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

• ChemBase ID: 156004
• Molecular Formular: C17H19F3N2O5S
• Molecular Mass: 420.4033696
• Monoisotopic Mass: 420.09667738
• SMILES: Cc1cc(=O)oc2c1ccc(c2)NC(=O)[C@H](CCSC)N.C(=O)(C(F)(F)F)O
• Canonical SMILES: OC(=O)C(F)(F)F.CSCC[C@@H](C(=O)Nc1ccc2c(c1)oc(=O)cc2C)N
• InChI: InChI=1S/C15H18N2O3S.C2HF3O2/c1-9-7-14(18)20-13-8-10(3-4-11(9)13)17-15(19)12(16)5-6-21-2;3-2(4,5)1(6)7/h3-4,7-8,12H,5-6,16H2,1-2H3,(H,17,19);(H,6,7)/t12-;/m0./s1
• InChIKey: VSAUWUJWXBUSEU-YDALLXLXSA-N

NAMES AND DATABASE IDS

Names

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

Database IDs

• CAS Number: 94367-35-8
• MDL Number: MFCD00210065
• PubChem SID: 24883289; 162250142
• PubChem CID: 2733804

CALCULATED PROPERTIES

• Acid pKa: 13.046453
• H Acceptors: 3
• H Donor: 2
• LogD (pH = 5.5): -0.95521456
• LogD (pH = 7.4): 0.70782036
• Log P: 1.6165273
• Molar Refractivity: 85.6359 cm^3
• Polarizability: 32.534184 Å^3
• Polar Surface Area: 81.42 Å^2
• Rotatable Bonds: 6
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Optical Rotation: [α]20/D +68±3°, c = 1% in methanol

Safety Information

• European Hazard Symbols: Irritant (Xi)
• German water hazard class: 3
• Risk Statements: 36/37/38
• Safety Statements: 26-36
• 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
• Storage Temperature: 2-8°C

Product Information

• Purity: ≥99.0% (sum of enantiomers, HPLC)
• Empirical Formula (Hill Notation): C15H18N2O3S · C2HF3O2

DETAILS

Sigma Aldrich - 64367

Other Notes
Substrate for calpain1