(2E)-2-cyano-3-(3,4-dihydroxyphenyl)prop-2-enethioamide

• ChemBase ID: 132577
• Molecular Formular: C10H8N2O2S
• Molecular Mass: 220.24772
• Monoisotopic Mass: 220.03064851
• SMILES: c1cc(c(cc1/C=C(\C#N)/C(=S)N)O)O
• Canonical SMILES: N#C/C(=C\c1ccc(c(c1)O)O)/C(=S)N
• InChI: InChI=1S/C10H8N2O2S/c11-5-7(10(12)15)3-6-1-2-8(13)9(14)4-6/h1-4,13-14H,(H2,12,15)/b7-3+
• InChIKey: ZGHQGWOETPXKLY-XVNBXDOJSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2E)-2-cyano-3-(3,4-dihydroxyphenyl)prop-2-enethioamide
• IUPAC Traditional name: (2E)-2-cyano-3-(3,4-dihydroxyphenyl)prop-2-enethioamide
• Synonyms: α-Cyano-3,4-dihydroxythiocinnamamide; 3,4-Dihydroxy-α-cyanothiocinnamamide; RG 50864; Tyrphostin 47

Database IDs

• CAS Number: 118409-60-2
• MDL Number: MFCD00133902
• Beilstein Number: 6508337
• PubChem SID: 24278755; 162226854
• PubChem CID: 5328803

CALCULATED PROPERTIES

• Acid pKa: 8.466121
• H Acceptors: 3
• H Donor: 3
• LogD (pH = 5.5): 1.4232763
• LogD (pH = 7.4): 1.3883026
• Log P: 1.4237412
• Molar Refractivity: 61.8884 cm^3
• Polarizability: 23.148262 Å^3
• Polar Surface Area: 90.27 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

PROPERTIES

Safety Information

• European Hazard Symbols: Irritant (Xi)
• German water hazard class: -
• Risk Statements: 36/37/38
• Safety Statements: 26-36
• Storage Temperature: 2-8°C

Pharmacology Properties

• Gene Information: human ... CDK2(1017), EGFR(1956)

Product Information

• Purity: ≥98%
• Potency: 2.4 μM IC50

DETAILS

Sigma Aldrich - T7540

Biochem/physiol Actions
EGFR tyrosine kinase inhibitor.