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Compound Detail

CHEMBL76904

TYRPHOSTIN 23
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N#CC(C#N)=Cc1ccc(O)c(O)c1
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL76904
Name TYRPHOSTIN 23
Phase Preclinical
Structure Type MOL
InChI Key VTJXFTPMFYAJJU-UHFFFAOYSA-N
9
Targets
16
Activities
2
Assay Types
0
PK Parameters
20
Publications
0
Known Names

Molecular Properties

186.2
MW (Da)
1.53
ALogP
4
HBA
2
HBD
88.0
PSA (Ų)
0.51
QED
0
Ro5 Violations
1
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C10H6N2O2
MW 186.17
Aromatic Rings 1
Heavy Atoms 14
NP-Likeness 0.01

Activity Summary

IC50 13 meas. best 6.7
Ki 3 meas. best 6.79

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Protein-tyrosine kinase 2-beta
CHEMBL5469
 Ki 6.79 6.79 162.2 1
Aldo-keto reductase family 1 member B1
CHEMBL2622
 IC50 6.7 6.7 202.0 1
Cyclin-dependent kinase 2/cyclin E1
CHEMBL1907605
 Ki 6.21 6.21 616.6 1
Unchecked
CHEMBL612545
 IC50 5.42 5.1967 3775.6 3
Intestinal-type alkaline phosphatase
CHEMBL3151
 IC50 5.38 5.38 4220.0 1
Plasmodium falciparum
CHEMBL364
 IC50 5.1 4.9667 7943.3 3
Alkaline phosphatase, tissue-nonspecific isozyme
CHEMBL5979
 IC50 5.0 5.0 9970.0 1
Epidermal growth factor receptor
CHEMBL203
 Ki 4.96 4.96 11000.0 1
Epidermal growth factor receptor
CHEMBL203
 IC50 4.46 4.44 35000.0 3
Aromatase
CHEMBL1978
 IC50 4.15 4.15 70600.0 1

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Protein-tyrosine kinase 2-beta Ki = 162.18 nM 6.79 Inhibition of human recombinant PYK2 by ESI-MS analysis 22289061
Aldo-keto reductase family 1 member B1 IC50 = 202.0 nM 6.7 DRUGMATRIX: Aldose Reductase enzyme inhibition (substrate: DL-Glyceraldehyde) -
Cyclin-dependent kinase 2/cyclin E1 Ki = 616.6 nM 6.21 Inhibition of human recombinant CDK2/CycE using HHASPRK as substrate by ESI-MS a... 22289061
Unchecked IC50 = 3775.6 nM 5.42 PubChem BioAssay. RKO viability from Cell TiterGlo-IC50. (Class of assay: conf... -
Intestinal-type alkaline phosphatase IC50 = 4220.0 nM 5.38 PUBCHEM_BIOASSAY: Dose Response confirmation of uHTS hits from a small molecule ... -
Unchecked IC50 = 6740.6 nM 5.17 PubChem BioAssay. Colo320 viability from Cell TiterGlo-IC50. (Class of assay: ... -
Plasmodium falciparum IC50 = 7943.28 nM 5.1 Antiplasmodial activity against Plasmodium falciparum HB3 after 72 hrs by SYBR g... 19734910
Unchecked IC50 = 10000.0 nM 5.0 Inhibition of GTPase activity of transducer 18077363
Alkaline phosphatase, tissue-nonspecific isozyme IC50 = 9970.0 nM 5.0 PUBCHEM_BIOASSAY: Dose Response confirmation of uHTS inhibitors of Mouse Intesti... -
Epidermal growth factor receptor Ki = 11000.0 nM 4.96 Inhibitory concentration of EGF dependent autophosphorylation of epidermal growt... 2552117
Plasmodium falciparum IC50 = 12589.25 nM 4.9 Antiplasmodial activity against Plasmodium falciparum 3D7 after 72 hrs by SYBR g... 19734910
Plasmodium falciparum IC50 = 12589.25 nM 4.9 Antiplasmodial activity against Plasmodium falciparum W2 after 72 hrs by SYBR gr... 19734910
Epidermal growth factor receptor IC50 = 35000.0 nM 4.46 Inhibitory concentration of EGF dependent autophosphorylation of epidermal growt... 2552117
Epidermal growth factor receptor IC50 = 35000.0 nM 4.46 Inhibition of epidermal growth factor receptor (EGFR) phosphorylation of the exo... 8960549
Epidermal growth factor receptor IC50 = 40000.0 nM 4.4 Inhibition of EGFR autophosphorylation 18077363
Aromatase IC50 = 70600.0 nM 4.15 Inhibition of aromatase 19608417

Literature References

PubMed DOI Target Context # Activities
- 10.6019/CHEMBL4495565 SARS-CoV-2 4
19734910 10.1038/nchembio.215 Plasmodium falciparum 3
8960549 10.1021/jm960225d Epidermal growth factor receptor 2
18077363 10.1073/pnas.0708800104 Serine/threonine-protein kinase 26 2
18077363 10.1073/pnas.0708800104 Ribosomal protein S6 kinase alpha-3 2
- 10.6019/CHEMBL4495564 Replicase polyprotein 1ab 2
- 10.6019/CHEMBL4808148 Histone deacetylase 6 2
2552117 10.1021/jm00130a020 Epidermal growth factor receptor 2
19608417 10.1016/j.bmcl.2009.06.070 Aromatase 1
18077363 10.1073/pnas.0708800104 Unchecked 1
17417631 10.1038/nchembio873 Unchecked 1
18077363 10.1073/pnas.0708800104 Epidermal growth factor receptor 1
22289061 10.1021/jm200979x Tyrosine-protein kinase ZAP-70 1
22289061 10.1021/jm200979x Protein-tyrosine kinase 2-beta 1
18077363 10.1073/pnas.0708800104 5'-AMP-activated protein kinase catalytic subunit alpha-2 1
18077363 10.1073/pnas.0708800104 Calcium/calmodulin-dependent protein kinase type 1D 1
18077363 10.1073/pnas.0708800104 Calcium/calmodulin-dependent protein kinase type 1G 1
38157838 10.1016/j.bmc.2023.117561 Unchecked 1
18077363 10.1073/pnas.0708800104 Calcium/calmodulin-dependent protein kinase type II subunit delta 1
18077363 10.1073/pnas.0708800104 Calcium/calmodulin-dependent protein kinase type II subunit gamma 1

Data from ChEMBL 36 via Core Engine