3-{[(1S)-1-{[(1S)-1-{[(2S)-1-(benzylsulfanyl)-1-oxo-3-phenylpropan-2-yl]carbamoyl}-3-methylbutyl]carbamoyl}-2-phenylethyl]carbamoyl}propanoic acid

• ChemBase ID: 106672
• Molecular Formular: C35H41N3O6S
• Molecular Mass: 631.78154
• Monoisotopic Mass: 631.27160705
• SMILES: CC(C)C[C@H](NC(=O)[C@H](Cc1ccccc1)NC(=O)CCC(=O)O)C(=O)N[C@@H](Cc1ccccc1)C(=O)SCc1ccccc1
• Canonical SMILES: CC(C[C@@H](C(=O)N[C@H](C(=O)SCc1ccccc1)Cc1ccccc1)NC(=O)[C@H](Cc1ccccc1)NC(=O)CCC(=O)O)C
• InChI: InChI=1S/C35H41N3O6S/c1-24(2)20-28(37-34(43)29(21-25-12-6-3-7-13-25)36-31(39)18-19-32(40)41)33(42)38-30(22-26-14-8-4-9-15-26)35(44)45-23-27-16-10-5-11-17-27/h3-17,24,28-30H,18-23H2,1-2H3,(H,36,39)(H,37,43)(H,38,42)(H,40,41)/t28-,29-,30-/m0/s1
• InChIKey: WKWLDLIMIAPKLW-DTXPUJKBSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 3-{[(1S)-1-{[(1S)-1-{[(2S)-1-(benzylsulfanyl)-1-oxo-3-phenylpropan-2-yl]carbamoyl}-3-methylbutyl]carbamoyl}-2-phenylethyl]carbamoyl}propanoic acid
• IUPAC Traditional name: 3-{[(1S)-1-{[(1S)-1-{[(2S)-1-(benzylsulfanyl)-1-oxo-3-phenylpropan-2-yl]carbamoyl}-3-methylbutyl]carbamoyl}-2-phenylethyl]carbamoyl}propanoic acid
• Synonyms: Suc-Phe-Leu-Phe-Thiobenzyl Ester; Suc-FLF-Thiobenzyl Ester; Suc-Phe-Leu-Phe-Thiobenzyl Ester

Database IDs

• CAS Number: 80651-94-1
• PubChem SID: 162087695
• PubChem CID: 25108817

CALCULATED PROPERTIES

• Acid pKa: 4.1049986
• H Acceptors: 6
• H Donor: 4
• LogD (pH = 5.5): 3.670968
• LogD (pH = 7.4): 1.9841421
• Log P: 5.0799417
• Molar Refractivity: 174.0674 cm^3
• Polarizability: 68.142456 Å^3
• Polar Surface Area: 141.67 Å^2
• Rotatable Bonds: 18
• Lipinski's Rule of Five: false

REFERENCES

• Odeegard, O.R., Try, K. et al., Homeostasis, 17:109 (1987).
• Yoshida, N. et al., Biochem., 19:5799 (1980).