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

CHEMBL53898

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
N#C/C(=C\c1ccc(O)c(O)c1)C(=O)NCCCc1ccccc1
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL53898
Phase Preclinical
Structure Type MOL
InChI Key GSQOBTOAOGXIFL-LFIBNONCSA-N
8
Targets
22
Activities
1
Assay Types
0
PK Parameters
19
Publications
0
Known Names

Molecular Properties

322.4
MW (Da)
2.75
ALogP
4
HBA
3
HBD
93.3
PSA (Ų)
0.33
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 C19H18N2O3
MW 322.36
Aromatic Rings 2
Heavy Atoms 24
NP-Likeness -0.30

Activity Summary

IC50 22 meas. best 6.18

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Glutamate NMDA receptor; Grin1/Grin2b
CHEMBL2096666
 IC50 6.18 6.18 660.0 1
Epidermal growth factor receptor
CHEMBL203
 IC50 6.16 6.065 700.0 6
Unchecked
CHEMBL612545
 IC50 5.77 5.425 1704.0 2
Tyrosine-protein kinase JAK2
CHEMBL2971
 IC50 5.22 5.22 6007.0 1
Plasmodium falciparum
CHEMBL364
 IC50 5.1 4.9571 7943.3 7
Heat shock protein HSP90
CHEMBL2095165
 IC50 4.72 4.72 19122.5 1
Receptor tyrosine-protein kinase erbB-2
CHEMBL1824
 IC50 4.46 4.46 34673.7 3
Glutamate NMDA receptor; Grin1/Grin2c
CHEMBL2096911
 IC50 4.22 4.22 60000.0 1

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Glutamate NMDA receptor; Grin1/Grin2b IC50 = 660.0 nM 6.18 Antagonistic activity against N-methyl-D-aspartate glutamate receptor 1/2B. 10464027
Epidermal growth factor receptor IC50 = 700.0 nM 6.16 Inhibition of Epidermal growth factor receptor autophosphorylation 10464027
Epidermal growth factor receptor IC50 = 700.0 nM 6.16 Inhibition of polyGAT phosphorylation 1676428
Epidermal growth factor receptor IC50 = 700.0 nM 6.16 In vitro inhibition of HER1 autophosphorylation. 1676428
Epidermal growth factor receptor IC50 = 700.0 nM 6.16 Inhibition of EGFR in human A431 cells 1479375
Epidermal growth factor receptor IC50 = 707.95 nM 6.15 Inhibitory activity against epidermal growth factor receptor (EGFR) 14561085
Unchecked IC50 = 1704.0 nM 5.77 PUBCHEM_BIOASSAY: Luminescent dose response cell-based high throughput screening... -
Epidermal growth factor receptor IC50 = 2500.0 nM 5.6 Inhibition of HER14 (human EGFR overexpressing) cell proliferation. 1676428
Tyrosine-protein kinase JAK2 IC50 = 6007.0 nM 5.22 PUBCHEM_BIOASSAY: Luminescent counterscreen for inhibitors of the Janus kinase 2... -
Plasmodium falciparum IC50 = 7943.28 nM 5.1 Antiplasmodial activity against Plasmodium falciparum W2 after 72 hrs by SYBR gr... 19734910
Unchecked IC50 = 8380.0 nM 5.08 PUBCHEM_BIOASSAY: A biochemical assay using the ADP-Hunter methodology, purified... -
Plasmodium falciparum IC50 = 10000.0 nM 5.0 Antiplasmodial activity against Plasmodium falciparum 7G8 after 72 hrs by SYBR g... 19734910
Plasmodium falciparum IC50 = 10000.0 nM 5.0 Antiplasmodial activity against Plasmodium falciparum Dd2 after 72 hrs by SYBR g... 19734910
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 D10 after 72 hrs by SYBR g... 19734910
Plasmodium falciparum IC50 = 12589.25 nM 4.9 Antiplasmodial activity against Plasmodium falciparum GB4 after 72 hrs by SYBR g... 19734910
Plasmodium falciparum IC50 = 12589.25 nM 4.9 Antiplasmodial activity against Plasmodium falciparum HB3 after 72 hrs by SYBR g... 19734910
Heat shock protein HSP90 IC50 = 19122.5 nM 4.72 PUBCHEM_BIOASSAY: Tumor Hsp90 Inhibitors Dose Response Confirmation. (Class of a... -
Receptor tyrosine-protein kinase erbB-2 IC50 = 34673.69 nM 4.46 Inhibitory activity tested against protein kinase HER-2 14561085
Receptor tyrosine-protein kinase erbB-2 IC50 = 35000.0 nM 4.46 Inhibition of ERBB2 receptor autophosphorylation 10464027

Literature References

PubMed DOI Target Context # Activities
19734910 10.1038/nchembio.215 Plasmodium falciparum 7
- 10.6019/CHEMBL4808148 Histone deacetylase 6 3
1676428 10.1021/jm00110a022 Epidermal growth factor receptor 3
- 10.6019/CHEMBL4495565 SARS-CoV-2 2
1676428 10.1021/jm00110a022 NIH3T3 1
- 10.6019/CHEMBL4495564 Replicase polyprotein 1ab 1
- 10.21203/rs.3.rs-23951/v1 SARS-CoV-2 1
17417631 10.1038/nchembio873 Unchecked 1
1479375 10.1021/np50089a001 Epidermal growth factor receptor 1
17724020 10.1074/jbc.m705456200 Unchecked 1
17724020 10.1074/jbc.m705456200 Catechol O-methyltransferase 1
14561085 10.1021/jm030065n Epidermal growth factor receptor 1
1676428 10.1021/jm00110a022 Receptor tyrosine-protein kinase erbB-2 1
10464027 10.1021/jm990199u Receptor tyrosine-protein kinase erbB-2 1
10464027 10.1021/jm990199u Epidermal growth factor receptor 1
10464027 10.1021/jm990199u Glutamate NMDA receptor; Grin1/Grin2c 1
10464027 10.1021/jm990199u Glutamate NMDA receptor; Grin1/Grin2b 1
10464027 10.1021/jm990199u Glutamate NMDA receptor; Grin1/Grin2a 1
14561085 10.1021/jm030065n Receptor tyrosine-protein kinase erbB-2 1

Data from ChEMBL 36 via Core Engine