TAVABOROLE

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Search structure


Trade Names	KERYDIN
Synonyms	AN-2690 AN2690 Kerydin Tavaborole
Status
Molecule Category	UNKNOWN
ATC	D01AE24
UNII	K124A4EUQ3
EPA CompTox	DTXSID00169888


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

Structure


InChI Key	LFQDNHWZDQTITF-UHFFFAOYSA-N
Smiles	OB1OCc2cc(F)ccc21
InChI	InChI=1S/C7H6BFO2/c9-6-1-2-7-5(3-6)4-11-8(7)10/h1-3,10H,4H2

Physicochemical Descriptors

Property Name	Value
Molecular Formula	C7H6BFO2
Molecular Weight	151.93
AlogP	None
Hydrogen Bond Acceptor	None
Hydrogen Bond Donor	None
Number of Rotational Bond	None
Polar Surface Area	None
Molecular species	None
Aromatic Rings	None
Heavy Atoms	None

Bioactivity

Mechanism of Action	Action	Reference
Leucine-tRNA ligase inhibitor	INHIBITOR	FDA

Targets	EC50(nM)	IC50(nM)	Kd(nM)	Ki(nM)	Inhibition(%)
Enzyme Ligase	-	2100	20800	1850-31400	-
Enzyme Lyase	-	-	-	462-462	-
Enzyme	-	2100	20800	1850-31400	-

Assay Description	Organism	Bioactivity	Reference
Inhibition of Cryptococcus neoformans Can2 incubated for 15 mins prior to testing by stopped flow CO2 hydrase assay	Cryptococcus neoformans	89.0 nM
Inhibition of Candida glabrata Nce103 incubated for 15 mins prior to testing by stopped flow CO2 hydrase assay	Candida glabrata	72.0 nM
Inhibition of human carbonic anhydrase-2 incubated for 15 mins prior to testing by stopped flow CO2 hydrase assay	Homo sapiens	462.0 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	4.05 %
SARS-CoV-2 3CL-Pro protease inhibition percentage at 20µM by FRET kind of response from peptide substrate	Severe acute respiratory syndrome coronavirus 2	12.62 %
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	-0.12 %		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	-0.12 %
Inhibition of Vibrio cholerae alpha carbonic anhydrase incubated for 30 mins prior to testing measured for 10 to 100 secs by phenol red-based stopped-flow CO2 hydration assay	Vibrio cholerae	157.0 nM
Inhibition of Vibrio cholerae gamma carbonic anhydrase incubated for 30 mins prior to testing measured for 10 to 100 secs by phenol red-based stopped-flow CO2 hydration assay	Vibrio cholerae	841.0 nM
Inhibition of human carbonic anhydrase 2 incubated for 30 mins prior to testing measured for 10 to 100 secs by phenol red-based stopped-flow CO2 hydration assay	Homo sapiens	462.0 nM

Related Entries

Cross References

Resources	Reference
ChEBI	77942
ChEMBL	CHEMBL443052
DrugBank	DB09041
DrugCentral	4877
FDA SRS	K124A4EUQ3
KEGG	D10169
PubChem	11499245
SureChEMBL	SCHEMBL500016
ZINC	ZINC000169990691

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).