5-[(3aS,4S,6aR)-2-oxo-hexahydro-1H-thieno[3,4-d]imidazolidin-4-yl]-N-(2-{[2-amino(1,1-2H2)ethyl]disulfanyl}(2,2-2H2)ethyl)pentanamide

• ChemBase ID: 162116
• Molecular Formular: C14H26N4O2S3
• Molecular Mass: 378.57684
• Monoisotopic Mass: 378.12178909
• SMILES: N1C(=O)N[C@@H]2[C@@H](SC[C@H]12)CCCCC(=O)NCCSSCCN
• Canonical SMILES: NCCSSCCNC(=O)CCCC[C@@H]1SC[C@H]2[C@@H]1NC(=O)N2
• InChI: InChI=1S/C14H26N4O2S3/c15-5-7-22-23-8-6-16-12(19)4-2-1-3-11-13-10(9-21-11)17-14(20)18-13/h10-11,13H,1-9,15H2,(H,16,19)(H2,17,18,20)/t10-,11-,13-/m0/s1
• InChIKey: MFDWNMKIWHKJOW-GVXVVHGQSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 5-[(3aS,4S,6aR)-2-oxo-hexahydro-1H-thieno[3,4-d]imidazolidin-4-yl]-N-(2-{[2-amino(1,1-^2H₂)ethyl]disulfanyl}(2,2-^2H₂)ethyl)pentanamide
• IUPAC Traditional name: 5-[(3aS,4S,6aR)-2-oxo-hexahydrothieno[3,4-d]imidazolidin-4-yl]-N-(2-{[2-amino(1,1-^2H₂)ethyl]disulfanyl}(2,2-^2H₂)ethyl)pentanamide
• Synonyms: (3aS,4S,6aR)-N-[2-[(2-Aminoethyl-d2)dithio]ethyl-d2]hexahydro-2-oxo-1H-thieno[3,4-d]imidazole-4-pentanamide; Biotinyl Cystamine-d4

Database IDs

• PubChem SID: 162256251
• PubChem CID: 71314006

CALCULATED PROPERTIES

• Acid pKa: 13.492309
• H Acceptors: 3
• H Donor: 4
• LogD (pH = 5.5): -3.3891957
• LogD (pH = 7.4): -2.5411868
• Log P: -0.39114738
• Molar Refractivity: 100.063 cm^3
• Polarizability: 39.392117 Å^3
• Polar Surface Area: 96.25 Å^2
• Rotatable Bonds: 11
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - B395802

Labelled Biotinyl Cystamine (B395800). A photoaffinity label ligand crosslinking.

REFERENCES

• Li, H., et al.: J. Med. Chem., 38, 338 (1995)
• Yu, X., et al.: Biochemistry, 34, 3377 (1995)
• Ball, L., et al.: Protein Sci., 7, 758 (1995)