capecitabine

Ligand id: 6799

Name: capecitabine

Structure and Physico-chemical Properties

2D Structure
Calculated Physico-chemical Properties
Hydrogen bond acceptors 8
Hydrogen bond donors 3
Rotatable bonds 8
Topological polar surface area 122.91
Molecular weight 359.15
XLogP 2.04
No. Lipinski's rules broken 0

Molecular properties generated using the CDK

Classification
Compound class Synthetic organic
Approved drug? Yes (FDA (1998), EMA (2001))
WHO Essential Medicine WHO Model List of Essential Medicines (21st List, 2019). Access PDF version.
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®
Comments
Capecitabine is a prodrug, that is enzymatically converted to 5-fluorouracil (active agent). It is a thymidylate synthase inhibitor.
Database Links
CAS Registry No. 154361-50-9
ChEBI CHEBI:31348
ChEMBL Ligand CHEMBL1773
DrugBank Ligand DB01101
GtoPdb PubChem SID 178103405
PubChem CID 60953
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Wikipedia Capecitabine

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Tocris
Capecitabine
Cat. No. 4799