N-{4-[(3-chloro-4-fluorophenyl)amino]-7-[3-(morpholin-4-yl)propoxy]quinazolin-6-yl}prop-2-enamide dihydrochloride

• ChemBase ID: 154844
• Molecular Formular: C24H27Cl3FN5O3
• Molecular Mass: 558.8602832
• Monoisotopic Mass: 557.11635101
• SMILES: C=CC(=O)Nc1cc2c(cc1OCCCN1CCOCC1)ncnc2Nc1ccc(c(c1)Cl)F.Cl.Cl
• Canonical SMILES: C=CC(=O)Nc1cc2c(ncnc2cc1OCCCN1CCOCC1)Nc1ccc(c(c1)Cl)F.Cl.Cl
• InChI: InChI=1S/C24H25ClFN5O3.2ClH/c1-2-23(32)30-21-13-17-20(14-22(21)34-9-3-6-31-7-10-33-11-8-31)27-15-28-24(17)29-16-4-5-19(26)18(25)12-16;;/h2,4-5,12-15H,1,3,6-11H2,(H,30,32)(H,27,28,29);2*1H
• InChIKey: JZZFDCXSFTVOJY-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: N-{4-[(3-chloro-4-fluorophenyl)amino]-7-[3-(morpholin-4-yl)propoxy]quinazolin-6-yl}prop-2-enamide dihydrochloride
• IUPAC Traditional name: canertinib dihydrochloride
• Synonyms: PD183805; CI-1033; Canertinib dihydrochloride; N-[4-(3-Chloro-4-fluorophenylamino)-7-(3-morpholin-4-ylpropoxy)quinazolin-6-yl]acrylamide dihydrochloride; N-[4-[(3-Chloro-4-fluorophenyl)amino]-7-[3-(4-morpholinyl)propoxy]-6-quinazolinyl]-2-propenamide dihydrochloride

Database IDs

• CAS Number: 289499-45-2
• MDL Number: MFCD09954112
• PubChem SID: 162248982
• PubChem CID: 156413

CALCULATED PROPERTIES

• Acid pKa: 12.538747
• H Acceptors: 7
• H Donor: 2
• LogD (pH = 5.5): 2.4924963
• LogD (pH = 7.4): 3.7905312
• Log P: 3.9026284
• Molar Refractivity: 130.5543 cm^3
• Polarizability: 49.885162 Å^3
• Polar Surface Area: 88.61 Å^2
• Rotatable Bonds: 9
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Solubility: DMSO: >10 mg/mL; H2O: >10 mg/mL
• Apperance: solid

Safety Information

• RTECS: UC6316110
• European Hazard Symbols: Irritant (Xi)
• German water hazard class: 3
• Risk Statements: 36/37/38
• Safety Statements: 26
• GHS Pictograms: GHS07
• GHS Signal Word: Warning
• GHS Hazard statements: H315-H319-H335
• GHS Precautionary statements: P261-P305 + P351 + P338
• Storage Temperature: -20°C

Product Information

• Purity: ≥98% (HPLC)
• Empirical Formula (Hill Notation): C24H25ClFN5O3· 2HCl

DETAILS

Sigma Aldrich - C7249

Biochem/physiol Actions
CI-1033 is a potent, irreversible ATP binding site-directed pan-ErbB tyrosine kinase inhibitor with IC50 in the low nanomolar range for EGFR, HER2, and ErbB-4.