micronomicin   Click here for help

GtoPdb Ligand ID: 12162

Synonyms: gentamicin C2b | Sagamicin® | XK-62-2
Approved drug
micronomicin is an approved drug (Japan)
Compound class: Natural product
Comment: Micronomicin belongs to the aminoglycoside class of antibacterial compounds and was originally isolated from Micromonospora sagamiensis [2]. It is an analogue of gentamicin.
2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 12
Hydrogen bond donors 8
Rotatable bonds 7
Topological polar surface area 199.73
Molecular weight 463.3
XLogP -3.34
No. Lipinski's rules broken 2
SMILES / InChI / InChIKey
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Canonical SMILES CNC[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]1OC[C@]([C@@H]([C@H]1O)NC)(C)O)N)N
Isomeric SMILES C[C@@]1(CO[C@@H]([C@@H]([C@H]1NC)O)O[C@H]1[C@@H](C[C@@H]([C@H]([C@@H]1O)O[C@@H]1[C@@H](CC[C@H](O1)CNC)N)N)N)O
InChI InChI=1S/C20H41N5O7/c1-20(28)8-29-19(14(27)17(20)25-3)32-16-12(23)6-11(22)15(13(16)26)31-18-10(21)5-4-9(30-18)7-24-2/h9-19,24-28H,4-8,21-23H2,1-3H3/t9-,10+,11-,12+,13-,14+,15+,16-,17+,18+,19+,20-/m0/s1
InChI Key DNYGXMICFMACRA-XHEDQWPISA-N
Bioactivity Comments
Micronomicin has a broad-spectrum of antibacterial activity against both Gram-positive and Gram-negative bacteria [1-2].