nelarabine   Click here for help

GtoPdb Ligand ID: 7090

Synonyms: 506U78 | Arranon® | Atriance®
Approved drug
nelarabine is an approved drug (FDA (2005), EMA (2007))
Compound class: Synthetic organic
Comment: This compound is a prodrug. The active metabolite is its 5'-triphosphate, ara-GTP.
2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 7
Hydrogen bond donors 5
Rotatable bonds 3
Topological polar surface area 149.5
Molecular weight 297.11
XLogP 0.41
No. Lipinski's rules broken 0
SMILES / InChI / InChIKey
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Canonical SMILES OCC1OC(C(C1O)O)n1cnc2c1[nH]c(=N)nc2OC
Isomeric SMILES OC[C@H]1O[C@H]([C@H]([C@@H]1O)O)n1cnc2c1[nH]c(=N)nc2OC
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
InChI Key IXOXBSCIXZEQEQ-UHTZMRCNSA-N
Classification Click here for help
Compound class Synthetic organic
Approved drug? Yes (FDA (2005), EMA (2007))
IUPAC Name Click here for help
(2R,3S,4S,5R)-2-(hydroxymethyl)-5-(2-imino-6-methoxy-3,9-dihydro-2H-purin-9-yl)oxolane-3,4-diol
International Nonproprietary Names Click here for help
INN number INN
7704 nelarabine
Synonyms Click here for help
506U78 | Arranon® | Atriance®
Database Links Click here for help
CAS Registry No. 121032-29-9
ChEMBL Ligand CHEMBL1201112
DrugBank Ligand DB01280
DrugCentral Ligand 1892
GtoPdb PubChem SID 178103668
PubChem CID 3011155
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Wikipedia Nelarabine

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Tocris
Nelarabine
Cat. No. 6359