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

• ChemBase ID: 103023
• Molecular Formular: C16H21N5O3
• Molecular Mass: 331.36964
• Monoisotopic Mass: 331.16443956
• SMILES: Cc1cc(=O)oc2cc(NC(=O)[C@@H](N)CCCNC(=N)N)ccc12
• Canonical SMILES: NC(=N)NCCC[C@@H](C(=O)Nc1ccc2c(c1)oc(=O)cc2C)N
• InChI: InChI=1S/C16H21N5O3/c1-9-7-14(22)24-13-8-10(4-5-11(9)13)21-15(23)12(17)3-2-6-20-16(18)19/h4-5,7-8,12H,2-3,6,17H2,1H3,(H,21,23)(H4,18,19,20)/t12-/m0/s1
• InChIKey: ZSQPDAOJXSYJNP-LBPRGKRZSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S)-2-amino-5-carbamimidamido-N-(4-methyl-2-oxo-2H-chromen-7-yl)pentanamide
• IUPAC Traditional name: (2S)-2-amino-5-carbamimidamido-N-(4-methyl-2-oxochromen-7-yl)pentanamide
• Synonyms: L-ARGININE-4-METHYLCOUMARYL-7-AMIDE; L-Arg-AMC; L-R-AMC; L-Arg-7-Amino-4-Methylcoumarin

Database IDs

• CAS Number: 65286-27-3
• PubChem SID: 162090312
• PubChem CID: 196428

CALCULATED PROPERTIES

• Acid pKa: 13.094936
• H Acceptors: 6
• H Donor: 5
• LogD (pH = 5.5): -4.672977
• LogD (pH = 7.4): -2.9778905
• Log P: -0.24529505
• Molar Refractivity: 101.973 cm^3
• Polarizability: 34.337605 Å^3
• Polar Surface Area: 143.32 Å^2
• Rotatable Bonds: 6
• Lipinski's Rule of Five: true

DETAILS

MP Biomedicals - 03AMC002

A fluorogenic substrate for Cathepsin H.

MP Biomedicals - 02150386

Fluorogenic substrate

REFERENCES

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