(2S)-2-amino-3-(1H-indol-3-yl)-N-[2-oxo-4-(trifluoromethyl)-2H-chromen-7-yl]propanamide

• ChemBase ID: 106278
• Molecular Formular: C21H16F3N3O3
• Molecular Mass: 415.3652496
• Monoisotopic Mass: 415.11437605
• SMILES: N[C@@H](Cc1c[nH]c2c1cccc2)C(=O)Nc1ccc2c(c1)oc(=O)cc2C(F)(F)F
• Canonical SMILES: O=C([C@H](Cc1c[nH]c2c1cccc2)N)Nc1ccc2c(c1)oc(=O)cc2C(F)(F)F
• InChI: InChI=1S/C21H16F3N3O3/c22-21(23,24)15-9-19(28)30-18-8-12(5-6-14(15)18)27-20(29)16(25)7-11-10-26-17-4-2-1-3-13(11)17/h1-6,8-10,16,26H,7,25H2,(H,27,29)/t16-/m0/s1
• InChIKey: RFBYNHBBCXNJOR-INIZCTEOSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S)-2-amino-3-(1H-indol-3-yl)-N-[2-oxo-4-(trifluoromethyl)-2H-chromen-7-yl]propanamide
• IUPAC Traditional name: (2S)-2-amino-3-(1H-indol-3-yl)-N-[2-oxo-4-(trifluoromethyl)chromen-7-yl]propanamide
• Synonyms: Trp-AFC; W-AFC; L-Trp-7-Amino-4-trifluoromethylcoumarin

Database IDs

• PubChem SID: 162105930
• PubChem CID: 25108500

CALCULATED PROPERTIES

• Acid pKa: 12.799806
• H Acceptors: 3
• H Donor: 3
• LogD (pH = 5.5): 0.7353791
• LogD (pH = 7.4): 2.4296887
• Log P: 3.0846145
• Molar Refractivity: 105.1852 cm^3
• Polarizability: 39.749626 Å^3
• Polar Surface Area: 97.21 Å^2
• Rotatable Bonds: 5
• Lipinski's Rule of Five: true