N-{2-[(1S)-6-(benzyloxy)-5-bromo-7-(2-hydroxyethyl)-2,3-dihydro-1H-inden-1-yl]ethyl}propanamide

• ChemBase ID: 161739
• Molecular Formular: C23H28BrNO3
• Molecular Mass: 446.37732
• Monoisotopic Mass: 445.12525576
• SMILES: c1(c(c(c2c(c1)CC[C@H]2CCNC(=O)CC)CCO)OCc1ccccc1)Br
• Canonical SMILES: OCCc1c2[C@H](CCNC(=O)CC)CCc2cc(c1OCc1ccccc1)Br
• InChI: InChI=1S/C23H28BrNO3/c1-2-21(27)25-12-10-17-8-9-18-14-20(24)23(19(11-13-26)22(17)18)28-15-16-6-4-3-5-7-16/h3-7,14,17,26H,2,8-13,15H2,1H3,(H,25,27)/t17-/m0/s1
• InChIKey: OQGPZULDDZFCAN-KRWDZBQOSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: N-{2-[(1S)-6-(benzyloxy)-5-bromo-7-(2-hydroxyethyl)-2,3-dihydro-1H-inden-1-yl]ethyl}propanamide
• IUPAC Traditional name: N-{2-[(1S)-6-(benzyloxy)-5-bromo-7-(2-hydroxyethyl)-2,3-dihydro-1H-inden-1-yl]ethyl}propanamide
• Synonyms: (S)-N-[6-Benzyloxy-5-bromo-7-(2-hydroxyethyl)-2,3-dihydro-1H-inden-1-ylidene)ethyl]propanamide

Database IDs

• PubChem SID: 162255874
• PubChem CID: 71313878

CALCULATED PROPERTIES

• Acid pKa: 14.837662
• H Acceptors: 3
• H Donor: 2
• LogD (pH = 5.5): 4.5452065
• LogD (pH = 7.4): 4.545207
• Log P: 4.545207
• Molar Refractivity: 116.0152 cm^3
• Polarizability: 44.50717 Å^3
• Polar Surface Area: 58.56 Å^2
• Rotatable Bonds: 9
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Chloroform; Ethyl Acetate; Methanol
• Apperance: Pale-Yellow Wax

DETAILS

Toronto Research Chemicals - B286040

Intermediate in the production of Ramelteon.