2-{2-[2-(2-aminopropanamido)-4-methylpentanamido]propanamido}-4-methylpentanoic acid

• ChemBase ID: 103840
• Molecular Formular: C18H34N4O5
• Molecular Mass: 386.48636
• Monoisotopic Mass: 386.25292021
• SMILES: CC(C)CC(NC(=O)C(C)NC(=O)C(CC(C)C)NC(=O)C(C)N)C(=O)O
• Canonical SMILES: CC(CC(C(=O)NC(C(=O)NC(C(=O)O)CC(C)C)C)NC(=O)C(N)C)C
• InChI: InChI=1S/C18H34N4O5/c1-9(2)7-13(21-15(23)11(5)19)17(25)20-12(6)16(24)22-14(18(26)27)8-10(3)4/h9-14H,7-8,19H2,1-6H3,(H,20,25)(H,21,23)(H,22,24)(H,26,27)
• InChIKey: KQRHTCDQWJLLME-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-{2-[2-(2-aminopropanamido)-4-methylpentanamido]propanamido}-4-methylpentanoic acid
• IUPAC Traditional name: 2-{2-[2-(2-aminopropanamido)-4-methylpentanamido]propanamido}-4-methylpentanoic acid
• Synonyms: Ala-Leu-Ala-Leu; ALA-LEU-ALA-LEU

Database IDs

• CAS Number: 84676-48-2
• MDL Number: MFCD00237736
• PubChem SID: 162090724; 24890781
• PubChem CID: 4584163

CALCULATED PROPERTIES

• Acid pKa: 3.6303709
• H Acceptors: 6
• H Donor: 5
• LogD (pH = 5.5): -1.9457662
• LogD (pH = 7.4): -2.0162501
• Log P: -1.9447502
• Molar Refractivity: 99.7367 cm^3
• Polarizability: 39.629444 Å^3
• Polar Surface Area: 150.62 Å^2
• Rotatable Bonds: 11
• 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: ≥97% (HPLC)

DETAILS

Sigma Aldrich - A3546

Amino Acid Sequence
Ala-Leu-Ala-Leu
Biochem/physiol Actions
A peptidase labile sequence used to link drugs to proteins or lipophilic carriers.

REFERENCES

• Trouet, A., Gregoriadis, G., Senior J, and Trouet, A., eds., Plenum Press, New York, Targeting of Drugs 19, (1982).