trifarotene   Click here for help

GtoPdb Ligand ID: 9962

Synonyms: Aklief® | CD5789 | compound 15b [PMID: 29706423]
Approved drug PDB Ligand Immunopharmacology Ligand
trifarotene is an approved drug (FDA (2019))
Compound class: Synthetic organic
Comment: Trifarotene (CD5789) is a RARγ-selective agonist that was developed as a topical anti-acne therapeutic [1-2,4].
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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 8
Topological polar surface area 70
Molecular weight 459.24
XLogP 7.16
No. Lipinski's rules broken 1
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Canonical SMILES OCCOc1ccc(cc1c1ccc(c(c1)C(C)(C)C)N1CCCC1)c1ccc(cc1)C(=O)O
Isomeric SMILES OCCOc1ccc(cc1c1ccc(c(c1)C(C)(C)C)N1CCCC1)c1ccc(cc1)C(=O)O
InChI InChI=1S/C29H33NO4/c1-29(2,3)25-19-23(10-12-26(25)30-14-4-5-15-30)24-18-22(11-13-27(24)34-17-16-31)20-6-8-21(9-7-20)28(32)33/h6-13,18-19,31H,4-5,14-17H2,1-3H3,(H,32,33)
Classification Click here for help
Compound class Synthetic organic
Approved drug? Yes (FDA (2019))
IUPAC Name Click here for help
4-[3-(3-tert-butyl-4-pyrrolidin-1-ylphenyl)-4-(2-hydroxyethoxy)phenyl]benzoic acid
International Nonproprietary Names Click here for help
INN number INN
9582 trifarotene
Synonyms Click here for help
Aklief® | CD5789 | compound 15b [PMID: 29706423]
Database Links Click here for help
ChEMBL Ligand CHEMBL3707313
DrugBank Ligand DB12808
DrugCentral Ligand 5350
GtoPdb PubChem SID 374883849
PubChem CID 11518241
Search Google for chemical match using the InChIKey MFBCDACCJCDGBA-UHFFFAOYSA-N
Search Google for chemicals with the same backbone MFBCDACCJCDGBA
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SynPHARM 85230 (in complex with Retinoic acid receptor-γ)
UniChem Compound Search for chemical match using the InChIKey MFBCDACCJCDGBA-UHFFFAOYSA-N
UniChem Connectivity Search for chemical match using the InChIKey MFBCDACCJCDGBA-UHFFFAOYSA-N