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
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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
Classification Click here for help
Compound class Synthetic organic
Approved drug? Yes
Is prodrug? Yes
Active form ambroxol
IUPAC Name Click here for help
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
DrugCentral Ligand 402
GtoPdb PubChem SID 434122278
PubChem CID 2442
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UniChem Compound Search for chemical match using the InChIKey OJGDCBLYJGHCIH-UHFFFAOYSA-N
UniChem Connectivity Search for chemical match using the InChIKey OJGDCBLYJGHCIH-UHFFFAOYSA-N