(2S)-2-{2-[(2S)-2-(2-aminoacetamido)-3-phenylpropanamido]acetamido}-N-[2-oxo-4-(trifluoromethyl)-2H-chromen-7-yl]-3-phenylpropanamide

• ChemBase ID: 106325
• Molecular Formular: C32H30F3N5O6
• Molecular Mass: 637.6057096
• Monoisotopic Mass: 637.21481837
• SMILES: NCC(=O)N[C@@H](Cc1ccccc1)C(=O)NCC(=O)N[C@@H](Cc1ccccc1)C(=O)Nc1cc2oc(=O)cc(c2cc1)C(F)(F)F
• Canonical SMILES: NCC(=O)N[C@H](C(=O)NCC(=O)N[C@H](C(=O)Nc1ccc2c(c1)oc(=O)cc2C(F)(F)F)Cc1ccccc1)Cc1ccccc1
• InChI: InChI=1S/C32H30F3N5O6/c33-32(34,35)23-16-29(43)46-26-15-21(11-12-22(23)26)38-31(45)25(14-20-9-5-2-6-10-20)40-28(42)18-37-30(44)24(39-27(41)17-36)13-19-7-3-1-4-8-19/h1-12,15-16,24-25H,13-14,17-18,36H2,(H,37,44)(H,38,45)(H,39,41)(H,40,42)/t24-,25-/m0/s1
• InChIKey: DOKWOSPJLFDDJU-DQEYMECFSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S)-2-{2-[(2S)-2-(2-aminoacetamido)-3-phenylpropanamido]acetamido}-N-[2-oxo-4-(trifluoromethyl)-2H-chromen-7-yl]-3-phenylpropanamide
• IUPAC Traditional name: (2S)-2-{2-[(2S)-2-(2-aminoacetamido)-3-phenylpropanamido]acetamido}-N-[2-oxo-4-(trifluoromethyl)chromen-7-yl]-3-phenylpropanamide
• Synonyms: Gly-Phe-Gly-Phe-AFC.TFA; GFGF-AFC.TFA; Gly-Phe-Gly-Phe-7-Amino-4-trifluoromethylcoumarin.TFA

Database IDs

• PubChem SID: 162105396
• PubChem CID: 25108545

CALCULATED PROPERTIES

• Acid pKa: 11.552983
• H Acceptors: 6
• H Donor: 5
• LogD (pH = 5.5): -0.36561236
• LogD (pH = 7.4): 1.3226229
• Log P: 1.8950933
• Molar Refractivity: 161.6221 cm^3
• Polarizability: 60.781345 Å^3
• Polar Surface Area: 168.72 Å^2
• Rotatable Bonds: 13
• Lipinski's Rule of Five: false