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Compound Detail

CHEMBL208964

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O=C([C@@H]1CN[C@H](C(=O)N2CCCC2)C1)N1Cc2ccc(Cl)cc2C1

Basic Information

ChEMBL ID CHEMBL208964
Phase Preclinical
Structure Type MOL
InChI Key LUXKMGMUURSVQM-BBRMVZONSA-N
2
Targets
2
Activities
1
Assay Types
0
PK Parameters
4
Publications
0
Known Names

Molecular Properties

347.9
MW (Da)
1.78
ALogP
3
HBA
1
HBD
52.6
PSA (Ų)
0.89
QED
0
Ro5 Violations
2
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C18H22ClN3O2
MW 347.85
Aromatic Rings 1
Heavy Atoms 24
NP-Likeness -0.89

Activity Summary

IC50 2 meas. best 7.3

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Dipeptidyl peptidase 4
CHEMBL284
IC50 7.3 7.3 50.0 1
Prolyl endopeptidase FAP
CHEMBL4683
IC50 5.1 5.1 7951.0 1

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Dipeptidyl peptidase 4 IC50 = 50.0 nM 7.3 Inhibition of DPP4 16581245
Prolyl endopeptidase FAP IC50 = 7951.0 nM 5.1 Inhibition of FAP 16581245

Literature References

PubMed DOI Target Context # Activities
16581245 10.1016/j.bmcl.2006.03.037 Dipeptidyl peptidase 4 2
16581245 10.1016/j.bmcl.2006.03.037 Dipeptidyl peptidase 8 1
16581245 10.1016/j.bmcl.2006.03.037 Dipeptidyl peptidase 2 1
16581245 10.1016/j.bmcl.2006.03.037 Prolyl endopeptidase FAP 1

Data from ChEMBL 36 via Core Engine