2-(3,4-dihydroxybenzoyl)-3-(1H-indol-3-yl)prop-2-enenitrile

• ChemBase ID: 153640
• Molecular Formular: C18H12N2O3
• Molecular Mass: 304.29948
• Monoisotopic Mass: 304.08479225
• SMILES: c1ccc2c(c1)c(c[nH]2)/C=C(\C#N)/C(=O)c1ccc(c(c1)O)O
• Canonical SMILES: N#C/C(=C\c1c[nH]c2c1cccc2)/C(=O)c1ccc(c(c1)O)O
• InChI: InChI=1S/C18H12N2O3/c19-9-12(18(23)11-5-6-16(21)17(22)8-11)7-13-10-20-15-4-2-1-3-14(13)15/h1-8,10,20-22H
• InChIKey: TTZDOBVWBQXGDC-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-(3,4-dihydroxybenzoyl)-3-(1H-indol-3-yl)prop-2-enenitrile
• IUPAC Traditional name: 2-(3,4-dihydroxybenzoyl)-3-(1H-indol-3-yl)prop-2-enenitrile
• Synonyms: 2-Cyano-3-(3′,4′-dihydroxyphenyl)-1-(3″-indolyl)-3-oxo-1-propene; Tyrphostin AG 808

Database IDs

• MDL Number: MFCD00906779
• PubChem SID: 162247779; 24278744
• PubChem CID: 5329275

CALCULATED PROPERTIES

• Acid pKa: 7.0227284
• H Acceptors: 4
• H Donor: 3
• LogD (pH = 5.5): 3.18107
• LogD (pH = 7.4): 2.6719718
• Log P: 3.1938152
• Molar Refractivity: 86.9789 cm^3
• Polarizability: 33.42403 Å^3
• Polar Surface Area: 97.11 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: DMSO: soluble

Safety Information

• European Hazard Symbols: Harmful (Xn)
• German water hazard class: 2
• Risk Statements: 20/21/22-68/20/21/22
• Safety Statements: 22-26-36/37/39-45
• Storage Temperature: -20°C

Pharmacology Properties

• Gene Information: human ... MST1R(4486), PTK2(5747), PTK6(5753), PTK7(5754), TWF1(5756), TXK(7294)mouse ... Egfr(13649), Pdgfrb(18596)

Product Information

• Purity: ≥98%
• Empirical Formula (Hill Notation): C18H12N2O3

DETAILS

Sigma Aldrich - T5318

Biochem/physiol Actions
Protein tyrosine kinase inhibitor