N-[(1S)-2-[(3S)-3-hydroxypyrrolidin-1-yl]-1-phenylethyl]-N-methyl-2,2-diphenylacetamide

• ChemBase ID: 125955
• Molecular Formular: C27H30N2O2
• Molecular Mass: 414.5393
• Monoisotopic Mass: 414.23072821
• SMILES: O=C(N(C)[C@@H](c1ccccc1)CN1CC[C@H](O)C1)C(c1ccccc1)c1ccccc1
• Canonical SMILES: O[C@H]1CCN(C1)C[C@@H](N(C(=O)C(c1ccccc1)c1ccccc1)C)c1ccccc1
• InChI: InChI=1S/C27H30N2O2/c1-28(25(21-11-5-2-6-12-21)20-29-18-17-24(30)19-29)27(31)26(22-13-7-3-8-14-22)23-15-9-4-10-16-23/h2-16,24-26,30H,17-20H2,1H3/t24-,25+/m0/s1
• InChIKey: JHLHNYVMZCADTC-LOSJGSFVSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: N-[(1S)-2-[(3S)-3-hydroxypyrrolidin-1-yl]-1-phenylethyl]-N-methyl-2,2-diphenylacetamide
• IUPAC Traditional name: asimadoline
• Synonyms: Asimadoline

Database IDs

• CAS Number: 153205-46-0
• PubChem SID: 162220298
• PubChem CID: 179340
• CHEMBL: 1190199
• Chemspider ID: 156107
• Unique Ingredient Identifier: D0VK52NV5M
• Wikipedia Title: Asimadoline

CALCULATED PROPERTIES

• Acid pKa: 14.847232
• H Acceptors: 3
• H Donor: 1
• LogD (pH = 5.5): 1.3803617
• LogD (pH = 7.4): 3.1541977
• Log P: 3.9891784
• Molar Refractivity: 124.8115 cm^3
• Polarizability: 48.7511 Å^3
• Polar Surface Area: 43.78 Å^2
• Rotatable Bonds: 7
• Lipinski's Rule of Five: true