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

CHEMBL443052

TAVABOROLE
💊 Approved Drug
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
💊 Approved Drug
OB1OCc2cc(F)ccc21
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL443052
Name TAVABOROLE
Phase Approved
Structure Type MOL
InChI Key LFQDNHWZDQTITF-UHFFFAOYSA-N
Therapeutic ✓ Yes

Known Names

AN-2690 AN2690 Kerydin SCH 900340 SCH-900340 Tavaborol Tavaborole
8
Targets
17
Activities
3
Assay Types
0
PK Parameters
20
Publications
7
Known Names
2
Indications
1
Mechanisms

Molecular Properties

151.9
MW (Da)

Drug Information

Molecule Type Small molecule
First Approval 2014
Availability Prescription
Chirality Achiral

Routes of Administration

Topical

Flags

First in Class
USAN Stem -borole
USAN Year 2011

Extended Properties

Molecular Formula C7H6BFO2
MW 151.93

Mechanism of Action

Mechanism Action Type Target Direct Efficacy
Leucine-tRNA ligase inhibitor INHIBITOR Leucine-tRNA ligase ✓ ✓

Indications

Onychomycosis Onychomycosis

ATC Classification

D01AE24
tavaborole
Level 1: DERMATOLOGICALS
Level 2: ANTIFUNGALS FOR DERMATOLOGICAL USE

Activity Summary

Ki 11 meas. best 7.14
IC50 5 meas. best 5.68
Kd 1 meas. best 4.68

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Carbonic anhydrase
CHEMBL6185
 Ki 7.14 7.14 72.0 1
Carbonic anhydrase 2
CHEMBL1697676
 Ki 7.05 7.05 89.0 1
Unchecked
CHEMBL612545
 Ki 6.8 5.2225 157.0 4
Carbonic anhydrase 2
CHEMBL205
 Ki 6.33 6.33 462.0 2
Leucine--tRNA ligase, cytoplasmic
CHEMBL1075253
 Ki 5.73 5.115 1850.0 2
Carbonic anhydrase 1
CHEMBL261
 Ki 5.7 5.7 2015.0 1
Leucine--tRNA ligase, cytoplasmic
CHEMBL1075253
 IC50 5.68 5.68 2100.0 1
Unchecked
CHEMBL612545
 IC50 5.68 5.17 2100.0 2
Leucine--tRNA ligase, cytoplasmic
CHEMBL1075253
 Kd 4.68 4.68 20800.0 1
WI-38
CHEMBL614391
 IC50 4.5 4.5 32000.0 1
HCT-116
CHEMBL394
 IC50 4.19 4.19 65000.0 1

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Carbonic anhydrase Ki = 72.0 nM 7.14 Inhibition of Candida glabrata Nce103 incubated for 15 mins prior to testing by ... 29152053
Carbonic anhydrase 2 Ki = 89.0 nM 7.05 Inhibition of Cryptococcus neoformans Can2 incubated for 15 mins prior to testin... 29152053
Unchecked Ki = 157.0 nM 6.8 Inhibition of Vibrio cholerae alpha carbonic anhydrase incubated for 30 mins pri... 33214840
Carbonic anhydrase 2 Ki = 462.0 nM 6.33 Inhibition of human carbonic anhydrase 2 incubated for 30 mins prior to testing ... 33214840
Carbonic anhydrase 2 Ki = 462.0 nM 6.33 Inhibition of human carbonic anhydrase-2 incubated for 15 mins prior to testing ... 29152053
Unchecked Ki = 841.0 nM 6.08 Inhibition of Vibrio cholerae gamma carbonic anhydrase incubated for 30 mins pri... 33214840
Leucine--tRNA ligase, cytoplasmic Ki = 1850.0 nM 5.73 Inhibition of Saccharomyces cerevisiae cytoplasmic leucyl-tRNA synthetase after ... 17588934
Carbonic anhydrase 1 Ki = 2015.0 nM 5.7 Inhibition of human carbonic anhydrase-1 incubated for 15 mins prior to testing ... 29152053
Unchecked IC50 = 2100.0 nM 5.68 Inhibition of Saccharomyces cerevisiae LeuRs 29294275
Leucine--tRNA ligase, cytoplasmic IC50 = 2100.0 nM 5.68 Inhibition of Saccharomyces cerevisiae cytoplasmic leucyl-tRNA synthetase assess... 17588934
Leucine--tRNA ligase, cytoplasmic Kd = 20800.0 nM 4.68 Binding affinity to Saccharomyces cerevisiae cytoplasmic leucyl-tRNA synthetase ... 17588934
Unchecked IC50 = 22100.0 nM 4.66 Inhibition of Trypanosoma brucei LeuRS assessed as formation of stable tRNA(Leu)... 27080183
WI-38 IC50 = 32000.0 nM 4.5 Cytotoxicity against human WI38 cells after 72 hrs by MTT assay 31264855
Leucine--tRNA ligase, cytoplasmic Ki = 31400.0 nM 4.5 Inhibition of Saccharomyces cerevisiae cytoplasmic leucyl-tRNA synthetase after ... 17588934
HCT-116 IC50 = 65000.0 nM 4.19 Antiproliferative activity against human HCT116 cells after 72 hrs by MTT assay 31264855
Unchecked Ki = 97278.0 nM 4.01 Inhibition of Vibrio cholerae beta carbonic anhydrase incubated for 30 mins prio... 33214840
Unchecked Ki = 99022.0 nM 4.0 Inhibition of Malassezia globosa beta-carbonic anhydrase incubated for 15 mins p... 29152053

Literature References

PubMed DOI Target Context # Activities
17588934 10.1126/science.1142189 Saccharomyces cerevisiae 12
33214840 10.1021/acsmedchemlett.0c00403 Unchecked 6
37725043 10.1021/acs.jmedchem.3c01254 Candida albicans 5
17588934 10.1126/science.1142189 Leucine--tRNA ligase, cytoplasmic 5
37752013 10.1021/acs.jmedchem.3c01194 No relevant target 3
29152053 10.1021/acsmedchemlett.7b00369 Carbonic anhydrase 2 2
37468498 10.1038/s41467-023-40064-9 Thromboxane A2 receptor 2
35863275 10.1016/j.ejmech.2022.114585 Replicase polyprotein 1ab 2
- 10.6019/CHEMBL4495565 SARS-CoV-2 2
- 10.6019/CHEMBL4808148 Histone deacetylase 6 2
37468498 10.1038/s41467-023-40064-9 Alpha-1A adrenergic receptor 2
37468498 10.1038/s41467-023-40064-9 Muscarinic acetylcholine receptor M1 2
- 10.6019/CHEMBL4651402 SARS-CoV-2 2
37468498 10.1038/s41467-023-40064-9 Prostaglandin G/H synthase 1 2
35863275 10.1016/j.ejmech.2022.114585 Genome polyprotein 2
17588934 10.1126/science.1142189 Candida tropicalis 1
17588934 10.1126/science.1142189 Malassezia pachydermatis 1
17588934 10.1126/science.1142189 Malassezia furfur 1
17588934 10.1126/science.1142189 Cryptococcus neoformans 1
37752013 10.1021/acs.jmedchem.3c01194 ADMET 1

Data from ChEMBL 36 via Core Engine