N-[(1E,4R,5R,9S,10S,11S)-11-[(3R,5Z,7E,11S,12S,13E,15R,17S,18S,19E,21S,23S,24R,25S,29S)-17,29-dihydroxy-3,15,21,23-tetramethoxy-5,12,18,24-tetramethyl-9,27-dioxo-10,26-dioxabicyclo[23.3.1]nonacosa-1(28),5,7,13,19-pentaen-11-yl]-4,10-dimethoxy-5,9-dimethyl-6-oxododec-1-en-1-yl]-N-methylformamide

• ChemBase ID: 4329
• Molecular Formular: C53H85NO14
• Molecular Mass: 960.2403
• Monoisotopic Mass: 959.59700641
• SMILES: CO[C@@H]1C/C(=C\C=C\C(=O)O[C@H]([C@@H](C)/C=C/[C@H](C[C@H](O)[C@@H](C)/C=C/[C@H](C[C@H](OC)[C@@H](C)[C@@H]2OC(=O)C=C(C1)[C@@H]2O)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]2[C@H](C(=CC(=O)O2)C1)O)C)OC)OC)C)O)[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/C53H85NO14/c1-33-17-15-19-48(58)67-52(39(7)51(66-14)35(3)22-25-44(56)37(5)46(64-12)18-16-26-54(8)32-55)36(4)21-24-41(61-9)30-45(57)34(2)20-23-42(62-10)31-47(65-13)38(6)53-50(60)40(29-49(59)68-53)28-43(27-33)63-11/h15-17,19-21,23-24,26,29,32,34-39,41-43,45-47,50-53,57,60H,18,22,25,27-28,30-31H2,1-14H3/b19-15+,23-20+,24-21+,26-16+,33-17-/t34-,35-,36-,37-,38+,39-,41-,42+,43+,45-,46+,47-,50-,51-,52-,53-/m0/s1
• InChIKey: MINVLQAHLUCDIO-GLLDUQGXSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: N-[(1E,4R,5R,9S,10S,11S)-11-[(3R,5Z,7E,11S,12S,13E,15R,17S,18S,19E,21S,23S,24R,25S,29S)-17,29-dihydroxy-3,15,21,23-tetramethoxy-5,12,18,24-tetramethyl-9,27-dioxo-10,26-dioxabicyclo[23.3.1]nonacosa-1(28),5,7,13,19-pentaen-11-yl]-4,10-dimethoxy-5,9-dimethyl-6-oxododec-1-en-1-yl]-N-methylformamide
• IUPAC Traditional name: N-[(1E,4R,5R,9S,10S,11S)-11-[(3R,5Z,7E,11S,12S,13E,15R,17S,18S,19E,21S,23S,24R,25S,29S)-17,29-dihydroxy-3,15,21,23-tetramethoxy-5,12,18,24-tetramethyl-9,27-dioxo-10,26-dioxabicyclo[23.3.1]nonacosa-1(28),5,7,13,19-pentaen-11-yl]-4,10-dimethoxy-5,9-dimethyl-6-oxododec-1-en-1-yl]-N-methylformamide
• Synonyms: Sphinxolide B

Database IDs

• PubChem SID: 46505903; 160967761
• PubChem CID: 46937020

CALCULATED PROPERTIES

JChem

• Acid pKa: 13.486701
• H Acceptors: 12
• H Donor: 2
• LogD (pH = 5.5): 5.9799156
• LogD (pH = 7.4): 5.979915
• Log P: 5.9799156
• Molar Refractivity: 267.5826 cm^3
• Polarizability: 103.680786 Å^3
• Polar Surface Area: 185.82 Å^2
• Rotatable Bonds: 17
• Lipinski's Rule of Five: false

ALOGPS 2.1

• Log P: 5.31
• LOG S: -5.82
• Solubility (Water): 1.46e-03 g/l

DETAILS

DrugBank - DB04783

Drug information: experimental