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

• ChemBase ID: 4064
• Molecular Formular: C7H13N3O4S
• Molecular Mass: 235.26082
• Monoisotopic Mass: 235.06267691
• SMILES: NC(=N)NCCS[C@@H](CC(=O)O)C(=O)O
• Canonical SMILES: NC(=N)NCCS[C@H](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)/t4-/m0/s1
• InChIKey: VKVCLXDFOQQABP-BYPYZUCNSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S)-2-[(2-carbamimidamidoethyl)sulfanyl]butanedioic acid
• IUPAC Traditional name: gemsa
• Synonyms: gemsa; guanidinoethylmercaptosuccinic acid; Guanidinoethyl-Mercaptosuccinic Acid; Guanidinoethylmercaptosuccinic acid

Database IDs

• CAS Number: 77482-44-1
• PubChem SID: 160967498; 46506328
• PubChem CID: 446018

CALCULATED PROPERTIES

JChem

• 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

ALOGPS 2.1

• Log P: -1.22
• LOG S: -2.09
• Solubility (Water): 1.93e+00 g/l

DETAILS

DrugBank - DB04489

Drug information: experimental