(2S)-2-amino-5-carbamimidamido-N-[2-oxo-4-(trifluoromethyl)-2H-chromen-7-yl]pentanamide

• ChemBase ID: 106271
• Molecular Formular: C16H18F3N5O3
• Molecular Mass: 385.3410296
• Monoisotopic Mass: 385.13617412
• SMILES: N[C@@H](CCCNC(=N)N)C(=O)Nc1ccc2c(c1)oc(=O)cc2C(F)(F)F
• Canonical SMILES: NC(=N)NCCC[C@@H](C(=O)Nc1ccc2c(c1)oc(=O)cc2C(F)(F)F)N
• InChI: InChI=1S/C16H18F3N5O3/c17-16(18,19)10-7-13(25)27-12-6-8(3-4-9(10)12)24-14(26)11(20)2-1-5-23-15(21)22/h3-4,6-7,11H,1-2,5,20H2,(H,24,26)(H4,21,22,23)/t11-/m0/s1
• InChIKey: RYBOTHZSIIZGKV-NSHDSACASA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S)-2-amino-5-carbamimidamido-N-[2-oxo-4-(trifluoromethyl)-2H-chromen-7-yl]pentanamide
• IUPAC Traditional name: (2S)-2-amino-5-carbamimidamido-N-[2-oxo-4-(trifluoromethyl)chromen-7-yl]pentanamide
• Synonyms: Arg-AFC; R-AFC; L-Arg-7-Amino-4-trifluoromethylcoumarin

Database IDs

• PubChem SID: 162105377
• PubChem CID: 25108493

CALCULATED PROPERTIES

• Acid pKa: 12.890003
• H Acceptors: 6
• H Donor: 5
• LogD (pH = 5.5): -4.3086524
• LogD (pH = 7.4): -2.613506
• Log P: 0.02452243
• Molar Refractivity: 102.9055 cm^3
• Polarizability: 33.745518 Å^3
• Polar Surface Area: 143.32 Å^2
• Rotatable Bonds: 7
• Lipinski's Rule of Five: true

DETAILS

MP Biomedicals - 03AFC002

A fluorogenic substrate for Cathepsin H.

REFERENCES

• Kanaoka, Y. et al., Chem. Pharm. Bul., 25:3126 (1997).
• Rothe, M. and Dodt, J. et al., Eur. J. Biochem., 210:759 (1992).