N-benzyl-4-hydroxy-1,2,3,4-tetrahydroacridin-9-aminium 3-carboxyprop-2-enoate

• ChemBase ID: 80486
• Molecular Formular: C24H23N2O5
• Molecular Mass: 419.44982
• Monoisotopic Mass: 419.16069685
• SMILES: n1c2c(c(c3ccccc13)[NH+]Cc1ccccc1)CCCC2O.[O-]C(=O)/C=C/C(=O)O
• Canonical SMILES: OC1CCCc2c1nc1ccccc1c2[NH+]Cc1ccccc1.[O-]C(=O)/C=C/C(=O)O
• InChI: InChI=1S/C20H20N2O.C4H4O4/c23-18-12-6-10-16-19(21-13-14-7-2-1-3-8-14)15-9-4-5-11-17(15)22-20(16)18;5-3(6)1-2-4(7)8/h1-5,7-9,11,18,23H,6,10,12-13H2,(H,21,22);1-2H,(H,5,6)(H,7,8)
• InChIKey: KZXHIEHXYHVLNM-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: N-benzyl-4-hydroxy-1,2,3,4-tetrahydroacridin-9-aminium 3-carboxyprop-2-enoate
• IUPAC Traditional name: N-benzyl-4-hydroxy-1,2,3,4-tetrahydroacridin-9-aminium 3-carboxyprop-2-enoate
• Synonyms: 9-(Benzylamino)-1,2,3,4-tetrahydroacrdin-1-ol maleate

Database IDs

• MDL Number: MFCD08445443
• PubChem SID: 162067606
• PubChem CID: 5702785

CALCULATED PROPERTIES

• Acid pKa: 13.839041
• H Acceptors: 2
• H Donor: 2
• LogD (pH = 5.5): 2.0523741
• LogD (pH = 7.4): 3.1021054
• Log P: 3.783256
• Molar Refractivity: 102.9704 cm^3
• Polarizability: 37.06109 Å^3
• Polar Surface Area: 49.73 Å^2
• Rotatable Bonds: 5
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 142-144°C

DETAILS

Apollo Scientific Ltd - OR2300T

May be efficious in treating Alzheimer's Diease. Exhibits biochemical & pharmacological profile similar to THA except that it is less toxic & lacks measurable liver toxicity in humans.