4-[4-(2H-1,3-benzodioxol-5-yl)-5-(pyridin-2-yl)-1H-imidazol-2-yl]benzamide hydrate

• ChemBase ID: 154198
• Molecular Formular: C22H18N4O4
• Molecular Mass: 402.40272
• Monoisotopic Mass: 402.13280508
• SMILES: c1ccnc(c1)c1c(nc([nH]1)c1ccc(cc1)C(=O)N)c1ccc2c(c1)OCO2.O
• Canonical SMILES: NC(=O)c1ccc(cc1)c1[nH]c(c(n1)c1ccc2c(c1)OCO2)c1ccccn1.O
• InChI: InChI=1S/C22H16N4O3.H2O/c23-21(27)13-4-6-14(7-5-13)22-25-19(20(26-22)16-3-1-2-10-24-16)15-8-9-17-18(11-15)29-12-28-17;/h1-11H,12H2,(H2,23,27)(H,25,26);1H2
• InChIKey: WQUIJVKNPYBZOF-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 4-[4-(2H-1,3-benzodioxol-5-yl)-5-(pyridin-2-yl)-1H-imidazol-2-yl]benzamide hydrate
• IUPAC Traditional name: 4-[4-(2H-1,3-benzodioxol-5-yl)-5-(pyridin-2-yl)-1H-imidazol-2-yl]benzamide hydrate
• Synonyms: 4-(5-Benzol[1,3]dioxol-5-yl-4-pyrldin-2-yl-1H-imidazol-2-yl)-benzamide hydrate; 4-[4-(1,3-Benzodioxol-5-yl)-5-(2-pyridinyl)-1H-imidazol-2-yl]-benzamide hydrate; 4-[4-(3,4-Methylenedioxyphenyl)-5-(2-pyridyl)-1H-imidazol-2-yl]-benzamide hydrate; SB 431542 hydrate

Database IDs

• CAS Number: 301836-41-9(anhydrous)
• MDL Number: MFCD11045982
• PubChem SID: 24724609; 162248337
• PubChem CID: 16079008

CALCULATED PROPERTIES

• Acid pKa: 11.000039
• H Acceptors: 5
• H Donor: 2
• LogD (pH = 5.5): 3.0923889
• LogD (pH = 7.4): 3.1214204
• Log P: 3.1218998
• Molar Refractivity: 116.2087 cm^3
• Polarizability: 43.732277 Å^3
• Polar Surface Area: 103.12 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: DMSO: soluble10 mg/mL; H2O: insoluble
• Apperance: powder

Safety Information

• German water hazard class: 3
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter
• Storage Temperature: -20°C

Product Information

• Purity: ≥98% (HPLC)
• Empirical Formula (Hill Notation): C22H16N4O3 · xH2O

DETAILS

Sigma Aldrich - S4317

Biochem/physiol Actions
Potent and selective inhibitor of transforming growth factor-β superfamily type I activin receptor-like kinase (ALK) receptors.
Legal Information
Sold for research purposes under agreement from Glaxo-Smith-Kline