2,5-dioxopyrrolidin-1-yl 6-[3-(pyridin-2-yldisulfanyl)propanamido]hexanoate

• ChemBase ID: 177945
• Molecular Formular: C18H23N3O5S2
• Molecular Mass: 425.52232
• Monoisotopic Mass: 425.10791285
• SMILES: c1cnc(cc1)SSCCC(=O)NCCCCCC(=O)ON1C(=O)CCC1=O
• Canonical SMILES: O=C(CCSSc1ccccn1)NCCCCCC(=O)ON1C(=O)CCC1=O
• InChI: InChI=1S/C18H23N3O5S2/c22-14(10-13-27-28-15-6-3-5-12-20-15)19-11-4-1-2-7-18(25)26-21-16(23)8-9-17(21)24/h3,5-6,12H,1-2,4,7-11,13H2,(H,19,22)
• InChIKey: QYEAAMBIUQLHFQ-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2,5-dioxopyrrolidin-1-yl 6-[3-(pyridin-2-yldisulfanyl)propanamido]hexanoate
• IUPAC Traditional name: 2,5-dioxopyrrolidin-1-yl 6-[3-(pyridin-2-yldisulfanyl)propanamido]hexanoate
• Synonyms: N-[6-[(2,5-Dioxo-1-pyrrolidinyl)oxy]-6-oxohexyl]-3-(2-pyridinyldithio)propanamide; LC-SPDP; Succinimidyl 6-[3-(2-Pyridyldithio)propionamido]hexanoate

Database IDs

• CAS Number: 158913-22-5
• PubChem SID: 164233855
• PubChem CID: 157808

CALCULATED PROPERTIES

• Acid pKa: 14.978167
• H Acceptors: 5
• H Donor: 1
• LogD (pH = 5.5): 1.7066224
• LogD (pH = 7.4): 1.707065
• Log P: 1.7070706
• Molar Refractivity: 105.7302 cm^3
• Polarizability: 42.149452 Å^3
• Polar Surface Area: 105.67 Å^2
• Rotatable Bonds: 13
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: DMSO; Methanol
• Apperance: White Solid
• Melting Point: 92-94°C

Safety Information

• Storage Condition: Hygroscopic, Refrigerator, Under Inert Atmosphere

DETAILS

Toronto Research Chemicals - S691800

A sulfhydryl and amino reactive heterobifunctional protein crosslinking reagent.

REFERENCES

• Carlsson, J., et al.: Biochem. J., 173, 723 (1978)