2-[2-amino-3-(1H-imidazol-4-yl)propanamido]-4-methylpentanoic acid

• ChemBase ID: 104837
• Molecular Formular: C12H20N4O3
• Molecular Mass: 268.3122
• Monoisotopic Mass: 268.15354052
• SMILES: CC(C)CC(NC(=O)C(N)Cc1c[nH]cn1)C(=O)O
• Canonical SMILES: NC(C(=O)NC(C(=O)O)CC(C)C)Cc1nc[nH]c1
• InChI: InChI=1S/C12H20N4O3/c1-7(2)3-10(12(18)19)16-11(17)9(13)4-8-5-14-6-15-8/h5-7,9-10H,3-4,13H2,1-2H3,(H,14,15)(H,16,17)(H,18,19)
• InChIKey: MMFKFJORZBJVNF-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-[2-amino-3-(1H-imidazol-4-yl)propanamido]-4-methylpentanoic acid; 2-[2-amino-3-(1H-imidazol-5-yl)propanamido]-4-methylpentanoic acid
• IUPAC Traditional name: 2-[2-amino-3-(1H-imidazol-4-yl)propanamido]-4-methylpentanoic acid; 2-[2-amino-3-(3H-imidazol-4-yl)propanamido]-4-methylpentanoic acid
• Synonyms: HIS-LEU; histidylleucine; His-Leu

Database IDs

• CAS Number: 7763-65-7
• MDL Number: MFCD00037860
• PubChem SID: 162092055; 24895501
• PubChem CID: 440549

CALCULATED PROPERTIES

• Acid pKa: 3.60873
• H Acceptors: 5
• H Donor: 4
• LogD (pH = 5.5): -3.2726276
• LogD (pH = 7.4): -2.6462052
• Log P: -2.6636155
• Molar Refractivity: 69.03 cm^3
• Polarizability: 27.024977 Å^3
• Polar Surface Area: 121.1 Å^2
• Rotatable Bonds: 7
• Lipinski's Rule of Five: true

PROPERTIES

Safety Information

• Storage Condition: 0°C
• German water hazard class: 3
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter
• Storage Temperature: -20°C

Product Information

• Empirical Formula (Hill Notation): C12H20N4O3

DETAILS

MP Biomedicals - 02157376

Crystalline

Sigma Aldrich - H2504

Biochem/physiol Actions
Histidylleucine (His-Leu); histidylglycine (His-Gly) and histidylserine (His-Ser) are N-terminal imidazole containing dipeptides used to study binding of metals such as copper, nickel and zinc.