CLEMIZOLE

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Search structure


Synonyms	AL 20 [AS HYDROCHLORIDE] AL-20 FREE BASE Clemizole Clemizole hydrochloride NSC-46261
Status
Molecule Category	UNKNOWN
UNII	T97CB3796L
EPA CompTox	DTXSID0046939


Active Pharmaceutical Ingredients Bioactive chemicals	Exact Similarity SubStructure	Threshold (%) >= 70

Structure


InChI Key	CJXAEXPPLWQRFR-UHFFFAOYSA-N
Smiles	Clc1ccc(Cn2c(CN3CCCC3)nc3ccccc32)cc1
InChI	InChI=1S/C19H20ClN3/c20-16-9-7-15(8-10-16)13-23-18-6-2-1-5-17(18)21-19(23)14-22-11-3-4-12-22/h1-2,5-10H,3-4,11-14H2

Physicochemical Descriptors

Property Name	Value
Molecular Formula	C19H20ClN3
Molecular Weight	325.84
AlogP	4.33
Hydrogen Bond Acceptor	3.0
Hydrogen Bond Donor	0.0
Number of Rotational Bond	4.0
Polar Surface Area	21.06
Molecular species	NEUTRAL
Aromatic Rings	3.0
Heavy Atoms	23.0

Assay Description	Organism	Bioactivity	Reference
Antiviral activity against Hepatitis C virus JFH-1 J6 genotype 2a infected in human Huh7.5 cells assessed as inhibition of viral RNA replication at 10 uM after 72 hrs by luciferase reporter gene assay relative to control	Hepatitis C virus JFH-1	23.4 %
Inhibition of HCV GST-tagged recombinant NS3/4A protease expressed in Escherichia coli by microfluidic affinity assay	Hepatitis C virus	24.0 nM
Antiviral activity determined as inhibition of SARS-CoV-2 induced cytotoxicity of Caco-2 cells at 10 uM after 48 hours by high content imaging	Homo sapiens	-6.76 %
SARS-CoV-2 3CL-Pro protease inhibition percentage at 20µM by FRET kind of response from peptide substrate	Severe acute respiratory syndrome coronavirus 2	13.85 %		SARS-CoV-2 3CL-Pro protease inhibition percentage at 20µM by FRET kind of response from peptide substrate	Severe acute respiratory syndrome coronavirus 2	14.34 %
Antiviral activity determined as inhibition of SARS-CoV-2 induced cytotoxicity of VERO-6 cells at 10 uM after 48 hours exposure to 0.01 MOI SARS CoV-2 virus by high content imaging	Chlorocebus sabaeus	0.46 %		Antiviral activity determined as inhibition of SARS-CoV-2 induced cytotoxicity of VERO-6 cells at 10 uM after 48 hours exposure to 0.01 MOI SARS CoV-2 virus by high content imaging	Chlorocebus sabaeus	-0.01 %		Antiviral activity determined as inhibition of SARS-CoV-2 induced cytotoxicity of VERO-6 cells at 10 uM after 48 hours exposure to 0.01 MOI SARS CoV-2 virus by high content imaging	Chlorocebus sabaeus	0.46 %		Antiviral activity determined as inhibition of SARS-CoV-2 induced cytotoxicity of VERO-6 cells at 10 uM after 48 hours exposure to 0.01 MOI SARS CoV-2 virus by high content imaging	Chlorocebus sabaeus	-0.01 %

Cross References

Resources	Reference
ChEBI	52140
ChEMBL	CHEMBL1407943
DrugBank	DB15932
DrugCentral	672
FDA SRS	T97CB3796L
Guide to Pharmacology	10285
PDB	GX0
PubChem	2782
SureChEMBL	SCHEMBL29938
ZINC	ZINC000000057260

CONTENTS

PREMIER has received funding from the Innovative Medicines Initiative 2 Joint Undertaking (JU) under grant agreement No 875508. The JU receives support from the EU’s Horizon 2020 research and innovation programme and the European Federation of Pharmaceutical Industries and Associations (EFPIA). The views reflect only the authors’ perspective and the JU is not responsible for any use that may be made of the information this manuscript contains.

Elements of the website have been developed under projects PREMIER and the Biocenter Finland Drug Discovery and Chemical Biology network. CSC-IT is thanked for providing computational resources. Content of the website is provided without guarantee for correctness. Data has been collected and integrated from multiple public sources, for the largest: FDA, HUGO Gene Nomenclature Committee, ChEMBL, IUPHAR/BPS guide to pharmacology, Reactome, UniProt, and Ensembl. Credit is given to Ensembl for collecting species images (provided under public domain licences such as Wikimedia and NHGRI).