pentoxifylline   Click here for help

GtoPdb Ligand ID: 7095

Synonyms: BL-191 | Trental®
Approved drug PDB Ligand
pentoxifylline is an approved drug (FDA (1984))
Compound class: Synthetic organic
Comment: Pentoxifylline is a methylated xanthine derivative drug which acts as a competitive non-selective phosphodiesterase (PDE) inhibitor [1].
Click here for help
IUPHAR Pharmacology Education Project (PEP) logo

View more information in the IUPHAR Pharmacology Education Project: pentoxifylline

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 0
Rotatable bonds 5
Topological polar surface area 78.89
Molecular weight 278.14
XLogP 2.01
No. Lipinski's rules broken 0

Generated using the Chemistry Development Kit (CDK) (Willighagen EL et al. Journal of Cheminformatics vol. 9:33. 2017, doi:10.1186/s13321-017-0220-4; https://cdk.github.io/)

SMILES / InChI / InChIKey
Click here for help
Canonical SMILES CC(=O)CCCCn1c(=O)c2n(C)cnc2n(c1=O)C
Isomeric SMILES CC(=O)CCCCn1c(=O)c2n(C)cnc2n(c1=O)C
InChI InChI=1S/C13H18N4O3/c1-9(18)6-4-5-7-17-12(19)10-11(14-8-15(10)2)16(3)13(17)20/h8H,4-7H2,1-3H3
InChI Key BYPFEZZEUUWMEJ-UHFFFAOYSA-N

Generated using the Chemistry Development Kit (CDK) (Willighagen EL et al. Journal of Cheminformatics vol. 9:33. 2017, doi:10.1186/s13321-017-0220-4; https://cdk.github.io/)

Classification Click here for help
Compound class Synthetic organic
Approved drug? Yes (FDA (1984))
Approved drug? Yes. FDA (1984)
Is prodrug? Yes
Active form lisofylline
IUPAC Name Click here for help
3,7-dimethyl-1-(5-oxohexyl)-2,3,6,7-tetrahydro-1H-purine-2,6-dione
International Nonproprietary Names Click here for help
INN number INN
3309 pentoxifylline
Synonyms Click here for help
BL-191 | Trental®
Database Links Click here for help
Specialist databases
GPCRdb Ligand pentoxifylline
Other databases
CAS Registry No. 6493-05-6
ChEMBL Ligand CHEMBL628
DrugBank Ligand DB00806
DrugCentral Ligand 2099
GtoPdb PubChem SID 178103673
PubChem CID 4740
RCSB PDB Ligand PNX
Search Google for chemical match using the InChIKey BYPFEZZEUUWMEJ-UHFFFAOYSA-N
Search Google for chemicals with the same backbone BYPFEZZEUUWMEJ
Search PubMed clinical trials pentoxifylline
Search PubMed titles pentoxifylline
Search PubMed titles/abstracts pentoxifylline
UniChem Compound Search for chemical match using the InChIKey BYPFEZZEUUWMEJ-UHFFFAOYSA-N
UniChem Connectivity Search for chemical match using the InChIKey BYPFEZZEUUWMEJ-UHFFFAOYSA-N
Wikipedia Pentoxifylline

Product suppliers

View disclaimer

MedChemExpress
Pentoxifylline (links to external site)
Cat. No. HY-B0715