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Compound Detail

CHEMBL4554938

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CN1C(=O)c2sccc2N(C)c2nc(Nc3ccc(S(N)(=O)=O)cc3)ncc21
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL4554938
Phase Preclinical
Structure Type MOL
InChI Key YRDHKIFCGOZTGD-UHFFFAOYSA-N
22
Targets
111
Activities
2
Assay Types
15
PK Parameters
20
Publications
0
Known Names

Molecular Properties

416.5
MW (Da)
2.29
ALogP
8
HBA
2
HBD
121.5
PSA (Ų)
0.67
QED
0
Ro5 Violations
3
Rot. Bonds

Drug Information

Molecule Type Unknown
Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C17H16N6O3S2
MW 416.49
Aromatic Rings 3
Heavy Atoms 28
NP-Likeness -1.57

Activity Summary

IC50 66 meas. best 8.72
Kd 45 meas. best 8.32

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Non-receptor tyrosine-protein kinase TYK2
CHEMBL3553
 IC50 8.72 7.655 1.9 2
Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit gamma isoform
CHEMBL3267
 Kd 8.32 8.2 4.8 2
Non-receptor tyrosine-protein kinase TYK2
CHEMBL3553
 Kd 8.3 7.255 5.0 2
Serine/threonine-protein kinase 4
CHEMBL4598
 IC50 8.01 6.8108 9.8 12
Serine/threonine-protein kinase 3
CHEMBL4708
 Kd 7.96 7.96 11.0 2
Tyrosine-protein kinase ABL1
CHEMBL1862
 IC50 7.94 7.832 11.6 5
Aurora kinase A
CHEMBL4722
 Kd 7.89 7.89 13.0 2
Unchecked
CHEMBL612545
 Kd 7.85 7.85 14.0 1
Tyrosine-protein kinase ABL1
CHEMBL1862
 Kd 7.85 7.57 14.0 5
Serine/threonine-protein kinase 26
CHEMBL5941
 Kd 7.8 7.8 16.0 2
Unchecked
CHEMBL612545
 IC50 7.78 6.5525 16.6 4
Serine/threonine-protein kinase 4
CHEMBL4598
 Kd 7.77 7.77 17.0 2
Serine/threonine-protein kinase 24
CHEMBL5082
 Kd 7.75 7.75 18.0 2
Serine/threonine-protein kinase 3
CHEMBL4708
 IC50 7.74 6.8047 18.2 15
Aurora kinase B
CHEMBL2185
 IC50 7.72 7.715 19.1 2
Mitogen-activated protein kinase kinase kinase 2
CHEMBL5914
 Kd 7.72 7.72 19.0 2
Aurora kinase A
CHEMBL4722
 IC50 7.71 7.71 19.4 2
Tyrosine-protein kinase JAK1
CHEMBL2835
 Kd 7.66 7.66 22.0 2
Serine/threonine-protein kinase DCLK1
CHEMBL5683
 Kd 7.6 7.6 25.0 2
Mitogen-activated protein kinase kinase kinase 3
CHEMBL5970
 Kd 7.57 7.57 27.0 2
Serine/threonine-protein kinase 26
CHEMBL5941
 IC50 7.56 7.56 27.3 2
Serine/threonine-protein kinase DCLK1
CHEMBL5683
 IC50 7.55 7.55 27.9 2
Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit alpha isoform
CHEMBL4005
 Kd 7.47 7.47 34.0 1
Phosphatidylinositol 5-phosphate 4-kinase type-2 gamma
CHEMBL1770034
 Kd 7.47 7.47 34.0 2
Mitogen-activated protein kinase kinase kinase 3
CHEMBL5970
 IC50 7.46 7.44 34.8 2
Serine/threonine-protein kinase ULK2
CHEMBL5435
 Kd 7.46 7.46 35.0 2
Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit gamma isoform
CHEMBL3267
 IC50 7.42 7.42 38.4 2
Tyrosine-protein kinase JAK1
CHEMBL2835
 IC50 7.41 7.41 38.7 2
Aurora kinase B
CHEMBL2185
 Kd 7.4 7.4 40.0 2
Serine/threonine-protein kinase ULK2
CHEMBL5435
 IC50 7.38 7.38 41.5 2
Serine/threonine-protein kinase 24
CHEMBL5082
 IC50 7.35 7.35 44.8 2
Phosphatidylinositol 4-phosphate 5-kinase type-1 gamma
CHEMBL1908383
 Kd 7.11 7.11 77.0 2
Mitogen-activated protein kinase kinase kinase 2
CHEMBL5914
 IC50 7.1 7.1 79.6 2
Serine/threonine-protein kinase TAO2
CHEMBL1075195
 Kd 7.0 7.0 100.0 2
Serine/threonine-protein kinase TAO2
CHEMBL1075195
 IC50 6.87 6.87 134.0 2
Receptor-interacting serine/threonine-protein kinase 4
CHEMBL6083
 Kd 6.85 6.85 140.0 2
Serine/threonine-protein kinase TAO1
CHEMBL5261
 IC50 6.78 6.78 165.0 2
Serine/threonine-protein kinase TAO1
CHEMBL5261
 Kd 6.75 6.75 180.0 2
Serine/threonine-protein kinase TAO3
CHEMBL5701
 IC50 6.59 6.59 254.0 2
Phosphatidylinositol 4-phosphate 5-kinase type-1 gamma
CHEMBL1908383
 IC50 6.36 6.36 436.0 2
Serine/threonine-protein kinase TAO3
CHEMBL5701
 Kd 6.21 6.21 610.0 2

Pharmacokinetic Data

Parameter Value Units Species
AUC 1257.0 ng.hr.mL-1 Rattus norvegicus
AUC 1268.0 ng.hr.mL-1 Rattus norvegicus
AUC 993.0 ng.hr.mL-1 Rattus norvegicus
AUC 1035.0 ng.hr.mL-1 Rattus norvegicus
CL 0.06583 mL.min-1.kg-1 Rattus norvegicus
Cmax 2729.96 nM Rattus norvegicus
Cmax 283.32 nM Rattus norvegicus
F 39.48 % Rattus norvegicus
MRT 1.36 hr Rattus norvegicus
MRT 7.34 hr Rattus norvegicus
T1/2 1.24 hr Rattus norvegicus
T1/2 5.18 hr Rattus norvegicus
Tmax 0.083 hr Rattus norvegicus
Tmax 3.0 hr Rattus norvegicus
Vd 7.1 L.kg-1 Rattus norvegicus

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Non-receptor tyrosine-protein kinase TYK2 IC50 = 1.9 nM 8.72 Inhibition of TYK2 JH1domain-catalytic (unknown origin) in presence of ATP by en... 27535619
Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit gamma isoform Kd = 4.8 nM 8.32 Binding affinity to PIK3CG (unknown origin) assessed as dissociation constant 27535619
Non-receptor tyrosine-protein kinase TYK2 Kd = 5.0 nM 8.3 Binding affinity to TYK2 JH1domain-catalytic (unknown origin) assessed as dissoc... 27535619
Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit gamma isoform Kd = 8.4 nM 8.08 Selectivity interaction (KinomeScan (DiscoverX, competition-binding assay)) EUB0... -
Serine/threonine-protein kinase 4 IC50 = 9.8 nM 8.01 Selectivity interaction (Enzymatic assay) EUB0000178b STK4 -
Serine/threonine-protein kinase 4 IC50 = 9.8 nM 8.01 Inhibition of MST1 (unknown origin) in presence of ATP by enzymatic assay 27535619
Serine/threonine-protein kinase 3 Kd = 11.0 nM 7.96 Binding affinity to MST2 (unknown origin) assessed as dissociation constant 27535619
Serine/threonine-protein kinase 3 Kd = 11.0 nM 7.96 Affinity Biochemical interaction (Competition binding assay (DiscoverX)) EUB0000... -
Tyrosine-protein kinase ABL1 IC50 = 11.6 nM 7.94 Selectivity interaction (Enzymatic assay) EUB0000178b ABL1 -
Tyrosine-protein kinase ABL1 IC50 = 11.6 nM 7.94 Inhibition of phosphorylated ABL1 Q252H mutant (unknown origin) in presence of A... 27535619
Aurora kinase A Kd = 13.0 nM 7.89 Binding affinity to AURKA (unknown origin) assessed as dissociation constant 27535619
Aurora kinase A Kd = 13.0 nM 7.89 Selectivity interaction (KinomeScan (DiscoverX, competition-binding assay)) EUB0... -
Unchecked Kd = 14.0 nM 7.85 Binding affinity to phosphorylated ABL1 T315I mutant (unknown origin) assessed a... 27535619
Tyrosine-protein kinase ABL1 Kd = 14.0 nM 7.85 Selectivity interaction (KinomeScan (DiscoverX, competition-binding assay)) EUB0... -
Serine/threonine-protein kinase 26 Kd = 16.0 nM 7.8 Binding affinity to MST4 (unknown origin) assessed as dissociation constant 27535619
Serine/threonine-protein kinase 26 Kd = 16.0 nM 7.8 Selectivity interaction (KinomeScan (DiscoverX, competition-binding assay)) EUB0... -
Unchecked IC50 = 16.6 nM 7.78 Inhibition of phosphorylated ABL1 T315I mutant (unknown origin) in presence of A... 27535619
Tyrosine-protein kinase ABL1 IC50 = 16.6 nM 7.78 Selectivity interaction (Enzymatic assay) EUB0000178b ABL1 -
Serine/threonine-protein kinase 4 Kd = 17.0 nM 7.77 Binding affinity to MST1 (unknown origin) assessed as dissociation constant 27535619
Serine/threonine-protein kinase 4 Kd = 17.0 nM 7.77 Affinity Biochemical interaction (Competition binding assay (DiscoverX)) EUB0000... -

Literature References

PubMed DOI Target Context # Activities
- 10.6019/CHEMBL4689842 Fibroblast 262
- 10.6019/CHEMBL4689842 U2OS 261
- 10.6019/CHEMBL4689842 HEK-293T 260
27535619 10.1126/scitranslmed.aaf2304 Serine/threonine-protein kinase 3 43
27535619 10.1126/scitranslmed.aaf2304 ADMET 32
27535619 10.1126/scitranslmed.aaf2304 Mus musculus 27
27535619 10.1126/scitranslmed.aaf2304 Unchecked 26
27535619 10.1126/scitranslmed.aaf2304 Serine/threonine-protein kinase 3/4 22
27535619 10.1126/scitranslmed.aaf2304 Tyrosine-protein kinase ABL1 19
27535619 10.1126/scitranslmed.aaf2304 Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit alpha isoform 12
27535619 10.1126/scitranslmed.aaf2304 Serine/threonine-protein kinase 4 12
- 10.6019/CHEMBL5674860 Colon cancer organoid 12
- 10.6019/CHEMBL5724558 Colon cancer organoid 12
27535619 10.1126/scitranslmed.aaf2304 Epidermal growth factor receptor 12
27535619 10.1126/scitranslmed.aaf2304 Receptor-type tyrosine-protein kinase FLT3 11
27535619 10.1126/scitranslmed.aaf2304 Mast/stem cell growth factor receptor Kit 9
- 10.6019/CHEMBL5212743 Tyrosine-protein kinase ABL1 9
27535619 10.1126/scitranslmed.aaf2304 HepG2 8
36037148 10.1021/acs.jmedchem.2c00926 Serine/threonine-protein kinase 4 7
- 10.6019/CHEMBL5608141 Colon cancer organoid 6

Data from ChEMBL 36 via Core Engine