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: ONP

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

Drug dosage:

DoseUnitRoute
2 mg O

ADMET properties:

PropertyValueReference
BA (Bioavailability) 87 % Kim MT, Sedykh A, Chakravarti SK, Saiakhov RD, Zhu H
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

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
Nausea 4700.48 37.82 1892 8172 110297 2237724
Abnormal dreams 4025.25 37.82 759 9305 1699 2346322
Depression 3727.35 37.82 1131 8933 27001 2321020
Suicidal ideation 2790.17 37.82 739 9325 10348 2337673
Insomnia 1916.29 37.82 673 9391 25114 2322907
Anxiety 1902.10 37.82 692 9372 28667 2319354
Feeling abnormal 1733.56 37.82 611 9453 22970 2325051
Nightmare 1529.05 37.82 368 9696 3329 2344692
Vomiting 1065.18 37.82 605 9459 70997 2277024
Agitation 1061.44 37.82 351 9713 10700 2337321
Anger 1058.39 37.82 254 9810 2253 2345768
Depressed mood 1046.40 37.82 292 9772 4906 2343115
Crying 977.12 37.82 267 9797 4129 2343892
Headache 967.74 37.82 592 9472 79587 2268434
Irritability 945.89 37.82 283 9781 6144 2341877
Aggression 913.60 37.82 258 9806 4528 2343493
Malaise 860.38 37.82 483 9581 55102 2292919
Dizziness 809.33 37.82 473 9591 58192 2289829
Weight increased 709.77 37.82 317 9747 22020 2326001
Mood swings 700.18 37.82 193 9871 3076 2344945
Drug hypersensitivity 679.09 37.82 390 9674 46253 2301768
Sleep disorder 673.91 37.82 219 9845 6270 2341751
Abnormal behaviour 645.57 37.82 197 9867 4563 2343458
Mood altered 615.20 37.82 168 9896 2578 2345443
Flatulence 608.17 37.82 186 9878 4339 2343682
Dysgeusia 605.59 37.82 216 9848 8243 2339778
Fatigue 588.36 37.82 446 9618 84427 2263594
Tobacco user 576.60 37.82 99 9965 85 2347936
Nervousness 574.84 37.82 184 9880 5005 2343016
Constipation 546.28 37.82 262 9802 21367 2326654
Disturbance in attention 510.43 37.82 172 9892 5513 2342508
Paranoia 509.74 37.82 137 9927 1970 2346051
Panic attack 503.47 37.82 156 9908 3800 2344221
Thinking abnormal 440.33 37.82 120 9944 1822 2346199
Emotional disorder 435.88 37.82 122 9942 2055 2345966
Psychotic disorder 433.53 37.82 145 9919 4534 2343487
Tearfulness 431.43 37.82 102 9962 836 2347185
Somnolence 430.08 37.82 229 9835 23256 2324765
Abdominal discomfort 399.88 37.82 198 9866 17258 2330763
Abdominal pain upper 380.74 37.82 207 9857 21893 2326128
Amnesia 375.01 37.82 146 9918 7107 2340914
Chest pain 362.52 37.82 218 9846 27919 2320102
Mental disorder 362.51 37.82 122 9942 3885 2344136
Drug ineffective 354.23 37.82 362 9702 101262 2246759
Rash 350.49 37.82 285 9779 59273 2288748
Drug interaction 347.64 37.82 215 9849 28948 2319073
Palpitations 345.47 37.82 176 9888 16280 2331741
Hallucination 344.87 37.82 142 9922 8006 2340015
Suicide attempt 341.06 37.82 155 9909 11127 2336894
Dyspnoea 325.22 37.82 308 9756 78425 2269596
Memory impairment 320.96 37.82 155 9909 12768 2335253
Tremor 318.66 37.82 180 9884 20481 2327540
Homicidal ideation 317.00 37.82 70 9994 406 2347615
Mania 313.55 37.82 97 9967 2343 2345678
Stress 310.94 37.82 126 9938 6812 2341209
Abdominal distension 286.36 37.82 134 9930 10277 2337744
Decreased appetite 270.23 37.82 183 9881 28708 2319313
Personality change 269.56 37.82 70 9994 871 2347150
Pruritus 259.95 37.82 210 9854 43130 2304891
Confusional state 256.17 37.82 166 9898 24178 2323843
Loss of personal independence in daily activities 243.23 37.82 98 9966 5213 2342808
Weight decreased 242.39 37.82 170 9894 28201 2319820
Blood pressure increased 232.45 37.82 137 9927 16849 2331172
Hyperhidrosis 225.86 37.82 130 9934 15292 2332729
Impaired work ability 220.10 37.82 69 9995 1741 2346280
Hypersomnia 217.69 37.82 73 9991 2293 2345728
Vision blurred 213.07 37.82 123 9941 14545 2333476
Hypersensitivity 209.92 37.82 145 9919 23448 2324573
Suicidal behaviour 205.14 37.82 50 10014 471 2347550
Dyspepsia 202.60 37.82 104 9960 9740 2338281
Bipolar disorder 193.18 37.82 58 10006 1260 2346761
Muscle spasms 192.89 37.82 133 9931 21433 2326588
Fear 191.35 37.82 68 9996 2548 2345473
Self-injurious ideation 190.37 37.82 48 10016 526 2347495
Diarrhoea 185.09 37.82 236 9828 83328 2264693
Chronic obstructive pulmonary disease 184.98 37.82 88 9976 6989 2341032
Abdominal pain 179.73 37.82 154 9910 34220 2313801
Panic reaction 175.34 37.82 48 10016 739 2347282
Asthenia 169.43 37.82 171 9893 46755 2301266
Dry mouth 169.24 37.82 87 9977 8166 2339855
Seizure 166.72 37.82 128 9936 24338 2323683
Apathy 166.47 37.82 52 10012 1295 2346726
Poor quality sleep 166.43 37.82 57 10007 1910 2346111
Pain 163.22 37.82 191 9873 61666 2286355
Hypoaesthesia 162.91 37.82 117 9947 20098 2327923
Impaired driving ability 156.91 37.82 47 10017 1012 2347009
Feeling jittery 151.90 37.82 53 10011 1879 2346142
Somnambulism 151.58 37.82 44 10020 846 2347175
Hot flush 150.81 37.82 77 9987 7122 2340899
Myalgia 147.94 37.82 117 9947 23216 2324805
Migraine 145.80 37.82 86 9978 10567 2337454
Hallucination, auditory 145.36 37.82 53 10011 2139 2345882
Paraesthesia 144.87 37.82 113 9951 21975 2326046
Hostility 143.30 37.82 33 10031 237 2347784
Incorrect dose administered 142.55 37.82 82 9982 9613 2338408
Disorientation 141.79 37.82 71 9993 6301 2341720
Euphoric mood 141.34 37.82 42 10022 879 2347142
Vertigo 139.66 37.82 80 9984 9304 2338717
Blood glucose increased 139.45 37.82 88 9976 12202 2335819
Violence-related symptom 134.15 37.82 28 10036 118 2347903
Loss of consciousness 133.99 37.82 101 9963 18666 2329355
Withdrawal syndrome 133.74 37.82 56 10008 3281 2344740
Urticaria 131.39 37.82 111 9953 24150 2323871
Arthralgia 130.55 37.82 160 9904 54125 2293896
Chest discomfort 130.36 37.82 90 9974 14505 2333516
Back pain 126.43 37.82 122 9942 31537 2316484
Drug intolerance 125.85 37.82 86 9978 13631 2334390
Intentional self-injury 125.45 37.82 57 10007 4070 2343951
Restlessness 123.05 37.82 58 10006 4505 2343516
Psychiatric symptom 121.29 37.82 37 10027 849 2347172
Speech disorder 120.65 37.82 64 10000 6400 2341621
Social avoidant behaviour 119.46 37.82 33 10031 526 2347495
Lethargy 118.19 37.82 70 9994 8660 2339361
Oedema peripheral 117.05 37.82 103 9961 23660 2324361
Visual impairment 115.71 37.82 77 9987 11678 2336343
Hypertension 114.07 37.82 108 9956 27253 2320768
Ageusia 113.03 37.82 43 10021 1955 2346066
Parosmia 111.83 37.82 34 10030 771 2347250
Dissociation 111.68 37.82 30 10034 428 2347593
Ill-defined disorder 110.13 37.82 49 10015 3329 2344692
Affect lability 107.37 37.82 42 10022 2060 2345961
Middle insomnia 106.50 37.82 38 10026 1439 2346582
Drug withdrawal syndrome 106.45 37.82 60 10004 6761 2341260
Therapeutic response unexpected 103.89 37.82 49 10015 3810 2344211
Screaming 99.10 37.82 30 10034 670 2347351
Pre-existing condition improved 97.81 37.82 28 10036 511 2347510
Affective disorder 97.40 37.82 31 10033 821 2347200
Swelling face 95.39 37.82 63 10001 9430 2338591
Delusion 94.11 37.82 38 10026 2027 2345994
Nicotine dependence 93.74 37.82 21 10043 131 2347890
Cough 93.39 37.82 106 9958 33011 2315010
Psychomotor hyperactivity 93.24 37.82 37 10027 1885 2346136
Tobacco withdrawal symptoms 92.28 37.82 15 10049 5 2348016
Decreased interest 91.31 37.82 26 10038 465 2347556
Mental impairment 91.28 37.82 39 10025 2401 2345620
Discomfort 87.65 37.82 48 10016 5111 2342910
Unevaluable event 86.90 37.82 58 10006 8833 2339188
Heart rate increased 86.45 37.82 63 10001 11042 2336979
Retching 86.45 37.82 36 10028 2078 2345943
Major depression 83.52 37.82 29 10035 1012 2347009
Swollen tongue 83.36 37.82 47 10017 5296 2342725
Gingival bleeding 80.70 37.82 34 10030 2021 2346000
Depressive symptom 80.05 37.82 24 10040 518 2347503
Intentional product misuse 78.82 37.82 56 10008 9433 2338588
Negative thoughts 78.57 37.82 20 10044 228 2347793
Depression suicidal 78.40 37.82 21 10043 296 2347725
Formication 76.69 37.82 26 10038 843 2347178
Blood cholesterol increased 76.12 37.82 44 10020 5197 2342824
Hallucination, visual 74.61 37.82 36 10028 2943 2345078
Fall 73.89 37.82 113 9951 46986 2301035
Road traffic accident 72.95 37.82 40 10024 4268 2343753
Eating disorder 70.87 37.82 32 10032 2249 2345772
Blister 70.60 37.82 46 10018 6725 2341296
Head discomfort 70.50 37.82 29 10035 1622 2346399
Gait disturbance 70.12 37.82 76 9988 22469 2325552
Pain in extremity 69.46 37.82 104 9960 42436 2305585
Impatience 68.63 37.82 16 10048 122 2347899
Gastrooesophageal reflux disease 67.18 37.82 50 10014 9045 2338976
Swelling 67.04 37.82 64 10000 16286 2331735
Hyperphagia 65.92 37.82 18 10046 274 2347747
Feeling of despair 65.40 37.82 19 10045 366 2347655
Increased appetite 63.90 37.82 26 10038 1414 2346607
Condition aggravated 63.72 37.82 86 9978 31893 2316128
Tongue disorder 62.90 37.82 24 10040 1099 2346922
Hypomania 62.88 37.82 22 10042 785 2347236
Frustration tolerance decreased 62.20 37.82 22 10042 811 2347210
Muscle twitching 62.03 37.82 31 10033 2734 2345287
Syncope 61.62 37.82 62 10002 16813 2331208
Dysarthria 61.30 37.82 41 10023 6261 2341760
Bronchitis 60.67 37.82 56 10008 13658 2334363
Feeling hot 60.11 37.82 42 10022 6886 2341135
Erythema 60.05 37.82 74 9990 25085 2322936
Oedema mouth 59.17 37.82 21 10043 782 2347239
Pollakiuria 58.47 37.82 33 10031 3723 2344298
Loss of employment 57.99 37.82 14 10050 126 2347895
Alcohol interaction 57.33 37.82 16 10048 265 2347756
Nocturia 57.06 37.82 21 10043 869 2347152
Alcohol use 57.01 37.82 18 10046 464 2347557
Balance disorder 55.59 37.82 46 10018 9701 2338320
Feeling cold 52.64 37.82 29 10035 3121 2344900
Restless legs syndrome 52.54 37.82 26 10038 2245 2345776
Panic disorder 51.94 37.82 17 10047 493 2347528
Menorrhagia 51.63 37.82 30 10034 3576 2344445
Hyperventilation 50.48 37.82 21 10043 1208 2346813
Laryngeal pain 50.01 37.82 20 10044 1039 2346982
Neck pain 49.55 37.82 39 10025 7658 2340363
Emotional distress 49.28 37.82 31 10033 4264 2343757
Energy increased 49.25 37.82 16 10048 453 2347568
Wheezing 49.17 37.82 36 10028 6348 2341673
Lip swelling 48.42 37.82 32 10032 4789 2343232
Gastric disorder 48.23 37.82 29 10035 3681 2344340
Sedation 48.21 37.82 28 10036 3334 2344687
Eye pain 48.00 37.82 32 10032 4859 2343162
Physical assault 47.97 37.82 13 10051 192 2347829
Menstruation irregular 47.89 37.82 22 10042 1609 2346412
Asthma 47.72 37.82 45 10019 11269 2336752
Intentional overdose 47.70 37.82 45 10019 11276 2336745
Gingivitis 47.55 37.82 21 10043 1400 2346621
Vaginal haemorrhage 47.47 37.82 32 10032 4948 2343073
Influenza like illness 46.97 37.82 46 10018 12068 2335953
Mouth ulceration 46.81 37.82 29 10035 3883 2344138
Rash pruritic 45.99 37.82 37 10027 7498 2340523
Morbid thoughts 45.91 37.82 12 10052 153 2347868
Facial paralysis 45.25 37.82 24 10040 2395 2345626
Cognitive disorder 45.23 37.82 32 10032 5349 2342672
Feelings of worthlessness 45.07 37.82 11 10053 104 2347917
Pharyngeal oedema 44.62 37.82 27 10037 3466 2344555
Surgery 44.41 37.82 32 10032 5503 2342518
Chills 44.14 37.82 50 10014 15502 2332519
Obsessive-compulsive disorder 43.71 37.82 16 10048 652 2347369
Medication error 43.69 37.82 33 10031 6098 2341923
Derealisation 43.33 37.82 12 10052 193 2347828
Renal pain 42.72 37.82 17 10047 872 2347149
Initial insomnia 41.96 37.82 16 10048 731 2347290
Menstrual disorder 41.30 37.82 17 10047 952 2347069
Glossodynia 41.26 37.82 21 10043 1924 2346097
Throat tightness 41.08 37.82 28 10036 4408 2343613
Feeling drunk 40.90 37.82 16 10048 784 2347237
Dysphemia 40.85 37.82 14 10050 469 2347552
Bipolar I disorder 40.56 37.82 13 10051 352 2347669
Impulsive behaviour 40.39 37.82 13 10051 357 2347664
Flat affect 39.97 37.82 12 10052 260 2347761
Mental status changes 39.68 37.82 30 10034 5552 2342469
Emphysema 39.44 37.82 17 10047 1068 2346953
Dysuria 39.19 37.82 26 10038 3915 2344106
Schizophrenia 38.86 37.82 18 10046 1341 2346680
Burning sensation 38.61 37.82 34 10030 7794 2340227
Cardiac disorder 38.59 37.82 34 10030 7799 2340222
Haematemesis 38.36 37.82 26 10038 4056 2343965
Eructation 38.32 37.82 17 10047 1145 2346876

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
Depression 2830.82 42.37 864 7120 15805 1722992
Abnormal dreams 2751.23 42.37 553 7431 1338 1737459
Suicidal ideation 2197.25 42.37 613 7371 7905 1730892
Nausea 1733.35 42.37 816 7168 50380 1688417
Nightmare 1681.32 42.37 396 7588 2391 1736406
Insomnia 1243.57 42.37 466 7518 15810 1722987
Anxiety 1099.99 42.37 421 7563 15106 1723691
Aggression 1084.09 42.37 353 7631 7762 1731035
Agitation 1019.67 42.37 364 7620 10662 1728135
Anger 941.43 42.37 247 7737 2419 1736378
Irritability 900.38 42.37 280 7704 5252 1733545
Feeling abnormal 858.69 42.37 322 7662 10844 1727953
Vomiting 720.23 42.37 415 7569 37900 1700897
Mood swings 679.95 42.37 180 7804 1822 1736975
Abnormal behaviour 583.13 42.37 209 7775 6133 1732664
Depressed mood 537.77 42.37 164 7820 2852 1735945
Mood altered 441.31 42.37 130 7854 1992 1736805
Headache 439.32 42.37 292 7692 34084 1704713
Dizziness 429.74 42.37 288 7696 34073 1704724
Hallucination 388.10 42.37 167 7817 8003 1730794
Personality change 385.57 42.37 102 7882 1024 1737773
Paranoia 377.50 42.37 116 7868 2065 1736732
Tobacco user 343.14 42.37 64 7920 80 1738717
Suicide attempt 337.77 42.37 147 7837 7234 1731563
Amnesia 303.19 42.37 121 7863 4770 1734027
Drug hypersensitivity 298.48 42.37 170 7814 14965 1723832
Disturbance in attention 291.40 42.37 113 7871 4121 1734676
Homicidal ideation 273.57 42.37 69 7915 562 1738235
Confusional state 269.07 42.37 180 7804 21098 1717699
Sleep disorder 263.92 42.37 104 7880 3959 1734838
Nervousness 260.52 42.37 88 7896 2139 1736658
Thinking abnormal 257.88 42.37 77 7907 1235 1737562
Malaise 254.56 42.37 198 7786 29367 1709430
Completed suicide 230.45 42.37 148 7836 16164 1722633
Memory impairment 229.68 42.37 109 7875 6554 1732243
Psychotic disorder 228.84 42.37 100 7884 4956 1733841
Mental disorder 224.79 42.37 84 7900 2759 1736038
Somnolence 219.62 42.37 145 7839 16594 1722203
Emotional disorder 204.45 42.37 62 7922 1050 1737747
Chest pain 196.85 42.37 145 7839 19769 1719028
Panic attack 188.62 42.37 66 7918 1786 1737011
Abdominal discomfort 181.40 42.37 103 7881 8978 1729819
Loss of consciousness 180.95 42.37 123 7861 14752 1724045
Drug ineffective 180.52 42.37 233 7751 63568 1675229
Violence-related symptom 180.22 42.37 40 7944 172 1738625
Fatigue 180.14 42.37 208 7776 50573 1688224
Flatulence 172.73 42.37 70 7914 2864 1735933
Mania 168.49 42.37 63 7921 2070 1736727
Stress 162.33 42.37 65 7919 2576 1736221
Crying 159.59 42.37 55 7929 1420 1737377
Constipation 158.97 42.37 114 7870 14886 1723911
Impaired driving ability 158.96 42.37 44 7940 529 1738268
Suicidal behaviour 157.96 42.37 40 7944 331 1738466
Seizure 152.33 42.37 126 7858 20315 1718482
Palpitations 148.86 42.37 82 7902 6732 1732065
Tremor 148.84 42.37 104 7880 13027 1725770
Dysgeusia 145.10 42.37 73 7911 4976 1733821
Drug interaction 140.49 42.37 138 7846 27820 1710977
Affective disorder 140.43 42.37 42 7942 676 1738121
Loss of personal independence in daily activities 140.38 42.37 57 7927 2342 1736455
Disorientation 139.59 42.37 73 7911 5396 1733401
Blood pressure increased 135.64 42.37 91 7893 10662 1728135
Dyspnoea 132.85 42.37 181 7803 51878 1686919
Rash 132.76 42.37 156 7828 38537 1700260
Alcohol use 129.25 42.37 41 7943 810 1737987
Weight increased 128.78 42.37 90 7894 11267 1727530
Road traffic accident 124.05 42.37 59 7925 3554 1735243
Apathy 123.61 42.37 44 7940 1252 1737545
Bipolar disorder 121.07 42.37 38 7946 724 1738073
Physical assault 120.14 42.37 32 7952 329 1738468
Hostility 116.81 42.37 30 7954 264 1738533
Impaired work ability 114.59 42.37 40 7944 1073 1737724
Myalgia 113.39 42.37 95 7889 15563 1723234
Vision blurred 112.76 42.37 74 7910 8349 1730448
Intentional self-injury 111.59 42.37 50 7934 2623 1736174
Tearfulness 110.42 42.37 29 7955 281 1738516
Drug withdrawal syndrome 105.84 42.37 57 7927 4468 1734329
Restlessness 105.47 42.37 56 7928 4265 1734532
Blood glucose increased 104.21 42.37 77 7907 10507 1728290
Abdominal pain upper 103.77 42.37 78 7906 10923 1727874
Withdrawal syndrome 102.59 42.37 45 7939 2243 1736554
Hypoaesthesia 102.37 42.37 74 7910 9761 1729036
Urticaria 94.28 42.37 77 7907 12164 1726633
Social avoidant behaviour 93.79 42.37 30 7954 609 1738188
Weight decreased 93.69 42.37 101 7883 22652 1716145
Hyperhidrosis 92.93 42.37 77 7907 12411 1726386
Self-injurious ideation 90.93 42.37 26 7958 354 1738443
Negative thoughts 89.84 42.37 22 7962 156 1738641
Mental impairment 89.09 42.37 39 7945 1934 1736863
Drug intolerance 85.37 42.37 55 7929 6007 1732790
Dry mouth 85.15 42.37 47 7937 3866 1734931
Decreased appetite 82.93 42.37 97 7887 23774 1715023
Major depression 82.62 42.37 28 7956 685 1738112
Somnambulism 82.58 42.37 28 7956 686 1738111
Muscle spasms 80.97 42.37 69 7915 11552 1727245
Tinnitus 79.63 42.37 42 7942 3153 1735644
Poor quality sleep 79.06 42.37 31 7953 1159 1737638
Paraesthesia 78.90 42.37 65 7919 10386 1728411
Fear 77.65 42.37 32 7952 1364 1737433
Pruritus 75.11 42.37 91 7893 23131 1715666
Hypertension 74.23 42.37 83 7901 19365 1719432
Hallucination, auditory 73.95 42.37 35 7949 2082 1736715
Condition aggravated 73.53 42.37 86 7898 21064 1717733
Alcohol interaction 71.50 42.37 21 7963 316 1738481
Panic reaction 70.31 42.37 21 7963 336 1738461
Verbal abuse 69.76 42.37 16 7968 82 1738715
Diarrhoea 69.75 42.37 138 7846 53714 1685083
Post-traumatic stress disorder 68.97 42.37 20 7964 287 1738510
Speech disorder 68.34 42.37 43 7941 4505 1734292
Pain 68.19 42.37 93 7891 26564 1712233
Hypersomnia 67.66 42.37 31 7953 1712 1737085
Arthralgia 66.43 42.37 86 7898 23358 1715439
Feeling jittery 66.30 42.37 25 7959 839 1737958
Erectile dysfunction 66.28 42.37 42 7942 4455 1734342
Frustration tolerance decreased 65.65 42.37 21 7963 426 1738371
Ill-defined disorder 65.40 42.37 31 7953 1850 1736947
Hallucination, visual 64.38 42.37 34 7950 2558 1736239
Abdominal pain 64.30 42.37 81 7903 21409 1717388
Abdominal distension 63.64 42.37 47 7937 6397 1732400
Lethargy 63.43 42.37 49 7935 7135 1731662
Morbid thoughts 63.27 42.37 15 7969 91 1738706
Screaming 61.79 42.37 20 7964 422 1738375
Balance disorder 61.04 42.37 44 7940 5768 1733029
Epilepsy 60.91 42.37 38 7946 3921 1734876
Visual impairment 60.62 42.37 45 7939 6173 1732624
Coordination abnormal 59.28 42.37 27 7957 1470 1737327
Fall 57.92 42.37 87 7897 27127 1711670
Dissociation 57.32 42.37 17 7967 265 1738532
Depressive symptom 56.84 42.37 18 7966 353 1738444
Libido decreased 55.97 42.37 25 7959 1300 1737497
Sedation 55.62 42.37 34 7950 3383 1735414
Delirium 55.30 42.37 43 7941 6319 1732478
Asthenia 54.98 42.37 97 7887 34573 1704224
Ageusia 54.90 42.37 26 7958 1548 1737249
Heart rate increased 54.43 42.37 43 7941 6467 1732330
Psychiatric symptom 53.55 42.37 21 7963 785 1738012
Syncope 53.22 42.37 60 7924 14109 1724688
Increased appetite 53.12 42.37 22 7962 949 1737848
Decreased interest 52.33 42.37 17 7967 363 1738434
Delusion 51.85 42.37 28 7956 2203 1736594
Middle insomnia 51.72 42.37 21 7963 861 1737936
Hypersensitivity 51.26 42.37 51 7933 10393 1728404
Depression suicidal 50.80 42.37 15 7969 230 1738567
Dyspepsia 50.66 42.37 37 7947 4948 1733849
Alcoholism 50.44 42.37 18 7966 515 1738282
Personality disorder 50.21 42.37 15 7969 240 1738557
Chest discomfort 49.95 42.37 43 7941 7288 1731509
Drug screen positive 48.05 42.37 21 7963 1036 1737761
Diabetes mellitus 48.04 42.37 41 7943 6867 1731930
Vertigo 47.69 42.37 34 7950 4379 1734418
Pain in extremity 46.51 42.37 64 7920 18408 1720389
Hypomania 45.99 42.37 17 7967 539 1738258
Loss of employment 45.16 42.37 12 7972 122 1738675
Pollakiuria 44.61 42.37 28 7956 2918 1735879
Parosmia 43.57 42.37 15 7969 385 1738412
Chronic obstructive pulmonary disease 42.76 42.37 36 7948 5917 1732880
Eye pain 42.62 42.37 25 7959 2306 1736491

Pharmacologic Action:

SourceCodeDescription
ATC N07BA03 NERVOUS SYSTEM
OTHER NERVOUS SYSTEM DRUGS
DRUGS USED IN ADDICTIVE DISORDERS
Drugs used in nicotine dependence
CHEBI has role CHEBI:47958 nicotinic acetylcholine receptor agonist
CHEBI has role CHEBI:35941 serotonergic agonist
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 EPC N0000175705 Partial Cholinergic Nicotinic Agonist
FDA MoA N0000175702 Partial Cholinergic Nicotinic 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 6410550 May 10, 2020 AID TO SMOKING CESSATION
EQ 1MG BASE CHANTIX PF PRISM CV N021928 May 10, 2006 RX TABLET ORAL 6410550 May 10, 2020 AID TO SMOKING CESSATION
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

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. 12, 2020 PEDIATRIC EXCLUSIVITY
EQ 1MG BASE CHANTIX PF PRISM CV N021928 May 10, 2006 RX TABLET ORAL Feb. 12, 2020 PEDIATRIC EXCLUSIVITY
EQ 0.5MG BASE CHANTIX PF PRISM CV N021928 May 10, 2006 RX TABLET ORAL June 16, 2020 PEDIATRIC EXCLUSIVITY
EQ 1MG BASE CHANTIX PF PRISM CV N021928 May 10, 2006 RX TABLET ORAL June 16, 2020 PEDIATRIC EXCLUSIVITY
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

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 subunit alpha-7 Ion channel Ki 6.90 CHEMBL
Acetylcholine receptor; alpha1/beta1/delta/gamma Ion channel Ki 5.09 CHEMBL
Neuronal acetylcholine receptor; alpha3/beta4 Ion channel Ki 7.07 WOMBAT-PK
Neuronal acetylcholine receptor; alpha4/beta4 Ion channel Ki 6.96 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; alpha2/beta2 Ion channel Ki 9.66 CHEMBL
Neuronal acetylcholine receptor; alpha2/beta4 Ion channel Ki 7.15 CHEMBL
Neuronal acetylcholine receptor; alpha4/beta4 Ion channel Ki 7.82 CHEMBL
Neuronal acetylcholine receptor subunit alpha-7 Ion channel Ki 7.49 CHEMBL
Neuronal acetylcholine receptor; alpha4/beta2 Ion channel Ki 10.30 CHEMBL
Acetylcholine receptor Ion channel Ki 5.45 CHEMBL

External reference:

IDSource
D000068580 MESH_DESCRIPTOR_UI
4025278 VUID
N0000179790 NUI
C1569608 UMLSCUI
D06282 KEGG_DRUG
420507002 SNOMEDCT_US
d05807 MMSL
591622 RXNORM
421772003 SNOMEDCT_US
4025278 VANDF
011508 NDDF
82269ASB48 UNII
375815-87-5 SECONDARY_CAS_RN
170361 PUBCHEM_CID
CHEBI:84500 CHEBI
CHEMBL1396 ChEMBL_ID
QMR PDB_CHEM_ID
DB01273 DRUGBANK_ID
8366 INN_ID
CHEMBL2062259 ChEMBL_ID
5459 IUPHAR_LIGAND_ID

Pharmaceutical products:

ProductCategoryIngredientsNDCFormQuantityRouteMarketingLabel
CHANTIX HUMAN PRESCRIPTION DRUG LABEL 1 0069-0468 TABLET, FILM COATED 0.50 mg ORAL NDA 20 sections
CHANTIX HUMAN PRESCRIPTION DRUG LABEL 1 0069-0469 TABLET, FILM COATED 1 mg ORAL NDA 20 sections
CHANTIX HUMAN PRESCRIPTION DRUG LABEL 2 0069-0471 KIT 1 mg None NDA 20 sections
CHANTIX HUMAN PRESCRIPTION DRUG LABEL 2 0069-0471 KIT 0.50 mg None NDA 20 sections
Chantix HUMAN PRESCRIPTION DRUG LABEL 1 21695-633 TABLET, FILM COATED 0.50 mg ORAL NDA 21 sections
CHANTIX HUMAN PRESCRIPTION DRUG LABEL 2 21695-945 KIT 0.50 mg None NDA 21 sections
CHANTIX HUMAN PRESCRIPTION DRUG LABEL 2 21695-945 KIT 1 mg None NDA 21 sections
Chantix HUMAN PRESCRIPTION DRUG LABEL 1 21695-946 TABLET, FILM COATED 1 mg ORAL NDA 21 sections
CHANTIX HUMAN PRESCRIPTION DRUG LABEL 1 43353-899 TABLET, FILM COATED 1 mg ORAL NDA 20 sections
CHANTIX HUMAN PRESCRIPTION DRUG LABEL 1 50090-0995 TABLET, FILM COATED 1 mg ORAL NDA 20 sections
CHANTIX HUMAN PRESCRIPTION DRUG LABEL 1 50090-0998 KIT 0.50 mg None NDA 20 sections
CHANTIX HUMAN PRESCRIPTION DRUG LABEL 1 50090-4481 TABLET, FILM COATED 0.50 mg ORAL NDA 21 sections
CHANTIX HUMAN PRESCRIPTION DRUG LABEL 1 50090-4482 TABLET, FILM COATED 1 mg ORAL NDA 21 sections
Chantix HUMAN PRESCRIPTION DRUG LABEL 2 54868-5664 KIT 0.50 mg None NDA 21 sections
Chantix HUMAN PRESCRIPTION DRUG LABEL 2 54868-5664 KIT 1 mg None NDA 21 sections
Chantix HUMAN PRESCRIPTION DRUG LABEL 1 54868-5674 TABLET, FILM COATED 1 mg ORAL NDA 21 sections
CHANTIX HUMAN PRESCRIPTION DRUG LABEL 2 63187-618 KIT 1 mg None NDA 20 sections
CHANTIX HUMAN PRESCRIPTION DRUG LABEL 2 63187-618 KIT 0.50 mg None NDA 20 sections
CHANTIX HUMAN PRESCRIPTION DRUG LABEL 2 63539-473 KIT 0.50 mg None NDA 21 sections
CHANTIX HUMAN PRESCRIPTION DRUG LABEL 2 63539-473 KIT 1 mg None NDA 21 sections
CHANTIX HUMAN PRESCRIPTION DRUG LABEL 1 68151-4952 TABLET, FILM COATED 1 mg ORAL NDA 21 sections
CHANTIX HUMAN PRESCRIPTION DRUG LABEL 1 68151-4953 TABLET, FILM COATED 0.50 mg ORAL NDA 21 sections
CHANTIX HUMAN PRESCRIPTION DRUG LABEL 1 69189-0492 TABLET, FILM COATED 0.50 mg ORAL NDA 20 sections
CHANTIX HUMAN PRESCRIPTION DRUG LABEL 1 71205-381 TABLET, FILM COATED 1 mg ORAL NDA 20 sections