tert-butyl N-[(1S)-5-{5-[(3aS,4S,6aR)-2-oxo-hexahydro-1H-thieno[3,4-d]imidazolidin-4-yl]pentanamido}-1-{[2-(methanesulfonylsulfanyl)ethyl]carbamoyl}pentyl]carbamate

• ChemBase ID: 162545
• Molecular Formular: C24H43N5O7S3
• Molecular Mass: 609.82252
• Monoisotopic Mass: 609.23246174
• SMILES: N1C(=O)N[C@@H]2[C@@H](SC[C@H]12)CCCCC(=O)NCCCC[C@H](NC(=O)OC(C)(C)C)C(=O)NCCSS(=O)(=O)C
• Canonical SMILES: O=C(NCCCC[C@@H](C(=O)NCCSS(=O)(=O)C)NC(=O)OC(C)(C)C)CCCC[C@@H]1SC[C@H]2[C@@H]1NC(=O)N2
• InChI: InChI=1S/C24H43N5O7S3/c1-24(2,3)36-23(33)28-16(21(31)26-13-14-38-39(4,34)35)9-7-8-12-25-19(30)11-6-5-10-18-20-17(15-37-18)27-22(32)29-20/h16-18,20H,5-15H2,1-4H3,(H,25,30)(H,26,31)(H,28,33)(H2,27,29,32)/t16-,17-,18-,20-/m0/s1
• InChIKey: AYKDOVQYTOIIIG-JPLJXNOCSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: tert-butyl N-[(1S)-5-{5-[(3aS,4S,6aR)-2-oxo-hexahydro-1H-thieno[3,4-d]imidazolidin-4-yl]pentanamido}-1-{[2-(methanesulfonylsulfanyl)ethyl]carbamoyl}pentyl]carbamate
• IUPAC Traditional name: tert-butyl N-[(1S)-5-{5-[(3aS,4S,6aR)-2-oxo-hexahydrothieno[3,4-d]imidazolidin-4-yl]pentanamido}-1-{[2-(methanesulfonylsulfanyl)ethyl]carbamoyl}pentyl]carbamate
• Synonyms: N-t-Boc-biocytinamidoethyl Methanethiosulfonate

Database IDs

• PubChem SID: 162256680
• PubChem CID: 71314151

CALCULATED PROPERTIES

• Acid pKa: 13.022783
• H Acceptors: 6
• H Donor: 5
• LogD (pH = 5.5): 0.07213799
• LogD (pH = 7.4): 0.07213869
• Log P: 0.07213963
• Molar Refractivity: 151.9065 cm^3
• Polarizability: 60.680805 Å^3
• Polar Surface Area: 171.8 Å^2
• Rotatable Bonds: 18
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Solubility: Chloroform; Dichloromethane; Methanol
• Apperance: Off-White Solid
• Melting Point: 102-104°C

Safety Information

• Storage Condition: Refrigerator

REFERENCES

• Bodansky, M., and Fagen, D.T.: J. Am. Chem. Soc., 99, 235 (1977)