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CHEBI:63722 - pemetrexed disodium

Default Structure
ChEBI IDCHEBI:63722
ChEBI Namepemetrexed disodium
Stars
DefinitionAn organic sodium salt that is the disodium salt of N-{4-[2-(2-amino-4-oxo-4,7-dihydro-1H-pyrrolo[2,3-d]pyrimidin-5-yl)ethyl]benzoyl}-L-glutamic acid. Inhibits thymidylate synthase (TS), 421 dihydrofolate reductase (DHFR), and glycinamide ribonucleotide formyltransferase (GARFT).
Last Modified23 January 2012
SubmitterSteve
DownloadsMolfile
FormulaC20H19N5O6.2Na
Net Charge0
Average Mass471.381
Monoisotopic Mass471.11307
SMILESNc1nc(=O)c2c(CCc3ccc(C(=O)N[C@@H](CCC(=O)[O-])C(=O)[O-])cc3)cnc2n1.[Na+].[Na+]
InChIInChI=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
InChIKeyNYDXNILOWQXUOF-GXKRWWSZSA-L
Roles Classification
Biological Roles:
EC 2.1.1.45 (thymidylate synthase) inhibitor  An EC 2.1.1.* (methyltransferases) inhibitor that interferes with the action of thymidylate synthase (EC 2.1.1.45).
EC 1.5.1.3 (dihydrofolate reductase) inhibitor  An EC 1.5.1.* (oxidoreductase acting on donor CH-NH group, NAD+ or NADP+ as acceptor) inhibitor that interferes with the action of dihydrofolate reductase (EC 1.5.1.3).
EC 2.1.2.2 (phosphoribosylglycinamide formyltransferase) inhibitor  An EC 2.1.2.* (hydroxymethyl-, formyl- and related transferases) inhibitor that interferes with the action of phosphoribosylglycinamide formyltransferase (EC 2.1.2.2).
antimetabolite  A substance which is structurally similar to a metabolite but which competes with it or replaces it, and so prevents or reduces its normal utilization.
Application:
antineoplastic agent  A substance that inhibits or prevents the proliferation of neoplasms.
ChEBI Ontology
Outgoing Relation(s)
pemetrexed disodium (CHEBI:63722) has part pemetrexed(2−) (CHEBI:63724)
pemetrexed disodium (CHEBI:63722) has role antimetabolite (CHEBI:35221)
pemetrexed disodium (CHEBI:63722) has role antineoplastic agent (CHEBI:35610)
pemetrexed disodium (CHEBI:63722) has role EC 1.5.1.3 (dihydrofolate reductase) inhibitor (CHEBI:50683)
pemetrexed disodium (CHEBI:63722) has role EC 2.1.1.45 (thymidylate synthase) inhibitor (CHEBI:63720)
pemetrexed disodium (CHEBI:63722) has role EC 2.1.2.2 (phosphoribosylglycinamide formyltransferase) inhibitor (CHEBI:63721)
pemetrexed disodium (CHEBI:63722) is a organic sodium salt (CHEBI:38700)
Incoming Relation(s)
pemetrexed disodium heptahydrate (CHEBI:63723) has part pemetrexed disodium (CHEBI:63722)
IUPAC Name 
disodium N-{4-[2-(2-amino-4-oxo-4,7-dihydro-1H-pyrrolo[2,3-d]pyrimidin-5-yl)ethyl]benzoyl}-L-glutamate
Synonyms  Source
disodium (2S)-2-({4-[2-(2-amino-4-oxo-4,7-dihydro-1H-pyrrolo[2,3-d]pyrimidin-5-yl)ethyl]benzoyl}amino)pentanedioateIUPAC
LY-231514 DISODIUM SALTChEMBL
LY231514 DISODIUM SALTChEMBL
Pemetrexed sodium saltChEMBL
Brand Names  Source
Pemetrexed baxterChEMBL
Pemetrexed lillyChEMBL
Pemetrexed sandozChEMBL
Manual XrefsDatabases
CN101411710Patent
CN101560206Patent
D03828KEGG DRUG
DB00642DrugBank
EP2301909Patent
EP2334685Patent
US2009181990Patent
US2011124861Patent
US2011196154Patent
WO2010028105Patent
WO2011019986Patent
WO2011064256Patent
Registry NumbersSources
Reaxys:8964395Reaxys
CAS:150399-23-8KEGG DRUG
CAS:150399-23-8ChemIDplus
Citations