bekanamycin   Click here for help

GtoPdb Ligand ID: 12182

Synonyms: kanamycin B | nebramycin V
Approved drug PDB Ligand
bekanamycin is an approved drug
Comment: Bekanamycin (also known as kanamycin B) is one of the fermentation congeners produced by Streptomyces kanamyceticus [1,3]. It has activity against Gram-positive and Gram-negative bacteria and belongs to the aminoglycoside class of antibacterial compounds.
2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 15
Hydrogen bond donors 11
Rotatable bonds 6
Topological polar surface area 288.4
Molecular weight 483.25
XLogP -5.55
No. Lipinski's rules broken 2
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Canonical SMILES OC[C@H]1O[C@H](O[C@H]2[C@H](N)C[C@@H]([C@H]([C@@H]2O)O[C@H]2O[C@H](CN)[C@H]([C@@H]([C@H]2N)O)O)N)[C@@H]([C@H]([C@@H]1O)N)O
Isomeric SMILES C1[C@@H]([C@H]([C@@H]([C@H]([C@@H]1N)O[C@@H]1[C@@H]([C@H]([C@@H]([C@H](O1)CO)O)N)O)O)O[C@@H]1[C@@H]([C@H]([C@@H]([C@H](O1)CN)O)O)N)N
InChI InChI=1S/C18H37N5O10/c19-2-6-11(26)12(27)9(23)17(30-6)32-15-4(20)1-5(21)16(14(15)29)33-18-13(28)8(22)10(25)7(3-24)31-18/h4-18,24-29H,1-3,19-23H2/t4-,5+,6+,7+,8-,9+,10+,11+,12+,13+,14-,15+,16-,17+,18+/m0/s1
No information available.
Summary of Clinical Use Click here for help
Bekanamycin sulfate was marketed in a number of jurisdictions including Japan, and some European countries. There is no information regarding approval for clinical use of this drug on the US FDA website.