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Compound Detail

CHEMBL474047

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N#C[C@@H]1CCCN1C(=O)[C@@H](N)CCC(=O)N1CCn2nc(C(F)(F)F)nc2C1.O=C(O)C(F)(F)F

Basic Information

ChEMBL ID CHEMBL474047
Phase Preclinical
Structure Type MOL
InChI Key OSHGZMBDFPBZOR-ACMTZBLWSA-N
Parent Compound CHEMBL1186664
Active Moiety CHEMBL1186664
2
Targets
2
Activities
1
Assay Types
1
PK Parameters
6
Publications
0
Known Names

Molecular Properties

399.4
MW (Da)
0.26
ALogP
7
HBA
1
HBD
121.1
PSA (Ų)
0.78
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 C18H21F6N7O4
MW 513.40
Aromatic Rings 1
Heavy Atoms 28
NP-Likeness -1.15

Activity Summary

IC50 2 meas. best 8.05

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Dipeptidyl peptidase 4
CHEMBL284
IC50 8.05 8.05 9.0 1
Dipeptidyl peptidase 8
CHEMBL4657
IC50 4.96 4.96 11000.0 1

Pharmacokinetic Data

Parameter Value Units Species
T1/2 24.0 hr Mus musculus

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Dipeptidyl peptidase 4 IC50 = 9.0 nM 8.05 Inhibition of DPP4 19269819
Dipeptidyl peptidase 8 IC50 = 11000.0 nM 4.96 Inhibition of DPP8 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 Unchecked 1
34428715 10.1016/j.bmc.2021.116354 ADMET 1

Data from ChEMBL 36 via Core Engine