nojirimycin   Click here for help

GtoPdb Ligand ID: 10951

Synonyms: 5-amino-5-deoxy-D-glucopyranose | D-gluco-piperidinose
Comment: Nojirimycin is an aminoglycoside antibiotic with Gram-negative activity [1]. It is produced by Streptomyces species, and chemically is an iminosugar.
Click here for help
2D Structure
Click here for help
Click here for structure editor
Physico-chemical Properties
Click here for help
Hydrogen bond acceptors 6
Hydrogen bond donors 6
Rotatable bonds 1
Topological polar surface area 113.18
Molecular weight 179.08
XLogP -1.03
No. Lipinski's rules broken 1
SMILES / InChI / InChIKey
Click here for help
Canonical SMILES OC[C@H]1NC(O)[C@@H]([C@H]([C@@H]1O)O)O
Isomeric SMILES OC[C@H]1NC(O)[C@@H]([C@H]([C@@H]1O)O)O
InChI InChI=1S/C6H13NO5/c8-1-2-3(9)4(10)5(11)6(12)7-2/h2-12H,1H2/t2-,3-,4+,5-,6?/m1/s1
InChI Key BGMYHTUCJVZIRP-GASJEMHNSA-N
Classification Click here for help
Compound class Natural product or derivative
IUPAC Name Click here for help
(3R,4S,5R,6R)-6-(hydroxymethyl)piperidine-2,3,4,5-tetrol
Synonyms Click here for help
5-amino-5-deoxy-D-glucopyranose | D-gluco-piperidinose
Database Links Click here for help
Specialist databases
Antibiotic DB Antibiotic DB Database logo 1053
Other databases
BindingDB Ligand 50371136
CAS Registry No. 15218-38-9 (source: PubChem)
ChEBI CHEBI:28945
ChEMBL Ligand CHEMBL120638
GtoPdb PubChem SID 405560392
PubChem CID 65242
Search Google for chemical match using the InChIKey BGMYHTUCJVZIRP-GASJEMHNSA-N
Search Google for chemicals with the same backbone BGMYHTUCJVZIRP
Search UniChem for chemical match using the InChIKey BGMYHTUCJVZIRP-GASJEMHNSA-N
Search UniChem for chemicals with the same backbone BGMYHTUCJVZIRP