tert-butyl N-[1-({1-[(5-carbamimidamido-1-oxopentan-2-yl)carbamoyl]-3-methylbutyl}carbamoyl)-3-methylbutyl]carbamate

• ChemBase ID: 134075
• Molecular Formular: C23H44N6O5
• Molecular Mass: 484.63266
• Monoisotopic Mass: 484.33731854
• SMILES: CC(C)CC(C(=O)NC(CCCNC(=N)N)C=O)NC(=O)C(CC(C)C)NC(=O)OC(C)(C)C
• Canonical SMILES: O=CC(NC(=O)C(NC(=O)C(NC(=O)OC(C)(C)C)CC(C)C)CC(C)C)CCCNC(=N)N
• InChI: InChI=1S/C23H44N6O5/c1-14(2)11-17(19(31)27-16(13-30)9-8-10-26-21(24)25)28-20(32)18(12-15(3)4)29-22(33)34-23(5,6)7/h13-18H,8-12H2,1-7H3,(H,27,31)(H,28,32)(H,29,33)(H4,24,25,26)
• InChIKey: DBKWAMISRGINGJ-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: tert-butyl N-[1-({1-[(5-carbamimidamido-1-oxopentan-2-yl)carbamoyl]-3-methylbutyl}carbamoyl)-3-methylbutyl]carbamate
• IUPAC Traditional name: tert-butyl N-[1-({1-[(5-carbamimidamido-1-oxopentan-2-yl)carbamoyl]-3-methylbutyl}carbamoyl)-3-methylbutyl]carbamate
• Synonyms: Nα-t-Boc-Leu-Leu-Arg-al; α-Boc-Deacetylleupeptin

Database IDs

• CAS Number: 81344-47-0
• MDL Number: MFCD00133579
• PubChem SID: 162228352; 24892002
• PubChem CID: 3281375

CALCULATED PROPERTIES

• Acid pKa: 12.489687
• H Acceptors: 7
• H Donor: 6
• LogD (pH = 5.5): -1.1357092
• LogD (pH = 7.4): -1.1327587
• Log P: 0.8969659
• Molar Refractivity: 139.8127 cm^3
• Polarizability: 50.55575 Å^3
• Polar Surface Area: 175.5 Å^2
• Rotatable Bonds: 16
• Lipinski's Rule of Five: false

PROPERTIES

Safety Information

• German water hazard class: 3
• Storage Temperature: -20°C

Product Information

• Purity: ≥97% (TLC)

DETAILS

Sigma Aldrich - B7530

Biochem/physiol Actions
Inhibits fertilization by preventing penetration of the zona pellucida by sperm cells.1