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

CHEMBL4225923

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
Cc1cn2c(-c3cn[nH]c3)cnc2c(Nc2cc(C(NC(C)(C)C)c3ccccn3)ns2)n1
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL4225923
Phase Preclinical
Structure Type MOL
InChI Key QTTGVGLTCILDCA-UHFFFAOYSA-N
9
Targets
10
Activities
3
Assay Types
26
PK Parameters
20
Publications
0
Known Names

Molecular Properties

459.6
MW (Da)
4.50
ALogP
9
HBA
3
HBD
108.7
PSA (Ų)
0.34
QED
0
Ro5 Violations
6
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C23H25N9S
MW 459.58
Aromatic Rings 5
Heavy Atoms 33
NP-Likeness -1.69

Activity Summary

IC50 7 meas. best 8.3
Kd 2 meas. best 11.0
EC50 1 meas. best 7.3

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Aurora kinase B
CHEMBL2185
 Kd 11.0 11.0 0.0 1
Aurora kinase A
CHEMBL4722
 Kd 11.0 11.0 0.0 1
Receptor-type tyrosine-protein kinase FLT3
CHEMBL1974
 IC50 8.3 8.3 5.0 1
Serine/threonine-protein kinase Chk1
CHEMBL4630
 IC50 8.15 8.15 7.0 1
Ephrin type-B receptor 4
CHEMBL5147
 IC50 7.42 7.42 38.0 1
Aurora kinase B
CHEMBL2185
 EC50 7.3 7.3 50.0 1
Tyrosine-protein kinase Lck
CHEMBL258
 IC50 7.21 7.21 61.0 1
Interleukin-1 receptor-associated kinase 4
CHEMBL3778
 IC50 6.42 6.42 380.0 1
Cytochrome P450 2C9
CHEMBL3397
 IC50 5.22 5.22 6000.0 1
Cytochrome P450 2D6
CHEMBL289
 IC50 4.94 4.94 11500.0 1

Pharmacokinetic Data

Parameter Value Units Species
AUC 735.33 ng.hr.mL-1 Rattus norvegicus
AUC 1011.08 ng.hr.mL-1 Mus musculus
AUC 10800.13 ng.hr.mL-1 Mus musculus
AUC 1792.36 ng.hr.mL-1 Canis lupus familiaris
AUC 4641.76 ng.hr.mL-1 Canis lupus familiaris
AUC 2297.9 ng.hr.mL-1 Macaca mulatta
AUC 17923.62 ng.hr.mL-1 Rattus norvegicus
AUC 18842.78 ng.hr.mL-1 Rattus norvegicus
AUC 15166.14 ng.hr.mL-1 Rattus norvegicus
AUC 1838.32 ng.hr.mL-1 Macaca mulatta
CL 50.0 mL.min-1.kg-1 Mus musculus
CL 9.4 mL.min-1.kg-1 Canis lupus familiaris
CL 7.4 mL.min-1.kg-1 Macaca mulatta
CL 11.0 mL.min-1.kg-1 Rattus norvegicus
F 64.0 % Mus musculus
F 86.0 % Canis lupus familiaris
F 40.0 % Rattus norvegicus
F 8.0 % Macaca mulatta
T1/2 1.8 hr Mus musculus
T1/2 4.6 hr Canis lupus familiaris
T1/2 2.2 hr Macaca mulatta
T1/2 2.6 hr Rattus norvegicus
Vd 5.3 L.kg-1 Mus musculus
Vd 3.7 L.kg-1 Canis lupus familiaris
Vd 1.3 L.kg-1 Macaca mulatta
Vd 2.5 L.kg-1 Rattus norvegicus

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Aurora kinase A Kd = 0.01 nM 11.0 Binding affinity to Aurora A (unknown origin) after 45 mins by fluorescence-base... 29545102
Aurora kinase B Kd = 0.01 nM 11.0 Binding affinity to Aurora B (unknown origin) after 45 mins by fluorescence-base... 29545102
Receptor-type tyrosine-protein kinase FLT3 IC50 = 5.0 nM 8.3 Inhibition of FLT3 (unknown origin) 29545102
Serine/threonine-protein kinase Chk1 IC50 = 7.0 nM 8.15 Inhibition of CHK1 (unknown origin) 29545102
Ephrin type-B receptor 4 IC50 = 38.0 nM 7.42 Inhibition of EPHB4 (unknown origin) 29545102
Aurora kinase B EC50 = 50.0 nM 7.3 Inhibition of Aurora B in human HCT116 cells assessed as reduction in phosphoryl... 29545102
Tyrosine-protein kinase Lck IC50 = 61.0 nM 7.21 Inhibition of LCK (unknown origin) 29545102
Interleukin-1 receptor-associated kinase 4 IC50 = 380.0 nM 6.42 Inhibition of IRAK4 (unknown origin) 29545102
Cytochrome P450 2C9 IC50 = 6000.0 nM 5.22 Inhibition of CYP2C9 in human liver microsomes 29545102
Cytochrome P450 2D6 IC50 = 11500.0 nM 4.94 Inhibition of CYP2D6 in human liver microsomes 29545102

Literature References

PubMed DOI Target Context # Activities
29545102 10.1016/j.bmcl.2018.02.037 Mus musculus 9
29545102 10.1016/j.bmcl.2018.02.037 Rattus norvegicus 8
29545102 10.1016/j.bmcl.2018.02.037 Aurora kinase B 7
29545102 10.1016/j.bmcl.2018.02.037 Canis familiaris 6
29545102 10.1016/j.bmcl.2018.02.037 Rhesus monkey 6
29545102 10.1016/j.bmcl.2018.02.037 Aurora kinase A 4
29545102 10.1016/j.bmcl.2018.02.037 Hepatocyte 4
29545102 10.1016/j.bmcl.2018.02.037 ADMET 4
29545102 10.1016/j.bmcl.2018.02.037 A2780 3
29545102 10.1016/j.bmcl.2018.02.037 Tyrosine-protein kinase Lck 1
29545102 10.1016/j.bmcl.2018.02.037 RAC-alpha serine/threonine-protein kinase 1
29545102 10.1016/j.bmcl.2018.02.037 Cyclin-dependent kinase 2 1
29545102 10.1016/j.bmcl.2018.02.037 Casein kinase I isoform delta 1
29545102 10.1016/j.bmcl.2018.02.037 Epidermal growth factor receptor 1
29545102 10.1016/j.bmcl.2018.02.037 Mitogen-activated protein kinase 1 1
29545102 10.1016/j.bmcl.2018.02.037 Glycogen synthase kinase-3 beta 1
29545102 10.1016/j.bmcl.2018.02.037 Insulin-like growth factor 1 receptor 1
29545102 10.1016/j.bmcl.2018.02.037 Ephrin type-B receptor 4 1
29545102 10.1016/j.bmcl.2018.02.037 Tyrosine-protein kinase JAK2 1
29545102 10.1016/j.bmcl.2018.02.037 Hepatocyte growth factor receptor 1

Data from ChEMBL 36 via Core Engine