6-(2,6-dichlorophenyl)-2-({4-[2-(diethylamino)(2H4)ethoxy]phenyl}amino)-8-methyl-7H,8H-pyrido[2,3-d]pyrimidin-7-one

• ChemBase ID: 176246
• Molecular Formular: C26H27Cl2N5O2
• Molecular Mass: 512.43088
• Monoisotopic Mass: 511.15418049
• SMILES: c1(ncc2c(n1)n(c(=O)c(c2)c1c(cccc1Cl)Cl)C)Nc1ccc(cc1)OCCN(CC)CC
• Canonical SMILES: CCN(CCOc1ccc(cc1)Nc1ncc2c(n1)n(C)c(=O)c(c2)c1c(Cl)cccc1Cl)CC
• InChI: InChI=1S/C26H27Cl2N5O2/c1-4-33(5-2)13-14-35-19-11-9-18(10-12-19)30-26-29-16-17-15-20(25(34)32(3)24(17)31-26)23-21(27)7-6-8-22(23)28/h6-12,15-16H,4-5,13-14H2,1-3H3,(H,29,30,31)
• InChIKey: IFPPYSWJNWHOLQ-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 6-(2,6-dichlorophenyl)-2-({4-[2-(diethylamino)(^2H₄)ethoxy]phenyl}amino)-8-methyl-7H,8H-pyrido[2,3-d]pyrimidin-7-one
• IUPAC Traditional name: 6-(2,6-dichlorophenyl)-2-({4-[2-(diethylamino)(^2H₄)ethoxy]phenyl}amino)-8-methylpyrido[2,3-d]pyrimidin-7-one
• Synonyms: 6-(2,6-Dichlorophenyl)-2-[[4-[2-(diethylamino)ethoxy-d4]phenyl]amino]-8-methylpyrido[2,3-d]pyrimidin-7(8H)-one Hydrochloride; PD-166285-d4

Database IDs

• PubChem SID: 164232156
• PubChem CID: 71751474

CALCULATED PROPERTIES

• Acid pKa: 13.737767
• H Acceptors: 6
• H Donor: 1
• LogD (pH = 5.5): 2.3556674
• LogD (pH = 7.4): 3.742206
• Log P: 5.7016335
• Molar Refractivity: 141.8463 cm^3
• Polarizability: 53.611282 Å^3
• Polar Surface Area: 70.59 Å^2
• Rotatable Bonds: 8
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Solubility: DMSO; Methanol
• Apperance: Yellow Solid
• Melting Point: 253-255°C

Safety Information

• Storage Condition: -20°C Freezer

DETAILS

Toronto Research Chemicals - P217502

A labelled broad-spectrum receptor tyrosine kinase (RTK) inhibitor which shows anti-angiogenic activity and anti-tumor efficacy in combination with photodynamic therapy (PDT).

REFERENCES

• Star, W., et al.: Cancer Res., 46, 2532 (1986)
• Sawutz, D., et al.: Biochem. Pharm., 51, 1631 (1986)
• Voest, E., et al.: Anti-Cancer Drugs, 7, 723 (1986)
• Connolly, C., et al.: Bioorg. Med. Chem. Lett., 7(1986)
• 2415 (1986)
• Hamby, J., et al.: J. Med. Chem.