3-{5-[3-(3-fluorophenyl)-3-oxoprop-1-en-1-yl]-1-methyl-1H-pyrrol-2-yl}-N-hydroxyprop-2-enamide

• ChemBase ID: 154486
• Molecular Formular: C17H15FN2O3
• Molecular Mass: 314.3110032
• Monoisotopic Mass: 314.10667057
• SMILES: Cn1c(ccc1/C=C/C(=O)NO)/C=C/C(=O)c1cccc(c1)F
• Canonical SMILES: ONC(=O)/C=C/c1ccc(n1C)/C=C/C(=O)c1cccc(c1)F
• InChI: InChI=1S/C17H15FN2O3/c1-20-14(5-6-15(20)8-10-17(22)19-23)7-9-16(21)12-3-2-4-13(18)11-12/h2-11,23H,1H3,(H,19,22)
• InChIKey: QQDIFLSJMFDTCQ-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 3-{5-[3-(3-fluorophenyl)-3-oxoprop-1-en-1-yl]-1-methyl-1H-pyrrol-2-yl}-N-hydroxyprop-2-enamide
• IUPAC Traditional name: 3-{5-[3-(3-fluorophenyl)-3-oxoprop-1-en-1-yl]-1-methylpyrrol-2-yl}-N-hydroxyprop-2-enamide
• Synonyms: 3-[5-(3-(3-Fluorophenyl)-3-oxopropen-1-yl)-1-methyl-1H-pyrrol-2-yl]-N-hydroxy-2-propenamide; MC1568

Database IDs

• CAS Number: 852475-26-4
• PubChem SID: 162248625
• PubChem CID: 71311876

CALCULATED PROPERTIES

• Acid pKa: 9.522665
• H Acceptors: 3
• H Donor: 2
• LogD (pH = 5.5): 2.5292647
• LogD (pH = 7.4): 2.5260623
• Log P: 2.5293057
• Molar Refractivity: 87.0926 cm^3
• Polarizability: 31.66716 Å^3
• Polar Surface Area: 71.33 Å^2
• Rotatable Bonds: 5
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: DMSO: ≥10 mg/mL
• Apperance: orange powder

Safety Information

• European Hazard Symbols: Irritant (Xi)
• German water hazard class: 3
• Risk Statements: 36
• Safety Statements: 26
• GHS Pictograms: GHS07
• GHS Signal Word: Warning
• GHS Hazard statements: H319
• GHS Precautionary statements: P305 + P351 + P338
• Storage Temperature: 2-8°C

Product Information

• Purity: ≥97% (HPLC)
• Empirical Formula (Hill Notation): C17H15FN2O3

DETAILS

Sigma Aldrich - M1824

Biochem/physiol Actions
MC1568 is a selective class II (IIa) histone deacetylas (HDAC II) inhibitor.