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Compound Detail

CHEMBL250787

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C[C@@H]1c2nc(C(F)(F)F)nn2CCN1C(=O)C[C@H](N)Cc1cc(F)c(F)cc1F

Basic Information

ChEMBL ID CHEMBL250787
Phase Preclinical
Structure Type MOL
InChI Key FDEXEPZGMKFCTG-PSASIEDQSA-N
2
Targets
3
Activities
1
Assay Types
12
PK Parameters
9
Publications
0
Known Names

Molecular Properties

421.4
MW (Da)
2.58
ALogP
5
HBA
1
HBD
77.0
PSA (Ų)
0.61
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 C17H17F6N5O
MW 421.35
Aromatic Rings 2
Heavy Atoms 29
NP-Likeness -1.15

Activity Summary

IC50 3 meas. best 7.6

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Dipeptidyl peptidase 4
CHEMBL284
IC50 7.6 7.6 25.0 2
Dipeptidyl peptidase 2
CHEMBL3976
IC50 4.6 4.6 25000.0 1

Pharmacokinetic Data

Parameter Value Units Species
AUC 0.432 uM.hr.Kg/mg Rattus norvegicus
AUC 30.24 uM.hr.Kg/mg Canis lupus familiaris
AUC 1.64 uM.hr.Kg/mg Macaca mulatta
CL 68.0 mL.min-1.kg-1 Rattus norvegicus
CL 1.0 mL.min-1.kg-1 Canis lupus familiaris
CL 16.0 mL.min-1.kg-1 Macaca mulatta
F 74.0 % Rattus norvegicus
F 67.0 % Canis lupus familiaris
F 65.0 % Macaca mulatta
T1/2 4.0 hr Rattus norvegicus
T1/2 26.0 hr Canis lupus familiaris
T1/2 7.7 hr Macaca mulatta

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Dipeptidyl peptidase 4 IC50 = 25.0 nM 7.6 Inhibition of DPP4 17827003
Dipeptidyl peptidase 4 IC50 = 25.0 nM 7.6 Inhibition of dipeptidyl peptidase 4 (unknown origin) -
Dipeptidyl peptidase 2 IC50 = 25000.0 nM 4.6 Inhibition of QPP 17827003

Literature References

PubMed DOI Target Context # Activities
17827003 10.1016/j.bmcl.2007.07.100 Rattus norvegicus 4
17827003 10.1016/j.bmcl.2007.07.100 Canis familiaris 4
17827003 10.1016/j.bmcl.2007.07.100 Rhesus monkey 4
17827003 10.1016/j.bmcl.2007.07.100 Mus musculus 3
17827003 10.1016/j.bmcl.2007.07.100 Dipeptidyl peptidase 4 1
17827003 10.1016/j.bmcl.2007.07.100 Dipeptidyl peptidase 8 1
17827003 10.1016/j.bmcl.2007.07.100 Dipeptidyl peptidase 9 1
17827003 10.1016/j.bmcl.2007.07.100 Dipeptidyl peptidase 2 1
- 10.1007/s00044-012-0455-6 Dipeptidyl peptidase 4 1

Data from ChEMBL 36 via Core Engine