12-{5-[(3aS,4S,6aR)-2-oxo-hexahydro-1H-thieno[3,4-d]imidazolidin-4-yl]pentanamido}dodecanoic acid

• ChemBase ID: 162081
• Molecular Formular: C22H39N3O4S
• Molecular Mass: 441.62776
• Monoisotopic Mass: 441.26612774
• SMILES: N1C(=O)N[C@@H]2[C@@H](SC[C@H]12)CCCCC(=O)NCCCCCCCCCCCC(=O)O
• Canonical SMILES: O=C(CCCC[C@@H]1SC[C@H]2[C@@H]1NC(=O)N2)NCCCCCCCCCCCC(=O)O
• InChI: InChI=1S/C22H39N3O4S/c26-19(13-10-9-12-18-21-17(16-30-18)24-22(29)25-21)23-15-11-7-5-3-1-2-4-6-8-14-20(27)28/h17-18,21H,1-16H2,(H,23,26)(H,27,28)(H2,24,25,29)/t17-,18-,21-/m0/s1
• InChIKey: ALIFRMFPRBTNNH-WFXMLNOXSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 12-{5-[(3aS,4S,6aR)-2-oxo-hexahydro-1H-thieno[3,4-d]imidazolidin-4-yl]pentanamido}dodecanoic acid
• IUPAC Traditional name: 12-{5-[(3aS,4S,6aR)-2-oxo-hexahydrothieno[3,4-d]imidazolidin-4-yl]pentanamido}dodecanoic acid
• Synonyms: 12-[[5-[(3aS,4S,6aR)-Hexahydro-2-oxo-1H-thieno[3,4-d]imidazol-4-yl]-1-oxopentyl]amino]dodecanoic Acid; N-Biotinyl-12-aminododecanoic Acid

Database IDs

• CAS Number: 135447-73-3
• PubChem SID: 162256216
• PubChem CID: 20660405

CALCULATED PROPERTIES

• Acid pKa: 4.9520254
• H Acceptors: 4
• H Donor: 4
• LogD (pH = 5.5): 2.6405566
• LogD (pH = 7.4): 0.88142276
• Log P: 3.2963636
• Molar Refractivity: 119.1168 cm^3
• Polarizability: 46.953323 Å^3
• Polar Surface Area: 107.53 Å^2
• Rotatable Bonds: 17
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: DMF; DMSO; Methanol
• Apperance: White Solid
• Melting Point: 215-217°C

Safety Information

• Storage Condition: -20°C Freezer

REFERENCES

• Pacholec, M., et al.: Biochem., 44, 4949 (2005)