(2S)-2-amino-4-(1,3-benzothiazol-2-ylsulfanyl)butanoic acid

• ChemBase ID: 161279
• Molecular Formular: C11H12N2O2S2
• Molecular Mass: 268.35518
• Monoisotopic Mass: 268.03401963
• SMILES: c1ccc2c(c1)sc(n2)SCC[C@H](N)C(=O)O
• Canonical SMILES: OC(=O)[C@H](CCSc1nc2c(s1)cccc2)N
• InChI: InChI=1S/C11H12N2O2S2/c12-7(10(14)15)5-6-16-11-13-8-3-1-2-4-9(8)17-11/h1-4,7H,5-6,12H2,(H,14,15)/t7-/m0/s1
• InChIKey: WEAHOOGBZVZGMR-ZETCQYMHSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S)-2-amino-4-(1,3-benzothiazol-2-ylsulfanyl)butanoic acid
• IUPAC Traditional name: (2S)-2-amino-4-(1,3-benzothiazol-2-ylsulfanyl)butanoic acid
• Synonyms: BTHC; S-2-Benzothiazolyl-L-homocysteine

Database IDs

• CAS Number: 102818-95-1
• PubChem SID: 162255414
• PubChem CID: 54425858

CALCULATED PROPERTIES

• Acid pKa: 2.2656343
• H Acceptors: 4
• H Donor: 2
• LogD (pH = 5.5): 0.012559707
• LogD (pH = 7.4): 0.009580615
• Log P: 0.012620492
• Molar Refractivity: 68.0552 cm^3
• Polarizability: 28.104176 Å^3
• Polar Surface Area: 76.21 Å^2
• Rotatable Bonds: 5
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - B206795

S-2-Benzothiazolyl-L-homocysteine is the homocysteine analog of BTC, an excellent substrate for purified glutamine transaminase K from mitochondria and cytosol.

REFERENCES

• Lash, L.H., et al.: Drug Metab. Dispos., 18, 50 (1990)