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Compound Detail

CHEMBL1651766

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N#Cc1ccccc1Cn1c(N2CCC[C@@H](N)C2)nc2ccsc2c1=O

Basic Information

ChEMBL ID CHEMBL1651766
Phase Preclinical
Structure Type MOL
InChI Key KCZKDUARZRJQHC-OAHLLOKOSA-N
1
Targets
1
Activities
1
Assay Types
27
PK Parameters
10
Publications
0
Known Names

Molecular Properties

365.5
MW (Da)
2.31
ALogP
7
HBA
1
HBD
87.9
PSA (Ų)
0.77
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 C19H19N5OS
MW 365.46
Aromatic Rings 3
Heavy Atoms 26
NP-Likeness -2.11

Activity Summary

IC50 1 meas. best 9.48

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Dipeptidyl peptidase 4
CHEMBL284
IC50 9.48 9.48 0.3 1

Pharmacokinetic Data

Parameter Value Units Species
AUC 1480.0 ng.hr.mL-1 Rattus norvegicus
AUC 690.0 ng.hr.mL-1 Rattus norvegicus
AUC 13260.0 ng.hr.mL-1 Canis lupus familiaris
AUC 11210.0 ng.hr.mL-1 Canis lupus familiaris
CL 6.97 mL.min-1.kg-1 Rattus norvegicus
CL 6.4 mL.min-1.kg-1 Rattus norvegicus
CL 22.18 mL.min-1.kg-1 Canis lupus familiaris
CL 11.5 mL.min-1.kg-1 Canis lupus familiaris
Cmax 3365.62 nM Rattus norvegicus
Cmax 465.17 nM Rattus norvegicus
Cmax 15733.6 nM Canis lupus familiaris
Cmax 5664.09 nM Canis lupus familiaris
F 23.7 % Rattus norvegicus
F 42.3 % Canis lupus familiaris
F 23.3 % Rattus norvegicus
MRT 2.7 hr Rattus norvegicus
MRT 6.7 hr Rattus norvegicus
MRT 6.0 hr Canis lupus familiaris
MRT 9.0 hr Canis lupus familiaris
T1/2 5.9 hr Rattus norvegicus
T1/2 7.0 hr Rattus norvegicus
T1/2 10.14 hr Canis lupus familiaris
T1/2 11.29 hr Canis lupus familiaris
Tmax 0.04 hr Rattus norvegicus
Tmax 0.59 hr Rattus norvegicus
Tmax 0.1 hr Canis lupus familiaris
Tmax 0.91 hr Canis lupus familiaris

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Dipeptidyl peptidase 4 IC50 = 0.33 nM 9.48 Inhibition of DPP4 after 20 mins by fluorescence assay 21106276

Literature References

PubMed DOI Target Context # Activities
21106276 10.1016/j.ejmech.2010.10.016 Rattus norvegicus 13
21106276 10.1016/j.ejmech.2010.10.016 Canis familiaris 13
21106276 10.1016/j.ejmech.2010.10.016 Dipeptidyl peptidase 4 2
21106276 10.1016/j.ejmech.2010.10.016 Mus musculus 2
22475866 10.1016/j.ejmech.2012.03.015 Liver microsomes 2
21106276 10.1016/j.ejmech.2010.10.016 Dipeptidyl peptidase 8 1
21106276 10.1016/j.ejmech.2010.10.016 Dipeptidyl peptidase 9 1
21106276 10.1016/j.ejmech.2010.10.016 Voltage-gated inwardly rectifying potassium channel KCNH2 1
22475866 10.1016/j.ejmech.2012.03.015 Mus musculus 1
22475866 10.1016/j.ejmech.2012.03.015 Rattus norvegicus 1

Data from ChEMBL 36 via Core Engine