methyl (1R,2R,4S)-4-{[(2R,4S,5S,6S)-4-(dimethylamino)-5-{[(2S,4S,5S,6S)-4-hydroxy-6-methyl-5-{[(2R,6S)-6-methyl-5-oxooxan-2-yl]oxy}oxan-2-yl]oxy}-6-methyloxan-2-yl]oxy}-2-ethyl-2,5,7-trihydroxy-6,11-dioxo-1,2,3,4,6,11-hexahydrotetracene-1-carboxylate

• ChemBase ID: 313006
• Molecular Formular: C42H53NO15
• Molecular Mass: 811.86792
• Monoisotopic Mass: 811.34152
• SMILES: c12c([C@H](C[C@@]([C@@H]1C(=O)OC)(CC)O)O[C@H]1C[C@@H]([C@@H]([C@@H](O1)C)O[C@H]1C[C@@H]([C@@H]([C@@H](O1)C)O[C@@H]1O[C@H](C(=O)CC1)C)O)N(C)C)c(c1c(c2)C(=O)c2c(C1=O)c(ccc2)O)O
• Canonical SMILES: COC(=O)[C@@H]1c2cc3c(c(c2[C@H](C[C@]1(O)CC)O[C@@H]1O[C@@H](C)[C@H]([C@H](C1)N(C)C)O[C@H]1C[C@H](O)[C@@H]([C@@H](O1)C)O[C@H]1CCC(=O)[C@@H](O1)C)O)C(=O)c1c(C3=O)cccc1O
• InChI: InChI=1S/C42H53NO15/c1-8-42(51)17-28(33-22(35(42)41(50)52-7)14-23-34(38(33)49)37(48)32-21(36(23)47)10-9-11-26(32)45)56-30-15-24(43(5)6)39(19(3)54-30)58-31-16-27(46)40(20(4)55-31)57-29-13-12-25(44)18(2)53-29/h9-11,14,18-20,24,27-31,35,39-40,45-46,49,51H,8,12-13,15-17H2,1-7H3/t18-,19-,20-,24-,27-,28-,29-,30-,31-,35-,39+,40+,42+/m0/s1
• InChIKey: USZYSDMBJDPRIF-SVEJIMAYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: methyl (1R,2R,4S)-4-{[(2R,4S,5S,6S)-4-(dimethylamino)-5-{[(2S,4S,5S,6S)-4-hydroxy-6-methyl-5-{[(2R,6S)-6-methyl-5-oxooxan-2-yl]oxy}oxan-2-yl]oxy}-6-methyloxan-2-yl]oxy}-2-ethyl-2,5,7-trihydroxy-6,11-dioxo-1,2,3,4,6,11-hexahydrotetracene-1-carboxylate
• IUPAC Traditional name: aclacinomycin A
• Synonyms: Aclacinomycin A

Database IDs

• CAS Number: 57576-44-0

CALCULATED PROPERTIES

• Acid pKa: 7.469178
• H Acceptors: 15
• H Donor: 4
• LogD (pH = 5.5): 2.4131079
• LogD (pH = 7.4): 3.9480937
• Log P: 3.9750943
• Molar Refractivity: 203.8658 cm^3
• Polarizability: 81.107834 Å^3
• Polar Surface Area: 217.05 Å^2
• Rotatable Bonds: 10
• Lipinski's Rule of Five: false

PROPERTIES

Pharmacology Properties

• Target: Proteasome

Product Information

• Salt Data: Free Base