3-{[(1S)-1-{[(2S)-1-oxo-1-[(2S)-2-{[(1S)-1-{[2-oxo-4-(trifluoromethyl)-2H-chromen-7-yl]carbamoyl}-2-phenylethyl]carbamoyl}pyrrolidin-1-yl]propan-2-yl]carbamoyl}ethyl]carbamoyl}propanoic acid

• ChemBase ID: 106327
• Molecular Formular: C34H36F3N5O9
• Molecular Mass: 715.6729496
• Monoisotopic Mass: 715.24651242
• SMILES: C[C@H](NC(=O)CCC(=O)O)C(=O)N[C@@H](C)C(=O)N1CCC[C@H]1C(=O)N[C@@H](Cc1ccccc1)C(=O)Nc1ccc2c(c1)oc(=O)cc2C(F)(F)F
• Canonical SMILES: O=C(N[C@H](C(=O)N[C@H](C(=O)N1CCC[C@H]1C(=O)N[C@H](C(=O)Nc1ccc2c(c1)oc(=O)cc2C(F)(F)F)Cc1ccccc1)C)C)CCC(=O)O
• InChI: InChI=1S/C34H36F3N5O9/c1-18(38-27(43)12-13-28(44)45)30(47)39-19(2)33(50)42-14-6-9-25(42)32(49)41-24(15-20-7-4-3-5-8-20)31(48)40-21-10-11-22-23(34(35,36)37)17-29(46)51-26(22)16-21/h3-5,7-8,10-11,16-19,24-25H,6,9,12-15H2,1-2H3,(H,38,43)(H,39,47)(H,40,48)(H,41,49)(H,44,45)/t18-,19-,24-,25-/m0/s1
• InChIKey: WTOZVWOAPNRMCN-CWGXUGAXSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 3-{[(1S)-1-{[(2S)-1-oxo-1-[(2S)-2-{[(1S)-1-{[2-oxo-4-(trifluoromethyl)-2H-chromen-7-yl]carbamoyl}-2-phenylethyl]carbamoyl}pyrrolidin-1-yl]propan-2-yl]carbamoyl}ethyl]carbamoyl}propanoic acid
• IUPAC Traditional name: 3-{[(1S)-1-{[(2S)-1-oxo-1-[(2S)-2-{[(1S)-1-{[2-oxo-4-(trifluoromethyl)chromen-7-yl]carbamoyl}-2-phenylethyl]carbamoyl}pyrrolidin-1-yl]propan-2-yl]carbamoyl}ethyl]carbamoyl}propanoic acid
• Synonyms: Suc-Ala-Ala-Pro-Phe-AFC; Suc-AAP-F-AFC; Suc-Ala-Ala-Pro-Phe-7-Amino-4-trifluoromethylcoumarin

Database IDs

• PubChem SID: 162105950
• PubChem CID: 25108547

CALCULATED PROPERTIES

• Acid pKa: 4.0904903
• H Acceptors: 8
• H Donor: 5
• LogD (pH = 5.5): -0.1301517
• LogD (pH = 7.4): -1.812251
• Log P: 1.2926704
• Molar Refractivity: 174.0171 cm^3
• Polarizability: 65.62427 Å^3
• Polar Surface Area: 200.31 Å^2
• Rotatable Bonds: 14
• Lipinski's Rule of Five: false

DETAILS

MP Biomedicals - 03AFC085

A fluorogenic substrate for Chymotrypsin.
Excitation max.: 400 nm, Emission max.: 505 nm

REFERENCES

• Sawada, H. et al., Experienta, 39:454 (1983).
• Oshima, G. et al., Biochem., 94:1615 (1983).
• Powers, J.C. et al., J. Appl. Toxicol., 20:5177 (2000).