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

CHEMBL2159198

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
Cc1nc2cnc3[nH]ccc3c2n1C1CCCCC1
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL2159198
Phase Preclinical
Structure Type MOL
InChI Key XXXPSYBQNILIFB-UHFFFAOYSA-N
5
Targets
15
Activities
3
Assay Types
1
PK Parameters
15
Publications
0
Known Names

Molecular Properties

254.3
MW (Da)
3.73
ALogP
3
HBA
1
HBD
46.5
PSA (Ų)
0.72
QED
0
Ro5 Violations
1
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C15H18N4
MW 254.34
Aromatic Rings 3
Heavy Atoms 19
NP-Likeness -0.91

Activity Summary

EC50 6 meas. best 7.0
IC50 5 meas. best 7.7
Ki 4 meas. best 8.89

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Tyrosine-protein kinase JAK1
CHEMBL2835
 Ki 8.89 8.89 1.3 2
Tyrosine-protein kinase JAK2
CHEMBL2971
 Ki 8.3 8.3 5.0 2
Tyrosine-protein kinase JAK1
CHEMBL2835
 IC50 7.7 7.7 20.0 1
Tyrosine-protein kinase JAK1
CHEMBL2835
 EC50 7.0 6.9167 100.0 3
Tyrosine-protein kinase JAK2
CHEMBL2971
 EC50 6.31 5.9333 490.0 3
Aurora kinase A
CHEMBL4722
 IC50 6.19 6.19 640.0 1
Protein kinase C alpha type
CHEMBL299
 IC50 5.89 5.89 1300.0 1
Vascular endothelial growth factor receptor 2
CHEMBL279
 IC50 5.58 5.58 2600.0 1
Tyrosine-protein kinase JAK2
CHEMBL2971
 IC50 5.22 5.22 6000.0 1

Pharmacokinetic Data

Parameter Value Units Species
T1/2 2.3 hr Homo sapiens

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Tyrosine-protein kinase JAK1 Ki = 1.3 nM 8.89 Inhibition of JAK1 kinase domain using N-terminal 5-carboxyfluorescein-tagged Va... 22698084
Tyrosine-protein kinase JAK1 Ki = 1.3 nM 8.89 Inhibition of recombinant JAK1 (unknown origin) using Val-Ala-Leu-Val-Asp-Gly-Ty... 23659214
Tyrosine-protein kinase JAK2 Ki = 5.0 nM 8.3 Inhibition of JAK2 kinase domain using N-terminal 5-carboxyfluorescein-tagged Va... 22698084
Tyrosine-protein kinase JAK2 Ki = 5.0 nM 8.3 Inhibition of recombinant JAK2 (unknown origin) using Val-Ala-Leu-Val-Asp-Gly-Ty... 23659214
Tyrosine-protein kinase JAK1 IC50 = 20.0 nM 7.7 Inhibition of JAK1 (unknown origin) after 2.5 hrs by time-resolved fluorescence ... 23265875
Tyrosine-protein kinase JAK1 EC50 = 100.0 nM 7.0 Inhibition of JAK1 in human TF1 cells assessed as inhibition of IL6-induced STAT... 22698084
Tyrosine-protein kinase JAK1 EC50 = 100.0 nM 7.0 Inhibition of JAK1 in human TF1 cells assessed as inhibition of IL6-induced STAT... 23659214
Tyrosine-protein kinase JAK1 EC50 = 180.0 nM 6.75 Inhibition of JAK1 in human TF1 cells assessed as inhibition of IL6-dependent ST... 23265875
Tyrosine-protein kinase JAK2 EC50 = 490.0 nM 6.31 Inhibition of JAK2 in human TF1 cells assessed as inhibition of EPO-induced STAT... 22698084
Tyrosine-protein kinase JAK2 EC50 = 490.0 nM 6.31 Inhibition of JAK2 in human TF1 cells assessed as inhibition of EPO-induced STAT... 23659214
Aurora kinase A IC50 = 640.0 nM 6.19 Inhibition of Aurora 1 (unknown origin) after 2.5 hrs by time-resolved fluoresce... 23265875
Protein kinase C alpha type IC50 = 1300.0 nM 5.89 Inhibition of PKCalpha (unknown origin) after 2.5 hrs by time-resolved fluoresce... 23265875
Vascular endothelial growth factor receptor 2 IC50 = 2600.0 nM 5.58 Inhibition of KDR (unknown origin) after 2.5 hrs by time-resolved fluorescence r... 23265875
Tyrosine-protein kinase JAK2 IC50 = 6000.0 nM 5.22 Inhibition of JAK2 (unknown origin) after 2.5 hrs by time-resolved fluorescence ... 23265875
Tyrosine-protein kinase JAK2 EC50 = 6600.0 nM 5.18 Inhibition of JAK2 in human UT7 cells assessed as inhibition of Epo-dependent ST... 23265875

Literature References

PubMed DOI Target Context # Activities
22698084 10.1021/jm300628c Unchecked 2
22698084 10.1021/jm300628c Tyrosine-protein kinase JAK2 2
22698084 10.1021/jm300628c Tyrosine-protein kinase JAK1 2
23265875 10.1016/j.bmcl.2012.11.108 Tyrosine-protein kinase JAK2 2
23265875 10.1016/j.bmcl.2012.11.108 Tyrosine-protein kinase JAK1 2
23659214 10.1021/jm4004895 Unchecked 2
23659214 10.1021/jm4004895 Tyrosine-protein kinase JAK2 2
23659214 10.1021/jm4004895 Tyrosine-protein kinase JAK1 2
22698084 10.1021/jm300628c Hepatocyte 1
22698084 10.1021/jm300628c MDCK 1
22698084 10.1021/jm300628c No relevant target 1
23265875 10.1016/j.bmcl.2012.11.108 Vascular endothelial growth factor receptor 2 1
23265875 10.1016/j.bmcl.2012.11.108 Unchecked 1
23265875 10.1016/j.bmcl.2012.11.108 Protein kinase C alpha type 1
23265875 10.1016/j.bmcl.2012.11.108 Aurora kinase A 1

Data from ChEMBL 36 via Core Engine