arbekacin   Click here for help

GtoPdb Ligand ID: 7345

Synonyms: arbekacin sulfate | ME1100 | NPC-14
PDB Ligand
Comment: Arbekacin is a semisynthetic aminoglycoside antibiotic that has activity against both gram-positive and gram-negative bacteria [2]. Several aminoglycoside antibiotics have been reported to have the ability to promote mRNA translation even in the presence of premature termination codons (PTCs) in mutated genes. In the absence of pharmaceutical intervention, the ribosomal translation process produces truncated, often non-functional protein products. However, in the presence of such compounds the ribosomes 'readthrough' the PTCs, producing increased amounts of full-length, functional protein. This developing pharmaceutical intervention has been termed 'readthrough strategy'.
2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 16
Hydrogen bond donors 11
Rotatable bonds 11
Topological polar surface area 297.27
Molecular weight 552.31
XLogP -5.86
No. Lipinski's rules broken 2
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Isomeric SMILES NCC[C@@H](C(=O)N[C@@H]1C[C@H](N)[C@H]([C@@H]([C@H]1O[C@H]1O[C@H](CO)[C@H]([C@@H]([C@H]1O)N)O)O)O[C@H]1O[C@H](CN)CC[C@H]1N)O
InChI InChI=1S/C22H44N6O10/c23-4-3-12(30)20(34)28-11-5-10(26)18(37-21-9(25)2-1-8(6-24)35-21)17(33)19(11)38-22-16(32)14(27)15(31)13(7-29)36-22/h8-19,21-22,29-33H,1-7,23-27H2,(H,28,34)/t8-,9+,10-,11+,12-,13+,14-,15+,16+,17-,18+,19-,21+,22+/m0/s1
Classification Click here for help
Compound class Natural product or derivative
IUPAC Name Click here for help
International Nonproprietary Names Click here for help
INN number INN
5914 arbekacin
Synonyms Click here for help
arbekacin sulfate | ME1100 | NPC-14
Database Links Click here for help
Specialist databases
Antibiotic DB Antibiotic DB Database logo 3
Other databases
CAS Registry No. 51025-85-5 (source: Scifinder)
ChEMBL Ligand CHEMBL426926
DrugBank Ligand DB06696
DrugCentral Ligand 235
GtoPdb PubChem SID 178103917
PubChem CID 68682
RCSB PDB Ligand 84G, 84G
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UniChem Compound Search for chemical match using the InChIKey MKKYBZZTJQGVCD-XTCKQBCOSA-N
UniChem Connectivity Search for chemical match using the InChIKey MKKYBZZTJQGVCD-XTCKQBCOSA-N
Wikipedia Arbekacin