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Compound Detail

CHEMBL4295151

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COc1cc2c(=O)n(C3CCCCC3)c3c4cc[nH]c4ncc3c2cc1OC
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL4295151
Phase Preclinical
Structure Type MOL
InChI Key WNRXTALSWGUQLZ-UHFFFAOYSA-N
5
Targets
11
Activities
1
Assay Types
1
PK Parameters
8
Publications
0
Known Names

Molecular Properties

377.4
MW (Da)
4.55
ALogP
5
HBA
1
HBD
69.1
PSA (Ų)
0.53
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 C22H23N3O3
MW 377.44
Aromatic Rings 4
Heavy Atoms 28
NP-Likeness -0.33

Activity Summary

IC50 11 meas. best 8.97

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Tyrosine-protein kinase JAK2
CHEMBL2971
 IC50 8.97 8.97 1.1 2
Non-receptor tyrosine-protein kinase TYK2
CHEMBL3553
 IC50 8.71 8.71 1.9 2
Tyrosine-protein kinase JAK3
CHEMBL2148
 IC50 8.54 7.4225 2.9 4
Tyrosine-protein kinase JAK1
CHEMBL2835
 IC50 8.37 8.37 4.2 2
Unchecked
CHEMBL612545
 IC50 6.1 6.1 790.0 1

Pharmacokinetic Data

Parameter Value Units Species
T1/2 0.2833 hr Homo sapiens

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Tyrosine-protein kinase JAK2 IC50 = 1.07 nM 8.97 Inhibition of JAK2 (unknown origin) preincubated for 20 mins followed by [33P]-A... 30460842
Tyrosine-protein kinase JAK2 IC50 = 1.07 nM 8.97 JAK Inhibition Activity Assays: Reagents used in JAK inhibition assay: Base Reac... -
Non-receptor tyrosine-protein kinase TYK2 IC50 = 1.93 nM 8.71 Inhibition of TYK2 (unknown origin) preincubated for 20 mins followed by [33P]-A... 30460842
Non-receptor tyrosine-protein kinase TYK2 IC50 = 1.93 nM 8.71 JAK Inhibition Activity Assays: Reagents used in JAK inhibition assay: Base Reac... -
Tyrosine-protein kinase JAK3 IC50 = 2.92 nM 8.54 Inhibition of JAK3 (unknown origin) preincubated for 20 mins followed by [33P]-A... 30460842
Tyrosine-protein kinase JAK3 IC50 = 2.92 nM 8.54 JAK Inhibition Activity Assays: Reagents used in JAK inhibition assay: Base Reac... -
Tyrosine-protein kinase JAK1 IC50 = 4.23 nM 8.37 Inhibition of JAK1 (unknown origin) preincubated for 20 mins followed by [33P]-A... 30460842
Tyrosine-protein kinase JAK1 IC50 = 4.23 nM 8.37 JAK Inhibition Activity Assays: Reagents used in JAK inhibition assay: Base Reac... -
Tyrosine-protein kinase JAK3 IC50 = 65.9 nM 7.18 Inhibition of JAK3 in human SZ4 cells assessed as reduction in IL2-stimulated ST... 30460842
Unchecked IC50 = 790.0 nM 6.1 Inhibition of cell proliferation of IL2-activated and CD3 and CD28 antibody-stim... 30460842
Tyrosine-protein kinase JAK3 IC50 = 3720.0 nM 5.43 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 6
30460842 10.1021/acs.jmedchem.8b00510 Tyrosine-protein kinase JAK3 3
30460842 10.1021/acs.jmedchem.8b00510 No relevant target 3
30460842 10.1021/acs.jmedchem.8b00510 ADMET 3
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