e-Drug3D

1715

APREMILAST


INN
APREMILAST

cas 608141-41-9
CLASS

IMMUNODULATING AGENT
INHIBITOR OF PHOSPHODIEASTERASE 4 (PDE4)
TREATMENT OF PSORIATIC ARTHRITIS

ROUTE (list)

ORAL

ATC code

L04AA32

PK parameters

F 73 PERCENT
Tmax 2.5 HOUR
VD 87 LITER
Cl 10 LITER / HOUR
PPB 68 PERCENT
t1/2 7.5 HOUR

Target

TARGET PHOSPHODIEASTERASE 4 (PDE4)

PDB
7CBQ (CRYSTAL STRUCTURE OF PDE4D CATALYTIC DOMAIN IN COMPLEX WITH APREMILAST)

Ligand code = A9L (link to the list of PDB complexes)

Download experimental 3D coordinates of A9L with added hydrogens

DrugCentral

cAMP-specific 3,5-cyclic phosphodiesterase 4D UNIPROT Q08499 PDE4D

Download SDF file Acetamide, N-[2-[(1S)-1-(3-ethoxy-4-methoxyphenyl)-2-(methylsulfonyl)ethyl]-2,3-dihydro-1,3-dioxo-1H-isoindol-4-yl]-

Formula:
C22H24N2O7S

Calculated chemical properties:

MW 460.50
NB_atoms 32
XLogP 2.43
PSA 117.624
NB_HD 1
NB_HA 9
fsp3 0.32
Lipinski(0=no;1=yes) 1

FDA
NDA 205437 (label) INN (APREMILAST) OTEZLA (AMGEN INC) APPROVAL= AP YEAR= 2014 NEWMOLECULARENTITY
NDA 206088 (label) INN (APREMILAST) OTEZLA (CELGENE CORP) APPROVAL= AP YEAR= 2014 NEWAPPLICATION
NDA 211761 (pdf not found) INN (APREMILAST) APREMILAST (ALKEM LABS LTD) APPROVAL= AP YEAR= 2021
NDA 211782 (pdf not found) INN (APREMILAST) APREMILAST (AMNEAL) APPROVAL= AP YEAR= 2021 DISCONTINUED
NDA 211819 (pdf not found) INN (APREMILAST) APREMILAST (UNICHEM) APPROVAL= AP YEAR= 2021 DISCONTINUED
NDA 211859 (pdf not found) INN (APREMILAST) APREMILAST (ZYDUS PHARMS) APPROVAL= TA YEAR= 2022
NDA 211897 (pdf not found) INN (APREMILAST) APREMILAST (TEVA PHARMS USA INC) APPROVAL= AP YEAR= 2022 DISCONTINUED
NDA 211756 (pdf not found) INN (APREMILAST) APREMILAST (DR REDDYS) APPROVAL= AP YEAR= 2023 DISCONTINUED
NDA 211878 (pdf not found) INN (APREMILAST) APREMILAST (ANNORA) APPROVAL= AP YEAR= 2023
NDA 211774 (pdf not found) INN (APREMILAST) APREMILAST (SHILPA) APPROVAL= AP YEAR= 2023
NDA 211674 (pdf not found) INN (APREMILAST) APREMILAST (GLENMARK PHARMS LTD) APPROVAL= AP YEAR= 2023 DISCONTINUED
NDA 211716 (pdf not found) INN (APREMILAST) APREMILAST (AUROBINDO PHARMA LTD) APPROVAL= AP YEAR= 2023 DISCONTINUED
NDA 211734 (pdf not found) INN (APREMILAST) APREMILAST (MANKIND PHARMA) APPROVAL= AP YEAR= 2024
NDA 211788 (pdf not found) INN (APREMILAST) APREMILAST (MACLEODS PHARMS LTD) APPROVAL= AP YEAR= 2024 DISCONTINUED
NDA 211887 (pdf not found) INN (APREMILAST) APREMILAST (MSN) APPROVAL= AP YEAR= 2024
NDA 211834 (pdf not found) INN (APREMILAST) APREMILAST (TORRENT) APPROVAL= AP YEAR= 2025 DISCONTINUED

Other links:

PubChem
ChemicalProbes

U.S. repository of Clinical Trials

VigiAccess
SIDER side effects

ChemSynthesis
Patent@SureChEMBL