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

Stem definitionDrug idCAS RN
nicotinic acetylcholine receptor partial agonists/agonists 2808 249296-44-4

Description:

MoleculeDescription

Molfile Inchi Smiles

Synonyms:

  • varenicline
  • champix
  • chantix
  • varenicline tartrate
  • CP-526,555-18
A benzazepine derivative that functions as an ALPHA4-BETA2 NICOTINIC RECEPTOR partial agonist. It is used for SMOKING CESSATION.
  • Molecular weight: 211.27
  • Formula: C13H13N3
  • CLOGP: 0.90
  • LIPINSKI: 0
  • HAC: 3
  • HDO: 1
  • TPSA: 37.81
  • ALOGS: -3.38
  • ROTB: 0

  • Status: OFP

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

Drug dosage:

DoseUnitRoute
2 mg O

ADMET properties:

PropertyValueReference
BDDCS (Biopharmaceutical Drug Disposition Classification System) 3 Benet LZ, Broccatelli F, Oprea TI
S (Water solubility) 0.20 mg/mL Benet LZ, Broccatelli F, Oprea TI
EoM (Fraction excreted unchanged in urine) 92 % Benet LZ, Broccatelli F, Oprea TI
MRTD (Maximum Recommended Therapeutic Daily Dose) 0.14 ┬ÁM/kg/day Contrera JF, Matthews EJ, Kruhlak NL, Benz RD
BA (Bioavailability) 87 % Kim MT, Sedykh A, Chakravarti SK, Saiakhov RD, Zhu H

Approvals:

DateAgencyCompanyOrphan
May 10, 2006 FDA PFIZER INC

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
Abnormal dreams 2691.14 16.91 755 39613 9846 53298852
Depression 1409.75 16.91 1138 39230 181914 53126784
Suicidal ideation 1407.47 16.91 753 39615 59758 53248940
Nausea 1069.13 16.91 1975 38393 754116 52554582
Nightmare 868.56 16.91 369 39999 17382 53291316
Anger 624.04 16.91 263 40105 12127 53296571
Anxiety 604.86 16.91 743 39625 195961 53112737
Feeling abnormal 595.12 16.91 616 39752 134685 53174013
Insomnia 559.50 16.91 697 39671 186375 53122323
Crying 493.94 16.91 269 40099 21993 53286705
Irritability 436.47 16.91 279 40089 30674 53278024
Tobacco user 433.00 16.91 104 40264 688 53308010
Depressed mood 428.83 16.91 295 40073 36669 53272029
Aggression 422.29 16.91 247 40121 23156 53285542
Agitation 408.14 16.91 345 40023 58281 53250417
Mood swings 332.54 16.91 191 40177 17295 53291403
Abnormal behaviour 305.46 16.91 196 40172 21670 53287028
Mood altered 294.53 16.91 163 40205 13738 53294960
Tearfulness 259.20 16.91 103 40265 4071 53304627
Paranoia 247.63 16.91 136 40232 11288 53297410
Nervousness 223.10 16.91 184 40184 29994 53278704
Dysgeusia 222.33 16.91 214 40154 42717 53265981
Flatulence 212.04 16.91 182 40186 31335 53277363
Panic attack 211.44 16.91 155 40213 21263 53287435
Thinking abnormal 205.70 16.91 117 40251 10391 53298307
Homicidal ideation 198.82 16.91 68 40300 1746 53306952
Emotional disorder 182.43 16.91 117 40251 12913 53295785
Sleep disorder 176.29 16.91 220 40148 58650 53250048
Rheumatoid arthritis 171.57 16.91 19 40349 314512 52994186
Off label use 170.99 16.91 72 40296 472140 52836558
Disturbance in attention 167.90 16.91 166 40202 34217 53274481
Psychotic disorder 166.42 16.91 142 40226 24243 53284455
Mental disorder 158.34 16.91 138 40230 24238 53284460
Mania 133.74 16.91 93 40275 11736 53296962
Acute kidney injury 129.51 16.91 19 40349 253849 53054849
Self-injurious ideation 127.74 16.91 53 40315 2343 53306355
Death 125.15 16.91 57 40311 357175 52951523
Anaemia 123.46 16.91 29 40339 276689 53032009
Personality change 122.53 16.91 69 40299 6008 53302690
Suicidal behaviour 117.81 16.91 51 40317 2507 53306191
Amnesia 105.90 16.91 150 40218 45138 53263560
Suicide attempt 101.23 16.91 168 40200 58000 53250698
Drug hypersensitivity 99.00 16.91 430 39938 264812 53043886
Tobacco withdrawal symptoms 97.97 16.91 17 40351 9 53308689
Pyrexia 94.07 16.91 100 40268 403093 52905605
Vomiting 93.41 16.91 669 39699 496470 52812228
Violence-related symptom 91.25 16.91 27 40341 426 53308272
Malaise 90.38 16.91 519 39849 357098 52951600
Dizziness 88.75 16.91 532 39836 371727 52936971
Weight increased 86.75 16.91 345 40023 204222 53104476
Bipolar disorder 83.55 16.91 59 40309 7627 53301071
Hostility 79.87 16.91 34 40334 1603 53307095
Panic reaction 79.69 16.91 45 40323 3938 53304760
Infusion related reaction 78.72 16.91 12 40356 155945 53152753
Hallucination 74.93 16.91 141 40227 53697 53255001
Thrombocytopenia 73.98 16.91 9 40359 138718 53169980
Toxicity to various agents 72.30 16.91 38 40330 219560 53089138
Euphoric mood 71.76 16.91 44 40324 4485 53304213
Fear 71.47 16.91 75 40293 16566 53292132
General physical health deterioration 70.41 16.91 13 40355 146929 53161769
Nicotine dependence 70.31 16.91 24 40344 612 53308086
Stress 69.12 16.91 141 40227 56943 53251755
Headache 68.85 16.91 663 39705 536158 52772540
Impaired driving ability 68.64 16.91 42 40326 4265 53304433
Apathy 66.28 16.91 53 40315 8259 53300439
Systemic lupus erythematosus 64.79 16.91 9 40359 125405 53183293
Hypersomnia 63.71 16.91 70 40298 16285 53292413
Alopecia 63.10 16.91 51 40317 234532 53074166
Sepsis 60.19 16.91 18 40350 146411 53162287
Memory impairment 59.99 16.91 170 40198 84587 53224111
Palpitations 58.12 16.91 190 40178 102158 53206540
Dissociation 57.99 16.91 30 40338 2204 53306494
Infection 57.86 16.91 29 40339 172176 53136522
Impaired work ability 57.85 16.91 62 40306 14028 53294670
Somnambulism 57.64 16.91 41 40327 5361 53303337
Peripheral swelling 56.44 16.91 44 40324 206064 53102634
Negative thoughts 54.47 16.91 22 40346 907 53307791
Psychiatric symptom 53.79 16.91 38 40330 4915 53303783
Feeling jittery 52.86 16.91 55 40313 12028 53296670
Withdrawal syndrome 52.78 16.91 69 40299 19232 53289466
Arthropathy 51.93 16.91 21 40347 141432 53167266
Urinary tract infection 50.98 16.91 64 40304 239839 53068859
White blood cell count decreased 49.90 16.91 16 40352 124459 53184239
Decreased interest 49.83 16.91 31 40337 3242 53305456
Chronic obstructive pulmonary disease 49.72 16.91 129 40239 60944 53247754
Hallucination, auditory 48.67 16.91 52 40316 11721 53296977
Joint swelling 48.40 16.91 64 40304 234574 53074124
Pneumonia 48.30 16.91 153 40215 407016 52901682
Affect lability 47.11 16.91 46 40322 9329 53299369
Social avoidant behaviour 47.09 16.91 29 40339 2979 53305719
Exposure during pregnancy 46.71 16.91 18 40350 124842 53183856
Disease progression 44.75 16.91 11 40357 101909 53206789
Pleural effusion 44.26 16.91 7 40361 88572 53220126
Therapeutic product effect incomplete 44.21 16.91 8 40360 91776 53216922
Hypokalaemia 43.20 16.91 10 40358 96507 53212191
Depression suicidal 42.77 16.91 22 40346 1597 53307101
Hypotension 42.27 16.91 80 40288 253996 53054702
Haemoglobin decreased 41.95 16.91 26 40342 137281 53171417
Product use issue 41.87 16.91 27 40341 139557 53169141
Poor quality sleep 41.39 16.91 58 40310 17265 53291433
Sinusitis 41.26 16.91 40 40328 168524 53140174
Feeling of despair 40.63 16.91 23 40345 2022 53306676
Impatience 40.44 16.91 14 40354 373 53308325
Cardiac failure 40.24 16.91 8 40360 85836 53222862
Parosmia 39.98 16.91 31 40337 4619 53304079
Screaming 39.96 16.91 27 40341 3250 53305448
Alcohol interaction 39.93 16.91 22 40346 1835 53306863
Product use in unapproved indication 39.09 16.91 18 40350 112271 53196427
Hyperphagia 38.93 16.91 21 40347 1680 53307018
Therapeutic response unexpected 38.58 16.91 56 40312 17214 53291484
Leukopenia 38.58 16.91 5 40363 73458 53235240
Impulsive behaviour 38.22 16.91 20 40348 1504 53307194
Blood creatinine increased 38.13 16.91 8 40360 82654 53226044
Tremor 38.07 16.91 192 40176 125544 53183154
Constipation 37.60 16.91 268 40100 198144 53110554
Somnolence 37.45 16.91 236 40132 167498 53141200
Affective disorder 37.25 16.91 32 40336 5507 53303191
Renal failure 36.78 16.91 22 40346 118430 53190268
Respiratory failure 36.75 16.91 15 40353 100497 53208201
Abdominal distension 35.71 16.91 137 40231 79653 53229045
Depressive symptom 35.35 16.91 25 40343 3239 53305459
Alcohol use 35.20 16.91 21 40347 2037 53306661
Hepatic enzyme increased 34.44 16.91 27 40341 126168 53182530
Drug withdrawal syndrome 33.65 16.91 69 40299 27953 53280745
Oedema mouth 33.54 16.91 22 40346 2520 53306178
Septic shock 33.25 16.91 4 40364 62225 53246473
Renal impairment 32.87 16.91 11 40357 83307 53225391
Formication 32.83 16.91 26 40342 3995 53304703
Hospitalisation 32.49 16.91 7 40361 71005 53237693
Platelet count decreased 32.29 16.91 21 40347 108078 53200620
Arthralgia 31.68 16.91 199 40169 439584 52869114
Cardio-respiratory arrest 30.85 16.91 4 40364 58754 53249944
Nasopharyngitis 30.70 16.91 62 40306 192233 53116465
Psychomotor hyperactivity 30.61 16.91 38 40330 10058 53298640
Energy increased 30.38 16.91 20 40348 2305 53306393
Impaired healing 30.06 16.91 6 40362 64199 53244499
Feelings of worthlessness 30.05 16.91 11 40357 346 53308352
Pain 29.09 16.91 295 40073 588103 52720595
Dehydration 28.89 16.91 52 40316 168358 53140340
Pre-existing condition improved 28.73 16.91 33 40335 8056 53300642
Interstitial lung disease 28.46 16.91 5 40363 58617 53250081
Ageusia 28.32 16.91 41 40327 12573 53296125
Abdominal pain upper 28.30 16.91 219 40149 166072 53142626
Glossodynia 27.95 16.91 21 40347 100270 53208428
Physical assault 27.64 16.91 14 40354 984 53307714
Drug ineffective 27.34 16.91 445 39923 816800 52491898
Wound 27.05 16.91 18 40350 91539 53217159
Delusion 26.91 16.91 39 40329 11970 53296728
Restlessness 26.73 16.91 63 40305 28024 53280674
Atrial fibrillation 26.73 16.91 27 40341 111625 53197073
Multiple organ dysfunction syndrome 26.49 16.91 5 40363 55672 53253026
Feeling guilty 26.16 16.91 11 40357 503 53308195
Drug interaction 26.05 16.91 267 40101 219062 53089636
Tachyphrenia 25.81 16.91 15 40353 1386 53307312
Flat affect 25.77 16.91 15 40353 1390 53307308
Increased appetite 25.54 16.91 33 40335 9089 53299609
Injection site pain 25.38 16.91 29 40339 113362 53195336
Major depression 25.37 16.91 30 40338 7552 53301146
Hot flush 25.36 16.91 86 40282 47074 53261624
Bipolar I disorder 25.31 16.91 16 40352 1721 53306977
Gastrointestinal haemorrhage 24.82 16.91 15 40353 80315 53228383
Injection site erythema 24.47 16.91 14 40354 77235 53231463
Intentional self-injury 24.38 16.91 57 40311 25227 53283471
Middle insomnia 24.32 16.91 35 40333 10673 53298025
Condition aggravated 24.28 16.91 129 40239 297005 53011693
Morbid thoughts 24.28 16.91 11 40357 603 53308095
Chest pain 24.26 16.91 235 40133 189950 53118748
Oxygen saturation decreased 24.17 16.91 14 40354 76711 53231987
Hyponatraemia 24.07 16.91 28 40340 108579 53200119
Vision blurred 24.01 16.91 128 40240 85476 53223222
Hyperkalaemia 23.53 16.91 6 40362 54250 53254448
Therapeutic product effect decreased 23.20 16.91 37 40331 125618 53183080
Swelling 23.17 16.91 71 40297 191034 53117664
Tobacco abuse 23.14 16.91 11 40357 673 53308025
Diarrhoea 23.13 16.91 334 40034 625212 52683486
Flight of ideas 22.88 16.91 9 40359 346 53308352
Neuropathy peripheral 22.44 16.91 27 40341 103160 53205538
Incorrect dose administered 22.30 16.91 87 40281 50958 53257740
Hyperhidrosis 22.08 16.91 137 40231 96656 53212042
Loss of employment 22.08 16.91 14 40354 1513 53307185
Drug abuse 22.04 16.91 11 40357 65515 53243183
Frustration tolerance decreased 21.99 16.91 25 40343 6036 53302662
Derealisation 21.89 16.91 12 40356 991 53307707
Metabolic acidosis 21.88 16.91 3 40365 42239 53266459
Mental impairment 21.23 16.91 37 40331 13272 53295426
Panic disorder 21.13 16.91 17 40351 2671 53306027
Cellulitis 21.05 16.91 16 40352 75973 53232725
Cardiac arrest 20.91 16.91 24 40344 93643 53215055
Completed suicide 20.84 16.91 46 40322 138155 53170543
Psychotic behaviour 20.66 16.91 10 40358 637 53308061
Gingival bleeding 20.66 16.91 35 40333 12273 53296425
Postmenopausal haemorrhage 19.72 16.91 15 40353 2172 53306526
Weaning failure 19.66 16.91 8 40360 336 53308362
Psoriatic arthropathy 19.65 16.91 6 40362 48184 53260514
Lower respiratory tract infection 19.58 16.91 24 40344 90957 53217741
Cardiac failure congestive 19.41 16.91 25 40343 92732 53215966
Osteoarthritis 19.33 16.91 15 40353 70471 53238227
Herpes zoster 18.76 16.91 17 40351 74002 53234696
Road traffic accident 18.69 16.91 52 40316 25579 53283119
Agitated depression 18.59 16.91 6 40362 128 53308570
Laziness 18.55 16.91 9 40359 576 53308122
COVID-19 18.23 16.91 3 40365 36885 53271813
Electrocardiogram QT prolonged 18.18 16.91 10 40358 56393 53252305
Encephalopathy 18.18 16.91 3 40365 36805 53271893
Oropharyngeal blistering 17.83 16.91 10 40358 863 53307835
Plasma cell myeloma 17.73 16.91 7 40361 47867 53260831
Retching 17.55 16.91 35 40333 13898 53294800
Hepatic failure 17.50 16.91 3 40365 35803 53272895
Drug intolerance 17.45 16.91 88 40280 205405 53103293
Blood bilirubin increased 17.45 16.91 3 40365 35727 53272971
Nocturia 17.37 16.91 25 40343 7625 53301073
Alcohol poisoning 17.26 16.91 13 40355 1856 53306842
Disorientation 17.12 16.91 67 40301 39292 53269406
Musculoskeletal stiffness 17.05 16.91 43 40325 123325 53185373

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
Abnormal dreams 1899.66 17.80 553 24906 8011 32480056
Depression 1379.06 17.80 886 24573 96174 32391893
Suicidal ideation 1331.87 17.80 631 24828 37452 32450615
Nightmare 1073.00 17.80 399 25060 12767 32475300
Anger 595.98 17.80 254 25205 11650 32476417
Aggression 535.46 17.80 351 25108 39038 32449029
Irritability 481.45 17.80 277 25182 24377 32463690
Insomnia 466.79 17.80 478 24981 99870 32388197
Agitation 453.70 17.80 368 25091 56868 32431199
Mood swings 441.19 17.80 184 25275 7981 32480086
Nausea 428.37 17.80 837 24622 320012 32168055
Anxiety 420.63 17.80 443 25016 95562 32392505
Feeling abnormal 367.69 17.80 334 25125 60089 32427978
Abnormal behaviour 300.08 17.80 211 25248 26255 32461812
Tobacco user 281.18 17.80 69 25390 486 32487581
Depressed mood 265.30 17.80 170 25289 18130 32469937
Mood altered 248.84 17.80 127 25332 8777 32479290
Personality change 217.35 17.80 97 25362 4962 32483105
Paranoia 196.46 17.80 116 25343 10683 32477384
Homicidal ideation 167.23 17.80 67 25392 2613 32485454
Off label use 148.36 17.80 30 25429 306290 32181777
Thinking abnormal 147.69 17.80 77 25382 5558 32482509
Vomiting 146.33 17.80 460 24999 235097 32252970
Amnesia 143.42 17.80 134 25325 24902 32463165
Acute kidney injury 141.56 17.80 29 25430 293439 32194628
Violence-related symptom 141.21 17.80 40 25419 517 32487550
Suicide attempt 123.54 17.80 151 25308 38093 32449974
Pneumonia 122.53 17.80 63 25396 355189 32132878
Death 120.28 17.80 76 25383 382441 32105626
Nervousness 117.51 17.80 89 25370 12390 32475677
Hallucination 111.05 17.80 169 25290 52450 32435617
Emotional disorder 111.04 17.80 63 25396 5378 32482689
Pyrexia 99.89 17.80 64 25395 319904 32168163
Physical assault 98.57 17.80 36 25423 1086 32486981
Disturbance in attention 97.22 17.80 106 25353 23647 32464420
Suicidal behaviour 96.04 17.80 38 25421 1433 32486634
Panic attack 91.53 17.80 68 25391 9193 32478874
Psychotic disorder 89.50 17.80 100 25359 22920 32465147
Mental disorder 89.38 17.80 81 25378 14467 32473600
Mania 89.15 17.80 68 25391 9564 32478503
Crying 88.43 17.80 56 25403 5840 32482227
Drug hypersensitivity 87.89 17.80 184 25275 73216 32414851
Sleep disorder 86.96 17.80 106 25353 26646 32461421
Toxicity to various agents 84.86 17.80 18 25441 178023 32310044
Sepsis 84.56 17.80 12 25447 158822 32329245
Hostility 83.68 17.80 30 25429 857 32487210
Impaired driving ability 82.39 17.80 40 25419 2479 32485588
Memory impairment 81.15 17.80 127 25332 40352 32447715
Anaemia 80.97 17.80 37 25422 223587 32264480
Apathy 77.08 17.80 54 25405 6661 32481406
Affective disorder 75.04 17.80 42 25417 3491 32484576
Alcohol use 73.99 17.80 41 25418 3342 32484725
Neutropenia 72.79 17.80 12 25447 142163 32345904
Thrombocytopenia 72.71 17.80 14 25445 148285 32339782
Febrile neutropenia 66.09 17.80 8 25451 119558 32368509
Hypotension 63.60 17.80 46 25413 216064 32272003
Bipolar disorder 63.36 17.80 39 25420 3867 32484200
Impaired work ability 62.17 17.80 45 25414 5843 32482224
Self-injurious ideation 59.70 17.80 28 25431 1606 32486461
Negative thoughts 59.51 17.80 22 25437 687 32487380
Tearfulness 58.54 17.80 28 25431 1678 32486389
Verbal abuse 56.97 17.80 16 25443 200 32487867
Pancytopenia 56.00 17.80 4 25455 91231 32396836
White blood cell count decreased 55.97 17.80 4 25455 91194 32396873
Platelet count decreased 55.76 17.80 11 25448 114580 32373487
Morbid thoughts 54.47 17.80 16 25443 237 32487830
General physical health deterioration 54.16 17.80 12 25447 115247 32372820
Headache 54.15 17.80 299 25160 195898 32292169
Product use in unapproved indication 53.02 17.80 4 25455 87200 32400867
Flatulence 52.32 17.80 70 25389 19285 32468782
Dizziness 52.32 17.80 311 25148 209307 32278760
Stress 50.99 17.80 77 25382 23705 32464362
Somnambulism 49.22 17.80 31 25428 3201 32484866
Renal failure 47.44 17.80 23 25436 134455 32353612
Dysgeusia 45.55 17.80 76 25383 25455 32462612
Social avoidant behaviour 44.54 17.80 29 25430 3170 32484897
Road traffic accident 44.16 17.80 61 25398 17320 32470747
Tobacco withdrawal symptoms 43.07 17.80 7 25452 0 32488067
Multiple organ dysfunction syndrome 43.04 17.80 3 25456 69851 32418216
Haemoglobin decreased 42.92 17.80 20 25439 119651 32368416
Alcohol interaction 42.69 17.80 25 25434 2264 32485803
Intentional self-injury 41.82 17.80 53 25406 13847 32474220
Disease progression 40.88 17.80 9 25450 86853 32401214
Respiratory failure 39.87 17.80 17 25442 107165 32380902
Blood creatinine increased 39.52 17.80 13 25446 96119 32391948
Palpitations 39.36 17.80 87 25372 35882 32452185
Post-traumatic stress disorder 39.08 17.80 22 25437 1849 32486218
Screaming 38.99 17.80 20 25439 1394 32486673
Major depression 37.96 17.80 30 25429 4441 32483626
Frustration tolerance decreased 37.45 17.80 23 25436 2271 32485796
Septic shock 37.17 17.80 5 25454 68984 32419083
Leukopenia 35.86 17.80 3 25456 60119 32427948
Panic reaction 34.45 17.80 19 25440 1534 32486533
Interstitial lung disease 34.34 17.80 5 25454 64996 32423071
Dissociation 33.04 17.80 17 25442 1193 32486874
Withdrawal syndrome 33 17.80 44 25415 12078 32475989
Pleural effusion 31.91 17.80 11 25448 78981 32409086
Cardiac failure 31.83 17.80 16 25443 91657 32396410
Loss of personal independence in daily activities 31.75 17.80 67 25392 26766 32461301
Abdominal discomfort 31.73 17.80 102 25357 52522 32435545
Disorientation 31.24 17.80 76 25383 33349 32454718
Feeling jittery 30.08 17.80 25 25434 3974 32484093
Personality disorder 29.99 17.80 16 25443 1209 32486858
Urinary tract infection 29.29 17.80 13 25446 80058 32408009
Decreased interest 29.15 17.80 20 25439 2384 32485683
Diarrhoea 28.75 17.80 168 25291 364634 32123433
Libido decreased 28.44 17.80 26 25433 4692 32483375
Drug withdrawal syndrome 28.09 17.80 54 25405 20177 32467890
Renal impairment 27.76 17.80 19 25440 91953 32396114
Hyperkalaemia 27.68 17.80 10 25449 69740 32418327
Infection 27.63 17.80 16 25443 84699 32403368
Hypokalaemia 27.39 17.80 5 25454 55089 32432978
Bradycardia 27.17 17.80 11 25448 71551 32416516
C-reactive protein increased 27.10 17.80 3 25456 48099 32439968
Anti-cyclic citrullinated peptide antibody positive 27.01 17.80 13 25446 790 32487277
Restlessness 27.00 17.80 60 25399 24821 32463246
Dehydration 26.91 17.80 37 25422 128921 32359146
Loss of consciousness 26.85 17.80 132 25327 82575 32405492
Completed suicide 26.79 17.80 143 25316 92374 32395693
Depressive symptom 26.25 17.80 17 25442 1841 32486226
Psychiatric symptom 26.06 17.80 22 25437 3572 32484495
Loss of employment 25.67 17.80 11 25448 509 32487558
Depression suicidal 25.32 17.80 15 25444 1387 32486680
Nicotine dependence 25.31 17.80 11 25448 527 32487540
Plasma cell myeloma 25.10 17.80 7 25452 57607 32430460
Pharyngeal oedema 24.85 17.80 28 25431 6468 32481599
Blood carbon monoxide increased 24.61 17.80 4 25455 0 32488067
Drug screen false positive 24.22 17.80 12 25447 777 32487290
Cellulitis 24.04 17.80 5 25454 50225 32437842
Cardio-respiratory arrest 24.03 17.80 7 25452 55982 32432085
Tinnitus 23.90 17.80 46 25413 17203 32470864
Sleep terror 23.20 17.80 12 25447 851 32487216
Hospitalisation 23.18 17.80 5 25454 48966 32439101
Poor quality sleep 23.05 17.80 30 25429 8044 32480023
Gun shot wound 22.87 17.80 13 25446 1113 32486954
Mental impairment 22.28 17.80 33 25426 9979 32478088
Hypomania 22.27 17.80 17 25442 2392 32485675
Peripheral swelling 22.15 17.80 13 25446 68332 32419735
Confusional state 21.97 17.80 189 25270 142926 32345141
Erectile dysfunction 21.71 17.80 48 25411 19791 32468276
Marital problem 21.59 17.80 6 25453 72 32487995
Hallucination, auditory 21.45 17.80 33 25426 10317 32477750
Ascites 21.44 17.80 3 25456 40188 32447879
Cardiac failure congestive 21.29 17.80 21 25438 84831 32403236
Hypoglycaemia 21.23 17.80 8 25451 54374 32433693
Drug abuse 21.15 17.80 19 25440 80224 32407843
Somnolence 20.88 17.80 146 25313 103651 32384416
Oxygen saturation decreased 20.66 17.80 6 25453 48093 32439974
Fear 20.59 17.80 34 25425 11285 32476782
Atrial fibrillation 20.10 17.80 38 25421 116666 32371401
Imprisonment 19.39 17.80 9 25450 504 32487563
Vision blurred 19.23 17.80 77 25382 44109 32443958
Cough 19.17 17.80 51 25408 138766 32349301
Narcolepsy 19.03 17.80 9 25450 526 32487541
Electrocardiogram QT prolonged 18.86 17.80 4 25455 39637 32448430
Flight of ideas 18.80 17.80 8 25451 364 32487703
Feeling of despair 18.65 17.80 11 25448 1009 32487058
Spousal abuse 18.46 17.80 3 25456 0 32488067
Adjustment disorder with mixed anxiety and depressed mood 18.46 17.80 3 25456 0 32488067
Feeding disorder 18.19 17.80 24 25435 6521 32481546
Pneumonia aspiration 17.92 17.80 5 25454 41151 32446916

Pharmacologic Action:

SourceCodeDescription
ATC N07BA03 NERVOUS SYSTEM
OTHER NERVOUS SYSTEM DRUGS
DRUGS USED IN ADDICTIVE DISORDERS
Drugs used in nicotine dependence
MeSH PA D018678 Cholinergic Agents
MeSH PA D018679 Cholinergic Agonists
MeSH PA D018377 Neurotransmitter Agents
MeSH PA D018722 Nicotinic Agonists
MeSH PA D000077444 Smoking Cessation Agents
FDA MoA N0000175702 Partial Cholinergic Nicotinic Agonists
FDA EPC N0000175705 Partial Cholinergic Nicotinic Agonist
CHEBI has role CHEBI:35941 serotonergic agonists
CHEBI has role CHEBI:47958 muscarinic agonists

Drug Use (View source of the data)

DiseaseRelationSNOMED_IDDOID
Smoking cessation assistance indication 384742004
Suicidal thoughts contraindication 6471006
Alcoholism contraindication 7200002
Bipolar disorder contraindication 13746004 DOID:3312
Mood swings contraindication 18963009
Feeling agitated contraindication 24199005
Alcohol intoxication contraindication 25702006
Depressive disorder contraindication 35489007
Schizophrenia contraindication 58214004 DOID:5419
Acute nephropathy contraindication 58574008
Aggressive behavior contraindication 61372001
Aortocoronary artery bypass graft contraindication 67166004
Hostile behavior contraindication 79351003
Angina pectoris contraindication 194828000
Acute coronary syndrome contraindication 394659003
Cardiovascular event risk contraindication 395112001
Peripheral vascular disease contraindication 400047006
Nausea contraindication 422587007

Acid dissociation constants calculated using MoKa v3.0.0

Dissociation levelDissociation constantType (acidic/basic)
pKa1 8.83 Basic
pKa2 1.25 Basic

Orange Book patent data (new drug applications)

Formulation strengthTrade nameApplicantApplication numberApproval dateTypeDose formRoutePatent numberPatent expiration datePatent use
EQ 0.5MG BASE CHANTIX PF PRISM CV N021928 May 10, 2006 RX TABLET ORAL 6890927 May 6, 2022 AID TO SMOKING CESSATION
EQ 1MG BASE CHANTIX PF PRISM CV N021928 May 10, 2006 RX TABLET ORAL 6890927 May 6, 2022 AID TO SMOKING CESSATION
EQ 0.5MG BASE CHANTIX PF PRISM CV N021928 May 10, 2006 RX TABLET ORAL 7265119 Aug. 3, 2022 AID TO SMOKING CESSATION
EQ 1MG BASE CHANTIX PF PRISM CV N021928 May 10, 2006 RX TABLET ORAL 7265119 Aug. 3, 2022 AID TO SMOKING CESSATION
EQ 0.03MG BASE/SPRAY TYRVAYA OYSTER POINT PHARMA N213978 Oct. 15, 2021 RX SOLUTION NASAL 10456396 Oct. 19, 2035 TREATMENT OF THE SIGNS AND SYMPTOMS OF DRY EYE DISEASE (DED)
EQ 0.03MG BASE/SPRAY TYRVAYA OYSTER POINT PHARMA N213978 Oct. 15, 2021 RX SOLUTION NASAL 11224598 Oct. 19, 2035 TREATMENT OF THE SIGNS AND SYMPTOMS OF DRY EYE DISEASE (DED)
EQ 0.03MG BASE/SPRAY TYRVAYA OYSTER POINT PHARMA N213978 Oct. 15, 2021 RX SOLUTION NASAL 9504644 Oct. 19, 2035 TREATMENT OF THE SIGNS AND SYMPTOMS OF DRY EYE DISEASE (DED)
EQ 0.03MG BASE/SPRAY TYRVAYA OYSTER POINT PHARMA N213978 Oct. 15, 2021 RX SOLUTION NASAL 9532944 Oct. 19, 2035 TREATMENT OF THE SIGNS AND SYMPTOMS OF DRY EYE DISEASE (DED)
EQ 0.03MG BASE/SPRAY TYRVAYA OYSTER POINT PHARMA N213978 Oct. 15, 2021 RX SOLUTION NASAL 9597284 Oct. 19, 2035 TREATMENT OF THE SIGNS AND SYMPTOMS OF DRY EYE DISEASE (DED)

Orange Book exclusivity data (new drug applications)

Formulation strengthTrade nameApplicantApplication numberApproval dateTypeDose formRouteExclusivity dateDescription
EQ 0.5MG BASE CHANTIX PF PRISM CV N021928 May 10, 2006 RX TABLET ORAL Feb. 22, 2022 INFORMATION ADDED TO LABELING TO DESCRIBE A STUDY TO EVALUATE THE SAFETY AND EFFICACY OF VARENICLINE FOR SMOKING CESSATION IN ADOLESCENT SMOKERS
EQ 1MG BASE CHANTIX PF PRISM CV N021928 May 10, 2006 RX TABLET ORAL Feb. 22, 2022 INFORMATION ADDED TO LABELING TO DESCRIBE A STUDY TO EVALUATE THE SAFETY AND EFFICACY OF VARENICLINE FOR SMOKING CESSATION IN ADOLESCENT SMOKERS
EQ 0.5MG BASE CHANTIX PF PRISM CV N021928 May 10, 2006 RX TABLET ORAL Aug. 22, 2022 PEDIATRIC EXCLUSIVITY
EQ 1MG BASE CHANTIX PF PRISM CV N021928 May 10, 2006 RX TABLET ORAL Aug. 22, 2022 PEDIATRIC EXCLUSIVITY
EQ 0.03MG BASE/SPRAY TYRVAYA OYSTER POINT PHARMA N213978 Oct. 15, 2021 RX SOLUTION NASAL Oct. 15, 2024 NEW PRODUCT

Bioactivity Summary:

TargetClassPharosUniProtActionTypeActivity value
(-log[M])
Mechanism
action
Bioact sourceMoA source
Neuronal acetylcholine receptor; alpha4/beta2 Ion channel AGONIST Ki 9.40 WOMBAT-PK CHEMBL
Neuronal acetylcholine receptor; alpha3/beta4 Ion channel Ki 7.07 WOMBAT-PK
Neuronal acetylcholine receptor; alpha4/beta4 Ion channel Ki 6.96 CHEMBL
Acetylcholine receptor; alpha1/beta1/delta/gamma Ion channel Ki 5.09 CHEMBL
Neuronal acetylcholine receptor subunit alpha-7 Ion channel Ki 6.90 CHEMBL
Neuronal acetylcholine receptor subunit alpha-7 Ion channel Ki 7.49 CHEMBL
Neuronal acetylcholine receptor; alpha2/beta2 Ion channel Ki 9.66 CHEMBL
Neuronal acetylcholine receptor; alpha3/beta2 Ion channel Ki 8.72 CHEMBL
Neuronal acetylcholine receptor; alpha3/beta4 Ion channel Ki 7.07 CHEMBL
Neuronal acetylcholine receptor; alpha4/beta2 Ion channel Ki 10.30 CHEMBL
Neuronal acetylcholine receptor; alpha4/beta4 Ion channel Ki 7.82 CHEMBL
Neuronal acetylcholine receptor; alpha2/beta4 Ion channel Ki 7.15 CHEMBL
Acetylcholine receptor Ion channel Ki 5.45 CHEMBL

External reference:

IDSource
4025278 VUID
N0000179790 NUI
D06282 KEGG_DRUG
375815-87-5 SECONDARY_CAS_RN
4025278 VANDF
4025594 VANDF
C1569608 UMLSCUI
CHEBI:84500 CHEBI
QMR PDB_CHEM_ID
CHEMBL1396 ChEMBL_ID
DB01273 DRUGBANK_ID
CHEMBL2062259 ChEMBL_ID
D000068580 MESH_DESCRIPTOR_UI
170361 PUBCHEM_CID
8366 INN_ID
5459 IUPHAR_LIGAND_ID
W6HS99O8ZO UNII
591622 RXNORM
21404 MMSL
348368 MMSL
82173 MMSL
d05807 MMSL
011508 NDDF
011509 NDDF
420507002 SNOMEDCT_US
421772003 SNOMEDCT_US
428382005 SNOMEDCT_US

Pharmaceutical products:

ProductCategoryIngredientsNDCFormQuantityRouteMarketingLabel
CHANTIX HUMAN PRESCRIPTION DRUG LABEL 1 0069-0468 TABLET, FILM COATED 0.50 mg ORAL NDA 30 sections
CHANTIX HUMAN PRESCRIPTION DRUG LABEL 1 0069-0469 TABLET, FILM COATED 1 mg ORAL NDA 30 sections
Chantix HUMAN PRESCRIPTION DRUG LABEL 1 21695-633 TABLET, FILM COATED 0.50 mg ORAL NDA 31 sections
Chantix HUMAN PRESCRIPTION DRUG LABEL 1 21695-946 TABLET, FILM COATED 1 mg ORAL NDA 31 sections
CHANTIX HUMAN PRESCRIPTION DRUG LABEL 1 43353-899 TABLET, FILM COATED 1 mg ORAL NDA 30 sections
Varenicline HUMAN PRESCRIPTION DRUG LABEL 1 49884-155 TABLET, FILM COATED 0.50 mg ORAL ANDA 27 sections
Varenicline HUMAN PRESCRIPTION DRUG LABEL 1 49884-156 TABLET, FILM COATED 1 mg ORAL ANDA 27 sections
CHANTIX HUMAN PRESCRIPTION DRUG LABEL 1 50090-0995 TABLET, FILM COATED 1 mg ORAL NDA 29 sections
CHANTIX HUMAN PRESCRIPTION DRUG LABEL 1 50090-0995 TABLET, FILM COATED 1 mg ORAL NDA 29 sections
CHANTIX HUMAN PRESCRIPTION DRUG LABEL 1 50090-4481 TABLET, FILM COATED 0.50 mg ORAL NDA 30 sections
CHANTIX HUMAN PRESCRIPTION DRUG LABEL 1 50090-4482 TABLET, FILM COATED 1 mg ORAL NDA 30 sections
Chantix HUMAN PRESCRIPTION DRUG LABEL 1 54868-5674 TABLET, FILM COATED 1 mg ORAL NDA 31 sections
APO-VARENICLINE HUMAN PRESCRIPTION DRUG LABEL 1 60505-4765 TABLET, FILM COATED 0.50 mg ORAL Unapproved drug for use in drug shortage 7 sections
APO-VARENICLINE HUMAN PRESCRIPTION DRUG LABEL 1 60505-4766 TABLET, FILM COATED 1 mg ORAL Unapproved drug for use in drug shortage 7 sections
Varenicline HUMAN PRESCRIPTION DRUG LABEL 1 60687-648 TABLET, FILM COATED 1 mg ORAL ANDA 27 sections
CHANTIX HUMAN PRESCRIPTION DRUG LABEL 1 68151-4952 TABLET, FILM COATED 1 mg ORAL NDA 31 sections
CHANTIX HUMAN PRESCRIPTION DRUG LABEL 1 68151-4953 TABLET, FILM COATED 0.50 mg ORAL NDA 31 sections
CHANTIX HUMAN PRESCRIPTION DRUG LABEL 1 69189-0492 TABLET, FILM COATED 0.50 mg ORAL NDA 30 sections
CHANTIX HUMAN PRESCRIPTION DRUG LABEL 1 71205-381 TABLET, FILM COATED 1 mg ORAL NDA 30 sections
Tyrvaya HUMAN PRESCRIPTION DRUG LABEL 1 73521-030 SPRAY 0.03 mg NASAL NDA 24 sections