armodafinil Indications/Contra | FAERs-F | FAERs-M | Orange Bk | BioActivity |

Stem definitionDrug idCAS RN
4501 112111-43-0

Description:

MoleculeDescription

Molfile Inchi Smiles

Synonyms:

  • nuvigil
  • CEP-10953
  • armodafinil
  • R-modafinil
  • Molecular weight: 273.35
  • Formula: C15H15NO2S
  • CLOGP: 0.94
  • LIPINSKI: 0
  • HAC: 3
  • HDO: 1
  • TPSA: 60.16
  • ALOGS: -2.64
  • ROTB: 5

  • Status: OFP

  • Legend:
    OFP - off patent
    OFM - off market
    ONP - on patent

Drug dosage:

DoseUnitRoute
0.15 g O

ADMET properties:

PropertyValueReference
BDDCS (Biopharmaceutical Drug Disposition Classification System) 2 Benet LZ, Broccatelli F, Oprea TI
EoM (Fraction excreted unchanged in urine) 8 % Benet LZ, Broccatelli F, Oprea TI
MRTD (Maximum Recommended Therapeutic Daily Dose) 13.06 ┬ÁM/kg/day Contrera JF, Matthews EJ, Kruhlak NL, Benz RD

Approvals:

DateAgencyCompanyOrphan
June 5, 2007 FDA CEPHALON

FDA Adverse Event Reporting System (Female)

MedDRA adverse event termLikelihood ratioLikelihood ratio thresholdPatients taking drug having adverse eventPatients taking drug not having adverse eventPatients not taking drug having adverse eventPatients not taking drug not having adverse event
Rash 261.49 31.94 105 895 59453 2297632
Headache 190.50 31.94 92 908 80087 2276998
Anxiety 160.31 31.94 61 939 29298 2327787
Insomnia 120.71 31.94 48 952 25739 2331346
Drug ineffective 105.67 31.94 68 932 101556 2255529
Feeling jittery 94.33 31.94 22 978 1910 2355175
Nausea 90.04 31.94 64 936 112125 2244960
Stevens-Johnson syndrome 81.60 31.94 23 977 4236 2352849
Feeling abnormal 80.15 31.94 35 965 23546 2333539
Depression 77.33 31.94 36 964 28096 2328989
Somnolence 77.03 31.94 34 966 23451 2333634
Blood pressure increased 66.85 31.94 28 972 16958 2340127
Tremor 64.77 31.94 29 971 20632 2336453
Swollen tongue 63.69 31.94 20 980 5323 2351762
Palpitations 60.99 31.94 26 974 16430 2340655
Product prescribing error 52.21 31.94 15 985 2945 2354140
Suicidal ideation 46.00 31.94 19 981 11068 2346017
Completed suicide 45.83 31.94 23 977 21011 2336074
Stomatitis 44.94 31.94 18 982 9692 2347393
Confusional state 42.65 31.94 23 977 24321 2332764
Oropharyngeal blistering 42.05 31.94 8 992 256 2356829
Mania 41.40 31.94 12 988 2428 2354657
Fatigue 40.79 31.94 36 964 84837 2272248
Irritability 40.78 31.94 15 985 6412 2350673
Dry mouth 40.62 31.94 16 984 8237 2348848
Nervousness 40.04 31.94 14 986 5175 2351910
Psychomotor hyperactivity 39.59 31.94 11 989 1911 2355174
Bruxism 39.01 31.94 9 991 740 2356345
Hypersensitivity 37.75 31.94 21 979 23572 2333513
Lip swelling 37.17 31.94 13 987 4808 2352277
Dizziness 36.67 31.94 29 971 58636 2298449
Drug interaction 36.17 31.94 22 978 29141 2327944
Therapeutic product effect increased 35.30 31.94 7 993 279 2356806

FDA Adverse Event Reporting System (Male)

MedDRA adverse event termLikelihood ratioLikelihood ratio thresholdPatients taking drug having adverse eventPatients taking drug not having adverse eventPatients not taking drug having adverse eventPatients not taking drug not having adverse event
Rash 180.00 35.39 71 534 38622 1707554
Drug ineffective 77.39 35.39 47 558 63754 1682422
Insomnia 64.84 35.39 27 578 16249 1729927
Anxiety 55.94 35.39 24 581 15503 1730673
Palpitations 55.11 35.39 19 586 6795 1739381
Headache 45.66 35.39 27 578 34349 1711827
Nausea 40.41 35.39 29 576 51167 1695009
Somnolence 38.60 35.39 19 586 16720 1729456
Agitation 36.22 35.39 16 589 11010 1735166

Pharmacologic Action:

SourceCodeDescription
ATC N06BA13 NERVOUS SYSTEM
PSYCHOANALEPTICS
PSYCHOSTIMULANTS, AGENTS USED FOR ADHD AND NOOTROPICS
Centrally acting sympathomimetics
CHEBI has role CHEBI:35337 central nervous system stimulant
CHEBI has role CHEBI:77567 eugeroic

Drug Use (View source of the data)

DiseaseRelationSNOMED_IDDOID
Narcolepsy indication 60380001 DOID:8986
Sleepiness Due To Obstructive Sleep Apnea indication
Sleepiness Due To Shift Work Sleep Disorder indication
Suicidal thoughts contraindication 6471006
Depressive disorder contraindication 35489007
Hypertensive disorder contraindication 38341003 DOID:10763
Left ventricular hypertrophy contraindication 55827005
Hepatic failure contraindication 59927004
Psychotic disorder contraindication 69322001
Mania contraindication 231494001
Mitral valve prolapse contraindication 409712001

Acid dissociation constants calculated using MoKa v3.0.0

Dissociation levelDissociation constantType (acidic/basic)
pKa1 12.23 acidic

Orange Book patent data (new drug applications)

None

Orange Book exclusivity data (new drug applications)

None

Bioactivity Summary:

TargetClassPharosUniProtActionTypeActivity value
(-log[M])
Mechanism
action
Bioact sourceMoA source
Sodium-dependent dopamine transporter Transporter INHIBITOR IC50 5.50 WOMBAT-PK CHEMBL
D(2) dopamine receptor GPCR EC50 6.92 WOMBAT-PK
Cytochrome P450 2C19 Enzyme WOMBAT-PK
Cytochrome P450 1A2 Enzyme WOMBAT-PK
Alpha-1B adrenergic receptor GPCR WOMBAT-PK
Sodium-dependent dopamine transporter Transporter Ki 5.49 CHEMBL

External reference:

IDSource
D03215 KEGG_DRUG
C1871544 UMLSCUI
V63XWA605I UNII
8474 INN_ID
DB06413 DRUGBANK_ID
CHEBI:77590 CHEBI
CHEMBL1201192 ChEMBL_ID
9690109 PUBCHEM_CID
429452005 SNOMEDCT_US
23941 MMSL
d06842 MMSL
641465 RXNORM
4026237 VANDF
428694009 SNOMEDCT_US
012231 NDDF
241076 MMSL

Pharmaceutical products:

ProductCategoryIngredientsNDCFormQuantityRouteMarketingLabel
Armodafinil HUMAN PRESCRIPTION DRUG LABEL 1 0093-3090 TABLET 50 mg ORAL NDA AUTHORIZED GENERIC 18 sections
Armodafinil HUMAN PRESCRIPTION DRUG LABEL 1 0093-3092 TABLET 150 mg ORAL NDA AUTHORIZED GENERIC 18 sections
Armodafinil HUMAN PRESCRIPTION DRUG LABEL 1 0093-3093 TABLET 200 mg ORAL NDA AUTHORIZED GENERIC 18 sections
Armodafinil HUMAN PRESCRIPTION DRUG LABEL 1 0093-3094 TABLET 250 mg ORAL NDA AUTHORIZED GENERIC 18 sections
Armodafinil HUMAN PRESCRIPTION DRUG LABEL 1 0378-3431 TABLET 50 mg ORAL ANDA 18 sections
Armodafinil HUMAN PRESCRIPTION DRUG LABEL 1 0378-3432 TABLET 150 mg ORAL ANDA 18 sections
Armodafinil HUMAN PRESCRIPTION DRUG LABEL 1 0378-3433 TABLET 250 mg ORAL ANDA 18 sections
Armodafinil HUMAN PRESCRIPTION DRUG LABEL 1 0591-3856 TABLET 200 mg ORAL NDA AUTHORIZED GENERIC 18 sections
Armodafinil HUMAN PRESCRIPTION DRUG LABEL 1 0781-8029 TABLET 50 mg ORAL NDA AUTHORIZED GENERIC 18 sections
Armodafinil HUMAN PRESCRIPTION DRUG LABEL 1 0781-8037 TABLET 150 mg ORAL NDA AUTHORIZED GENERIC 18 sections
Armodafinil HUMAN PRESCRIPTION DRUG LABEL 1 0781-8045 TABLET 200 mg ORAL NDA AUTHORIZED GENERIC 18 sections
Armodafinil HUMAN PRESCRIPTION DRUG LABEL 1 0781-8053 TABLET 250 mg ORAL NDA AUTHORIZED GENERIC 18 sections
NUVIGIL HUMAN PRESCRIPTION DRUG LABEL 1 16590-345 TABLET 150 mg ORAL NDA 15 sections
NUVIGIL HUMAN PRESCRIPTION DRUG LABEL 1 16590-394 TABLET 250 mg ORAL NDA 15 sections
Nuvigil HUMAN PRESCRIPTION DRUG LABEL 1 42254-014 TABLET 50 mg ORAL NDA 14 sections
Armodafinil HUMAN PRESCRIPTION DRUG LABEL 1 55700-510 TABLET 250 mg ORAL NDA AUTHORIZED GENERIC 18 sections
ARMODAFINIL HUMAN PRESCRIPTION DRUG LABEL 1 59651-047 TABLET 200 mg ORAL NDA 18 sections
ARMODAFINIL HUMAN PRESCRIPTION DRUG LABEL 1 61919-562 TABLET 150 mg ORAL NDA authorized generic 15 sections
Armodafinil HUMAN PRESCRIPTION DRUG LABEL 1 61919-770 TABLET 150 mg ORAL ANDA 15 sections
Nuvigil HUMAN PRESCRIPTION DRUG LABEL 1 63459-205 TABLET 50 mg ORAL NDA 19 sections
Nuvigil HUMAN PRESCRIPTION DRUG LABEL 1 63459-215 TABLET 150 mg ORAL NDA 19 sections
Nuvigil HUMAN PRESCRIPTION DRUG LABEL 1 63459-220 TABLET 200 mg ORAL NDA 19 sections
Nuvigil HUMAN PRESCRIPTION DRUG LABEL 1 63459-225 TABLET 250 mg ORAL NDA 19 sections
Armodafinil HUMAN PRESCRIPTION DRUG LABEL 1 63629-7390 TABLET 150 mg ORAL NDA authorized generic 19 sections
Armodafinil HUMAN PRESCRIPTION DRUG LABEL 1 63629-7403 TABLET 250 mg ORAL NDA authorized generic 19 sections
Armodafinil HUMAN PRESCRIPTION DRUG LABEL 1 65862-805 TABLET 50 mg ORAL ANDA 19 sections
Armodafinil HUMAN PRESCRIPTION DRUG LABEL 1 65862-806 TABLET 150 mg ORAL ANDA 19 sections
Armodafinil HUMAN PRESCRIPTION DRUG LABEL 1 65862-807 TABLET 250 mg ORAL ANDA 19 sections
Armodafinil HUMAN PRESCRIPTION DRUG LABEL 1 65862-998 TABLET 200 mg ORAL ANDA 19 sections
Armodafinil HUMAN PRESCRIPTION DRUG LABEL 1 68180-569 TABLET 50 mg ORAL ANDA 19 sections