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Compound Detail

CHEMBL479538

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N#Cc1c(Cl)cccc1N1C[C@@H]2[C@H](C1)[C@H]2NCC(=O)N1C[C@@H](F)C[C@H]1C#N

Basic Information

ChEMBL ID CHEMBL479538
Phase Preclinical
Structure Type MOL
InChI Key XKINFADDUXLVQO-NEYKFGMSSA-N
4
Targets
4
Activities
1
Assay Types
0
PK Parameters
7
Publications
0
Known Names

Molecular Properties

387.9
MW (Da)
1.70
ALogP
5
HBA
1
HBD
83.2
PSA (Ų)
0.85
QED
0
Ro5 Violations
4
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C19H19ClFN5O
MW 387.85
Aromatic Rings 1
Heavy Atoms 27
NP-Likeness -0.83

Activity Summary

IC50 4 meas. best 7.51

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Dipeptidyl peptidase 4
CHEMBL284
IC50 7.51 7.51 31.0 1
Dipeptidyl peptidase 2
CHEMBL3976
IC50 7.02 7.02 96.0 1
Dipeptidyl peptidase 9
CHEMBL4793
IC50 6.92 6.92 119.0 1
Prolyl endopeptidase
CHEMBL3202
IC50 6.38 6.38 417.0 1

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Dipeptidyl peptidase 4 IC50 = 31.0 nM 7.51 Inhibition of human plasma DPP4 18602260
Dipeptidyl peptidase 2 IC50 = 96.0 nM 7.02 Inhibition of DPP2 18602260
Dipeptidyl peptidase 9 IC50 = 119.0 nM 6.92 Inhibition of DPP9 18602260
Prolyl endopeptidase IC50 = 417.0 nM 6.38 Inhibition of PPCE 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