gentamicin   Click here for help

GtoPdb Ligand ID: 2427

Synonyms: Garamycin® | gentamicin sulfate
Approved drug
gentamicin is an approved drug (FDA (1970))
Compound class: Synthetic organic
Comment: The approved drug gentamicin is a complex of three closely-related aminoglycoside sulfates: C1, C1a and C2. The structure shown here is representative of the general structure of the compounds. For more information on the structure of the individual components of gentamicin, please see the relevant entries on ChEBI: (CHEBI:27412, CHEBI:27784, CHEBI:28292).
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 12
Hydrogen bond donors 8
Rotatable bonds 7
Topological polar surface area 199.73
Molecular weight 477.32
XLogP -2.88
No. Lipinski's rules broken 2
SMILES / InChI / InChIKey
Click here for help
Canonical SMILES CNC(C1CCC(C(O1)OC1C(N)CC(C(C1O)OC1OCC(C(C1O)NC)(C)O)N)N)C
Isomeric SMILES CNC(C1CCC(C(O1)OC1C(N)CC(C(C1O)OC1OCC(C(C1O)NC)(C)O)N)N)C
InChI InChI=1S/C21H43N5O7/c1-9(25-3)13-6-5-10(22)19(31-13)32-16-11(23)7-12(24)17(14(16)27)33-20-15(28)18(26-4)21(2,29)8-30-20/h9-20,25-29H,5-8,22-24H2,1-4H3
InChI Key CEAZRRDELHUEMR-UHFFFAOYSA-N
Selectivity at ion channels
Key to terms and symbols Click column headers to sort
Target Sp. Type Action Value Parameter Concentration range (M) Reference
TRPA1 Mm Gating inhibitor Antagonist 5.2 pIC50 - 1
pIC50 5.2 [1]
Voltage: -80.0 mV