Fusafungine

Status : approved

Therapeutic Classification

THROAT PREPARATIONS

RESPIRATORY SYSTEM
THROAT PREPARATIONS
THROAT PREPARATIONS

Description

Fusafungine is an antibiotic from Fusarium lateririum, and is used for the treatment of respiratory infections.

Chemical Classification

This compound belongs to the class of organic compounds known as cyclic depsipeptides. These are natural or synthetic compounds having sequences of amino and hydroxy carboxylic acid residues (usually α-amino and α-hydroxy acids) connected in a ring. The residues are commonly but not necessarily regularly alternating.

Cyclic depsipeptides

Organic compounds

Organic acids and derivatives

Carboxylic acids and derivatives

Amino acids, peptides, and analogues

Calculated Property

kind Value Source
logP 3.81 ALOGPS
logS -4.5 ALOGPS
Water Solubility 1.84e-02 g/l ALOGPS
logP 4.96 ChemAxon
IUPAC Name (3S,9S,15S)-4,10,16-trimethyl-3,6,9,12,15,18-hexakis(propan-2-yl)-1,7,13-trioxa-4,10,16-triazacyclooctadecane-2,5,8,11,14,17-hexone ChemAxon
Traditional IUPAC Name (3S,9S,15S)-3,6,9,12,15,18-hexaisopropyl-4,10,16-trimethyl-1,7,13-trioxa-4,10,16-triazacyclooctadecane-2,5,8,11,14,17-hexone ChemAxon
Molecular Weight 639.8204 ChemAxon
Monoisotopic Weight 639.409480437 ChemAxon
SMILES [H]C1(OC(=O)[C@]([H])(C(C)C)N(C)C(=O)C([H])(OC(=O)[C@]([H])(C(C)C)N(C)C(=O)C([H])(OC(=O)[C@]([H])(C(C)C)N(C)C1=O)C(C)C)C(C)C)C(C)C ChemAxon
Molecular Formula C33H57N3O9 ChemAxon
InChI InChI=1/C33H57N3O9/c1-16(2)22-31(40)43-26(20(9)10)29(38)35(14)24(18(5)6)33(42)45-27(21(11)12)30(39)36(15)23(17(3)4)32(41)44-25(19(7)8)28(37)34(22)13/h16-27H,1-15H3/t22-,23-,24-,25?,26?,27?/s2 ChemAxon
InChIKey InChIKey=MIZMDSVSLSIMSC-ZLKDNEIBNA-N ChemAxon
Polar Surface Area (PSA) 139.83 ChemAxon
Refractivity 166.6 ChemAxon
Polarizability 69.27 ChemAxon
Rotatable Bond Count 6 ChemAxon
H Bond Acceptor Count 6 ChemAxon
H Bond Donor Count 0 ChemAxon
pKa (strongest acidic) 18.8 ChemAxon
pKa (strongest basic) -5.4 ChemAxon
Physiological Charge 0 ChemAxon
Number of Rings 1 ChemAxon
Bioavailability 1 ChemAxon
Rule of Five 0 ChemAxon
Ghose Filter 0 ChemAxon
MDDR-Like Rule 0 ChemAxon