(2S)-3-methyl-2-{[1-(4-methylbenzenesulfonyl)piperidin-4-yl]formamido}pentanoic acid

• ChemBase ID: 119482
• Molecular Formular: C19H28N2O5S
• Molecular Mass: 396.50102
• Monoisotopic Mass: 396.17189301
• SMILES: S(=O)(=O)(N1CCC(C(=O)N[C@H](C(=O)O)C(CC)C)CC1)c1ccc(cc1)C
• Canonical SMILES: CCC([C@@H](C(=O)O)NC(=O)C1CCN(CC1)S(=O)(=O)c1ccc(cc1)C)C
• InChI: InChI=1S/C19H28N2O5S/c1-4-14(3)17(19(23)24)20-18(22)15-9-11-21(12-10-15)27(25,26)16-7-5-13(2)6-8-16/h5-8,14-15,17H,4,9-12H2,1-3H3,(H,20,22)(H,23,24)/t14?,17-/m0/s1
• InChIKey: VVJUDWGQQYSPJH-JRZJBTRGSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S)-3-methyl-2-{[1-(4-methylbenzenesulfonyl)piperidin-4-yl]formamido}pentanoic acid
• IUPAC Traditional name: (2S)-3-methyl-2-{[1-(4-methylbenzenesulfonyl)piperidin-4-yl]formamido}pentanoic acid
• Synonyms: (2S,3R)-3-methyl-2-(1-tosylpiperidine-4-carboxamido)pentanoic acid

Database IDs

• PubChem SID: 162107619
• PubChem CID: 16394570

CALCULATED PROPERTIES

• Acid pKa: 3.5194075
• H Acceptors: 5
• H Donor: 2
• LogD (pH = 5.5): 0.4355895
• LogD (pH = 7.4): -0.96082646
• Log P: 2.4087057
• Molar Refractivity: 102.3264 cm^3
• Polarizability: 40.515522 Å^3
• Polar Surface Area: 103.78 Å^2
• Rotatable Bonds: 6
• Lipinski's Rule of Five: true