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Compound Detail

CHEMBL2376152

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C[C@@H](NC(=O)c1c[nH]c2ncc(-c3nn(C)c4cc(Cl)cc(F)c34)nc12)C(=O)N1CC(C#N)C1

Basic Information

ChEMBL ID CHEMBL2376152
Phase Preclinical
Structure Type MOL
InChI Key IEMUTVIQLOVPKB-SNVBAGLBSA-N
4
Targets
4
Activities
1
Assay Types
0
PK Parameters
20
Publications
0
Known Names

Molecular Properties

480.9
MW (Da)
2.40
ALogP
7
HBA
2
HBD
132.6
PSA (Ų)
0.46
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 C22H18ClFN8O2
MW 480.89
Aromatic Rings 4
Heavy Atoms 34
NP-Likeness -1.55

Activity Summary

IC50 4 meas. best 8.74

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Tyrosine-protein kinase JAK3
CHEMBL2148
IC50 8.74 8.74 1.8 1
Tyrosine-protein kinase JAK2
CHEMBL2971
IC50 7.25 7.25 56.0 1
Tyrosine-protein kinase JAK1
CHEMBL2835
IC50 7.19 7.19 64.0 1
JAK3/JAK1
CHEMBL3038491
IC50 6.37 6.37 430.0 1

Activity Data Samples

Top measurements by pChEMBL value

Literature References

PubMed DOI Target Context # Activities
23540648 10.1016/j.bmcl.2013.02.012 Unchecked 7
23540648 10.1016/j.bmcl.2013.02.012 Tyrosine-protein kinase JAK2 2
23540648 10.1016/j.bmcl.2013.02.012 Tyrosine-protein kinase JAK3 1
23540648 10.1016/j.bmcl.2013.02.012 JAK2/JAK1 1
23540648 10.1016/j.bmcl.2013.02.012 Serine/threonine-protein kinase MARK1 1
23540648 10.1016/j.bmcl.2013.02.012 Hepatocyte growth factor receptor 1
23540648 10.1016/j.bmcl.2013.02.012 Ribosomal protein S6 kinase alpha-5 1
23540648 10.1016/j.bmcl.2013.02.012 Serine/threonine-protein kinase 3 1
23540648 10.1016/j.bmcl.2013.02.012 Mitogen-activated protein kinase 14 1
23540648 10.1016/j.bmcl.2013.02.012 Serine/threonine-protein kinase PAK 2 1
23540648 10.1016/j.bmcl.2013.02.012 Serine/threonine-protein kinase pim-2 1
23540648 10.1016/j.bmcl.2013.02.012 Protein kinase C beta type 1
23540648 10.1016/j.bmcl.2013.02.012 Protein kinase C zeta type 1
23540648 10.1016/j.bmcl.2013.02.012 Serine/threonine-protein kinase D2 1
23540648 10.1016/j.bmcl.2013.02.012 MAP kinase-activated protein kinase 5 1
23540648 10.1016/j.bmcl.2013.02.012 Rho-associated protein kinase 2 1
23540648 10.1016/j.bmcl.2013.02.012 Ribosomal protein S6 kinase alpha-1 1
23540648 10.1016/j.bmcl.2013.02.012 Serine/threonine-protein kinase Sgk1 1
23540648 10.1016/j.bmcl.2013.02.012 Proto-oncogene tyrosine-protein kinase Src 1
23540648 10.1016/j.bmcl.2013.02.012 Tyrosine-protein kinase SYK 1

Data from ChEMBL 36 via Core Engine