5-chloro-2-(2H3)methyl-2,3-dihydro-1,2-thiazol-3-one

• ChemBase ID: 164407
• Molecular Formular: C4H4ClNOS
• Molecular Mass: 149.59866
• Monoisotopic Mass: 148.97021243
• SMILES: c1(cc(=O)n(s1)C)Cl
• Canonical SMILES: Cn1sc(cc1=O)Cl
• InChI: InChI=1S/C4H4ClNOS/c1-6-4(7)2-3(5)8-6/h2H,1H3
• InChIKey: DHNRXBZYEKSXIM-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 5-chloro-2-(^2H₃)methyl-2,3-dihydro-1,2-thiazol-3-one
• IUPAC Traditional name: 5-chloro-2-(^2H₃)methyl-1,2-thiazol-3-one
• Synonyms: 5-Chloro-2-methyl-3(2H)-isothiazolone-d3; 2-Methyl-5-chloro-3-isothiazolone-d3; 2-Methyl-5-chloroisothiazolin-3-one-d3; A 33-d3; Bioace-d3; HS 818-d3; Kathon CG 5243-d3; Kathon IXE-d3; Methylchloroisothiazolinone-d3; 5-Chloro-2-methyl-3-isothiazolone-d3

Database IDs

• PubChem SID: 162258542
• PubChem CID: 71314762

CALCULATED PROPERTIES

• H Acceptors: 1
• H Donor: 0
• LogD (pH = 5.5): 1.3513124
• LogD (pH = 7.4): 1.3513124
• Log P: 1.3513124
• Molar Refractivity: 44.5193 cm^3
• Polarizability: 13.344537 Å^3
• Polar Surface Area: 20.31 Å^2
• Rotatable Bonds: 0
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - C369237

A isothiazolidin-3-one derivative as antimicrobial. It was tested for inhibition of PCAF activity. 5-Chloroisothiazolinones showed the most potent inhibition of PCAF.

REFERENCES

• Sadhale, P.P., et al.: J. Biol. Chem., 279, 33716 (2004)
• Thomsen, R., et al.: J. Med. Chem., 49, 3315 (2004)