(8S,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-1,8,11-trihydroxy-5,7,8,9,10,12-hexahydrotetracene-5,12-dione

• ChemBase ID: 1576
• Molecular Formular: C40H51NO13
• Molecular Mass: 753.83184
• Monoisotopic Mass: 753.3360407
• 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(cc2C1)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(C1)cc1c(c2O)C(=O)c2c(C1=O)cccc2O
• InChI: InChI=1S/C40H51NO13/c1-7-40(48)16-21-13-23-34(37(47)33-22(35(23)45)9-8-10-26(33)43)36(46)32(21)28(17-40)52-30-14-24(41(5)6)38(19(3)50-30)54-31-15-27(44)39(20(4)51-31)53-29-12-11-25(42)18(2)49-29/h8-10,13,18-20,24,27-31,38-39,43-44,46,48H,7,11-12,14-17H2,1-6H3/t18-,19+,20+,24+,27+,28-,29-,30-,31-,38+,39-,40-/m0/s1
• InChIKey: OXPCRXLITLBLEY-GJBXPKINSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (8S,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-1,8,11-trihydroxy-5,7,8,9,10,12-hexahydrotetracene-5,12-dione
• IUPAC Traditional name: (8S,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-1,8,11-trihydroxy-9,10-dihydro-7H-tetracene-5,12-dione
• Synonyms: 10-{4-Dimethylamino-5-[4-Hydroxy-6-Methyl-5-(6-Methyl-5-Oxo-Tetrahydro-Pyran-2-Yloxy)-Tetrahydro-Pyrane-2-Yloxy]-6-Methyl-Tetrahydro-Pyran-2-Yloxy}-8-Ethyl-1,8,11-Trihydroxy-7,8,9,10-Tetrahydro-Naphthacene-5,12-Dione

Database IDs

• PubChem SID: 160965033; 46506454
• PubChem CID: 46936221

CALCULATED PROPERTIES

JChem

• Acid pKa: 8.942758
• H Acceptors: 14
• H Donor: 4
• LogD (pH = 5.5): 2.7920682
• LogD (pH = 7.4): 4.547854
• Log P: 4.9860997
• Molar Refractivity: 193.0108 cm^3
• Polarizability: 76.52335 Å^3
• Polar Surface Area: 190.75 Å^2
• Rotatable Bonds: 8
• Lipinski's Rule of Five: false

ALOGPS 2.1

• Log P: 2.94
• LOG S: -3.75
• Solubility (Water): 1.34e-01 g/l

DETAILS

DrugBank - DB01806

Drug information: experimental