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

• ChemBase ID: 106426
• Molecular Formular: C23H28N4O8
• Molecular Mass: 488.49042
• Monoisotopic Mass: 488.19071388
• SMILES: C[C@H](NC(=O)CCC(=O)O)C(=O)N[C@@H](C)C(=O)N[C@@H](C)C(=O)Nc1ccc2c(c1)oc(=O)cc2C
• Canonical SMILES: O=C(N[C@H](C(=O)N[C@H](C(=O)N[C@H](C(=O)Nc1ccc2c(c1)oc(=O)cc2C)C)C)C)CCC(=O)O
• InChI: InChI=1S/C23H28N4O8/c1-11-9-20(31)35-17-10-15(5-6-16(11)17)27-23(34)14(4)26-22(33)13(3)25-21(32)12(2)24-18(28)7-8-19(29)30/h5-6,9-10,12-14H,7-8H2,1-4H3,(H,24,28)(H,25,32)(H,26,33)(H,27,34)(H,29,30)/t12-,13-,14-/m0/s1
• InChIKey: MAGINVQXSROGJA-IHRRRGAJSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 3-{[(1S)-1-{[(1S)-1-{[(1S)-1-[(4-methyl-2-oxo-2H-chromen-7-yl)carbamoyl]ethyl]carbamoyl}ethyl]carbamoyl}ethyl]carbamoyl}propanoic acid
• IUPAC Traditional name: 3-{[(1S)-1-{[(1S)-1-{[(1S)-1-[(4-methyl-2-oxochromen-7-yl)carbamoyl]ethyl]carbamoyl}ethyl]carbamoyl}ethyl]carbamoyl}propanoic acid
• Synonyms: Suc-Ala-Ala-Ala-AMC; Suc-AAA-AMC; Suc-Ala-Ala-Ala-7-Amino-4-Methylcoumarin

Database IDs

• PubChem SID: 162105576
• PubChem CID: 25108616

CALCULATED PROPERTIES

• Acid pKa: 4.0904903
• H Acceptors: 7
• H Donor: 5
• LogD (pH = 5.5): -1.8870516
• LogD (pH = 7.4): -3.569141
• Log P: -0.46422964
• Molar Refractivity: 123.479095 cm^3
• Polarizability: 47.00965 Å^3
• Polar Surface Area: 180.0 Å^2
• Rotatable Bonds: 10
• Lipinski's Rule of Five: true

DETAILS

MP Biomedicals - 03AMC091

A fluorogenic substrate for Elastase.

REFERENCES

• Stein, R. L. et al., Biochem., 25:5414 (1986).
• Del Mar, E.G. et al., Biochem., 19:468 (1980).
• Castillo, M.J. et al., Anal. Biochem., 99:53 (1979).