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

• ChemBase ID: 106578
• Molecular Formular: C32H43N5O8S
• Molecular Mass: 657.77752
• Monoisotopic Mass: 657.28323436
• 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)Nc1cc(OC)c2c(c1)cccc2
• Canonical SMILES: CSCC[C@@H](C(=O)Nc1cc(OC)c2c(c1)cccc2)NC(=O)[C@@H]1CCCN1C(=O)[C@@H](NC(=O)[C@@H](NC(=O)CCC(=O)OC)C)C
• InChI: InChI=1S/C32H43N5O8S/c1-19(33-27(38)12-13-28(39)45-4)29(40)34-20(2)32(43)37-15-8-11-25(37)31(42)36-24(14-16-46-5)30(41)35-22-17-21-9-6-7-10-23(21)26(18-22)44-3/h6-7,9-10,17-20,24-25H,8,11-16H2,1-5H3,(H,33,38)(H,34,40)(H,35,41)(H,36,42)/t19-,20-,24-,25-/m0/s1
• InChIKey: PMDIMIYBVHIPRR-WNLYKICVSA-N

NAMES AND DATABASE IDS

Names

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

Database IDs

• PubChem SID: 162105532
• PubChem CID: 25108731

CALCULATED PROPERTIES

• Acid pKa: 11.884896
• H Acceptors: 7
• H Donor: 4
• LogD (pH = 5.5): 0.7915363
• LogD (pH = 7.4): 0.79152375
• Log P: 0.79153645
• Molar Refractivity: 173.4642 cm^3
• Polarizability: 68.21054 Å^3
• Polar Surface Area: 172.24 Å^2
• Rotatable Bonds: 16
• Lipinski's Rule of Five: false

DETAILS

MP Biomedicals - 03MNA096

A fluorogenic/colorimetric 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).