(2S)-2-benzenesulfonamido-3-(1H-indol-3-yl)propanoic acid

• ChemBase ID: 122410
• Molecular Formular: C17H16N2O4S
• Molecular Mass: 344.38494
• Monoisotopic Mass: 344.083078
• SMILES: S(=O)(=O)(N[C@H](C(=O)O)Cc1c[nH]c2c1cccc2)c1ccccc1
• Canonical SMILES: OC(=O)[C@@H](NS(=O)(=O)c1ccccc1)Cc1c[nH]c2c1cccc2
• InChI: InChI=1S/C17H16N2O4S/c20-17(21)16(19-24(22,23)13-6-2-1-3-7-13)10-12-11-18-15-9-5-4-8-14(12)15/h1-9,11,16,18-19H,10H2,(H,20,21)/t16-/m0/s1
• InChIKey: VAHNPPHUNSPFKI-INIZCTEOSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S)-2-benzenesulfonamido-3-(1H-indol-3-yl)propanoic acid
• IUPAC Traditional name: (2S)-2-benzenesulfonamido-3-(1H-indol-3-yl)propanoic acid
• Synonyms: (S)-3-(1H-indol-3-yl)-2-(phenylsulfonamido)propanoic acid

Database IDs

• PubChem SID: 162216763
• PubChem CID: 770862

CALCULATED PROPERTIES

• Acid pKa: 3.4462266
• H Acceptors: 4
• H Donor: 3
• LogD (pH = 5.5): 0.5614734
• LogD (pH = 7.4): -0.78661084
• Log P: 2.6047885
• Molar Refractivity: 89.3966 cm^3
• Polarizability: 36.42899 Å^3
• Polar Surface Area: 99.26 Å^2
• Rotatable Bonds: 5
• Lipinski's Rule of Five: true