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Compound Detail

CHEMBL475662

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C[C@H](CC(=O)N1CCn2c(nnc2C(F)(F)F)C1)[C@H](N)C(=O)N1CCC[C@H]1C#N.O=C(O)C(F)(F)F

Basic Information

ChEMBL ID CHEMBL475662
Phase Preclinical
Structure Type MOL
InChI Key SLCGYDDEOWNJOG-DYTHMOEWSA-N
Parent Compound CHEMBL1186740
Active Moiety CHEMBL1186740
3
Targets
4
Activities
1
Assay Types
0
PK Parameters
5
Publications
0
Known Names

Molecular Properties

413.4
MW (Da)
0.51
ALogP
7
HBA
1
HBD
121.1
PSA (Ų)
0.77
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 C19H23F6N7O4
MW 527.43
Aromatic Rings 1
Heavy Atoms 29
NP-Likeness -1.12

Activity Summary

IC50 4 meas. best 8.1

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Dipeptidyl peptidase 4
CHEMBL284
IC50 8.1 8.1 8.0 2
Dipeptidyl peptidase 8
CHEMBL4657
IC50 5.7 5.7 2000.0 1
Unchecked
CHEMBL612545
IC50 5.15 5.15 7100.0 1

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Dipeptidyl peptidase 4 IC50 = 8.0 nM 8.1 Inhibition of DPP4 19269819
Dipeptidyl peptidase 4 IC50 = 8.0 nM 8.1 Inhibition of DPP-4 (unknown origin) 34428715
Dipeptidyl peptidase 8 IC50 = 2000.0 nM 5.7 Inhibition of DPP8 19269819
Unchecked IC50 = 7100.0 nM 5.15 Inhibition of FAP 19269819

Literature References

PubMed DOI Target Context # Activities
19269819 10.1016/j.bmcl.2009.02.061 Unchecked 2
19269819 10.1016/j.bmcl.2009.02.061 Dipeptidyl peptidase 4 1
19269819 10.1016/j.bmcl.2009.02.061 Dipeptidyl peptidase 8 1
19269819 10.1016/j.bmcl.2009.02.061 Dipeptidyl peptidase 2 1
34428715 10.1016/j.bmc.2021.116354 Dipeptidyl peptidase 4 1

Data from ChEMBL 36 via Core Engine