sisomicin   Click here for help

GtoPdb Ligand ID: 10858

Synonyms: Antibiotic 66-40 | Antibiotic 6640 | Sch-13475 | Sch13475 | sisomycin | Sissomicin
PDB Ligand
Comment: Sisomicin is a naturally occurring aminoglycoside antibiotic that has activity against Gram-positive and Gram-negative bacteria [1-2]. It is produced by Micromonospora inyoensis.
2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 12
Hydrogen bond donors 8
Rotatable bonds 6
Topological polar surface area 213.72
Molecular weight 447.27
XLogP -3.63
No. Lipinski's rules broken 2
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Canonical SMILES NCC1=CC[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 NCC1=CC[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
InChI InChI=1S/C19H37N5O7/c1-19(27)7-28-18(13(26)16(19)24-2)31-15-11(23)5-10(22)14(12(15)25)30-17-9(21)4-3-8(6-20)29-17/h3,9-18,24-27H,4-7,20-23H2,1-2H3/t9-,10+,11-,12+,13-,14-,15+,16-,17-,18-,19+/m1/s1
Classification Click here for help
Compound class Natural product or derivative
IUPAC Name Click here for help
International Nonproprietary Names Click here for help
INN number INN
3027 sisomicin
Synonyms Click here for help
Antibiotic 66-40 | Antibiotic 6640 | Sch-13475 | Sch13475 | sisomycin | Sissomicin
Database Links Click here for help
Specialist databases
Antibiotic DB Antibiotic DB Database logo 1021
Other databases
CAS Registry No. 32385-11-8 (source: WHO INN record)
ChEMBL Ligand CHEMBL221886
DrugBank Ligand DB12604
DrugCentral Ligand 2447
GtoPdb PubChem SID 405560299
PubChem CID 36119
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