3-({1-[(4-carbamimidamidobutyl)carbamoyl]-3-methylbutyl}carbamoyl)oxirane-2-carboxylic acid

• ChemBase ID: 103791
• Molecular Formular: C15H27N5O5
• Molecular Mass: 357.40538
• Monoisotopic Mass: 357.20121899
• SMILES: CC(C)CC(NC(=O)C1OC1C(=O)O)C(=O)NCCCCNC(=N)N
• Canonical SMILES: CC(CC(C(=O)NCCCCNC(=N)N)NC(=O)C1OC1C(=O)O)C
• InChI: InChI=1S/C15H27N5O5/c1-8(2)7-9(20-13(22)10-11(25-10)14(23)24)12(21)18-5-3-4-6-19-15(16)17/h8-11H,3-7H2,1-2H3,(H,18,21)(H,20,22)(H,23,24)(H4,16,17,19)
• InChIKey: LTLYEAJONXGNFG-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 3-({1-[(4-carbamimidamidobutyl)carbamoyl]-3-methylbutyl}carbamoyl)oxirane-2-carboxylic acid
• IUPAC Traditional name: 3-({1-[(4-carbamimidamidobutyl)carbamoyl]-3-methylbutyl}carbamoyl)oxirane-2-carboxylic acid
• Synonyms: trans-Epoxysuccinyl-leucylamido-[4-guanidino]butane; [L-3-trans-carboxy-oxiran-2-carbonyl]-Leu-agmatin; N-(trans-Epoxysuccinyl)-L-leucine 4-guanidinobutylamide; E-64

Database IDs

• CAS Number: 66701-25-5
• PubChem SID: 162090722
• PubChem CID: 4641099

CALCULATED PROPERTIES

• Acid pKa: 3.3650656
• H Acceptors: 8
• H Donor: 6
• LogD (pH = 5.5): -2.7337623
• LogD (pH = 7.4): -2.7311778
• Log P: -2.7311957
• Molar Refractivity: 98.5676 cm^3
• Polarizability: 34.432243 Å^3
• Polar Surface Area: 169.93 Å^2
• Rotatable Bonds: 11
• Lipinski's Rule of Five: false

PROPERTIES

Safety Information

• Storage Condition: -20°C, Desiccate, Protect from light
• RTECS: RR0390000

DETAILS

MP Biomedicals - 02152846

Inhibitor for thiol protease.

REFERENCES

• Hanada, A., et al., Agric. Biol. Chem., 42: 529 (1978).
• Barrett, A.J., et al., Biochem. J., 201: 189 (1982).