(3S)-3-[(2S)-2-[(2S)-2-acetamido-3-methylbutanamido]propanamido]-4-oxobutanoic acid

• ChemBase ID: 106372
• Molecular Formular: C14H23N3O6
• Molecular Mass: 329.34892
• Monoisotopic Mass: 329.15868547
• SMILES: CC(C)[C@H](NC(=O)C)C(=O)N[C@@H](C)C(=O)N[C@@H](CC(=O)O)C=O
• Canonical SMILES: O=C[C@@H](NC(=O)[C@@H](NC(=O)[C@H](C(C)C)NC(=O)C)C)CC(=O)O
• InChI: InChI=1S/C14H23N3O6/c1-7(2)12(16-9(4)19)14(23)15-8(3)13(22)17-10(6-18)5-11(20)21/h6-8,10,12H,5H2,1-4H3,(H,15,23)(H,16,19)(H,17,22)(H,20,21)/t8-,10-,12-/m0/s1
• InChIKey: BGFYQRSQECIBIB-PEXQALLHSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (3S)-3-[(2S)-2-[(2S)-2-acetamido-3-methylbutanamido]propanamido]-4-oxobutanoic acid
• IUPAC Traditional name: (3S)-3-[(2S)-2-[(2S)-2-acetamido-3-methylbutanamido]propanamido]-4-oxobutanoic acid
• Synonyms: N-Acetyl-Val-Ala-Asp-al; Ac-Val-Ala-Asp-CHO; Ac-VAD-CHO; Ac-Val-Ala-Asp-Aldehyde

Database IDs

• CAS Number: 147837-52-3
• MDL Number: MFCD00672421
• PubChem SID: 162093142
• PubChem CID: 644194

CALCULATED PROPERTIES

• Acid pKa: 3.899173
• H Acceptors: 6
• H Donor: 4
• LogD (pH = 5.5): -3.3523362
• LogD (pH = 7.4): -4.9598656
• Log P: -1.7458357
• Molar Refractivity: 78.6415 cm^3
• Polarizability: 30.942327 Å^3
• Polar Surface Area: 141.67 Å^2
• Rotatable Bonds: 9
• Lipinski's Rule of Five: true

PROPERTIES

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: ≥98% (TLC)

DETAILS

MP Biomedicals - 03AL009

A potent and reversible pan-caspase inhibitor.

REFERENCES

• Thornberry, N.A., and Lazebnik, Y. 1998. Science 281, 1312.