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

• ChemBase ID: 103024
• Molecular Formular: C16H22ClN5O3
• Molecular Mass: 367.83058
• Monoisotopic Mass: 367.14111727
• SMILES: Cl.Cc1cc(=O)oc2c1ccc(NC(=O)[C@@H](N)CCCNC(=N)N)c2
• Canonical SMILES: NC(=N)NCCC[C@@H](C(=O)Nc1ccc2c(c1)oc(=O)cc2C)N.Cl
• InChI: InChI=1S/C16H21N5O3.ClH/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);1H/t12-;/m0./s1
• InChIKey: PFLMUQNBZRXRHD-YDALLXLXSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S)-2-amino-5-carbamimidamido-N-(4-methyl-2-oxo-2H-chromen-7-yl)pentanamide hydrochloride
• IUPAC Traditional name: (2S)-2-amino-5-carbamimidamido-N-(4-methyl-2-oxochromen-7-yl)pentanamide hydrochloride
• Synonyms: L-ARGININE-4-METHYLCOUMARYL-7-AMIDE HYDROCHLORIDE; L-Arginine-7-amido-4-methylcoumarin hydrochloride

Database IDs

• CAS Number: 69304-16-1
• MDL Number: MFCD00058184
• PubChem SID: 162089803; 24890618
• PubChem CID: 16218867

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

PROPERTIES

Safety Information

• Storage Condition: 0°C
• German water hazard class: 3
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter
• Storage Temperature: -20°C

Product Information

• Purity: ≥97% (TLC)
• Empirical Formula (Hill Notation): C16H21N5O3

DETAILS

MP Biomedicals - 02150388

Hydrochloride
Fluorogenic substrate for cathepsin.

REFERENCES

• Barrett, A.J., Biochem. J. , 187 : 909, (1980).