CHEBI:63612 - nelarabine

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ChEBI Name nelarabine
Definition A purine nucleoside in which O-methylguanine is attached to arabinofuranose via a β-N9-glycosidic bond. Inhibits DNA synthesis and causes cell death; a prodrug of 9-β-D-arabinofuranosylguanine (ara-G).
Stars This entity has been manually annotated by the ChEBI Team.
Submitter Anonymous
Supplier Information
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Formula C11H15N5O5
Net Charge 0
Average Mass 297.26730
Monoisotopic Mass 297.10732
InChI InChI=1S/C11H15N5O5/c1-20-9-5-8(14-11(12)15-9)16(3-13-5)10-7(19)6(18)4(2-17)21-10/h3-4,6-7,10,17-19H,2H2,1H3,(H2,12,14,15)/t4-,6-,7+,10-/m1/s1
SMILES COc1nc(N)nc2n(cnc12)[C@@H]1O[C@H](CO)[C@@H](O)[C@@H]1O
Roles Classification
Biological Role(s): DNA synthesis inhibitor
Any substance that inhibits the synthesis of DNA.
Application(s): antineoplastic agent
A substance that inhibits or prevents the proliferation of neoplasms.
A compound that, on administration, must undergo chemical conversion by metabolic processes before becoming the pharmacologically active drug for which it is a prodrug.
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ChEBI Ontology
Outgoing nelarabine (CHEBI:63612) has functional parent 9-β-D-arabinofuranosylguanine (CHEBI:73141)
nelarabine (CHEBI:63612) has functional parent guanine (CHEBI:16235)
nelarabine (CHEBI:63612) has role antineoplastic agent (CHEBI:35610)
nelarabine (CHEBI:63612) has role DNA synthesis inhibitor (CHEBI:59517)
nelarabine (CHEBI:63612) has role prodrug (CHEBI:50266)
nelarabine (CHEBI:63612) is a β-D-arabinoside (CHEBI:38315)
nelarabine (CHEBI:63612) is a monosaccharide derivative (CHEBI:63367)
nelarabine (CHEBI:63612) is a purine nucleoside (CHEBI:26394)
INN Source
nelzarabine KEGG DRUG
Synonyms Sources
2-Amino-9-beta-D-arabinofuranosyl-6-methoxy-9H-purine ChemIDplus
Nelzarabine KEGG DRUG
Brand Name Source
Arranon DrugBank
Manual Xrefs Databases
1892 DrugCentral
DB01280 DrugBank
View more database links
Registry Numbers Types Sources
121032-29-9 CAS Registry Number KEGG DRUG
121032-29-9 CAS Registry Number ChemIDplus
13568768 Reaxys Registry Number Reaxys
Citations Waiting for Citations Types Sources
18586926 PubMed citation Europe PMC
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Last Modified
22 February 2017