General
Preferred name
CAPECITABINE
Synonyms
RO 09-1978 ()
Xeloda ()
Capiibine ()
Capecitibine ()
Capecitabine (Xeloda) ()
pentyl N-{1-[(2R,3R,4S,5R)-3,4-dihydroxy-5-methyloxolan-2-yl]-5-fluoro-2-oxo-1,2-dihydropyrimidin-4-yl}carbamate ()
Capecitabine?(RO 09-1978) ()
Capecitabine teva ()
Ecansya ()
NSC-759853 ()
Capecitabine accord ()
Captabin ()
Ro 09-1978/000 ()
Ro-091978000 ()
Capecitabine medac ()
Capecytabine ()
Capecitabine sun ()
RO-09-1978000 ()
P&D ID
PD000490
CAS
154361-50-9
Tags
prodrug
natural product
drug
available
Approved by
PMDA
EMA
FDA
First approval
1998
Drug Status
investigational
approved
Drug indication
Antineoplastic
Colorectal cancer
Breast cancer
Max Phase
Phase 4
Probe control
Probe control not defined
Orthogonal probes
0
No orthogonal probes found
Similar probes
0
No structurally similar probes found
Structure
P&D probe-likeness score
Structure formats
[[ format ]]
[[ compound[format === 'MOL' ? 'molblock' : format.toLowerCase()] ]]
Description
(extracted from source data)
DESCRIPTION
Capecitabine is a prodrug, that is enzymatically converted to 5-fluorouracil (active agent). It is a thymidylate synthase inhibitor.
(GtoPdb)
DESCRIPTION
Prodrug of 5-Fluorouracil (Cat. No. 3257). Inhibits DNA synthesis
(Tocriscreen Plus)
DESCRIPTION
Selective Bax activator; induces Bax-mediated apoptosis
(Tocris Bioactive Compound Library)
[[ p.pathway_name ]]
[[ compound.targets[tid].gene_name ]]
Cell lines
2
Organisms
0
Compound Sets
23
AdooQ Bioactive Compound Library
Axon Medchem Screening Library
Cayman Chemical Bioactives
ChEMBL Approved Drugs
ChEMBL Drugs
Concise Guide to Pharmacology 2017/18
Drug Repurposing Hub
DrugBank
DrugBank Approved Drugs
DrugCentral
DrugCentral Approved Drugs
DrugMAP
DrugMAP Approved Drugs
Enamine BioReference Compounds
Guide to Pharmacology
NPC Screening Collection
Prestwick Chemical Library
ReFrame library
Selleckchem Bioactive Compound Library
TargetMol Bioactive Compound Library
The Spectrum Collection
Tocris Bioactive Compound Library
Tocriscreen Plus
[[ a.name ]]
[[ ligand_id ]]
free of charge
External IDs
40
Molecular Weight
359.15
Hydrogen Bond Acceptors
8
Hydrogen Bond Donors
3
Rotatable Bonds
6
Ring Count
2
Aromatic Ring Count
1
cLogP
0.76
TPSA
122.91
Fraction CSP3
0.67
Chiral centers
4.0
Largest ring
6.0
QED
0.64
Structural alerts
0
No structural alerts detected
Related compounds
Custom attributes
(extracted from source data)
Target Type
Cell Biology
Pathway
DNA Damage/DNA Repair
Target
thymidine phosphorylase
TYMS
TYMS inhibitor
Apoptosis related,DNA/RNA Synthesis
Primary Target
DNA, RNA and Protein Synthesis
MOA
Inhibitor
DNA synthesis inhibitor, thymidylate synthase inhibitor
Indication
breast cancer, colorectal cancer
Therapeutic Class
Anticancer Agents
Source data
