(2R)-2-(3-carboxypropanamido)-4-(methylsulfanyl)butanoic acid

• ChemBase ID: 4083
• Molecular Formular: C9H15NO5S
• Molecular Mass: 249.2841
• Monoisotopic Mass: 249.06709359
• SMILES: OC(=O)CCC(=O)N[C@@H](C(=O)O)CCSC
• Canonical SMILES: CSCC[C@H](C(=O)O)NC(=O)CCC(=O)O
• InChI: InChI=1S/C9H15NO5S/c1-16-5-4-6(9(14)15)10-7(11)2-3-8(12)13/h6H,2-5H2,1H3,(H,10,11)(H,12,13)(H,14,15)/t6-/m1/s1
• InChIKey: CZFFMUMOBDIXJU-ZCFIWIBFSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2R)-2-(3-carboxypropanamido)-4-(methylsulfanyl)butanoic acid
• IUPAC Traditional name: @N-succinyl methionine
• Synonyms: N-Succinyl Methionine

Database IDs

• PubChem SID: 46504882; 160967516
• PubChem CID: 448581

CALCULATED PROPERTIES

JChem

• Acid pKa: 3.5370812
• H Acceptors: 5
• H Donor: 3
• LogD (pH = 5.5): -3.4838908
• LogD (pH = 7.4): -6.6682067
• Log P: -0.2835736
• Molar Refractivity: 57.9231 cm^3
• Polarizability: 22.796028 Å^3
• Polar Surface Area: 103.7 Å^2
• Rotatable Bonds: 8
• Lipinski's Rule of Five: true

ALOGPS 2.1

• Log P: -0.41
• LOG S: -2.03
• Solubility (Water): 2.31e+00 g/l

DETAILS

DrugBank - DB04511

Drug information: experimental