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Compound Detail

CHEMBL1683121

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NC(=O)[C@@H]1CCCN([C@H]2CC[C@H]([C@H](N)Cc3cc(F)ccc3F)CC2)C1

Basic Information

ChEMBL ID CHEMBL1683121
Phase Preclinical
Structure Type MOL
InChI Key FBQPVRNOIUERMB-BCXHYRKLSA-N
3
Targets
3
Activities
1
Assay Types
4
PK Parameters
7
Publications
0
Known Names

Molecular Properties

365.5
MW (Da)
2.59
ALogP
3
HBA
2
HBD
72.3
PSA (Ų)
0.84
QED
0
Ro5 Violations
5
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C20H29F2N3O
MW 365.47
Aromatic Rings 1
Heavy Atoms 26
NP-Likeness -1.25

Activity Summary

IC50 3 meas. best 7.16

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Dipeptidyl peptidase 4
CHEMBL284
IC50 7.16 7.16 70.0 1
Dipeptidyl peptidase 2
CHEMBL3976
IC50 4.96 4.96 11000.0 1
Dipeptidyl peptidase 9
CHEMBL4793
IC50 4.11 4.11 77000.0 1

Pharmacokinetic Data

Parameter Value Units Species
CL 201.0 mL.min-1.kg-1 Rattus norvegicus
Cmax 24.0 nM Rattus norvegicus
F 24.0 % Rattus norvegicus
T1/2 2.1 hr Rattus norvegicus

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Dipeptidyl peptidase 4 IC50 = 70.0 nM 7.16 Inhibition of DPP4 21320777
Dipeptidyl peptidase 2 IC50 = 11000.0 nM 4.96 Inhibition of QPP 21320777
Dipeptidyl peptidase 9 IC50 = 77000.0 nM 4.11 Inhibition of DPP9 21320777

Literature References

PubMed DOI Target Context # Activities
21320777 10.1016/j.bmcl.2010.12.060 Rattus norvegicus 4
21320777 10.1016/j.bmcl.2010.12.060 Unchecked 2
21320777 10.1016/j.bmcl.2010.12.060 Dipeptidyl peptidase 4 1
21320777 10.1016/j.bmcl.2010.12.060 Dipeptidyl peptidase 2 1
21320777 10.1016/j.bmcl.2010.12.060 Dipeptidyl peptidase 8 1
21320777 10.1016/j.bmcl.2010.12.060 Dipeptidyl peptidase 9 1
21320777 10.1016/j.bmcl.2010.12.060 Prolyl endopeptidase FAP 1

Data from ChEMBL 36 via Core Engine