(5S)-5-({10-[(1,2,3,4-tetrahydroacridin-9-yl)amino]decyl}amino)-1,2,5,6,7,8-hexahydroquinolin-2-one

• ChemBase ID: 4178
• Molecular Formular: C32H44N4O
• Molecular Mass: 500.71796
• Monoisotopic Mass: 500.35151205
• SMILES: O=c1[nH]c2c(cc1)[C@H](CCC2)NCCCCCCCCCCNc1c2CCCCc2nc2ccccc12
• Canonical SMILES: O=c1ccc2c([nH]1)CCC[C@@H]2NCCCCCCCCCCNc1c2CCCCc2nc2c1cccc2
• InChI: InChI=1S/C32H44N4O/c37-31-21-20-24-27(18-13-19-28(24)36-31)33-22-11-5-3-1-2-4-6-12-23-34-32-25-14-7-9-16-29(25)35-30-17-10-8-15-26(30)32/h7,9,14,16,20-21,27,33H,1-6,8,10-13,15,17-19,22-23H2,(H,34,35)(H,36,37)/t27-/m0/s1
• InChIKey: ROTFGKJJMRTWBD-MHZLTWQESA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (5S)-5-({10-[(1,2,3,4-tetrahydroacridin-9-yl)amino]decyl}amino)-1,2,5,6,7,8-hexahydroquinolin-2-one
• IUPAC Traditional name: @(S)-tacrine(10)-hupyridone
• Synonyms: (S)-tacrine(10)-hupyridone

Database IDs

• PubChem SID: 160967610; 46504905
• PubChem CID: 5326967

CALCULATED PROPERTIES

JChem

• Acid pKa: 11.334502
• H Acceptors: 4
• H Donor: 3
• LogD (pH = 5.5): 1.0526994
• LogD (pH = 7.4): 2.2801619
• Log P: 5.8759212
• Molar Refractivity: 155.7953 cm^3
• Polarizability: 60.4132 Å^3
• Polar Surface Area: 66.05 Å^2
• Rotatable Bonds: 13
• Lipinski's Rule of Five: false

ALOGPS 2.1

• Log P: 6.89
• LOG S: -5.82
• Solubility (Water): 7.51e-04 g/l

DETAILS

DrugBank - DB04615

Drug information: experimental