5-[(3aS,4S,6aR)-2-oxo-hexahydro-1H-thieno[3,4-d]imidazolidin-4-yl]-N-(5-aminopentyl)pentanamide

• ChemBase ID: 162064
• Molecular Formular: C15H28N4O2S
• Molecular Mass: 328.47342
• Monoisotopic Mass: 328.19329716
• SMILES: N1C(=O)N[C@@H]2[C@@H](SC[C@H]12)CCCCC(=O)NCCCCCN
• Canonical SMILES: NCCCCCNC(=O)CCCC[C@@H]1SC[C@H]2[C@@H]1NC(=O)N2
• InChI: InChI=1S/C15H28N4O2S/c16-8-4-1-5-9-17-13(20)7-3-2-6-12-14-11(10-22-12)18-15(21)19-14/h11-12,14H,1-10,16H2,(H,17,20)(H2,18,19,21)/t11-,12-,14-/m0/s1
• InChIKey: CCSGGWGTGOLEHK-OBJOEFQTSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 5-[(3aS,4S,6aR)-2-oxo-hexahydro-1H-thieno[3,4-d]imidazolidin-4-yl]-N-(5-aminopentyl)pentanamide
• IUPAC Traditional name: 5-[(3aS,4S,6aR)-2-oxo-hexahydrothieno[3,4-d]imidazolidin-4-yl]-N-(5-aminopentyl)pentanamide
• Synonyms: (3aS,4S,6aR)-N-(5-Aminopentyl)hexahydro-2-oxo-thieno[3,4-d]imidazole-4-pentanamide; Biotinyl Cadaverine; Cadaverine-X-biotin; N-(5-Aminopentyl)biotinamide; 5-(Biotinamido)pentylamine

Database IDs

• CAS Number: 115416-38-1
• PubChem SID: 162256199
• PubChem CID: 83906

CALCULATED PROPERTIES

• Acid pKa: 13.493567
• H Acceptors: 3
• H Donor: 4
• LogD (pH = 5.5): -3.0629244
• LogD (pH = 7.4): -2.643114
• Log P: -0.038935635
• Molar Refractivity: 88.8306 cm^3
• Polarizability: 35.062325 Å^3
• Polar Surface Area: 96.25 Å^2
• Rotatable Bonds: 10
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Dichloromethane; Dimethylformamide
• Apperance: Light Brown Solid

DETAILS

Toronto Research Chemicals - B390340

Reagent used in the preparation of a variety of biotin derivatives.

REFERENCES

• Sharma, V., et al.: J. Biol. Chem., 284, 33079 (2009)
• Papalia, G., et al.: Anal. Biochem., 403, 30 (2009)
• Ito, T., et al.: Biochem., 49, 2604 (2009)