General
Preferred name
ADAPALENE
Synonyms
Adapalene (sodium salt) ()
ICX5609064 ()
CD 271 sodium salt ()
CD271 ()
PMID27336223-Compound-11 ()
CD-271 ()
Adapalene sodium salt ()
CD 271 ()
Differin ()
Adapalene-d3 ()
P&D ID
PD001297
CAS
106685-40-9
911110-93-5
1276433-89-6
Tags
available
drug
Approved by
FDA
First approval
1996
Drug Status
approved
Drug indication
Anti-Acne
Acne vulgaris
Max Phase
Phase 4
Structure
Probe scores
P&D probe-likeness score
[[ v.score ]]%
Structure formats
[[ format ]]
[[ compound[format === 'MOL' ? 'molblock' : format.toLowerCase()] ]]
Description
(extracted from source data)
ABSORPTION Adapalene displays a limited absorption potential across the human skin. Only trace amounts (<0.25 ng/mL) of parent substance have been found in the plasma of acne patients following chronic topical application of adapalene in controlled clinical trials
DESCRIPTION Adapalene is a third-generation topical anti-acne retinoid. (GtoPdb)
DESCRIPTION Mineralocorticoid receptor antagonist (Tocris Bioactive Compound Library)
DESCRIPTION RARbeta and RARgamma agonist (Tocriscreen Plus)
DESCRIPTION Adapalene sodium salt, a synthetic retinoid, is a Retinoic acid receptor agonist (RAR). It is a third-generation topical retinoid primarily used in the treatment of mild-moderate acne and is also used (off-label) to treat keratosis pilaris as well as other skin conditions. It is possibly more effective than tretinoin 0.025% gel in the treatment of acne vulgaris. (BOC Sciences Bioactive Compounds)
Cell lines
1
Organisms
0
Compound Sets
31
AdooQ Bioactive Compound Library
A10038
BOC Sciences Bioactive Compounds
adapalene-sodium-salt-cas-911110-93-5-item-84-463678
Cayman Chemical Bioactives
13655
25758
ChEMBL Approved Drugs
CHEMBL1265
ChEMBL Drugs
CHEMBL1265
Concise Guide to Pharmacology 2017/18
5429
Concise Guide to Pharmacology 2019/20
5429
Concise Guide to Pharmacology 2021/22
5429
Concise Guide to Pharmacology 2023/24
5429
Drug Repurposing Hub
DrugBank
DB00210
DrugBank Approved Drugs
DB00210
DrugCentral
87
DrugCentral Approved Drugs
87
DrugMAP
DMBN6KU
DMX2358
DrugMAP Approved Drugs
DMX2358
DrugMatrix
EU-OPENSCREEN Bioactive Compound Library
EOS100933
EUbOPEN Chemogenomics Library
Guide to Pharmacology
5429
LSP-MoA library (Laboratory of Systems Pharmacology)
CHEMBL1265
MedChem Express Bioactive Compound Library
HY-B0091
NCATS Inxight Approved Drugs
1L4806J2QF
NPC Screening Collection
ReFrame library
Selleckchem Bioactive Compound Library
Adapalene
TargetMol Bioactive Compound Library
T1093
The Spectrum Collection
Tocris Bioactive Compound Library
2852
Tocriscreen Plus
2852
ZINC Tool Compounds
ZINC000003784182
External IDs
43
Properties
(calculated by RDKit )
Molecular Weight
412.2
Hydrogen Bond Acceptors
2
Hydrogen Bond Donors
1
Rotatable Bonds
4
Ring Count
7
Aromatic Ring Count
3
cLogP
6.68
TPSA
46.53
Fraction CSP3
0.39
Chiral centers
0.0
Largest ring
6.0
QED
0.52
Structural alerts
0
No structural alerts detected
Related compounds
Custom attributes
(extracted from source data)
Target Type
Nuclear Receptors
Target
RAR/RXR
Autophagy
RAR
RXR
RARA, RARB, RARG, RXRA, RXRB, RXRG
Retinoid Receptor
Pathway
Metabolic Enzyme/Protease
Metabolism
Apoptosis
Vitamin D Related/Nuclear Receptor
Primary Target
Retinoic Acid Receptors
MOA
Agonist
Retinoid Receptor agonist
Indication
acne vulgaris (AV)
Therapeutic Class
Dermatologic Agents
Solubility
Soluble in DMSO (Slightly), Methanol (Slightly)
Source data