2-cyano-3-{4-hydroxy-3-methoxy-5-[(phenylsulfanyl)methyl]phenyl}prop-2-enamide

• ChemBase ID: 155595
• Molecular Formular: C18H16N2O3S
• Molecular Mass: 340.39624
• Monoisotopic Mass: 340.08816338
• SMILES: COc1cc(cc(c1O)CSc1ccccc1)/C=C(/C#N)\C(=O)N
• Canonical SMILES: N#C/C(=C/c1cc(CSc2ccccc2)c(c(c1)OC)O)/C(=O)N
• InChI: InChI=1S/C18H16N2O3S/c1-23-16-9-12(7-13(10-19)18(20)22)8-14(17(16)21)11-24-15-5-3-2-4-6-15/h2-9,21H,11H2,1H3,(H2,20,22)
• InChIKey: FOGXCBUSKWTDKV-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-cyano-3-{4-hydroxy-3-methoxy-5-[(phenylsulfanyl)methyl]phenyl}prop-2-enamide
• IUPAC Traditional name: 2-cyano-3-{4-hydroxy-3-methoxy-5-[(phenylsulfanyl)methyl]phenyl}prop-2-enamide
• Synonyms: 4-Hydroxy-3-methoxy-5-(phenylthiomethyl)benzylidinecyanoacetamide; Tyrphostin C6; Tyrphostin AG 658

Database IDs

• MDL Number: MFCD00673898
• PubChem SID: 162249733
• PubChem CID: 71312164

CALCULATED PROPERTIES

• Acid pKa: 8.588222
• H Acceptors: 4
• H Donor: 2
• LogD (pH = 5.5): 2.9284003
• LogD (pH = 7.4): 2.9073892
• Log P: 2.928678
• Molar Refractivity: 95.8005 cm^3
• Polarizability: 36.174084 Å^3
• Polar Surface Area: 96.34 Å^2
• Rotatable Bonds: 6
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: DMSO: soluble; methanol: soluble
• Apperance: solid

Safety Information

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

Product Information

• Purity: ≥98%
• Empirical Formula (Hill Notation): C18H16N2O3S

DETAILS

Sigma Aldrich - T5068

Biochem/physiol Actions
EGFR protein tyrosine kinase inhibitor.