(2S)-1-{2-[(2S)-2-acetamidopropanamido]acetyl}-N-[2-oxo-4-(trifluoromethyl)-2H-chromen-7-yl]pyrrolidine-2-carboxamide

• ChemBase ID: 106306
• Molecular Formular: C22H23F3N4O6
• Molecular Mass: 496.4364296
• Monoisotopic Mass: 496.15696914
• SMILES: C[C@H](NC(=O)C)C(=O)NCC(=O)N1CCC[C@H]1C(=O)Nc1cc2oc(=O)cc(c2cc1)C(F)(F)F
• Canonical SMILES: CC(=O)N[C@H](C(=O)NCC(=O)N1CCC[C@H]1C(=O)Nc1ccc2c(c1)oc(=O)cc2C(F)(F)F)C
• InChI: InChI=1S/C22H23F3N4O6/c1-11(27-12(2)30)20(33)26-10-18(31)29-7-3-4-16(29)21(34)28-13-5-6-14-15(22(23,24)25)9-19(32)35-17(14)8-13/h5-6,8-9,11,16H,3-4,7,10H2,1-2H3,(H,26,33)(H,27,30)(H,28,34)/t11-,16-/m0/s1
• InChIKey: IHWMBDLSNCUBOS-ZBEGNZNMSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S)-1-{2-[(2S)-2-acetamidopropanamido]acetyl}-N-[2-oxo-4-(trifluoromethyl)-2H-chromen-7-yl]pyrrolidine-2-carboxamide
• IUPAC Traditional name: (2S)-1-{2-[(2S)-2-acetamidopropanamido]acetyl}-N-[2-oxo-4-(trifluoromethyl)chromen-7-yl]pyrrolidine-2-carboxamide
• Synonyms: Ac-Ala-Gly-Pro-AFC; Ac-AGP-AFC; Ac-Ala-Gly-Pro-7-Amino-4-trifluoromethylcoumarin

Database IDs

• PubChem SID: 162105570
• PubChem CID: 25108527

CALCULATED PROPERTIES

• Acid pKa: 12.000905
• H Acceptors: 5
• H Donor: 3
• LogD (pH = 5.5): -0.22076416
• LogD (pH = 7.4): -0.22077374
• Log P: -0.22076398
• Molar Refractivity: 116.7135 cm^3
• Polarizability: 43.30334 Å^3
• Polar Surface Area: 133.91 Å^2
• Rotatable Bonds: 7
• Lipinski's Rule of Five: true