(2S,4R)-4-hydroxy-N-(naphthalen-2-yl)pyrrolidine-2-carboxamide

• ChemBase ID: 155242
• Molecular Formular: C15H16N2O2
• Molecular Mass: 256.29974
• Monoisotopic Mass: 256.12117776
• SMILES: c1ccc2cc(ccc2c1)NC(=O)[C@@H]1C[C@H](CN1)O
• Canonical SMILES: O[C@H]1CN[C@@H](C1)C(=O)Nc1ccc2c(c1)cccc2
• InChI: InChI=1S/C15H16N2O2/c18-13-8-14(16-9-13)15(19)17-12-6-5-10-3-1-2-4-11(10)7-12/h1-7,13-14,16,18H,8-9H2,(H,17,19)/t13-,14+/m1/s1
• InChIKey: RPDYJTXWIGUABB-KGLIPLIRSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S,4R)-4-hydroxy-N-(naphthalen-2-yl)pyrrolidine-2-carboxamide
• IUPAC Traditional name: (2S,4R)-4-hydroxy-N-(naphthalen-2-yl)pyrrolidine-2-carboxamide
• Synonyms: (2S-trans)-4-Hydroxy-N-2-naphthalenyl-2-pyrrolidinecarboxamide; (2S,4R)-4-Hydroxy-N-2-naphthalenyl-2-pyrrolidinecarboxamide; trans 4-Hydroxy-L-proline β-Naphthylamide; HydroxyPro-betaNA; trans-4-Hydroxy-L-proline β-naphthylamide

Database IDs

• CAS Number: 3326-64-5
• EC Number: 222-045-7
• MDL Number: MFCD00083632
• PubChem SID: 162249380; 24895789
• PubChem CID: 7408247

CALCULATED PROPERTIES

• Acid pKa: 13.214035
• H Acceptors: 3
• H Donor: 3
• LogD (pH = 5.5): -1.78182
• LogD (pH = 7.4): -0.21480687
• Log P: 1.1789396
• Molar Refractivity: 74.1097 cm^3
• Polarizability: 29.668043 Å^3
• Polar Surface Area: 61.36 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

PROPERTIES

Safety Information

• Storage Condition: -20°C Freezer
• European Hazard Symbols: Harmful (Xn)
• German water hazard class: 3
• Risk Statements: 40
• Safety Statements: 22-36
• GHS Pictograms: GHS08
• GHS Signal Word: Warning
• GHS Hazard statements: H351
• GHS Precautionary statements: P281
• Personal Protective Equipment: Eyeshields, full-face particle respirator type N100 (US), Gloves, respirator cartridge type N100 (US), type P1 (EN143) respirator filter, type P3 (EN 143) respirator cartridges
• Storage Temperature: -20°C

Product Information

• Empirical Formula (Hill Notation): C15H16N2O2

DETAILS

Sigma Aldrich - H7259

Application
Trans-4-Hydroxy-L-proline β-naphthylamide (HydroxyPro-βNA) is used for colorimetric determination of bacterial peptidase(s).

Toronto Research Chemicals - H952390

Used for colorimetric determination of peptidase activity in bacteria.