Pemetrexed disodium heptahydrateProduct ingredient for Pemetrexed

Name
Pemetrexed disodium heptahydrate
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.

Accession Number
DBSALT001641
Structure
Thumb
Synonyms
Pemetrexed sodium hydrate
UNII
9T47E4OM16
CAS Number
357166-29-1
Weight
Average: 597.486
Monoisotopic: 597.1870247
Chemical Formula
C20H33N5Na2O13
InChI Key
QJVSMHJWAOSBMD-MYXYZBIASA-L
InChI
InChI=1S/C20H21N5O6.2Na.7H2O/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);;;7*1H2/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 heptahydrate
SMILES
O.O.O.O.O.O.O.[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
KEGG Drug
D06503
ChemSpider
23089153
ChEBI
63723
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 FiveNoChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleYesChemAxon