(2S,3R,4R,6S)-6-{[(2R,3S,4R,5R,6S)-6-{[(4R,6S,7R,9R,10R,11E,13E,16R)-4-(acetyloxy)-10-hydroxy-5-methoxy-9,16-dimethyl-2-oxo-7-(2-oxoethyl)-1-oxacyclohexadeca-11,13-dien-6-yl]oxy}-4-(dimethylamino)-5-hydroxy-2-methyloxan-3-yl]oxy}-4-hydroxy-2,4-dimethyloxan-3-yl 3-methylbutanoate

• ChemBase ID: 130453
• Molecular Formular: C42H69NO15
• Molecular Mass: 827.99496
• Monoisotopic Mass: 827.46672051
• SMILES: O=CC[C@@H]1C[C@@H](C)[C@@H](O)/C=C/C=C/C[C@H](OC(=O)C[C@H](OC(=O)C)C(OC)[C@H]1O[C@@H]1O[C@@H]([C@@H](O[C@@H]2O[C@H]([C@@H](OC(=O)CC(C)C)[C@](O)(C2)C)C)[C@H](N(C)C)[C@H]1O)C)C
• Canonical SMILES: O=CC[C@@H]1C[C@@H](C)[C@@H](O)/C=C/C=C/C[C@H](OC(=O)C[C@@H](C([C@H]1O[C@@H]1O[C@H](C)[C@H]([C@@H]([C@H]1O)N(C)C)O[C@@H]1O[C@@H](C)[C@H]([C@](C1)(C)O)OC(=O)CC(C)C)OC)OC(=O)C)C
• InChI: InChI=1S/C42H69NO15/c1-23(2)19-32(47)56-40-27(6)53-34(22-42(40,8)50)57-37-26(5)54-41(36(49)35(37)43(9)10)58-38-29(17-18-44)20-24(3)30(46)16-14-12-13-15-25(4)52-33(48)21-31(39(38)51-11)55-28(7)45/h12-14,16,18,23-27,29-31,34-41,46,49-50H,15,17,19-22H2,1-11H3/b13-12+,16-14+/t24-,25-,26-,27+,29+,30+,31-,34+,35-,36-,37-,38+,39?,40-,41+,42-/m1/s1
• InChIKey: XJSFLOJWULLJQS-HTYUZQQASA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S,3R,4R,6S)-6-{[(2R,3S,4R,5R,6S)-6-{[(4R,6S,7R,9R,10R,11E,13E,16R)-4-(acetyloxy)-10-hydroxy-5-methoxy-9,16-dimethyl-2-oxo-7-(2-oxoethyl)-1-oxacyclohexadeca-11,13-dien-6-yl]oxy}-4-(dimethylamino)-5-hydroxy-2-methyloxan-3-yl]oxy}-4-hydroxy-2,4-dimethyloxan-3-yl 3-methylbutanoate
• IUPAC Traditional name: josamycin
• Synonyms: Josamycin

Database IDs

• CAS Number: 16846-24-5
• PubChem SID: 162224732
• PubChem CID: 5284579
• ATC CODE: J01FA07
• CHEMBL: 224436
• Chemspider ID: 4447629
• DrugBank ID: DB01321
• KEGG ID: D01235
• Unique Ingredient Identifier: HV13HFS217
• Wikipedia Title: Josamycin

CALCULATED PROPERTIES

• Acid pKa: 12.6682625
• H Acceptors: 13
• H Donor: 3
• LogD (pH = 5.5): 0.852045
• LogD (pH = 7.4): 2.6009817
• Log P: 3.216376
• Molar Refractivity: 211.0335 cm^3
• Polarizability: 84.798904 Å^3
• Polar Surface Area: 206.05 Å^2
• Rotatable Bonds: 14
• Lipinski's Rule of Five: false