N-(4-acetyl-5-methyl-5-phenyl-4,5-dihydro-1,3,4-thiadiazol-2-yl)acetamide

• ChemBase ID: 154576
• Molecular Formular: C13H15N3O2S
• Molecular Mass: 277.3421
• Monoisotopic Mass: 277.08849774
• SMILES: CC(=O)NC1=NN(C(S1)(C)c1ccccc1)C(=O)C
• Canonical SMILES: CC(=O)N1N=C(SC1(C)c1ccccc1)NC(=O)C
• InChI: InChI=1S/C13H15N3O2S/c1-9(17)14-12-15-16(10(2)18)13(3,19-12)11-7-5-4-6-8-11/h4-8H,1-3H3,(H,14,15,17)
• InChIKey: JEFVYQYZCAVNTP-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: N-(4-acetyl-5-methyl-5-phenyl-4,5-dihydro-1,3,4-thiadiazol-2-yl)acetamide
• IUPAC Traditional name: N-(4-acetyl-5-methyl-5-phenyl-1,3,4-thiadiazol-2-yl)acetamide
• Synonyms: N-(4-acetyl-5-methyl-5-phenyl-4,5-dihydro-1,3,4-thiadiazol-2-yl)acetamide; K858; N-(4-Acetyl-4,5-dihydro-5-methyl-5-phenyl-1,3,4-thiadia zol-2-yl)acetamide; K 858

Database IDs

• CAS Number: 72926-24-0
• MDL Number: MFCD00181155
• PubChem SID: 162248714
• PubChem CID: 2930014

CALCULATED PROPERTIES

• Acid pKa: 12.680851
• H Acceptors: 3
• H Donor: 1
• LogD (pH = 5.5): 1.7946832
• LogD (pH = 7.4): 1.7946819
• Log P: 1.7946839
• Molar Refractivity: 74.3214 cm^3
• Polarizability: 28.74244 Å^3
• Polar Surface Area: 61.77 Å^2
• Rotatable Bonds: 1
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: DMSO: ≥20 mg/mL
• Apperance: white to off-white powder
• Melting Point: 223 - 225°C
• Hydrophobicity(logP): 2.324

Safety Information

• European Hazard Symbols: Harmful (Xn)
• German water hazard class: 1
• Risk Statements: 22
• GHS Pictograms: GHS07
• GHS Signal Word: Warning
• GHS Hazard statements: H302
• Storage Temperature: 2-8°C

Product Information

• Purity: ≥98% (HPLC); 95%
• Empirical Formula (Hill Notation): C13H15N3O2S

DETAILS

Sigma Aldrich - K3644

Biochem/physiol Actions
Eg5 is a key protein involved in the formation of bipolar spindles. K858 is a selective ATP-uncompetitive mitotic kinesin Eg5 inhibitor. The compound induces mitotic arrest, caspase-3 activation and cell growth inhibition in HCT116 cells.