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Compound Detail

CHEMBL208019

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CC(C)C[C@@H](/C=C/S(C)(=O)=O)NC(=O)CNC(=O)[C@H](CCC(=O)OC(C)(C)C)NC(=O)OCc1ccccc1

Basic Information

ChEMBL ID CHEMBL208019
Phase Preclinical
Structure Type MOL
InChI Key GTOWQFVMJPDUBT-PPXNOBOXSA-N
2
Targets
2
Activities
1
Assay Types
0
PK Parameters
5
Publications
0
Known Names

Molecular Properties

567.7
MW (Da)
2.61
ALogP
8
HBA
3
HBD
157.0
PSA (Ų)
0.29
QED
1
Ro5 Violations
14
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C27H41N3O8S
MW 567.71
Aromatic Rings 1
Heavy Atoms 39
NP-Likeness -0.18

Activity Summary

IC50 2 meas. best 6.77

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Proteasome Macropain subunit MB1
CHEMBL4662
IC50 6.77 6.77 170.0 1
Cathepsin S
CHEMBL2954
IC50 4.68 4.68 21000.0 1

Activity Data Samples

Top measurements by pChEMBL value

Literature References

PubMed DOI Target Context # Activities
16686537 10.1021/jm058289o Proteasome Macropain subunit MB1 1
16686537 10.1021/jm058289o Proteasome Macropain subunit 1
16686537 10.1021/jm058289o Proteasome component C5 1
16686537 10.1021/jm058289o Cathepsin B 1
16686537 10.1021/jm058289o Cathepsin S 1

Data from ChEMBL 36 via Core Engine