4-[5-(2,3-dihydro-1,4-benzodioxin-6-yl)-4-(pyridin-2-yl)-1H-imidazol-2-yl]benzamide

• ChemBase ID: 154068
• Molecular Formular: C23H18N4O3
• Molecular Mass: 398.41402
• Monoisotopic Mass: 398.13789046
• SMILES: c1ccnc(c1)c1c([nH]c(n1)c1ccc(cc1)C(=O)N)c1ccc2c(c1)OCCO2
• Canonical SMILES: NC(=O)c1ccc(cc1)c1nc(c([nH]1)c1ccc2c(c1)OCCO2)c1ccccn1
• InChI: InChI=1S/C23H18N4O3/c24-22(28)14-4-6-15(7-5-14)23-26-20(21(27-23)17-3-1-2-10-25-17)16-8-9-18-19(13-16)30-12-11-29-18/h1-10,13H,11-12H2,(H2,24,28)(H,26,27)
• InChIKey: DPDZHVCKYBCJHW-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 4-[5-(2,3-dihydro-1,4-benzodioxin-6-yl)-4-(pyridin-2-yl)-1H-imidazol-2-yl]benzamide
• IUPAC Traditional name: 4-[4-(2,3-dihydro-1,4-benzodioxin-6-yl)-5-(pyridin-2-yl)-3H-imidazol-2-yl]benzamide
• Synonyms: 4-(4-(2,3-Dihydrobenzo[1,4]dioxin-6-yl)-5-pyridin-2-yl-1H-imidazol-2-yl)benzamide; D4476

Database IDs

• CAS Number: 301836-43-1
• PubChem SID: 162248207
• PubChem CID: 6419753

CALCULATED PROPERTIES

• Acid pKa: 10.912962
• H Acceptors: 5
• H Donor: 2
• LogD (pH = 5.5): 3.0114255
• LogD (pH = 7.4): 3.0116775
• Log P: 3.0117989
• Molar Refractivity: 121.3992 cm^3
• Polarizability: 45.58177 Å^3
• Polar Surface Area: 103.12 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: DMSO: ~20 mg/mL; H2O: insoluble
• Apperance: light yellow solid

Safety Information

• German water hazard class: 3
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter
• Storage Temperature: 2-8°C

Product Information

• Purity: ≥98% (HPLC)
• Empirical Formula (Hill Notation): C23H18N4O3

DETAILS

Sigma Aldrich - D1944

Biochem/physiol Actions
D4476 is a potent, selective ATP-competitive inhibitor of CK1 (casein kinase 1).