)CF)OCc1ccccc1

Basic Information

ChEMBL ID CHEMBL2368566
Phase Preclinical
Structure Type MOL
InChI Key CAILNONEKASNSH-ZEQRLZLVSA-N
3
Targets
7
Activities
1
Assay Types
0
PK Parameters
11
Publications
0
Known Names

Molecular Properties

462.5
MW (Da)
3.79
ALogP
4
HBA
2
HBD
84.5
PSA (Ų)
0.45
QED
0
Ro5 Violations
11
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C27H27FN2O4
MW 462.52
Aromatic Rings 3
Heavy Atoms 34
NP-Likeness -0.12

Activity Summary

IC50 7 meas. best 7.18

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Cathepsin B
CHEMBL4072
IC50 7.18 6.8433 65.6 3
Procathepsin L
CHEMBL3837
IC50 7.08 6.8167 83.7 3
Calpain-1 catalytic subunit
CHEMBL3891
IC50 6.4 6.4 397.1 1

Activity Data Samples

Top measurements by pChEMBL value

Literature References

PubMed DOI Target Context # Activities
19419206 10.1021/jm8014734 Cathepsin B 1
19419206 10.1021/jm8014734 Procathepsin L 1
19419206 10.1021/jm8014734 Pro-cathepsin H 1
19419206 10.1021/jm8014734 Cathepsin D 1
23608763 10.1016/j.bmcl.2013.03.106 Procathepsin L 1
23608763 10.1016/j.bmcl.2013.03.106 Cathepsin B 1
27318120 10.1016/j.ejmech.2016.06.008 Calpain-1 catalytic subunit 1
27318120 10.1016/j.ejmech.2016.06.008 Cathepsin B 1
27318120 10.1016/j.ejmech.2016.06.008 Procathepsin L 1
36270087 10.1016/j.ejmech.2022.114851 Procathepsin L 1
36270087 10.1016/j.ejmech.2022.114851 Cathepsin D 1

Data from ChEMBL 36 via Core Engine