3-(2-{4-[bis(4-fluorophenyl)methylidene]piperidin-1-yl}ethyl)-2-sulfanylidene-1,2,3,4-tetrahydroquinazolin-4-one

• ChemBase ID: 104054
• Molecular Formular: C28H25F2N3OS
• Molecular Mass: 489.5794064
• Monoisotopic Mass: 489.16863988
• SMILES: Fc1ccc(cc1)/C(=C\1/CCN(CCn2c(=S)[nH]c3c(cccc3)c2=O)CC1)/c1ccc(F)cc1
• Canonical SMILES: Fc1ccc(cc1)/C(=C/1\CCN(CC1)CCn1c(=S)[nH]c2c(c1=O)cccc2)/c1ccc(cc1)F
• InChI: InChI=1S/C28H25F2N3OS/c29-22-9-5-19(6-10-22)26(20-7-11-23(30)12-8-20)21-13-15-32(16-14-21)17-18-33-27(34)24-3-1-2-4-25(24)31-28(33)35/h1-12H,13-18H2,(H,31,35)
• InChIKey: ZCNBZFRECRPCKU-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 3-(2-{4-[bis(4-fluorophenyl)methylidene]piperidin-1-yl}ethyl)-2-sulfanylidene-1,2,3,4-tetrahydroquinazolin-4-one
• IUPAC Traditional name: 3-(2-{4-[bis(4-fluorophenyl)methylidene]piperidin-1-yl}ethyl)-2-sulfanylidene-1H-quinazolin-4-one
• Synonyms: 3-[2-[4-(bis(4-Fluorophenyl)methylene)-1-piperidinyl]ethyl]-2,3-dihydro-2-thioxo-4(1H)-quinazolinone; Diacylglycerol Kinase Inhibitor II; R59949; 3-[2-[4-[bis(4-fluorophenylmethylene]-1-piperidinyl]ethyl]-2,3-dihydro-2-thioxo-4(1H)-quinazolinone; DIACYLGLYCEROL KINASE INHIBITOR II

Database IDs

• CAS Number: 120166-69-0
• MDL Number: MFCD00069258
• PubChem SID: 24278378; 162091394
• PubChem CID: 657356

CALCULATED PROPERTIES

• Acid pKa: 5.14537
• H Acceptors: 2
• H Donor: 1
• LogD (pH = 5.5): 4.892946
• LogD (pH = 7.4): 5.174799
• Log P: 4.999959
• Molar Refractivity: 150.9049 cm^3
• Polarizability: 52.6834 Å^3
• Polar Surface Area: 35.58 Å^2
• Rotatable Bonds: 5
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: 0.1 M HCl: slightly soluble; 0.1 M NaOH: slightly soluble; DMSO: soluble; ethanol: soluble; ethyl acetate: soluble; H2O: insoluble
• Apperance: pale yellow solid

Safety Information

• Storage Condition: 2-8°C
• European Hazard Symbols: Irritant (Xi)
• German water hazard class: 3
• Risk Statements: 36/37/38
• Safety Statements: 26-36
• GHS Pictograms: GHS07
• GHS Signal Word: Warning
• GHS Hazard statements: H315-H319-H335
• GHS Precautionary statements: P261-P305 + P351 + P338
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves
• Storage Temperature: -20°C

Product Information

• Purity: 99%

DETAILS

MP Biomedicals - 02154284

(R59949; 3-[2-[4-[bis(4-fluorophenyl) methylene]-1-piperidinyl]ethyl]- 2,3-dihydro-2-thioxo-4(1H)-quinazolinone) Purity: 99% Inhibitor of human platelet DAG kinase. More potent than R 59022.

Sigma Aldrich - D5794

Biochem/physiol Actions
Diacylglycerol kinase inhibitor. Inhibits formation of [38P]1-Oleoyl-2-acetylglyceryl-3-phosphoric acid (OAPA) in red blood cell membranes: IC50 = 3.3 μM.