Molecule ID: 70697746

IUPAC Name: (3R,4S,7R,11S)-4-[(2R,3R,4R,5S,6S)-3,5-dihydroxy-6-methyl-4-(methylamino)oxan-2-yl]oxy-11-ethyl-3,7-dimethyl-azacyclotetradecan-2-one

Description: The molecule is a lactam that is 4-hydroxyazacyclotetradecan-2-one substituted by an ethyl group at position 11, methyl group at positions 3 and 7 and a 3,6-dideoxy-3-(methylamino)-alpha-L-talopyranosyl moiety at position 4 via a glycosyl linkage (the 3R,4S,7R,11S stereoisomer). It is isolated from the fermentation broth of Nonomuraea turkmeniaca MA7364 and exhibits anthelminthic activity. It has a role as a metabolite and an anthelminthic drug. It is an aminoglycoside, a lactam and a macrocycle. It derives from a fluvirucin A1.

SMILES: CC[C@@H]1CCCN=C(O)[C@H](C)[C@@H](O[C@@H]2O[C@@H](C)[C@@H](O)[C@@H](NC)[C@H]2O)CC[C@H](C)CCC1

SELFIES: [C][C][C@@H1][C][C][C][N][=C][Branch1][C][O][C@H1][Branch1][C][C][C@@H1][Branch2][Ring1][Branch1][O][C@@H1][O][C@@H1][Branch1][C][C][C@@H1][Branch1][C][O][C@@H1][Branch1][Ring1][N][C][C@H1][Ring1][#Branch2][O][C][C][C@H1][Branch1][C][C][C][C][C][Ring2][Ring1][=N]

InChI: InChI=1S/C24H46N2O5/c1-6-18-10-7-9-15(2)12-13-19(16(3)23(29)26-14-8-11-18)31-24-22(28)20(25-5)21(27)17(4)30-24/h15-22,24-25,27-28H,6-14H2,1-5H3,(H,26,29)/t15-,16-,17+,18+,19+,20-,21-,22-,24+/m1/s1

Molecular Properties:
- Polar Surface Area: 100.0 Ų
- LogP: 3.5