(4S)-4-{[(1S,2S)-1-{[(1S)-2-carboxy-1-[(4-methyl-2-oxo-2H-chromen-7-yl)carbamoyl]ethyl]carbamoyl}-2-methylbutyl]carbamoyl}-4-[(2S)-2-acetamido-3-methylbutanamido]butanoic acid

• ChemBase ID: 106443
• Molecular Formular: C32H43N5O11
• Molecular Mass: 673.71072
• Monoisotopic Mass: 673.29590722
• SMILES: CC[C@H](C)[C@H](NC(=O)[C@H](CCC(=O)O)NC(=O)[C@@H](NC(=O)C)C(C)C)C(=O)N[C@@H](CC(=O)O)C(=O)Nc1ccc2c(c1)oc(=O)cc2C
• Canonical SMILES: CC[C@@H]([C@@H](C(=O)N[C@H](C(=O)Nc1ccc2c(c1)oc(=O)cc2C)CC(=O)O)NC(=O)[C@@H](NC(=O)[C@H](C(C)C)NC(=O)C)CCC(=O)O)C
• InChI: InChI=1S/C32H43N5O11/c1-7-16(4)28(37-29(44)21(10-11-24(39)40)35-31(46)27(15(2)3)33-18(6)38)32(47)36-22(14-25(41)42)30(45)34-19-8-9-20-17(5)12-26(43)48-23(20)13-19/h8-9,12-13,15-16,21-22,27-28H,7,10-11,14H2,1-6H3,(H,33,38)(H,34,45)(H,35,46)(H,36,47)(H,37,44)(H,39,40)(H,41,42)/t16-,21-,22-,27-,28-/m0/s1
• InChIKey: QMXIJZDGCJEANV-LFZGUJIPSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (4S)-4-{[(1S,2S)-1-{[(1S)-2-carboxy-1-[(4-methyl-2-oxo-2H-chromen-7-yl)carbamoyl]ethyl]carbamoyl}-2-methylbutyl]carbamoyl}-4-[(2S)-2-acetamido-3-methylbutanamido]butanoic acid
• IUPAC Traditional name: (4S)-4-{[(1S,2S)-1-{[(1S)-2-carboxy-1-[(4-methyl-2-oxochromen-7-yl)carbamoyl]ethyl]carbamoyl}-2-methylbutyl]carbamoyl}-4-[(2S)-2-acetamido-3-methylbutanamido]butanoic acid
• Synonyms: Ac-Val-Glu-Ile-Asp-AMC; Ac-VEID-AMC; Ac-Val-Glu-Ile-Asp-7-Amino-4-Methylcoumarin

Database IDs

• PubChem SID: 162105458
• PubChem CID: 25108630

CALCULATED PROPERTIES

• Acid pKa: 3.6956303
• H Acceptors: 10
• H Donor: 7
• LogD (pH = 5.5): -2.5797598
• LogD (pH = 7.4): -5.881957
• Log P: 0.3989851
• Molar Refractivity: 169.3012 cm^3
• Polarizability: 65.37238 Å^3
• Polar Surface Area: 246.4 Å^2
• Rotatable Bonds: 17
• Lipinski's Rule of Five: false

DETAILS

MP Biomedicals - 03AMC141

A fluorogenic substrate for Caspase-6 (Mch2).
Excitation max.: 360-380 nm, Emission max.: 430-460 nm

REFERENCES

• Thornberry, N.A. et al., Science, 281:1312 (1998).
• Martin, L.M. et al., Blood, 90:4283 (1997).
• Takahashi, A. et al., Exp. Cell. Res., 231:123 (1997).