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Compound Detail

CHEMBL1083588

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CN(C)C(=O)N1C[C@@H]2C[C@@](C)(NCC(=O)N3CCC[C@H]3C#N)C[C@@H]2C1

Basic Information

ChEMBL ID CHEMBL1083588
Phase Preclinical
Structure Type MOL
InChI Key LLSCQXDHRRWZJM-JTOWHCCKSA-N
3
Targets
4
Activities
1
Assay Types
4
PK Parameters
6
Publications
0
Known Names

Molecular Properties

347.5
MW (Da)
0.87
ALogP
4
HBA
1
HBD
79.7
PSA (Ų)
0.82
QED
0
Ro5 Violations
3
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C18H29N5O2
MW 347.46
Aromatic Rings 0
Heavy Atoms 25
NP-Likeness -0.62

Activity Summary

IC50 4 meas. best 7.89

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Dipeptidyl peptidase 4
CHEMBL284
IC50 7.89 7.89 13.0 2
Dipeptidyl peptidase 9
CHEMBL4793
IC50 5.61 5.61 2430.0 1
Dipeptidyl peptidase 8
CHEMBL4657
IC50 4.42 4.42 38480.0 1

Pharmacokinetic Data

Parameter Value Units Species
AUC 120.5 ng.hr.mL-1 Rattus norvegicus
CL 563.5 mL.min-1.kg-1 Rattus norvegicus
Cmax 421.34 nM Rattus norvegicus
T1/2 0.9 hr Rattus norvegicus

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Dipeptidyl peptidase 4 IC50 = 13.0 nM 7.89 Inhibition of DPP4 20488702
Dipeptidyl peptidase 4 IC50 = 13.0 nM 7.89 Inhibition of DPP-4 (unknown origin) 34428715
Dipeptidyl peptidase 9 IC50 = 2430.0 nM 5.61 Inhibition of DPP9 20488702
Dipeptidyl peptidase 8 IC50 = 38480.0 nM 4.42 Inhibition of DPP8 20488702

Literature References

PubMed DOI Target Context # Activities
20488702 10.1016/j.bmcl.2010.04.120 Rattus norvegicus 4
20488702 10.1016/j.bmcl.2010.04.120 Cynomolgus monkey 2
20488702 10.1016/j.bmcl.2010.04.120 Dipeptidyl peptidase 4 1
20488702 10.1016/j.bmcl.2010.04.120 Dipeptidyl peptidase 8 1
20488702 10.1016/j.bmcl.2010.04.120 Dipeptidyl peptidase 9 1
34428715 10.1016/j.bmc.2021.116354 Dipeptidyl peptidase 4 1

Data from ChEMBL 36 via Core Engine