(4S)-4-{[(1S,2S)-1-{[(2S)-1-carboxy-3-oxopropan-2-yl]carbamoyl}-2-methylbutyl]carbamoyl}-4-[(2S)-2-acetamido-3-methylbutanamido]butanoic acid

• ChemBase ID: 106376
• Molecular Formular: C22H36N4O9
• Molecular Mass: 500.54264
• Monoisotopic Mass: 500.24822875
• 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
• Canonical SMILES: O=C[C@@H](NC(=O)[C@H]([C@H](CC)C)NC(=O)[C@@H](NC(=O)[C@H](C(C)C)NC(=O)C)CCC(=O)O)CC(=O)O
• InChI: InChI=1S/C22H36N4O9/c1-6-12(4)19(22(35)24-14(10-27)9-17(31)32)26-20(33)15(7-8-16(29)30)25-21(34)18(11(2)3)23-13(5)28/h10-12,14-15,18-19H,6-9H2,1-5H3,(H,23,28)(H,24,35)(H,25,34)(H,26,33)(H,29,30)(H,31,32)/t12-,14-,15-,18-,19-/m0/s1
• InChIKey: KYUFGGNCJRWMDN-GOYXDOSHSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (4S)-4-{[(1S,2S)-1-{[(2S)-1-carboxy-3-oxopropan-2-yl]carbamoyl}-2-methylbutyl]carbamoyl}-4-[(2S)-2-acetamido-3-methylbutanamido]butanoic acid
• IUPAC Traditional name: (4S)-4-{[(1S,2S)-1-{[(2S)-1-carboxy-3-oxopropan-2-yl]carbamoyl}-2-methylbutyl]carbamoyl}-4-[(2S)-2-acetamido-3-methylbutanamido]butanoic acid
• Synonyms: N-Acetyl-Val-Glu-Ile-Asp-al; Ac-Val-Glu-Ile-Asp-CHO; Ac-VEID-CHO; Ac-Val-Glu-Ile-Asp-Aldehyde

Database IDs

• MDL Number: MFCD01318861
• PubChem SID: 162089020
• PubChem CID: 15487887

CALCULATED PROPERTIES

• Acid pKa: 3.8505366
• H Acceptors: 9
• H Donor: 6
• LogD (pH = 5.5): -4.0320177
• LogD (pH = 7.4): -7.4344387
• Log P: -1.3034414
• Molar Refractivity: 120.3259 cm^3
• Polarizability: 47.48038 Å^3
• Polar Surface Area: 208.07 Å^2
• Rotatable Bonds: 16
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Solubility: H2O: soluble1 mg/mL
• Apperance: white powder

Safety Information

• German water hazard class: 3
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter
• Storage Temperature: -20°C

Pharmacology Properties

• Gene Information: human ... CASP6(839)

Product Information

• Purity: ~99% (HPLC)

DETAILS

MP Biomedicals - 03AL015

An inhibitor for Caspase-6.

Sigma Aldrich - A6339

Amino Acid Sequence
NAc-Val-Glu-Ile-Asp-al
Biochem/physiol Actions
Caspase 6 inhibitor.

REFERENCES

• Hirata, H. et al., J. Exp. Med., 187:587 (1998).