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

• ChemBase ID: 106454
• Molecular Formular: C30H39N5O12
• Molecular Mass: 661.65696
• Monoisotopic Mass: 661.25952171
• SMILES: CC(C)[C@H](NC(=O)C)C(=O)N[C@@H](CCC(=O)O)C(=O)N[C@@H]([C@@H](C)O)C(=O)N[C@@H](CC(=O)O)C(=O)Nc1ccc2c(c1)oc(=O)cc2C
• Canonical SMILES: OC(=O)C[C@@H](C(=O)Nc1ccc2c(c1)oc(=O)cc2C)NC(=O)[C@H]([C@H](O)C)NC(=O)[C@@H](NC(=O)[C@H](C(C)C)NC(=O)C)CCC(=O)O
• InChI: InChI=1S/C30H39N5O12/c1-13(2)25(31-16(5)37)29(45)33-19(8-9-22(38)39)27(43)35-26(15(4)36)30(46)34-20(12-23(40)41)28(44)32-17-6-7-18-14(3)10-24(42)47-21(18)11-17/h6-7,10-11,13,15,19-20,25-26,36H,8-9,12H2,1-5H3,(H,31,37)(H,32,44)(H,33,45)(H,34,46)(H,35,43)(H,38,39)(H,40,41)/t15-,19+,20+,25+,26+/m1/s1
• InChIKey: KUJUACHHEWWGTG-NALINLHWSA-N

NAMES AND DATABASE IDS

Names

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

Database IDs

• PubChem SID: 162105464
• PubChem CID: 25108641

CALCULATED PROPERTIES

• Acid pKa: 3.563846
• H Acceptors: 11
• H Donor: 8
• LogD (pH = 5.5): -4.7529635
• LogD (pH = 7.4): -7.9540067
• Log P: -1.5634137
• Molar Refractivity: 161.6671 cm^3
• Polarizability: 62.40827 Å^3
• Polar Surface Area: 266.63 Å^2
• Rotatable Bonds: 16
• Lipinski's Rule of Five: false

DETAILS

MP Biomedicals - 03AMC179

A fluorogenic substrate for Caspases.