5-{[3-(4-fluorophenyl)-1H-pyrazol-4-yl]methylidene}-2-imino-3-(1,3-thiazol-2-yl)-1,3-thiazolidin-4-one

• ChemBase ID: 154948
• Molecular Formular: C16H10FN5OS2
• Molecular Mass: 371.4119032
• Monoisotopic Mass: 371.03108019
• SMILES: c1cc(ccc1c1c(c[nH]n1)/C=C\1/C(=O)N(C(=N)S1)c1nccs1)F
• Canonical SMILES: Fc1ccc(cc1)c1n[nH]cc1/C=C/1\SC(=N)N(C1=O)c1nccs1
• InChI: InChI=1S/C16H10FN5OS2/c17-11-3-1-9(2-4-11)13-10(8-20-21-13)7-12-14(23)22(15(18)25-12)16-19-5-6-24-16/h1-8,18H,(H,20,21)
• InChIKey: SMJGLNVGTJLIRV-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 5-{[3-(4-fluorophenyl)-1H-pyrazol-4-yl]methylidene}-2-imino-3-(1,3-thiazol-2-yl)-1,3-thiazolidin-4-one
• IUPAC Traditional name: 5-{[3-(4-fluorophenyl)-1H-pyrazol-4-yl]methylidene}-2-imino-3-(1,3-thiazol-2-yl)-1,3-thiazolidin-4-one
• Synonyms: 5-[[3-(4-Fluorophenyl)-1H-pyrazol-4-yl]methylene]-2-imino-3-(2-thiazolyl)-4-thiazolidinone; Nec-7; Necrostatin-7

Database IDs

• CAS Number: 351062-08-3
• MDL Number: MFCD02334728
• PubChem SID: 162249086
• PubChem CID: 1239801

CALCULATED PROPERTIES

• Acid pKa: 14.795001
• H Acceptors: 4
• H Donor: 2
• LogD (pH = 5.5): 3.56715
• LogD (pH = 7.4): 3.5672581
• Log P: 3.5672593
• Molar Refractivity: 106.717 cm^3
• Polarizability: 36.652496 Å^3
• Polar Surface Area: 85.73 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: DMSO: >10 mg/mL (with warming)
• Apperance: yellow to tan powder

Safety Information

• Storage Condition: desiccated
• European Hazard Symbols: Harmful (Xn)
• German water hazard class: 3
• Risk Statements: 22
• GHS Pictograms: GHS07
• GHS Signal Word: Warning
• GHS Hazard statements: H302
• Storage Temperature: 2-8°C

Product Information

• Purity: ≥98% (HPLC)
• Empirical Formula (Hill Notation): C16H10FN5OS2

DETAILS

Sigma Aldrich - N3040

Biochem/physiol Actions
Necrostatin-7 (Nec-7) is a potent inhibitor of necroptosis, a regulated caspase-independent necrotic cell death pathway, distinct from apoptosis. Nec-7 has a different profile from the other necrostatins as it does not inhibit RIP1 kinase, suggesting the possibility that it may target an additional as yet unknown regulatory molecule in the pathway.