Nelarabine
(2R,3S,4S,5R)-2-(2-amino-6-methoxypurin-9-yl)-5-(hydroxymethyl)oxolane-3,4-diol
Molecular Identity
Nelarabine
(2R,3S,4S,5R)-2-(2-amino-6-methoxypurin-9-yl)-5-(hydroxymethyl)oxolane-3,4-diol
PubChem CID: 3011155
Nelarabine is a purine nucleoside in which O-methylguanine is attached to arabinofuranose via a beta-N9-glycosidic bond. Inhibits DNA synthesis and causes cell death; a prodrug of 9-beta-D-arabinofuranosylguanine (ara-G). It has a role as an antineoplastic agent, a prodrug and a DNA synthesis inhibitor. It is a purine nucleoside, a beta-D-arabinoside and a monosaccharide derivative. It is functionally related to a guanine and a 9-beta-D-arabinofuranosylguanine.
2D Structure
Properties
C11H15N5O5
Molecular Formula
297.27
Molecular Weight
g/mol
297.1073
Exact Mass
Da
-0.7
XLogP
Drug-like (Lipinski: < 5)
149
TPSA
May have limited oral absorption
4
H-Bond Donors
9
H-Bond Acceptors
377
Complexity
SMILES
Canonical SMILES
SMILES: Synonyms(20)
Nelarabine121032-29-9NelzarabineArranonAtriance506U78506UGW-506U78AttrianceNSC-686673GW506U782-Amino-6-methoxypurine arabinosidecompound 506U78(2R,3S,4S,5R)-2-(2-amino-6-methoxy-9H-purin-9-yl)-5-(hydroxymethyl)oxolane-3,4-diolNelarabina
Data from PubChem (NCBI)
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Trials and conditions connected to Nelarabine
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