Pemetrexed monohydrateProduct ingredient for Pemetrexed
- Name
- Pemetrexed monohydrate
- Drug Entry
- Pemetrexed
Pemetrexed is a chemotherapy drug that is manufactured and marketed by Eli Lilly and Company under the brand name Alimta. It is indicated for use in combination with cisplatin for the treatment of patients with malignant pleural mesothelioma whose disease is either unresectable or who are otherwise not candidates for curative surgery. Its use in non-small cell lung cancer has also been investigated. Pemetrexed was first approved by the FDA in February 4, 2004.5
- Accession Number
- DBSALT002627
- Structure
Structure for Pemetrexed monohydrate (DBSALT002627)
- Synonyms
- Pemetrexed diacid monohydrate
- UNII
- 236Y2F7D9J
- CAS Number
- Not Available
- Weight
- Average: 445.432
Monoisotopic: 445.159748101 - Chemical Formula
- C20H23N5O7
- InChI Key
- NBNBOZLBWLNZHB-ZOWNYOTGSA-N
- InChI
- InChI=1S/C20H21N5O6.H2O/c21-20-24-16-15(18(29)25-20)12(9-22-16)6-3-10-1-4-11(5-2-10)17(28)23-13(19(30)31)7-8-14(26)27;/h1-2,4-5,9,13H,3,6-8H2,(H,23,28)(H,26,27)(H,30,31)(H4,21,22,24,25,29);1H2/t13-;/m0./s1
- IUPAC Name
- (2S)-2-{[4-(2-{2-amino-4-oxo-1H,4H,7H-pyrrolo[2,3-d]pyrimidin-5-yl}ethyl)phenyl]formamido}pentanedioic acid hydrate
- SMILES
- O.NC1=NC(=O)C2=C(NC=C2CCC2=CC=C(C=C2)C(=O)N[C@@H](CCC(O)=O)C(O)=O)N1
- External Links
- ChemSpider
- 52084007
- Predicted Properties
Property Value Source Water Solubility 0.0455 mg/mL ALOGPS logP 0.11 ALOGPS logP 1.2 Chemaxon logS -4 ALOGPS pKa (Strongest Acidic) 3.39 Chemaxon pKa (Strongest Basic) 2.43 Chemaxon Physiological Charge -2 Chemaxon Hydrogen Acceptor Count 9 Chemaxon Hydrogen Donor Count 6 Chemaxon Polar Surface Area 186.97 Å2 Chemaxon Rotatable Bond Count 9 Chemaxon Refractivity 109.45 m3·mol-1 Chemaxon Polarizability 43.25 Å3 Chemaxon Number of Rings 3 Chemaxon Bioavailability 1 Chemaxon Rule of Five No Chemaxon Ghose Filter Yes Chemaxon Veber's Rule No Chemaxon MDDR-like Rule Yes Chemaxon