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

• ChemBase ID: 106430
• Molecular Formular: C31H41N5O9S
• Molecular Mass: 659.75034
• Monoisotopic Mass: 659.26249892
• 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](CCSC)C(=O)Nc1ccc2c(c1)oc(=O)cc2C
• Canonical SMILES: CSCC[C@@H](C(=O)Nc1ccc2c(c1)oc(=O)cc2C)NC(=O)[C@@H]1CCCN1C(=O)[C@@H](NC(=O)[C@@H](NC(=O)CCC(=O)OC)C)C
• InChI: InChI=1S/C31H41N5O9S/c1-17-15-27(39)45-24-16-20(8-9-21(17)24)34-29(41)22(12-14-46-5)35-30(42)23-7-6-13-36(23)31(43)19(3)33-28(40)18(2)32-25(37)10-11-26(38)44-4/h8-9,15-16,18-19,22-23H,6-7,10-14H2,1-5H3,(H,32,37)(H,33,40)(H,34,41)(H,35,42)/t18-,19-,22-,23-/m0/s1
• InChIKey: APQSZEFHNKLYHK-ZZTDLJEGSA-N

NAMES AND DATABASE IDS

Names

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

Database IDs

• PubChem SID: 162105454
• PubChem CID: 25108620

CALCULATED PROPERTIES

• Acid pKa: 11.811664
• H Acceptors: 7
• H Donor: 4
• LogD (pH = 5.5): 0.06923914
• LogD (pH = 7.4): 0.06922438
• Log P: 0.069239356
• Molar Refractivity: 170.3234 cm^3
• Polarizability: 65.50902 Å^3
• Polar Surface Area: 189.31 Å^2
• Rotatable Bonds: 15
• Lipinski's Rule of Five: false

DETAILS

MP Biomedicals - 03AMC096

A fluorogenic substrate for Human Pancreatic 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).