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
SMILES / InChI / InChIKey
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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)
InChI Key MFBCDACCJCDGBA-UHFFFAOYSA-N
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
RCSB PDB Ligand E9T
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SynPHARM 85230 (in complex with Retinoic acid receptor-γ)