ethyl 4-[(3-chloro-1,4-dioxo-1,4-dihydronaphthalen-2-yl)amino]benzoate

• ChemBase ID: 179874
• Molecular Formular: C19H14ClNO4
• Molecular Mass: 355.77176
• Monoisotopic Mass: 355.06113561
• SMILES: C1(=C(C(=O)c2c(C1=O)cccc2)Cl)Nc1ccc(C(=O)OCC)cc1
• Canonical SMILES: CCOC(=O)c1ccc(cc1)NC1=C(Cl)C(=O)c2c(C1=O)cccc2
• InChI: InChI=1S/C19H14ClNO4/c1-2-25-19(24)11-7-9-12(10-8-11)21-16-15(20)17(22)13-5-3-4-6-14(13)18(16)23/h3-10,21H,2H2,1H3
• InChIKey: IYGBECVAFHNTGE-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: ethyl 4-[(3-chloro-1,4-dioxo-1,4-dihydronaphthalen-2-yl)amino]benzoate
• IUPAC Traditional name: ethyl 4-[(3-chloro-1,4-dioxo-1,4-dihydronaphthalen-2-yl)amino]benzoate
• Synonyms: KTJ-740; NQ-12

Database IDs

• PubChem SID: 164235784
• PubChem CID: 4351148

CALCULATED PROPERTIES

• Acid pKa: 10.880634
• H Acceptors: 4
• H Donor: 1
• LogD (pH = 5.5): 3.1591976
• LogD (pH = 7.4): 3.159063
• Log P: 3.1591995
• Molar Refractivity: 97.7063 cm^3
• Polarizability: 35.689083 Å^3
• Polar Surface Area: 72.47 Å^2
• Rotatable Bonds: 5
• Lipinski's Rule of Five: true

PROPERTIES

Pharmacology Properties

• Mechanism of Action: GPIIb/IIIa Antagonist; Inositol-1,4,5-Triphosphate-Antagonist; Thromboxane Antagonist A2

Product Information

• Application(s): Antiaggregant; Thrombolytic

REFERENCES

• Yuk D-Y; Ryu C-K; Hong J-T; Chung K-H; Yun Y-P; et al Antithrombotic and antiplatelet activities of 2-chloro-3-[4-(ethylcarboxy)- phenyl]-amino-1,4-naphthoquinone (NQ12),
• a newly synthesized 1,4-naphthoquinone derivative. Biochem.Pharmacol., 60, No 7, 1001-8, 2000