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Compound Detail

CHEMBL440084

SB-431542
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NC(=O)c1ccc(-c2nc(-c3ccccn3)c(-c3ccc4c(c3)OCO4)[nH]2)cc1
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL440084
Name SB-431542
Phase Preclinical
Structure Type MOL
InChI Key FHYUGAJXYORMHI-UHFFFAOYSA-N
11
Targets
37
Activities
4
Assay Types
0
PK Parameters
20
Publications
0
Known Names

Molecular Properties

384.4
MW (Da)
3.63
ALogP
5
HBA
2
HBD
103.1
PSA (Ų)
0.56
QED
0
Ro5 Violations
4
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

Natural Product First in Class Prodrug

Extended Properties

Molecular Formula C22H16N4O3
MW 384.40
Aromatic Rings 4
Heavy Atoms 29
NP-Likeness -0.83

Activity Summary

IC50 26 meas. best 7.18
Kd 7 meas. best 6.77
Ki 3 meas. best 7.77
EC50 1 meas. best 6.76

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
TGF-beta receptor type-1
CHEMBL4439
 Ki 7.77 7.77 17.0 1
TGF-beta receptor type-2
CHEMBL4267
 IC50 7.18 7.18 66.0 1
TGF-beta receptor type-1
CHEMBL4439
 IC50 7.18 6.3873 66.0 22
Casein kinase I isoform alpha
CHEMBL2793
 Ki 7.0 7.0 100.0 1
Casein kinase I isoform epsilon
CHEMBL4937
 IC50 6.83 6.83 147.0 1
Casein kinase I isoform delta
CHEMBL2828
 Kd 6.77 6.77 170.0 1
TGF-beta receptor type-1
CHEMBL4439
 Kd 6.77 6.77 170.0 1
Casein kinase I isoform delta
CHEMBL2828
 IC50 6.76 6.76 174.0 1
TGF-beta receptor type-1
CHEMBL4439
 EC50 6.76 6.76 172.0 1
Activin receptor type-1B
CHEMBL5310
 Kd 6.72 6.72 190.0 1
Casein kinase I isoform epsilon
CHEMBL4937
 Kd 6.58 6.58 260.0 1
NON-PROTEIN TARGET
CHEMBL3879801
 IC50 6.3 6.3 500.0 1
Ribosomal protein S6 kinase alpha-1
CHEMBL2553
 Kd 5.89 5.89 1300.0 1
Receptor-interacting serine/threonine-protein kinase 2
CHEMBL5014
 Kd 5.47 5.47 3400.0 1
Serine/threonine-protein kinase D3
CHEMBL2595
 Ki 5.4 5.4 3981.1 1
Casein kinase I isoform alpha-like
CHEMBL5520
 Kd 5.23 5.23 5900.0 1

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
TGF-beta receptor type-1 Ki = 17.0 nM 7.77 Displacement of [3H]HTS446284 from human recombinant His-tagged TGFbetaR1 after ... 19914068
TGF-beta receptor type-2 IC50 = 66.0 nM 7.18 Inhibition of TGBR2 signaling in human HEK293T cells assessed as inhibition of S... 23130626
TGF-beta receptor type-1 IC50 = 66.0 nM 7.18 Inhibition of TGFBR1 23130626
TGF-beta receptor type-1 IC50 = 67.1 nM 7.17 Inhibition of recombinant human N-terminal GST-tagged TGFbeta1 receptor (80 to e... 31408333
TGF-beta receptor type-1 IC50 = 70.0 nM 7.16 Inhibition of TGFBR1 (unknown origin) 30530193
TGF-beta receptor type-1 IC50 = 75.0 nM 7.12 Inhibition of TGFbetaR1 (unknown origin) 38626523
TGF-beta receptor type-1 IC50 = 94.0 nM 7.03 Inhibition of Activin like receptor kinase 5, TGF beta type I receptor 11855979
TGF-beta receptor type-1 IC50 = 94.0 nM 7.03 Inhibition of ALK5 assessed as inhibition of immobilized Smad3 phosphorylation 19616940
TGF-beta receptor type-1 IC50 = 94.0 nM 7.03 Inhibition of TGFR1 19640613
TGF-beta receptor type-1 IC50 = 94.0 nM 7.03 Antagonistic activity at TGFBR1 20176484
TGF-beta receptor type-1 IC50 = 94.0 nM 7.03 Inhibition of TbetaR-1 (unknown origin) 32092587
TGF-beta receptor type-1 IC50 = 94.0 nM 7.03 Inhibition of N-terminal GST-tagged ALK5 (unknown origin) expressed in baculovir... 38508118
Casein kinase I isoform alpha Ki = 100.0 nM 7.0 PUBCHEM_BIOASSAY: Navigating the Kinome. (Class of assay: other) Panel member na... -
TGF-beta receptor type-1 IC50 = 108.0 nM 6.97 Enzyme Activity Inhibition: 1. Preparation of a 1× kinase buffer: 40 mM Tris (pH... -
TGF-beta receptor type-1 IC50 = 108.0 nM 6.97 Inhibitory Activity Toward ALK5 Enzyme: 1. Preparation of kinase buffer: 40 mM T... -
TGF-beta receptor type-1 IC50 = 125.0 nM 6.9 Inhibition of TGFbeta receptor 20919678
Casein kinase I isoform epsilon IC50 = 147.0 nM 6.83 LanthaScreen Eu Kinase Binding Assay: Table 3: Small molecules were tested for t... -
TGF-beta receptor type-1 Kd = 170.0 nM 6.77 Binding constant for TGFBR1 kinase domain 18183025
Casein kinase I isoform delta Kd = 170.0 nM 6.77 Binding constant for full-length CSNK1D 18183025
Casein kinase I isoform delta IC50 = 174.0 nM 6.76 LanthaScreen Eu Kinase Binding Assay: Table 3: Small molecules were tested for t... -

Literature References

PubMed DOI Target Context # Activities
17526757 10.1128/aac.00022-07 Trypanosoma cruzi 19
18183025 10.1038/nbt1358 Epidermal growth factor receptor 10
26254279 10.18632/oncotarget.4214 TGF-beta receptor type-1 9
24055046 10.1016/j.bmcl.2013.08.105 TGF-beta receptor type-1 9
18183025 10.1038/nbt1358 Tyrosine-protein kinase ABL1 7
26677752 10.1021/acs.jnatprod.5b00814 Unchecked 6
17552507 10.1021/jm070129k TGF-beta receptor type-1 5
31408333 10.1021/acs.jmedchem.9b00708 TGF-beta receptor type-1 5
18183025 10.1038/nbt1358 Receptor-type tyrosine-protein kinase FLT3 5
18183025 10.1038/nbt1358 Mast/stem cell growth factor receptor Kit 5
- 10.6019/CHEMBL4495565 SARS-CoV-2 4
19616940 10.1016/j.bmcl.2009.04.066 TGF-beta receptor type-1 4
18262787 10.1016/j.bmcl.2008.01.084 TGF-beta receptor type-1 3
37294287 10.1021/acs.jmedchem.3c00229 Rattus norvegicus 3
19616940 10.1016/j.bmcl.2009.04.066 Activin receptor type-1B 2
18183025 10.1038/nbt1358 Myosin light chain kinase, smooth muscle 2
18183025 10.1038/nbt1358 Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit alpha isoform 2
18183025 10.1038/nbt1358 Proto-oncogene tyrosine-protein kinase receptor Ret 2
19616940 10.1016/j.bmcl.2009.04.066 Activin receptor type-1C 2
18467006 10.1016/j.ejmech.2008.03.024 TGF-beta receptor type-1 2

Data from ChEMBL 36 via Core Engine