kanamycin   Click here for help

GtoPdb Ligand ID: 12132

Synonyms: kanamycin A
Approved drug PDB Ligand
kanamycin is an approved drug (FDA (1973))
Comment: Kanamycin (also known as kanamycin A) is the main fermentation product of Streptomyces kanamyceticus [2]. Additional products have been subsequently identified, including bekanamycin (kanamycin B), kanamycin C (PubChem CID: 439582), kanamycin D (PubChem CID: 10368104) and kanamycin X (PubChem CID: 25202222).
Kanamycin 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 282.61
Molecular weight 484.24
XLogP -5.49
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]2O)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)CN)O)O)O)O)O[C@@H]1[C@@H]([C@H]([C@@H]([C@H](O1)CO)O)N)O)N
InChI InChI=1S/C18H36N4O11/c19-2-6-10(25)12(27)13(28)18(30-6)33-16-5(21)1-4(20)15(14(16)29)32-17-11(26)8(22)9(24)7(3-23)31-17/h4-18,23-29H,1-3,19-22H2/t4-,5+,6-,7-,8+,9-,10-,11-,12+,13-,14-,15+,16-,17-,18-/m1/s1
Classification Click here for help
Compound class Natural product or derivative
Approved drug? Yes (FDA (1973))
IUPAC Name Click here for help
International Nonproprietary Names Click here for help
INN number INN
870 kanamycin
Synonyms Click here for help
kanamycin A
Database Links Click here for help
Specialist databases
Antibiotic DB Antibiotic DB Database logo Kanamycin
Other databases
CAS Registry No. 59-01-8 (source: Scifinder)
ChEMBL Ligand CHEMBL1384
DrugBank Ligand DB01172
DrugCentral Ligand 1519
GtoPdb PubChem SID 472319254
PubChem CID 6032
Search Google for chemical match using the InChIKey SBUJHOSQTJFQJX-NOAMYHISSA-N
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UniChem Compound Search for chemical match using the InChIKey SBUJHOSQTJFQJX-NOAMYHISSA-N
UniChem Connectivity Search for chemical match using the InChIKey SBUJHOSQTJFQJX-NOAMYHISSA-N
Wikipedia Kanamycin A