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

• ChemBase ID: 162097
• Molecular Formular: C19H36N3O5PS
• Molecular Mass: 449.545001
• Monoisotopic Mass: 449.2113289
• SMILES: N1C(=O)N[C@@H]2[C@@H](SC[C@H]12)CCCCC(=O)NCCCCCCOP(=O)OC(C)C
• Canonical SMILES: O=C(CCCC[C@@H]1SC[C@H]2[C@@H]1NC(=O)N2)NCCCCCCOP(=O)OC(C)C
• InChI: InChI=1S/C19H36N3O5PS/c1-14(2)27-28(25)26-12-8-4-3-7-11-20-17(23)10-6-5-9-16-18-15(13-29-16)21-19(24)22-18/h14-16,18,28H,3-13H2,1-2H3,(H,20,23)(H2,21,22,24)/t15-,16-,18-/m0/s1
• InChIKey: HAUDPBKANVSGME-BQFCYCMXSA-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 propan-2-yl phosphonate
• IUPAC Traditional name: 6-{5-[(3aS,4S,6aR)-2-oxo-hexahydrothieno[3,4-d]imidazolidin-4-yl]pentanamido}hexyl isopropyl phosphonate
• Synonyms: Phosphonic Acid 6-[[5-[(3aS,4S,6aR)-Hexahydro-2-oxo-1H-thieno[3,4-d]imidazol-4-yl]-1-oxopentyl]amino]hexyl 1-methylethyl Ester; 6-N-Biotinylaminohexyl Isopropyl Hydrogenphosphonate

Database IDs

• CAS Number: 224583-37-3
• PubChem SID: 162256232
• PubChem CID: 15459624

CALCULATED PROPERTIES

• Acid pKa: 13.4923525
• H Acceptors: 3
• H Donor: 3
• LogD (pH = 5.5): 1.4574983
• LogD (pH = 7.4): 1.4574996
• Log P: 1.4575
• Molar Refractivity: 114.2169 cm^3
• Polarizability: 45.643448 Å^3
• Polar Surface Area: 105.76 Å^2
• Rotatable Bonds: 15
• Lipinski's Rule of Five: true

REFERENCES

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