Responsive image

Common name


Gentamicin

IUPAC name


2-{[4,6-diamino-3-({3-amino-6-[1-(methylamino)ethyl]oxan-2-yl}oxy)-2-hydroxycyclohexyl]oxy}-5-methyl-4-(methylamino)oxane-3,5-diol

SMILES


CNC(C)C1CCC(N)C(OC2C(N)CC(N)C(OC3OCC(C)(O)C(NC)C3O)C2O)O1

Compound class


Anti-Bacterial Agents; Protein Synthesis Inhibitors; Aminoglycosides; Antibiotics; Ophthalmologicals; Sensory Organs; Genito Urinary System and Sex Hormones; Alimentary Tract and Metabolism; Antibacterials for Systemic Use; Antiinfectives for Systemic Use; Dermatologicals; Gynecological Antiinfectives and Antiseptics; Antiinfectives; Antibacterials for Intramammary Use; Antidiarrheals, Intestinal Anti-Inflammatory/antiinfective Agents; Otologicals; Antibiotics for Topical Use; Antiinfectives and Antiseptics for Intrauterine Use; Ophthalmological and Otological Preparations; Aminoglycoside Antibacterials; Intestinal Antiinfectives; Antibacterials; Aminoglycoside Antibacterials for Intramammary Use;

Therapeutic area


For treatment of serious infections caused by susceptible strains of the following microorganisms: .

Common name


Gentamicin

IUPAC name


2-{[4,6-diamino-3-({3-amino-6-[1-(methylamino)ethyl]oxan-2-yl}oxy)-2-hydroxycyclohexyl]oxy}-5-methyl-4-(methylamino)oxane-3,5-diol

SMILES


CNC(C)C1CCC(N)C(OC2C(N)CC(N)C(OC3OCC(C)(O)C(NC)C3O)C2O)O1

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

FORMULA


C21H43N5O7

Responsive image

Common name


Gentamicin

IUPAC name


2-{[4,6-diamino-3-({3-amino-6-[1-(methylamino)ethyl]oxan-2-yl}oxy)-2-hydroxycyclohexyl]oxy}-5-methyl-4-(methylamino)oxane-3,5-diol

Molecular weight


477.595

clogP


-3.565

clogS


0.515

HBond Acceptor


7

HBond Donor


11

Total Polar
Surface Area


199.73

Number of Rings


3

Rotatable Bond


7

Drug ID Common name Structure CAS SMILE Frequency
FDBF00068 N-methylethanamine Responsive image N(CC)C 0.0429
FDBF01813 (3S)-tetrahydropyran-3-amine Responsive image O1CC(CCC1)N 0.0003
4 , 1