(2S)-2-amino-4-methyl-N-(naphthalen-2-yl)pentanamide hydrochloride

• ChemBase ID: 155555
• Molecular Formular: C16H21ClN2O
• Molecular Mass: 292.80374
• Monoisotopic Mass: 292.13424098
• SMILES: CC(C)C[C@@H](C(=O)Nc1ccc2ccccc2c1)N.Cl
• Canonical SMILES: CC(C[C@@H](C(=O)Nc1ccc2c(c1)cccc2)N)C.Cl
• InChI: InChI=1S/C16H20N2O.ClH/c1-11(2)9-15(17)16(19)18-14-8-7-12-5-3-4-6-13(12)10-14;/h3-8,10-11,15H,9,17H2,1-2H3,(H,18,19);1H/t15-;/m0./s1
• InChIKey: HTHKKWZMEVJWQF-RSAXXLAASA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S)-2-amino-4-methyl-N-(naphthalen-2-yl)pentanamide hydrochloride
• IUPAC Traditional name: (2S)-2-amino-4-methyl-N-(naphthalen-2-yl)pentanamide hydrochloride
• Synonyms: L-Leucine-2-naphthylamide hydrochloride; L-Leucine β-naphthylamide hydrochloride

Database IDs

• CAS Number: 893-36-7
• EC Number: 212-970-4
• MDL Number: MFCD00034972
• Beilstein Number: 3918167
• PubChem SID: 24896251; 162249693
• PubChem CID: 16219549

CALCULATED PROPERTIES

• Acid pKa: 13.236425
• H Acceptors: 2
• H Donor: 2
• LogD (pH = 5.5): 0.5165914
• LogD (pH = 7.4): 2.1758904
• Log P: 3.0991776
• Molar Refractivity: 78.8984 cm^3
• Polarizability: 31.680584 Å^3
• Polar Surface Area: 55.12 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: H2O: soluble
• Melting Point: 255-260 °C (dec.)
• Optical Rotation: [α]20/D +89±3°, c = 1% in H2O

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: ≥97.0% (AT)
• Quality: substrate for the det. of leucine aminopeptidase acc. Seligmann
• Empirical Formula (Hill Notation): C16H20N2O · HCl

DETAILS

Sigma Aldrich - L0376

Application
Substrate for leucine aminopeptidase determination in colorimetric and histochemical procedures.
Quality
Very low free β-naphthylamine.

Sigma Aldrich - 61900

Application
Substrate for leucine aminopeptidase determination in colorimetric and histochemical procedures.
Other Notes
Used as substrate: for the assay of leucine aminopeptidase (EC 3.4.1.1)1,2; Spectrophotometric assay of Aeromonas aminopeptidase3; in aminopeptidase profiling identification of bacterial pathogens by laser excited fluorescence4