4-azido-2-hydroxy-N-[2-(pyridin-2-yldisulfanyl)ethyl]benzamide

• ChemBase ID: 161046
• Molecular Formular: C14H13N5O2S2
• Molecular Mass: 347.41532
• Monoisotopic Mass: 347.05106668
• SMILES: n1ccccc1SSCCNC(=O)c1c(cc(cc1)N=[N+]=[N-])O
• Canonical SMILES: [N-]=[N+]=Nc1ccc(c(c1)O)C(=O)NCCSSc1ccccn1
• InChI: InChI=1S/C14H13N5O2S2/c15-19-18-10-4-5-11(12(20)9-10)14(21)17-7-8-22-23-13-3-1-2-6-16-13/h1-6,9,20H,7-8H2,(H,17,21)
• InChIKey: YELWNIMQOUETBV-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 4-azido-2-hydroxy-N-[2-(pyridin-2-yldisulfanyl)ethyl]benzamide
• IUPAC Traditional name: 4-azido-2-hydroxy-N-[2-(pyridin-2-yldisulfanyl)ethyl]benzamide
• Synonyms: 4-Azido-2-hydroxy-N-[2-(2-pyridinyldithio)ethyl]benzamide; AET; S-[2-(4-Azidosalicylamido)ethylthio]-2-thiopyridine

Database IDs

• CAS Number: 164575-82-0
• PubChem SID: 162255181
• PubChem CID: 4390795

CALCULATED PROPERTIES

• Acid pKa: 7.647164
• H Acceptors: 5
• H Donor: 2
• LogD (pH = 5.5): 3.6095524
• LogD (pH = 7.4): 3.420354
• Log P: 3.727101
• Molar Refractivity: 93.3755 cm^3
• Polarizability: 34.578114 Å^3
• Polar Surface Area: 91.65 Å^2
• Rotatable Bonds: 7
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Chloroform; Methanol
• Apperance: Light Brown Solid
• Melting Point: 119-121°C

Safety Information

• Storage Condition: -20°C Freezer

DETAILS

Toronto Research Chemicals - A859000

AET is a radioionatable, cleavable, photoactivable cross linking agent. The maximum length of the linker arm between Ca of the amino acid of interest and the photoreactive atom is 14A. The AET absorbance maxima are: l max = 273nm; e= 2.6 x 104 ; l

REFERENCES

• Ebright, Y.W., et al.: Bioconjugate Chem., 7(3)
• 381-384 (1996)