4-chloro-2-[3-(4-pentylphenyl)prop-2-enamido]benzoic acid

• ChemBase ID: 105190
• Molecular Formular: C21H22ClNO3
• Molecular Mass: 371.85728
• Monoisotopic Mass: 371.12882125
• SMILES: CCCCCc1ccc(/C=C/C(=O)Nc2c(ccc(Cl)c2)C(=O)O)cc1
• Canonical SMILES: CCCCCc1ccc(cc1)/C=C/C(=O)Nc1cc(Cl)ccc1C(=O)O
• InChI: InChI=1S/C21H22ClNO3/c1-2-3-4-5-15-6-8-16(9-7-15)10-13-20(24)23-19-14-17(22)11-12-18(19)21(25)26/h6-14H,2-5H2,1H3,(H,23,24)(H,25,26)
• InChIKey: MDVFITMPFHDRBZ-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 4-chloro-2-[3-(4-pentylphenyl)prop-2-enamido]benzoic acid
• IUPAC Traditional name: 4-chloro-2-[3-(4-pentylphenyl)prop-2-enamido]benzoic acid
• Synonyms: ONO-RS-082; 2-(p-AMYLCINNAMOYL)AMINO-4-CHLOROBENZOIC ACID

Database IDs

• CAS Number: 99754-06-0
• PubChem SID: 162093288
• PubChem CID: 6438389

CALCULATED PROPERTIES

• Acid pKa: 3.550621
• H Acceptors: 3
• H Donor: 2
• LogD (pH = 5.5): 4.8307505
• LogD (pH = 7.4): 3.41407
• Log P: 6.7737117
• Molar Refractivity: 106.8434 cm^3
• Polarizability: 39.8003 Å^3
• Polar Surface Area: 66.4 Å^2
• Rotatable Bonds: 8
• Lipinski's Rule of Five: false

PROPERTIES

Safety Information

• Storage Condition: Room Temperature (15-30°C)

Product Information

• Purity: 98%

DETAILS

MP Biomedicals - 02159014

Purity: 98%
Blocks PLA₂ in human platelets which inhibits epinephrine-stimulated thromboxane production.

REFERENCES

• Banga, H.S., et al., Proc. Natl. Acad. Sci. USA, 83 : 9197 (1986).