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

Stem definitionDrug idCAS RN
serotonin and/or norepinephrine reuptake inhibitors, fluoxetine derivatives 972 116539-59-4

Description:

MoleculeDescription

Molfile Inchi Smiles

Synonyms:

  • yentreve
  • cymbalta
  • duloxetine
  • (S)-Duloxetine
  • duloxetine hydrochloride
  • duloxetine HCl
A thiophene derivative and selective NEUROTRANSMITTER UPTAKE INHIBITOR for SEROTONIN and NORADRENALINE (SNRI). It is an ANTIDEPRESSIVE AGENT and ANXIOLYTIC, and is also used for the treatment of pain in patients with DIABETES MELLITUS and FIBROMYALGIA.
  • Molecular weight: 297.42
  • Formula: C18H19NOS
  • CLOGP: 4.26
  • LIPINSKI: 0
  • HAC: 2
  • HDO: 1
  • TPSA: 21.26
  • ALOGS: -5
  • ROTB: 6

  • Status: OFP

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

Drug dosage:

DoseUnitRoute
60 mg O

ADMET properties:

PropertyValueReference
BDDCS (Biopharmaceutical Drug Disposition Classification System) 1 Benet LZ, Broccatelli F, Oprea TI
EoM (Fraction excreted unchanged in urine) 0 % Benet LZ, Broccatelli F, Oprea TI
MRTD (Maximum Recommended Therapeutic Daily Dose) 2.88 ┬ÁM/kg/day Contrera JF, Matthews EJ, Kruhlak NL, Benz RD
BA (Bioavailability) 50 % Kim MT, Sedykh A, Chakravarti SK, Saiakhov RD, Zhu H
CL (Clearance) 8.57 mL/min/kg Lombardo F, Berellini G, Obach RS
fu (Fraction unbound in plasma) 0.04 % Lombardo F, Berellini G, Obach RS
t_half (Half-life) 12 hours Lombardo F, Berellini G, Obach RS

Approvals:

DateAgencyCompanyOrphan
Aug. 3, 2004 FDA LILLY

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
Drug withdrawal syndrome 9177.30 30.10 1887 12547 4934 2338717
Dysphoria 6510.23 30.10 1122 13312 417 2343234
Affect lability 5978.41 30.10 1094 13340 1008 2342643
Irritability 5827.08 30.10 1289 13145 5138 2338513
Paraesthesia 5618.80 30.10 1597 12837 20491 2323160
Agitation 5373.99 30.10 1337 13097 9714 2333937
Dizziness 5238.14 30.10 1909 12525 56756 2286895
Insomnia 5211.57 30.10 1560 12874 24227 2319424
Anxiety 4901.50 30.10 1534 12900 27825 2315826
Suicidal ideation 4743.97 30.10 1212 13222 9875 2333776
Nausea 4337.55 30.10 2003 12431 110186 2233465
Vertigo 4282.34 30.10 1081 13353 8303 2335348
Hyperhidrosis 4131.17 30.10 1165 13269 14257 2329394
Confusional state 3742.78 30.10 1198 13236 23146 2320505
Headache 3535.04 30.10 1576 12858 78603 2265048
Fatigue 3292.90 30.10 1527 12907 83346 2260305
Sensory disturbance 3288.49 30.10 690 13744 1942 2341709
Lethargy 2516.63 30.10 701 13733 8029 2335622
Tremor 2245.65 30.10 786 13648 19875 2323776
Nightmare 2163.08 30.10 522 13912 3175 2340476
Tinnitus 2070.24 30.10 538 13896 4597 2339054
Vomiting 2034.33 30.10 1047 13387 70555 2273096
Completed suicide 1895.19 30.10 697 13737 20337 2323314
Mood swings 1811.31 30.10 442 13992 2827 2340824
Drug hypersensitivity 1577.82 30.10 770 13664 45873 2297778
Diarrhoea 1489.33 30.10 901 13533 82663 2260988
Hypomania 1457.10 30.10 288 14146 519 2343132
Sleep disorder 1357.61 30.10 407 14027 6082 2337569
Depression 1279.11 30.10 571 13863 27561 2316090
Suicide attempt 1208.76 30.10 426 14008 10856 2332795
Serotonin syndrome 1177.42 30.10 319 14115 3221 2340430
Alanine aminotransferase increased 1176.18 30.10 442 13992 13590 2330061
Toxicity to various agents 1056.93 30.10 525 13909 32229 2311422
Hepatic enzyme increased 1026.14 30.10 364 14070 9438 2334213
Aspartate aminotransferase increased 1012.01 30.10 385 14049 12227 2331424
Feeling abnormal 892.43 30.10 422 14012 23159 2320492
Disturbance in attention 829.46 30.10 271 14163 5414 2338237
Seizure 781.43 30.10 390 14044 24076 2319575
Somnolence 722.29 30.10 365 14069 23120 2320531
Withdrawal syndrome 721.45 30.10 215 14219 3122 2340529
Drug interaction 672.53 30.10 374 14060 28789 2314862
Loss of consciousness 670.04 30.10 323 14111 18444 2325207
Crying 626.60 30.10 206 14228 4190 2339461
Blood pressure increased 623.38 30.10 298 14136 16688 2326963
Hyponatraemia 566.82 30.10 259 14175 13066 2330585
Fall 535.41 30.10 386 14048 46713 2296938
Intentional product misuse 525.13 30.10 222 14212 9267 2334384
Drug ineffective 485.88 30.10 507 13927 101117 2242534
Memory impairment 480.72 30.10 229 14205 12694 2330957
Pain 468.89 30.10 399 14035 61458 2282193
Coma 439.01 30.10 193 14241 8863 2334788
Aggression 429.86 30.10 159 14275 4627 2339024
Anger 403.91 30.10 129 14305 2378 2341273
Migraine 402.85 30.10 191 14243 10462 2333189
Hypertension 401.89 30.10 263 14171 27098 2316553
Weight increased 386.01 30.10 238 14196 22099 2321552
Overdose 384.96 30.10 228 14206 19679 2323972
Exposure during pregnancy 381.56 30.10 247 14187 24972 2318679
Panic attack 379.56 30.10 138 14296 3818 2339833
Vision blurred 364.48 30.10 198 14236 14470 2329181
Hallucination 363.90 30.10 164 14270 7984 2335667
Inappropriate antidiuretic hormone secretion 356.33 30.10 115 14319 2194 2341457
Liver function test abnormal 351.22 30.10 156 14278 7334 2336317
Intentional overdose 341.45 30.10 174 14260 11147 2332504
Asthenia 337.23 30.10 294 14140 46632 2297019
Palpitations 335.21 30.10 195 14239 16261 2327390
Pneumonia aspiration 327.44 30.10 122 14312 3620 2340031
Constipation 320.05 30.10 209 14225 21420 2322231
Blood alkaline phosphatase increased 318.71 30.10 140 14294 6405 2337246
Drug abuse 317.33 30.10 169 14265 11857 2331794
Urinary retention 304.28 30.10 115 14319 3552 2340099
Amnesia 301.79 30.10 139 14295 7114 2336537
Gamma-glutamyltransferase increased 287.16 30.10 124 14310 5438 2338213
Malaise 285.40 30.10 289 14145 55296 2288355
Off label use 282.39 30.10 328 14106 73270 2270381
Cardio-respiratory arrest 259.60 30.10 135 14299 9011 2334640
Syncope 254.24 30.10 165 14269 16710 2326941
Depressed mood 249.18 30.10 110 14324 5088 2338563
Dry mouth 246.27 30.10 126 14308 8127 2335524
Respiratory arrest 240.21 30.10 113 14321 6065 2337586
Intentional self-injury 236.17 30.10 99 14335 4028 2339623
Dyspnoea 235.97 30.10 310 14124 78423 2265228
Decreased appetite 233.73 30.10 194 14240 28697 2314954
Fibromyalgia 232.83 30.10 92 14342 3208 2340443
Cardiac arrest 232.31 30.10 149 14285 14781 2328870
Gait disturbance 230.96 30.10 174 14260 22371 2321280
Hepatitis 228.34 30.10 110 14324 6227 2337424
Disorientation 227.76 30.10 110 14324 6262 2337389
Visual impairment 225.28 30.10 134 14300 11621 2332030
Muscle spasms 222.13 30.10 167 14267 21399 2322252
Hepatic steatosis 221.18 30.10 88 14346 3125 2340526
Dyskinesia 218.80 30.10 98 14336 4691 2338960
Tachycardia 217.09 30.10 148 14286 16261 2327390
Hallucination, visual 217.01 30.10 85 14349 2894 2340757
Restlessness 216.88 30.10 96 14338 4467 2339184
Influenza like illness 216.40 30.10 132 14302 11982 2331669
Balance disorder 215.67 30.10 122 14312 9625 2334026
Mania 215.04 30.10 80 14354 2360 2341291
Hot flush 215.03 30.10 110 14324 7089 2336562
Psychotic disorder 214.57 30.10 96 14338 4583 2339068
Abdominal pain 214.22 30.10 199 14235 34175 2309476
Weight decreased 207.89 30.10 180 14254 28191 2315460
Heart rate increased 206.06 30.10 124 14310 10981 2332670
Abnormal behaviour 203.50 30.10 93 14341 4667 2338984
Gastric bypass 202.86 30.10 51 14383 369 2343282
Nervousness 198.90 30.10 94 14340 5095 2338556
Gastrooesophageal reflux disease 196.26 30.10 112 14322 8983 2334668
Hypoaesthesia 193.75 30.10 150 14284 20065 2323586
Dysphagia 187.38 30.10 123 14311 12682 2330969
Abdominal pain upper 186.16 30.10 152 14282 21948 2321703
Chest pain 185.16 30.10 168 14266 27969 2315682
Gastrointestinal tube insertion 184.31 30.10 45 14389 284 2343367
Poisoning 182.89 30.10 74 14360 2746 2340905
Restless legs syndrome 180.34 30.10 69 14365 2202 2341449
Hallucination, auditory 179.10 30.10 68 14366 2124 2341527
Hospitalisation 177.75 30.10 126 14308 14727 2328924
Thinking abnormal 176.00 30.10 65 14369 1877 2341774
Abnormal dreams 171.53 30.10 68 14366 2390 2341261
Prescribed overdose 168.80 30.10 62 14372 1762 2341889
Cognitive disorder 168.77 30.10 85 14349 5296 2338355
Mood altered 167.63 30.10 69 14365 2677 2340974
Muscle twitching 167.17 30.10 69 14365 2696 2340955
Hypotension 161.23 30.10 166 14268 32270 2311381
Transaminases increased 157.30 30.10 77 14357 4510 2339141
Chills 156.86 30.10 119 14315 15433 2328218
Speech disorder 154.09 30.10 85 14349 6379 2337272
Mydriasis 153.48 30.10 61 14373 2158 2341493
Paranoia 149.50 30.10 59 14375 2048 2341603
Rash 148.68 30.10 215 14219 59343 2284308
Jaundice 146.81 30.10 78 14356 5430 2338221
Sopor 145.84 30.10 70 14364 3925 2339726
Orthostatic hypotension 144.64 30.10 63 14371 2816 2340835
Colitis microscopic 141.82 30.10 46 14388 890 2342761
Condition aggravated 141.74 30.10 154 14280 31825 2311826
Delirium 136.48 30.10 73 14361 5150 2338501
Hyperreflexia 135.38 30.10 44 14390 857 2342794
Night sweats 132.86 30.10 63 14371 3437 2340214
Generalised tonic-clonic seizure 131.78 30.10 72 14362 5300 2338351
Asphyxia 126.76 30.10 43 14391 961 2342690
Electrocardiogram QT prolonged 126.44 30.10 80 14354 7734 2335917
Product substitution issue 124.51 30.10 68 14366 5001 2338650
Myalgia 124.24 30.10 124 14310 23209 2320442
Dysarthria 123.68 30.10 73 14361 6229 2337422
Delusion 123.02 30.10 51 14383 2014 2341637
Mental disorder 121.84 30.10 62 14372 3945 2339706
Fear 117.75 30.10 53 14381 2563 2341088
Pruritus 116.21 30.10 162 14272 43178 2300473
Muscular weakness 116.06 30.10 98 14336 14799 2328852
Head injury 115.67 30.10 60 14374 3974 2339677
Death 114.96 30.10 228 14206 81240 2262411
Rhabdomyolysis 114.41 30.10 71 14363 6633 2337018
Tardive dyskinesia 111.45 30.10 45 14389 1659 2341992
Loss of personal independence in daily activities 110.76 30.10 64 14370 5247 2338404
Akathisia 108.77 30.10 44 14390 1630 2342021
Bipolar disorder 108.06 30.10 41 14393 1277 2342374
Myoclonus 107.62 30.10 49 14385 2434 2341217
Blood creatine phosphokinase increased 107.40 30.10 62 14372 5074 2338577
Blood glucose increased 106.48 30.10 86 14348 12204 2331447
Feeling jittery 105.99 30.10 45 14389 1887 2341764
Arthralgia 104.58 30.10 174 14260 54111 2289540
Cerebrovascular accident 103.26 30.10 105 14329 20081 2323570
Mental status changes 102.61 30.10 62 14372 5520 2338131
Tearfulness 102.25 30.10 36 14398 902 2342749
Sexual dysfunction 101.23 30.10 28 14406 304 2343347
Respiratory depression 100.97 30.10 45 14389 2125 2341526
Blood sodium decreased 100.21 30.10 50 14384 3050 2340601
Blood bilirubin increased 99.89 30.10 60 14374 5285 2338366
Impaired work ability 98.77 30.10 42 14392 1768 2341883
Coma blister 98.52 30.10 18 14416 15 2343636
Coordination abnormal 98.22 30.10 43 14391 1945 2341706
Arteriosclerosis coronary artery 98.01 30.10 37 14397 1136 2342515
Hypersomnia 97.24 30.10 45 14389 2321 2341330
Urinary incontinence 96.31 30.10 54 14380 4179 2339472
Abdominal discomfort 95.16 30.10 94 14340 17362 2326289
Medication error 94.78 30.10 61 14373 6070 2337581
International normalised ratio increased 94.14 30.10 65 14369 7271 2336380
Sedation 93.51 30.10 49 14385 3313 2340338
Mental impairment 92.84 30.10 44 14390 2396 2341255
Pain in extremity 90.93 30.10 143 14291 42397 2301254
Chromaturia 87.79 30.10 44 14390 2709 2340942
Liver disorder 87.45 30.10 59 14375 6355 2337296
Psychomotor hyperactivity 86.68 30.10 39 14395 1883 2341768
Photophobia 86.24 30.10 41 14393 2248 2341403
Contusion 85.13 30.10 77 14357 12733 2330918
Hypokalaemia 84.84 30.10 71 14363 10583 2333068
Hepatic failure 84.00 30.10 55 14379 5634 2338017
Road traffic accident 82.15 30.10 49 14385 4259 2339392
Emotional disorder 82.04 30.10 39 14395 2138 2341513
Dehydration 81.11 30.10 97 14337 22198 2321453
Drug intolerance 80.62 30.10 77 14357 13640 2330011
Major depression 80.38 30.10 31 14403 1010 2342641
Back pain 79.84 30.10 115 14319 31544 2312107
Oedema 79.19 30.10 67 14367 10136 2333515
Electric shock 78.98 30.10 18 14416 80 2343571
Formication 78.40 30.10 29 14405 840 2342811
Diplopia 78.27 30.10 44 14390 3421 2340230
Abdominal distension 78.01 30.10 67 14367 10344 2333307
Urinary hesitation 76.68 30.10 21 14413 219 2343432
Unresponsive to stimuli 76.56 30.10 49 14385 4827 2338824
Blood pressure systolic increased 76.40 30.10 38 14396 2301 2341350
Arrhythmia 76.37 30.10 53 14381 5975 2337676
Libido decreased 76.01 30.10 25 14409 506 2343145
Muscle rigidity 75.79 30.10 35 14399 1796 2341855
Somatic symptom disorder 74.62 30.10 22 14412 305 2343346
Urinary tract infection 74.38 30.10 108 14326 29834 2313817
Gastrostomy 74.24 30.10 20 14414 195 2343456
Depressed level of consciousness 73.99 30.10 57 14377 7547 2336104
Galactorrhoea 73.73 30.10 31 14403 1268 2342383
Exposure via ingestion 73.69 30.10 27 14407 761 2342890
Sacroiliitis 73.19 30.10 21 14413 263 2343388
Impaired driving ability 72.83 30.10 29 14405 1030 2342621
Apathy 72.65 30.10 31 14403 1316 2342335
Diabetes mellitus 72.53 30.10 56 14378 7439 2336212
Stevens-Johnson syndrome 72.38 30.10 45 14389 4214 2339437
Loss of libido 72.26 30.10 21 14413 276 2343375
Tachyphrenia 71.57 30.10 21 14413 286 2343365
Chest discomfort 71.13 30.10 74 14360 14521 2329130
Blood cholesterol increased 70.94 30.10 48 14386 5193 2338458
Homicidal ideation 70.51 30.10 23 14411 453 2343198
Dystonia 69.76 30.10 35 14399 2159 2341492
Conversion disorder 69.24 30.10 22 14412 397 2343254
Blood chloride decreased 69.03 30.10 25 14409 681 2342970
Panic disorder 68.95 30.10 23 14411 487 2343164
Depressive symptom 67.58 30.10 23 14411 519 2343132
Hypersensitivity 67.37 30.10 91 14343 23502 2320149
Tension 67.21 30.10 23 14411 528 2343123
Abortion spontaneous 67.02 30.10 69 14365 13376 2330275
Pyrexia 66.95 30.10 143 14291 53565 2290086
Neuralgia 66.92 30.10 37 14397 2785 2340866
Pancreatitis 66.72 30.10 55 14379 8024 2335627
Extrapyramidal disorder 64.67 30.10 34 14400 2313 2341338
Anorgasmia 64.53 30.10 18 14416 202 2343449
Affective disorder 64.46 30.10 25 14409 827 2342824
Bruxism 63.93 30.10 24 14410 725 2342926
Dissociation 63.30 30.10 21 14413 437 2343214
Musculoskeletal stiffness 63.12 30.10 64 14370 12183 2331468
Cold sweat 63.02 30.10 32 14402 2025 2341626
Hypertensive crisis 62.49 30.10 34 14400 2479 2341172
Clonus 61.14 30.10 22 14412 588 2343063
Muscle tightness 59.43 30.10 30 14404 1875 2341776
Oedema peripheral 59.41 30.10 86 14348 23677 2319974
Panic reaction 59.21 30.10 23 14411 764 2342887
Sleep terror 58.95 30.10 17 14417 217 2343434
Cerebellar syndrome 58.41 30.10 21 14413 560 2343091
Urticaria 58.04 30.10 86 14348 24175 2319476
Stress 56.80 30.10 47 14387 6891 2336760
Neck pain 56.57 30.10 49 14385 7648 2336003
Flat affect 56.42 30.10 17 14417 255 2343396
Sinus tachycardia 56.16 30.10 35 14399 3290 2340361
Alcoholism 55.83 30.10 18 14416 341 2343310
Feeling of despair 54.60 30.10 18 14416 367 2343284
Pulmonary eosinophilia 54.55 30.10 14 14420 111 2343540
Acute kidney injury 53.85 30.10 90 14344 28032 2315619
Feeling cold 52.81 30.10 33 14401 3117 2340534
Anal incontinence 52.64 30.10 27 14407 1745 2341906
Ventricular fibrillation 52.58 30.10 29 14405 2172 2341479
Hyperventilation 52.45 30.10 24 14410 1205 2342446
Psychotic disorder due to a general medical condition 51.64 30.10 11 14423 33 2343618
Hepatic enzyme abnormal 51.49 30.10 20 14414 664 2342987
Dysuria 50.73 30.10 35 14399 3906 2339745
Therapeutic product effect incomplete 50.59 30.10 53 14381 10478 2333173
Decreased interest 50.31 30.10 18 14416 473 2343178
Blood potassium decreased 49.94 30.10 39 14395 5266 2338385
Dyspepsia 49.92 30.10 51 14383 9793 2333858
Accidental death 49.63 30.10 16 14418 303 2343348
Hepatic function abnormal 49.31 30.10 41 14393 6051 2337600
Drug screen positive 49.04 30.10 21 14413 899 2342752
Liver injury 48.54 30.10 28 14406 2286 2341365
Aphasia 48.06 30.10 37 14397 4891 2338760
Social avoidant behaviour 48.03 30.10 18 14416 541 2343110
Self-injurious ideation 47.57 30.10 18 14416 556 2343095
Hepatotoxicity 47.38 30.10 32 14402 3449 2340202
Renal failure 46.61 30.10 65 14369 17284 2326367
Treatment noncompliance 46.37 30.10 38 14396 5496 2338155
Neuroleptic malignant syndrome 45.86 30.10 26 14408 2054 2341597
Appetite disorder 45.75 30.10 18 14416 619 2343032
Hyperacusis 45.73 30.10 16 14418 393 2343258
Nervous system disorder 45.68 30.10 30 14404 3086 2340565
Blister 45.55 30.10 41 14393 6730 2336921
Bradyphrenia 45.46 30.10 21 14413 1078 2342573
Hyperthermia 45.44 30.10 23 14411 1445 2342206
Personality change 45.33 30.10 20 14414 921 2342730
Sleep apnoea syndrome 45.33 30.10 26 14408 2100 2341551
Dysgeusia 45.04 30.10 45 14389 8414 2335237
Gastrointestinal disorder 44.85 30.10 46 14388 8871 2334780
Intraocular pressure increased 44.84 30.10 23 14411 1486 2342165
Discomfort 44.44 30.10 36 14398 5123 2338528
Ataxia 44.04 30.10 27 14407 2465 2341186
Feeling of body temperature change 43.93 30.10 18 14416 689 2342962
Drug dependence 43.87 30.10 29 14405 3016 2340635
Gestational diabetes 43.72 30.10 22 14412 1365 2342286
Emotional distress 43.54 30.10 33 14401 4262 2339389
Blood pressure decreased 43.50 30.10 46 14388 9190 2334461
Movement disorder 43.35 30.10 28 14406 2800 2340851
Trismus 43.31 30.10 19 14415 863 2342788
Food craving 43.09 30.10 14 14420 272 2343379
Angle closure glaucoma 43.04 30.10 18 14416 726 2342925
Blood prolactin increased 42.92 30.10 20 14414 1047 2342604
Middle insomnia 42.42 30.10 22 14412 1455 2342196
Gastric banding 42.27 30.10 10 14424 54 2343597
Hepatic necrosis 42.17 30.10 20 14414 1090 2342561
Parkinsonism 42.03 30.10 22 14412 1483 2342168
Foetal exposure during pregnancy 41.79 30.10 35 14399 5217 2338434
Blood triglycerides increased 41.43 30.10 25 14409 2218 2341433
Epilepsy 41.29 30.10 33 14401 4606 2339045
Screaming 40.71 30.10 17 14417 683 2342968
Autonomic dysreflexia 40.55 30.10 8 14426 14 2343637
Burning sensation 40.49 30.10 41 14393 7787 2335864
White blood cell count abnormal 40.36 30.10 17 14417 698 2342953
Hepatic cirrhosis 40.32 30.10 25 14409 2328 2341323
White blood cell count increased 40.18 30.10 39 14395 7039 2336612
Haemorrhage 40.06 30.10 48 14386 10991 2332660
Dysstasia 39.96 30.10 27 14407 2912 2340739
Incontinence 39.88 30.10 21 14413 1433 2342218
Hepatitis C 39.78 30.10 21 14413 1440 2342211
Metabolic acidosis 39.72 30.10 36 14398 5962 2337689
Poor quality sleep 39.13 30.10 23 14411 1944 2341707
Accidental overdose 39.12 30.10 30 14404 3942 2339709
Rapid eye movements sleep abnormal 38.96 30.10 9 14425 43 2343608
Maternal exposure during pregnancy 38.90 30.10 55 14379 14808 2328843
Hepatitis acute 38.81 30.10 21 14413 1514 2342137
Intestinal obstruction 38.57 30.10 31 14403 4362 2339289
Hyperchloraemia 38.45 30.10 10 14424 84 2343567
Parosmia 38.42 30.10 17 14417 788 2342863
Suicidal behaviour 38.39 30.10 15 14419 506 2343145
Retinal detachment 38.35 30.10 19 14415 1140 2342511
Eye pain 37.69 30.10 32 14402 4859 2338792
Wrong technique in product usage process 37.51 30.10 63 14371 19685 2323966
General physical health deterioration 36.53 30.10 52 14382 14087 2329564
Maternal exposure during breast feeding 36.44 30.10 15 14419 581 2343070
Injury 36.06 30.10 34 14400 5920 2337731
Alcohol use 35.95 30.10 14 14420 468 2343183
Dysphemia 35.92 30.10 14 14420 469 2343182
Premature baby 35.57 30.10 26 14408 3178 2340473
Encephalopathy 35.47 30.10 30 14404 4531 2339120
Feeling hot 35.31 30.10 36 14398 6892 2336759
Poisoning deliberate 34.95 30.10 18 14416 1173 2342478
Hyponatraemic encephalopathy 34.88 30.10 9 14425 73 2343578
Anhedonia 34.72 30.10 18 14416 1189 2342462
Photosensitivity reaction 34.69 30.10 23 14411 2404 2341247
Bursitis 34.55 30.10 21 14413 1887 2341764
Hepatocellular injury 34.30 30.10 28 14406 4027 2339624
Autonomic nervous system imbalance 34.28 30.10 13 14421 404 2343247
Surgery 34.27 30.10 32 14402 5503 2338148
Pollakiuria 34.03 30.10 27 14407 3729 2339922
White blood cells urine positive 33.95 30.10 13 14421 415 2343236
Hypotonia 33.82 30.10 20 14414 1710 2341941
Communication disorder 33.69 30.10 13 14421 424 2343227
Flatulence 33.63 30.10 29 14405 4496 2339155
Prescription form tampering 33.63 30.10 10 14424 143 2343508
Pharyngeal oedema 33.57 30.10 26 14408 3467 2340184
Tic 33.51 30.10 13 14421 430 2343221
Self esteem decreased 33.00 30.10 10 14424 153 2343498
Blood glucose decreased 32.99 30.10 25 14409 3227 2340424
Stiff person syndrome 32.82 30.10 8 14426 50 2343601
Energy increased 32.79 30.10 13 14421 456 2343195
Negative thoughts 32.79 30.10 11 14423 237 2343414
Exposure via breast milk 32.79 30.10 12 14422 337 2343314
Bradykinesia 32.74 30.10 14 14420 597 2343054
Facial paralysis 32.36 30.10 22 14412 2397 2341254
Granulomatous liver disease 32.26 30.10 9 14425 101 2343550
Bipolar I disorder 32.26 30.10 12 14422 353 2343298
Hostility 31.88 30.10 11 14423 259 2343392
Feelings of worthlessness 31.87 30.10 9 14425 106 2343545
Drug level increased 31.81 30.10 23 14411 2764 2340887
Electroencephalogram abnormal 31.72 30.10 15 14419 812 2342839
Protein total decreased 31.67 30.10 15 14419 815 2342836
Altered state of consciousness 31.28 30.10 26 14408 3834 2339817
Motion sickness 31.04 30.10 10 14424 189 2343462
Hypokinesia 30.98 30.10 19 14415 1735 2341916
Respiratory failure 30.97 30.10 47 14387 13481 2330170
Rectal haemorrhage 30.89 30.10 31 14403 5825 2337826
Aspiration 30.68 30.10 18 14416 1516 2342135
Hypernatraemia 30.61 30.10 15 14419 879 2342772
Drug ineffective for unapproved indication 30.53 30.10 23 14411 2943 2340708
Gait inability 30.45 30.10 31 14403 5924 2337727
Disorganised speech 30.38 30.10 9 14425 127 2343524
Skin laceration 30.31 30.10 22 14412 2660 2340991
Faecaloma 30.28 30.10 15 14419 900 2342751
Retching 30.13 30.10 20 14414 2094 2341557

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
Drug withdrawal syndrome 2874.63 42.98 628 5138 3897 1737118
Affect lability 2153.91 42.98 384 5382 578 1740437
Dysphoria 2103.03 42.98 364 5402 405 1740610
Paraesthesia 1822.18 42.98 515 5251 9936 1731079
Irritability 1813.27 42.98 450 5316 5082 1735933
Anxiety 1755.65 42.98 547 5219 14980 1726035
Suicidal ideation 1732.42 42.98 474 5292 8044 1732971
Insomnia 1717.68 42.98 544 5222 15732 1725283
Agitation 1700.43 42.98 494 5272 10532 1730483
Dizziness 1616.33 42.98 628 5138 33733 1707282
Vertigo 1378.32 42.98 346 5420 4067 1736948
Nausea 1332.85 42.98 615 5151 50581 1690434
Confusional state 1256.18 42.98 461 5305 20817 1720198
Sensory disturbance 1253.69 42.98 257 5509 1067 1739948
Hyperhidrosis 1241.12 42.98 400 5366 12088 1728927
Completed suicide 1128.55 42.98 398 5368 15914 1725101
Headache 1090.95 42.98 476 5290 33900 1707115
Fatigue 957.46 42.98 491 5275 50290 1690725
Lethargy 843.26 42.98 262 5504 6922 1734093
Tremor 806.32 42.98 294 5472 12837 1728178
Tinnitus 716.29 42.98 193 5573 3002 1738013
Nightmare 670.22 42.98 178 5588 2609 1738406
Toxicity to various agents 619.02 42.98 307 5459 28834 1712181
Mood swings 529.57 42.98 138 5628 1864 1739151
Serotonin syndrome 525.18 42.98 147 5619 2641 1738374
Hypomania 449.99 42.98 95 5671 461 1740554
Vomiting 434.07 42.98 267 5499 38048 1702967
Depression 432.53 42.98 202 5564 16467 1724548
Sleep disorder 412.44 42.98 133 5633 3930 1737085
Suicide attempt 391.78 42.98 149 5617 7232 1733783
Diarrhoea 385.33 42.98 282 5484 53570 1687445
Alanine aminotransferase increased 382.04 42.98 169 5597 12109 1728906
Hepatic enzyme increased 363.38 42.98 137 5629 6484 1734531
Somnolence 335.01 42.98 170 5596 16569 1724446
Aspartate aminotransferase increased 302.31 42.98 138 5628 10618 1730397
Drug interaction 280.83 42.98 181 5585 27777 1713238
Drug hypersensitivity 280.34 42.98 146 5620 14989 1726026
Seizure 273.39 42.98 159 5607 20282 1720733
Feeling abnormal 254.42 42.98 124 5642 11042 1729973
Loss of consciousness 226.35 42.98 126 5640 14749 1726266
Overdose 215.39 42.98 127 5639 16574 1724441
Aggression 208.70 42.98 98 5668 8017 1732998
Disturbance in attention 208.29 42.98 81 5685 4153 1736862
Gastrointestinal tube insertion 202.14 42.98 46 5720 332 1740683
Blood pressure increased 196.74 42.98 103 5663 10650 1730365
Anger 190.03 42.98 67 5699 2599 1738416
Withdrawal syndrome 184.30 42.98 63 5703 2225 1738790
Liver function test abnormal 174.97 42.98 78 5688 5648 1735367
Fall 169.94 42.98 132 5634 27082 1713933
Hypertension 166.00 42.98 114 5652 19334 1721681
Urinary retention 163.26 42.98 73 5693 5322 1735693
Memory impairment 160.62 42.98 77 5689 6586 1734429
Intentional self-injury 152.48 42.98 57 5709 2616 1738399
Drug ineffective 147.64 42.98 179 5587 63622 1677393
Intentional overdose 147.44 42.98 76 5690 7594 1733421
Sexual dysfunction 146.02 42.98 50 5716 1773 1739242
Off label use 145.03 42.98 140 5626 38431 1702584
Intentional product misuse 141.69 42.98 73 5693 7285 1733730
Decreased appetite 140.74 42.98 112 5654 23759 1717256
Hyponatraemia 138.75 42.98 77 5689 8923 1732092
Gamma-glutamyltransferase increased 138.49 42.98 64 5702 5034 1735981
Delirium 133.79 42.98 67 5699 6295 1734720
Hallucination 131.71 42.98 72 5694 8098 1732917
Respiratory arrest 130.21 42.98 64 5702 5775 1735240
Disorientation 125.11 42.98 61 5705 5408 1735607
Drug abuse 123.22 42.98 83 5683 13606 1727409
Syncope 120.62 42.98 83 5683 14086 1726929
Abnormal behaviour 108.06 42.98 58 5708 6284 1734731
Psychotic disorder 105.55 42.98 53 5713 5003 1736012
Cardiac arrest 100.78 42.98 78 5688 15852 1725163
Urinary hesitation 99.95 42.98 26 5740 345 1740670
Cardio-respiratory arrest 99.86 42.98 63 5703 9230 1731785
Weight increased 97.72 42.98 67 5699 11290 1729725
Pain 94.80 42.98 94 5672 26563 1714452
Erectile dysfunction 93.44 42.98 47 5719 4450 1736565
Vision blurred 92.75 42.98 58 5708 8365 1732650
Amnesia 89.71 42.98 47 5719 4844 1736171
Migraine 88.63 42.98 37 5729 2274 1738741
Dyskinesia 88.51 42.98 43 5723 3776 1737239
Mania 88.07 42.98 36 5730 2097 1738918
Myoclonus 85.52 42.98 36 5730 2259 1738756
Road traffic accident 81.69 42.98 40 5726 3573 1737442
Restlessness 80.60 42.98 42 5724 4279 1736736
Dysphagia 80.46 42.98 57 5709 10111 1730904
Depressed mood 79.17 42.98 37 5729 2979 1738036
Foetal exposure during pregnancy 78.19 42.98 47 5719 6312 1734703
Hypotension 76.12 42.98 88 5678 29566 1711449
Inappropriate antidiuretic hormone secretion 73.86 42.98 30 5736 1718 1739297
Poisoning 72.51 42.98 33 5733 2499 1738516
Jaundice 72.45 42.98 44 5722 6018 1734997
Tachycardia 71.58 42.98 58 5708 12570 1728445
Apathy 71.55 42.98 27 5739 1269 1739746
Gait disturbance 71.41 42.98 58 5708 12612 1728403
Weight decreased 71.31 42.98 75 5691 22678 1718337
Hospitalisation 71.29 42.98 58 5708 12642 1728373
Major depression 70.78 42.98 23 5743 690 1740325
Dysuria 69.37 42.98 36 5730 3636 1737379
Orthostatic hypotension 68.75 42.98 35 5731 3396 1737619
Asthenia 68.21 42.98 90 5676 34580 1706435
Thinking abnormal 67.63 42.98 26 5740 1286 1739729
Blood alkaline phosphatase increased 65.42 42.98 39 5727 5156 1735859
Blood bilirubin increased 63.93 42.98 41 5725 6169 1734846
Balance disorder 63.89 42.98 40 5726 5772 1735243
Dystonia 63.25 42.98 28 5738 1986 1739029
Muscle twitching 62.93 42.98 27 5739 1775 1739240
Palpitations 62.85 42.98 42 5724 6772 1734243
Self esteem decreased 60.99 42.98 15 5751 156 1740859
Prescribed overdose 60.10 42.98 26 5740 1744 1739271
Liver disorder 59.97 42.98 38 5728 5598 1735417
Panic attack 58.97 42.98 26 5740 1826 1739189
Muscle spasms 58.82 42.98 50 5716 11571 1729444
Paranoia 57.99 42.98 27 5739 2154 1738861
Gastric bypass 57.07 42.98 13 5753 94 1740921
Neuroleptic malignant syndrome 56.99 42.98 30 5736 3118 1737897
Hepatic steatosis 56.58 42.98 28 5738 2556 1738459
Pulmonary congestion 56.37 42.98 25 5741 1780 1739235
Malaise 55.43 42.98 75 5691 29490 1711525
Hypoaesthesia 55.35 42.98 45 5721 9790 1731225
Altered state of consciousness 54.03 42.98 30 5736 3467 1737548
Homicidal ideation 53.21 42.98 18 5748 613 1740402
Abnormal dreams 52.11 42.98 24 5742 1867 1739148
Constipation 51.56 42.98 52 5714 14948 1726067
Dry mouth 50.89 42.98 30 5736 3883 1737132
Abdominal pain 50.48 42.98 61 5705 21429 1719586
Cardiomegaly 50.24 42.98 25 5741 2309 1738706
Condition aggravated 49.62 42.98 60 5706 21090 1719925
Chest pain 49.19 42.98 58 5708 19856 1721159
Blood creatine phosphokinase increased 48.73 42.98 40 5726 8816 1732199
Unresponsive to stimuli 48.72 42.98 31 5735 4598 1736417
Crying 47.90 42.98 21 5745 1454 1739561
Hepatitis 46.79 42.98 31 5735 4924 1736091
Alcohol abuse 46.32 42.98 16 5750 581 1740434
Heart rate increased 45.78 42.98 34 5732 6476 1734539
Mental disorder 45.59 42.98 25 5741 2818 1738197
Social avoidant behaviour 45.25 42.98 16 5750 623 1740392
Coma 44.63 42.98 35 5731 7227 1733788
Dyspnoea 43.52 42.98 92 5674 51967 1689048
Muscle rigidity 43.38 42.98 21 5745 1827 1739188
Hepatic function abnormal 43.27 42.98 34 5732 7040 1733975

Pharmacologic Action:

SourceCodeDescription
ATC N06AX21 NERVOUS SYSTEM
PSYCHOANALEPTICS
ANTIDEPRESSANTS
Other antidepressants
MeSH PA D000700 Analgesics
CHEBI has role CHEBI:35469 antidepressant
MeSH PA D000928 Antidepressive Agents
MeSH PA D002491 Central Nervous System Agents
MeSH PA D015259 Dopamine Agents
MeSH PA D049990 Membrane Transport Modulators
MeSH PA D018377 Neurotransmitter Agents
MeSH PA D014179 Neurotransmitter Uptake Inhibitors
MeSH PA D018373 Peripheral Nervous System Agents
MeSH PA D011619 Psychotropic Drugs
MeSH PA D018689 Sensory System Agents
MeSH PA D000068760 Serotonin and Noradrenaline Reuptake Inhibitors
FDA MoA N0000000102 Norepinephrine Uptake Inhibitors
FDA EPC N0000175749 Serotonin and Norepinephrine Reuptake Inhibitor
FDA MoA N0000000109 Serotonin Uptake Inhibitors

Drug Use (View source of the data)

DiseaseRelationSNOMED_IDDOID
Generalized anxiety disorder indication 21897009 DOID:14320
Female stress incontinence indication 60241006 DOID:724
Fibromyalgia indication 203082005 DOID:631
Major depressive disorder indication 370143000
Diabetic peripheral neuropathy indication 424736006
Chronic Musculoskeletal Pain indication
Suicidal thoughts contraindication 6471006
Alcoholism contraindication 7200002
Bipolar disorder contraindication 13746004 DOID:3312
Neuroleptic malignant syndrome contraindication 15244003 DOID:14464
Jaundice contraindication 18165001
Cirrhosis of liver contraindication 19943007 DOID:5082
Orthostatic hypotension contraindication 28651003
Hypertensive disorder contraindication 38341003 DOID:10763
Alcoholic liver damage contraindication 41309000
Syndrome of inappropriate vasopressin secretion contraindication 55004003 DOID:3401
Acute nephropathy contraindication 58574008
Blood coagulation disorder contraindication 64779008 DOID:1247
Chronic hepatitis contraindication 76783007 DOID:2237
Hyperglycemia contraindication 80394007 DOID:4195
Epilepsy contraindication 84757009 DOID:1826
Hyponatremia contraindication 89627008
Inflammatory disease of liver contraindication 128241005
Liver function tests abnormal contraindication 166603001
Mania contraindication 231494001
Hypomania contraindication 231496004
Disease of liver contraindication 235856003 DOID:409
Retention of urine contraindication 267064002
Serotonin syndrome contraindication 371089000
Angle-closure glaucoma contraindication 392291006 DOID:13550
Gastrointestinal hypomotility contraindication 421807004

Acid dissociation constants calculated using MoKa v3.0.0

Dissociation levelDissociation constantType (acidic/basic)
pKa1 8.7 Basic

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 noradrenaline transporter Transporter INHIBITOR Ki 8.22 CHEMBL CHEMBL
Sodium-dependent serotonin transporter Transporter INHIBITOR Ki 9.62 CHEMBL CHEMBL
5-hydroxytryptamine receptor 2C GPCR ANTAGONIST Ki 6 IUPHAR
Sodium-dependent dopamine transporter Transporter Ki 6.62 CHEMBL
5-hydroxytryptamine receptor 2B GPCR Ki 5.68 PDSP
5-hydroxytryptamine receptor 7 GPCR Ki 5.65 PDSP
Histamine H1 receptor GPCR Ki 5.64 PDSP
5-hydroxytryptamine receptor 1D GPCR Ki 5.52 PDSP
5-hydroxytryptamine receptor 1E GPCR Ki 5.43 PDSP
5-hydroxytryptamine receptor 1B GPCR Ki 5.40 PDSP
5-hydroxytryptamine receptor 1F GPCR Ki 5.35 PDSP
5-hydroxytryptamine receptor 6 GPCR ANTAGONIST Ki 6.40 IUPHAR
5-hydroxytryptamine receptor 1A GPCR Ki 5.30 PDSP
5-hydroxytryptamine receptor 2A GPCR ANTAGONIST Ki 6.30 IUPHAR
Sodium-dependent dopamine transporter Transporter IC50 6.43 CHEMBL
Sodium-dependent serotonin transporter Transporter Ki 10.09 CHEMBL
Transporter Transporter Ki 8.52 CHEMBL

External reference:

IDSource
D000068736 MESH_DESCRIPTOR_UI
C1505021 UMLSCUI
D01179 KEGG_DRUG
407033009 SNOMEDCT_US
72625 RXNORM
4021477 VANDF
d05355 MMSL
407032004 SNOMEDCT_US
008705 NDDF
9044SC542W UNII
136434-34-9 SECONDARY_CAS_RN
CHEBI:31526 CHEBI
CHEMBL1175 ChEMBL_ID
DB00476 DRUGBANK_ID
CHEMBL1200328 ChEMBL_ID
7012 INN_ID
202 IUPHAR_LIGAND_ID
60835 PUBCHEM_CID

Pharmaceutical products:

ProductCategoryIngredientsNDCFormQuantityRouteMarketingLabel
Cymbalta HUMAN PRESCRIPTION DRUG LABEL 1 0002-3235 CAPSULE, DELAYED RELEASE 20 mg ORAL NDA 20 sections
Cymbalta HUMAN PRESCRIPTION DRUG LABEL 1 0002-3240 CAPSULE, DELAYED RELEASE 30 mg ORAL NDA 20 sections
Cymbalta HUMAN PRESCRIPTION DRUG LABEL 1 0002-3270 CAPSULE, DELAYED RELEASE 60 mg ORAL NDA 20 sections
Duloxetine HUMAN PRESCRIPTION DRUG LABEL 1 0228-2890 CAPSULE, DELAYED RELEASE PELLETS 20 mg ORAL ANDA 20 sections
Duloxetine HUMAN PRESCRIPTION DRUG LABEL 1 0228-2891 CAPSULE, DELAYED RELEASE PELLETS 30 mg ORAL ANDA 20 sections
Duloxetine HUMAN PRESCRIPTION DRUG LABEL 1 0228-2892 CAPSULE, DELAYED RELEASE PELLETS 60 mg ORAL ANDA 20 sections
Duloxetine hydrochloride HUMAN PRESCRIPTION DRUG LABEL 1 0615-7894 CAPSULE, DELAYED RELEASE 30 mg ORAL ANDA 20 sections
Duloxetine hydrochloride HUMAN PRESCRIPTION DRUG LABEL 1 0615-7895 CAPSULE, DELAYED RELEASE 60 mg ORAL ANDA 20 sections
Duloxetine Hydrochloride HUMAN PRESCRIPTION DRUG LABEL 1 0615-8034 CAPSULE, DELAYED RELEASE 30 mg ORAL ANDA 20 sections
Duloxetine Hydrochloride HUMAN PRESCRIPTION DRUG LABEL 1 0615-8035 CAPSULE, DELAYED RELEASE 60 mg ORAL ANDA 20 sections
Duloxetine hydrochloride HUMAN PRESCRIPTION DRUG LABEL 1 0615-8203 CAPSULE, DELAYED RELEASE 30 mg ORAL ANDA 20 sections
Duloxetine hydrochloride HUMAN PRESCRIPTION DRUG LABEL 1 0615-8204 CAPSULE, DELAYED RELEASE 60 mg ORAL ANDA 20 sections
Duloxetine hydrochloride HUMAN PRESCRIPTION DRUG LABEL 1 0615-8290 CAPSULE, DELAYED RELEASE 20 mg ORAL ANDA 20 sections
Duloxetine Hydrochloride HUMAN PRESCRIPTION DRUG LABEL 1 0904-6452 CAPSULE, DELAYED RELEASE 20 mg ORAL ANDA 20 sections
Duloxetine Hydrochloride HUMAN PRESCRIPTION DRUG LABEL 1 0904-6453 CAPSULE, DELAYED RELEASE 30 mg ORAL ANDA 20 sections
Duloxetine Hydrochloride HUMAN PRESCRIPTION DRUG LABEL 1 0904-6454 CAPSULE, DELAYED RELEASE 60 mg ORAL ANDA 20 sections
Duloxetine hydrochloride HUMAN PRESCRIPTION DRUG LABEL 1 13668-109 CAPSULE, DELAYED RELEASE 20 mg ORAL ANDA 20 sections
Duloxetine hydrochloride HUMAN PRESCRIPTION DRUG LABEL 1 13668-110 CAPSULE, DELAYED RELEASE 30 mg ORAL ANDA 20 sections
Duloxetine hydrochloride HUMAN PRESCRIPTION DRUG LABEL 1 13668-111 CAPSULE, DELAYED RELEASE 60 mg ORAL ANDA 20 sections
Cymbalta HUMAN PRESCRIPTION DRUG LABEL 1 21695-145 CAPSULE, DELAYED RELEASE 30 mg ORAL NDA 20 sections
Cymbalta HUMAN PRESCRIPTION DRUG LABEL 1 21695-146 CAPSULE, DELAYED RELEASE 60 mg ORAL NDA 20 sections
Cymbalta HUMAN PRESCRIPTION DRUG LABEL 1 21695-657 CAPSULE, DELAYED RELEASE 20 mg ORAL NDA 21 sections
duloxetine HUMAN PRESCRIPTION DRUG LABEL 1 23155-654 CAPSULE, DELAYED RELEASE 20 mg ORAL ANDA 20 sections
duloxetine HUMAN PRESCRIPTION DRUG LABEL 1 23155-655 CAPSULE, DELAYED RELEASE 30 mg ORAL ANDA 20 sections
duloxetine HUMAN PRESCRIPTION DRUG LABEL 1 23155-656 CAPSULE, DELAYED RELEASE 60 mg ORAL ANDA 20 sections
Duloxetine HUMAN PRESCRIPTION DRUG LABEL 1 27241-097 CAPSULE, DELAYED RELEASE 20 mg ORAL ANDA 20 sections
Duloxetine HUMAN PRESCRIPTION DRUG LABEL 1 27241-098 CAPSULE, DELAYED RELEASE 30 mg ORAL ANDA 20 sections
Duloxetine HUMAN PRESCRIPTION DRUG LABEL 1 27241-099 CAPSULE, DELAYED RELEASE 60 mg ORAL ANDA 20 sections
Duloxetine HUMAN PRESCRIPTION DRUG LABEL 1 27241-164 CAPSULE, DELAYED RELEASE 40 mg ORAL ANDA 20 sections
Irenka HUMAN PRESCRIPTION DRUG LABEL 1 27437-298 CAPSULE, DELAYED RELEASE 40 mg ORAL ANDA 20 sections