terfenadine   

GtoPdb Ligand ID: 2608

Synonyms: RMI-9918 | Seldane® | Triludan®
terfenadine is an approved drug (FDA)
Compound class: Synthetic organic
Comment: Due to adverse effects on cardiac function, terfenadine has largely been superseded by its carboxylic acid metabolite fexofenadine. Terfenadine was completely withdrawn in the US in 1998.
2D Structure
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Physico-chemical Properties
Hydrogen bond acceptors 3
Hydrogen bond donors 2
Rotatable bonds 9
Topological polar surface area 43.7
Molecular weight 471.31
XLogP 7.11
No. Lipinski's rules broken 1
SMILES / InChI / InChIKey
Canonical SMILES OC(c1ccc(cc1)C(C)(C)C)CCCN1CCC(CC1)C(c1ccccc1)(c1ccccc1)O
Isomeric SMILES OC(c1ccc(cc1)C(C)(C)C)CCCN1CCC(CC1)C(c1ccccc1)(c1ccccc1)O
InChI InChI=1S/C32H41NO2/c1-31(2,3)26-18-16-25(17-19-26)30(34)15-10-22-33-23-20-29(21-24-33)32(35,27-11-6-4-7-12-27)28-13-8-5-9-14-28/h4-9,11-14,16-19,29-30,34-35H,10,15,20-24H2,1-3H3
InChI Key GUGOEEXESWIERI-UHFFFAOYSA-N
Classification
Compound class Synthetic organic
Approved drug? Yes (FDA)
Withdrawn drug? Yes
IUPAC Name
1-(4-tert-butylphenyl)-4-[4-[hydroxy-di(phenyl)methyl]piperidin-1-yl]butan-1-ol
International Nonproprietary Names
INN number INN
3674 terfenadine
Synonyms
RMI-9918 | Seldane® | Triludan®
Database Links
BindingDB Ligand 50017376
CAS Registry No. 50679-08-8
ChEBI CHEBI:9453
ChEMBL Ligand CHEMBL17157
DrugBank Ligand DB00342
DrugCentral Ligand 2600
GtoPdb PubChem SID 135651245
PubChem CID 5405
Search Google for chemical match using the InChIKey GUGOEEXESWIERI-UHFFFAOYSA-N
Search Google for chemicals with the same backbone GUGOEEXESWIERI
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Search UniChem for chemical match using the InChIKey GUGOEEXESWIERI-UHFFFAOYSA-N
Search UniChem for chemicals with the same backbone GUGOEEXESWIERI
Wikipedia Terfenadine

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Terfenadine
Cat. No. 3948