(2S)-2-amino-N-(9-oxo-9,10-dihydroacridin-2-yl)-3-phenylpropanamide

• ChemBase ID: 155819
• Molecular Formular: C22H19N3O2
• Molecular Mass: 357.40516
• Monoisotopic Mass: 357.14772686
• SMILES: c1ccc(cc1)C[C@@H](C(=O)Nc1ccc2c(c1)c(=O)c1ccccc1[nH]2)N
• Canonical SMILES: N[C@H](C(=O)Nc1ccc2c(c1)c(=O)c1c([nH]2)cccc1)Cc1ccccc1
• InChI: InChI=1S/C22H19N3O2/c23-18(12-14-6-2-1-3-7-14)22(27)24-15-10-11-20-17(13-15)21(26)16-8-4-5-9-19(16)25-20/h1-11,13,18H,12,23H2,(H,24,27)(H,25,26)/t18-/m0/s1
• InChIKey: WINNAKHIQUIPDH-SFHVURJKSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S)-2-amino-N-(9-oxo-9,10-dihydroacridin-2-yl)-3-phenylpropanamide
• IUPAC Traditional name: (2S)-2-amino-N-(9-oxo-10H-acridin-2-yl)-3-phenylpropanamide
• Synonyms: N-(L-Phenylalanyl)-2-aminoacridone

Database IDs

• CAS Number: 352525-09-8
• MDL Number: MFCD01863104
• PubChem SID: 162249957; 24887257
• PubChem CID: 16218543

CALCULATED PROPERTIES

• Acid pKa: 14.094564
• H Acceptors: 4
• H Donor: 3
• LogD (pH = 5.5): 2.510677
• LogD (pH = 7.4): 4.194456
• Log P: 4.73795
• Molar Refractivity: 106.3973 cm^3
• Polarizability: 40.235443 Å^3
• Polar Surface Area: 84.22 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Fluorescence: λex 398 nm; λem 440 nm in 0.1 M Tris pH 8.0

Safety Information

• European Hazard Symbols: Irritant (Xi)
• German water hazard class: 3
• Risk Statements: 36/37/38
• Safety Statements: 26
• GHS Pictograms: GHS07
• GHS Signal Word: Warning
• GHS Hazard statements: H315-H319-H335
• GHS Precautionary statements: P261-P305 + P351 + P338
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves

Product Information

• Purity: ≥97.0% (HPLC)
• Particle Size: ≥45 μm (95%)
• Suitability: suitable for fluorescence
• Extent of Labeling: 0.7-1.1 mmol/g loading
• Empirical Formula (Hill Notation): C22H19N3O2

DETAILS

Sigma Aldrich - 78105

Analysis Note
In addition to the emission maximum at 440 nm, there is a lower maximum at 463 nm.