2-(1-{4-[2-(4-chlorophenoxy)acetyl]piperazin-1-yl}ethyl)-3-(2-ethoxyphenyl)-3,4-dihydroquinazolin-4-one

• ChemBase ID: 154071
• Molecular Formular: C30H31ClN4O4
• Molecular Mass: 547.04454
• Monoisotopic Mass: 546.20338317
• SMILES: CCOc1ccccc1n1c(=O)c2ccccc2nc1C(C)N1CCN(CC1)C(=O)COc1ccc(cc1)Cl
• Canonical SMILES: CCOc1ccccc1n1c(nc2c(c1=O)cccc2)C(N1CCN(CC1)C(=O)COc1ccc(cc1)Cl)C
• InChI: InChI=1S/C30H31ClN4O4/c1-3-38-27-11-7-6-10-26(27)35-29(32-25-9-5-4-8-24(25)30(35)37)21(2)33-16-18-34(19-17-33)28(36)20-39-23-14-12-22(31)13-15-23/h4-15,21H,3,16-20H2,1-2H3
• InChIKey: BKQFRNYHFIQEKN-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-(1-{4-[2-(4-chlorophenoxy)acetyl]piperazin-1-yl}ethyl)-3-(2-ethoxyphenyl)-3,4-dihydroquinazolin-4-one
• IUPAC Traditional name: 2-(1-{4-[2-(4-chlorophenoxy)acetyl]piperazin-1-yl}ethyl)-3-(2-ethoxyphenyl)quinazolin-4-one
• Synonyms: 2-[1-[4-[2-(4-chlorophenoxy)acetyl]-1-piperazinyl]ethyl]-3-(2-ethoxyphenyl)-4(3H)-Quinazolinone; Erastin; Erastin

Database IDs

• CAS Number: 571203-78-6
• MDL Number: MFCD09837984
• PubChem SID: 162248210
• PubChem CID: 11214940

CALCULATED PROPERTIES

• Acid pKa: 16.563074
• H Acceptors: 6
• H Donor: 0
• LogD (pH = 5.5): 4.4687676
• LogD (pH = 7.4): 4.5089
• Log P: 4.5094366
• Molar Refractivity: 152.2871 cm^3
• Polarizability: 57.9877 Å^3
• Polar Surface Area: 74.68 Å^2
• Rotatable Bonds: 7
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Solubility: DMSO: >10 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
• Safety Statements: 45
• GHS Pictograms: GHS06
• GHS Signal Word: Danger
• GHS Hazard statements: H301
• GHS Precautionary statements: P301 + P310
• Personal Protective Equipment: Eyeshields, Faceshields, Gloves, type P2 (EN 143) respirator cartridges
• RID/ADR: UN 2811 6.1/PG 3
• Storage Temperature: -20°C

Pharmacology Properties

• Target: Ferroptosis
• Gene Information: human ... hRas(3265)mouse ... hRas(15461)rat ... hRas(293621)

Product Information

• Purity: ≥98% (HPLC)
• Salt Data: Free Base
• Empirical Formula (Hill Notation): C30H31ClN4O4

DETAILS

Sigma Aldrich - E7781

Biochem/physiol Actions
Erastin is an antitumor agent selective for tumor cells bearing oncogenic RAS (i.e. HRAS, KRAS). Erastin produces non-apoptotic tumor cell death by altering mitochondrial voltage-dependent anion channel (VDAC) gating allowing cations to enter mitochondria and leading to release of oxidative species causing oxidative cell death.