N-[(2R)-4-chloro-1-(dodecylsulfanyl)-3-oxobutan-2-yl]acetamide

• ChemBase ID: 155704
• Molecular Formular: C18H34ClNO2S
• Molecular Mass: 363.98606
• Monoisotopic Mass: 363.19987801
• SMILES: CCCCCCCCCCCCSC[C@@H](C(=O)CCl)NC(=O)C
• Canonical SMILES: CCCCCCCCCCCCSC[C@@H](C(=O)CCl)NC(=O)C
• InChI: InChI=1S/C18H34ClNO2S/c1-3-4-5-6-7-8-9-10-11-12-13-23-15-17(18(22)14-19)20-16(2)21/h17H,3-15H2,1-2H3,(H,20,21)/t17-/m0/s1
• InChIKey: BJFZFJUPCKFQRI-KRWDZBQOSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: N-[(2R)-4-chloro-1-(dodecylsulfanyl)-3-oxobutan-2-yl]acetamide
• IUPAC Traditional name: N-[(2R)-4-chloro-1-(dodecylsulfanyl)-3-oxobutan-2-yl]acetamide
• Synonyms: Acetyl-Cys(dodecyl) chloromethyl ketone

Database IDs

• MDL Number: MFCD03093398
• PubChem SID: 162249842
• PubChem CID: 9863845

CALCULATED PROPERTIES

• Acid pKa: 12.48164
• H Acceptors: 2
• H Donor: 1
• LogD (pH = 5.5): 5.319336
• LogD (pH = 7.4): 5.319333
• Log P: 5.319336
• Molar Refractivity: 101.3535 cm^3
• Polarizability: 40.0453 Å^3
• Polar Surface Area: 46.17 Å^2
• Rotatable Bonds: 16
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Apperance: solid

Safety Information

• German water hazard class: 3
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter
• Storage Temperature: -20°C

Product Information

• Purity: ≥90% (HPLC)
• Empirical Formula (Hill Notation): C18H34ClNO2S

DETAILS

Sigma Aldrich - A9346

Biochem/physiol Actions
Potent cytotoxic chloromethylketone against human-lineage and T-lineage acute lymphoblastic leukemia cell lines