N-[(1E,4R,5R,9S,10S,11S)-4,10-dimethoxy-5,9-dimethyl-6-oxo-11-[(3R,5E,7E,11S,12S,13E,15R,17S,18S,19E,21S,23S,24R,25R)-3,15,17,21,23-pentamethoxy-5,12,18,24-tetramethyl-9,27-dioxo-10,26-dioxabicyclo[23.3.1]nonacosa-1(28),5,7,13,19-pentaen-11-yl]dodec-1-en-1-yl]-N-methylformamide

• ChemBase ID: 4320
• Molecular Formular: C54H87NO13
• Molecular Mass: 958.26748
• Monoisotopic Mass: 957.61774185
• SMILES: CO[C@@H]1C/C(=C/C=C/C(=O)O[C@@H]([C@@H](C)/C=C/[C@@H](C[C@@H](OC)[C@@H](C)/C=C/[C@@H](C[C@@H](OC)[C@@H](C)[C@H]2CC(=CC(=O)O2)C1)OC)OC)[C@@H](C)[C@@H](OC)[C@@H](C)CCC(=O)[C@H](C)[C@@H](C/C=C/N(C)C=O)OC)/C
• Canonical SMILES: CO[C@@H]1C/C(=C/C=C/C(=O)O[C@@H]([C@@H](C)/C=C/[C@H](OC)C[C@H]([C@H](/C=C/[C@@H](C[C@H]([C@H]([C@H]2CC(=CC(=O)O2)C1)C)OC)OC)C)OC)[C@H]([C@H]([C@H](CCC(=O)[C@@H]([C@@H](C/C=C/N(C=O)C)OC)C)C)OC)C)/C
• InChI: InChI=1S/C54H87NO13/c1-35-18-16-20-51(58)68-54(41(7)53(66-15)37(3)23-26-46(57)39(5)47(63-12)19-17-27-55(8)34-56)38(4)22-25-43(60-9)32-48(64-13)36(2)21-24-44(61-10)33-49(65-14)40(6)50-30-42(31-52(59)67-50)29-45(28-35)62-11/h16-18,20-22,24-25,27,31,34,36-41,43-45,47-50,53-54H,19,23,26,28-30,32-33H2,1-15H3/b20-16+,24-21+,25-22+,27-17+,35-18+/t36-,37-,38-,39-,40+,41-,43-,44+,45+,47+,48-,49-,50+,53-,54-/m0/s1
• InChIKey: LOYDTENNTZZQJM-DIUYYEMASA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: N-[(1E,4R,5R,9S,10S,11S)-4,10-dimethoxy-5,9-dimethyl-6-oxo-11-[(3R,5E,7E,11S,12S,13E,15R,17S,18S,19E,21S,23S,24R,25R)-3,15,17,21,23-pentamethoxy-5,12,18,24-tetramethyl-9,27-dioxo-10,26-dioxabicyclo[23.3.1]nonacosa-1(28),5,7,13,19-pentaen-11-yl]dodec-1-en-1-yl]-N-methylformamide
• IUPAC Traditional name: @reidispongiolide A
• Synonyms: Reidispongiolide A

Database IDs

• PubChem SID: 160967752; 46505889
• PubChem CID: 5289284

CALCULATED PROPERTIES

JChem

• Acid pKa: 16.568375
• H Acceptors: 11
• H Donor: 0
• LogD (pH = 5.5): 7.5420384
• LogD (pH = 7.4): 7.5420384
• Log P: 7.5420384
• Molar Refractivity: 271.1263 cm^3
• Polarizability: 104.95394 Å^3
• Polar Surface Area: 154.59 Å^2
• Rotatable Bonds: 18
• Lipinski's Rule of Five: false

ALOGPS 2.1

• Log P: 6.18
• LOG S: -6.34
• Solubility (Water): 4.36e-04 g/l

DETAILS

DrugBank - DB04774

Drug information: experimental