(1E,3R,4R,5S,6R,9S,10S,11S)-4-(acetyloxy)-11-[(2S,4E,6R,8R,10E,12S,15R,16R,17S,18R,20E,22E)-18-{[(2S)-2-(dimethylamino)-3-methoxypropanoyl]oxy}-16-hydroxy-6,12-dimethoxy-8,11,15,17-tetramethyl-24-oxo-1-oxacyclotetracosa-4,10,20,22-tetraen-2-yl]-10-hydroxy-3,5,9-trimethyl-1-(N-methylformamido)dodec-1-en-6-yl (2S)-2-(dimethylamino)propanoate

• ChemBase ID: 4190
• Molecular Formular: C59H101N3O14
• Molecular Mass: 1076.44494
• Monoisotopic Mass: 1075.72835493
• SMILES: COC[C@H](N(C)C)C(=O)O[C@@H]1C/C=C/C=C/C(=O)O[C@@H](C/C=C/[C@@H](C[C@H](C)C/C=C(\C)/[C@H](CC[C@@H](C)[C@@H](O)[C@@H]1C)OC)OC)[C@@H](C)[C@@H](O)[C@@H](C)CC[C@@H](OC(=O)[C@H](C)N(C)C)[C@H](C)[C@H](OC(=O)C)[C@H](C)/C=C/N(C)C=O
• Canonical SMILES: COC[C@@H](C(=O)O[C@@H]1C/C=C/C=C/C(=O)O[C@@H](C/C=C/[C@@H](C[C@@H](C/C=C(/[C@H](CC[C@H]([C@H]([C@@H]1C)O)C)OC)\C)C)OC)[C@H]([C@H]([C@H](CC[C@H]([C@@H]([C@@H]([C@@H](/C=C/N(C=O)C)C)OC(=O)C)C)OC(=O)[C@@H](N(C)C)C)C)O)C)N(C)C
• InChI: InChI=1S/C59H101N3O14/c1-38-27-28-39(2)50(72-18)31-29-40(3)56(67)44(7)52(76-59(69)49(36-70-16)61(13)14)24-20-19-21-26-54(65)74-51(25-22-23-48(35-38)71-17)43(6)55(66)41(4)30-32-53(75-58(68)46(9)60(11)12)45(8)57(73-47(10)64)42(5)33-34-62(15)37-63/h19-23,26,28,33-34,37-38,40-46,48-53,55-57,66-67H,24-25,27,29-32,35-36H2,1-18H3/b20-19+,23-22+,26-21+,34-33+,39-28+/t38-,40-,41+,42-,43-,44-,45+,46+,48+,49+,50+,51+,52-,53-,55+,56-,57-/m1/s1
• InChIKey: JMXMEKJLQWJRHY-GDEZZODWSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (1E,3R,4R,5S,6R,9S,10S,11S)-4-(acetyloxy)-11-[(2S,4E,6R,8R,10E,12S,15R,16R,17S,18R,20E,22E)-18-{[(2S)-2-(dimethylamino)-3-methoxypropanoyl]oxy}-16-hydroxy-6,12-dimethoxy-8,11,15,17-tetramethyl-24-oxo-1-oxacyclotetracosa-4,10,20,22-tetraen-2-yl]-10-hydroxy-3,5,9-trimethyl-1-(N-methylformamido)dodec-1-en-6-yl (2S)-2-(dimethylamino)propanoate
• IUPAC Traditional name: @aplyronine A
• Synonyms: Aplyronine A

Database IDs

• PubChem SID: 46507745; 160967622
• PubChem CID: 11840920

CALCULATED PROPERTIES

JChem

• Acid pKa: 14.328929
• H Acceptors: 12
• H Donor: 2
• LogD (pH = 5.5): 5.443106
• LogD (pH = 7.4): 7.5700583
• Log P: 7.7202497
• Molar Refractivity: 301.8912 cm^3
• Polarizability: 118.11791 Å^3
• Polar Surface Area: 200.14 Å^2
• Rotatable Bonds: 25
• Lipinski's Rule of Five: false

ALOGPS 2.1

• Log P: 6.39
• LOG S: -5.83
• Solubility (Water): 1.60e-03 g/l

DETAILS

DrugBank - DB04629

Drug information: experimental