(4S)-4-[(2S)-2-[(2S)-2-{[(benzyloxy)carbonyl]amino}-4-methylpentanamido]-4-methylpentanamido]-4-{[2-oxo-4-(trifluoromethyl)-2H-chromen-7-yl]carbamoyl}butanoic acid

• ChemBase ID: 106370
• Molecular Formular: C35H41F3N4O9
• Molecular Mass: 718.7166496
• Monoisotopic Mass: 718.28256357
• SMILES: CC(C)C[C@H](NC(=O)OCc1ccccc1)C(=O)N[C@@H](CC(C)C)C(=O)N[C@@H](CCC(=O)O)C(=O)Nc1ccc2c(c1)oc(=O)cc2C(F)(F)F
• Canonical SMILES: CC(C[C@@H](C(=O)N[C@H](C(=O)Nc1ccc2c(c1)oc(=O)cc2C(F)(F)F)CCC(=O)O)NC(=O)[C@@H](NC(=O)OCc1ccccc1)CC(C)C)C
• InChI: InChI=1S/C35H41F3N4O9/c1-19(2)14-26(41-33(48)27(15-20(3)4)42-34(49)50-18-21-8-6-5-7-9-21)32(47)40-25(12-13-29(43)44)31(46)39-22-10-11-23-24(35(36,37)38)17-30(45)51-28(23)16-22/h5-11,16-17,19-20,25-27H,12-15,18H2,1-4H3,(H,39,46)(H,40,47)(H,41,48)(H,42,49)(H,43,44)/t25-,26-,27-/m0/s1
• InChIKey: NKXXEKBLZVRFEU-QKDODKLFSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (4S)-4-[(2S)-2-[(2S)-2-{[(benzyloxy)carbonyl]amino}-4-methylpentanamido]-4-methylpentanamido]-4-{[2-oxo-4-(trifluoromethyl)-2H-chromen-7-yl]carbamoyl}butanoic acid
• IUPAC Traditional name: (4S)-4-[(2S)-2-[(2S)-2-{[(benzyloxy)carbonyl]amino}-4-methylpentanamido]-4-methylpentanamido]-4-{[2-oxo-4-(trifluoromethyl)chromen-7-yl]carbamoyl}butanoic acid
• Synonyms: Z-Leu-Leu-Glu-AFC; Z-LLE-AFC; Z-Leu-Leu-Glu-7-Amino-4-trifluoromethylcoumarin

Database IDs

• PubChem SID: 162105420
• PubChem CID: 25108589

CALCULATED PROPERTIES

• Acid pKa: 3.6719344
• H Acceptors: 7
• H Donor: 5
• LogD (pH = 5.5): 2.7482502
• LogD (pH = 7.4): 1.2575812
• Log P: 4.5741687
• Molar Refractivity: 177.8921 cm^3
• Polarizability: 67.57887 Å^3
• Polar Surface Area: 189.23 Å^2
• Rotatable Bonds: 18
• Lipinski's Rule of Five: false