(7S,8R,10S)-10-{[(2R,4R,5S,6R)-4-(dimethylamino)-5-{[(2S,4R,5R,6R)-4-hydroxy-6-methyl-5-{[(2R,6S)-6-methyl-5-oxooxan-2-yl]oxy}oxan-2-yl]oxy}-6-methyloxan-2-yl]oxy}-8-ethyl-1,7,8,11-tetrahydroxy-5,7,8,9,10,12-hexahydrotetracene-5,12-dione

• ChemBase ID: 2916
• Molecular Formular: C40H51NO14
• Molecular Mass: 769.83124
• Monoisotopic Mass: 769.33095532
• SMILES: CC[C@@]1(O)C[C@H](O[C@H]2C[C@H]([C@H](O[C@H]3C[C@@H](O)[C@@H](O[C@H]4CCC(=O)[C@H](C)O4)[C@@H](C)O3)[C@@H](C)O2)N(C)C)c2c(O)c3c(cc2[C@@H]1O)C(=O)c1cccc(O)c1C3=O
• Canonical SMILES: CC[C@@]1(O)C[C@H](O[C@@H]2O[C@H](C)[C@H]([C@@H](C2)N(C)C)O[C@H]2C[C@@H](O)[C@H]([C@H](O2)C)O[C@H]2CCC(=O)[C@@H](O2)C)c2c([C@@H]1O)cc1c(c2O)C(=O)c2c(C1=O)cccc2O
• InChI: InChI=1S/C40H51NO14/c1-7-40(49)16-27(32-22(39(40)48)13-21-33(36(32)47)35(46)31-20(34(21)45)9-8-10-25(31)43)53-29-14-23(41(5)6)37(18(3)51-29)55-30-15-26(44)38(19(4)52-30)54-28-12-11-24(42)17(2)50-28/h8-10,13,17-19,23,26-30,37-39,43-44,47-49H,7,11-12,14-16H2,1-6H3/t17-,18+,19+,23+,26+,27-,28-,29-,30-,37+,38-,39-,40+/m0/s1
• InChIKey: OQDCVONZQOVIMP-LFGWXRNCSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (7S,8R,10S)-10-{[(2R,4R,5S,6R)-4-(dimethylamino)-5-{[(2S,4R,5R,6R)-4-hydroxy-6-methyl-5-{[(2R,6S)-6-methyl-5-oxooxan-2-yl]oxy}oxan-2-yl]oxy}-6-methyloxan-2-yl]oxy}-8-ethyl-1,7,8,11-tetrahydroxy-5,7,8,9,10,12-hexahydrotetracene-5,12-dione
• IUPAC Traditional name: @11-deoxy-β-rhodomycin
• Synonyms: 11-Deoxy-Beta-Rhodomycin

Database IDs

• PubChem SID: 46505322; 160966363
• PubChem CID: 46936611

CALCULATED PROPERTIES

JChem

• Acid pKa: 8.818158
• H Acceptors: 15
• H Donor: 5
• LogD (pH = 5.5): 1.8758451
• LogD (pH = 7.4): 3.625453
• Log P: 4.045728
• Molar Refractivity: 194.2183 cm^3
• Polarizability: 77.25312 Å^3
• Polar Surface Area: 210.98 Å^2
• Rotatable Bonds: 8
• Lipinski's Rule of Five: false

ALOGPS 2.1

• Log P: 2.74
• LOG S: -3.42
• Solubility (Water): 2.92e-01 g/l

DETAILS

DrugBank - DB03219

Drug information: experimental