bromhexine   Click here for help

GtoPdb Ligand ID: 11218

Synonyms: Bisolvon® | NA-274 | NA274
Approved drug
bromhexine is an approved drug
Compound class: Synthetic organic
Comment: Bromhexine is a widely used mucolytic (expectorant) drug. In response to the SARS-CoV-2 pandemic of 2019/20 it was investigated as an add-on treatment for patients with COVID-19 [1]. In addition to its mucolytic activity, bromhexine may also inhibit the human protease TMPRSS2 that is exploited by certain coronaviruses for spike (S) protein priming, thus reducing the viruses' infection mechanism [2].
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2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 2
Hydrogen bond donors 1
Rotatable bonds 3
Topological polar surface area 29.26
Molecular weight 374
XLogP 4.38
No. Lipinski's rules broken 0
SMILES / InChI / InChIKey
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Canonical SMILES Brc1cc(CN(C2CCCCC2)C)c(c(c1)Br)N
Isomeric SMILES Brc1cc(CN(C2CCCCC2)C)c(c(c1)Br)N
InChI InChI=1S/C14H20Br2N2/c1-18(12-5-3-2-4-6-12)9-10-7-11(15)8-13(16)14(10)17/h7-8,12H,2-6,9,17H2,1H3
InChI Key OJGDCBLYJGHCIH-UHFFFAOYSA-N
Classification Click here for help
Compound class Synthetic organic
Approved drug? Yes
Is prodrug? Yes
Active form ambroxol
IUPAC Name Click here for help
2,4-dibromo-6-[[cyclohexyl(methyl)amino]methyl]aniline
International Nonproprietary Names Click here for help
INN number INN
2584 bromhexine
Synonyms Click here for help
Bisolvon® | NA-274 | NA274
Database Links Click here for help
CAS Registry No. 3572-43-8 (source: ChemIDplus)
ChEMBL Ligand CHEMBL253376
DrugBank Ligand DB09019
GtoPdb PubChem SID 434122278
PubChem CID 2442
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