(2S)-3-methyl-2-(2-sulfanylpropanamido)butanoic acid

• ChemBase ID: 172684
• Molecular Formular: C8H15NO3S
• Molecular Mass: 205.2746
• Monoisotopic Mass: 205.07726435
• SMILES: C(C(=O)N[C@H](C(=O)O)C(C)C)(S)C
• Canonical SMILES: CC(C(=O)N[C@H](C(=O)O)C(C)C)S
• InChI: InChI=1S/C8H15NO3S/c1-4(2)6(8(11)12)9-7(10)5(3)13/h4-6,13H,1-3H3,(H,9,10)(H,11,12)/t5?,6-/m0/s1
• InChIKey: LPQVCURJKWLHLV-GDVGLLTNSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S)-3-methyl-2-(2-sulfanylpropanamido)butanoic acid
• IUPAC Traditional name: (2S)-3-methyl-2-(2-sulfanylpropanamido)butanoic acid
• Synonyms: N-(2-Mercapto-1-oxopropyl)-L-valine

Database IDs

• PubChem SID: 164228594
• PubChem CID: 22799798

CALCULATED PROPERTIES

• Acid pKa: 4.1032677
• H Acceptors: 3
• H Donor: 3
• LogD (pH = 5.5): -0.48771918
• LogD (pH = 7.4): -2.1784391
• Log P: 0.92296016
• Molar Refractivity: 51.2598 cm^3
• Polarizability: 20.310225 Å^3
• Polar Surface Area: 66.4 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - M225420

Tiopronin valine analog.