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Compound Detail

CHEMBL386369

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C#C[C@H]1CC[C@@H](C#N)N1C(=O)CNC1(C)CCN(c2cc(C(=O)O)ccn2)CC1

Basic Information

ChEMBL ID CHEMBL386369
Phase Preclinical
Structure Type MOL
InChI Key FIMRNLAKAARHPD-IRXDYDNUSA-N
2
Targets
2
Activities
1
Assay Types
30
PK Parameters
15
Publications
0
Known Names

Molecular Properties

395.5
MW (Da)
1.24
ALogP
6
HBA
2
HBD
109.6
PSA (Ų)
0.72
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 C21H25N5O3
MW 395.46
Aromatic Rings 1
Heavy Atoms 29
NP-Likeness -0.43

Activity Summary

Ki 2 meas. best 9.0

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Dipeptidyl peptidase 4
CHEMBL284
Ki 9.0 9.0 1.0 1
Dipeptidyl peptidase 4
CHEMBL4653
Ki 9.0 9.0 1.0 1

Pharmacokinetic Data

Parameter Value Units Species
AUC 7600.0 ng.hr.mL-1 Rattus norvegicus
AUC 5200.0 ng.hr.mL-1 Macaca fascicularis
AUC 2800.0 ng.hr.mL-1 Canis lupus familiaris
AUC 2100.0 ng.hr.mL-1 Rattus norvegicus
AUC 580.0 ng.hr.mL-1 Macaca fascicularis
AUC 970.0 ng.hr.mL-1 Canis lupus familiaris
AUC 12470.0 mg/dl Rattus norvegicus
AUC 39000.0 ng.hr.mL-1 Rattus norvegicus
AUC 36000.0 ng.hr.mL-1 Canis lupus familiaris
CL 11.33 mL.min-1.kg-1 Rattus norvegicus
CL 8.5 mL.min-1.kg-1 Macaca fascicularis
CL 15.17 mL.min-1.kg-1 Canis lupus familiaris
Cmax 935.62 nM Rattus norvegicus
Cmax 354.02 nM Macaca fascicularis
Cmax 758.61 nM Canis lupus familiaris
F 28.0 % Rattus norvegicus
F 11.2 % Macaca fascicularis
F 35.2 % Canis lupus familiaris
T1/2 6.8 hr Rattus norvegicus
T1/2 1.7 hr Macaca fascicularis
T1/2 6.4 hr Canis lupus familiaris
T1/2 4.7 hr Rattus norvegicus
T1/2 2.0 hr Macaca fascicularis
T1/2 5.3 hr Canis lupus familiaris
Tmax 4.7 hr Rattus norvegicus
Tmax 2.7 hr Macaca fascicularis
Tmax 0.8 hr Canis lupus familiaris
Vd 6.7 L.kg-1 Rattus norvegicus
Vd 1.3 L.kg-1 Macaca fascicularis
Vd 8.5 L.kg-1 Canis lupus familiaris

Activity Data Samples

Top measurements by pChEMBL value

Literature References

PubMed DOI Target Context # Activities
17034148 10.1021/jm060777o Rattus norvegicus 21
17034148 10.1021/jm060777o Canis familiaris 13
17034148 10.1021/jm060777o Cynomolgus monkey 10
17034148 10.1021/jm060777o Dipeptidyl peptidase 4 3
17034148 10.1021/jm060777o Dipeptidyl peptidase 8 1
17034148 10.1021/jm060777o Dipeptidyl peptidase 9 1
17034148 10.1021/jm060777o Dipeptidyl peptidase 2 1
17034148 10.1021/jm060777o Prolyl endopeptidase 1
17034148 10.1021/jm060777o Prolyl endopeptidase FAP 1
17034148 10.1021/jm060777o Cytochrome P450 3A4 1
17034148 10.1021/jm060777o Cytochrome P450 2D6 1
17034148 10.1021/jm060777o Cytochrome P450 2C9 1
17034148 10.1021/jm060777o Voltage-gated inwardly rectifying potassium channel KCNH2 1
17034148 10.1021/jm060777o Salmonella typhi 1
17034148 10.1021/jm060777o Mus musculus 1

Data from ChEMBL 36 via Core Engine