2-carbamoyl-5-cyano-7-nitro-1,3-benzothiazol-3-ium-3-olate

• ChemBase ID: 153955
• Molecular Formular: C9H4N4O4S
• Molecular Mass: 264.21746
• Monoisotopic Mass: 263.99532563
• SMILES: c1c(cc(c2c1[n+](c(s2)C(=O)N)[O-])[N+](=O)[O-])C#N
• Canonical SMILES: N#Cc1cc([N+](=O)[O-])c2c(c1)[n+]([O-])c(s2)C(=O)N
• InChI: InChI=1S/C9H4N4O4S/c10-3-4-1-5-7(6(2-4)13(16)17)18-9(8(11)14)12(5)15/h1-2H,(H2,11,14)
• InChIKey: FKRBAXZAJBBIAJ-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-carbamoyl-5-cyano-7-nitro-1,3-benzothiazol-3-ium-3-olate
• IUPAC Traditional name: 2-carbamoyl-5-cyano-7-nitro-1,3-benzothiazol-3-ium-3-olate
• Synonyms: 5-Cyano-7-nitro-2-benzothiazolecarboxamide-3-oxide; BTO-1

Database IDs

• CAS Number: 40647-02-7
• MDL Number: MFCD11045282
• PubChem SID: 162248094
• PubChem CID: 9548007

CALCULATED PROPERTIES

• Acid pKa: 9.221015
• H Acceptors: 5
• H Donor: 1
• LogD (pH = 5.5): 0.4675153
• LogD (pH = 7.4): 0.47317016
• Log P: 0.46744162
• Molar Refractivity: 61.5452 cm^3
• Polarizability: 22.895891 Å^3
• Polar Surface Area: 138.16 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: DMSO: ≥5 mg/mL; H2O: <2 mL/mL
• Apperance: tan solid

Safety Information

• European Hazard Symbols: Harmful (Xn)
• German water hazard class: 3
• Risk Statements: 20/21/22-36/37/38
• Safety Statements: 26-36/37
• GHS Pictograms: GHS07
• GHS Signal Word: Warning
• GHS Hazard statements: H302-H312-H315-H319-H332-H335
• GHS Precautionary statements: P261-P280-P305 + P351 + P338
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves
• Storage Temperature: 2-8°C

Product Information

• Purity: ≥98% (HPLC)
• Empirical Formula (Hill Notation): C9H4N4O4S

DETAILS

Sigma Aldrich - B6311

Biochem/physiol Actions
BTO-1 is a polo-like kinase (Plk) inhibitor.