tenidap   Click here for help

GtoPdb Ligand ID: 2395

Compound class: Synthetic organic
Comment: Tenidap is a dual COX/5-LOX inhibitor [4]. It was a clinical candidate with anti-inflammatory/anti-rheumatic potential, but development was terminated due to liver and kidney toxicity [1-2].
The INN record for tenidap provides the IUPAC name (Z)-5-chloro-3-(α-hydroxy-2-thenylidene)-2-oxo-1-indolinecarboxamide. The SMILES obtained by coverting this IUPAC using OPSIN match PubChem CID 60712, however this CID does not include the Z configuration that was specified in the INN's IUPAC name.
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2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 4
Hydrogen bond donors 2
Rotatable bonds 3
Topological polar surface area 113.56
Molecular weight 320.75
XLogP 3.2
No. Lipinski's rules broken 0
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Canonical SMILES Clc1ccc2c(c1)c(C(=O)c1cccs1)c(n2C(=O)N)O
Isomeric SMILES c1csc(c1)C(=O)c1c(n(c2c1cc(cc2)Cl)C(=O)N)O
InChI InChI=1S/C14H9ClN2O3S/c15-7-3-4-9-8(6-7)11(13(19)17(9)14(16)20)12(18)10-2-1-5-21-10/h1-6,19H,(H2,16,20)
Classification Click here for help
Compound class Synthetic organic
IUPAC Name Click here for help
International Nonproprietary Names Click here for help
INN number INN
6421 tenidap
Database Links Click here for help
CAS Registry No. 120210-48-2 (source: Scifinder)
ChEMBL Ligand CHEMBL1908355
DrugCentral Ligand 4728
GtoPdb PubChem SID 135651243
PubChem CID 60712
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UniChem Compound Search for chemical match using the InChIKey IZSFDUMVCVVWKW-UHFFFAOYSA-N
UniChem Connectivity Search for chemical match using the InChIKey IZSFDUMVCVVWKW-UHFFFAOYSA-N
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Cat. No. 2580