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

CHEMBL89363

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
Cc1c[nH]c(/C=C2\C(=O)Nc3ccccc32)c1CCC(=O)O
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL89363
Phase Preclinical
Structure Type MOL
InChI Key JNDVEAXZWJIOKB-JYRVWZFOSA-N
8
Targets
23
Activities
1
Assay Types
0
PK Parameters
20
Publications
0
Known Names

Molecular Properties

296.3
MW (Da)
2.83
ALogP
2
HBA
3
HBD
82.2
PSA (Ų)
0.76
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 C17H16N2O3
MW 296.33
Aromatic Rings 2
Heavy Atoms 22
NP-Likeness 0.04

Activity Summary

IC50 23 meas. best 7.7

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Vascular endothelial growth factor receptor 2
CHEMBL279
 IC50 7.7 7.6 20.0 4
Fibroblast growth factor receptor 1
CHEMBL3650
 IC50 7.52 5.9671 30.0 7
HUVEC
CHEMBL613979
 IC50 7.3 5.8 50.0 3
Vascular endothelial growth factor receptor 1
CHEMBL3516
 IC50 6.4 6.4 400.0 1
Platelet-derived growth factor receptor beta
CHEMBL1913
 IC50 6.29 5.335 510.0 4
Fibroblast growth factor receptor 1
CHEMBL3960
 IC50 5.0 5.0 10000.0 2
Unchecked
CHEMBL612545
 IC50 5.0 5.0 10000.0 1
Proto-oncogene tyrosine-protein kinase Src
CHEMBL267
 IC50 4.97 4.97 10600.0 1

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Vascular endothelial growth factor receptor 2 IC50 = 20.0 nM 7.7 Inhibitory activity against Vascular endothelial growth factor receptor 2 10602697
Vascular endothelial growth factor receptor 2 IC50 = 20.0 nM 7.7 Inhibition of KDR 17306530
Vascular endothelial growth factor receptor 2 IC50 = 20.0 nM 7.7 Evaluated for inhibitory activity towards tyrosine kinase Vascular endothelial g... 10893303
Fibroblast growth factor receptor 1 IC50 = 30.0 nM 7.52 Evaluated for inhibitory activity towards Fibroblast growth factor receptor 1 10893303
Fibroblast growth factor receptor 1 IC50 = 30.0 nM 7.52 Inhibitory activity against Fibroblast growth factor receptor 1 10602697
HUVEC IC50 = 50.0 nM 7.3 Evaluated for the inhibition of cell proliferation induced by VEGF in HUVEC or N... 10893303
Vascular endothelial growth factor receptor 2 IC50 = 50.0 nM 7.3 Inhibitory activity of compound against VEGF induced cell proliferation 10602697
Fibroblast growth factor receptor 1 IC50 = 334.0 nM 6.48 Inhibition of FGFR1 using poly(Glu-Tyr)4:1 as substrate after 60 mins by ELISA 21517068
Vascular endothelial growth factor receptor 1 IC50 = 400.0 nM 6.4 Concentration required to achieve 50% inhibition of tyrosine phosphorylation on ... 9651163
Platelet-derived growth factor receptor beta IC50 = 510.0 nM 6.29 Evaluated for inhibitory activity towards tyrosine kinase PDGF-Rbeta 10893303
Platelet-derived growth factor receptor beta IC50 = 510.0 nM 6.29 Inhibitory activity against Platelet-derived growth factor receptor beta 10602697
HUVEC IC50 = 2800.0 nM 5.55 Evaluated for the inhibition of cell proliferation induced by FGF in HUVEC or NI... 10893303
Fibroblast growth factor receptor 1 IC50 = 2800.0 nM 5.55 Inhibitory activity of compound against FGF induced cell proliferation 10602697
Unchecked IC50 = 10000.0 nM 5.0 Inhibition of FGFR autophosphorylation 18316139
Fibroblast growth factor receptor 1 IC50 = 10000.0 nM 5.0 Inhibition of FGFR1K autophosphorylation activity assessed as [32P] incorporatio... 9139660
Fibroblast growth factor receptor 1 IC50 = 10000.0 nM 5.0 Inhibition of acidic FGF-stimulated FGFR1 tyrosine autophosphorylation in mouse ... 9139660
Fibroblast growth factor receptor 1 IC50 = 10000.0 nM 5.0 Inhibition of FGF induced FGFR1 autophosphorylation in mouse NIH 3T3 cells prein... 27914362
Fibroblast growth factor receptor 1 IC50 = 10000.0 nM 5.0 Inhibition of FGFR1 kinase domain (unknown origin) 27914362
Proto-oncogene tyrosine-protein kinase Src IC50 = 10600.0 nM 4.97 Evaluated for inhibitory activity towards p60 c-Src tyrosine kinase 10893303
Fibroblast growth factor receptor 1 IC50 = 20000.0 nM 4.7 Inhibition of bFGF-mediated tyrosine phosphorylation 11063616

Literature References

PubMed DOI Target Context # Activities
9139660 10.1126/science.276.5314.955 Fibroblast growth factor receptor 1 5
16474387 10.1038/nchembio769 Unchecked 5
9139660 10.1126/science.276.5314.955 Epidermal growth factor receptor 4
10893303 10.1021/jm9906116 HUVEC 4
9139660 10.1126/science.276.5314.955 Insulin receptor 3
9139660 10.1126/science.276.5314.955 Platelet-derived growth factor receptor 3
10602697 10.1021/jm9904295 Epidermal growth factor receptor 2
27914362 10.1016/j.ejmech.2016.11.052 Fibroblast growth factor receptor 1 2
10602697 10.1021/jm9904295 Platelet-derived growth factor receptor beta 2
10602697 10.1021/jm9904295 Fibroblast growth factor receptor 1 2
10602697 10.1021/jm9904295 Vascular endothelial growth factor receptor 2 2
- 10.6019/CHEMBL3301361 No relevant target 2
9651163 10.1021/jm980123i Platelet-derived growth factor receptor beta 1
9651163 10.1021/jm980123i Vascular endothelial growth factor receptor 1 1
9651163 10.1021/jm980123i Epidermal growth factor receptor 1
9651163 10.1021/jm980123i Receptor tyrosine-protein kinase erbB-2 1
11063616 10.1021/jm000161d Fibroblast growth factor receptor 1 1
17306530 10.1016/j.bmcl.2007.01.089 Vascular endothelial growth factor receptor 2 1
10893303 10.1021/jm9906116 Epidermal growth factor receptor 1
10893303 10.1021/jm9906116 Platelet-derived growth factor receptor beta 1

Data from ChEMBL 36 via Core Engine