5-[(3aS,4S,6aR)-2-oxo-hexahydro-1H-thieno[3,4-d]imidazolidin-4-yl]-N-{6-[3-(pyridin-2-yldisulfanyl)propanamido]hexyl}pentanamide

• ChemBase ID: 162070
• Molecular Formular: C24H37N5O3S3
• Molecular Mass: 539.77728
• Monoisotopic Mass: 539.20585307
• SMILES: N1C(=O)N[C@@H]2[C@@H](SC[C@H]12)CCCCC(=O)NCCCCCCNC(=O)CCSSc1ncccc1
• Canonical SMILES: O=C(CCCC[C@@H]1SC[C@H]2[C@@H]1NC(=O)N2)NCCCCCCNC(=O)CCSSc1ccccn1
• InChI: InChI=1S/C24H37N5O3S3/c30-20(10-4-3-9-19-23-18(17-33-19)28-24(32)29-23)25-13-6-1-2-7-14-26-21(31)12-16-34-35-22-11-5-8-15-27-22/h5,8,11,15,18-19,23H,1-4,6-7,9-10,12-14,16-17H2,(H,25,30)(H,26,31)(H2,28,29,32)/t18-,19-,23-/m0/s1
• InChIKey: QLPHBNRMJLFRGO-YDHSSHFGSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 5-[(3aS,4S,6aR)-2-oxo-hexahydro-1H-thieno[3,4-d]imidazolidin-4-yl]-N-{6-[3-(pyridin-2-yldisulfanyl)propanamido]hexyl}pentanamide
• IUPAC Traditional name: 5-[(3aS,4S,6aR)-2-oxo-hexahydrothieno[3,4-d]imidazolidin-4-yl]-N-{6-[3-(pyridin-2-yldisulfanyl)propanamido]hexyl}pentanamide
• Synonyms: N-[6-(Biotinamido)hexyl]-3’-(2’-pyridyldithio)propionamide; Biotin HPDP

Database IDs

• CAS Number: 129179-83-5
• PubChem SID: 162256205
• PubChem CID: 15949894

CALCULATED PROPERTIES

• Acid pKa: 13.487161
• H Acceptors: 4
• H Donor: 4
• LogD (pH = 5.5): 2.4753327
• LogD (pH = 7.4): 2.4757767
• Log P: 2.4757826
• Molar Refractivity: 143.9482 cm^3
• Polarizability: 56.972347 Å^3
• Polar Surface Area: 112.22 Å^2
• Rotatable Bonds: 17
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Solubility: DMSO; Methanol
• Apperance: Off-White to Pale Yellow Solid
• Melting Point: 160-163°C

Safety Information

• Storage Condition: -20°C Freezer

DETAILS

Toronto Research Chemicals - B390750

This compounds reacts specifically with thiol groups.

REFERENCES

• Le Moan, N., et al.: J. Biol. Chem., 281, 10420 (2006)