dibekacin   Click here for help

GtoPdb Ligand ID: 12134

Synonyms: 3',4'-dideoxykanamycin B | debecacin
Approved drug PDB Ligand
dibekacin is an approved drug
Compound class: Synthetic organic
Comment: Dibekacin is a semisynthetic derivative of bekanamycin (kanamycin B), with activity against Gram-positive and Gram-negative bacteria [1]. It belongs to the aminoglycoside class of antibacterial compounds.
2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 13
Hydrogen bond donors 9
Rotatable bonds 6
Topological polar surface area 247.94
Molecular weight 451.26
XLogP -4.78
No. Lipinski's rules broken 2
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Canonical SMILES NC[C@@H]1CC[C@H]([C@H](O1)O[C@@H]1[C@@H](N)C[C@H]([C@@H]([C@H]1O)O[C@H]1O[C@H](CO)[C@H]([C@@H]([C@H]1O)N)O)N)N
Isomeric SMILES C1C[C@H]([C@H](O[C@@H]1CN)O[C@@H]1[C@H](C[C@H]([C@@H]([C@H]1O)O[C@@H]1[C@@H]([C@H]([C@@H]([C@H](O1)CO)O)N)O)N)N)N
InChI InChI=1S/C18H37N5O8/c19-4-6-1-2-7(20)17(28-6)30-15-8(21)3-9(22)16(14(15)27)31-18-13(26)11(23)12(25)10(5-24)29-18/h6-18,24-27H,1-5,19-23H2/t6-,7+,8-,9+,10+,11-,12+,13+,14-,15+,16-,17+,18+/m0/s1
Classification Click here for help
Compound class Synthetic organic
Approved drug? Yes
IUPAC Name Click here for help
International Nonproprietary Names Click here for help
INN number INN
3610 dibekacin
Synonyms Click here for help
3',4'-dideoxykanamycin B | debecacin
Database Links Click here for help
Specialist databases
Antibiotic DB Antibiotic DB Database logo Dibekacin, Debecacin
Other databases
CAS Registry No. 34493-98-6 (source: Scifinder)
ChEMBL Ligand CHEMBL560976
DrugBank Ligand DB13270
DrugCentral Ligand 855
GtoPdb PubChem SID 472319256
PubChem CID 470999
RCSB PDB Ligand 84D
Search Google for chemical match using the InChIKey JJCQSGDBDPYCEO-XVZSLQNASA-N
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UniChem Compound Search for chemical match using the InChIKey JJCQSGDBDPYCEO-XVZSLQNASA-N
UniChem Connectivity Search for chemical match using the InChIKey JJCQSGDBDPYCEO-XVZSLQNASA-N