methyl 2-{2-chloro-6-ethoxy-4-[(3-methyl-5-oxo-1-phenyl-4,5-dihydro-1H-pyrazol-4-ylidene)methyl]phenoxy}acetate

• ChemBase ID: 154724
• Molecular Formular: C22H21ClN2O5
• Molecular Mass: 428.86554
• Monoisotopic Mass: 428.11389946
• SMILES: CCOc1cc(cc(c1OCC(=O)OC)Cl)/C=C/1\C(=NN(C1=O)c1ccccc1)C
• Canonical SMILES: CCOc1cc(/C=C/2\C(=NN(C2=O)c2ccccc2)C)cc(c1OCC(=O)OC)Cl
• InChI: InChI=1S/C22H21ClN2O5/c1-4-29-19-12-15(11-18(23)21(19)30-13-20(26)28-3)10-17-14(2)24-25(22(17)27)16-8-6-5-7-9-16/h5-12H,4,13H2,1-3H3
• InChIKey: RKKFQJXGAQWHBZ-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: methyl 2-{2-chloro-6-ethoxy-4-[(3-methyl-5-oxo-1-phenyl-4,5-dihydro-1H-pyrazol-4-ylidene)methyl]phenoxy}acetate
• IUPAC Traditional name: methyl 2-{2-chloro-6-ethoxy-4-[(3-methyl-5-oxo-1-phenylpyrazol-4-ylidene)methyl]phenoxy}acetate
• Synonyms: 2-[2-Chloro-4-[(1,5-dihydro-3-methyl-5-oxo-1-phenyl-4H-pyrazol-4-ylidene)methyl]-6-ethoxyphenoxy]-acetic acid methyl ester; SJ-172550

Database IDs

• CAS Number: 431979-47-4
• MDL Number: MFCD03142926
• PubChem SID: 162248862
• PubChem CID: 1317464

CALCULATED PROPERTIES

• H Acceptors: 5
• H Donor: 0
• LogD (pH = 5.5): 3.8505347
• LogD (pH = 7.4): 3.8505347
• Log P: 3.8505347
• Molar Refractivity: 112.9724 cm^3
• Polarizability: 43.404385 Å^3
• Polar Surface Area: 77.43 Å^2
• Rotatable Bonds: 8
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: DMSO: ≥30 mg/mL
• Apperance: orange powder

Safety Information

• European Hazard Symbols: Harmful (Xn)
• German water hazard class: 3
• Risk Statements: 22
• GHS Pictograms: GHS07
• GHS Signal Word: Warning
• GHS Hazard statements: H302
• Storage Temperature: 2-8°C

Product Information

• Purity: ≥98% (HPLC)
• Empirical Formula (Hill Notation): C22H21N2O5Cl

DETAILS

Sigma Aldrich - S7451

Biochem/physiol Actions
SJ-17255 is a MDMX inhibitor. Similarly to MDM2, MDMX regulates p53. But in contrast to MDM2, MDMX appears to directly regulate p53 transcription. SJ-172550 is a first small-molecule inhibitor of MDMX with a low micromolar binding constant. It appears that SJ-172550 is binding to the p53-binding pocket of MDMX, thus liberating p53 to induce apoptosis.