3-(pyridin-2-yldisulfanyl)-N-{4-[3-(pyridin-2-yldisulfanyl)propanamido]butyl}propanamide

• ChemBase ID: 156008
• Molecular Formular: C20H26N4O2S4
• Molecular Mass: 482.70604
• Monoisotopic Mass: 482.09386009
• SMILES: c1ccnc(c1)SSCCC(=O)NCCCCNC(=O)CCSSc1ccccn1
• Canonical SMILES: O=C(CCSSc1ccccn1)NCCCCNC(=O)CCSSc1ccccn1
• InChI: InChI=1S/C20H26N4O2S4/c25-17(9-15-27-29-19-7-1-3-13-23-19)21-11-5-6-12-22-18(26)10-16-28-30-20-8-2-4-14-24-20/h1-4,7-8,13-14H,5-6,9-12,15-16H2,(H,21,25)(H,22,26)
• InChIKey: JMUAKWNHKQBPGJ-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 3-(pyridin-2-yldisulfanyl)-N-{4-[3-(pyridin-2-yldisulfanyl)propanamido]butyl}propanamide
• IUPAC Traditional name: 3-(pyridin-2-yldisulfanyl)-N-{4-[3-(pyridin-2-yldisulfanyl)propanamido]butyl}propanamide
• Synonyms: 1,16-Di(2-pyridyl)-1,2,15,16-tetrathia-6,11-diazahexadecane-5,12-dione; DPDPB; N, N′-Tetramethylenebis[3-(2-pyridyldithio)propionamide]; 1,4-Bis[3-(2-pyridyldithio)propionamido]butane

Database IDs

• CAS Number: 141647-62-3
• MDL Number: MFCD00153604
• PubChem SID: 162250146; 24850165
• PubChem CID: 4187644

CALCULATED PROPERTIES

• Acid pKa: 14.938943
• H Acceptors: 4
• H Donor: 2
• LogD (pH = 5.5): 3.2942822
• LogD (pH = 7.4): 3.2951674
• Log P: 3.295179
• Molar Refractivity: 128.4118 cm^3
• Polarizability: 51.27899 Å^3
• Polar Surface Area: 83.98 Å^2
• Rotatable Bonds: 15
• Lipinski's Rule of Five: true

PROPERTIES

Safety Information

• European Hazard Symbols: Irritant (Xi)
• German water hazard class: 3
• Risk Statements: 36/37/38
• Safety Statements: 26-36
• GHS Pictograms: GHS07
• GHS Signal Word: Warning
• GHS Hazard statements: H315-H319-H335
• GHS Precautionary statements: P261-P305 + P351 + P338
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves
• Storage Temperature: 2-8°C

Product Information

• Purity: ≥85% (HPLC)
• Empirical Formula (Hill Notation): C20H26N4O2S4

DETAILS

Sigma Aldrich - 16646

Other Notes
Reagent for protein-protein cross-linking via cysteine crosslinking1
Application
1,4-Bis[3-(2-pyridyldithio)propionamido]butane can be used to study protein structural analysis, protein modification, proteomics and homobifunctional cross-linking reagents.