tert-butyl N-[(1S)-1-{[(1S)-1-{[(2S)-1-(benzylsulfanyl)-3-methyl-1-oxobutan-2-yl]carbamoyl}ethyl]carbamoyl}ethyl]carbamate

• ChemBase ID: 106670
• Molecular Formular: C23H35N3O5S
• Molecular Mass: 465.6061
• Monoisotopic Mass: 465.22974224
• SMILES: CC(C)[C@H](NC(=O)[C@H](C)NC(=O)[C@H](C)NC(=O)OC(C)(C)C)C(=O)SCc1ccccc1
• Canonical SMILES: O=C(OC(C)(C)C)N[C@H](C(=O)N[C@H](C(=O)N[C@H](C(=O)SCc1ccccc1)C(C)C)C)C
• InChI: InChI=1S/C23H35N3O5S/c1-14(2)18(21(29)32-13-17-11-9-8-10-12-17)26-20(28)15(3)24-19(27)16(4)25-22(30)31-23(5,6)7/h8-12,14-16,18H,13H2,1-7H3,(H,24,27)(H,25,30)(H,26,28)/t15-,16-,18-/m0/s1
• InChIKey: LVQZEPSBBOUHGD-BQFCYCMXSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: tert-butyl N-[(1S)-1-{[(1S)-1-{[(2S)-1-(benzylsulfanyl)-3-methyl-1-oxobutan-2-yl]carbamoyl}ethyl]carbamoyl}ethyl]carbamate
• IUPAC Traditional name: tert-butyl N-[(1S)-1-{[(1S)-1-{[(2S)-1-(benzylsulfanyl)-3-methyl-1-oxobutan-2-yl]carbamoyl}ethyl]carbamoyl}ethyl]carbamate
• Synonyms: Boc-Ala-Ala-Val-Thiobenzyl Ester; Boc-AAV-Thiobenzyl Ester; Boc-Ala-Ala-Val-Thiobenzyl Ester

Database IDs

• PubChem SID: 162106022
• PubChem CID: 25108816

CALCULATED PROPERTIES

• Acid pKa: 12.04346
• H Acceptors: 4
• H Donor: 3
• LogD (pH = 5.5): 3.2490618
• LogD (pH = 7.4): 3.2490532
• Log P: 3.249062
• Molar Refractivity: 124.6873 cm^3
• Polarizability: 49.16018 Å^3
• Polar Surface Area: 113.6 Å^2
• Rotatable Bonds: 12
• Lipinski's Rule of Five: true

REFERENCES

• Harper, J.W., Ramirez, G. et al., Anal. Biochem., 118:382 (1981).