(6S,9E,11S,12S)-11-{[(2R,3S,4S,5R,6S)-4,5-dihydroxy-6-methyl-3-(methylamino)oxan-2-yl]oxy}-4-[(4R)-2-oxo-1,3-dioxolan-4-yl]-5-oxatricyclo[8.3.0.0^{4,6}]trideca-1(13),9-dien-2,7-diyn-12-yl 2-hydroxy-7-methoxy-5-methylnaphthalene-1-carboxylate

• ChemBase ID: 3994
• Molecular Formular: C35H33NO12
• Molecular Mass: 659.63602
• Monoisotopic Mass: 659.2002755
• SMILES: CN[C@H]1[C@H](O)[C@@H](O)[C@H](C)O[C@@H]1O[C@@H]1[C@@H](OC(=O)c2c(O)ccc3c2cc(OC)cc3C)C=C2C#CC3(O[C@H]3C#CC=C12)[C@H]1COC(=O)O1
• Canonical SMILES: CN[C@@H]1[C@H](O[C@H]([C@@H]([C@H]1O)O)C)O[C@@H]1[C@H](C=C2C1=CC#C[C@H]1C(C#C2)(O1)[C@H]1COC(=O)O1)OC(=O)c1c(O)ccc2c1cc(OC)cc2C
• InChI: InChI=1S/C35H33NO12/c1-16-12-19(42-4)14-22-20(16)8-9-23(37)27(22)32(40)45-24-13-18-10-11-35(26-15-43-34(41)46-26)25(48-35)7-5-6-21(18)31(24)47-33-28(36-3)30(39)29(38)17(2)44-33/h6,8-9,12-14,17,24-26,28-31,33,36-39H,15H2,1-4H3/b21-6+/t17-,24-,25-,26+,28-,29-,30-,31-,33+,35?/m0/s1
• InChIKey: QZGIWPZCWHMVQL-JDPUZSTRSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (6S,9E,11S,12S)-11-{[(2R,3S,4S,5R,6S)-4,5-dihydroxy-6-methyl-3-(methylamino)oxan-2-yl]oxy}-4-[(4R)-2-oxo-1,3-dioxolan-4-yl]-5-oxatricyclo[8.3.0.0^{4,6}]trideca-1(13),9-dien-2,7-diyn-12-yl 2-hydroxy-7-methoxy-5-methylnaphthalene-1-carboxylate
• IUPAC Traditional name: (6S,9E,11S,12S)-11-{[(2R,3S,4S,5R,6S)-4,5-dihydroxy-6-methyl-3-(methylamino)oxan-2-yl]oxy}-4-[(4R)-2-oxo-1,3-dioxolan-4-yl]-5-oxatricyclo[8.3.0.0^{4,6}]trideca-1(13),9-dien-2,7-diyn-12-yl 2-hydroxy-7-methoxy-5-methylnaphthalene-1-carboxylate
• Synonyms: Ncs-Chromophore

Database IDs

• CAS Number: 81604-85-5
• PubChem SID: 46507609; 160967429
• PubChem CID: 46936969

CALCULATED PROPERTIES

JChem

• Acid pKa: 9.5191145
• H Acceptors: 11
• H Donor: 4
• LogD (pH = 5.5): 1.223568
• LogD (pH = 7.4): 2.9542353
• Log P: 3.5778022
• Molar Refractivity: 167.3811 cm^3
• Polarizability: 65.907364 Å^3
• Polar Surface Area: 174.77 Å^2
• Rotatable Bonds: 8
• Lipinski's Rule of Five: false

ALOGPS 2.1

• Log P: 2.18
• LOG S: -4.39
• Solubility (Water): 2.67e-02 g/l

DETAILS

DrugBank - DB04408

Drug information: experimental