(2S)-4-hydroxy-1-[3-(1H-indol-3-yl)propanoyl]pyrrolidine-2-carboxylic acid

• ChemBase ID: 215720
• Molecular Formular: C16H18N2O4
• Molecular Mass: 302.32512
• Monoisotopic Mass: 302.12665707
• SMILES: N1([C@H](C(=O)O)CC(C1)O)C(=O)CCc1c[nH]c2c1cccc2
• Canonical SMILES: OC1CN([C@@H](C1)C(=O)O)C(=O)CCc1c[nH]c2c1cccc2
• InChI: InChI=1S/C16H18N2O4/c19-11-7-14(16(21)22)18(9-11)15(20)6-5-10-8-17-13-4-2-1-3-12(10)13/h1-4,8,11,14,17,19H,5-7,9H2,(H,21,22)/t11?,14-/m0/s1
• InChIKey: ZRSLRYTUCRMAJR-IAXJKZSUSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S)-4-hydroxy-1-[3-(1H-indol-3-yl)propanoyl]pyrrolidine-2-carboxylic acid
• IUPAC Traditional name: (2S)-4-hydroxy-1-[3-(1H-indol-3-yl)propanoyl]pyrrolidine-2-carboxylic acid

Database IDs

• PubChem SID: 164271630
• PubChem CID: 16406281

CALCULATED PROPERTIES

• Acid pKa: 3.893794
• H Acceptors: 4
• H Donor: 3
• LogD (pH = 5.5): -0.86890906
• LogD (pH = 7.4): -2.4740155
• Log P: 0.7427737
• Molar Refractivity: 79.3575 cm^3
• Polarizability: 31.877869 Å^3
• Polar Surface Area: 93.63 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

PROPERTIES

Product Information

• Description: Isomers (4:1)
• Classification: Derivatives & analogs of Natural Compounds