Pemetrexed disodiumProduct ingredient for Pemetrexed

Name
Pemetrexed disodium
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
DBSALT000846
Structure
Synonyms
Pemetrexed sodium salt
UNII
2PKU919BA9
CAS Number
150399-23-8
Weight
Average: 471.381
Monoisotopic: 471.11307191
Chemical Formula
C20H19N5Na2O6
InChI Key
NYDXNILOWQXUOF-GXKRWWSZSA-L
InChI
InChI=1S/C20H21N5O6.2Na/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);;/q;2*+1/p-2/t13-;;/m0../s1
IUPAC Name
disodium (2S)-2-{[4-(2-{2-amino-4-oxo-1H,4H,7H-pyrrolo[2,3-d]pyrimidin-5-yl}ethyl)phenyl]formamido}pentanedioate
SMILES
[Na+].[Na+].NC1=NC(=O)C2=C(NC=C2CCC2=CC=C(C=C2)C(=O)N[C@@H](CCC([O-])=O)C([O-])=O)N1
PubChem Compound
6918197
ChemSpider
5293408
ChEBI
63722
ChEMBL
CHEMBL2360464
Wikipedia
Pemetrexed
Predicted Properties
PropertyValueSource
Water Solubility0.127 mg/mLALOGPS
logP1.54ALOGPS
logP1.49Chemaxon
logS-3.6ALOGPS
pKa (Strongest Acidic)3.34Chemaxon
pKa (Strongest Basic)0.81Chemaxon
Physiological Charge-2Chemaxon
Hydrogen Acceptor Count9Chemaxon
Hydrogen Donor Count4Chemaxon
Polar Surface Area192.63 Å2Chemaxon
Rotatable Bond Count9Chemaxon
Refractivity131.12 m3·mol-1Chemaxon
Polarizability42.43 Å3Chemaxon
Number of Rings3Chemaxon
Bioavailability1Chemaxon
Rule of FiveYesChemaxon
Ghose FilterNoChemaxon
Veber's RuleNoChemaxon
MDDR-like RuleYesChemaxon