Lapatinib ditosylateProduct ingredient for Lapatinib
- Name
- Lapatinib ditosylate
- Drug Entry
- Lapatinib
Lapatinib is an anti-cancer drug developed by GlaxoSmithKline (GSK) as a treatment for solid tumours such as breast and lung cancer. It was approved by the FDA on March 13, 2007, for use in patients with advanced metastatic breast cancer in conjunction with the chemotherapy drug capecitabine. Lapatinib is a human epidermal growth factor receptor type 2 (HER2/ERBB2) and epidermal growth factor receptor (HER1/EGFR/ERBB1) tyrosine kinases inhibitor. It binds to the intracellular phosphorylation domain to prevent receptor autophosphorylation upon ligand binding.
- Accession Number
- DBSALT001785
- Structure
- Synonyms
- GW572016 ditosylate / Lapatinib ditoluenesulfonate monohydrate / Lapatinib ditosylate monohydrate / Lapatinib tosilate / Lapatinib tosilate hydrate
- UNII
- G873GX646R
- CAS Number
- 388082-78-8
- Weight
- Average: 943.47
Monoisotopic: 942.1841276 - Chemical Formula
- C43H44ClFN4O11S3
- InChI Key
- XNRVGTHNYCNCFF-UHFFFAOYSA-N
- InChI
- InChI=1S/C29H26ClFN4O4S.2C7H8O3S.H2O/c1-40(36,37)12-11-32-16-23-7-10-27(39-23)20-5-8-26-24(14-20)29(34-18-33-26)35-22-6-9-28(25(30)15-22)38-17-19-3-2-4-21(31)13-19;2*1-6-2-4-7(5-3-6)11(8,9)10;/h2-10,13-15,18,32H,11-12,16-17H2,1H3,(H,33,34,35);2*2-5H,1H3,(H,8,9,10);1H2
- IUPAC Name
- bis(4-methylbenzene-1-sulfonic acid) N-{3-chloro-4-[(3-fluorophenyl)methoxy]phenyl}-6-(5-{[(2-methanesulfonylethyl)amino]methyl}furan-2-yl)quinazolin-4-amine hydrate
- SMILES
- O.CC1=CC=C(C=C1)S(O)(=O)=O.CC1=CC=C(C=C1)S(O)(=O)=O.CS(=O)(=O)CCNCC1=CC=C(O1)C1=CC=C2N=CN=C(NC3=CC(Cl)=C(OCC4=CC=CC(F)=C4)C=C3)C2=C1
- External Links
- ChemSpider
- 9731817
- ChEBI
- 192581
- ChEMBL
- CHEMBL1201179
- Wikipedia
- Lapatinib
- Predicted Properties
Property Value Source Water Solubility 0.0223 mg/mL ALOGPS logP 5.18 ALOGPS logP 4.64 Chemaxon logS -4.4 ALOGPS pKa (Strongest Acidic) 16.44 Chemaxon pKa (Strongest Basic) 6.91 Chemaxon Physiological Charge 1 Chemaxon Hydrogen Acceptor Count 7 Chemaxon Hydrogen Donor Count 2 Chemaxon Polar Surface Area 106.35 Å2 Chemaxon Rotatable Bond Count 13 Chemaxon Refractivity 152.42 m3·mol-1 Chemaxon Polarizability 61.19 Å3 Chemaxon Number of Rings 7 Chemaxon Bioavailability 0 Chemaxon Rule of Five No Chemaxon Ghose Filter No Chemaxon Veber's Rule No Chemaxon MDDR-like Rule Yes Chemaxon