(2S)-1-[carboxy(1H-indol-3-yl)methyl]pyrrolidine-2-carboxylic acid

• ChemBase ID: 221463
• Molecular Formular: C15H16N2O4
• Molecular Mass: 288.29854
• Monoisotopic Mass: 288.111007
• SMILES: c1(C(N2[C@H](C(=O)O)CCC2)C(=O)O)c[nH]c2c1cccc2
• Canonical SMILES: OC(=O)C(c1c[nH]c2c1cccc2)N1CCC[C@H]1C(=O)O
• InChI: InChI=1S/C15H16N2O4/c18-14(19)12-6-3-7-17(12)13(15(20)21)10-8-16-11-5-2-1-4-9(10)11/h1-2,4-5,8,12-13,16H,3,6-7H2,(H,18,19)(H,20,21)/t12-,13?/m0/s1
• InChIKey: JGFCJYDOUCDRDX-UEWDXFNNSA-N

NAMES AND DATABASE IDS

Names

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

Database IDs

• PubChem SID: 164277373
• PubChem CID: 42648815

CALCULATED PROPERTIES

• Acid pKa: 2.8023574
• H Acceptors: 5
• H Donor: 3
• LogD (pH = 5.5): -2.8499138
• LogD (pH = 7.4): -4.30476
• Log P: -1.1097811
• Molar Refractivity: 74.888 cm^3
• Polarizability: 30.242723 Å^3
• Polar Surface Area: 93.63 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

PROPERTIES

Product Information

• Classification: Derivatives & analogs of Natural Compounds