(2S)-2-[2-(1H-indol-3-yl)acetamido]butanedioic acid

• ChemBase ID: 5580
• Molecular Formular: C14H14N2O5
• Molecular Mass: 290.27136
• Monoisotopic Mass: 290.09027156
• SMILES: OC(=O)C[C@@H](C(=O)O)NC(=O)Cc1c[nH]c2c1cccc2
• Canonical SMILES: O=C(Cc1c[nH]c2c1cccc2)N[C@H](C(=O)O)CC(=O)O
• InChI: InChI=1S/C14H14N2O5/c17-12(16-11(14(20)21)6-13(18)19)5-8-7-15-10-4-2-1-3-9(8)10/h1-4,7,11,15H,5-6H2,(H,16,17)(H,18,19)(H,20,21)/t11-/m0/s1
• InChIKey: VAFNMNRKDDAKRM-NSHDSACASA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S)-2-[2-(1H-indol-3-yl)acetamido]butanedioic acid
• IUPAC Traditional name: (2S)-2-[2-(1H-indol-3-yl)acetamido]butanedioic acid
• Synonyms: N-[1H-INDOL-3-YL-ACETYL]ASPARTIC ACID

Database IDs

• PubChem SID: 99444422; 160969008
• PubChem CID: 446620

CALCULATED PROPERTIES

JChem

• Acid pKa: 3.7408154
• H Acceptors: 5
• H Donor: 4
• LogD (pH = 5.5): -1.5153381
• LogD (pH = 7.4): -4.636967
• Log P: 0.5314252
• Molar Refractivity: 71.7849 cm^3
• Polarizability: 28.856733 Å^3
• Polar Surface Area: 119.49 Å^2
• Rotatable Bonds: 6
• Lipinski's Rule of Five: true

ALOGPS 2.1

• Log P: 1.04
• LOG S: -3.1
• Solubility (Water): 2.28e-01 g/l

DETAILS

DrugBank - DB07951

Drug information: experimental