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

CHEMBL2387224

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
O=C(Nc1ccnc(NC(=O)C2CC2)c1)c1c(Cl)cccc1Cl
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL2387224
Phase Preclinical
Structure Type MOL
InChI Key IAFNAEGXTKTGHN-UHFFFAOYSA-N
5
Targets
17
Activities
2
Assay Types
27
PK Parameters
20
Publications
0
Known Names

Molecular Properties

350.2
MW (Da)
3.99
ALogP
3
HBA
2
HBD
71.1
PSA (Ų)
0.88
QED
0
Ro5 Violations
4
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C16H13Cl2N3O2
MW 350.20
Aromatic Rings 2
Heavy Atoms 23
NP-Likeness -1.81

Activity Summary

Ki 11 meas. best 8.32
EC50 6 meas. best 6.42

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Non-receptor tyrosine-protein kinase TYK2
CHEMBL3553
 Ki 8.32 8.32 4.8 3
Tyrosine-protein kinase JAK2
CHEMBL2971
 Ki 7.56 7.5533 27.6 3
Tyrosine-protein kinase JAK1
CHEMBL2835
 Ki 7.08 7.08 83.8 2
Cyclin-dependent kinase 9
CHEMBL3116
 Ki 6.96 6.96 111.0 1
Tyrosine-protein kinase JAK3
CHEMBL2148
 Ki 6.6 6.6 253.0 2
Non-receptor tyrosine-protein kinase TYK2
CHEMBL3553
 EC50 6.42 6.42 380.0 2
Tyrosine-protein kinase JAK2
CHEMBL2971
 EC50 5.77 5.77 1700.0 2
Tyrosine-protein kinase JAK1
CHEMBL2835
 EC50 5.7 5.7 2000.0 2

Pharmacokinetic Data

Parameter Value Units Species
AUC 910.52 ng.hr.mL-1 Mus musculus
CL 65.0 mL.min-1.kg-1 Mus musculus
CL 65.0 mL.min-1.kg-1 Mus musculus
CL 21.0 mL.min-1.kg-1 Rattus norvegicus
CL 64.0 mL.min-1.kg-1 Mus musculus
CL 16.0 mL.min-1.kg-1 Rattus norvegicus
CL 7.0 mL.min-1.kg-1 Homo sapiens
CL 64.0 mL.min-1.kg-1 Mus musculus
CL 51.0 mL.min-1.kg-1 Mus musculus
CL 16.0 mL.min-1.kg-1 Rattus norvegicus
CL 14.0 mL.min-1.kg-1 Rattus norvegicus
CL 8.0 mL.min-1.kg-1 Homo sapiens
CL 7.0 mL.min-1.kg-1 Homo sapiens
CL 65.0 mL.min-1.kg-1 Mus musculus
CL 21.0 mL.min-1.kg-1 Rattus norvegicus
Cmax 2500.0 nM Rattus norvegicus
Cmax 1600.0 nM Mus musculus
F 73.0 % Mus musculus
F 100.0 % Rattus norvegicus
F 105.0 % Rattus norvegicus
F 73.0 % Mus musculus
T1/2 0.3 hr Mus musculus
T1/2 1.2 hr Rattus norvegicus
T1/2 1.2 hr Rattus norvegicus
T1/2 0.3 hr Mus musculus
Vd 0.6 L.kg-1 Mus musculus
Vd 1.1 L.kg-1 Rattus norvegicus

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Non-receptor tyrosine-protein kinase TYK2 Ki = 4.8 nM 8.32 Inhibition of TYK2 (unknown origin) 23668484
Non-receptor tyrosine-protein kinase TYK2 Ki = 4.8 nM 8.32 Inhibition of TYK2 (unknown origin) using 5-carboxyfluorescein-VALVDGYFRLTT-NH2 ... 23867602
Non-receptor tyrosine-protein kinase TYK2 Ki = 4.8 nM 8.32 Inhibition of TYK2 (unknown origin) by biochemical assay 28830649
Tyrosine-protein kinase JAK2 Ki = 27.6 nM 7.56 Inhibition of JAK2 (unknown origin) 23668484
Tyrosine-protein kinase JAK2 Ki = 28.0 nM 7.55 Inhibition of JAK2 (unknown origin) by biochemical assay 28830649
Tyrosine-protein kinase JAK2 Ki = 28.0 nM 7.55 Inhibition of JAK2 (unknown origin) 23867602
Tyrosine-protein kinase JAK1 Ki = 84.0 nM 7.08 Inhibition of JAK1 (unknown origin) 23867602
Tyrosine-protein kinase JAK1 Ki = 83.8 nM 7.08 Inhibition of JAK1 (unknown origin) 23668484
Cyclin-dependent kinase 9 Ki = 111.0 nM 6.96 Inhibition of CDK9 (unknown origin) 23867602
Tyrosine-protein kinase JAK3 Ki = 253.0 nM 6.6 Inhibition of JAK3 (unknown origin) 23867602
Tyrosine-protein kinase JAK3 Ki = 253.0 nM 6.6 Inhibition of JAK3 (unknown origin) 23668484
Non-receptor tyrosine-protein kinase TYK2 EC50 = 380.0 nM 6.42 Inhibition of TYK2 in human NK92 cells assessed as inhibition of IL12-induced st... 23867602
Non-receptor tyrosine-protein kinase TYK2 EC50 = 380.0 nM 6.42 Inhibition of TYK2 (unknown origin) assessed as inhibition of STAT4 phosphorylat... 23668484
Tyrosine-protein kinase JAK2 EC50 = 1700.0 nM 5.77 Inhibition of JAK2 in human TF1 cells assessed as inhibition of Epo-induced STAT... 23867602
Tyrosine-protein kinase JAK2 EC50 = 1700.0 nM 5.77 Inhibition of JAK2 (unknown origin) assessed as inhibition of STAT5 phosphorylat... 23668484
Tyrosine-protein kinase JAK1 EC50 = 2000.0 nM 5.7 Inhibition of JAK1 in human TF1 cells assessed as inhibition of IL6-induced STAT... 23867602
Tyrosine-protein kinase JAK1 EC50 = 2000.0 nM 5.7 Inhibition of JAK1 (unknown origin) assessed as inhibition of STAT3 phosphorylat... 23668484

Literature References

PubMed DOI Target Context # Activities
- 10.6019/CHEMBL5303300 Fibroblast 304
- 10.6019/CHEMBL5303300 U2OS 304
- 10.6019/CHEMBL5303300 HEK-293T 304
23668484 10.1021/jm400266t Mus musculus 6
- 10.6019/CHEMBL5303304 U2OS 6
23668484 10.1021/jm400266t Unchecked 5
23867602 10.1016/j.ejmech.2013.03.070 Unchecked 5
23867602 10.1016/j.ejmech.2013.03.070 Rattus norvegicus 5
23867602 10.1016/j.ejmech.2013.03.070 Mus musculus 5
23668484 10.1021/jm400266t Rattus norvegicus 4
23867602 10.1016/j.ejmech.2013.03.070 Non-receptor tyrosine-protein kinase TYK2 3
23867602 10.1016/j.ejmech.2013.03.070 Hepatocyte 3
23668484 10.1021/jm400266t Plasma 3
23867602 10.1016/j.ejmech.2013.03.070 Plasma 3
23668484 10.1021/jm400266t Non-receptor tyrosine-protein kinase TYK2 2
23867602 10.1016/j.ejmech.2013.03.070 No relevant target 2
23668484 10.1021/jm400266t Tyrosine-protein kinase JAK1 2
23668484 10.1021/jm400266t Tyrosine-protein kinase JAK2 2
23668484 10.1021/jm400266t MDCK 2
23867602 10.1016/j.ejmech.2013.03.070 Tyrosine-protein kinase JAK2 2

Data from ChEMBL 36 via Core Engine