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

• ChemBase ID: 106346
• Molecular Formular: C29H39F3N8O6
• Molecular Mass: 652.6651696
• Monoisotopic Mass: 652.29446567
• 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(F)(F)F
• Canonical SMILES: NCCCC[C@@H](C(=O)N1CCC[C@H]1C(=O)N[C@H](C(=O)Nc1ccc2c(c1)oc(=O)cc2C(F)(F)F)CCCNC(=N)N)NC(=O)C
• InChI: InChI=1S/C29H39F3N8O6/c1-16(41)37-21(6-2-3-11-33)27(45)40-13-5-8-22(40)26(44)39-20(7-4-12-36-28(34)35)25(43)38-17-9-10-18-19(29(30,31)32)15-24(42)46-23(18)14-17/h9-10,14-15,20-22H,2-8,11-13,33H2,1H3,(H,37,41)(H,38,43)(H,39,44)(H4,34,35,36)/t20-,21-,22-/m0/s1
• InChIKey: UVABJZWXZFWYGH-FKBYEOEOSA-N

NAMES AND DATABASE IDS

Names

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

Database IDs

• MDL Number: MFCD03452898
• PubChem SID: 162105958
• PubChem CID: 25108566

CALCULATED PROPERTIES

• Acid pKa: 11.531469
• H Acceptors: 9
• H Donor: 7
• LogD (pH = 5.5): -6.1334968
• LogD (pH = 7.4): -5.7072744
• Log P: -1.190397
• Molar Refractivity: 171.9454 cm^3
• Polarizability: 60.618553 Å^3
• Polar Surface Area: 221.83 Å^2
• Rotatable Bonds: 15
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Apperance: solid

Safety Information

• German water hazard class: 3
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter
• Storage Temperature: -20°C

Product Information

• Purity: ≥95% (HPLC)
• Empirical Formula (Hill Notation): C29H39N8O6F3

DETAILS

MP Biomedicals - 03AFC130

A fluorogenic substrate for Tryptase, Cytotoxic Lymphocytes.

Sigma Aldrich - C6608

Substrates
Tryptase substrate.

REFERENCES

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