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

CHEMBL382362

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
CC(=O)N1CCN(C(=O)c2cc(CSc3cnc(NC(=O)c4ccc(CNC(C)C(C)(C)C)cc4)s3)cc(C)c2C)CC1
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL382362
Phase Preclinical
Structure Type MOL
InChI Key DQPJVNQWPBLBAB-UHFFFAOYSA-N
12
Targets
21
Activities
1
Assay Types
0
PK Parameters
20
Publications
0
Known Names

Molecular Properties

621.9
MW (Da)
6.13
ALogP
7
HBA
2
HBD
94.6
PSA (Ų)
0.28
QED
2
Ro5 Violations
9
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C33H43N5O3S2
MW 621.87
Aromatic Rings 3
Heavy Atoms 43
NP-Likeness -1.38

Activity Summary

IC50 21 meas. best 7.28

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Tyrosine-protein kinase ITK/TSK
CHEMBL2959
 IC50 7.28 6.4478 52.0 9
Tyrosine-protein kinase ITK/TSK
CHEMBL6067600
 IC50 6.6 6.235 250.0 2
EL4
CHEMBL614293
 IC50 6.6 6.6 250.0 1
T-cell line
CHEMBL614685
 IC50 6.46 6.46 350.0 1
Jurkat
CHEMBL397
 IC50 6.16 6.16 700.0 1
Splenocyte
CHEMBL612422
 IC50 5.87 5.87 1360.0 1
Cyclin-dependent kinase 2
CHEMBL301
 IC50 5.48 5.48 3300.0 1
Insulin receptor
CHEMBL1981
 IC50 5.36 5.36 4400.0 1
Tyrosine-protein kinase Fyn
CHEMBL1841
 IC50 5.07 5.07 8600.0 1
Protein kinase C (PKC)
CHEMBL2093867
 IC50 4.68 4.68 21000.0 1
Tyrosine-protein kinase Lck
CHEMBL258
 IC50 4.57 4.57 27000.0 1
Glycogen synthase kinase-3 beta
CHEMBL262
 IC50 4.32 4.32 47400.0 1

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Tyrosine-protein kinase ITK/TSK IC50 = 52.0 nM 7.28 Inhibition of Itk in human Jurkat T cells assessed as inhibition of Ca2+ mobiliz... 15323564
Tyrosine-protein kinase ITK/TSK IC50 = 90.0 nM 7.05 Inhibition of Itk 16481166
Tyrosine-protein kinase ITK/TSK IC50 = 96.0 nM 7.02 Inhibition of Itk 16682193
Tyrosine-protein kinase ITK/TSK IC50 = 96.0 nM 7.02 Inhibition of human Itk using GST-SLP-76 as peptide substrate incubated for 10 m... 15323564
EL4 IC50 = 250.0 nM 6.6 Inhibition of anti-CD3 antibody-induced IL2 production in mouse EL4 cells 16481166
Tyrosine-protein kinase ITK/TSK IC50 = 250.0 nM 6.6 Inhibition of Itk in mouse EL4 cells assessed as inhibition of IL-2 secretion in... 15323564
T-cell line IC50 = 350.0 nM 6.46 Anti-proliferative activity against irradiated APC induced human T cell incubate... 15323564
Tyrosine-protein kinase ITK/TSK IC50 = 650.0 nM 6.19 Inhibition of anti-CD3 antibody-induced IL2 production in human PBMC 16481166
Tyrosine-protein kinase ITK/TSK IC50 = 650.0 nM 6.19 Inhibition of Itk in human PBMC cells assessed as inhibition of IL-2 secretion i... 15323564
Jurkat IC50 = 700.0 nM 6.16 Inhibition of IL2 production in Jurkat T cells 16682193
Tyrosine-protein kinase ITK/TSK IC50 = 700.0 nM 6.16 Inhibition of Itk in human Jurkat T cells assessed as inhibition of IL-2 secreti... 15323564
Tyrosine-protein kinase ITK/TSK IC50 = 700.0 nM 6.16 Inhibition of anti-CD3 antibody-induced IL2 production in human jurkat T cells 16481166
Splenocyte IC50 = 1360.0 nM 5.87 Inhibition of anti-CD3 antibody-induced IL2 production in mouse splenocytes 16481166
Tyrosine-protein kinase ITK/TSK IC50 = 1360.0 nM 5.87 Inhibition of Itk in mouse Splenocyte cells assessed as inhibition of IL-2 secre... 15323564
Cyclin-dependent kinase 2 IC50 = 3300.0 nM 5.48 Inhibition of Cdk2 (unknown origin) using GST-SLP-76 as peptide substrate incuba... 15323564
Insulin receptor IC50 = 4400.0 nM 5.36 Inhibition of IR (unknown origin) using GST-SLP-76 as peptide substrate incubate... 15323564
Tyrosine-protein kinase Fyn IC50 = 8600.0 nM 5.07 Inhibition of Fyn (unknown origin) using GST-SLP-76 as peptide substrate incubat... 15323564
Tyrosine-protein kinase ITK/TSK IC50 = 11000.0 nM 4.96 Inhibition of Itk in LPS induced human PBMC cells assessed as inhibition of TNF ... 15323564
Protein kinase C (PKC) IC50 = 21000.0 nM 4.68 Inhibition of PKC (unknown origin) using GST-SLP-76 as peptide substrate incubat... 15323564
Tyrosine-protein kinase Lck IC50 = 27000.0 nM 4.57 Inhibition of Lck (unknown origin) using GST-SLP-76 as peptide substrate incubat... 15323564

Literature References

PubMed DOI Target Context # Activities
15323564 10.1021/bi049428r Unchecked 19
15323564 10.1021/bi049428r Tyrosine-protein kinase ITK/TSK 15
16481166 10.1016/j.bmcl.2006.01.115 Unchecked 6
16481166 10.1016/j.bmcl.2006.01.115 Tyrosine-protein kinase ITK/TSK 3
16481166 10.1016/j.bmcl.2006.01.115 Mus musculus 2
15323564 10.1021/bi049428r Mus musculus 2
16682193 10.1016/j.bmcl.2006.04.060 Tyrosine-protein kinase ITK/TSK 1
18819794 10.1016/j.bmcl.2008.09.017 Mus musculus 1
18819799 10.1016/j.bmcl.2008.09.015 Mus musculus 1
16481166 10.1016/j.bmcl.2006.01.115 EL4 1
15323564 10.1021/bi049428r Tyrosine-protein kinase TXK 1
15323564 10.1021/bi049428r Tyrosine-protein kinase Tec 1
15323564 10.1021/bi049428r Tyrosine-protein kinase BTK 1
15323564 10.1021/bi049428r Cytoplasmic tyrosine-protein kinase BMX 1
15323564 10.1021/bi049428r Tyrosine-protein kinase Lck 1
15323564 10.1021/bi049428r Tyrosine-protein kinase Fyn 1
15323564 10.1021/bi049428r Tyrosine-protein kinase SYK 1
15323564 10.1021/bi049428r Tyrosine-protein kinase ZAP-70 1
15323564 10.1021/bi049428r Insulin receptor 1
16682193 10.1016/j.bmcl.2006.04.060 Jurkat 1

Data from ChEMBL 36 via Core Engine