1-(3-ethyl-5-methoxy-2,3-dihydro-1,3-benzothiazol-2-ylidene)propan-2-one

• ChemBase ID: 155121
• Molecular Formular: C13H15NO2S
• Molecular Mass: 249.3287
• Monoisotopic Mass: 249.08234973
• SMILES: CCn1c2cc(ccc2s/c/1=C\C(=O)C)OC
• Canonical SMILES: COc1ccc2c(c1)n(CC)/c(=C/C(=O)C)/s2
• InChI: InChI=1S/C13H15NO2S/c1-4-14-11-8-10(16-3)5-6-12(11)17-13(14)7-9(2)15/h5-8H,4H2,1-3H3
• InChIKey: BGVLELSCIHASRV-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 1-(3-ethyl-5-methoxy-2,3-dihydro-1,3-benzothiazol-2-ylidene)propan-2-one; 1-[(2Z)-3-ethyl-5-methoxy-2,3-dihydro-1,3-benzothiazol-2-ylidene]propan-2-one
• IUPAC Traditional name: 1-(3-ethyl-5-methoxy-1,3-benzothiazol-2-ylidene)propan-2-one; 1-[(2Z)-3-ethyl-5-methoxy-1,3-benzothiazol-2-ylidene]propan-2-one
• Synonyms: (Z)-1-(3-Ethyl-5-methoxy-2,3-dihydrobenzothiazol-2-ylidene)propan-2-one; TG003; TG003

Database IDs

• CAS Number: 300801-52-9
• MDL Number: MFCD00624584
• PubChem SID: 24278611; 162249259
• PubChem CID: 1893668

CALCULATED PROPERTIES

• Acid pKa: 19.340488
• H Acceptors: 3
• H Donor: 0
• LogD (pH = 5.5): 3.1241074
• LogD (pH = 7.4): 3.1241074
• Log P: 3.1241074
• Molar Refractivity: 82.181 cm^3
• Polarizability: 27.177591 Å^3
• Polar Surface Area: 29.54 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: DMSO: soluble33 mg/mL
• Apperance: pale yellow solid
• Melting Point: 132-132.5 °C

Safety Information

• European Hazard Symbols: Irritant (Xi)
• German water hazard class: 3
• Risk Statements: 36/37/38
• Safety Statements: 26-36
• GHS Pictograms: GHS07
• GHS Signal Word: Warning
• GHS Hazard statements: H315-H319-H335
• GHS Precautionary statements: P261-P305 + P351 + P338
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves
• Storage Temperature: 2-8°C

Pharmacology Properties

• Target: CDK

Product Information

• Purity: ≥98% (HPLC)
• Salt Data: Free Base
• Empirical Formula (Hill Notation): C13H15NO2S

DETAILS

Sigma Aldrich - T5575

Biochem/physiol Actions
Potent, specific, reversible, and ATP-competitive inhibitor of Cdc2-like kinase (Clk). Ki = 10 nM for mClk1/Sty; IC50 = 15 nM, 20 nM, 200 nM, and > 10 mM for mClk4, mClk1, mClk2, and mClk3, respectively.
Packaging
Packaged under nitrogen.