N-(4-methyl-1,3-thiazol-2-yl)-2-[(6-phenylpyridazin-3-yl)sulfanyl]acetamide

• ChemBase ID: 154386
• Molecular Formular: C16H14N4OS2
• Molecular Mass: 342.43856
• Monoisotopic Mass: 342.06090309
• SMILES: Cc1csc(n1)NC(=O)CSc1ccc(nn1)c1ccccc1
• Canonical SMILES: O=C(Nc1scc(n1)C)CSc1ccc(nn1)c1ccccc1
• InChI: InChI=1S/C16H14N4OS2/c1-11-9-23-16(17-11)18-14(21)10-22-15-8-7-13(19-20-15)12-5-3-2-4-6-12/h2-9H,10H2,1H3,(H,17,18,21)
• InChIKey: WJRWSLORVIHRNX-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: N-(4-methyl-1,3-thiazol-2-yl)-2-[(6-phenylpyridazin-3-yl)sulfanyl]acetamide
• IUPAC Traditional name: N-(4-methyl-1,3-thiazol-2-yl)-2-[(6-phenylpyridazin-3-yl)sulfanyl]acetamide
• Synonyms: SID 56405457; VU0240551-1; VU0240551-2-D4; VU0240551; CID 7211972; N-(4-Methyl-2-thiazolyl)-2-[(6-phenyl-3-pyridazinyl)thio]-acetamide

Database IDs

• CAS Number: 893990-34-6
• MDL Number: MFCD05957363
• PubChem SID: 162248525
• PubChem CID: 7211972

CALCULATED PROPERTIES

• Acid pKa: 10.662366
• H Acceptors: 4
• H Donor: 1
• LogD (pH = 5.5): 3.1069002
• LogD (pH = 7.4): 3.1066923
• Log P: 3.106918
• Molar Refractivity: 95.3837 cm^3
• Polarizability: 36.57465 Å^3
• Polar Surface Area: 67.77 Å^2
• Rotatable Bonds: 5
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: DMSO: >20 mg/mL
• Apperance: powder

Safety Information

• German water hazard class: 3
• Storage Temperature: 2-8°C

Product Information

• Purity: ≥98% (HPLC)
• Empirical Formula (Hill Notation): C16H14N4OS2

DETAILS

Sigma Aldrich - V3890

Biochem/physiol Actions
VU0240551 is a potent, selective KCC2 inhibitor. KCC2 is a potassium-chloride exchanger expressed specifically in neurons. KCC2 functions to lower intracellular chloride concentrations below the electrochemical potential of the cells, thereby increasing the hyperexcitability of the neurons. KCC2 activity enhances GABA and other inhibitory neurotransmission and is implicated in pain processing. VU0240551 was discovered in a high-throughput screen, followed by directed medicinal chemistry. VU0240551 is selective for KCC2 over NKCC1. VU0240551 binds competitively to the K+ site and binds noncompetitively to the Cl- site. VU0240551 is the only small molecule with specificity for a KCC family member.