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Compound Detail

CHEMBL4100295

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C[C@]1(C(=O)[C@H](Cc2ccccc2)NC(=O)[C@H](CO)NC(=O)c2cccc(=O)[nH]2)CO1

Basic Information

ChEMBL ID CHEMBL4100295
Phase Preclinical
Structure Type MOL
InChI Key QYDASSGXBXGRBS-CKJXQJPGSA-N
5
Targets
7
Activities
1
Assay Types
2
PK Parameters
20
Publications
0
Known Names

Molecular Properties

413.4
MW (Da)
-0.45
ALogP
6
HBA
4
HBD
140.9
PSA (Ų)
0.41
QED
0
Ro5 Violations
9
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug Chemical Probe

Extended Properties

Molecular Formula C21H23N3O6
MW 413.43
Aromatic Rings 2
Heavy Atoms 30
NP-Likeness 0.38

Activity Summary

IC50 7 meas. best 7.29

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Proteasome subunit beta type-9
CHEMBL1944495
IC50 7.29 7.045 51.0 2
Proteasome subunit beta type-8
CHEMBL5620
IC50 5.37 5.37 4274.0 1
Proteasome component C5
CHEMBL4208
IC50 5.32 4.825 4762.9 2
Proteasome Macropain subunit MB1
CHEMBL4662
IC50 5.16 5.16 6894.0 1
HMC3
CHEMBL6066733
IC50 4.62 4.62 24100.0 1

Pharmacokinetic Data

Parameter Value Units Species
CL 73.0 mL.min-1.kg-1 Mus musculus
T1/2 0.1167 hr Mus musculus

Activity Data Samples

Top measurements by pChEMBL value

Literature References

PubMed DOI Target Context # Activities
28435528 10.1021/acsmedchemlett.6b00496 Mus musculus 7
28435528 10.1021/acsmedchemlett.6b00496 PBMC 7
30380863 10.1021/acs.jmedchem.8b01201 PBMC 6
30380863 10.1021/acs.jmedchem.8b01201 Mus musculus 5
30380863 10.1021/acs.jmedchem.8b01201 ADMET 4
28435528 10.1021/acsmedchemlett.6b00496 Liver 3
32189500 10.1021/acs.jmedchem.0c00416 Proteasome subunit beta type-9 3
38636481 10.1021/acs.jmedchem.3c02488 ARPE-19 1
32189500 10.1021/acs.jmedchem.0c00416 Proteasome subunit beta type-8 1
32189500 10.1021/acs.jmedchem.0c00416 Proteasome component C5 1
32189500 10.1021/acs.jmedchem.0c00416 Unchecked 1
30380863 10.1021/acs.jmedchem.8b01201 Proteasome subunit beta type-10 1
30380863 10.1021/acs.jmedchem.8b01201 Proteasome subunit beta type-9 1
30380863 10.1021/acs.jmedchem.8b01201 Proteasome subunit beta type-8 1
28435528 10.1021/acsmedchemlett.6b00496 No relevant target 1
28435528 10.1021/acsmedchemlett.6b00496 Proteasome subunit beta type-9 1
28435528 10.1021/acsmedchemlett.6b00496 Proteasome component C5 1
28435528 10.1021/acsmedchemlett.6b00496 Proteasome subunit beta type-8 1
28435528 10.1021/acsmedchemlett.6b00496 Proteasome Macropain subunit MB1 1
28435528 10.1021/acsmedchemlett.6b00496 Proteasome subunit beta type-10 1

Data from ChEMBL 36 via Core Engine