(3S)-3-amino-1-chloro-5-methylhexan-2-one hydrochloride

• ChemBase ID: 104232
• Molecular Formular: C7H15Cl2NO
• Molecular Mass: 200.1061
• Monoisotopic Mass: 199.05306947
• SMILES: Cl.CC(C)C[C@H](N)C(=O)CCl
• Canonical SMILES: ClCC(=O)[C@H](CC(C)C)N.Cl
• InChI: InChI=1S/C7H14ClNO.ClH/c1-5(2)3-6(9)7(10)4-8;/h5-6H,3-4,9H2,1-2H3;1H/t6-;/m0./s1
• InChIKey: DRZZRBOLWKRHPF-RGMNGODLSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (3S)-3-amino-1-chloro-5-methylhexan-2-one hydrochloride
• IUPAC Traditional name: (3S)-3-amino-1-chloro-5-methylhexan-2-one hydrochloride
• Synonyms: L-LEUCINE CHLOROMETHYL KETONE; Leu-CMK HCl; L-Leucine chloromethyl ketone hydrochloride

Database IDs

• CAS Number: 54518-92-2
• MDL Number: MFCD00238011
• PubChem SID: 24896287; 162091635
• PubChem CID: 16219556

CALCULATED PROPERTIES

• Acid pKa: 15.532388
• H Acceptors: 2
• H Donor: 1
• LogD (pH = 5.5): -0.9103565
• LogD (pH = 7.4): 0.7789258
• Log P: 1.5423682
• Molar Refractivity: 42.4752 cm^3
• Polarizability: 17.056 Å^3
• Polar Surface Area: 43.09 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 144-146°C

Safety Information

• Storage Condition: Room Temperature (15-30°C)
• German water hazard class: 3
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter

Product Information

• Empirical Formula (Hill Notation): C7H14ClNO · HCl

DETAILS

MP Biomedicals - 02155193

Hydrochloride

Sigma Aldrich - L1636

Biochem/physiol Actions
L-Leucine chloromethyl ketone (Leu-CMK) is used as a lysosomal cysteine protease inhibitor and as an insulin-like stimulator of lipid synthesis. L-Leucine chloromethyl ketone (Leu-CMK) may be acetylated to generate acetylleucine chloromethyl ketone, an inhibitor of acylpeptide hydrolase.