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

• ChemBase ID: 162095
• Molecular Formular: C16H30N3O5PS
• Molecular Mass: 407.465261
• Monoisotopic Mass: 407.16437871
• SMILES: N1C(=O)N[C@@H]2[C@@H](SC[C@H]12)CCCCC(=O)NCCCCCCOP(=O)O
• Canonical SMILES: O=C(CCCC[C@@H]1SC[C@H]2[C@@H]1NC(=O)N2)NCCCCCCOP(=O)O
• InChI: InChI=1S/C16H30N3O5PS/c20-14(17-9-5-1-2-6-10-24-25(22)23)8-4-3-7-13-15-12(11-26-13)18-16(21)19-15/h12-13,15,25H,1-11H2,(H,17,20)(H,22,23)(H2,18,19,21)/t12-,13-,15-/m0/s1
• InChIKey: IBDXDOIUKIIOCD-YDHLFZDLSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: [(6-{5-[(3aS,4S,6aR)-2-oxo-hexahydro-1H-thieno[3,4-d]imidazolidin-4-yl]pentanamido}hexyl)oxy]phosphinic acid
• IUPAC Traditional name: (6-{5-[(3aS,4S,6aR)-2-oxo-hexahydrothieno[3,4-d]imidazolidin-4-yl]pentanamido}hexyl)oxyphosphinic acid
• Synonyms: 6-N-Biotinylaminohexyl Hydrogenphosphonate; (3aS,4S,6aR)-Hexahydro-N-[6-[(hydroxyphosphinyl)oxy]hexyl]-2-oxo-1H-thieno[3,4-d]imidazole-4-pentanamide

Database IDs

• CAS Number: 224583-35-1
• PubChem SID: 162256230
• PubChem CID: 15459623

CALCULATED PROPERTIES

• Acid pKa: 2.2002375
• H Acceptors: 4
• H Donor: 4
• LogD (pH = 5.5): -2.2520475
• LogD (pH = 7.4): -2.2893038
• Log P: -0.026
• Molar Refractivity: 100.5672 cm^3
• Polarizability: 39.919212 Å^3
• Polar Surface Area: 116.76 Å^2
• Rotatable Bonds: 13
• Lipinski's Rule of Five: true

REFERENCES

• Higson, A.P., et al.: Synthesis, 3, 407 (1999)