5-[(2S,3S,4R)-3,4-diaminothiolan-2-yl]pentanoic acid

• ChemBase ID: 166797
• Molecular Formular: C9H18N2O2S
• Molecular Mass: 218.31642
• Monoisotopic Mass: 218.10889883
• SMILES: [C@H]1(SC[C@@H]([C@@H]1N)N)CCCCC(=O)O
• Canonical SMILES: OC(=O)CCCC[C@@H]1SC[C@@H]([C@@H]1N)N
• InChI: InChI=1S/C9H18N2O2S/c10-6-5-14-7(9(6)11)3-1-2-4-8(12)13/h6-7,9H,1-5,10-11H2,(H,12,13)/t6-,7-,9-/m0/s1
• InChIKey: JKNCSZDPWAVQAI-ZKWXMUAHSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 5-[(2S,3S,4R)-3,4-diaminothiolan-2-yl]pentanoic acid
• IUPAC Traditional name: 5-[(2S,3S,4R)-3,4-diaminothiolan-2-yl]pentanoic acid
• Synonyms: (2S,3S,4R)-3,4-Diaminotetrahydro-2-thiophenepentanoic Acid; [2S-(2α,3α,4α)]-3,4-Diaminotetrahydro-2-thiophenepentanoic Acid; Diamino Biotin

Database IDs

• CAS Number: 22342-46-7
• PubChem SID: 162260930
• PubChem CID: 1563331

CALCULATED PROPERTIES

• Acid pKa: 4.4107466
• H Acceptors: 4
• H Donor: 3
• LogD (pH = 5.5): -3.818771
• LogD (pH = 7.4): -2.4285376
• Log P: -2.3293667
• Molar Refractivity: 56.9525 cm^3
• Polarizability: 23.21818 Å^3
• Polar Surface Area: 89.34 Å^2
• Rotatable Bonds: 5
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - D416235

Biotin (B389040) impurity.

REFERENCES

• Trotter, J., et al.: Biochemistry, 5, 713 (1966)
• Suurkuusk, J., et al.: Eur. J.Biochem., 28, 438 (1966)