2-[(2-carbamimidamidoethyl)sulfanyl]butanedioic acid

• ChemBase ID: 103291
• Molecular Formular: C7H13N3O4S
• Molecular Mass: 235.26082
• Monoisotopic Mass: 235.06267691
• SMILES: NC(=N)NCCSC(CC(=O)O)C(=O)O
• Canonical SMILES: NC(=N)NCCSC(C(=O)O)CC(=O)O
• InChI: InChI=1S/C7H13N3O4S/c8-7(9)10-1-2-15-4(6(13)14)3-5(11)12/h4H,1-3H2,(H,11,12)(H,13,14)(H4,8,9,10)
• InChIKey: VKVCLXDFOQQABP-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-[(2-carbamimidamidoethyl)sulfanyl]butanedioic acid
• IUPAC Traditional name: gemsa
• Synonyms: GEMSA; (2-Guanidinoethylmercapto)succinic acid; (2-Guanidinoethylthio)succinic acid; GUANIDINOETHYLMERCAPTO-SUCCINIC ACID

Database IDs

• CAS Number: 77482-44-1
• PubChem SID: 162090697
• PubChem CID: 3464

CALCULATED PROPERTIES

• Acid pKa: 3.9118896
• H Acceptors: 7
• H Donor: 5
• LogD (pH = 5.5): -2.9923482
• LogD (pH = 7.4): -4.5517225
• Log P: -2.8439627
• Molar Refractivity: 64.5208 cm^3
• Polarizability: 20.944365 Å^3
• Polar Surface Area: 136.5 Å^2
• Rotatable Bonds: 7
• Lipinski's Rule of Five: true

DETAILS

MP Biomedicals - 02151211

A competitive inhibitor of human serum carboxypeptidase N. Ideal for use in the affinity chromatography of the enzyme.

REFERENCES

• T.H. Plummer and M.Y. Hurwitz, J. Biol. Chem., 253: 3907, (1978).