Skip to main content
Free research Free research Free compound review with research home and workspace preview
Quick search ChEMBL 36
Compound Detail

CHEMBL77538

Enter ChEMBL ID:
Free Research Context This compound will appear in recent viewed items on the research home for this browser.
Research home View demo workspace
N#Cc1ccc(NCCNCC(=O)N2CCC[C@H]2C#N)nc1
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL77538
Phase Preclinical
Structure Type MOL
InChI Key VFFZWMWTUSXDCB-ZDUSSCGKSA-N
4
Targets
32
Activities
2
Assay Types
19
PK Parameters
20
Publications
0
Known Names

Molecular Properties

298.4
MW (Da)
0.47
ALogP
6
HBA
2
HBD
104.8
PSA (Ų)
0.74
QED
0
Ro5 Violations
6
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C15H18N6O
MW 298.35
Aromatic Rings 1
Heavy Atoms 22
NP-Likeness -1.62

Activity Summary

IC50 31 meas. best 8.85
Ki 1 meas. best 7.57

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Dipeptidyl peptidase 4
CHEMBL284
 IC50 8.85 7.8476 1.4 17
Dipeptidyl peptidase 4
CHEMBL4653
 IC50 8.64 8.36 2.3 3
Dipeptidyl peptidase 4
CHEMBL284
 Ki 7.57 7.57 27.0 1
Dipeptidyl peptidase 8
CHEMBL4657
 IC50 5.34 5.34 4573.0 3
Dipeptidyl peptidase 2
CHEMBL3976
 IC50 5.18 4.73 6600.0 4

Pharmacokinetic Data

Parameter Value Units Species
AUC 6490.0 ng.hr.mL-1 Mus musculus
AUC 21500.0 ng.hr.mL-1 Mus musculus
CL 28.0 mL.min-1.kg-1 Rattus norvegicus
CL 21.9 mL.min-1.kg-1 Macaca fascicularis
Cmax 3650.0 nM Rattus norvegicus
Cmax 7560.0 nM Macaca fascicularis
Cmax 20780.96 nM Mus musculus
F 74.0 % Rattus norvegicus
F 74.0 % Macaca fascicularis
F 65.0 % Mus musculus
F 65.0 % Mus musculus
T1/2 0.85 hr Simiiformes
T1/2 0.85 hr Homo sapiens
T1/2 0.8333 hr -
T1/2 0.88 hr Mus musculus
T1/2 0.85 hr Macaca mulatta
Tmax 0.32 hr Mus musculus
Vd 0.67 L.kg-1 Rattus norvegicus
Vd 0.841 L.kg-1 Macaca fascicularis

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Dipeptidyl peptidase 4 IC50 = 1.4 nM 8.85 Inhibition of DPP4 in human plasma by fluorescence assay 17113301
Dipeptidyl peptidase 4 IC50 = 1.4 nM 8.85 Inhibitory concentration against human dipeptidylpeptidase IV 15863294
Dipeptidyl peptidase 4 IC50 = 2.3 nM 8.64 Inhibitory concentration against rat dipeptidylpeptidase IV 15863294
Dipeptidyl peptidase 4 IC50 = 6.0 nM 8.22 In vitro inhibitory activity against Dipeptidyl peptidase IV (DPP-IV) extracted ... 12036346
Dipeptidyl peptidase 4 IC50 = 6.0 nM 8.22 Inhibitory activity against Dipeptidyl peptidase IV (DPP IV) obtained from rat p... 12801240
Dipeptidyl peptidase 4 IC50 = 7.0 nM 8.15 In vitro inhibitory activity against Dipeptidyl peptidase IV (DPP-IV) extracted ... 12036346
Dipeptidyl peptidase 4 IC50 = 7.0 nM 8.15 Inhibitory activity against Dipeptidyl peptidase IV (DPP IV) obtained from human... 12801240
Dipeptidyl peptidase 4 IC50 = 7.0 nM 8.15 Inhibition of DPP4 in human plasma by fluorescence assay 18243000
Dipeptidyl peptidase 4 IC50 = 7.2 nM 8.14 Inhibition of human DPP4 expressed in baculovirus expression system using Gly-Pr... 22503246
Dipeptidyl peptidase 4 IC50 = 22.0 nM 7.66 Inhibition of DPP4 19217790
Dipeptidyl peptidase 4 IC50 = 22.0 nM 7.66 Inhibition of DPP-4 in human Epithelial cell 37647598
Dipeptidyl peptidase 4 IC50 = 22.0 nM 7.66 Inhibition of DPP4 (unknown origin) 24099035
Dipeptidyl peptidase 4 IC50 = 22.0 nM 7.66 Inhibition of human DPP4 expressed in baculovirus system 18207285
Dipeptidyl peptidase 4 IC50 = 22.0 nM 7.66 Inhibitory concentration against dipeptidylpeptidase IV 15293982
Dipeptidyl peptidase 4 IC50 = 22.0 nM 7.66 Inhibition of human dipeptidyl peptidase IV (DPP IV) obtained from human colonic... 12801240
Dipeptidyl peptidase 4 IC50 = 22.0 nM 7.66 In vitro inhibitory activity against Dipeptidyl peptidase IV (DPP-IV) extracted ... 12036346
Dipeptidyl peptidase 4 IC50 = 22.0 nM 7.66 Inhibitory activity against dipeptidylpeptidase IV. 14684294
Dipeptidyl peptidase 4 Ki = 27.0 nM 7.57 Inhibition of human DPP4 16236500
Dipeptidyl peptidase 4 IC50 = 53.0 nM 7.28 Inhibitory concentration against dipeptidylpeptidase IV 15664838
Dipeptidyl peptidase 4 IC50 = 53.0 nM 7.28 Inhibitory concentration against Dipeptidylpeptidase IV [DPP-IV] 15927466

Literature References

PubMed DOI Target Context # Activities
22503246 10.1016/j.bmcl.2012.03.078 Mus musculus 12
12036346 10.1021/jm025522z Dipeptidyl peptidase 4 6
12036346 10.1021/jm025522z Monkey 4
22503246 10.1016/j.bmcl.2012.03.078 Unchecked 3
12036346 10.1021/jm025522z Rattus norvegicus 3
12036346 10.1021/jm025522z Cynomolgus monkey 3
12036346 10.1021/jm025522z ADMET 3
12801240 10.1021/jm030091l Dipeptidyl peptidase 4 3
12801240 10.1021/jm030091l Dipeptidyl peptidase 2 2
15863294 10.1016/j.bmcl.2005.03.077 Dipeptidyl peptidase 4 2
- 10.6019/CHEMBL4495565 SARS-CoV-2 2
34428715 10.1016/j.bmc.2021.116354 Mus musculus 2
- 10.6019/CHEMBL4808148 Histone deacetylase 6 2
34428715 10.1016/j.bmc.2021.116354 ADMET 2
15664838 10.1016/j.bmcl.2004.11.023 Dipeptidyl peptidase 8 1
15664838 10.1016/j.bmcl.2004.11.023 Dipeptidyl peptidase 2 1
15293982 10.1021/jm030628v Dipeptidyl peptidase 4 1
15664838 10.1016/j.bmcl.2004.11.023 Dipeptidyl peptidase 4 1
37647598 10.1021/acs.jmedchem.3c00412 Plasma 1
15927466 10.1016/j.bmcl.2005.04.051 Dipeptidyl peptidase 8 1

Data from ChEMBL 36 via Core Engine