butikacin   Click here for help

GtoPdb Ligand ID: 10766

Synonyms: UK-18,892 | UK-18892 | UK18892
Compound class: Synthetic organic
Comment: Butikacin (UK-18892) is a semisynthetic aminoglycoside class antibiotic [2]. It has activity against Gram-positive bacilli.
2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 17
Hydrogen bond donors 13
Rotatable bonds 11
Topological polar surface area 314.87
Molecular weight 571.31
XLogP -6.19
No. Lipinski's rules broken 3
SMILES / InChI / InChIKey
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Canonical SMILES NCC[C@@H](CN[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)[C@H]([C@@H]([C@H]1O)O)O)O
Isomeric SMILES NCC[C@@H](CN[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)[C@H]([C@@H]([C@H]1O)O)O)O
InChI InChI=1S/C22H45N5O12/c23-2-1-7(29)5-27-9-3-8(25)19(38-22-17(34)16(33)14(31)10(4-24)36-22)18(35)20(9)39-21-15(32)12(26)13(30)11(6-28)37-21/h7-22,27-35H,1-6,23-26H2/t7-,8-,9+,10+,11+,12-,13+,14+,15+,16-,17+,18-,19+,20-,21+,22+/m0/s1
InChI Key OCFOTEIMZBKQFS-DGMGPCKZSA-N
Classification Click here for help
Compound class Synthetic organic
IUPAC Name Click here for help
(2R,3R,4S,5S,6R)-2-[(1R,2S,3S,4R,6S)-6-amino-3-[(2S,3R,4S,5S,6R)-4-amino-3,5-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-4-[[(2S)-4-amino-2-hydroxybutyl]amino]-2-hydroxycyclohexyl]oxy-6-(aminomethyl)oxane-3,4,5-triol
International Nonproprietary Names Click here for help
INN number INN
4592 butikacin
Synonyms Click here for help
UK-18,892 | UK-18892 | UK18892
Database Links Click here for help
Specialist databases
Antibiotic DB Antibiotic DB Database logo 1060
Other databases
CAS Registry No. 59733-86-7 (source: WHO INN record)
ChEMBL Ligand CHEMBL2304044
GtoPdb PubChem SID 405560207
PubChem CID 11954318
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