methyl 3-{[(1S)-1-{[(1S)-3-methyl-1-{[(1S)-1-{[2-oxo-4-(trifluoromethyl)-2H-chromen-7-yl]carbamoyl}-2-phenylethyl]carbamoyl}butyl]carbamoyl}-2-phenylethyl]carbamoyl}propanoate

• ChemBase ID: 106330
• Molecular Formular: C39H41F3N4O8
• Molecular Mass: 750.7600496
• Monoisotopic Mass: 750.28764895
• SMILES: COC(=O)CCC(=O)N[C@@H](Cc1ccccc1)C(=O)N[C@@H](CC(C)C)C(=O)N[C@@H](Cc1ccccc1)C(=O)Nc1ccc2c(c1)oc(=O)cc2C(F)(F)F
• Canonical SMILES: COC(=O)CCC(=O)N[C@H](C(=O)N[C@H](C(=O)N[C@H](C(=O)Nc1ccc2c(c1)oc(=O)cc2C(F)(F)F)Cc1ccccc1)CC(C)C)Cc1ccccc1
• InChI: InChI=1S/C39H41F3N4O8/c1-23(2)18-29(45-38(52)30(19-24-10-6-4-7-11-24)44-33(47)16-17-34(48)53-3)37(51)46-31(20-25-12-8-5-9-13-25)36(50)43-26-14-15-27-28(39(40,41)42)22-35(49)54-32(27)21-26/h4-15,21-23,29-31H,16-20H2,1-3H3,(H,43,50)(H,44,47)(H,45,52)(H,46,51)/t29-,30-,31-/m0/s1
• InChIKey: JAVAJRHLGWRBRH-CHQNGUEUSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: methyl 3-{[(1S)-1-{[(1S)-3-methyl-1-{[(1S)-1-{[2-oxo-4-(trifluoromethyl)-2H-chromen-7-yl]carbamoyl}-2-phenylethyl]carbamoyl}butyl]carbamoyl}-2-phenylethyl]carbamoyl}propanoate
• IUPAC Traditional name: methyl 3-{[(1S)-1-{[(1S)-3-methyl-1-{[(1S)-1-{[2-oxo-4-(trifluoromethyl)chromen-7-yl]carbamoyl}-2-phenylethyl]carbamoyl}butyl]carbamoyl}-2-phenylethyl]carbamoyl}propanoate
• Synonyms: MeOSuc-Phe-Leu-Phe-AFC; MeOSuc-FLF-AFC; MeOSuc-Phe-Leu-Phe-7-Amino-4-trifluoromethylcoumarin; N-Methoxysuccinyl-Phe-Leu-Phe-7-amido-4-trifluoromethylcoumarin

Database IDs

• MDL Number: MFCD03452969
• PubChem SID: 162105398
• PubChem CID: 25108550

CALCULATED PROPERTIES

• Acid pKa: 11.627408
• H Acceptors: 6
• H Donor: 4
• LogD (pH = 5.5): 4.612854
• LogD (pH = 7.4): 4.6128316
• Log P: 4.6128545
• Molar Refractivity: 192.0923 cm^3
• Polarizability: 72.909294 Å^3
• Polar Surface Area: 169.0 Å^2
• Rotatable Bonds: 18
• 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

DETAILS

MP Biomedicals - 03AFC088

A fluorogenic substrate for Mast Cell Protease.

Sigma Aldrich - M4813

Biochem/physiol Actions
Mitochondrial ATP-dependent protease substrate

REFERENCES

• Li, X.C. et al., Biochem., 30(40):9709 (1991).