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Compound Detail

CHEMBL480154

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CCOC(=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 CHEMBL480154
Phase Preclinical
Structure Type MOL
InChI Key KTNUSPOEGQOANN-AACLIANESA-N
5
Targets
5
Activities
1
Assay Types
0
PK Parameters
5
Publications
0
Known Names

Molecular Properties

400.4
MW (Da)
1.35
ALogP
6
HBA
1
HBD
85.7
PSA (Ų)
0.73
QED
0
Ro5 Violations
6
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C21H25FN4O3
MW 400.45
Aromatic Rings 1
Heavy Atoms 29
NP-Likeness -0.61

Activity Summary

IC50 5 meas. best 6.64

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Dipeptidyl peptidase 4
CHEMBL284
IC50 6.64 6.64 229.0 1
Dipeptidyl peptidase 9
CHEMBL4793
IC50 6.19 6.19 640.0 1
Dipeptidyl peptidase 8
CHEMBL4657
IC50 5.68 5.68 2080.0 1
Dipeptidyl peptidase 2
CHEMBL3976
IC50 5.0 5.0 9880.0 1
Prolyl endopeptidase
CHEMBL3202
IC50 4.21 4.21 62200.0 1

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Dipeptidyl peptidase 4 IC50 = 229.0 nM 6.64 Inhibition of human plasma DPP4 18602260
Dipeptidyl peptidase 9 IC50 = 640.0 nM 6.19 Inhibition of DPP9 18602260
Dipeptidyl peptidase 8 IC50 = 2080.0 nM 5.68 Inhibition of DPP8 18602260
Dipeptidyl peptidase 2 IC50 = 9880.0 nM 5.0 Inhibition of DPP2 18602260
Prolyl endopeptidase IC50 = 62200.0 nM 4.21 Inhibition of PPCE 18602260

Literature References

PubMed DOI Target Context # Activities
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

Data from ChEMBL 36 via Core Engine