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Compound Detail

CHEMBL177914

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O=C[C@H](Cc1ccc(O)cc1)NC(=O)[C@H](Cc1ccccc1)NC(=O)OCc1ccccc1

Basic Information

ChEMBL ID CHEMBL177914
Phase Preclinical
Structure Type MOL
InChI Key QVDJMLQSYRSZKC-UPVQGACJSA-N
6
Targets
7
Activities
3
Assay Types
0
PK Parameters
12
Publications
0
Known Names

Molecular Properties

446.5
MW (Da)
3.16
ALogP
5
HBA
3
HBD
104.7
PSA (Ų)
0.42
QED
0
Ro5 Violations
10
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C26H26N2O5
MW 446.50
Aromatic Rings 3
Heavy Atoms 33
NP-Likeness 0.18

Activity Summary

IC50 3 meas. best 9.07
Ki 3 meas. best 9.59
EC50 1 meas. best 6.21

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Cathepsin S
CHEMBL2954
Ki 9.59 9.59 0.3 1
Procathepsin L
CHEMBL3837
Ki 9.33 9.33 0.5 1
Cathepsin K
CHEMBL268
Ki 9.13 9.13 0.7 1
Procathepsin L
CHEMBL3837
IC50 9.07 9.07 0.8 1
Cathepsin B
CHEMBL4072
IC50 7.07 7.07 85.1 1
Calpain-2 catalytic subunit
CHEMBL2382
IC50 6.74 6.74 184.0 1
SARS-CoV-2
CHEMBL4303835
EC50 6.21 6.21 620.0 1

Activity Data Samples

Top measurements by pChEMBL value

Literature References

PubMed DOI Target Context # Activities
23611656 10.1021/jm301424d HL-60 2
23611656 10.1021/jm301424d Unchecked 2
23611656 10.1021/jm301424d Trypanosoma brucei brucei 2
10669559 10.1021/jm990412m Procathepsin L 1
10669559 10.1021/jm990412m Cathepsin B 1
10669559 10.1021/jm990412m Calpain-2 catalytic subunit 1
10669559 10.1021/jm990412m Unchecked 1
16250645 10.1021/jm0502079 Procathepsin L 1
16250645 10.1021/jm0502079 Cathepsin K 1
16250645 10.1021/jm0502079 Cathepsin S 1
33522230 10.1021/acs.jmedchem.0c01683 Unchecked 1
37981443 10.1016/j.ejmech.2023.115923 SARS-CoV-2 1

Data from ChEMBL 36 via Core Engine