clotrimazole ๐Ÿถ Veterinary Use | Indications/Contra | FAERs-F | FAERs-M | Orange Bk | PK/Tox | Related Drugs | BioActivity |

Stem definitionDrug idCAS RN
719 23593-75-1

Description:

MoleculeDescription

Molfile Inchi Smiles

Synonyms:

  • clotrimazole
  • lotrimin
  • rimazole
  • locasten
An imidazole derivative with a broad spectrum of antimycotic activity. It inhibits biosynthesis of the sterol ergostol, an important component of fungal CELL MEMBRANES. Its action leads to increased membrane permeability and apparent disruption of enzyme systems bound to the membrane.
  • Molecular weight: 344.84
  • Formula: C22H17ClN2
  • CLOGP: 5
  • LIPINSKI: 0
  • HAC: 2
  • HDO: 0
  • TPSA: 17.82
  • ALOGS: -5.37
  • ROTB: 4

  • Status: OFP

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

Drug dosage:

DoseUnitRoute
0.10 g V

ADMET properties:

PropertyValueReference
BDDCS (Biopharmaceutical Drug Disposition Classification System) 2 Benet LZ, Broccatelli F, Oprea TI
S (Water solubility) 0.03 mg/mL Bocci G, Oprea TI, Benet LZ
EoM (Fraction excreted unchanged in urine) 5 % Benet LZ, Broccatelli F, Oprea TI
MRTD (Maximum Recommended Therapeutic Daily Dose) 2.07 ยตM/kg/day Contrera JF, Matthews EJ, Kruhlak NL, Benz RD
BA (Bioavailability) 0 % Kim MT, Sedykh A, Chakravarti SK, Saiakhov RD, Zhu H

Predicted pharmacokinetic/toxicological properties (PK-AZ):

PropertyDescriptionValueUnitConfidenceSimilarity
azlogd74 LogD at pH 7.4 5.156 High 1
caco2-efflux Caco-2 efflux ratio (BA/AB) 4.207 High 1
caco2-intrinsic-papp Caco-2 intrinsic apparent permeability 5.188 10^-6 cm/s High 1
dh-clint Dog hepatocyte intrinsic clearance 17.498 uL/min/10^6 cells High 1
dppb Dog plasma protein binding (% unbound) 0.060 % High 1
fcs-ppb Fetal calf serum protein binding (% unbound) 0.260 % High 1
herg hERG pIC50 5.566 pIC50 High 1
hh-clint Human hepatocyte intrinsic clearance 32.885 uL/min/10^6 cells High 1
hlm-clint Human liver microsomal intrinsic clearance 63.680 uL/min/mg protein High 1
hppb Human plasma protein binding (% unbound) 0.080 % High 1
kinase-selectivity-class ACVR2A,AXL,ERBB2,GRK2,MAP2K6,PDK4,SIK2,SIK3 8
kinase-safety-class ACVR2B,AXL,BRAF,CAMK2D,CDK5,CDK9,EIF2AK3,ERBB2,GRK2,ITK,MAP3K7,MAPK10,MAPK7,MAPKAPK2,NTRK2,PDK2,PDK4,PIK3CB,PRKDC 19
mdck-mdr1-efflux MDCK-MDR1 efflux ratio 12.331 High 1
mh-clint Mouse hepatocyte intrinsic clearance 63.533 High 1
mppb Mouse plasma protein binding (% unbound) 0.150 High 1
nih-mdck-mdr1-efflux NIH MDCK-MDR1 efflux ratio 14.355 High 1
pfas-class PFAS structural alert (1 = True, 0 = False) 0
pld-class Phospholipidosis risk class (1 = positive, 0 = negative) 1 High 1
pppb Pig plasma protein binding (% unbound) 0.260 % High 1
rh-clint Rat hepatocyte intrinsic clearance 73.961 uL/min/10^6 cells High 1
rh-fuinc Rat hepatocyte fraction unbound in incubation 0.270 % High 1
rppb Rat plasma protein binding (% unbound) 0.180 % High 1
solubility-dd Solubility at pH 7.4 in DMSO 1.734 uM High 1

Approvals:

DateAgencyCompanyOrphan
Feb. 3, 1975 FDA

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
Macular degeneration 1168.45 13.34 420 23157 37550 90567320
Schizoaffective disorder 704.21 13.34 180 23397 4967 90599903
Drug level increased 435.93 13.34 189 23388 27573 90577297
Chronic sinusitis 430.00 13.34 179 23398 23623 90581247
Paraesthesia oral 350.40 13.34 169 23408 31490 90573380
Vaginal flatulence 344.33 13.34 128 23449 12510 90592360
Oral candidiasis 326.42 13.34 167 23410 35288 90569582
Female genital tract fistula 324.79 13.34 135 23442 17733 90587137
Proctitis 320.89 13.34 128 23449 15131 90589739
Radiculopathy 316.89 13.34 134 23443 18371 90586499
Vaginal discharge 300.56 13.34 131 23446 19333 90585537
Electrocardiogram QT prolonged 291.92 13.34 200 23377 72256 90532614
Procedural pain 286.57 13.34 150 23427 33210 90571660
Haematochezia 204.51 13.34 160 23417 70753 90534117
Rectal haemorrhage 203.31 13.34 170 23407 82574 90522296
Colitis 187.10 13.34 151 23426 69791 90535079
Frequent bowel movements 171.84 13.34 132 23445 56803 90548067
Colitis ulcerative 171.64 13.34 135 23442 60131 90544739
Sinus rhythm 134.74 13.34 37 23540 1349 90603521
Swollen tongue 128.79 13.34 102 23475 45854 90559016
Dyspepsia 119.11 13.34 197 23380 197963 90406907
Drug interaction 111.01 13.34 231 23346 276222 90328648
Erythema 108.20 13.34 205 23372 229041 90375829
Therapeutic product effect incomplete 106.24 13.34 185 23392 193711 90411159
Swelling face 94.29 13.34 111 23466 81241 90523629
Persistent genital arousal disorder 88.48 13.34 23 23554 677 90604193
Drug ineffective 81.20 13.34 625 22952 1383673 89221197
Weight decreased 79.47 13.34 248 23329 379662 90225208
Pemphigus 72.14 13.34 3 23574 326861 90278009
Constipation 71.99 13.34 197 23380 280198 90324672
Systemic lupus erythematosus 71.79 13.34 6 23571 361890 90242980
Headache 62.22 13.34 410 23167 862336 89742534
Angioedema 59.89 13.34 79 23498 64797 90540073
Vulvovaginal candidiasis 59.36 13.34 26 23551 3874 90600996
Toxic shock syndrome 57.77 13.34 18 23559 1026 90603844
Wound complication 57.45 13.34 27 23550 4736 90600134
Endocrine ophthalmopathy 57.27 13.34 18 23559 1056 90603814
Therapeutic product effect decreased 53.96 13.34 5 23572 277566 90327304
Hand deformity 53.41 13.34 7 23570 296355 90308515
Dysphonia 50.94 13.34 72 23505 63012 90541858
Abdominal pain 48.79 13.34 218 23359 395503 90209367
Anaemia 48.60 13.34 201 23376 352601 90252269
Candida infection 47.16 13.34 51 23526 34006 90570864
Glossodynia 46.61 13.34 13 23564 321766 90283104
Swelling of eyelid 45.31 13.34 24 23553 5430 90599440
Eyelid disorder 44.63 13.34 18 23559 2185 90602685
Nasal ulcer 44.60 13.34 19 23558 2647 90602223
Wound 44.33 13.34 12 23565 302968 90301902
Malaise 42.42 13.34 279 23298 585707 90019163
Rheumatoid arthritis 41.90 13.34 21 23556 362593 90242277
Nausea 41.19 13.34 455 23122 1109861 89495009
Mean cell haemoglobin increased 40.62 13.34 20 23557 3885 90600985
Helicobacter infection 39.36 13.34 6 23571 226844 90378026
Hepatic enzyme increased 38.61 13.34 23 23554 360713 90244157
Vanishing bile duct syndrome 37.73 13.34 14 23563 1358 90603512
Irritable bowel syndrome 37.12 13.34 5 23572 207443 90397427
Eye infection toxoplasmal 35.23 13.34 10 23567 412 90604458
Pyrexia 34.98 13.34 292 23285 660193 89944677
Impaired healing 34.77 13.34 9 23568 234190 90370680
Arthropathy 34.33 13.34 27 23550 366215 90238655
Disturbance in sexual arousal 34.05 13.34 9 23568 283 90604587
Vitritis infective 33.88 13.34 6 23571 24 90604846
Abdominal discomfort 33.63 13.34 45 23532 477283 90127587
Toxicity to various agents 32.75 13.34 17 23560 287829 90317041
Synovitis 32.59 13.34 23 23554 329729 90275141
Alopecia 32.58 13.34 49 23528 495022 90109848
Perineal pain 32.04 13.34 10 23567 573 90604297
Folliculitis 30.05 13.34 8 23569 204345 90400525
Discomfort 30.04 13.34 17 23560 274318 90330552
Fibromyalgia 28.63 13.34 9 23568 206260 90398610
Pelvic pain 28.60 13.34 27 23550 15330 90589540
Liver injury 28.49 13.34 5 23572 170562 90434308
Febrile neutropenia 28.20 13.34 98 23479 158251 90446619
General physical health deterioration 27.61 13.34 31 23546 355084 90249786
Musculoskeletal stiffness 27.61 13.34 22 23555 296510 90308360
Purpura senile 27.43 13.34 9 23568 606 90604264
Dyslipidaemia 27.37 13.34 22 23555 10085 90594785
Female reproductive tract disorder 27.13 13.34 9 23568 627 90604243
Mobility decreased 26.80 13.34 16 23561 250718 90354152
Urogenital infection fungal 26.41 13.34 5 23572 31 90604839
Genital pain 25.59 13.34 9 23568 749 90604121
Inflammation 24.42 13.34 8 23569 178584 90426286
Vitamin D decreased 24.12 13.34 22 23555 11957 90592913
Tarsal tunnel syndrome 23.96 13.34 8 23569 569 90604301
Lung disorder 23.75 13.34 5 23572 149878 90454992
Tongue blistering 23.46 13.34 11 23566 1919 90602951
Nasopharyngitis 23.34 13.34 44 23533 407060 90197810
Sleep disorder due to general medical condition, insomnia type 23.26 13.34 3 23574 128691 90476179
Eye infection 22.69 13.34 23 23554 14231 90590639
Synovial cyst 22.53 13.34 21 23556 11731 90593139
Vulvovaginal inflammation 22.34 13.34 9 23568 1089 90603781
Feeding disorder 22.13 13.34 25 23552 17487 90587383
Drug ineffective for unapproved indication 21.39 13.34 51 23526 66593 90538277
Subcutaneous abscess 21.29 13.34 16 23561 6650 90598220
Drug hypersensitivity 20.97 13.34 57 23520 463552 90141318
Post viral fatigue syndrome 20.91 13.34 6 23571 257 90604613
Lymphadenitis 20.47 13.34 13 23564 4124 90600746
Type 2 diabetes mellitus 20.30 13.34 14 23563 203230 90401640
Vulvovaginal discomfort 19.98 13.34 11 23566 2686 90602184
Skin laceration 19.96 13.34 29 23548 26006 90578864
Vulvovaginal pain 19.94 13.34 12 23565 3462 90601408
Congenital absence of bile ducts 19.92 13.34 4 23573 35 90604835
Pain 19.73 13.34 366 23211 995975 89608895
Swelling 18.59 13.34 52 23525 419006 90185864
Treatment failure 18.17 13.34 32 23545 303896 90300974
Resorption bone increased 18.14 13.34 8 23569 1211 90603659
Angiodermatitis 18.01 13.34 5 23572 190 90604680
Intentional product use issue 17.89 13.34 18 23559 216874 90387996
Reperfusion arrhythmia 17.00 13.34 5 23572 234 90604636
Mouth ulceration 16.69 13.34 34 23543 39940 90564930
Conjunctivitis 16.61 13.34 27 23550 26679 90578191
Neutropenic sepsis 16.60 13.34 22 23555 18108 90586762
Sexual dysfunction 16.40 13.34 12 23565 4792 90600078
Vestibular disorder 16.31 13.34 8 23569 1541 90603329
Hypoaesthesia 16.27 13.34 36 23541 314174 90290696
Urinary tract infection 16.04 13.34 135 23442 305497 90299373
Cardiac infection 16.02 13.34 6 23571 597 90604273
Psoriatic arthropathy 15.58 13.34 22 23555 228313 90376557
Skin bacterial infection 15.58 13.34 6 23571 645 90604225
Freezing phenomenon 15.13 13.34 8 23569 1804 90603066
Hypertension 14.77 13.34 65 23512 457467 90147403
Flatulence 14.75 13.34 33 23544 41334 90563536
Bursitis 14.63 13.34 8 23569 131646 90473224
Sleep disorder 14.61 13.34 18 23559 198012 90406858
Therapeutic product effect delayed 14.52 13.34 10 23567 3631 90601239
Congenital uterine anomaly 14.30 13.34 4 23573 156 90604714
Overdose 14.29 13.34 12 23565 157697 90447173
Wheezing 14.29 13.34 25 23552 238055 90366815
Sinusitis 14.18 13.34 44 23533 343044 90261826
Intentional product misuse 14.17 13.34 3 23574 89601 90515269
Arthralgia 14.13 13.34 132 23445 778390 89826480
Liver disorder 14.02 13.34 7 23570 121262 90483608
Arthrodesis 13.76 13.34 9 23568 3003 90601867
Aplastic anaemia 13.56 13.34 17 23560 13252 90591618

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
Pulmonary vasculitis 355.43 15.84 112 11859 6154 42603210
Neuritis 339.64 15.84 108 11863 6112 42603252
Neurological symptom 296.84 15.84 110 11861 9881 42599483
Eosinophilic granulomatosis with polyangiitis 293.47 15.84 105 11866 8533 42600831
Respiratory symptom 267.77 15.84 105 11866 11001 42598363
Pulmonary alveolar haemorrhage 264.73 15.84 113 11858 14703 42594661
Total lung capacity abnormal 241.91 15.84 77 11894 4366 42604998
Vasculitis 228.98 15.84 109 11862 18285 42591079
Pseudoaneurysm infection 227.05 15.84 41 11930 171 42609193
Vascular pseudoaneurysm ruptured 216.41 15.84 45 11926 438 42608926
Mite allergy 212.44 15.84 72 11899 4974 42604390
Mycotic allergy 210.68 15.84 71 11900 4820 42604544
Sleep disorder due to a general medical condition 209.86 15.84 101 11870 17352 42592012
Dust allergy 208.55 15.84 72 11899 5260 42604104
Forced expiratory volume decreased 208.36 15.84 79 11892 7551 42601813
Conjunctivitis allergic 205.07 15.84 73 11898 5838 42603526
Pulmonary fibrosis 204.29 15.84 114 11857 26567 42582797
Spirometry abnormal 203.25 15.84 70 11901 5076 42604288
Obstructive airways disorder 195.61 15.84 108 11863 24651 42584713
Hypothyroidism 187.32 15.84 115 11856 31969 42577395
Antineutrophil cytoplasmic antibody positive 186.57 15.84 63 11908 4302 42605062
Normochromic normocytic anaemia 178.37 15.84 74 11897 8957 42600407
Full blood count abnormal 169.09 15.84 105 11866 29771 42579593
Haemoptysis 164.94 15.84 122 11849 46045 42563319
Nodule 152.05 15.84 73 11898 12461 42596903
Arteriosclerosis coronary artery 146.19 15.84 81 11890 18596 42590768
Wheezing 140.27 15.84 119 11852 54662 42554702
Asthma 138.74 15.84 125 11846 62189 42547175
Lung disorder 134.93 15.84 110 11861 47813 42561551
Arteriosclerosis 129.88 15.84 74 11897 17915 42591449
Loss of personal independence in daily activities 129.13 15.84 109 11862 49707 42559657
Therapeutic product effect incomplete 115.81 15.84 120 11851 70819 42538545
Capillaritis 110.56 15.84 36 11935 2192 42607172
Candida infection 104.96 15.84 69 11902 21541 42587823
Arterial haemorrhage 95.46 15.84 28 11943 1201 42608163
Anxiety 93.39 15.84 139 11832 118421 42490943
Productive cough 85.49 15.84 88 11883 51479 42557885
Hypoxia 79.58 15.84 98 11873 69688 42539676
Shock haemorrhagic 62.63 15.84 45 11926 16197 42593167
Thrombosis 57.74 15.84 83 11888 68428 42540936
Pain in extremity 53.03 15.84 125 11846 150479 42458885
Graft ischaemia 49.93 15.84 9 11962 37 42609327
Retroperitoneal abscess 45.39 15.84 12 11959 349 42609015
Pulmonary embolism 43.96 15.84 101 11870 119511 42489853
Dyspnoea 37.55 15.84 232 11739 442389 42166975
Off label use 29.02 15.84 88 11883 638247 41971117
Toxicity to various agents 26.19 15.84 16 11955 229120 42380244
Sleep disorder 25.16 15.84 47 11924 48048 42561316
Keratitis bacterial 24.65 15.84 6 11965 124 42609240
Infective aneurysm 21.99 15.84 9 11962 1050 42608314
Drug ineffective 21.93 15.84 97 11874 630100 41979264
Condition aggravated 21.58 15.84 136 11835 260618 42348746
Abdominal abscess 19.37 15.84 14 11957 5079 42604285
Temperature regulation disorder 17.94 15.84 8 11963 1151 42608213
Retroperitoneal haematoma 17.94 15.84 11 11960 3040 42606324
Skin infection 17.34 15.84 17 11954 9363 42600001
Lip haemorrhage 16.35 15.84 7 11964 913 42608451
Psoriasis area severity index increased 16.28 15.84 4 11967 86 42609278
Hypoglycaemia neonatal 15.92 15.84 9 11962 2141 42607223

FDA Adverse Event Reporting System (Geriatric)

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
Macular degeneration 417.06 14.07 173 30088 21486 110537552
Chronic sinusitis 402.32 14.07 176 30085 24908 110534130
Pulmonary vasculitis 357.09 14.07 113 30148 6447 110552591
Vaginal flatulence 339.28 14.07 127 30134 12017 110547021
Neuritis 327.68 14.07 109 30152 7290 110551748
Female genital tract fistula 324.96 14.07 134 30127 16385 110542653
Paraesthesia oral 320.69 14.07 165 30096 33506 110525532
Radiculopathy 304.63 14.07 134 30127 19202 110539836
Vaginal discharge 301.33 14.07 130 30131 17778 110541260
Proctitis 298.41 14.07 127 30134 16800 110542238
Oral candidiasis 289.84 14.07 170 30091 44590 110514448
Eosinophilic granulomatosis with polyangiitis 277.69 14.07 106 30155 10580 110548458
Procedural pain 264.88 14.07 148 30113 35417 110523621
Neurological symptom 255.07 14.07 111 30150 15497 110543541
Total lung capacity abnormal 245.52 14.07 78 30183 4505 110554533
Respiratory symptom 243.29 14.07 106 30155 14839 110544199
Pulmonary alveolar haemorrhage 243.09 14.07 116 30145 20034 110539004
Therapeutic product effect incomplete 230.94 14.07 295 29966 223510 110335528
Pseudoaneurysm infection 227.31 14.07 41 30220 175 110558863
Vascular pseudoaneurysm ruptured 209.63 14.07 45 30216 531 110558507
Dust allergy 209.53 14.07 74 30187 5927 110553111
Mite allergy 208.12 14.07 73 30188 5730 110553308
Mycotic allergy 206.29 14.07 73 30188 5881 110553157
Spirometry abnormal 204.25 14.07 71 30190 5426 110553612
Conjunctivitis allergic 202.79 14.07 75 30186 6856 110552182
Vasculitis 190.43 14.07 120 30141 35753 110523285
Antineutrophil cytoplasmic antibody positive 182.59 14.07 64 30197 5012 110554026
Forced expiratory volume decreased 174.78 14.07 81 30180 13095 110545943
Haematochezia 161.60 14.07 178 30083 115346 110443692
Normochromic normocytic anaemia 160.02 14.07 76 30185 12981 110546057
Arteriosclerosis coronary artery 153.66 14.07 92 30169 25026 110534012
Rectal haemorrhage 147.84 14.07 173 30088 119660 110439378
Obstructive airways disorder 147.43 14.07 113 30148 46036 110513002
Frequent bowel movements 143.79 14.07 134 30127 71256 110487782
Colitis ulcerative 134.65 14.07 134 30127 77229 110481809
Candida infection 130.71 14.07 107 30154 47902 110511136
Colitis 128.34 14.07 149 30112 102174 110456864
Haemoptysis 123.08 14.07 123 30138 71231 110487807
Sleep disorder due to a general medical condition 117.04 14.07 104 30157 52008 110507030
Dyspepsia 117.04 14.07 197 30064 190768 110368270
Full blood count abnormal 116.33 14.07 107 30154 55945 110503093
Hypothyroidism 115.44 14.07 120 30141 72779 110486259
Arteriosclerosis 114.56 14.07 76 30185 24691 110534347
Swollen tongue 113.34 14.07 109 30152 60253 110498785
Capillaritis 108.25 14.07 36 30225 2403 110556635
Nodule 95.75 14.07 76 30185 32555 110526483
Pulmonary fibrosis 85.97 14.07 122 30139 101920 110457118
Swelling face 83.18 14.07 114 30147 92207 110466831
Persistent genital arousal disorder 78.57 14.07 21 30240 655 110558383
Erythema 76.30 14.07 213 30048 291234 110267804
Arterial haemorrhage 65.13 14.07 28 30233 3791 110555247
Vulvovaginal candidiasis 62.39 14.07 26 30235 3259 110555779
Hypoxia 57.10 14.07 116 30145 129399 110429639
Weight decreased 54.62 14.07 263 29998 467794 110091244
Shock haemorrhagic 54.55 14.07 51 30210 27196 110531842
Toxicity to various agents 54.44 14.07 32 30229 480523 110078515
Toxic shock syndrome 54.03 14.07 19 30242 1501 110557537
Endocrine ophthalmopathy 52.03 14.07 18 30243 1355 110557683
Therapeutic product effect decreased 51.65 14.07 4 30257 244312 110314726
Systemic lupus erythematosus 51.50 14.07 5 30256 254333 110304705
Constipation 51.48 14.07 214 30047 357572 110201466
Productive cough 51.12 14.07 103 30158 114202 110444836
Headache 50.09 14.07 412 29849 881965 109677073
Loss of personal independence in daily activities 49.88 14.07 120 30141 149900 110409138
Cleft palate 48.71 14.07 13 30248 403 110558635
Thrombosis 45.16 14.07 95 30166 108567 110450471
Swelling of eyelid 44.96 14.07 26 30235 6627 110552411
Nasal ulcer 44.22 14.07 19 30242 2568 110556470
Asthma 43.54 14.07 159 30102 250132 110308906
Rheumatoid arthritis 43.32 14.07 14 30247 299599 110259439
Angioedema 43.14 14.07 88 30173 98412 110460626
Eyelid disorder 42.22 14.07 18 30243 2387 110556651
Dysphonia 42.10 14.07 75 30186 75854 110483184
Graft ischaemia 39.56 14.07 9 30252 141 110558897
Retroperitoneal abscess 39.55 14.07 12 30249 594 110558444
Impaired healing 39.47 14.07 4 30257 196713 110362325
Overdose 39.39 14.07 8 30253 233786 110325252
Anxiety 37.43 14.07 190 30071 344888 110214150
Hepatic enzyme increased 36.84 14.07 21 30240 320871 110238167
Glossodynia 36.58 14.07 8 30253 221996 110337042
Mean cell haemoglobin increased 35.45 14.07 21 30240 5596 110553442
Abdominal pain 34.86 14.07 250 30011 512739 110046299
Folliculitis 34.72 14.07 3 30258 167650 110391388
Irritable bowel syndrome 33.84 14.07 3 30258 164212 110394826
Wound 32.08 14.07 12 30249 234425 110324613
Lung disorder 30.98 14.07 114 30147 179933 110379105
Fibromyalgia 30.62 14.07 5 30256 170904 110388134
Pelvic pain 30.31 14.07 29 30232 15913 110543125
Vitritis infective 30.05 14.07 6 30255 48 110558990
Synovitis 29.97 14.07 19 30242 274073 110284965
Musculoskeletal stiffness 29.77 14.07 20 30241 279802 110279236
Eye infection toxoplasmal 28.94 14.07 10 30251 750 110558288
Wheezing 28.69 14.07 142 30119 255088 110303950
Wound complication 28.67 14.07 19 30242 6158 110552880
Pulmonary embolism 28.27 14.07 125 30136 214349 110344689
Inflammation 27.97 14.07 9 30252 193229 110365809
Liver injury 27.86 14.07 4 30257 150409 110408629
Intentional product use issue 27.35 14.07 17 30244 247889 110311149
Alopecia 27.17 14.07 36 30225 364717 110194321
Anaemia 27.05 14.07 248 30013 546838 110012200
Clostridium difficile colitis 26.55 14.07 45 30216 43733 110515305
Vanishing bile duct syndrome 25.82 14.07 14 30247 3154 110555884
Intentional overdose 25.80 14.07 3 30258 132498 110426540
Aplastic anaemia 24.93 14.07 32 30229 24276 110534762
Malaise 24.41 14.07 286 29975 671533 109887505
Tarsal tunnel syndrome 23.95 14.07 8 30253 541 110558497
Arthropathy 23.93 14.07 26 30235 287496 110271542
Liver disorder 23.68 14.07 5 30256 142238 110416800
Urogenital infection fungal 23.53 14.07 5 30256 56 110558982
Eye infection 23.15 14.07 24 30237 14494 110544544
Purpura senile 23.06 14.07 8 30253 607 110558431
Dyslipidaemia 22.99 14.07 25 30236 15940 110543098
Tongue blistering 22.89 14.07 11 30250 1926 110557112
Nausea 22.86 14.07 469 29792 1235221 109323817
Synovial cyst 22.12 14.07 21 30240 11409 110547629
Disturbance in sexual arousal 22.12 14.07 7 30254 399 110558639
Vulvovaginal pain 21.45 14.07 12 30249 2872 110556166
Drug hypersensitivity 21.38 14.07 59 30202 454031 110105007
Keratitis bacterial 21.13 14.07 6 30255 235 110558803
Nasopharyngitis 21.09 14.07 48 30213 394313 110164725
Abdominal discomfort 21.01 14.07 48 30213 393810 110165228
General physical health deterioration 20.98 14.07 54 30207 425241 110133797
Vitamin D decreased 20.94 14.07 21 30240 12194 110546844
Bursitis 20.76 14.07 5 30256 129913 110429125
Female reproductive tract disorder 20.66 14.07 7 30254 495 110558543
Post viral fatigue syndrome 20.12 14.07 6 30255 280 110558758
Product use issue 20.06 14.07 34 30227 311661 110247377
Genital pain 19.80 14.07 9 30252 1391 110557647
Type 2 diabetes mellitus 19.76 14.07 12 30249 177220 110381818
Intentional product misuse 19.57 14.07 6 30255 132898 110426140
Infective aneurysm 19.25 14.07 9 30252 1483 110557555
Gingival swelling 19.12 14.07 14 30247 5316 110553722
Vulvovaginal discomfort 19.04 14.07 10 30251 2114 110556924
Pain 18.47 14.07 365 29896 954590 109604448
Discomfort 18.33 14.07 19 30242 214688 110344350
Sinusitis 17.63 14.07 34 30227 296654 110262384
Angiodermatitis 17.61 14.07 5 30256 196 110558842
Memory impairment 17.30 14.07 17 30244 196927 110362111
Skin exfoliation 17.22 14.07 58 30203 87593 110471445
Infusion related reaction 16.93 14.07 169 30092 380993 110178045
Abdominal abscess 16.68 14.07 16 30245 8803 110550235
Pain in extremity 16.62 14.07 205 30056 486913 110072125
Pyrexia 16.58 14.07 341 29920 897924 109661114
Flatulence 16.55 14.07 41 30220 52108 110506930
Myelosuppression 16.37 14.07 3 30258 94337 110464701
Psoriatic arthropathy 16.14 14.07 18 30243 196743 110362295
Urinary tract infection 16.14 14.07 148 30113 326134 110232904
Mobility decreased 16.12 14.07 25 30236 237397 110321641
Resorption bone increased 16.00 14.07 8 30253 1526 110557512
Perineal pain 15.95 14.07 8 30253 1537 110557501
Schizoaffective disorder 15.42 14.07 10 30251 3126 110555912
Reperfusion arrhythmia 15.41 14.07 5 30256 309 110558729
Rash pruritic 15.13 14.07 60 30201 98009 110461029
Cardiac infection 15.07 14.07 6 30255 669 110558369
Dyspnoea 14.86 14.07 402 29859 1106470 109452568
Febrile neutropenia 14.82 14.07 142 30119 316625 110242413
Interstitial lung disease 14.76 14.07 10 30251 139324 110419714
Treatment failure 14.60 14.07 34 30227 277200 110281838
Freezing phenomenon 14.52 14.07 9 30252 2600 110556438
Vulvovaginal inflammation 14.47 14.07 6 30255 743 110558295
Arthralgia 14.45 14.07 140 30121 779492 109779546
Arthrodesis 14.18 14.07 9 30252 2709 110556329
Vaginal infection 14.13 14.07 13 30248 6791 110552247
Body surface area increased 14.08 14.07 4 30257 157 110558881

FDA Adverse Event Reporting System (Pediatric)

None

Pharmacologic Action:

SourceCodeDescription
ATC A01AB18 ALIMENTARY TRACT AND METABOLISM
STOMATOLOGICAL PREPARATIONS
STOMATOLOGICAL PREPARATIONS
Antiinfectives and antiseptics for local oral treatment
ATC D01AC01 DERMATOLOGICALS
ANTIFUNGALS FOR DERMATOLOGICAL USE
ANTIFUNGALS FOR TOPICAL USE
Imidazole and triazole derivatives
ATC G01AF02 GENITO URINARY SYSTEM AND SEX HORMONES
GYNECOLOGICAL ANTIINFECTIVES AND ANTISEPTICS
ANTIINFECTIVES AND ANTISEPTICS, EXCL. COMBINATIONS WITH CORTICOSTEROIDS
Imidazole derivatives
FDA CS M0002083 Azoles
FDA EPC N0000175487 Azole Antifungal
CHEBI has role CHEBI:33282 antibacterial agent
CHEBI has role CHEBI:35441 antiinfective agent
CHEBI has role CHEBI:35703 xenobiotic
CHEBI has role CHEBI:35718 antifungal agent
CHEBI has role CHEBI:64946 anti-HIV agent
CHEBI has role CHEBI:75835 anti-anaemic agent
MeSH PA D000890 Anti-Infective Agents
MeSH PA D000891 Anti-Infective Agents, Local
MeSH PA D000935 Antifungal Agents
MeSH PA D004791 Enzyme Inhibitors
MeSH PA D006727 Hormone Antagonists
MeSH PA D058888 14-alpha Demethylase Inhibitors
MeSH PA D065088 Steroid Synthesis Inhibitors
MeSH PA D065607 Cytochrome P-450 Enzyme Inhibitors
CHEBI has role CHEBI:78298 environmental contaminant
CHEBI has role CHEBI:231911 renoprotective agent

Related Drugs by ATC class:

A01AB Antiinfectives and antiseptics for local oral treatment 22 drugs
D01AC Imidazole and triazole derivatives 20 drugs
G01AF Imidazole derivatives 16 drugs

Drug Use | Suggest Off label Use Form| |View source of the data|

DiseaseRelationSNOMED_IDDOID
Tinea pedis indication 6020002 DOID:12403
Candidiasis of skin indication 49883006
Pityriasis versicolor indication 56454009 DOID:9060
Candidal vulvovaginitis indication 72605008 DOID:2272
Candidiasis of mouth indication 79740000 DOID:14262
Tinea corporis indication 84849002
Diaper rash indication 91487003
Tinea cruris indication 399029005
Prevention of Oropharyngeal Candidiasis indication
Oropharyngeal Candidiasis indication
Paronychia off-label use 71906005 DOID:13117
Telangiectasia disorder contraindication 247479008
Abdominal pain - cause unknown contraindication 314212008
Adrenal cortical hypofunction contraindication 386584007 DOID:10493
Atrophoderma contraindication 399979006
Peripheral vascular disease contraindication 400047006




๐Ÿถ Veterinary Drug Use

SpeciesUseRelation
Cats Fungal infections caused by Microsporum canis Indication
Cats Fungal infections caused by Trichophyton mentagrophytes Indication
Cats Otitis externa caused by yeast, Malassezia pachydermatis Indication
Dogs Fungal infections caused by Microsporum canis Indication
Dogs Fungal infections caused by Trichophyton mentagrophytes Indication

๐Ÿถ Veterinary products

ProductApplicantIngredients
Veltrim 1% Dermatologic Cream Elanco US Inc. 1
Otomax Intervet Inc. 3
Mometamax Otic Suspension Intervet Inc. 3
Tri-Otic Ointment Med-Pharmex Inc. 3
Vetro-Max Fougera Pharmaceuticals Inc. 3
GBC Ointment Cronus Pharma Specialities India Private Limited 3
Mometavet Med-Pharmex Inc. 3

Acid dissociation constants calculated using MoKa v3.0.0

Dissociation levelDissociation constantType (acidic/basic)
pKa1 5.4 Basic

Orange Book patent data (new drug applications)

Formulation strengthTrade nameApplicantApplication numberApproval dateTypeDose formRoutePatent numberPatent expiration datePatent use
1% CLOTIC CARWIN PHARM ASSOC N217628 Sept. 26, 2025 RX SOLUTION/DROPS OTIC 12246006 May 26, 2042 TREATMENT OF FUNGAL OTIC INFECTION (FUNGAL OTITIS EXTERNA, OTOMYCOSIS) DUE TO ASPERGILLUS SPECIES AND CANDIDA SPECIES

Orange Book exclusivity data (new drug applications)

Formulation strengthTrade nameApplicantApplication numberApproval dateTypeDose formRouteExclusivity dateDescription
1% CLOTIC CARWIN PHARM ASSOC N217628 Sept. 26, 2025 RX SOLUTION/DROPS OTIC Sept. 26, 2028 NEW PRODUCT
1% CLOTIC CARWIN PHARM ASSOC N217628 Sept. 26, 2025 RX SOLUTION/DROPS OTIC Sept. 26, 2032 TREATMENT OF FUNGAL OTITIS EXTERNA (OTOMYCOSIS) DUE TO ASPERGILLUS SPECIES AND CANDIDA SPECIES IN PATIENTS 18 YEARS OF AGE AND OLDER
1% CLOTIC CARWIN PHARM ASSOC N217628 Sept. 26, 2025 RX SOLUTION/DROPS OTIC Sept. 26, 2033 GENERATING ANTIBIOTIC INCENTIVES NOW
1% CLOTIC CARWIN PHARM ASSOC N217628 Sept. 26, 2025 RX SOLUTION/DROPS OTIC Sept. 26, 2037 GENERATING ANTIBIOTIC INCENTIVES NOW

Bioactivity Summary:

TargetClassPharosUniProtActionTypeActivity value
(-log[M])
Mechanism
action
Bioact sourceMoA source
Prostaglandin G/H synthase 2 Enzyme IC50 4.38 DRUG MATRIX
Nuclear receptor subfamily 1 group I member 3 Nuclear hormone receptor ANTAGONIST IC50 6.16 IUPHAR
Mu-type opioid receptor GPCR Ki 6.14 DRUG MATRIX
D(1A) dopamine receptor GPCR Ki 5.35 DRUG MATRIX
D(2) dopamine receptor GPCR Ki 5.39 DRUG MATRIX
Adenosine receptor A2a GPCR Ki 5.15 DRUG MATRIX
Alpha-2A adrenergic receptor GPCR Ki 5.35 DRUG MATRIX
Potassium voltage-gated channel subfamily H member 2 Ion channel IC50 5.52 CHEMBL
Cytochrome P450 3A4 Enzyme IC50 7.70 WOMBAT-PK
Multidrug resistance protein 1 Transporter IC50 5.17 WOMBAT-PK
Sodium-dependent serotonin transporter Transporter Ki 5.51 DRUG MATRIX
Sodium-dependent noradrenaline transporter Transporter Ki 5.10 DRUG MATRIX
5-hydroxytryptamine receptor 1A GPCR Ki 5.00 DRUG MATRIX
5-hydroxytryptamine receptor 2A GPCR Ki 5.50 DRUG MATRIX
5-hydroxytryptamine receptor 2B GPCR Ki 5.13 DRUG MATRIX
5-hydroxytryptamine receptor 2C GPCR Ki 5.12 DRUG MATRIX
5-hydroxytryptamine receptor 6 GPCR Ki 5.24 DRUG MATRIX
Alpha-2B adrenergic receptor GPCR Ki 5.43 DRUG MATRIX
D(3) dopamine receptor GPCR Ki 6.05 DRUG MATRIX
Histamine H1 receptor GPCR Ki 5.47 DRUG MATRIX
Histamine H2 receptor GPCR Ki 5.29 DRUG MATRIX
Muscarinic acetylcholine receptor M1 GPCR Ki 5.78 DRUG MATRIX
Muscarinic acetylcholine receptor M2 GPCR Ki 5.29 DRUG MATRIX
Muscarinic acetylcholine receptor M3 GPCR Ki 5.68 DRUG MATRIX
Muscarinic acetylcholine receptor M4 GPCR Ki 5.79 DRUG MATRIX
Glucocorticoid receptor Nuclear hormone receptor Ki 5.83 DRUG MATRIX
Beta-3 adrenergic receptor GPCR Ki 5.27 DRUG MATRIX
Sodium-dependent dopamine transporter Transporter Ki 5.35 DRUG MATRIX
Adenosine receptor A1 GPCR Ki 5.11 DRUG MATRIX
Adenosine receptor A3 GPCR Ki 5.57 DRUG MATRIX
Intermediate conductance calcium-activated potassium channel protein 4 Ion channel IC50 7.15 CHEMBL
Nuclear receptor subfamily 1 group I member 2 Nuclear hormone receptor EC50 5.57 CHEMBL
D(4) dopamine receptor GPCR Ki 5.16 DRUG MATRIX
Carbonic anhydrase 2 Enzyme IC50 4.52 DRUG MATRIX
Alpha-1D adrenergic receptor GPCR Ki 5.13 DRUG MATRIX
Kappa-type opioid receptor GPCR Ki 5.60 DRUG MATRIX
Calcium-activated potassium channel subunit alpha-1 Ion channel BLOCKER IC50 5.52 IUPHAR
Delta-type opioid receptor GPCR Ki 5.76 DRUG MATRIX
Acetylcholinesterase Enzyme IC50 4.71 DRUG MATRIX
Cytochrome P450 2C9 Enzyme IC50 7.80 DRUG MATRIX
Platelet-activating factor receptor GPCR Ki 4.65 DRUG MATRIX
Aromatase Enzyme IC50 8.74 CHEMBL
Cysteinyl leukotriene receptor 1 GPCR Ki 4.78 CHEMBL
Epidermal growth factor receptor Kinase IC50 4.16 DRUG MATRIX
Vasopressin V2 receptor GPCR IC50 5.60 CHEMBL
Substance-P receptor GPCR Ki 5.06 DRUG MATRIX
Steroid 17-alpha-hydroxylase/17,20 lyase Enzyme IC50 7.09 WOMBAT-PK
Potassium voltage-gated channel subfamily A member 3 Ion channel IC50 5.22 CHEMBL
Cytochrome P450 2C19 Enzyme IC50 7.80 DRUG MATRIX
Tyrosine-protein kinase Fyn Kinase IC50 4.50 DRUG MATRIX
Receptor tyrosine-protein kinase erbB-2 Kinase IC50 4.18 DRUG MATRIX
Thromboxane-A synthase Enzyme IC50 7.85 DRUG MATRIX
Bile acid receptor Nuclear hormone receptor IC50 5.49 CHEMBL
Lanosterol 14-alpha demethylase Enzyme IC50 6.89 CHEMBL
Solute carrier family 22 member 1 Transporter IC50 4.92 CHEMBL
Substance-K receptor GPCR Ki 5.47 DRUG MATRIX
Transient receptor potential cation channel subfamily M member 2 Ion channel IC50 5.52 CHEMBL
C-C chemokine receptor type 4 GPCR IC50 5.80 CHEMBL
C-X-C chemokine receptor type 1 GPCR IC50 5.70 CHEMBL
Transient receptor potential cation channel subfamily M member 8 Ion channel IC50 5.10 CHEMBL
Transitional endoplasmic reticulum ATPase Enzyme IC50 5.85 CHEMBL
Malate dehydrogenase cytoplasmic Enzyme IC50 4.46 CHEMBL
7-alpha-hydroxycholest-4-en-3-one 12-alpha-hydroxylase Enzyme IC50 6.10 CHEMBL
Beta-1 adrenergic receptor GPCR Ki 5.19 DRUG MATRIX
Lanosterol 14-alpha demethylase Enzyme INHIBITOR CHEMBL CHEMBL
Beta-lactamase Enzyme IC50 4.70 CHEMBL
Androgen receptor Transcription factor Ki 5.11 DRUG MATRIX
5-hydroxytryptamine receptor 1B GPCR Ki 4.91 DRUG MATRIX
Cysteinyl leukotriene receptor 1 GPCR Ki 4.78 DRUG MATRIX
Progesterone receptor Transcription factor Ki 5.94 DRUG MATRIX
Alpha-1A adrenergic receptor GPCR IC50 4.58 CHEMBL
5-hydroxytryptamine receptor 1A GPCR IC50 4.75 CHEMBL
Lanosterol 14-alpha demethylase Enzyme Kd 6.70 CHEMBL
14-alpha sterol demethylase Cyp51A Enzyme Kd 5.32 CHEMBL
14-alpha sterol demethylase Enzyme Kd 6.99 CHEMBL
Indoleamine 2,3-dioxygenase 2 Enzyme IC50 5.23 CHEMBL
Mycocyclosin synthase Enzyme Kd 7.14 CHEMBL
Putative cytochrome P450 130 Enzyme Kd 4.88 CHEMBL
Alpha-chymotrypsin Enzyme IC50 4.07 CHEMBL
Indoleamine 2,3-dioxygenase 1 Enzyme IC50 4.29 CHEMBL
Sarcoplasmic/endoplasmic reticulum calcium ATPase 1 Enzyme Ki 4.46 CHEMBL

External reference:

IDSource
4018265 VUID
N0000146595 NUI
D00282 KEGG_DRUG
202859 RXNORM
C0009074 UMLSCUI
CHEBI:3764 CHEBI
CL6 PDB_CHEM_ID
CHEMBL104 ChEMBL_ID
DB00257 DRUGBANK_ID
D003022 MESH_DESCRIPTOR_UI
2812 PUBCHEM_CID
2330 IUPHAR_LIGAND_ID
2912 INN_ID
G07GZ97H65 UNII
1284 MMSL
4482 MMSL
d01236 MMSL
002916 NDDF
387325003 SNOMEDCT_US
5797005 SNOMEDCT_US
4018265 VANDF

Pharmaceutical products:

ProductCategoryIngredientsNDCFormQuantityRouteMarketingLabel
Clotrimazole HUMAN PRESCRIPTION DRUG LABEL 1 0054-4146 LOZENGE 10 mg ORAL ANDA 14 sections
Clotrimazole HUMAN PRESCRIPTION DRUG LABEL 1 0054-8146 LOZENGE 10 mg ORAL ANDA 14 sections
Clotrimazole HUMAN PRESCRIPTION DRUG LABEL 1 0168-0133 CREAM 10 mg TOPICAL ANDA 20 sections
Clotrimazole and Betamethasone Dipropionate HUMAN PRESCRIPTION DRUG LABEL 2 0168-0258 CREAM 10 mg TOPICAL ANDA 27 sections
Clotrimazole HUMAN OTC DRUG LABEL 1 0363-0220 CREAM 10 mg VAGINAL ANDA 16 sections
WALGREENS CLOTRIMAZOLE HUMAN OTC DRUG LABEL 1 0363-1299 CREAM 1 g TOPICAL OTC monograph final 11 sections
Walgreens Clotrimazole 3 HUMAN OTC DRUG LABEL 1 0363-2062 CREAM 2 g VAGINAL NDA 16 sections
Clotrimazole HUMAN OTC DRUG LABEL 1 0363-2105 CREAM 10 mg TOPICAL OTC Monograph Drug 14 sections
Ringworm HUMAN OTC DRUG LABEL 1 0363-2107 CREAM 10 mg TOPICAL OTC Monograph Drug 14 sections
Walgreens Jock Itch HUMAN OTC DRUG LABEL 1 0363-2109 CREAM 10 mg TOPICAL OTC Monograph Drug 14 sections
Clotrimazole HUMAN OTC DRUG LABEL 1 0363-3492 LIQUID 1 mg TOPICAL OTC monograph final 8 sections
Walgreens Clotrimazole Antifungal HUMAN OTC DRUG LABEL 1 0363-7412 CREAM 1 g TOPICAL OTC monograph final 11 sections
Clotrimazole and Betamethasone Dipropionate HUMAN PRESCRIPTION DRUG LABEL 2 0472-0379 CREAM 10 mg TOPICAL ANDA 24 sections
Clotrimazole and Betamethasone Dipropionate HUMAN PRESCRIPTION DRUG LABEL 2 0472-0379 CREAM 10 mg TOPICAL ANDA 24 sections
Clotrimazole HUMAN OTC DRUG LABEL 1 0536-1181 SOLUTION 1 g TOPICAL OTC Monograph Drug 13 sections
Rugby Clotrimazole Antifungal Cream HUMAN OTC DRUG LABEL 1 0536-1265 CREAM 1 g TOPICAL OTC Monograph Drug 12 sections
RUGBY ANTIFUNGAL CLOTRIMAZOLE HUMAN OTC DRUG LABEL 1 0536-1272 CREAM 0.01 g TOPICAL OTC Monograph Drug 14 sections
CLOTRIMAZOLE HUMAN OTC DRUG LABEL 1 0536-1443 SOLUTION 1 g TOPICAL OTC Monograph Drug 14 sections
Clotrimazole HUMAN PRESCRIPTION DRUG LABEL 1 0574-0107 LOZENGE 10 mg ORAL ANDA 18 sections
Clotrimazole HUMAN OTC DRUG LABEL 1 10135-671 SOLUTION 1 g TOPICAL OTC Monograph Drug 14 sections
Clotrimazole HUMAN OTC DRUG LABEL 1 10135-671 SOLUTION 1 g TOPICAL OTC Monograph Drug 14 sections
Lotrimin HUMAN OTC DRUG LABEL 1 11523-0963 CREAM 10 mg TOPICAL OTC Monograph Drug 14 sections
LotriminAntifungal HUMAN OTC DRUG LABEL 1 11523-1125 CREAM 10 mg TOPICAL OTC Monograph Drug 14 sections
Lotrimin HUMAN OTC DRUG LABEL 1 11523-6549 CREAM 10 mg TOPICAL OTC Monograph Drug 14 sections
Dr Sheffield Athletes Foot HUMAN OTC DRUG LABEL 1 11527-071 CREAM 10 mg TOPICAL OTC Monograph Drug 11 sections
Jock Itch HUMAN OTC DRUG LABEL 1 11673-062 CREAM 10 mg TOPICAL OTC Monograph Drug 14 sections
Target Jock Itch HUMAN OTC DRUG LABEL 1 11673-893 CREAM 10 mg TOPICAL OTC Monograph Drug 11 sections
UpandUp Clotrimazole HUMAN OTC DRUG LABEL 1 11673-910 CREAM 10 mg TOPICAL OTC Monograph Drug 14 sections
Clotrimazole HUMAN OTC DRUG LABEL 1 11822-0220 CREAM 10 mg VAGINAL ANDA 16 sections
Clotrimazole HUMAN OTC DRUG LABEL 1 11822-0220 CREAM 10 mg VAGINAL ANDA 16 sections