Skip to main content
Free research Free research Free compound review with research home and workspace preview
Quick search ChEMBL 36
Compound Detail

CHEMBL5532458

Enter ChEMBL ID:
Free Research Context This compound will appear in recent viewed items on the research home for this browser.
Research home View demo workspace
C=CC(=O)N(C)[C@H]1C[C@@](C)(Oc2nc(-c3cnn(C)c3)cn3nccc23)C1
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL5532458
Phase Preclinical
Structure Type MOL
InChI Key WBFSPPPOPIJCLF-DHFPXDALSA-N
7
Targets
14
Activities
2
Assay Types
15
PK Parameters
20
Publications
0
Known Names

Molecular Properties

366.4
MW (Da)
2.07
ALogP
7
HBA
0
HBD
77.5
PSA (Ų)
0.65
QED
0
Ro5 Violations
5
Rot. Bonds

Drug Information

Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C19H22N6O2
MW 366.43
Aromatic Rings 3
Heavy Atoms 27
NP-Likeness -0.99

Activity Summary

IC50 13 meas. best 10.1
Kd 1 meas. best 9.2

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Unchecked
CHEMBL612545
 IC50 10.1 8.428 0.1 5
Tyrosine-protein kinase BTK
CHEMBL5251
 Kd 9.2 9.2 0.6 1
TMD8
CHEMBL4296503
 IC50 9.09 8.62 0.8 2
1-phosphatidylinositol 4,5-bisphosphate phosphodiesterase gamma-2
CHEMBL4100
 IC50 8.92 8.92 1.2 1
Tyrosine-protein kinase BTK
CHEMBL5251
 IC50 8.74 8.56 1.8 2
Nuclear factor NF-kappa-B complex
CHEMBL2094258
 IC50 8.72 8.72 1.9 1
Neutrophil
CHEMBL613710
 IC50 8.49 8.49 3.2 1
Cytochrome P450 2C9
CHEMBL3397
 IC50 5.28 5.28 5200.0 1

Pharmacokinetic Data

Parameter Value Units Species
CL 125.0 mL.min-1.kg-1 Rattus norvegicus
CL 38.0 mL.min-1.kg-1 Homo sapiens
CL 87.0 mL.min-1.kg-1 Rattus norvegicus
CL 53.5 mL.min-1.kg-1 Macaca fascicularis
CL 74.2 mL.min-1.kg-1 Canis lupus familiaris
F 25.0 % Rattus norvegicus
F 21.0 % Macaca fascicularis
F 4.5 % Canis lupus familiaris
Fu 0.1 - Homo sapiens
Fu 0.08 - Rattus norvegicus
Fu 0.04 - Rattus norvegicus
T1/2 4.29 hr -
T1/2 3.59 hr Rattus norvegicus
T1/2 0.29 hr Macaca fascicularis
T1/2 0.29 hr Canis lupus familiaris

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Unchecked IC50 = 0.079 nM 10.1 Inhibition of CD69 expression on CD19+ B-cells in human whole blood pretreated f... 38712838
Tyrosine-protein kinase BTK Kd = 0.63 nM 9.2 Inhibition of human full-length wild type BTK (M1 to S659 residues) expressed in... 38712838
TMD8 IC50 = 0.82 nM 9.09 Inhibition of human TMD8 cells proliferation incubated for 35 to 72 hrs by CellT... 38712838
1-phosphatidylinositol 4,5-bisphosphate phosphodiesterase gamma-2 IC50 = 1.2 nM 8.92 Inhibition of PLCgamma2 phosphorylation in anti-IgM activated human Ramos cells 38712838
Tyrosine-protein kinase BTK IC50 = 1.8 nM 8.74 Inhibition of BTK in human TMD8 cells assessed as reduction in CD36 expression 38712838
Nuclear factor NF-kappa-B complex IC50 = 1.9 nM 8.72 Inhibition of NF-kappaB activation in human TMD8 cells assessed as reduction in ... 38712838
Unchecked IC50 = 1.9 nM 8.72 Inhibition of OVA332 to 339 specific T-cells (unknown origin) proliferation asse... 38712838
Unchecked IC50 = 3.0 nM 8.52 Inhibition of FcgammaR-mediated TNF secretion in monocytes (unknown origin) 38712838
Neutrophil IC50 = 3.2 nM 8.49 Inhibition of FcgammaR-mediated ROS production in neutrophils (unknown origin) 38712838
Tyrosine-protein kinase BTK IC50 = 4.2 nM 8.38 Inhibition of BTK in human TMD8 cells assessed as reduction in CD19 expression 38712838
TMD8 IC50 = 7.1 nM 8.15 Antiproliferative activity against human TMD8 cells by CellTiter-Glo luminescent... 38712838
Unchecked IC50 = 13.0 nM 7.89 Inhibition of anti-IgD induced B-cell activation in human PBMCs 38712838
Unchecked IC50 = 124.0 nM 6.91 Inhibition of FcgammaR-mediated TNF secretion in human whole blood cells 38712838
Cytochrome P450 2C9 IC50 = 5200.0 nM 5.28 Inhibition of CYP2C9 (unknown origin) 38712838

Literature References

PubMed DOI Target Context # Activities
38712838 10.1021/acs.jmedchem.4c00220 ADMET 41
38712838 10.1021/acs.jmedchem.4c00220 Unchecked 28
38712838 10.1021/acs.jmedchem.4c00220 Tyrosine-protein kinase BTK 8
38712838 10.1021/acs.jmedchem.4c00220 TMD8 3
38712838 10.1021/acs.jmedchem.4c00220 Cytochrome P450 2C9 3
38712838 10.1021/acs.jmedchem.4c00220 Tyrosine-protein kinase Tec 3
38712838 10.1021/acs.jmedchem.4c00220 Cytochrome P450 3A4 2
38712838 10.1021/acs.jmedchem.4c00220 Voltage-gated inwardly rectifying potassium channel KCNH2 2
38712838 10.1021/acs.jmedchem.4c00220 Cytochrome P450 1A2 1
38712838 10.1021/acs.jmedchem.4c00220 Epithelial cell 1
38712838 10.1021/acs.jmedchem.4c00220 Neutrophil 1
38712838 10.1021/acs.jmedchem.4c00220 Nuclear factor NF-kappa-B complex 1
38712838 10.1021/acs.jmedchem.4c00220 1-phosphatidylinositol 4,5-bisphosphate phosphodiesterase gamma-2 1
38712838 10.1021/acs.jmedchem.4c00220 Tyrosine-protein kinase Blk 1
38712838 10.1021/acs.jmedchem.4c00220 Tyrosine-protein kinase ITK/TSK 1
38712838 10.1021/acs.jmedchem.4c00220 Angiopoietin-1 receptor 1
38712838 10.1021/acs.jmedchem.4c00220 Epidermal growth factor receptor 1
38712838 10.1021/acs.jmedchem.4c00220 NIH3T3 1
38712838 10.1021/acs.jmedchem.4c00220 Voltage-dependent L-type calcium channel subunit alpha-1C 1
38712838 10.1021/acs.jmedchem.4c00220 Sodium channel protein type 5 subunit alpha 1

Data from ChEMBL 36 via Core Engine