(4-{5-[(3aS,4S,6aR)-2-oxo-hexahydro-1H-thieno[3,4-d]imidazolidin-4-yl]pentanamido}phenyl)arsonous acid

• ChemBase ID: 162103
• Molecular Formular: C16H22AsN3O4S
• Molecular Mass: 427.35018
• Monoisotopic Mass: 427.0546982
• SMILES: c1cc(ccc1[As](O)O)NC(=O)CCCC[C@@H]1SC[C@@H]2NC(=O)N[C@H]12
• Canonical SMILES: O[As](c1ccc(cc1)NC(=O)CCCC[C@@H]1SC[C@H]2[C@@H]1NC(=O)N2)O
• InChI: InChI=1S/C16H22AsN3O4S/c21-14(18-11-7-5-10(6-8-11)17(23)24)4-2-1-3-13-15-12(9-25-13)19-16(22)20-15/h5-8,12-13,15,23-24H,1-4,9H2,(H,18,21)(H2,19,20,22)/t12-,13-,15-/m0/s1
• InChIKey: KIGNHFTUMFFUSZ-YDHLFZDLSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (4-{5-[(3aS,4S,6aR)-2-oxo-hexahydro-1H-thieno[3,4-d]imidazolidin-4-yl]pentanamido}phenyl)arsonous acid
• IUPAC Traditional name: 4-{5-[(3aS,4S,6aR)-2-oxo-hexahydrothieno[3,4-d]imidazolidin-4-yl]pentanamido}phenylarsonous acid
• Synonyms: As-[4-[[5-[(3aS,4S,6aR)-Hexahydro-2-oxo-1H-thieno[3,4-d]imidazol-4-yl]-1-oxopentyl]amino]phenyl]arsinic Acid; N-Biotinyl p-Aminophenyl Arsinic Acid

Database IDs

• CAS Number: 212391-23-6
• PubChem SID: 162256238
• PubChem CID: 71313998

CALCULATED PROPERTIES

• Acid pKa: 9.501826
• H Acceptors: 4
• H Donor: 5
• LogD (pH = 5.5): 0.56915694
• LogD (pH = 7.4): 0.56579703
• Log P: 0.5692
• Molar Refractivity: 92.8737 cm^3
• Polarizability: 39.14811 Å^3
• Polar Surface Area: 110.69 Å^2
• Rotatable Bonds: 7
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: DMSO; Methanol
• Apperance: Off-White Solid
• Melting Point: 231-235°C

Safety Information

• Storage Condition: -20°C Freezer, Under Inert Atmosphere

DETAILS

Toronto Research Chemicals - B394970

The arsenic-biotin conjugate combines the characteristic of biotin and an arsenic reagent and therefore is bifunctional for thiols and avidin (or streptavidin). This conjugate has been used in the study of Torpedo nicotinic receptors and recently, for the

REFERENCES

• Shi, W., et al.: J. Biol. Chem., 271, 9291 (1996)
• Miller, W., et al.: Cancer Res., 62, 3893 (1996)