2-amino-3-[(4-hydroxyphenyl)methylidene]prop-1-ene-1,1,3-tricarbonitrile

• ChemBase ID: 155750
• Molecular Formular: C13H8N4O
• Molecular Mass: 236.22882
• Monoisotopic Mass: 236.0698109
• SMILES: c1cc(ccc1/C=C(\C#N)/C(=C(C#N)C#N)N)O
• Canonical SMILES: N#C/C(=C\c1ccc(cc1)O)/C(=C(C#N)C#N)N
• InChI: InChI=1S/C13H8N4O/c14-6-10(13(17)11(7-15)8-16)5-9-1-3-12(18)4-2-9/h1-5,18H,17H2
• InChIKey: DXVJRTIPBNBLLB-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-amino-3-[(4-hydroxyphenyl)methylidene]prop-1-ene-1,1,3-tricarbonitrile
• IUPAC Traditional name: 2-amino-3-[(4-hydroxyphenyl)methylidene]prop-1-ene-1,1,3-tricarbonitrile
• Synonyms: 3-Amino-2,4-dicyano-5-(4′-hydroxyphenyl)penta-2,4-dienonitrile; Tyrphostin A48; Tyrphostin AG 112

Database IDs

• MDL Number: MFCD00236447
• PubChem SID: 24278750; 162249888
• PubChem CID: 5328804

CALCULATED PROPERTIES

• Acid pKa: 7.3698344
• H Acceptors: 5
• H Donor: 2
• LogD (pH = 5.5): 0.74206585
• LogD (pH = 7.4): 0.43424875
• Log P: 0.7478524
• Molar Refractivity: 67.9206 cm^3
• Polarizability: 24.083614 Å^3
• Polar Surface Area: 117.62 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

PROPERTIES

Safety Information

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

Pharmacology Properties

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

Product Information

• Purity: ≥90% (NMR)
• Potency: 125 nM IC50
• Empirical Formula (Hill Notation): C13H8N4O

DETAILS

Sigma Aldrich - T6943

Biochem/physiol Actions
Protein tyrosine kinase inhibitor.