2-cyano-N-{3-[2-cyano-3-(3,4-dihydroxyphenyl)prop-2-enamido]propyl}-3-(3,4-dihydroxyphenyl)prop-2-enamide

• ChemBase ID: 153636
• Molecular Formular: C23H20N4O6
• Molecular Mass: 448.4281
• Monoisotopic Mass: 448.13828438
• SMILES: c1c(cc(c(c1)O)O)/C=C(/C(=O)NCCCNC(=O)/C(=C\c1cc(c(cc1)O)O)/C#N)\C#N
• Canonical SMILES: N#C/C(=C/c1ccc(c(c1)O)O)/C(=O)NCCCNC(=O)/C(=C/c1ccc(c(c1)O)O)/C#N
• InChI: InChI=1S/C23H20N4O6/c24-12-16(8-14-2-4-18(28)20(30)10-14)22(32)26-6-1-7-27-23(33)17(13-25)9-15-3-5-19(29)21(31)11-15/h2-5,8-11,28-31H,1,6-7H2,(H,26,32)(H,27,33)
• InChIKey: ZHOKHSGWBNPFQU-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-cyano-N-{3-[2-cyano-3-(3,4-dihydroxyphenyl)prop-2-enamido]propyl}-3-(3,4-dihydroxyphenyl)prop-2-enamide
• IUPAC Traditional name: 2-cyano-N-{3-[2-cyano-3-(3,4-dihydroxyphenyl)prop-2-enamido]propyl}-3-(3,4-dihydroxyphenyl)prop-2-enamide
• Synonyms: Bis-Tyrphostin; Tyrphostin AG 537

Database IDs

• MDL Number: MFCD00236440
• PubChem SID: 24278741; 162247775
• PubChem CID: 5353440

CALCULATED PROPERTIES

• Acid pKa: 7.8164787
• H Acceptors: 8
• H Donor: 6
• LogD (pH = 5.5): 1.4015551
• LogD (pH = 7.4): 1.2586693
• Log P: 1.4035301
• Molar Refractivity: 120.4848 cm^3
• Polarizability: 44.43921 Å^3
• Polar Surface Area: 186.7 Å^2
• Rotatable Bonds: 8
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Solubility: DMSO: soluble

Safety Information

• German water hazard class: 3
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter
• Storage Temperature: 2-8°C

Pharmacology Properties

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

Product Information

• Purity: ≥98%
• Potency: 0.4 μM IC50
• Empirical Formula (Hill Notation): C23H20N4O6

DETAILS

Sigma Aldrich - T4693

Biochem/physiol Actions
EGF-R inhibitor