Compound Detail

CHEMBL56542

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N#C/C(=C\c1ccc(O)c(O)c1)C(=O)N1CCc2ccccc21

ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID	CHEMBL56542
Phase	Preclinical
Structure Type	MOL
InChI Key	MYKCTDWWIWGLHW-NTEUORMPSA-N

Targets

Activities

Assay Types

PK Parameters

Publications

Known Names

Molecular Properties

306.3

MW (Da)

2.59

ALogP

HBA

HBD

84.6

PSA (Å²)

0.51

QED

Ro5 Violations

Rot. Bonds

Drug Information

Molecule Type	Small molecule
Availability	Unknown
Chirality	Unknown

Flags

Natural Product First in Class Prodrug

Extended Properties

Molecular Formula	C18H14N2O3
MW	306.32
Aromatic Rings	2
Heavy Atoms	23
NP-Likeness	-0.57

Activity Summary

IC50 16 meas. best 6.1

Target Activity Profile

Target	Type	Best pChEMBL	Mean pChEMBL	Best (nM)	# Data
26S proteasome non-ATPase regulatory subunit 14 CHEMBL2007629	IC50	6.1	6.1	798.0	1
Epidermal growth factor receptor CHEMBL203	IC50	5.68	5.03	2100.0	4
Plasmodium falciparum CHEMBL364	IC50	5.6	5.3143	2511.9	7
Receptor tyrosine-protein kinase erbB-2 CHEMBL1824	IC50	5.31	5.31	4897.8	2
Unchecked CHEMBL612545	IC50	5.04	5.04	9200.0	1
Prothrombin CHEMBL4471	IC50	4.34	4.34	45900.0	1

Activity Data Samples

Top measurements by pChEMBL value

Target	Type	Rel.	Value	Units	pChEMBL	Assay	PubMed
26S proteasome non-ATPase regulatory subunit 14	IC50	=	798.0	nM	6.1	PUBCHEM_BIOASSAY: Dose response confirmation of uHTS RPN11 inhibitor hits in a F...	-
Epidermal growth factor receptor	IC50	=	2100.0	nM	5.68	Inhibition of polyGAT phosphorylation	1676428
Plasmodium falciparum	IC50	=	2511.89	nM	5.6	Antiplasmodial activity against Plasmodium falciparum HB3 after 72 hrs by SYBR g...	19734910
Plasmodium falciparum	IC50	=	3162.28	nM	5.5	Antiplasmodial activity against Plasmodium falciparum 3D7 after 72 hrs by SYBR g...	19734910
Plasmodium falciparum	IC50	=	3162.28	nM	5.5	Antiplasmodial activity against Plasmodium falciparum D10 after 72 hrs by SYBR g...	19734910
Plasmodium falciparum	IC50	=	3981.07	nM	5.4	Antiplasmodial activity against Plasmodium falciparum W2 after 72 hrs by SYBR gr...	19734910
Receptor tyrosine-protein kinase erbB-2	IC50	=	4897.79	nM	5.31	Inhibitory activity tested against protein kinase HER-2	14561085
Receptor tyrosine-protein kinase erbB-2	IC50	=	4900.0	nM	5.31	In vitro inhibition of ERBB2 receptor kinase autophosphorylation.	1676428
Plasmodium falciparum	IC50	=	5011.87	nM	5.3	Antiplasmodial activity against Plasmodium falciparum 7G8 after 72 hrs by SYBR g...	19734910
Plasmodium falciparum	IC50	=	7943.28	nM	5.1	Antiplasmodial activity against Plasmodium falciparum GB4 after 72 hrs by SYBR g...	19734910
Unchecked	IC50	=	9200.0	nM	5.04	PUBCHEM_BIOASSAY: A biochemical assay using the ADP-Hunter methodology, purified...	-
Epidermal growth factor receptor	IC50	=	12022.64	nM	4.92	Inhibitory activity against epidermal growth factor receptor (EGFR)	14561085
Epidermal growth factor receptor	IC50	=	12000.0	nM	4.92	In vitro inhibition of HER1 autophosphorylation.	1676428
Plasmodium falciparum	IC50	=	15848.93	nM	4.8	Antiplasmodial activity against Plasmodium falciparum Dd2 after 72 hrs by SYBR g...	19734910
Epidermal growth factor receptor	IC50	=	25000.0	nM	4.6	Inhibition of HER14 (human EGFR overexpressing) cell proliferation.	1676428
Prothrombin	IC50	=	45900.0	nM	4.34	PUBCHEM_BIOASSAY: Dose Response validation of uHTS RPN11 inhibitor hits using a ...	-

Literature References

PubMed	DOI	Target Context	# Activities
19734910	10.1038/nchembio.215	Plasmodium falciparum	7
1676428	10.1021/jm00110a022	Epidermal growth factor receptor	3
-	10.6019/CHEMBL4495565	SARS-CoV-2	2
14561085	10.1021/jm030065n	Epidermal growth factor receptor	1
14561085	10.1021/jm030065n	Receptor tyrosine-protein kinase erbB-2	1
1676428	10.1021/jm00110a022	Receptor tyrosine-protein kinase erbB-2	1
1676428	10.1021/jm00110a022	NIH3T3	1
17417631	10.1038/nchembio873	Unchecked	1
-	10.6019/CHEMBL4495564	Replicase polyprotein 1ab	1

Data from ChEMBL 36 via Core Engine