methyl 3-{[(1S)-1-{[(2S)-1-[(2S)-2-{[(1S)-2-methyl-1-[(4-methyl-2-oxo-2H-chromen-7-yl)carbamoyl]propyl]carbamoyl}pyrrolidin-1-yl]-1-oxopropan-2-yl]carbamoyl}ethyl]carbamoyl}propanoate

• ChemBase ID: 106428
• Molecular Formular: C31H41N5O9
• Molecular Mass: 627.68534
• Monoisotopic Mass: 627.29042792
• SMILES: COC(=O)CCC(=O)N[C@@H](C)C(=O)N[C@@H](C)C(=O)N1CCC[C@H]1C(=O)N[C@@H](C(C)C)C(=O)Nc1ccc2c(c1)oc(=O)cc2C
• Canonical SMILES: COC(=O)CCC(=O)N[C@H](C(=O)N[C@H](C(=O)N1CCC[C@H]1C(=O)N[C@H](C(=O)Nc1ccc2c(c1)oc(=O)cc2C)C(C)C)C)C
• InChI: InChI=1S/C31H41N5O9/c1-16(2)27(30(42)34-20-9-10-21-17(3)14-26(39)45-23(21)15-20)35-29(41)22-8-7-13-36(22)31(43)19(5)33-28(40)18(4)32-24(37)11-12-25(38)44-6/h9-10,14-16,18-19,22,27H,7-8,11-13H2,1-6H3,(H,32,37)(H,33,40)(H,34,42)(H,35,41)/t18-,19-,22-,27-/m0/s1
• InChIKey: CMEUDEVBFFPSEI-NFHWZJRKSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: methyl 3-{[(1S)-1-{[(2S)-1-[(2S)-2-{[(1S)-2-methyl-1-[(4-methyl-2-oxo-2H-chromen-7-yl)carbamoyl]propyl]carbamoyl}pyrrolidin-1-yl]-1-oxopropan-2-yl]carbamoyl}ethyl]carbamoyl}propanoate
• IUPAC Traditional name: methyl 3-{[(1S)-1-{[(2S)-1-[(2S)-2-{[(1S)-2-methyl-1-[(4-methyl-2-oxochromen-7-yl)carbamoyl]propyl]carbamoyl}pyrrolidin-1-yl]-1-oxopropan-2-yl]carbamoyl}ethyl]carbamoyl}propanoate
• Synonyms: MeOSuc-Ala-Ala-Pro-Val-AMC; MeOSuc-AAPV-AMC; MeOSuc-Ala-Ala-Pro-Val-7-Amino-4-Methylcoumarin

Database IDs

• CAS Number: 72252-90-5
• PubChem SID: 162090101
• PubChem CID: 25108618

CALCULATED PROPERTIES

• Acid pKa: 11.835903
• H Acceptors: 7
• H Donor: 4
• LogD (pH = 5.5): 0.305306
• LogD (pH = 7.4): 0.30529204
• Log P: 0.3053062
• Molar Refractivity: 162.2303 cm^3
• Polarizability: 62.444286 Å^3
• Polar Surface Area: 189.31 Å^2
• Rotatable Bonds: 13
• Lipinski's Rule of Five: false

DETAILS

MP Biomedicals - 03AMC094

A sensitive fluorogenic substrate for the quantitative determination of human leukocyte and porcine pancreatic elastase (Km = 140 μM; kcat/Km = 120,000 M^-1 s^-1). Not hydrolysed by cathepsin G.

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).
• Barrett, A.J. 1981. Methods Enzymol. 80, 581.
• Nakajima, K., et al. 1979. J. Biol. Chem. 254, 4027.