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CHEBI:71223 - pralatrexate

ChEBI IDCHEBI:71223
ChEBI Namepralatrexate
Stars
DefinitionA pteridine that is the N-4-[1-(2,4-diaminopteridin-6-yl)pent-4-yn-2-yl]benzoyl derivative of L-glutamic acid. Used for treatment of Peripheral T-Cell Lymphoma, an aggressive form of non-Hodgkins lymphoma.
Last Modified22 February 2017
SubmitterSteve
DownloadsMolfile
FormulaC23H23N7O5
Net Charge0
Average Mass477.481
Monoisotopic Mass477.17607
SMILESC#CCC(Cc1cnc2nc(N)nc(N)c2n1)c1ccc(C(=O)N[C@@H](CCC(=O)O)C(=O)O)cc1
InChIInChI=1S/C23H23N7O5/c1-2-3-14(10-15-11-26-20-18(27-15)19(24)29-23(25)30-20)12-4-6-13(7-5-12)21(33)28-16(22(34)35)8-9-17(31)32/h1,4-7,11,14,16H,3,8-10H2,(H,28,33)(H,31,32)(H,34,35)(H4,24,25,26,29,30)/t14?,16-/m0/s1
InChIKeyOGSBUKJUDHAQEA-WMCAAGNKSA-N
Wikipedia
Roles Classification
Chemical Role:
Bronsted acid  A molecular entity capable of donating a hydron to an acceptor (Brønsted base).
Biological Roles:
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).
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)
pralatrexate (CHEBI:71223) has role antimetabolite (CHEBI:35221)
pralatrexate (CHEBI:71223) has role antineoplastic agent (CHEBI:35610)
pralatrexate (CHEBI:71223) has role EC 1.5.1.3 (dihydrofolate reductase) inhibitor (CHEBI:50683)
pralatrexate (CHEBI:71223) is a N-acyl-L-glutamic acid (CHEBI:21650)
pralatrexate (CHEBI:71223) is a pteridines (CHEBI:26373)
pralatrexate (CHEBI:71223) is a terminal acetylenic compound (CHEBI:73477)
IUPAC Name 
N-{4-[1-(2,4-diaminopteridin-6-yl)pent-4-yn-2-yl]benzoyl}-L-glutamic acid
INNs  Source
pralatrexateKEGG DRUG
pralatrexatumWHO MedNet
pralatrexatoWHO MedNet
pralatrexateWHO MedNet
Synonyms  Source
10-Propargyl-10-deazaaminopterinKEGG DRUG
HSDB 7786ChemIDplus
(2S)-2-((4-((1RS)-1-((2,4-Diaminopteridin-6-yl)methyl)but-3-ynyl)benzoyl)amino)pentanedioic acidChemIDplus
N-(4-(1-((2,4-Diamino-6-pteridinyl)methyl)-3-butynyl)benzoyl)-L-glutamic acidChemIDplus
(2S)-2-({4-[1-(2,4-diaminopteridin-6-yl)pent-4-yn-2-yl]benzoyl}amino)pentanedioic acidIUPAC
Brand Name  Source
FolotynChemIDplus
Manual XrefsDatabases
D05589KEGG DRUG
US2005267117Patent
US2011190305Patent
WO2007023243Patent
US6323205Patent
US6028071Patent
PralatrexateWikipedia
4117DrugCentral
Registry NumbersSources
Reaxys:6624234Reaxys
CAS:146464-95-1KEGG DRUG
CAS:146464-95-1ChemIDplus
Citations