(2S)-N-[(2S)-1-(benzylsulfanyl)-1-oxopropan-2-yl]-1-[(2S)-2-[(2S)-2-[(morpholine-4-carbonyl)amino]propanamido]propanoyl]pyrrolidine-2-carboxamide

• ChemBase ID: 106667
• Molecular Formular: C26H37N5O6S
• Molecular Mass: 547.66688
• Monoisotopic Mass: 547.24645493
• SMILES: C[C@H](NC(=O)N1CCOCC1)C(=O)N[C@@H](C)C(=O)N1CCC[C@H]1C(=O)N[C@@H](C)C(=O)SCc1ccccc1
• Canonical SMILES: O=C([C@@H](NC(=O)[C@@H]1CCCN1C(=O)[C@@H](NC(=O)[C@@H](NC(=O)N1CCOCC1)C)C)C)SCc1ccccc1
• InChI: InChI=1S/C26H37N5O6S/c1-17(29-26(36)30-12-14-37-15-13-30)22(32)27-18(2)24(34)31-11-7-10-21(31)23(33)28-19(3)25(35)38-16-20-8-5-4-6-9-20/h4-6,8-9,17-19,21H,7,10-16H2,1-3H3,(H,27,32)(H,28,33)(H,29,36)/t17-,18-,19-,21-/m0/s1
• InChIKey: VIRSKGZSVOFADF-IWFBPKFRSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S)-N-[(2S)-1-(benzylsulfanyl)-1-oxopropan-2-yl]-1-[(2S)-2-[(2S)-2-[(morpholine-4-carbonyl)amino]propanamido]propanoyl]pyrrolidine-2-carboxamide
• IUPAC Traditional name: (2S)-N-[(2S)-1-(benzylsulfanyl)-1-oxopropan-2-yl]-1-[(2S)-2-[(2S)-2-(morpholine-4-carbonylamino)propanamido]propanoyl]pyrrolidine-2-carboxamide
• Synonyms: Mu-Ala-Ala-Pro-Ala-Thiobenzyl Ester; Mu-AAPA-Thiobenzyl Ester; Mu-Ala-Ala-Pro-Ala-Thiobenzyl Ester

Database IDs

• PubChem SID: 162105610
• PubChem CID: 25108813

CALCULATED PROPERTIES

• Acid pKa: 12.093192
• H Acceptors: 6
• H Donor: 3
• LogD (pH = 5.5): 0.31976864
• LogD (pH = 7.4): 0.31976095
• Log P: 0.31976873
• Molar Refractivity: 142.7936 cm^3
• Polarizability: 55.637524 Å^3
• Polar Surface Area: 137.15 Å^2
• Rotatable Bonds: 10
• Lipinski's Rule of Five: false

DETAILS

MP Biomedicals - 03SB020

A colorimetric substrate for Elastase.

REFERENCES

• Harper, J.W., Ramirez, G. et al., Anal. Biochem., 118:382 (1981).