Responsive image

Common name


Framycetin

IUPAC name


(2S,3S,4R,5R,6R)-5-amino-2-(aminomethyl)-6-{[(2R,3S,4R,5S)-5-{[(1R,2R,3S,5R,6S)-3,5-diamino-2-{[(2R,3R,4R,5S,6R)-3-amino-6-(aminomethyl)-4,5-dihydroxyoxan-2-yl]oxy}-6-hydroxycyclohexyl]oxy}-4-hydroxy-2-(hydroxymethyl)oxolan-3-yl]oxy}oxane-3,4-diol

SMILES


NC[C@@H]1O[C@H](O[C@@H]2[C@@H](CO)O[C@@H](O[C@@H]3[C@@H](O)[C@H](N)C[C@H](N)[C@H]3O[C@H]3O[C@H](CN)[C@@H](O)[C@H](O)[C@H]3N)[C@@H]2O)[C@H](N)[C@@H](O)[C@@H]1O

Compound class


Anti-Bacterial Agents; Aminoglycosides; Antibiotics; Respiratory System; Ophthalmologicals; Sensory Organs; Antibacterials for Systemic Use; Antiinfectives for Systemic Use; Dermatologicals; Nasal Preparations; Antiinfectives; Medicated Dressings With Antiinfectives; Medicated Dressings; Aminoglycoside Antibacterials;

Therapeutic area


For the treatment of bacterial blepharitis, bacterial bonjunctivitis, corneal injuries, corneal ulcers and meibomianitis. For the prophylaxis of ocular infections following foreign body removal.

Common name


Framycetin

IUPAC name


(2S,3S,4R,5R,6R)-5-amino-2-(aminomethyl)-6-{[(2R,3S,4R,5S)-5-{[(1R,2R,3S,5R,6S)-3,5-diamino-2-{[(2R,3R,4R,5S,6R)-3-amino-6-(aminomethyl)-4,5-dihydroxyoxan-2-yl]oxy}-6-hydroxycyclohexyl]oxy}-4-hydroxy-2-(hydroxymethyl)oxolan-3-yl]oxy}oxane-3,4-diol

SMILES


NC[C@@H]1O[C@H](O[C@@H]2[C@@H](CO)O[C@@H](O[C@@H]3[C@@H](O)[C@H](N)C[C@H](N)[C@H]3O[C@H]3O[C@H](CN)[C@@H](O)[C@H](O)[C@H]3N)[C@@H]2O)[C@H](N)[C@@H](O)[C@@H]1O

INCHI


InChI=1S/C23H46N6O13/c24-2-7-13(32)15(34)10(28)21(37-7)40-18-6(27)1-5(26)12(31)20(18)42-23-17(36)19(9(4-30)39-23)41-22-11(29)16(35)14(33)8(3-25)38-22/h5-23,30-36H,1-4,24-29H2/t5-,6+,7-,8+,9-,10-,11-,12+,13-,14-,15-,16-,17-,18-,19-,20-,21-,22-,23+/m1/s1

FORMULA


C23H46N6O13

Responsive image

Common name


Framycetin

IUPAC name


(2S,3S,4R,5R,6R)-5-amino-2-(aminomethyl)-6-{[(2R,3S,4R,5S)-5-{[(1R,2R,3S,5R,6S)-3,5-diamino-2-{[(2R,3R,4R,5S,6R)-3-amino-6-(aminomethyl)-4,5-dihydroxyoxan-2-yl]oxy}-6-hydroxycyclohexyl]oxy}-4-hydroxy-2-(hydroxymethyl)oxolan-3-yl]oxy}oxane-3,4-diol

Molecular weight


614.644

clogP


-9.134

clogS


5.789

HBond Acceptor


13

HBond Donor


19

Total Polar
Surface Area


353.11

Number of Rings


4

Rotatable Bond


9

Drug ID Common name Structure CAS SMILE Frequency
FDBF00059 (3S,4R)-tetrahydrofuran-3,4-diol Responsive image O1CC(C(C1)O)O 0.0048
FDBF00994 (2R,3R)-tetrahydrofuran-2,3-diol Responsive image OC1OCCC1O 0.0010
FDBF00995 (3R,5S)-5-(hydroxymethyl)tetrahydrofuran-3-ol Responsive image C(O)C1OCC(C1)O 0.0010
FDBF00996 (3R)-tetrahydrofuran-3-ol Responsive image O1CC(CC1)O 0.0014
4 , 1