(2S)-2-amino-4-methyl-N-(4-methyl-2-oxo-2H-chromen-7-yl)pentanamide hydrochloride

• ChemBase ID: 133913
• Molecular Formular: C16H21ClN2O3
• Molecular Mass: 324.80254
• Monoisotopic Mass: 324.12407022
• SMILES: Cc1cc(=O)oc2c1ccc(c2)NC(=O)[C@H](CC(C)C)N.Cl
• Canonical SMILES: CC(C[C@@H](C(=O)Nc1ccc2c(c1)oc(=O)cc2C)N)C.Cl
• InChI: InChI=1S/C16H20N2O3.ClH/c1-9(2)6-13(17)16(20)18-11-4-5-12-10(3)7-15(19)21-14(12)8-11;/h4-5,7-9,13H,6,17H2,1-3H3,(H,18,20);1H/t13-;/m0./s1
• InChIKey: VCRXITKKWBOQRZ-ZOWNYOTGSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S)-2-amino-4-methyl-N-(4-methyl-2-oxo-2H-chromen-7-yl)pentanamide hydrochloride
• IUPAC Traditional name: (2S)-2-amino-4-methyl-N-(4-methyl-2-oxochromen-7-yl)pentanamide hydrochloride
• Synonyms: L-Leucine 7-amido-4-methylcoumarin hydrochloride; L-Leucine-(4-methyl-7-coumarinylamide) hydrochloride; L-Leucine-4-methyl-7-coumarinylamide hydrochloride; L-Leucine-4-methylumbelliferylamide hydrochloride; Leu-AMC; L-Leucine 7-amido-4-methyl coumarin hydrochloride; L-Leucine-7-amido-4-methylcoumarin hydrochloride; L-亮氨酸 7-酰胺基-4-甲基香豆素 盐酸盐; 1,2-二软酯酰基蛋黄素 盐酸盐

Database IDs

• CAS Number: 62480-44-8
• MDL Number: MFCD00043262
• Beilstein Number: 1258699
• PubChem SID: 24896303; 24882177; 162228190
• PubChem CID: 2733202

CALCULATED PROPERTIES

• Acid pKa: 13.047167
• H Acceptors: 3
• H Donor: 2
• LogD (pH = 5.5): -0.36337495
• LogD (pH = 7.4): 1.2959193
• Log P: 2.2192092
• Molar Refractivity: 82.2208 cm^3
• Polarizability: 31.310612 Å^3
• Polar Surface Area: 81.42 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 283 °C (dec.)(lit.)
• Optical Rotation: [α]20/D +54°, c = 1 in ethanol; [α]20/D +62.0±2.0°, c = 1% in methanol
• Fluorescence: λex 325 nm; λem 397 nm in 0.1 M Tris pH 8.0; λex 327 nm; λem 349 nm (pH 8.0); λex 380 nm; λem 440 nm (after digestion with leucine aminopeptidase); λex 380 nm; λem 440 nm (Reaction product)

Safety Information

• German water hazard class: 3
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter
• Storage Temperature: -20°C; 2-8°C

Product Information

• Purity: ≥99.0% (HPLC); 99%
• Grade: for fluorescence
• Empirical Formula (Hill Notation): C16H20N2O3 · HCl

DETAILS

Sigma Aldrich - 61888

Other Notes
Fluorogenic substrate for leucine aminopeptidase1