3-{[(1S)-1-{[(1S)-1-{[(1S)-1-[(4-methyl-2-oxo-2H-chromen-7-yl)carbamoyl]-2-phenylethyl]carbamoyl}ethyl]carbamoyl}ethyl]carbamoyl}propanoic acid

• ChemBase ID: 103534
• Molecular Formular: C29H32N4O8
• Molecular Mass: 564.58638
• Monoisotopic Mass: 564.222014
• SMILES: C[C@H](NC(=O)CCC(=O)O)C(=O)N[C@@H](C)C(=O)N[C@@H](Cc1ccccc1)C(=O)Nc1cc2c(cc1)c(C)cc(=O)o2
• Canonical SMILES: O=C(N[C@H](C(=O)N[C@H](C(=O)N[C@H](C(=O)Nc1ccc2c(c1)oc(=O)cc2C)Cc1ccccc1)C)C)CCC(=O)O
• InChI: InChI=1S/C29H32N4O8/c1-16-13-26(37)41-23-15-20(9-10-21(16)23)32-29(40)22(14-19-7-5-4-6-8-19)33-28(39)18(3)31-27(38)17(2)30-24(34)11-12-25(35)36/h4-10,13,15,17-18,22H,11-12,14H2,1-3H3,(H,30,34)(H,31,38)(H,32,40)(H,33,39)(H,35,36)/t17-,18-,22-/m0/s1
• InChIKey: HHPVJKZZYOXPLH-SPEDKVCISA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 3-{[(1S)-1-{[(1S)-1-{[(1S)-1-[(4-methyl-2-oxo-2H-chromen-7-yl)carbamoyl]-2-phenylethyl]carbamoyl}ethyl]carbamoyl}ethyl]carbamoyl}propanoic acid
• IUPAC Traditional name: 3-{[(1S)-1-{[(1S)-1-{[(1S)-1-[(4-methyl-2-oxochromen-7-yl)carbamoyl]-2-phenylethyl]carbamoyl}ethyl]carbamoyl}ethyl]carbamoyl}propanoic acid
• Synonyms: N-SUCCINYL-L-ALANYL-L-ALANYL-L-PHENYLALANINE-4-METHYL-COUMARYL-7-AMIDE; Suc-Ala-Ala-Phe-AMC; Suc-AAF-AMC; Suc-Ala-Ala-Phe-7-Amino-4-Methylcoumarin

Database IDs

• CAS Number: 71973-79-0
• PubChem SID: 162091370
• PubChem CID: 25108614

CALCULATED PROPERTIES

• Acid pKa: 4.0904903
• H Acceptors: 7
• H Donor: 5
• LogD (pH = 5.5): -0.23072524
• LogD (pH = 7.4): -1.9128133
• Log P: 1.1920967
• Molar Refractivity: 148.0981 cm^3
• Polarizability: 56.51447 Å^3
• Polar Surface Area: 180.0 Å^2
• Rotatable Bonds: 12
• Lipinski's Rule of Five: false

PROPERTIES

Safety Information

• Storage Condition: 0°C

DETAILS

MP Biomedicals - 02152080

Fluorogenic substrate

MP Biomedicals - 03AMC084

A fluorogenic substrate for Cathepsin G.

REFERENCES

• Lively, M.O. et al., Biochimet. Biophys. Acta., 525:171 (1978).
• Yoshida, N. et al., Biochem., 19:5799 (1980).