(2R)-2-amino-3-{[2-(dihydroxyboranyl)ethyl]sulfanyl}propanoic acid

• ChemBase ID: 3383
• Molecular Formular: C5H12BNO4S
• Molecular Mass: 193.02908
• Monoisotopic Mass: 193.05800927
• SMILES: N[C@@H](CSCCB(O)O)C(=O)O
• Canonical SMILES: OB(CCSC[C@@H](C(=O)O)N)O
• InChI: InChI=1S/C5H12BNO4S/c7-4(5(8)9)3-12-2-1-6(10)11/h4,10-11H,1-3,7H2,(H,8,9)/t4-/m0/s1
• InChIKey: OTJHLDXXJHAZTN-BYPYZUCNSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2R)-2-amino-3-{[2-(dihydroxyboranyl)ethyl]sulfanyl}propanoic acid
• IUPAC Traditional name: S-(2-boronoethyl)-L-cysteine
• Synonyms: S-2-(Boronoethyl)-L-Cysteine

Database IDs

• PubChem SID: 160966824; 46504906
• PubChem CID: 9877608

CALCULATED PROPERTIES

JChem

• Acid pKa: 1.8414152
• H Acceptors: 5
• H Donor: 4
• LogD (pH = 5.5): -3.3069556
• LogD (pH = 7.4): -3.3134878
• Log P: -3.307054
• Molar Refractivity: 41.5331 cm^3
• Polarizability: 18.35563 Å^3
• Polar Surface Area: 103.78 Å^2
• Rotatable Bonds: 6
• Lipinski's Rule of Five: true

ALOGPS 2.1

• Log P: -2.97
• LOG S: -2.32
• Solubility (Water): 1.01e+00 g/l

DETAILS

DrugBank - DB03731

Drug information: experimental