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Compound Detail

CHEMBL169526

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CC(C)(C)COc1ccc(-n2cc(C(=O)O)cn2)cc1C#N

Basic Information

ChEMBL ID CHEMBL169526
Phase Preclinical
Structure Type MOL
InChI Key AETHRPHBGJAIBT-UHFFFAOYSA-N
2
Targets
6
Activities
1
Assay Types
16
PK Parameters
9
Publications
0
Known Names

Molecular Properties

299.3
MW (Da)
2.87
ALogP
5
HBA
1
HBD
88.1
PSA (Ų)
0.94
QED
0
Ro5 Violations
4
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

Natural Product First in Class Prodrug

Extended Properties

Molecular Formula C16H17N3O3
MW 299.33
Aromatic Rings 2
Heavy Atoms 22
NP-Likeness -1.76

Activity Summary

IC50 6 meas. best 8.46

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Xanthine dehydrogenase/oxidase
CHEMBL3649
IC50 8.46 8.185 3.5 4
Xanthine dehydrogenase/oxidase
CHEMBL1929
IC50 8.24 8.24 5.8 2

Pharmacokinetic Data

Parameter Value Units Species
AUC 660.0 ng.hr.mL-1 Rattus norvegicus
AUC 11440.0 ng.hr.mL-1 Rattus norvegicus
AUC 1640.0 ng.hr.mL-1 Rattus norvegicus
AUC 25630.0 ng.hr.mL-1 Rattus norvegicus
AUC 1770.0 ng.hr.mL-1 Rattus norvegicus
AUC 26400.0 ng.hr.mL-1 Rattus norvegicus
AUC 30310.0 ng.hr.mL-1 Rattus norvegicus
Cmax 467.71 nM Rattus norvegicus
Cmax 7650.42 nM Rattus norvegicus
Cmax 21681.76 nM Rattus norvegicus
T1/2 6.0 hr Rattus norvegicus
T1/2 4.5 hr Rattus norvegicus
T1/2 2.7 hr Rattus norvegicus
Tmax 3.5 hr Rattus norvegicus
Tmax 3.5 hr Rattus norvegicus
Tmax 0.5 hr Rattus norvegicus

Activity Data Samples

Top measurements by pChEMBL value

Literature References

PubMed DOI Target Context # Activities
11294382 10.1016/s0960-894x(01)00093-2 Rattus norvegicus 15
28918097 10.1016/j.ejmech.2017.08.047 Rattus norvegicus 4
28478180 10.1016/j.ejmech.2017.04.031 Xanthine dehydrogenase/oxidase 2
11294382 10.1016/s0960-894x(01)00093-2 Xanthine dehydrogenase/oxidase 1
- 10.6019/CHEMBL3301361 ADMET 1
28693909 10.1016/j.bmcl.2017.06.059 Xanthine dehydrogenase/oxidase 1
28918097 10.1016/j.ejmech.2017.08.047 Xanthine dehydrogenase/oxidase 1
30630716 10.1016/j.bmcl.2019.01.005 Xanthine dehydrogenase/oxidase 1
37974965 10.1039/d3md00316g Xanthine dehydrogenase/oxidase 1

Data from ChEMBL 36 via Core Engine