(2S)-3-(1H-indol-3-yl)-2-(1-oxo-2,3-dihydro-1H-isoindol-2-yl)propanoic acid

• ChemBase ID: 120191
• Molecular Formular: C19H16N2O3
• Molecular Mass: 320.34194
• Monoisotopic Mass: 320.11609238
• SMILES: N1(C(=O)c2c(C1)cccc2)[C@@H](Cc1c[nH]c2c1cccc2)C(=O)O
• Canonical SMILES: OC(=O)[C@@H](N1Cc2c(C1=O)cccc2)Cc1c[nH]c2c1cccc2
• InChI: InChI=1S/C19H16N2O3/c22-18-15-7-2-1-5-12(15)11-21(18)17(19(23)24)9-13-10-20-16-8-4-3-6-14(13)16/h1-8,10,17,20H,9,11H2,(H,23,24)/t17-/m0/s1
• InChIKey: UCIVYNVXNNEYDV-KRWDZBQOSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S)-3-(1H-indol-3-yl)-2-(1-oxo-2,3-dihydro-1H-isoindol-2-yl)propanoic acid
• IUPAC Traditional name: (2S)-3-(1H-indol-3-yl)-2-(1-oxo-3H-isoindol-2-yl)propanoic acid
• Synonyms: (S)-3-(1H-indol-3-yl)-2-(1-oxoisoindolin-2-yl)propanoic acid

Database IDs

• PubChem SID: 162214544
• PubChem CID: 1473532

CALCULATED PROPERTIES

• Acid pKa: 3.8374794
• H Acceptors: 3
• H Donor: 2
• LogD (pH = 5.5): 1.1582927
• LogD (pH = 7.4): -0.42046875
• Log P: 2.8243015
• Molar Refractivity: 89.7684 cm^3
• Polarizability: 35.09506 Å^3
• Polar Surface Area: 73.4 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true