5-[(3aS,4S,6aR)-2-oxo-hexahydro-1H-thieno[3,4-d]imidazolidin-4-yl]-N-(4-methyl-2-oxo-2H-chromen-7-yl)pentanamide

• ChemBase ID: 162100
• Molecular Formular: C20H23N3O4S
• Molecular Mass: 401.47932
• Monoisotopic Mass: 401.14092723
• SMILES: N1C(=O)N[C@@H]2[C@@H](SC[C@H]12)CCCCC(=O)Nc1cc2c(cc1)c(cc(=O)o2)C
• Canonical SMILES: O=C(Nc1ccc2c(c1)oc(=O)cc2C)CCCC[C@@H]1SC[C@H]2[C@@H]1NC(=O)N2
• InChI: InChI=1S/C20H23N3O4S/c1-11-8-18(25)27-15-9-12(6-7-13(11)15)21-17(24)5-3-2-4-16-19-14(10-28-16)22-20(26)23-19/h6-9,14,16,19H,2-5,10H2,1H3,(H,21,24)(H2,22,23,26)/t14-,16-,19-/m0/s1
• InChIKey: ZQYSEURIFUZXSJ-QOKNQOGYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 5-[(3aS,4S,6aR)-2-oxo-hexahydro-1H-thieno[3,4-d]imidazolidin-4-yl]-N-(4-methyl-2-oxo-2H-chromen-7-yl)pentanamide
• IUPAC Traditional name: 5-[(3aS,4S,6aR)-2-oxo-hexahydrothieno[3,4-d]imidazolidin-4-yl]-N-(4-methyl-2-oxochromen-7-yl)pentanamide
• Synonyms: (3aS,4S,6aR)-Hexahydro-N-(4-methyl-2-oxo-2H-1-benzopyran-7-yl)-2-oxo-1H-thieno[3,4-d]imidazole-4-pentanamide; N-d-Biotinyl-7-amino-4-methylcoumarin

Database IDs

• CAS Number: 191223-35-5
• PubChem SID: 162256235
• PubChem CID: 71313996

CALCULATED PROPERTIES

• Acid pKa: 13.221733
• H Acceptors: 3
• H Donor: 3
• LogD (pH = 5.5): 1.8632339
• LogD (pH = 7.4): 1.8632333
• Log P: 1.8632339
• Molar Refractivity: 108.1008 cm^3
• Polarizability: 41.141975 Å^3
• Polar Surface Area: 96.53 Å^2
• Rotatable Bonds: 6
• Lipinski's Rule of Five: true

PROPERTIES

Safety Information

• Storage Condition: -20°C Freezer

DETAILS

Toronto Research Chemicals - B394925

A novel fluorigenic substrate for the determination of Biotinidase activity.

REFERENCES

• Kumugi, S., et al.: Chemistry Letters, 391 (1997)