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Compound Detail

CHEMBL1201192

ARMODAFINIL
💊 Approved Drug
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💊 Approved Drug
NC(=O)C[S@@+]([O-])C(c1ccccc1)c1ccccc1
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL1201192
Name ARMODAFINIL
Phase Approved
Structure Type MOL
InChI Key YFGHCGITMMYXAQ-LJQANCHMSA-N
Therapeutic ✓ Yes

Known Names

Armodafinil Armodafinilo CEP-10952 CEP-10953 CRL-40982 Modafinil, (r)- NSC-751850 NSC-758711 Nuvigil R-(-)-modafinil
5
Targets
9
Activities
2
Assay Types
4
PK Parameters
20
Publications
10
Known Names
20
Indications
1
Mechanisms

Molecular Properties

273.4
MW (Da)
2.01
ALogP
2
HBA
1
HBD
66.2
PSA (Ų)
0.85
QED
0
Ro5 Violations
5
Rot. Bonds

Drug Information

Molecule Type Small molecule
First Approval 2007
Availability Prescription
Chirality Single Enantiomer

Routes of Administration

Oral

Flags

Natural Product
USAN Year 2004

Extended Properties

Molecular Formula C15H15NO2S
MW 273.36
Aromatic Rings 2
Heavy Atoms 19
NP-Likeness -0.24

Mechanism of Action

Mechanism Action Type Target Direct Efficacy
Dopamine transporter inhibitor INHIBITOR Sodium-dependent dopamine transporter ✓ ✓

Indications

Attention Deficit Disorder with Hyperactivity Narcolepsy Narcolepsy Sleep Apnea, Obstructive Sleep Wake Disorders Brain Injuries Depressive Disorder Disorders of Excessive Somnolence Fatigue Obesity Sleep Apnea Syndromes Esophageal Neoplasms Glioma Multiple Sclerosis Neoplasms Schizophrenia Sleep Initiation and Maintenance Disorders Stroke Carcinoma, Non-Small-Cell Lung Head and Neck Neoplasms

ATC Classification

N06BA13
armodafinil
Level 1: NERVOUS SYSTEM
Level 2: PSYCHOANALEPTICS

Activity Summary

Ki 5 meas. best 6.19
IC50 4 meas. best 8.68

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
D(2) dopamine receptor
CHEMBL217
 IC50 8.68 8.68 2.1 1
Sodium-dependent dopamine transporter
CHEMBL238
 Ki 6.19 6.19 647.0 1
Sodium-dependent dopamine transporter
CHEMBL338
 Ki 5.52 5.505 3050.0 2
Sodium-dependent dopamine transporter
CHEMBL238
 IC50 5.18 5.18 6600.0 1
Unchecked
CHEMBL612545
 Ki 5.05 5.05 8920.0 1
D(3) dopamine receptor
CHEMBL234
 Ki 4.41 4.41 39000.0 1

Pharmacokinetic Data

Parameter Value Units Species
AUC 321.2 ng.hr.mL-1 Rattus norvegicus
T1/2 0.4 hr Rattus norvegicus
T1/2 15.0 hr Homo sapiens
T1/2 15.0 hr Homo sapiens

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
D(2) dopamine receptor IC50 = 2.1 nM 8.68 Antagonist activity at DRD2 (unknown origin) expressed in HEK293T cells transfec... 27933960
Sodium-dependent dopamine transporter Ki = 647.0 nM 6.19 Displacement of [3H]WIN35,428 from wild type human DAT expressed in COS7 cell me... 27933960
Sodium-dependent dopamine transporter Ki = 3050.0 nM 5.52 Displacement of [3H]WIN35,428 from DAT in Sprague-Dawley rat brain membranes inc... 27933960
Sodium-dependent dopamine transporter Ki = 3260.0 nM 5.49 Displacement of [3H]WIN35428 from DAT in Sprague-Dawley rat brain membranes 21344069
Sodium-dependent dopamine transporter IC50 = 6600.0 nM 5.18 Inhibition of wild type human dopamine transporter expressed in HEK293 cells ass... 31841637
Unchecked Ki = 8920.0 nM 5.05 Displacement of [3H]WIN35,428 from human DAT Y156F mutant expressed in COS7 cell... 27933960
D(3) dopamine receptor Ki = 39000.0 nM 4.41 Displacement of [3H]N-methylspiperone from human D3R expressed in HEK293 cell me... 27933960

Literature References

PubMed DOI Target Context # Activities
31841637 10.1021/acs.jmedchem.9b01938 ADMET 3
27933960 10.1021/acs.jmedchem.6b01373 Unchecked 3
27933960 10.1021/acs.jmedchem.6b01373 NON-PROTEIN TARGET 2
- 10.6019/CHEMBL4808148 Histone deacetylase 6 2
- 10.6019/CHEMBL4495565 SARS-CoV-2 2
31307886 10.1016/j.bmcl.2019.06.043 ADMET 2
26948801 10.1016/j.drudis.2016.02.015 Homo sapiens 2
27933960 10.1021/acs.jmedchem.6b01373 D(2) dopamine receptor 2
27933960 10.1021/acs.jmedchem.6b01373 Sodium-dependent dopamine transporter 2
27933960 10.1021/acs.jmedchem.6b01373 D(4) dopamine receptor 1
27933960 10.1021/acs.jmedchem.6b01373 Sigma non-opioid intracellular receptor 1 1
27933960 10.1021/acs.jmedchem.6b01373 D(3) dopamine receptor 1
21344069 10.1021/ml1002025 Sodium-dependent dopamine transporter 1
- 10.21203/rs.3.rs-23951/v1 SARS-CoV-2 1
31841637 10.1021/acs.jmedchem.9b01938 Sodium-dependent dopamine transporter 1
31841637 10.1021/acs.jmedchem.9b01938 Sodium-dependent noradrenaline transporter 1
31841637 10.1021/acs.jmedchem.9b01938 Sodium-dependent serotonin transporter 1
21344069 10.1021/ml1002025 Mus musculus 1
- 10.6019/CHEMBL4495564 Replicase polyprotein 1ab 1
21344069 10.1021/ml1002025 Transporter 1

Data from ChEMBL 36 via Core Engine