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Compound Detail

CHEMBL3707313

TRIFAROTENE
💊 Approved Drug
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💊 Approved Drug
CC(C)(C)c1cc(-c2cc(-c3ccc(C(=O)O)cc3)ccc2OCCO)ccc1N1CCCC1

Basic Information

ChEMBL ID CHEMBL3707313
Name TRIFAROTENE
Phase Approved
Structure Type MOL
InChI Key MFBCDACCJCDGBA-UHFFFAOYSA-N

Known Names

Aklief CD-5789 CD5789 Trifarotene Trifaroteno
3
Targets
6
Activities
2
Assay Types
1
PK Parameters
7
Publications
5
Known Names
3
Indications
1
Mechanisms

Molecular Properties

459.6
MW (Da)
5.99
ALogP
4
HBA
2
HBD
70.0
PSA (Ų)
0.45
QED
1
Ro5 Violations
7
Rot. Bonds

Drug Information

Molecule Type Small molecule
First Approval 2019
Availability Prescription
Chirality Achiral

Routes of Administration

Topical

Flags

Natural Product
USAN Stem -arotene
USAN Year 2015

Extended Properties

Molecular Formula C29H33NO4
MW 459.59
Aromatic Rings 3
Heavy Atoms 34
NP-Likeness -0.34

Mechanism of Action

Mechanism Action Type Target Direct Efficacy
Retinoic acid receptor gamma agonist AGONIST Retinoic acid receptor gamma

Indications

Acne Vulgaris Ichthyosis, Lamellar Lymphoma

ATC Classification

D10AD06
trifarotene
Level 1: DERMATOLOGICALS
Level 2: ANTI-ACNE PREPARATIONS

Activity Summary

EC50 3 meas. best 8.11
Kd 3 meas. best 8.7

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Retinoic acid receptor gamma
CHEMBL2003
Kd 8.7 8.7 2.0 1
Retinoic acid receptor gamma
CHEMBL2003
EC50 8.11 8.11 7.7 1
Retinoic acid receptor beta
CHEMBL2008
Kd 7.82 7.82 15.0 1
Retinoic acid receptor beta
CHEMBL2008
EC50 6.9 6.9 125.0 1
Retinoic acid receptor alpha
CHEMBL2055
EC50 6.3 6.3 500.0 1
Retinoic acid receptor alpha
CHEMBL2055
Kd 6.3 6.3 500.0 1

Pharmacokinetic Data

Parameter Value Units Species
Fu 0.0001 - Not specified

Activity Data Samples

Top measurements by pChEMBL value

Literature References

PubMed DOI Target Context # Activities
29706423 10.1016/j.bmcl.2018.04.036 Unchecked 2
29706423 10.1016/j.bmcl.2018.04.036 Retinoic acid receptor gamma 1
29706423 10.1016/j.bmcl.2018.04.036 Retinoic acid receptor alpha 1
29706423 10.1016/j.bmcl.2018.04.036 Retinoic acid receptor beta 1
29706423 10.1016/j.bmcl.2018.04.036 Hepatocyte 1
29706423 10.1016/j.bmcl.2018.04.036 No relevant target 1
29706423 10.1016/j.bmcl.2018.04.036 ADMET 1

Data from ChEMBL 36 via Core Engine