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Compound Detail

CHEMBL474049

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N#C[C@@H]1CCCN1C(=O)[C@@H](N)CCC(=O)N1CCCC1.O=C(O)C(F)(F)F

Basic Information

ChEMBL ID CHEMBL474049
Phase Preclinical
Structure Type MOL
InChI Key SLLYDFOFQIZYIB-FXMYHANSSA-N
Parent Compound CHEMBL1186666
Active Moiety CHEMBL1186666
3
Targets
3
Activities
1
Assay Types
0
PK Parameters
4
Publications
0
Known Names

Molecular Properties

278.4
MW (Da)
0.23
ALogP
4
HBA
1
HBD
90.4
PSA (Ų)
0.80
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 C16H23F3N4O4
MW 392.38
Aromatic Rings 0
Heavy Atoms 20
NP-Likeness -0.54

Activity Summary

IC50 3 meas. best 8.15

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Dipeptidyl peptidase 4
CHEMBL284
IC50 8.15 8.15 7.0 1
Dipeptidyl peptidase 8
CHEMBL4657
IC50 5.28 5.28 5300.0 1
Unchecked
CHEMBL612545
IC50 4.96 4.96 11000.0 1

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Dipeptidyl peptidase 4 IC50 = 7.0 nM 8.15 Inhibition of DPP4 19269819
Dipeptidyl peptidase 8 IC50 = 5300.0 nM 5.28 Inhibition of DPP8 19269819
Unchecked IC50 = 11000.0 nM 4.96 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

Data from ChEMBL 36 via Core Engine