(2E)-2-cyano-3-(3,5-di-tert-butyl-4-hydroxyphenyl)prop-2-enethioamide

• ChemBase ID: 133715
• Molecular Formular: C18H24N2OS
• Molecular Mass: 316.46096
• Monoisotopic Mass: 316.1609344
• SMILES: CC(C)(C)c1cc(cc(c1O)C(C)(C)C)/C=C(\C#N)/C(=S)N
• Canonical SMILES: N#C/C(=C\c1cc(c(c(c1)C(C)(C)C)O)C(C)(C)C)/C(=S)N
• InChI: InChI=1S/C18H24N2OS/c1-17(2,3)13-8-11(7-12(10-19)16(20)22)9-14(15(13)21)18(4,5)6/h7-9,21H,1-6H3,(H2,20,22)/b12-7+
• InChIKey: XRZYELWZLNAXGE-KPKJPENVSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2E)-2-cyano-3-(3,5-di-tert-butyl-4-hydroxyphenyl)prop-2-enethioamide
• IUPAC Traditional name: (2E)-2-cyano-3-(3,5-di-tert-butyl-4-hydroxyphenyl)prop-2-enethioamide
• Synonyms: Tyrphostin AG 879 (AG 879); α-Cyano-(3,5-di-t-butyl-4-hydroxy)thiocinnamide; Tyrphostin AG 879

Database IDs

• CAS Number: 148741-30-4
• MDL Number: MFCD00236450
• PubChem SID: 162227992; 24278728
• PubChem CID: 5487525

CALCULATED PROPERTIES

• Acid pKa: 9.702135
• H Acceptors: 2
• H Donor: 2
• LogD (pH = 5.5): 4.8173933
• LogD (pH = 7.4): 4.8153696
• Log P: 4.817419
• Molar Refractivity: 97.2393 cm^3
• Polarizability: 37.144657 Å^3
• Polar Surface Area: 70.04 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: DMSO: soluble (at 26 mg/ml)

Safety Information

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

Pharmacology Properties

• Target: HER2
• Gene Information: human ... ERBB2(2064), NTRK1(4914)

Product Information

• Purity: 99% (HPLC)
• Salt Data: Free Base

DETAILS

Sigma Aldrich - T2067

Biochem/physiol Actions
Inhibits the tyrosine kinase activity of the nerve growth factor receptor (TrkA; pp140trk) and heregulin receptor erbB-2 (HER-2).