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

• ChemBase ID: 3752
• Molecular Formular: C28H33NO8
• Molecular Mass: 511.56352
• Monoisotopic Mass: 511.22061702
• SMILES: CC[C@@]1(O)C[C@H](O[C@@H]2C[C@@H]([C@@H](O)[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)c2c(C1)cc1c(c2O)C(=O)c2c(C1=O)cccc2O
• InChI: InChI=1S/C28H33NO8/c1-5-28(35)11-14-9-16-23(27(34)22-15(25(16)32)7-6-8-18(22)30)26(33)21(14)19(12-28)37-20-10-17(29(3)4)24(31)13(2)36-20/h6-9,13,17,19-20,24,30-31,33,35H,5,10-12H2,1-4H3/t13-,17-,19-,20+,24-,28-/m0/s1
• InChIKey: BLGDWFJQIHBUJY-KZCXHDHUSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (8S,10S)-10-{[(2S,4S,5R,6S)-4-(dimethylamino)-5-hydroxy-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-{[(2S,4S,5R,6S)-4-(dimethylamino)-5-hydroxy-6-methyloxan-2-yl]oxy}-8-ethyl-1,8,11-trihydroxy-9,10-dihydro-7H-tetracene-5,12-dione
• Synonyms: 10-(4-Dimethylamino-5-Hydroxy-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: 160967190; 46506009
• PubChem CID: 46936898

CALCULATED PROPERTIES

JChem

• Acid pKa: 8.952649
• H Acceptors: 9
• H Donor: 4
• LogD (pH = 5.5): 1.2762433
• LogD (pH = 7.4): 3.0278146
• Log P: 3.5372124
• Molar Refractivity: 135.9843 cm^3
• Polarizability: 52.95185 Å^3
• Polar Surface Area: 136.76 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: false

ALOGPS 2.1

• Log P: 2.7
• LOG S: -3.32
• Solubility (Water): 2.44e-01 g/l

DETAILS

DrugBank - DB04131

Drug information: experimental