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Compound Detail

CHEMBL4281393

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N#CN[C@H]1CCc2ccc(-c3ncnc4[nH]ccc34)cc21
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL4281393
Phase Preclinical
Structure Type MOL
InChI Key RBDSMNWWGHWDMP-AWEZNQCLSA-N
6
Targets
9
Activities
1
Assay Types
14
PK Parameters
19
Publications
0
Known Names

Molecular Properties

275.3
MW (Da)
2.68
ALogP
4
HBA
2
HBD
77.4
PSA (Ų)
0.56
QED
0
Ro5 Violations
2
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C16H13N5
MW 275.31
Aromatic Rings 3
Heavy Atoms 21
NP-Likeness -0.50

Activity Summary

IC50 9 meas. best 8.52

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Tyrosine-protein kinase JAK3
CHEMBL2148
 IC50 8.52 7.11 3.0 3
Tyrosine-protein kinase JAK1
CHEMBL2835
 IC50 7.09 6.64 82.0 2
Tyrosine-protein kinase JAK2
CHEMBL2971
 IC50 5.78 5.78 1666.0 1
Non-receptor tyrosine-protein kinase TYK2
CHEMBL3553
 IC50 5.74 5.74 1839.0 1
JAK1/TYK2
CHEMBL3301391
 IC50 5.55 5.55 2815.0 1
Cytoplasmic tyrosine-protein kinase BMX
CHEMBL3834
 IC50 5.2 5.2 6310.0 1

Pharmacokinetic Data

Parameter Value Units Species
AUC 466.0 ng.hr.mL-1 Rattus norvegicus
AUC 240.0 ng.hr.mL-1 Rattus norvegicus
AUC 488.0 ng.hr.mL-1 Rattus norvegicus
CL 36.0 mL.min-1.kg-1 Rattus norvegicus
CL 34.0 mL.min-1.kg-1 Rattus norvegicus
CL 100.0 mL.min-1.g-1 Rattus norvegicus
CL 50.0 mL.min-1.g-1 Homo sapiens
F 16.0 % Rattus norvegicus
T1/2 8.0 hr Homo sapiens
T1/2 1.15 hr -
T1/2 2.5 hr Rattus norvegicus
T1/2 6.0 hr Homo sapiens
T1/2 0.27 hr Rattus norvegicus
T1/2 0.75 hr Rattus norvegicus

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Tyrosine-protein kinase JAK3 IC50 = 3.0 nM 8.52 Inhibition of recombinant human GST-tagged JAK3 JH1 domain using KAIETDKEYYTVKD-... 30423248
Tyrosine-protein kinase JAK1 IC50 = 82.0 nM 7.09 Inhibition of recombinant human GST-tagged JAK1 using KAIETDKEYYTVKD-NH2 as subs... 30423248
Tyrosine-protein kinase JAK3 IC50 = 256.0 nM 6.59 Inhibition of recombinant human GST-tagged JAK3 JH1 domain using KAIETDKEYYTVKD-... 30423248
Tyrosine-protein kinase JAK3 IC50 = 598.0 nM 6.22 Inhibition of JAK3 in human PBMC assessed as reduction in IL15-induced STAT5 pho... 30423248
Tyrosine-protein kinase JAK1 IC50 = 644.0 nM 6.19 Inhibition of recombinant human GST-tagged JAK1 using KAIETDKEYYTVKD-NH2 as subs... 30423248
Tyrosine-protein kinase JAK2 IC50 = 1666.0 nM 5.78 Inhibition of recombinant human GST-tagged JAK2 using KAIETDKEYYTVKD-NH2 as subs... 30423248
Non-receptor tyrosine-protein kinase TYK2 IC50 = 1839.0 nM 5.74 Inhibition of recombinant human His-tagged TYK2 expressed in SF21/baculovirus ex... 30423248
JAK1/TYK2 IC50 = 2815.0 nM 5.55 Inhibition of JAK1/TYK2 in human PBMC assessed as reduction in IL10-induced STAT... 30423248
Cytoplasmic tyrosine-protein kinase BMX IC50 = 6310.0 nM 5.2 Inhibition of BMX (unknown origin) in presence of 1 mM ATP concentration 30423248

Literature References

PubMed DOI Target Context # Activities
30423248 10.1021/acs.jmedchem.8b01308 Rattus norvegicus 10
30423248 10.1021/acs.jmedchem.8b01308 ADMET 9
30423248 10.1021/acs.jmedchem.8b01308 Tyrosine-protein kinase JAK3 7
30423248 10.1021/acs.jmedchem.8b01308 No relevant target 3
30423248 10.1021/acs.jmedchem.8b01308 Tyrosine-protein kinase JAK1 2
30423248 10.1021/acs.jmedchem.8b01308 Unchecked 2
30423248 10.1021/acs.jmedchem.8b01308 Non-receptor tyrosine-protein kinase TYK2 1
30423248 10.1021/acs.jmedchem.8b01308 JAK1/TYK2 1
30423248 10.1021/acs.jmedchem.8b01308 Cytoplasmic tyrosine-protein kinase BMX 1
30423248 10.1021/acs.jmedchem.8b01308 Tyrosine-protein kinase Blk 1
30423248 10.1021/acs.jmedchem.8b01308 Tyrosine-protein kinase BTK 1
30423248 10.1021/acs.jmedchem.8b01308 Epidermal growth factor receptor 1
30423248 10.1021/acs.jmedchem.8b01308 Receptor tyrosine-protein kinase erbB-2 1
30423248 10.1021/acs.jmedchem.8b01308 Receptor tyrosine-protein kinase erbB-4 1
30423248 10.1021/acs.jmedchem.8b01308 Tyrosine-protein kinase ITK/TSK 1
30423248 10.1021/acs.jmedchem.8b01308 Dual specificity mitogen-activated protein kinase kinase 7 1
30423248 10.1021/acs.jmedchem.8b01308 Tyrosine-protein kinase Tec 1
30423248 10.1021/acs.jmedchem.8b01308 Tyrosine-protein kinase TXK 1
30423248 10.1021/acs.jmedchem.8b01308 Tyrosine-protein kinase JAK2 1

Data from ChEMBL 36 via Core Engine