(2S)-2-amino-3-(4-hydroxyphenyl)-N-[2-oxo-4-(trifluoromethyl)-2H-chromen-7-yl]propanamide

• ChemBase ID: 106279
• Molecular Formular: C19H15F3N2O4
• Molecular Mass: 392.3286096
• Monoisotopic Mass: 392.09839163
• SMILES: N[C@@H](Cc1ccc(cc1)O)C(=O)Nc1ccc2c(c1)oc(=O)cc2C(F)(F)F
• Canonical SMILES: O=C([C@H](Cc1ccc(cc1)O)N)Nc1ccc2c(c1)oc(=O)cc2C(F)(F)F
• InChI: InChI=1S/C19H15F3N2O4/c20-19(21,22)14-9-17(26)28-16-8-11(3-6-13(14)16)24-18(27)15(23)7-10-1-4-12(25)5-2-10/h1-6,8-9,15,25H,7,23H2,(H,24,27)/t15-/m0/s1
• InChIKey: TVSLHTJUHPZQKM-HNNXBMFYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S)-2-amino-3-(4-hydroxyphenyl)-N-[2-oxo-4-(trifluoromethyl)-2H-chromen-7-yl]propanamide
• IUPAC Traditional name: (2S)-2-amino-3-(4-hydroxyphenyl)-N-[2-oxo-4-(trifluoromethyl)chromen-7-yl]propanamide
• Synonyms: Tyr-AFC; Y-AFC; L-Tyr-7-Amino-4-trifluoromethylcoumarin

Database IDs

• PubChem SID: 162105407
• PubChem CID: 25108501

CALCULATED PROPERTIES

• Acid pKa: 9.518045
• H Acceptors: 4
• H Donor: 3
• LogD (pH = 5.5): 0.27512786
• LogD (pH = 7.4): 1.9652982
• Log P: 2.5223317
• Molar Refractivity: 96.0796 cm^3
• Polarizability: 35.30412 Å^3
• Polar Surface Area: 101.65 Å^2
• Rotatable Bonds: 5
• Lipinski's Rule of Five: true