(2S)-2-{[1-(benzenesulfonyl)piperidin-3-yl]formamido}-3-methylpentanoic acid

• ChemBase ID: 122067
• Molecular Formular: C18H26N2O5S
• Molecular Mass: 382.47444
• Monoisotopic Mass: 382.15624294
• SMILES: S(=O)(=O)(N1CC(C(=O)N[C@H](C(=O)O)C(CC)C)CCC1)c1ccccc1
• Canonical SMILES: CCC([C@@H](C(=O)O)NC(=O)C1CCCN(C1)S(=O)(=O)c1ccccc1)C
• InChI: InChI=1S/C18H26N2O5S/c1-3-13(2)16(18(22)23)19-17(21)14-8-7-11-20(12-14)26(24,25)15-9-5-4-6-10-15/h4-6,9-10,13-14,16H,3,7-8,11-12H2,1-2H3,(H,19,21)(H,22,23)/t13?,14?,16-/m0/s1
• InChIKey: TYKLUSWPUCHIFX-XUJLQICISA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S)-2-{[1-(benzenesulfonyl)piperidin-3-yl]formamido}-3-methylpentanoic acid
• IUPAC Traditional name: (2S)-2-{[1-(benzenesulfonyl)piperidin-3-yl]formamido}-3-methylpentanoic acid
• Synonyms: (2S,3R)-3-methyl-2-(1-(phenylsulfonyl)piperidine-3-carboxamido)pentanoic acid

Database IDs

• PubChem SID: 162216420
• PubChem CID: 16394769

CALCULATED PROPERTIES

• Acid pKa: 3.3634784
• H Acceptors: 5
• H Donor: 2
• LogD (pH = 5.5): -0.07130879
• LogD (pH = 7.4): -1.3606802
• Log P: 2.0511918
• Molar Refractivity: 97.1312 cm^3
• Polarizability: 38.757988 Å^3
• Polar Surface Area: 103.78 Å^2
• Rotatable Bonds: 6
• Lipinski's Rule of Five: true