methyl 3-{[(1S)-1-{[(2S)-1-[(2S)-2-{[(1S)-1-[(4-methoxynaphthalen-2-yl)carbamoyl]-2-methylpropyl]carbamoyl}pyrrolidin-1-yl]-1-oxopropan-2-yl]carbamoyl}ethyl]carbamoyl}propanoate

• ChemBase ID: 106576
• Molecular Formular: C32H43N5O8
• Molecular Mass: 625.71252
• Monoisotopic Mass: 625.31116336
• 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)Nc1cc(OC)c2c(c1)cccc2
• 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)Nc1cc(OC)c2c(c1)cccc2)C(C)C)C)C
• InChI: InChI=1S/C32H43N5O8/c1-18(2)28(31(42)35-22-16-21-10-7-8-11-23(21)25(17-22)44-5)36-30(41)24-12-9-15-37(24)32(43)20(4)34-29(40)19(3)33-26(38)13-14-27(39)45-6/h7-8,10-11,16-20,24,28H,9,12-15H2,1-6H3,(H,33,38)(H,34,40)(H,35,42)(H,36,41)/t19-,20-,24-,28-/m0/s1
• InChIKey: SQHNENFAYWRAIM-BRWWKBNHSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: methyl 3-{[(1S)-1-{[(2S)-1-[(2S)-2-{[(1S)-1-[(4-methoxynaphthalen-2-yl)carbamoyl]-2-methylpropyl]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-methoxynaphthalen-2-yl)carbamoyl]-2-methylpropyl]carbamoyl}pyrrolidin-1-yl]-1-oxopropan-2-yl]carbamoyl}ethyl]carbamoyl}propanoate
• Synonyms: MeOSuc-Ala-Ala-Pro-Val-MNA; MeOSuc-AAPV-MNA; MeOSuc-Ala-Ala-Pro-Val-4-Methoxy-2-Naphthylamine

Database IDs

• PubChem SID: 162105531
• PubChem CID: 25108729

CALCULATED PROPERTIES

• Acid pKa: 11.919032
• H Acceptors: 7
• H Donor: 4
• LogD (pH = 5.5): 1.0276031
• LogD (pH = 7.4): 1.0275916
• Log P: 1.0276033
• Molar Refractivity: 165.3711 cm^3
• Polarizability: 65.145615 Å^3
• Polar Surface Area: 172.24 Å^2
• Rotatable Bonds: 14
• Lipinski's Rule of Five: false

DETAILS

MP Biomedicals - 03MNA094

A fluorogenic/colorimetric 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).