(1R,12R,14S)-4-[8-(1,3-dioxo-2,3-dihydro-1H-isoindol-2-yl)octyl]-14-hydroxy-9-methoxy-11-oxa-4-azatetracyclo[8.6.1.0^{1,12}.0^{6,17}]heptadeca-4,6,8,10(17),15-pentaen-4-ium

• ChemBase ID: 2398
• Molecular Formular: C32H37N2O5+
• Molecular Mass: 529.64658
• Monoisotopic Mass: 529.27024729
• SMILES: COc1ccc2C=[N+](CCCCCCCCN3C(=O)c4ccccc4C3=O)CC[C@]34C=C[C@@H](O)C[C@H]3Oc1c24
• Canonical SMILES: COc1ccc2c3c1O[C@H]1[C@]3(CC[N+](=C2)CCCCCCCCN2C(=O)c3c(C2=O)cccc3)C=C[C@H](C1)O
• InChI: InChI=1S/C32H37N2O5/c1-38-26-13-12-22-21-33(19-16-32-15-14-23(35)20-27(32)39-29(26)28(22)32)17-8-4-2-3-5-9-18-34-30(36)24-10-6-7-11-25(24)31(34)37/h6-7,10-15,21,23,27,35H,2-5,8-9,16-20H2,1H3/q+1/t23-,27-,32-/m1/s1
• InChIKey: VLGAHTYYCHWLNI-YYKZIPJASA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (1R,12R,14S)-4-[8-(1,3-dioxo-2,3-dihydro-1H-isoindol-2-yl)octyl]-14-hydroxy-9-methoxy-11-oxa-4-azatetracyclo[8.6.1.0^{1,12}.0^{6,17}]heptadeca-4,6,8,10(17),15-pentaen-4-ium
• IUPAC Traditional name: (1R,12R,14S)-4-[8-(1,3-dioxoisoindol-2-yl)octyl]-14-hydroxy-9-methoxy-11-oxa-4-azatetracyclo[8.6.1.0^{1,12}.0^{6,17}]heptadeca-4,6,8,10(17),15-pentaen-4-ium
• Synonyms: (4ar,6s,8ar)-11-[8-(1,3-Dioxo-1,3-Dihydro-2h-Isoindol-2-Yl)Octyl]-6-Hydroxy-3-Methoxy-5,6,9,10-Tetrahydro-4ah-[1]Benzofuro[3a,3,2-Ef][2]Benzazepin-11-Ium

Database IDs

• PubChem SID: 46504838; 160965849
• PubChem CID: 21158810

CALCULATED PROPERTIES

JChem

• Acid pKa: 14.810298
• H Acceptors: 5
• H Donor: 1
• LogD (pH = 5.5): 0.75519097
• LogD (pH = 7.4): 0.75519127
• Log P: 0.75519097
• Molar Refractivity: 163.5681 cm^3
• Polarizability: 57.41261 Å^3
• Polar Surface Area: 79.08 Å^2
• Rotatable Bonds: 10
• Lipinski's Rule of Five: false

ALOGPS 2.1

• Log P: 1.37
• LOG S: -6.76
• Solubility (Water): 9.86e-05 g/l

DETAILS

DrugBank - DB02673

Drug information: experimental