4-[(1-methyl-1H-pyrrol-2-yl)methylidene]-1,2,3,4-tetrahydroisoquinoline-1,3-dione

• ChemBase ID: 154013
• Molecular Formular: C15H12N2O2
• Molecular Mass: 252.26798
• Monoisotopic Mass: 252.08987763
• SMILES: Cn1cccc1/C=C/1\c2ccccc2C(=O)NC1=O
• Canonical SMILES: O=C1NC(=O)c2c(/C/1=C\c1cccn1C)cccc2
• InChI: InChI=1S/C15H12N2O2/c1-17-8-4-5-10(17)9-13-11-6-2-3-7-12(11)14(18)16-15(13)19/h2-9H,1H3,(H,16,18,19)
• InChIKey: BTYSIDSTHDDAJW-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 4-[(1-methyl-1H-pyrrol-2-yl)methylidene]-1,2,3,4-tetrahydroisoquinoline-1,3-dione
• IUPAC Traditional name: 4-[(1-methylpyrrol-2-yl)methylidene]-2H-isoquinoline-1,3-dione
• Synonyms: 4-(1-methyl-1H-pyrrol-2-ylmethylene)-4H-isoquinolin-1,3-dione; BYK204165

Database IDs

• CAS Number: 1104546-89-5
• MDL Number: MFCD12912397
• PubChem SID: 162248152
• PubChem CID: 66682134

CALCULATED PROPERTIES

• Acid pKa: 8.443794
• H Acceptors: 2
• H Donor: 1
• LogD (pH = 5.5): 2.0897248
• LogD (pH = 7.4): 2.053072
• Log P: 2.0903296
• Molar Refractivity: 73.0456 cm^3
• Polarizability: 26.985048 Å^3
• Polar Surface Area: 51.1 Å^2
• Rotatable Bonds: 1
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: DMSO: >20 mg/mL
• Apperance: yellow powder

Safety Information

• Storage Condition: desiccated
• European Hazard Symbols: Irritant (Xi)
• German water hazard class: 3
• Risk Statements: 43
• Safety Statements: 36/37
• GHS Pictograms: GHS07
• GHS Signal Word: Warning
• GHS Hazard statements: H317
• GHS Precautionary statements: P280
• Storage Temperature: 2-8°C

Pharmacology Properties

• Gene Information: human ... PARP1(142)mouse ... PARP1(11545)rat ... PARP1(25591)

Product Information

• Purity: ≥98% (HPLC)
• Empirical Formula (Hill Notation): C15H12N2O2

DETAILS

Sigma Aldrich - B3188

Biochem/physiol Actions
BYK204165 is a potent and selective inhibitor of poly(ADP-ribose) polymerase 1 (PARP1). It is 100-fold selective for PARP-1 over PARP-2.