4-(3-carboxy-2-acetamidopropanamido)-4-({1-[(1-carboxy-3-oxopropan-2-yl)carbamoyl]-2-methylpropyl}carbamoyl)butanoic acid

• ChemBase ID: 106011
• Molecular Formular: C20H30N4O11
• Molecular Mass: 502.4724
• Monoisotopic Mass: 502.1911078
• SMILES: CC(C)C(NC(=O)C(CCC(=O)O)NC(=O)C(CC(=O)O)NC(=O)C)C(=O)NC(CC(=O)O)C=O
• Canonical SMILES: O=CC(NC(=O)C(C(C)C)NC(=O)C(NC(=O)C(NC(=O)C)CC(=O)O)CCC(=O)O)CC(=O)O
• InChI: InChI=1S/C20H30N4O11/c1-9(2)17(20(35)22-11(8-25)6-15(29)30)24-18(33)12(4-5-14(27)28)23-19(34)13(7-16(31)32)21-10(3)26/h8-9,11-13,17H,4-7H2,1-3H3,(H,21,26)(H,22,35)(H,23,34)(H,24,33)(H,27,28)(H,29,30)(H,31,32)
• InChIKey: UMBVAPCONCILTL-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 4-(3-carboxy-2-acetamidopropanamido)-4-({1-[(1-carboxy-3-oxopropan-2-yl)carbamoyl]-2-methylpropyl}carbamoyl)butanoic acid
• IUPAC Traditional name: 4-(3-carboxy-2-acetamidopropanamido)-4-({1-[(1-carboxy-3-oxopropan-2-yl)carbamoyl]-2-methylpropyl}carbamoyl)butanoic acid
• Synonyms: N-Acetyl-Asp-Glu-Val-Asp-al; CPP32/Apopain Inhibitor; Ac-DEVD-CHO; ICE INHIBITOR

Database IDs

• CAS Number: 169332-60-9
• MDL Number: MFCD00671412
• PubChem SID: 24890193; 162092881
• PubChem CID: 4330

CALCULATED PROPERTIES

• Acid pKa: 3.4770713
• H Acceptors: 11
• H Donor: 7
• LogD (pH = 5.5): -7.8290443
• LogD (pH = 7.4): -12.740356
• Log P: -3.2773173
• Molar Refractivity: 112.7647 cm^3
• Polarizability: 44.55075 Å^3
• Polar Surface Area: 245.37 Å^2
• Rotatable Bonds: 16
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

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

Safety Information

• Storage Condition: -20°C
• 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 ... CASP1(834), CASP3(836), CASP7(840), CASP8(841)

Product Information

• Purity: ≥97%; ≥95%

DETAILS

MP Biomedicals - 02195865

Ac-Asp-Glu-Val-Asp-CHO
Purity: >97%
Potent, specific and reversible CPP32/Apopain inhibitor.

Sigma Aldrich - A0835

Amino Acid Sequence
NAc-Asp-Glu-Val-Asp-al
Biochem/physiol Actions
Reversible inhibitor of IL-1β converting enzyme (ICE); inhibits poly(ADP-ribose) polymerase cleavage by apopain (caspase 3).