Compound Detail

CHEMBL490820

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O=C(Oc1cncc(Cl)c1)c1cccc2[nH]ccc12

ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID	CHEMBL490820
Phase	Preclinical
Structure Type	MOL
InChI Key	BOSZJNSICHFHMA-UHFFFAOYSA-N

Targets

Activities

Assay Types

PK Parameters

Publications

Known Names

Molecular Properties

272.7

MW (Da)

3.44

ALogP

HBA

HBD

55.0

PSA (Å²)

0.73

QED

Ro5 Violations

Rot. Bonds

Drug Information

Molecule Type	Small molecule
Availability	Unknown
Chirality	Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula	C14H9ClN2O2
MW	272.69
Aromatic Rings	3
Heavy Atoms	19
NP-Likeness	-1.08

Activity Summary

IC50 8 meas. best 7.52

EC50 6 meas. best 8.02

Target Activity Profile

Target	Type	Best pChEMBL	Mean pChEMBL	Best (nM)	# Data
SARS-CoV-2 CHEMBL4303835	EC50	8.02	6.442	9.6	5
SARS-CoV CHEMBL4303836	IC50	7.52	7.52	30.0	1
Replicase polyprotein 1ab CHEMBL4523582	IC50	6.6	6.54	250.0	5
Unchecked CHEMBL612545	IC50	6.6	6.6	250.0	1
SARS-CoV-2 CHEMBL4303835	IC50	5.55	5.55	2800.0	1
Replicase polyprotein 1a CHEMBL3927	EC50	5.16	5.16	6900.0	1

Activity Data Samples

Top measurements by pChEMBL value

Target	Type	Rel.	Value	Units	pChEMBL	Assay	PubMed
SARS-CoV-2	EC50	=	9.59	nM	8.02	Antiviral activity against SARS-COV 2 infected in Vero 76 cells assessed as inhi...	35709506
SARS-CoV-2	EC50	=	28.5	nM	7.54	Antiviral activity against SARS-COV 2 infected in human Calu-3 cells assessed as...	35709506
SARS-CoV	IC50	=	30.0	nM	7.52	Antiviral activity against SARS-CoV Urbani in african green monkey Vero E6 cells...	18796354
Unchecked	IC50	=	250.0	nM	6.6	Inhibition of SARS-CoV-2 3CL protease using HiyteFluor-488ESATL-QSGLRKAK-(QXL)-N...	34528437
Replicase polyprotein 1ab	IC50	=	250.0	nM	6.6	Inhibition of SARA-CoV-2 Main protease using Dabcyl-KTSAVLQSGFRKM-E(Edans)-NH2 a...	37244162
Replicase polyprotein 1ab	IC50	=	250.0	nM	6.6	Inhibition of SARS CoV-2 MPro	39146284
Replicase polyprotein 1ab	IC50	=	313.0	nM	6.5	Inhibition of his-tagged SARS CoV-2 main protease expressed in HEK cells using B...	35709506
Replicase polyprotein 1ab	IC50	=	320.0	nM	6.5	Inhibition of SARS-CoV-2 3CL protease using HiLyte Fluor488TM-ESATLQSGLRKAK-QXL5...	36760740
Replicase polyprotein 1ab	IC50	=	313.0	nM	6.5	Inhibition of full-length SARS CoV-2 MPro expressed in Escherichia coli BL21(DE3...	39146284
SARS-CoV-2	EC50	=	2800.0	nM	5.55	Antiviral activity against SARS-CoV-2 JPN/TY/WK-251 infected in Vero E6 cells af...	34528437
SARS-CoV-2	EC50	=	2800.0	nM	5.55	Antiviral activity against SARS-CoV-2 WK-521 infected in African green monkey Ve...	34355175
SARS-CoV-2	EC50	=	2800.0	nM	5.55	Antiviral activity against SARS CoV-2	39146284
SARS-CoV-2	IC50	=	2800.0	nM	5.55	Antiviral activity against SARS-CoV-2 assessed as inhibition of viral replicatio...	36724633
Replicase polyprotein 1a	EC50	=	6900.0	nM	5.16	Inhibition of SARS 3Clpro measured by rate of reaction	18796354

Literature References

PubMed	DOI	Target Context	# Activities
34528437	10.1021/acs.jmedchem.1c01214	SARS-CoV-2	4
39146284	10.1021/acs.jmedchem.4c00535	Replicase polyprotein 1ab	3
35709506	10.1021/acs.jmedchem.2c00636	SARS-CoV-2	2
39146284	10.1021/acs.jmedchem.4c00535	ADMET	2
18796354	10.1016/j.bmcl.2008.08.082	SARS-CoV	1
18796354	10.1016/j.bmcl.2008.08.082	Replicase polyprotein 1a	1
34528437	10.1021/acs.jmedchem.1c01214	Unchecked	1
34528437	10.1021/acs.jmedchem.1c01214	Vero C1008	1
35709506	10.1021/acs.jmedchem.2c00636	Calu-3	1
35709506	10.1021/acs.jmedchem.2c00636	Vero 76	1
35709506	10.1021/acs.jmedchem.2c00636	Replicase polyprotein 1ab	1
34355175	10.1039/D1MD00066G	SARS-CoV-2	1
36760740	10.1039/d2md00344a	Replicase polyprotein 1ab	1
37244162	10.1016/j.ejmech.2023.115491	Replicase polyprotein 1ab	1
36724633	10.1016/j.ejmech.2023.115152	SARS-CoV-2	1
39146284	10.1021/acs.jmedchem.4c00535	SARS-CoV-2	1

Data from ChEMBL 36 via Core Engine