2-[(benzylamino)methyl]-2H,3H,7H,8H,9H-[1,4]dioxino[2,3-e]indol-8-one

• ChemBase ID: 125906
• Molecular Formular: C18H18N2O3
• Molecular Mass: 310.34712
• Monoisotopic Mass: 310.13174245
• SMILES: c1ccccc1CNCC1COc2c(O1)c1c(cc2)NC(=O)C1
• Canonical SMILES: O=C1Cc2c(N1)ccc1c2OC(CNCc2ccccc2)CO1
• InChI: InChI=1S/C18H18N2O3/c21-17-8-14-15(20-17)6-7-16-18(14)23-13(11-22-16)10-19-9-12-4-2-1-3-5-12/h1-7,13,19H,8-11H2,(H,20,21)
• InChIKey: DYJIKHYBKVODAC-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-[(benzylamino)methyl]-2H,3H,7H,8H,9H-[1,4]dioxino[2,3-e]indol-8-one
• IUPAC Traditional name: aplindore
• Synonyms: Aplindore

Database IDs

• CAS Number: 189681-71-8
• PubChem SID: 162220250
• PubChem CID: 6440763; 9910325
• Chemspider ID: 139676
• KEGG ID: D03214
• Unique Ingredient Identifier: Q5O76TA0ML
• Wikipedia Title: Aplindore

CALCULATED PROPERTIES

• Acid pKa: 12.507635
• H Acceptors: 4
• H Donor: 2
• LogD (pH = 5.5): -1.0382687
• LogD (pH = 7.4): 0.42500967
• Log P: 2.0050194
• Molar Refractivity: 87.5495 cm^3
• Polarizability: 33.583065 Å^3
• Polar Surface Area: 59.59 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true