(2S)-1-[(2R)-2-acetamidopropanoyl]-N-[2-oxo-4-(trifluoromethyl)-2H-chromen-7-yl]pyrrolidine-2-carboxamide

• ChemBase ID: 106303
• Molecular Formular: C20H20F3N3O5
• Molecular Mass: 439.3851096
• Monoisotopic Mass: 439.13550542
• SMILES: C[C@@H](NC(=O)C)C(=O)N1CCC[C@H]1C(=O)Nc1ccc2c(c1)oc(=O)cc2C(F)(F)F
• Canonical SMILES: CC(=O)N[C@@H](C(=O)N1CCC[C@H]1C(=O)Nc1ccc2c(c1)oc(=O)cc2C(F)(F)F)C
• InChI: InChI=1S/C20H20F3N3O5/c1-10(24-11(2)27)19(30)26-7-3-4-15(26)18(29)25-12-5-6-13-14(20(21,22)23)9-17(28)31-16(13)8-12/h5-6,8-10,15H,3-4,7H2,1-2H3,(H,24,27)(H,25,29)/t10-,15+/m1/s1
• InChIKey: PIMSNTGAZYGAAT-BMIGLBTASA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S)-1-[(2R)-2-acetamidopropanoyl]-N-[2-oxo-4-(trifluoromethyl)-2H-chromen-7-yl]pyrrolidine-2-carboxamide
• IUPAC Traditional name: (2S)-1-[(2R)-2-acetamidopropanoyl]-N-[2-oxo-4-(trifluoromethyl)chromen-7-yl]pyrrolidine-2-carboxamide
• Synonyms: Ac-(D)-Ala-Pro-AFC; Ac-(D)-AP-AFC; Ac-(D)-Ala-Pro-7-Amino-4-trifluoromethylcoumarin

Database IDs

• PubChem SID: 162105941
• PubChem CID: 25108524

CALCULATED PROPERTIES

• Acid pKa: 12.212564
• H Acceptors: 4
• H Donor: 2
• LogD (pH = 5.5): 0.88451916
• LogD (pH = 7.4): 0.8845132
• Log P: 0.8845193
• Molar Refractivity: 103.91 cm^3
• Polarizability: 38.34232 Å^3
• Polar Surface Area: 104.81 Å^2
• Rotatable Bonds: 5
• Lipinski's Rule of Five: true