Molecule ID: 44263840

IUPAC Name: [(2S,3R,4S,6S)-3-hydroxy-6-[[(2R,5Z,9R,10S,13E)-9-hydroxy-2-[(2R,3R,4S,5S,6R)-4-hydroxy-5-[[(2S,4S,5S,6R)-4-hydroxy-6-methyl-5-methylsulfanyloxan-2-yl]oxyamino]-3-[(2S,4S,5S)-4-methoxy-5-(propan-2-ylamino)oxan-2-yl]oxy-6-methyloxan-2-yl]oxy-12-(methoxycarbonylamino)-13-[2-(methyltrisulfanyl)ethylidene]-11-oxo-10-bicyclo[7.3.1]trideca-1(12),5-dien-3,7-diynyl]oxy]-2-methyloxan-4-yl] 4,5-dimethoxy-2-(2-methoxyprop-2-enoylamino)benzoate

Description: The molecule is a naturally occurring antibiotic and antitumor agent isolated from Actinomadura verrucosopora. Its chemical structure consists of a core bicyclo[7.3.1]tridecadiynene moiety containing a 1,5-diyn-3-ene as part of a ten-membered ring, a alpha,beta-unsaturated ketone with a bridgehead double bond and an attached allylic trisulfide. This ring system is attached at one end by a trisaccharide moiety and at the opposite end by a 2-deoxy-L-fucose-anthranilate moiety. The trisaccharide consists of a hydroxyamino sugar which is connected to a isopropylamino sugar through a glycosidic linkage and a thiomethyl sugar through an NH-O linkage. It has a role as an antineoplastic agent and an alkylating agent.

SMILES: C=C(OC)C(O)=Nc1cc(OC)c(OC)cc1C(=O)O[C@H]1C[C@H](O[C@@H]2C(=O)C(N=C(O)OC)=C3/C(=C\CSSSC)[C@]2(O)C#C/C=C\C#C[C@H]3O[C@@H]2O[C@H](C)[C@@H](NO[C@H]3C[C@H](O)[C@H](SC)[C@@H](C)O3)[C@H](O)[C@H]2O[C@H]2C[C@H](OC)[C@@H](NC(C)C)CO2)O[C@@H](C)[C@H]1O

SELFIES: [C][=C][Branch1][Ring1][O][C][C][Branch1][C][O][=N][C][=C][C][Branch1][Ring1][O][C][=C][Branch1][Ring1][O][C][C][=C][Ring1][#Branch2][C][=Branch1][C][=O][O][C@H1][C][C@H1][Branch2][Branch2][#Branch1][O][C@@H1][C][=Branch1][C][=O][C][Branch1][Branch2][N][=C][Branch1][C][O][O][C][=C][/C][=Branch1][#Branch1][=C][\C][S][S][S][C][C@][Ring2][Ring1][C][Branch1][C][O][C][#C][/C][=C][\C][#C][C@H1][Ring1][P][O][C@@H1][O][C@H1][Branch1][C][C][C@@H1][Branch2][Ring1][Branch1][N][O][C@H1][C][C@H1][Branch1][C][O][C@H1][Branch1][Ring1][S][C][C@@H1][Branch1][C][C][O][Ring1][#Branch2][C@H1][Branch1][C][O][C@H1][Ring2][Ring1][Ring2][O][C@H1][C][C@H1][Branch1][Ring1][O][C][C@@H1][Branch1][#Branch1][N][C][Branch1][C][C][C][C][O][Ring1][N][O][C@@H1][Branch1][C][C][C@H1][Ring2][=Branch1][Ring2][O]

InChI: InChI=1S/C59H80N4O22S4/c1-28(2)60-36-27-77-43(25-39(36)73-8)83-52-50(66)47(63-85-45-24-37(64)53(86-12)31(5)79-45)29(3)80-57(52)82-38-18-16-14-15-17-20-59(71)34(19-21-88-89-87-13)46(38)48(62-58(70)76-11)51(67)54(59)84-44-26-42(49(65)30(4)78-44)81-56(69)33-22-40(74-9)41(75-10)23-35(33)61-55(68)32(6)72-7/h14-15,19,22-23,28-31,36-39,42-45,47,49-50,52-54,57,60,63-66,71H,6,21,24-27H2,1-5,7-13H3,(H,61,68)(H,62,70)/b15-14-,34-19+/t29-,30+,31-,36+,37+,38-,39+,42+,43+,44+,45+,47-,49-,50+,52-,53-,54-,57+,59-/m1/s1

Molecular Properties:
- Polar Surface Area: 428.0 Ų
- LogP: 3.2