2-[4-(trifluoromethyl)phenyl]-3H,4H,5H,7H,8H-thiopyrano[4,3-d]pyrimidin-4-one

• ChemBase ID: 154507
• Molecular Formular: C14H11F3N2OS
• Molecular Mass: 312.3101496
• Monoisotopic Mass: 312.05441864
• SMILES: c1cc(ccc1c1[nH]c(=O)c2c(n1)CCSC2)C(F)(F)F
• Canonical SMILES: O=c1[nH]c(nc2c1CSCC2)c1ccc(cc1)C(F)(F)F
• InChI: InChI=1S/C14H11F3N2OS/c15-14(16,17)9-3-1-8(2-4-9)12-18-11-5-6-21-7-10(11)13(20)19-12/h1-4H,5-7H2,(H,18,19,20)
• InChIKey: KLGQSVMIPOVQAX-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-[4-(trifluoromethyl)phenyl]-3H,4H,5H,7H,8H-thiopyrano[4,3-d]pyrimidin-4-one
• IUPAC Traditional name: 2-[4-(trifluoromethyl)phenyl]-3H,5H,7H,8H-thiopyrano[4,3-d]pyrimidin-4-one
• Synonyms: 3,5,7,8-Tetrahydro-2-[4-(trifluoromethyl)phenyl]-4H-thiopyrano[4,3-d]pyrimidin-4-one; XAV939

Database IDs

• CAS Number: 284028-89-3
• MDL Number: MFCD16879017
• PubChem SID: 162248646
• PubChem CID: 2726824

CALCULATED PROPERTIES

• Acid pKa: 10.54308
• H Acceptors: 2
• H Donor: 1
• LogD (pH = 5.5): 2.6060143
• LogD (pH = 7.4): 2.6057417
• Log P: 2.6060185
• Molar Refractivity: 76.8214 cm^3
• Polarizability: 27.62876 Å^3
• Polar Surface Area: 41.46 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: DMSO: >5 mg/mL
• Apperance: off-white powder

Safety Information

• European Hazard Symbols: Toxic (T)
• UN Number: 2811
• German water hazard class: 3
• Hazard Class: 6.1
• Packing Group: 3
• Risk Statements: 25-36
• Safety Statements: 26-45
• GHS Pictograms: GHS06
• GHS Signal Word: Danger
• GHS Hazard statements: H301-H319
• GHS Precautionary statements: P301 + P310-P305 + P351 + P338
• RID/ADR: UN 2811 6.1/PG 3
• Storage Temperature: room temp

Product Information

• Purity: ≥98% (HPLC)
• Empirical Formula (Hill Notation): C14H11F3N2OS

DETAILS

Sigma Aldrich - X3004

Biochem/physiol Actions
XAV939 is a Tankyrase inhibitor (thereby inhibiting Wnt / β-catenin signaling)