capecitabine

Ligand id: 6799

Name: capecitabine

Structure and Physico-chemical Properties

2D Structure
Calculated Physico-chemical Properties
Hydrogen bond acceptors 9
Hydrogen bond donors 4
Rotatable bonds 8
Topological polar surface area 120.36
Molecular weight 360.16
XLogP 1.57
No. Lipinski's rules broken 0

Molecular properties generated using the CDK

Classification
Compound class Synthetic organic
Approved drug? Yes (source: FDA (1998), EMA (2001))
Is prodrug? Yes
Active form 5-fluorouracil
IUPAC Name
pentyl N-[1-[(2R,3R,4S,5R)-3,4-dihydroxy-5-methyloxolan-2-yl]-5-fluoro-2-oxopyrimidin-4-yl]carbamate
International Nonproprietary Names
INN number INN
7317 capecitabine
Synonyms
Ro-09-1978-000
Ro-091978000
Xeloda®
Database Links
CAS Registry No. 154361-50-9
ChEBI CHEBI:31348
ChEMBL Ligand CHEMBL1773
DrugBank Ligand DB01101
PubChem CID 60953
Search Google for chemical match using the InChIKey GAGWJHPBXLXJQN-UORFTKCHSA-N
Search Google for chemicals with the same backbone GAGWJHPBXLXJQN
Search PubMed clinical trials capecitabine
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Wikipedia Capecitabine
Comments
Capecitabine is a prodrug, that is enzymatically converted to 5-fluorouracil (active agent). It is a thymidylate synthase inhibitor.