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Compound Detail

CHEMBL482261

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N#C[C@@H]1C[C@H](F)CN1C(=O)CN[C@H]1[C@@H]2CN(c3ncccn3)C[C@@H]21

Basic Information

ChEMBL ID CHEMBL482261
Phase Preclinical
Structure Type MOL
InChI Key NXGCDTBNUXWSGM-XOBFJNJYSA-N
4
Targets
4
Activities
1
Assay Types
0
PK Parameters
5
Publications
0
Known Names

Molecular Properties

330.4
MW (Da)
-0.04
ALogP
6
HBA
1
HBD
85.2
PSA (Ų)
0.83
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 C16H19FN6O
MW 330.37
Aromatic Rings 1
Heavy Atoms 24
NP-Likeness -0.84

Activity Summary

IC50 4 meas. best 7.34

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Prolyl endopeptidase
CHEMBL3202
IC50 7.34 7.34 46.0 1
Dipeptidyl peptidase 4
CHEMBL284
IC50 7.08 7.08 84.0 1
Dipeptidyl peptidase 8
CHEMBL4657
IC50 5.39 5.39 4030.0 1
Dipeptidyl peptidase 2
CHEMBL3976
IC50 4.78 4.78 16500.0 1

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Prolyl endopeptidase IC50 = 46.0 nM 7.34 Inhibition of PPCE 18602260
Dipeptidyl peptidase 4 IC50 = 84.0 nM 7.08 Inhibition of human plasma DPP4 18602260
Dipeptidyl peptidase 8 IC50 = 4030.0 nM 5.39 Inhibition of DPP8 18602260
Dipeptidyl peptidase 2 IC50 = 16500.0 nM 4.78 Inhibition of DPP2 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