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

• ChemBase ID: 162119
• Molecular Formular: C12H19N3O4S
• Molecular Mass: 301.36196
• Monoisotopic Mass: 301.1096271
• SMILES: N1C(=O)N[C@@H]2[C@@H](SC[C@H]12)CCCCC(=O)NCC(=O)O
• Canonical SMILES: O=C(NCC(=O)O)CCCC[C@@H]1SC[C@H]2[C@@H]1NC(=O)N2
• InChI: InChI=1S/C12H19N3O4S/c16-9(13-5-10(17)18)4-2-1-3-8-11-7(6-20-8)14-12(19)15-11/h7-8,11H,1-6H2,(H,13,16)(H,17,18)(H2,14,15,19)/t7-,8-,11-/m0/s1
• InChIKey: CCNCEKNYUXATHY-LAEOZQHASA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-{5-[(3aS,4S,6aR)-2-oxo-hexahydro-1H-thieno[3,4-d]imidazolidin-4-yl]pentanamido}acetic acid
• IUPAC Traditional name: {5-[(3aS,4S,6aR)-2-oxo-hexahydrothieno[3,4-d]imidazolidin-4-yl]pentanamido}acetic acid
• Synonyms: [3aS-(3aα,4β,6aα)]-N-[5-(Hexahydro-2-oxo-1H-thieno[3,4-d]imidazol-4-yl)-1-oxopentyl]glycine; N-Biotinyl Glycine

Database IDs

• CAS Number: 160390-90-9
• PubChem SID: 162256254
• PubChem CID: 20816600

CALCULATED PROPERTIES

• Acid pKa: 3.8826668
• H Acceptors: 4
• H Donor: 4
• LogD (pH = 5.5): -2.4082742
• LogD (pH = 7.4): -4.0083237
• Log P: -0.7858596
• Molar Refractivity: 72.8544 cm^3
• Polarizability: 28.657911 Å^3
• Polar Surface Area: 107.53 Å^2
• Rotatable Bonds: 7
• Lipinski's Rule of Five: true

REFERENCES

• Murakami, N., et al.: Bioorg. Med. Chem. Lett., 12, 2807 (2002)