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Synonyms: oleandocetin | Tao® | triacetyloleandomycin
troleandomycin is an approved drug (FDA (1969))
Comment: Troleandomycin is a macrolide antibacterial that is related to erythromycin.
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2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors
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16
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Hydrogen bond donors
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0
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Rotatable bonds
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12
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Topological polar surface area
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184.19
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Molecular weight
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813.45
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XLogP
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2.92
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No. Lipinski's rules broken
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2
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SMILES / InChI / InChIKey
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Canonical SMILES
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COC1CC(OC(C1OC(=O)C)C)OC1C(C)C(OC2OC(C)CC(C2OC(=O)C)N(C)C)C(C)CC2(OC2)C(=O)C(C(C(C(OC(=O)C1C)C)C)OC(=O)C)C
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Isomeric SMILES
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CO[C@H]1C[C@@H](O[C@H]([C@@H]1OC(=O)C)C)O[C@H]1[C@H](C)[C@@H](O[C@@H]2O[C@H](C)C[C@@H]([C@H]2OC(=O)C)N(C)C)[C@@H](C)C[C@]2(OC2)C(=O)[C@@H]([C@@H]([C@H]([C@H](OC(=O)[C@@H]1C)C)C)OC(=O)C)C
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InChI
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InChI=1S/C41H67NO15/c1-19-17-41(18-49-41)38(46)23(5)34(53-27(9)43)21(3)25(7)52-39(47)24(6)35(56-32-16-31(48-14)36(26(8)51-32)54-28(10)44)22(4)33(19)57-40-37(55-29(11)45)30(42(12)13)15-20(2)50-40/h19-26,30-37,40H,15-18H2,1-14H3/t19-,20+,21-,22+,23+,24+,25+,26-,30-,31-,32-,33-,34+,35-,36-,37+,40-,41+/m0/s1
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InChI Key
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LQCLVBQBTUVCEQ-GSELTXNRSA-N
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