tipiracil   Click here for help

GtoPdb Ligand ID: 8696

Synonyms: MA-1 | TAS-1-462
Approved drug
tipiracil is an approved drug (Japan only)
Compound class: Synthetic organic
Comment: Tipracil inhibits thymidine phosphorylase (TYMP, P19971; a.k.a. platelet-derived endothelial cell growth factor), an enzyme which metabolises trifluridine.
TAS-102 contains tipracil as the hydrochloride salt (PubChem CID 9903778).
Click here for help
2D Structure
Click here for help
Click here for structure editor
Physico-chemical Properties
Click here for help
Hydrogen bond acceptors 4
Hydrogen bond donors 3
Rotatable bonds 2
Topological polar surface area 92.81
Molecular weight 242.06
XLogP 1.26
No. Lipinski's rules broken 0
SMILES / InChI / InChIKey
Click here for help
Canonical SMILES O=c1[nH]c(CN2CCCC2=N)c(c(=O)[nH]1)Cl
Isomeric SMILES O=c1[nH]c(CN2CCCC2=N)c(c(=O)[nH]1)Cl
InChI InChI=1S/C9H11ClN4O2/c10-7-5(12-9(16)13-8(7)15)4-14-3-1-2-6(14)11/h11H,1-4H2,(H2,12,13,15,16)
InChI Key QQHMKNYGKVVGCZ-UHFFFAOYSA-N
Classification Click here for help
Compound class Synthetic organic
Approved drug? Yes (Japan only)
IUPAC Name Click here for help
5-chloro-6-[(2-iminopyrrolidin-1-yl)methyl]-1H-pyrimidine-2,4-dione
International Nonproprietary Names Click here for help
INN number INN
9500 tipiracil
Synonyms Click here for help
MA-1 | TAS-1-462
Database Links Click here for help
CAS Registry No. 183204-74-2 (source: PubChem)
ChEMBL Ligand CHEMBL235668
DrugBank Ligand DB02631
DrugCentral Ligand 4893
GtoPdb PubChem SID 252166896
PubChem CID 6323266
Search Google for chemical match using the InChIKey QQHMKNYGKVVGCZ-UHFFFAOYSA-N
Search Google for chemicals with the same backbone QQHMKNYGKVVGCZ
Search PubMed clinical trials tipiracil
Search PubMed titles tipiracil
Search PubMed titles/abstracts tipiracil
UniChem Compound Search for chemical match using the InChIKey QQHMKNYGKVVGCZ-UHFFFAOYSA-N
UniChem Connectivity Search for chemical match using the InChIKey QQHMKNYGKVVGCZ-UHFFFAOYSA-N
Wikipedia Tipiracil