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Compound Detail

CHEMBL505629

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N[C@@H](CCCCNC(=O)OCc1ccc([N+](=O)[O-])cc1)C(=O)N1CCCC1

Basic Information

ChEMBL ID CHEMBL505629
Phase Preclinical
Structure Type MOL
InChI Key YDYSCRZHYWLSPQ-INIZCTEOSA-N
3
Targets
3
Activities
1
Assay Types
0
PK Parameters
15
Publications
0
Known Names

Molecular Properties

378.4
MW (Da)
1.94
ALogP
6
HBA
2
HBD
127.8
PSA (Ų)
0.38
QED
0
Ro5 Violations
9
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C18H26N4O5
MW 378.43
Aromatic Rings 1
Heavy Atoms 27
NP-Likeness -0.89

Activity Summary

IC50 3 meas. best 6.83

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Dipeptidyl peptidase 8
CHEMBL4657
IC50 6.83 6.83 147.0 1
Dipeptidyl peptidase 9
CHEMBL4793
IC50 6.78 6.78 168.0 1
NON-PROTEIN TARGET
CHEMBL3879801
IC50 6.08 6.08 839.0 1

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Dipeptidyl peptidase 8 IC50 = 147.0 nM 6.83 Inhibition of DPP8 18602260
Dipeptidyl peptidase 9 IC50 = 168.0 nM 6.78 Inhibition of DPP9 18602260
NON-PROTEIN TARGET IC50 = 839.0 nM 6.08 Antiproliferative activity against T cells 18602260

Literature References

PubMed DOI Target Context # Activities
- 10.6019/CHEMBL4495565 SARS-CoV-2 2
18602260 10.1016/j.bmcl.2008.05.101 Dipeptidyl peptidase 8 1
18602260 10.1016/j.bmcl.2008.05.101 Dipeptidyl peptidase 9 1
18602260 10.1016/j.bmcl.2008.05.101 NON-PROTEIN TARGET 1
- 10.6019/CHEMBL4495564 Replicase polyprotein 1ab 1
- 10.6019/CHEMBL5724796 Casein kinase I isoform delta 1
- 10.6019/CHEMBL5724796 Cyclin-dependent kinase 2 1
- 10.6019/CHEMBL5724796 Glycogen synthase kinase-3 beta 1
- 10.6019/CHEMBL5724796 Mitogen-activated protein kinase 1 1
- 10.6019/CHEMBL5724796 Aurora kinase A 1
- 10.6019/CHEMBL5724796 Tyrosine-protein kinase ABL1 1
- 10.6019/CHEMBL5724796 Fibroblast growth factor receptor 2 1
- 10.6019/CHEMBL5724796 Peregrin 1
- 10.6019/CHEMBL5724796 Transcription intermediary factor 1-alpha 1
- 10.6019/CHEMBL5724796 Bromodomain-containing protein 4 1

Data from ChEMBL 36 via Core Engine