(4S)-4-{[(1S)-5-amino-1-{[(1S)-4-carbamimidamido-1-{[2-oxo-4-(trifluoromethyl)-2H-chromen-7-yl]carbamoyl}butyl]carbamoyl}pentyl]carbamoyl}-4-[(2S)-5-carbamimidamido-2-acetamidopentanamido]butanoic acid

• ChemBase ID: 106347
• Molecular Formular: C35H51F3N12O9
• Molecular Mass: 840.8496496
• Monoisotopic Mass: 840.38540593
• SMILES: CC(=O)N[C@@H](CCCNC(=N)N)C(=O)N[C@@H](CCC(=O)O)C(=O)N[C@@H](CCCCN)C(=O)N[C@@H](CCCNC(=N)N)C(=O)Nc1ccc2c(c1)oc(=O)cc2C(F)(F)F
• Canonical SMILES: NCCCC[C@@H](C(=O)N[C@H](C(=O)Nc1ccc2c(c1)oc(=O)cc2C(F)(F)F)CCCNC(=N)N)NC(=O)[C@@H](NC(=O)[C@@H](NC(=O)C)CCCNC(=N)N)CCC(=O)O
• InChI: InChI=1S/C35H51F3N12O9/c1-18(51)46-22(7-4-14-44-33(40)41)30(56)50-25(11-12-27(52)53)32(58)48-23(6-2-3-13-39)31(57)49-24(8-5-15-45-34(42)43)29(55)47-19-9-10-20-21(35(36,37)38)17-28(54)59-26(20)16-19/h9-10,16-17,22-25H,2-8,11-15,39H2,1H3,(H,46,51)(H,47,55)(H,48,58)(H,49,57)(H,50,56)(H,52,53)(H4,40,41,44)(H4,42,43,45)/t22-,23-,24-,25-/m0/s1
• InChIKey: POALBQBMRYECAP-QORCZRPOSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (4S)-4-{[(1S)-5-amino-1-{[(1S)-4-carbamimidamido-1-{[2-oxo-4-(trifluoromethyl)-2H-chromen-7-yl]carbamoyl}butyl]carbamoyl}pentyl]carbamoyl}-4-[(2S)-5-carbamimidamido-2-acetamidopentanamido]butanoic acid
• IUPAC Traditional name: (4S)-4-{[(1S)-5-amino-1-{[(1S)-4-carbamimidamido-1-{[2-oxo-4-(trifluoromethyl)chromen-7-yl]carbamoyl}butyl]carbamoyl}pentyl]carbamoyl}-4-[(2S)-5-carbamimidamido-2-acetamidopentanamido]butanoic acid
• Synonyms: Ac-Arg-Glu-Lys-Arg-AFC; Ac-REK-R-AFC; Ac-Arg-Glu-Lys-Arg-7-Amino-4-trifluoromethylcoumarin

Database IDs

• PubChem SID: 162105404
• PubChem CID: 25108567

CALCULATED PROPERTIES

• Acid pKa: -1.3266848
• H Acceptors: 15
• H Donor: 13
• LogD (pH = 5.5): -9.855515
• LogD (pH = 7.4): -9.425189
• Log P: -5.2880177
• Molar Refractivity: 225.7699 cm^3
• Polarizability: 77.31761 Å^3
• Polar Surface Area: 358.92 Å^2
• Rotatable Bonds: 25
• Lipinski's Rule of Five: false

DETAILS

MP Biomedicals - 03AFC136

A fluorogenic substrate for Furins and Proproteins.

REFERENCES

• Lindberg I. et al., Biochem. Biophys. Res. Com, 183(1): 1 (1998).
• Gotoh. B.et al J. Virol. 66(11): 6391 (1992)