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

• ChemBase ID: 106301
• Molecular Formular: C19H18F3N3O5
• Molecular Mass: 425.3585296
• Monoisotopic Mass: 425.11985535
• SMILES: CC(=O)NCC(=O)N1CCC[C@H]1C(=O)Nc1cc2oc(=O)cc(c2cc1)C(F)(F)F
• Canonical SMILES: CC(=O)NCC(=O)N1CCC[C@H]1C(=O)Nc1ccc2c(c1)oc(=O)cc2C(F)(F)F
• InChI: InChI=1S/C19H18F3N3O5/c1-10(26)23-9-16(27)25-6-2-3-14(25)18(29)24-11-4-5-12-13(19(20,21)22)8-17(28)30-15(12)7-11/h4-5,7-8,14H,2-3,6,9H2,1H3,(H,23,26)(H,24,29)/t14-/m0/s1
• InChIKey: SKKLIRUAUNZTRY-AWEZNQCLSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S)-1-(2-acetamidoacetyl)-N-[2-oxo-4-(trifluoromethyl)-2H-chromen-7-yl]pyrrolidine-2-carboxamide
• IUPAC Traditional name: (2S)-1-(2-acetamidoacetyl)-N-[2-oxo-4-(trifluoromethyl)chromen-7-yl]pyrrolidine-2-carboxamide
• Synonyms: Ac-Gly-Pro-AFC; Ac-GP-AFC; Ac-Gly-Pro-7-Amino-4-trifluoromethylcoumarin

Database IDs

• PubChem SID: 162105940
• PubChem CID: 25108522

CALCULATED PROPERTIES

• Acid pKa: 12.347285
• H Acceptors: 4
• H Donor: 2
• LogD (pH = 5.5): 0.31575492
• LogD (pH = 7.4): 0.31575057
• Log P: 0.315755
• Molar Refractivity: 99.4161 cm^3
• Polarizability: 36.53639 Å^3
• Polar Surface Area: 104.81 Å^2
• Rotatable Bonds: 5
• Lipinski's Rule of Five: true