(2R)-2-(1H-indol-3-yl)-2-[(2-sulfanylethoxy)amino]acetic acid

• ChemBase ID: 3133
• Molecular Formular: C12H14N2O3S
• Molecular Mass: 266.31616
• Monoisotopic Mass: 266.07251332
• SMILES: O=C(O)[C@H](NOCCS)c1c[nH]c2ccccc12
• Canonical SMILES: SCCON[C@H](c1c[nH]c2c1cccc2)C(=O)O
• InChI: InChI=1S/C12H14N2O3S/c15-12(16)11(14-17-5-6-18)9-7-13-10-4-2-1-3-8(9)10/h1-4,7,11,13-14,18H,5-6H2,(H,15,16)/t11-/m1/s1
• InChIKey: FJAWIBGKKKXXAL-LLVKDONJSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2R)-2-(1H-indol-3-yl)-2-[(2-sulfanylethoxy)amino]acetic acid
• IUPAC Traditional name: (R)-1H-indol-3-yl[(2-sulfanylethoxy)amino]acetic acid
• Synonyms: (1h-Indol-3-Yl)-(2-Mercapto-Ethoxyimino)-Acetic Acid

Database IDs

• PubChem SID: 46507395; 160966577
• PubChem CID: 447066

CALCULATED PROPERTIES

JChem

• Acid pKa: 4.376942
• H Acceptors: 4
• H Donor: 4
• LogD (pH = 5.5): 0.43505326
• LogD (pH = 7.4): -1.2656687
• Log P: 1.4214838
• Molar Refractivity: 80.6624 cm^3
• Polarizability: 28.67419 Å^3
• Polar Surface Area: 74.35 Å^2
• Rotatable Bonds: 6
• Lipinski's Rule of Five: true

ALOGPS 2.1

• Log P: 1.27
• LOG S: -3.4
• Solubility (Water): 1.06e-01 g/l

DETAILS

DrugBank - DB03455

Drug information: experimental