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Compound Detail

CHEMBL259450

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CCc1ccccc1NC(=O)CSC(=O)NNC(=O)[C@H](Cc1c[nH]c2ccccc12)NC(=O)OC(C)(C)C

Basic Information

ChEMBL ID CHEMBL259450
Phase Preclinical
Structure Type MOL
InChI Key OTIWAYTTYNFEKL-QFIPXVFZSA-N
1
Targets
5
Activities
2
Assay Types
0
PK Parameters
20
Publications
0
Known Names

Molecular Properties

539.7
MW (Da)
4.28
ALogP
6
HBA
5
HBD
141.4
PSA (Ų)
0.27
QED
1
Ro5 Violations
8
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C27H33N5O5S
MW 539.66
Aromatic Rings 3
Heavy Atoms 38
NP-Likeness -1.04

Activity Summary

IC50 4 meas. best 7.25
Ki 1 meas. best 7.15

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Procathepsin L
CHEMBL3837
IC50 7.25 7.25 56.0 3
Procathepsin L
CHEMBL3837
Ki 7.15 7.15 71.4 1

Activity Data Samples

Top measurements by pChEMBL value

Literature References

PubMed DOI Target Context # Activities
- 10.6019/CHEMBL5724709 HEK-293T 2
- 10.6019/CHEMBL5724709 U2OS 2
- 10.6019/CHEMBL5724709 Fibroblast 2
- 10.6019/CHEMBL5724796 Bromodomain-containing protein 4 1
18060772 10.1016/j.bmcl.2007.10.107 Procathepsin L 1
- 10.6019/CHEMBL5724796 Transcription intermediary factor 1-alpha 1
- 10.6019/CHEMBL5724796 Peregrin 1
- 10.6019/CHEMBL5724796 Fibroblast growth factor receptor 2 1
- 10.6019/CHEMBL5724796 Tyrosine-protein kinase ABL1 1
- 10.6019/CHEMBL5724796 Aurora kinase A 1
- 10.6019/CHEMBL5724796 Mitogen-activated protein kinase 1 1
- 10.6019/CHEMBL5724796 Glycogen synthase kinase-3 beta 1
- 10.6019/CHEMBL5724796 Cyclin-dependent kinase 2 1
- 10.6019/CHEMBL5724796 Casein kinase I isoform delta 1
38630165 10.1021/acs.jmedchem.3c02351 Procathepsin L 1
36857133 10.1021/acs.jmedchem.2c01229 SARS-CoV-2 1
32539378 10.1021/acs.jmedchem.0c00502 Procathepsin L 1
33486200 10.1016/j.ejmech.2021.113157 SARS-CoV-2 1
33486200 10.1016/j.ejmech.2021.113157 Procathepsin L 1
32511912 10.1021/acs.jmedchem.0c00606 Procathepsin L 1

Data from ChEMBL 36 via Core Engine