tobramycin   Click here for help

GtoPdb Ligand ID: 10930

Synonyms: Bethkis® | Kitabis® | Tobi Podhaler® | Tobradex® (tobramycin + dexamethasone) | Vantobra®
Approved drug PDB Ligand
tobramycin is an approved drug (FDA (1975), EMA (2011))
Comment: Tobramycin is an aminoglycoside antibacterial that was originally isolated from Streptomyces tenebrarius. It is particularly effective against Gram-negative infections (especially Pseudomonas spp. infections). Like other aminoglycosides it is ototoxic and nephrotoxic.
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2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 14
Hydrogen bond donors 10
Rotatable bonds 6
Topological polar surface area 268.17
Molecular weight 467.26
XLogP -5.38
No. Lipinski's rules broken 2
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Canonical SMILES NC[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](CO)[C@H]([C@@H]([C@H]2O)N)O)N)[C@@H](C[C@@H]1O)N
Isomeric SMILES NC[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](CO)[C@H]([C@@H]([C@H]2O)N)O)N)[C@@H](C[C@@H]1O)N
InChI InChI=1S/C18H37N5O9/c19-3-9-8(25)2-7(22)17(29-9)31-15-5(20)1-6(21)16(14(15)28)32-18-13(27)11(23)12(26)10(4-24)30-18/h5-18,24-28H,1-4,19-23H2/t5-,6+,7+,8-,9+,10+,11-,12+,13+,14-,15+,16-,17+,18+/m0/s1
Classification Click here for help
Compound class Natural product or derivative
Approved drug? Yes (FDA (1975), EMA (2011))
IUPAC Name Click here for help
International Nonproprietary Names Click here for help
INN number INN
2990 tobramycin
Synonyms Click here for help
Bethkis® | Kitabis® | Tobi Podhaler® | Tobradex® (tobramycin + dexamethasone) | Vantobra®
Database Links Click here for help
Specialist databases
Antibiotic DB Antibiotic DB Database logo Tobramycin, nabramycin factor 6, nebramycin VI
GPCRdb Ligand tobramycin
Other databases
CAS Registry No. 32986-56-4 (source: WHO INN record)
ChEMBL Ligand CHEMBL1747
DrugBank Ligand DB00684
DrugCentral Ligand 2684
GtoPdb PubChem SID 405560371
PubChem CID 36294
Search Google for chemical match using the InChIKey NLVFBUXFDBBNBW-PBSUHMDJSA-N
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UniChem Compound Search for chemical match using the InChIKey NLVFBUXFDBBNBW-PBSUHMDJSA-N
UniChem Connectivity Search for chemical match using the InChIKey NLVFBUXFDBBNBW-PBSUHMDJSA-N