lysinomicin   Click here for help

GtoPdb Ligand ID: 10969

Comment: Lysinomicin is a broad-spectrum aminoglycoside antibiotic [1] with Gram-negative and Gram-positive activities. It is particularly active against gentamicin resistant bacteria.
2D Structure
Click here for help
Click here for structure editor
Physico-chemical Properties
Click here for help
Hydrogen bond acceptors 12
Hydrogen bond donors 8
Rotatable bonds 12
Topological polar surface area 213.36
Molecular weight 460.3
XLogP -3.46
No. Lipinski's rules broken 3
SMILES / InChI / InChIKey
Click here for help
Canonical SMILES NCCC[C@@H](CC(=O)N[C@@H]1CC=C(O[C@@H]1O[C@@H]1[C@@H](N)[C@H](O)[C@H]([C@H]([C@H]1O)NC)OC)CN)N
Isomeric SMILES NCCC[C@@H](CC(=O)N[C@@H]1CC=C(O[C@@H]1O[C@@H]1[C@@H](N)[C@H](O)[C@H]([C@H]([C@H]1O)NC)OC)CN)N
InChI InChI=1S/C20H40N6O6/c1-25-15-17(29)18(14(24)16(28)19(15)30-2)32-20-12(6-5-11(9-22)31-20)26-13(27)8-10(23)4-3-7-21/h5,10,12,14-20,25,28-29H,3-4,6-9,21-24H2,1-2H3,(H,26,27)/t10-,12+,14-,15-,16-,17+,18+,19-,20+/m0/s1
InChI Key WTENXKAJCSHCNH-QJSCRMMJSA-N
Classification Click here for help
Compound class Natural product or derivative
IUPAC Name Click here for help
(3S)-3,6-diamino-N-[(2S,3R)-2-[(1R,2S,3S,4S,5S,6R)-2-amino-3,6-dihydroxy-4-methoxy-5-(methylamino)cyclohexyl]oxy-6-(aminomethyl)-3,4-dihydro-2H-pyran-3-yl]hexanamide
Database Links Click here for help
Specialist databases
Antibiotic DB Antibiotic DB Database logo 1084
Other databases
CAS Registry No. 9528-70-4 (source: PubChem)
GtoPdb PubChem SID 405560410
PubChem CID 196541
Search Google for chemical match using the InChIKey WTENXKAJCSHCNH-QJSCRMMJSA-N
Search Google for chemicals with the same backbone WTENXKAJCSHCNH
Search UniChem for chemical match using the InChIKey WTENXKAJCSHCNH-QJSCRMMJSA-N
Search UniChem for chemicals with the same backbone WTENXKAJCSHCNH