3-[(2,4,6-trimethoxyphenyl)methylidene]-2,3-dihydro-1H-indol-2-one

• ChemBase ID: 153795
• Molecular Formular: C18H17NO4
• Molecular Mass: 311.33188
• Monoisotopic Mass: 311.11575803
• SMILES: COc1cc(c(c(c1)OC)/C=C\1/c2ccccc2NC1=O)OC
• Canonical SMILES: COc1cc(OC)cc(c1/C=C/1\C(=O)Nc2c1cccc2)OC
• InChI: InChI=1S/C18H17NO4/c1-21-11-8-16(22-2)14(17(9-11)23-3)10-13-12-6-4-5-7-15(12)19-18(13)20/h4-10H,1-3H3,(H,19,20)
• InChIKey: JBJYTZXCZDNOJW-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 3-[(2,4,6-trimethoxyphenyl)methylidene]-2,3-dihydro-1H-indol-2-one
• IUPAC Traditional name: 3-[(2,4,6-trimethoxyphenyl)methylidene]-1H-indol-2-one
• Synonyms: 1,3-Dihydro-3-[(2,4,6-trimethoxyphenyl)methylene]-2H-indol-2-one; SU5607; IC 261

Database IDs

• CAS Number: 186611-52-9
• MDL Number: MFCD00118156
• PubChem SID: 24278111; 162247934
• PubChem CID: 5353678

CALCULATED PROPERTIES

• Acid pKa: 11.305935
• H Acceptors: 4
• H Donor: 1
• LogD (pH = 5.5): 2.7922156
• LogD (pH = 7.4): 2.792165
• Log P: 2.7922163
• Molar Refractivity: 89.1209 cm^3
• Polarizability: 33.3654 Å^3
• Polar Surface Area: 56.79 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

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

Safety Information

• Storage Condition: protect from light
• German water hazard class: 3
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter

Pharmacology Properties

• Gene Information: human ... CSNK1D(1453), CSNK1E(1454)

Product Information

• Purity: ≥98% (HPLC)
• Empirical Formula (Hill Notation): C18H17NO4

DETAILS

Sigma Aldrich - I0658

Biochem/physiol Actions
Casein kinase 1 δ (CK1δ) and CK1 ε inhibitor.
Physical form
Product is a mixture of the Z- and E-isomers, with the predominant isomer expected to be E.