(2S)-2-{[(2S)-1-[(2S)-6-amino-2-acetamidohexanoyl]pyrrolidin-2-yl]formamido}-5-carbamimidamido-N-(4-methyl-2-oxo-2H-chromen-7-yl)pentanamide

• ChemBase ID: 106438
• Molecular Formular: C29H42N8O6
• Molecular Mass: 598.69378
• Monoisotopic Mass: 598.3227311
• SMILES: CC(=O)N[C@@H](CCCCN)C(=O)N1CCC[C@H]1C(=O)N[C@@H](CCCNC(=N)N)C(=O)Nc1ccc2c(c1)oc(=O)cc2C
• Canonical SMILES: NCCCC[C@@H](C(=O)N1CCC[C@H]1C(=O)N[C@H](C(=O)Nc1ccc2c(c1)oc(=O)cc2C)CCCNC(=N)N)NC(=O)C
• InChI: InChI=1S/C29H42N8O6/c1-17-15-25(39)43-24-16-19(10-11-20(17)24)35-26(40)21(8-5-13-33-29(31)32)36-27(41)23-9-6-14-37(23)28(42)22(34-18(2)38)7-3-4-12-30/h10-11,15-16,21-23H,3-9,12-14,30H2,1-2H3,(H,34,38)(H,35,40)(H,36,41)(H4,31,32,33)/t21-,22-,23-/m0/s1
• InChIKey: GFZWPQFQLZXBRS-VABKMULXSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S)-2-{[(2S)-1-[(2S)-6-amino-2-acetamidohexanoyl]pyrrolidin-2-yl]formamido}-5-carbamimidamido-N-(4-methyl-2-oxo-2H-chromen-7-yl)pentanamide
• IUPAC Traditional name: (2S)-2-{[(2S)-1-[(2S)-6-amino-2-acetamidohexanoyl]pyrrolidin-2-yl]formamido}-5-carbamimidamido-N-(4-methyl-2-oxochromen-7-yl)pentanamide
• Synonyms: Ac-Lys-Pro-Arg-AMC; Ac-KPR-AMC; Ac-Lys-Pro-Arg-7-Amino-4-Methylcoumarin

Database IDs

• PubChem SID: 162105962
• PubChem CID: 25108627

CALCULATED PROPERTIES

• Acid pKa: 12.237771
• H Acceptors: 9
• H Donor: 7
• LogD (pH = 5.5): -6.4979506
• LogD (pH = 7.4): -6.0734754
• Log P: -1.4667486
• Molar Refractivity: 171.0129 cm^3
• Polarizability: 61.242496 Å^3
• Polar Surface Area: 221.83 Å^2
• Rotatable Bonds: 14
• Lipinski's Rule of Five: false

DETAILS

MP Biomedicals - 03AMC130

A fluorogenic substrate for Tryptase, Cytotoxic Lymphocytes.

REFERENCES

• Osman, I.A.R. et al., J. Histochem. and Cytochem., 37:415 (1989).
• Schwartz, L.B. et al., Am. Rev. Respir., 135:1186 (1987).