ethyl 4-{4-[(5-nitrofuran-2-yl)methylidene]-3,5-dioxopyrazolidin-1-yl}benzoate

• ChemBase ID: 154900
• Molecular Formular: C17H13N3O7
• Molecular Mass: 371.30102
• Monoisotopic Mass: 371.07534977
• SMILES: CCOC(=O)c1ccc(cc1)N1C(=O)/C(=C\c2ccc(o2)[N+](=O)[O-])/C(=O)N1
• Canonical SMILES: CCOC(=O)c1ccc(cc1)N1NC(=O)/C(=C/c2ccc(o2)[N+](=O)[O-])/C1=O
• InChI: InChI=1S/C17H13N3O7/c1-2-26-17(23)10-3-5-11(6-4-10)19-16(22)13(15(21)18-19)9-12-7-8-14(27-12)20(24)25/h3-9H,2H2,1H3,(H,18,21)
• InChIKey: ARGIPZKQJGFSGQ-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: ethyl 4-{4-[(5-nitrofuran-2-yl)methylidene]-3,5-dioxopyrazolidin-1-yl}benzoate; ethyl 4-[(4Z)-4-[(5-nitrofuran-2-yl)methylidene]-3,5-dioxopyrazolidin-1-yl]benzoate
• IUPAC Traditional name: ethyl 4-{4-[(5-nitrofuran-2-yl)methylidene]-3,5-dioxopyrazolidin-1-yl}benzoate; ethyl 4-[(4Z)-4-[(5-nitrofuran-2-yl)methylidene]-3,5-dioxopyrazolidin-1-yl]benzoate
• Synonyms: 4[4-(5-Nitro-furan-2-ylmethylene)-3,5-dioxo-pyrazolidin-1-yl]-benzoic acid ethyl ester; PYR-41; PYR-41

Database IDs

• CAS Number: 418805-02-4
• PubChem SID: 162249038
• PubChem CID: 5335621

CALCULATED PROPERTIES

• Acid pKa: 5.8660126
• H Acceptors: 5
• H Donor: 1
• LogD (pH = 5.5): 1.7470472
• LogD (pH = 7.4): 1.0253981
• Log P: 1.8817244
• Molar Refractivity: 90.5915 cm^3
• Polarizability: 34.004955 Å^3
• Polar Surface Area: 131.99 Å^2
• Rotatable Bonds: 6
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: DMSO: soluble5 mg/mL, clear (warmed)
• Apperance: white to brown powder

Safety Information

• European Hazard Symbols: Harmful (Xn)
• German water hazard class: 3
• Risk Statements: 22-43
• Safety Statements: 36/37
• GHS Pictograms: GHS07
• GHS Signal Word: Warning
• GHS Hazard statements: H302-H317
• GHS Precautionary statements: P280
• Storage Temperature: -20°C

Pharmacology Properties

• Target: E1 Activating

Product Information

• Purity: ≥98% (HPLC)
• Salt Data: Free Base
• Empirical Formula (Hill Notation): C17H13N3O7

DETAILS

Sigma Aldrich - N2915

Biochem/physiol Actions
PYR-41 is a cell permeable inhibitor of Ubiquitin activating enzyme (E1) with little or no activity against E3, E2, or caspase enzymatic activity.