Pemetrexed
(2S)-2-[[4-[2-(2-amino-4-oxo-3,7-dihydropyrrolo[2,3-d]pyrimidin-5-yl)ethyl]benzoyl]amino]pentanedioic acid
Molecular Identity
Pemetrexed
(2S)-2-[[4-[2-(2-amino-4-oxo-3,7-dihydropyrrolo[2,3-d]pyrimidin-5-yl)ethyl]benzoyl]amino]pentanedioic acid
PubChem CID: 135410875
Pemetrexed is an N-acylglutamic acid in which the N-acyl group is specified as 4-[2-(2-amino-4-oxo-4,7-dihydro-1H-pyrrolo[2,3-d]pyrimidin-5-yl)ethyl]benzoyl. Inhibits thymidylate synthase (TS), 421 dihydrofolate reductase (DHFR), and glycinamide ribonucleotide formyltransferase (GARFT). It has a role as an antimetabolite, an antineoplastic agent, an EC 1.5.1.3 (dihydrofolate reductase) inhibitor, an EC 2.1.1.45 (thymidylate synthase) inhibitor and an EC 2.1.2.2 (phosphoribosylglycinamide formyltransferase) inhibitor. It is a N-acyl-L-glutamic acid and a pyrrolopyrimidine. It is a conjugate acid of a pemetrexed(2-).
2D Structure
Properties
C20H21N5O6
Molecular Formula
427.40
Molecular Weight
g/mol
427.1492
Exact Mass
Da
0.2
XLogP
Drug-like (Lipinski: < 5)
187
TPSA
May have limited oral absorption
6
H-Bond Donors
7
H-Bond Acceptors
748
Complexity
SMILES
Canonical SMILES
SMILES: Synonyms(20)
Pemetrexed137281-23-3LY231514NSC-69803704Q9AIZ7NOPEMFEXYCHEBI:63616LY-231514DTXSID2048329N-(4-(2-(2-Amino-3,4-dihydro-4-oxo-7H-pyrrolo(2,3-d)pyrimdin-5-yl)ethyl)benzoyl)glutamic acidN-{4-[2-(2-amino-4-oxo-4,7-dihydro-1H-pyrrolo[2,3-d]pyrimidin-5-yl)ethyl]benzoyl}-L-glutamic acidPemetrexed SodiumL-Glutamic acid, N-(4-(2-(2-amino-4,7-dihydro-4-oxo-1H-pyrrolo(2,3-d)pyrimidin-5-yl)ethyl)benzoyl)-pemetrexedumN-(4-(2-(2-amino-4-oxo-4,7-dihydro-1H-pyrrolo(2,3-d)pyrimidin-5-yl)ethyl)benzoyl)-L-glutamic acid
Data from PubChem (NCBI)
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