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Compound Detail

CHEMBL371909

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C[C@H]1O[C@@H](n2cc(-c3ccccc3)c3c(NCC(=O)NC4CC4)ncnc32)[C@H](O)[C@@H]1O

Basic Information

ChEMBL ID CHEMBL371909
Phase Preclinical
Structure Type MOL
InChI Key ICOXDTNKZOZKAQ-XHLLGHLISA-N
1
Targets
1
Activities
1
Assay Types
14
PK Parameters
6
Publications
0
Known Names

Molecular Properties

423.5
MW (Da)
1.43
ALogP
8
HBA
4
HBD
121.5
PSA (Ų)
0.47
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 C22H25N5O4
MW 423.47
Aromatic Rings 3
Heavy Atoms 31
NP-Likeness -0.26

Activity Summary

IC50 1 meas. best 8.52

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Adenosine kinase
CHEMBL3589
IC50 8.52 8.52 3.0 1

Pharmacokinetic Data

Parameter Value Units Species
AUC 981.1 ng.hr.mL-1 Rattus norvegicus
AUC 1489.5 ng.hr.mL-1 Canis lupus familiaris
CL 56.67 mL.min-1.kg-1 Rattus norvegicus
CL 35.0 mL.min-1.kg-1 Canis lupus familiaris
Cmax 1557.84 nM Rattus norvegicus
Cmax 1222.52 nM Canis lupus familiaris
F 128.0 % Rattus norvegicus
F 278.0 % Canis lupus familiaris
T1/2 0.3 hr Rattus norvegicus
T1/2 5.2 hr Rattus norvegicus
T1/2 3.3 hr Homo sapiens
T1/2 2.0 hr Canis lupus familiaris
Tmax 0.3 hr Rattus norvegicus
Tmax 0.3 hr Canis lupus familiaris

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Adenosine kinase IC50 = 3.0 nM 8.52 Inhibitory activity against recombinant human adenosine kinase 16302820

Literature References

PubMed DOI Target Context # Activities
16302820 10.1021/jm050394a Rattus norvegicus 23
16302820 10.1021/jm050394a Canis familiaris 7
16302820 10.1021/jm050394a Adenosine kinase 1
16302820 10.1021/jm050394a No relevant target 1
16302820 10.1021/jm050394a Callitrichinae 1
16302820 10.1021/jm050394a Homo sapiens 1

Data from ChEMBL 36 via Core Engine