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Compound Detail

CHEMBL4283458

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COc1cc2c(=O)n(C3CCN(C)CC3)c3c4cc[nH]c4ncc3c2cc1OC
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL4283458
Phase Preclinical
Structure Type MOL
InChI Key XZNQJZFCQQBWNP-UHFFFAOYSA-N
5
Targets
10
Activities
1
Assay Types
1
PK Parameters
8
Publications
0
Known Names

Molecular Properties

392.5
MW (Da)
3.31
ALogP
6
HBA
1
HBD
72.4
PSA (Ų)
0.54
QED
0
Ro5 Violations
3
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C22H24N4O3
MW 392.46
Aromatic Rings 4
Heavy Atoms 29
NP-Likeness -0.44

Activity Summary

IC50 10 meas. best 7.43

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Tyrosine-protein kinase JAK1
CHEMBL2835
 IC50 7.43 7.43 37.5 2
Tyrosine-protein kinase JAK2
CHEMBL2971
 IC50 7.43 7.43 37.1 2
Tyrosine-protein kinase JAK3
CHEMBL2148
 IC50 6.91 6.01 124.0 3
Non-receptor tyrosine-protein kinase TYK2
CHEMBL3553
 IC50 6.78 6.78 166.8 2
Unchecked
CHEMBL612545
 IC50 6.54 6.54 290.0 1

Pharmacokinetic Data

Parameter Value Units Species
T1/2 1.0 hr Homo sapiens

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Tyrosine-protein kinase JAK2 IC50 = 37.07 nM 7.43 Inhibition of JAK2 (unknown origin) preincubated for 20 mins followed by [33P]-A... 30460842
Tyrosine-protein kinase JAK1 IC50 = 37.54 nM 7.43 Inhibition of JAK1 (unknown origin) preincubated for 20 mins followed by [33P]-A... 30460842
Tyrosine-protein kinase JAK1 IC50 = 37.5 nM 7.43 JAK Inhibition Activity Assays: Reagents used in JAK inhibition assay: Base Reac... -
Tyrosine-protein kinase JAK2 IC50 = 37.1 nM 7.43 JAK Inhibition Activity Assays: Reagents used in JAK inhibition assay: Base Reac... -
Tyrosine-protein kinase JAK3 IC50 = 124.1 nM 6.91 Inhibition of JAK3 (unknown origin) preincubated for 20 mins followed by [33P]-A... 30460842
Tyrosine-protein kinase JAK3 IC50 = 124.0 nM 6.91 JAK Inhibition Activity Assays: Reagents used in JAK inhibition assay: Base Reac... -
Non-receptor tyrosine-protein kinase TYK2 IC50 = 166.85 nM 6.78 Inhibition of TYK2 (unknown origin) preincubated for 20 mins followed by [33P]-A... 30460842
Non-receptor tyrosine-protein kinase TYK2 IC50 = 167.0 nM 6.78 JAK Inhibition Activity Assays: Reagents used in JAK inhibition assay: Base Reac... -
Unchecked IC50 = 290.0 nM 6.54 Inhibition of cell proliferation of IL2-activated and CD3 and CD28 antibody-stim... 30460842
Tyrosine-protein kinase JAK3 IC50 = 61570.0 nM 4.21 Inhibition of JAK3 in human SZ4 cells assessed as reduction in IL2-stimulated ST... 30460842

Literature References

PubMed DOI Target Context # Activities
30460842 10.1021/acs.jmedchem.8b00510 Unchecked 5
30460842 10.1021/acs.jmedchem.8b00510 No relevant target 3
30460842 10.1021/acs.jmedchem.8b00510 ADMET 3
30460842 10.1021/acs.jmedchem.8b00510 Tyrosine-protein kinase JAK3 2
30460842 10.1021/acs.jmedchem.8b00510 Non-receptor tyrosine-protein kinase TYK2 1
30460842 10.1021/acs.jmedchem.8b00510 Tyrosine-protein kinase JAK2 1
30460842 10.1021/acs.jmedchem.8b00510 Tyrosine-protein kinase JAK1 1
30460842 10.1021/acs.jmedchem.8b00510 DNA topoisomerase 1 1

Data from ChEMBL 36 via Core Engine