(2S)-N-[(2S)-6-amino-1-(benzylsulfanyl)-1-oxohexan-2-yl]-2-[(2R)-2-amino-3-methylbutanamido]-4-methylpentanamide

• ChemBase ID: 106664
• Molecular Formular: C24H40N4O3S
• Molecular Mass: 464.6644
• Monoisotopic Mass: 464.28211216
• SMILES: CC(C)C[C@H](NC(=O)[C@H](N)C(C)C)C(=O)N[C@@H](CCCCN)C(=O)SCc1ccccc1
• Canonical SMILES: NCCCC[C@@H](C(=O)SCc1ccccc1)NC(=O)[C@@H](NC(=O)[C@@H](C(C)C)N)CC(C)C
• InChI: InChI=1S/C24H40N4O3S/c1-16(2)14-20(28-23(30)21(26)17(3)4)22(29)27-19(12-8-9-13-25)24(31)32-15-18-10-6-5-7-11-18/h5-7,10-11,16-17,19-21H,8-9,12-15,25-26H2,1-4H3,(H,27,29)(H,28,30)/t19-,20-,21+/m0/s1
• InChIKey: HTDCPIJZTYNZSC-PCCBWWKXSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S)-N-[(2S)-6-amino-1-(benzylsulfanyl)-1-oxohexan-2-yl]-2-[(2R)-2-amino-3-methylbutanamido]-4-methylpentanamide
• IUPAC Traditional name: (2S)-N-[(2S)-6-amino-1-(benzylsulfanyl)-1-oxohexan-2-yl]-2-[(2R)-2-amino-3-methylbutanamido]-4-methylpentanamide
• Synonyms: D-Val-Leu-Lys-Thiobenzyl Ester; D-VLK-Thiobenzyl Ester; D-Val-Leu-Lys-Thiobenzyl Ester

Database IDs

• PubChem SID: 162105630
• PubChem CID: 25108810

CALCULATED PROPERTIES

• Acid pKa: 12.476809
• H Acceptors: 5
• H Donor: 4
• LogD (pH = 5.5): -2.6892197
• LogD (pH = 7.4): -0.5977671
• Log P: 2.879174
• Molar Refractivity: 130.8001 cm^3
• Polarizability: 52.123394 Å^3
• Polar Surface Area: 127.31 Å^2
• Rotatable Bonds: 15
• Lipinski's Rule of Five: true

DETAILS

MP Biomedicals - 03SB013

A colorimetric substrate for Plasmin.

REFERENCES

• Calvin, S.A. et al., Anal. Biochem., 80:355 (1977).