4-(4-{[5-(4,5-dimethyl-2-nitrophenyl)furan-2-yl]methylidene}-3-methyl-5-oxo-4,5-dihydro-1H-pyrazol-1-yl)benzoic acid

• ChemBase ID: 154930
• Molecular Formular: C24H19N3O6
• Molecular Mass: 445.42416
• Monoisotopic Mass: 445.12738534
• SMILES: Cc1cc(c(cc1C)[N+](=O)[O-])c1ccc(o1)/C=C\1/C(=NN(C1=O)c1ccc(cc1)C(=O)O)C
• Canonical SMILES: CC1=NN(C(=O)/C/1=C\c1ccc(o1)c1cc(C)c(cc1[N+](=O)[O-])C)c1ccc(cc1)C(=O)O
• InChI: InChI=1S/C24H19N3O6/c1-13-10-20(21(27(31)32)11-14(13)2)22-9-8-18(33-22)12-19-15(3)25-26(23(19)28)17-6-4-16(5-7-17)24(29)30/h4-12H,1-3H3,(H,29,30)
• InChIKey: HEKJYZZSCQBJGB-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 4-(4-{[5-(4,5-dimethyl-2-nitrophenyl)furan-2-yl]methylidene}-3-methyl-5-oxo-4,5-dihydro-1H-pyrazol-1-yl)benzoic acid; 4-[(4Z)-4-{[5-(4,5-dimethyl-2-nitrophenyl)furan-2-yl]methylidene}-3-methyl-5-oxo-4,5-dihydro-1H-pyrazol-1-yl]benzoic acid
• IUPAC Traditional name: 4-(4-{[5-(4,5-dimethyl-2-nitrophenyl)furan-2-yl]methylidene}-3-methyl-5-oxopyrazol-1-yl)benzoic acid; 4-[(4Z)-4-{[5-(4,5-dimethyl-2-nitrophenyl)furan-2-yl]methylidene}-3-methyl-5-oxopyrazol-1-yl]benzoic acid
• Synonyms: 4-[4-[[5-(4,5-Dimethyl-2-nitrophenyl)-2-furanyl]methylene]-4,5-dihydro-3-methyl-5-oxo-1H-pyrazol-1-yl]benzoic acid; C646; C646

Database IDs

• CAS Number: 328968-36-1
• MDL Number: MFCD01784780
• PubChem SID: 162249068
• PubChem CID: 1285941

CALCULATED PROPERTIES

• Acid pKa: 3.9841263
• H Acceptors: 6
• H Donor: 1
• LogD (pH = 5.5): 3.3083024
• LogD (pH = 7.4): 1.6649263
• Log P: 4.83303
• Molar Refractivity: 120.7026 cm^3
• Polarizability: 45.70647 Å^3
• Polar Surface Area: 126.25 Å^2
• Rotatable Bonds: 5
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: DMSO: >25 mg/mL
• Apperance: red to brown powder

Safety Information

• Storage Condition: desiccated
• European Hazard Symbols: Nature polluting (N)
• German water hazard class: 3
• Risk Statements: 50
• Safety Statements: 61
• GHS Pictograms: GHS09
• GHS Signal Word: Warning
• GHS Hazard statements: H410
• GHS Precautionary statements: P273-P501
• Storage Temperature: 2-8°C

Pharmacology Properties

• Target: Histone Acetyltransferase

Product Information

• Purity: ≥98% (HPLC)
• Salt Data: Free Base
• Empirical Formula (Hill Notation): C24H19N3O6

DETAILS

Sigma Aldrich - SML0002

Biochem/physiol Actions
C646 is a competitive histone acetyltransferase (HAT) p300/CBP inhibitor with a Ki of 400 nM and is selective versus other acetyltransferases.