2-[4-(2H-1,3-benzodioxol-5-yl)-2-tert-butyl-1H-imidazol-5-yl]-6-methylpyridine hydrate hydrochloride

• ChemBase ID: 154041
• Molecular Formular: C20H24ClN3O3
• Molecular Mass: 389.87586
• Monoisotopic Mass: 389.15061932
• SMILES: Cc1cccc(n1)c1c(nc([nH]1)C(C)(C)C)c1ccc2c(c1)OCO2.O.Cl
• Canonical SMILES: Cc1cccc(n1)c1[nH]c(nc1c1ccc2c(c1)OCO2)C(C)(C)C.O.Cl
• InChI: InChI=1S/C20H21N3O2.ClH.H2O/c1-12-6-5-7-14(21-12)18-17(22-19(23-18)20(2,3)4)13-8-9-15-16(10-13)25-11-24-15;;/h5-10H,11H2,1-4H3,(H,22,23);1H;1H2
• InChIKey: DIDCCMVWCVRTNB-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-[4-(2H-1,3-benzodioxol-5-yl)-2-tert-butyl-1H-imidazol-5-yl]-6-methylpyridine hydrate hydrochloride
• IUPAC Traditional name: 2-[5-(2H-1,3-benzodioxol-5-yl)-2-tert-butyl-3H-imidazol-4-yl]-6-methylpyridine hydrate hydrochloride
• Synonyms: 2-(5-Benzo[1,3]dioxol-5-yl-2-tert-butyl-3H-imidazol-4-yl)-6-methylpyridine hydrochloride hydrate; SB-505124 hydrochloride hydrate

Database IDs

• CAS Number: 694433-59-5(freebase)
• MDL Number: MFCD11045901
• PubChem SID: 162248180; 24724611
• PubChem CID: 56924523

CALCULATED PROPERTIES

• Acid pKa: 11.88718
• H Acceptors: 4
• H Donor: 1
• LogD (pH = 5.5): 4.121613
• LogD (pH = 7.4): 4.2976837
• Log P: 4.300461
• Molar Refractivity: 94.7633 cm^3
• Polarizability: 39.706974 Å^3
• Polar Surface Area: 60.03 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: DMSO: >10 mg/mL
• Apperance: yellow powder

Safety Information

• Storage Condition: desiccated
• European Hazard Symbols: Irritant (Xi)
• German water hazard class: 3
• Risk Statements: 36/37/38
• Safety Statements: 26-36
• GHS Pictograms: GHS07
• GHS Signal Word: Warning
• GHS Hazard statements: H315-H319-H335
• GHS Precautionary statements: P261-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): C20H21N3O2 · xHCl · yH2O

DETAILS

Sigma Aldrich - S4696

Biochem/physiol Actions
SB-505124 is an inhibitor of activin receptor-like kinase (ALK) 5, also known as transforming growth factor-α type I receptor kinase, with an IC50 of 47 ± 5 nM.