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Compound Detail

CHEMBL4284499

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COc1cc2c(=O)n(CC3CCCCC3)c3c4cc[nH]c4ncc3c2cc1OC
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL4284499
Phase Preclinical
Structure Type MOL
InChI Key RSFALMGMTQBFJZ-UHFFFAOYSA-N
10
Targets
15
Activities
2
Assay Types
1
PK Parameters
16
Publications
0
Known Names

Molecular Properties

391.5
MW (Da)
4.63
ALogP
5
HBA
1
HBD
69.1
PSA (Ų)
0.52
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 C23H25N3O3
MW 391.47
Aromatic Rings 4
Heavy Atoms 29
NP-Likeness -0.43

Activity Summary

IC50 10 meas. best 8.78
Kd 5 meas. best 8.64

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Tyrosine-protein kinase JAK3
CHEMBL2148
 IC50 8.78 7.2233 1.6 3
High affinity nerve growth factor receptor
CHEMBL2815
 Kd 8.64 8.64 2.3 1
NUAK family SNF1-like kinase 2
CHEMBL5698
 Kd 8.46 8.46 3.5 1
Tyrosine-protein kinase JAK2
CHEMBL2971
 IC50 8.45 8.45 3.6 2
BMP-2-inducible protein kinase
CHEMBL4522
 Kd 8.12 8.12 7.5 1
Receptor-type tyrosine-protein kinase FLT3
CHEMBL1974
 Kd 7.82 7.82 15.0 1
Non-receptor tyrosine-protein kinase TYK2
CHEMBL3553
 IC50 7.41 7.405 39.4 2
NUAK family SNF1-like kinase 1
CHEMBL5784
 Kd 7.38 7.38 42.0 1
Tyrosine-protein kinase JAK1
CHEMBL2835
 IC50 6.9 6.9 125.0 2
Unchecked
CHEMBL612545
 IC50 6.2 6.2 630.0 1

Pharmacokinetic Data

Parameter Value Units Species
T1/2 0.1167 hr Homo sapiens

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Tyrosine-protein kinase JAK3 IC50 = 1.65 nM 8.78 Inhibition of JAK3 (unknown origin) preincubated for 20 mins followed by [33P]-A... 30460842
Tyrosine-protein kinase JAK3 IC50 = 1.65 nM 8.78 JAK Inhibition Activity Assays: Reagents used in JAK inhibition assay: Base Reac... -
High affinity nerve growth factor receptor Kd = 2.3 nM 8.64 Binding affinity to DNA-tagged recombinant human TRKA (475 to 790 residues) expr... 30460842
NUAK family SNF1-like kinase 2 Kd = 3.5 nM 8.46 Binding affinity to DNA-tagged recombinant human SNARK (22 to 333 residues) expr... 30460842
Tyrosine-protein kinase JAK2 IC50 = 3.57 nM 8.45 Inhibition of JAK2 (unknown origin) preincubated for 20 mins followed by [33P]-A... 30460842
Tyrosine-protein kinase JAK2 IC50 = 3.57 nM 8.45 JAK Inhibition Activity Assays: Reagents used in JAK inhibition assay: Base Reac... -
BMP-2-inducible protein kinase Kd = 7.5 nM 8.12 Binding affinity to DNA-tagged recombinant human BIKE (34 to 329 residues) expre... 30460842
Receptor-type tyrosine-protein kinase FLT3 Kd = 15.0 nM 7.82 Binding affinity to DNA-tagged recombinant human FLT3 N841I mutant (592 to 969 r... 30460842
Non-receptor tyrosine-protein kinase TYK2 IC50 = 39.4 nM 7.41 JAK Inhibition Activity Assays: Reagents used in JAK inhibition assay: Base Reac... -
Non-receptor tyrosine-protein kinase TYK2 IC50 = 39.43 nM 7.4 Inhibition of TYK2 (unknown origin) preincubated for 20 mins followed by [33P]-A... 30460842
NUAK family SNF1-like kinase 1 Kd = 42.0 nM 7.38 Binding affinity to DNA-tagged recombinant human ARK5 (25 to 332 residues) expre... 30460842
Tyrosine-protein kinase JAK1 IC50 = 125.1 nM 6.9 Inhibition of JAK1 (unknown origin) preincubated for 20 mins followed by [33P]-A... 30460842
Tyrosine-protein kinase JAK1 IC50 = 125.0 nM 6.9 JAK Inhibition Activity Assays: Reagents used in JAK inhibition assay: Base Reac... -
Unchecked IC50 = 630.0 nM 6.2 Inhibition of cell proliferation of IL2-activated and CD3 and CD28 antibody-stim... 30460842
Tyrosine-protein kinase JAK3 IC50 = 76900.0 nM 4.11 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 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 Receptor-type tyrosine-protein kinase FLT3 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
30460842 10.1021/acs.jmedchem.8b00510 NUAK family SNF1-like kinase 1 1
30460842 10.1021/acs.jmedchem.8b00510 BMP-2-inducible protein kinase 1
30460842 10.1021/acs.jmedchem.8b00510 NUAK family SNF1-like kinase 2 1
30460842 10.1021/acs.jmedchem.8b00510 High affinity nerve growth factor receptor 1
30460842 10.1021/acs.jmedchem.8b00510 Mitogen-activated protein kinase kinase kinase 19 1
30460842 10.1021/acs.jmedchem.8b00510 Mus musculus 1
30460842 10.1021/acs.jmedchem.8b00510 Panel NCI-60 (60 carcinoma cell lines) 1

Data from ChEMBL 36 via Core Engine