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Compound Detail

CHEMBL480914

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CC(=O)c1ccc(N2C[C@@H]3[C@H](C2)[C@H]3NCC(=O)N2C[C@@H](F)C[C@H]2C#N)cc1

Basic Information

ChEMBL ID CHEMBL480914
Phase Preclinical
Structure Type MOL
InChI Key PKVNQQPGIAQMEH-AACLIANESA-N
5
Targets
5
Activities
1
Assay Types
0
PK Parameters
7
Publications
0
Known Names

Molecular Properties

370.4
MW (Da)
1.38
ALogP
5
HBA
1
HBD
76.4
PSA (Ų)
0.79
QED
0
Ro5 Violations
5
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C20H23FN4O2
MW 370.43
Aromatic Rings 1
Heavy Atoms 27
NP-Likeness -0.62

Activity Summary

IC50 5 meas. best 6.96

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Dipeptidyl peptidase 4
CHEMBL284
IC50 6.96 6.96 109.0 1
Prolyl endopeptidase
CHEMBL3202
IC50 6.31 6.31 492.0 1
Dipeptidyl peptidase 8
CHEMBL4657
IC50 6.3 6.3 500.0 1
Dipeptidyl peptidase 9
CHEMBL4793
IC50 6.11 6.11 771.0 1
Dipeptidyl peptidase 2
CHEMBL3976
IC50 5.05 5.05 9000.0 1

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Dipeptidyl peptidase 4 IC50 = 109.0 nM 6.96 Inhibition of human plasma DPP4 18602260
Prolyl endopeptidase IC50 = 492.0 nM 6.31 Inhibition of PPCE 18602260
Dipeptidyl peptidase 8 IC50 = 500.0 nM 6.3 Inhibition of DPP8 18602260
Dipeptidyl peptidase 9 IC50 = 771.0 nM 6.11 Inhibition of DPP9 18602260
Dipeptidyl peptidase 2 IC50 = 9000.0 nM 5.05 Inhibition of DPP2 18602260

Literature References

PubMed DOI Target Context # Activities
18602260 10.1016/j.bmcl.2008.05.101 Unchecked 4
18602260 10.1016/j.bmcl.2008.05.101 Dipeptidyl peptidase 4 1
18602260 10.1016/j.bmcl.2008.05.101 Dipeptidyl peptidase 2 1
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 Prolyl endopeptidase 1
18602260 10.1016/j.bmcl.2008.05.101 NON-PROTEIN TARGET 1

Data from ChEMBL 36 via Core Engine