(2S)-2-amino-N-(4-methyl-2-oxo-2H-chromen-7-yl)-3-phenylpropanamide; trifluoroacetic acid

• ChemBase ID: 156560
• Molecular Formular: C21H19F3N2O5
• Molecular Mass: 436.3811696
• Monoisotopic Mass: 436.12460638
• SMILES: Cc1cc(=O)oc2c1ccc(c2)NC(=O)[C@H](Cc1ccccc1)N.C(=O)(C(F)(F)F)O
• Canonical SMILES: OC(=O)C(F)(F)F.O=C([C@H](Cc1ccccc1)N)Nc1ccc2c(c1)oc(=O)cc2C
• InChI: InChI=1S/C19H18N2O3.C2HF3O2/c1-12-9-18(22)24-17-11-14(7-8-15(12)17)21-19(23)16(20)10-13-5-3-2-4-6-13;3-2(4,5)1(6)7/h2-9,11,16H,10,20H2,1H3,(H,21,23);(H,6,7)/t16-;/m0./s1
• InChIKey: TWTCFDQXNADDLQ-NTISSMGPSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S)-2-amino-N-(4-methyl-2-oxo-2H-chromen-7-yl)-3-phenylpropanamide; trifluoroacetic acid
• IUPAC Traditional name: (2S)-2-amino-N-(4-methyl-2-oxochromen-7-yl)-3-phenylpropanamide; trifluoroacetic acid
• Synonyms: L-Phenylalanine 4-methyl-7-coumarinylamide trifluoroacetate salt; L-Phenylalanine 7-amido-4-methylcoumarin trifluoroacetate salt

Database IDs

• CAS Number: 108321-84-2
• MDL Number: MFCD00167024
• PubChem SID: 24887254; 162250697
• PubChem CID: 16218541

CALCULATED PROPERTIES

• Acid pKa: 13.035219
• H Acceptors: 3
• H Donor: 2
• LogD (pH = 5.5): 0.23278536
• LogD (pH = 7.4): 1.9268466
• Log P: 2.6214254
• Molar Refractivity: 93.1662 cm^3
• Polarizability: 35.378387 Å^3
• Polar Surface Area: 81.42 Å^2
• Rotatable Bonds: 5
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: ~200 °C
• Fluorescence: λex 320 nm; λem 383 nm in methanol

Safety Information

• German water hazard class: 3
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter

Product Information

• Purity: ≥99.0% (sum of enantiomers, HPLC)
• Grade: for fluorescence
• Empirical Formula (Hill Notation): C19H18N2O3 · C2HF3O2

DETAILS

Sigma Aldrich - 78089

Other Notes
Characterization of an aminopeptidase M-like enzyme from human skeletal muscle1