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Compound Detail

CHEMBL2376149

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COc1ccc2c(-c3cnc4[nH]cc(C(=O)N[C@H](C)C(=O)N5CC(C#N)C5)c4n3)nn(C)c2c1

Basic Information

ChEMBL ID CHEMBL2376149
Phase Preclinical
Structure Type MOL
InChI Key MJJPFIFLAMTXHQ-GFCCVEGCSA-N
5
Targets
6
Activities
1
Assay Types
0
PK Parameters
7
Publications
0
Known Names

Molecular Properties

458.5
MW (Da)
1.62
ALogP
8
HBA
2
HBD
141.8
PSA (Ų)
0.46
QED
0
Ro5 Violations
5
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C23H22N8O3
MW 458.48
Aromatic Rings 4
Heavy Atoms 34
NP-Likeness -1.16

Activity Summary

IC50 6 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 7.8 6.93 16.0 2
Tyrosine-protein kinase JAK1
CHEMBL2835
IC50 7.42 7.42 38.0 1
JAK3/JAK1
CHEMBL3038491
IC50 6.75 6.75 180.0 1
JAK2/JAK1
CHEMBL3038492
IC50 5.58 5.58 2610.0 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 4
23540648 10.1016/j.bmcl.2013.02.012 Tyrosine-protein kinase JAK2 2
23540648 10.1016/j.bmcl.2013.02.012 JAK2/JAK1 1
23540648 10.1016/j.bmcl.2013.02.012 JAK3/JAK1 1
23540648 10.1016/j.bmcl.2013.02.012 No relevant target 1
23540648 10.1016/j.bmcl.2013.02.012 Tyrosine-protein kinase JAK1 1
23540648 10.1016/j.bmcl.2013.02.012 Tyrosine-protein kinase JAK3 1

Data from ChEMBL 36 via Core Engine