apramycin   Click here for help

GtoPdb Ligand ID: 10760

Synonyms: EL-857 | EL857 | Nebramycin factor 2 | Nebramycin II
PDB Ligand
Compound class: Synthetic organic
Comment: Apramycin is a deoxystreptamine class antibiotic with Gram-negative activity [2-3].
2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 16
Hydrogen bond donors 11
Rotatable bonds 6
Topological polar surface area 283.64
Molecular weight 539.28
XLogP -4.99
No. Lipinski's rules broken 2
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Canonical SMILES CN[C@@H]1[C@H](O[C@@H]2[C@@H]([C@@H]1O)O[C@@H]([C@@H](C2)N)O[C@@H]1[C@@H](N)C[C@H]([C@@H]([C@H]1O)O)N)O[C@H]1O[C@H](CO)[C@H]([C@@H]([C@H]1O)O)N
Isomeric SMILES CN[C@@H]1[C@H](O[C@@H]2[C@@H]([C@@H]1O)O[C@@H]([C@@H](C2)N)O[C@@H]1[C@@H](N)C[C@H]([C@@H]([C@H]1O)O)N)O[C@H]1O[C@H](CO)[C@H]([C@@H]([C@H]1O)O)N
InChI InChI=1S/C21H41N5O11/c1-26-11-14(30)18-8(33-20(11)37-21-16(32)13(29)10(25)9(4-27)34-21)3-7(24)19(36-18)35-17-6(23)2-5(22)12(28)15(17)31/h5-21,26-32H,2-4,22-25H2,1H3/t5-,6+,7-,8+,9-,10-,11+,12+,13+,14-,15-,16-,17-,18+,19+,20-,21-/m1/s1
Classification Click here for help
Compound class Synthetic organic
IUPAC Name Click here for help
International Nonproprietary Names Click here for help
INN number INN
3185 apramycin
Synonyms Click here for help
EL-857 | EL857 | Nebramycin factor 2 | Nebramycin II
Database Links Click here for help
Specialist databases
Antibiotic DB Antibiotic DB Database logo 1287
Other databases
CAS Registry No. 37321-09-8 (source: WHO INN record)
ChEMBL Ligand CHEMBL1230961
GtoPdb PubChem SID 405560201
PubChem CID 3081545
Search Google for chemical match using the InChIKey XZNUGFQTQHRASN-XQENGBIVSA-N
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UniChem Compound Search for chemical match using the InChIKey XZNUGFQTQHRASN-XQENGBIVSA-N
UniChem Connectivity Search for chemical match using the InChIKey XZNUGFQTQHRASN-XQENGBIVSA-N