flumetasone pivalate 🐶 Veterinary Use | Indications/Contra | FAERs-F | FAERs-M | Orange Bk | PK/Tox | Related Drugs | BioActivity |

Stem definitionDrug idCAS RN
prednisone and prednisolone derivatives 1198 2002-29-1

Description:

MoleculeDescription

Molfile Inchi Smiles

Synonyms:

  • flumethasone pivalate
  • flumetasone pivalate
  • flumethasone 21-pivalate
  • locacorten
  • locorten
  • Molecular weight: 494.58
  • Formula: C27H36F2O6
  • CLOGP: 3.60
  • LIPINSKI: 0
  • HAC: 6
  • HDO: 2
  • TPSA: 100.90
  • ALOGS: -4.67
  • ROTB: 5
  • Status: OFM
    • Legend:
    OFP - off patent
    OFM - off market
    ONP - on patent

Drug dosage:

None

ADMET properties:

None

Predicted pharmacokinetic/toxicological properties (PK-AZ):

PropertyDescriptionValueUnitConfidenceSimilarity
azlogd74 LogD at pH 7.4 3.020 Moderate 0.66
caco2-efflux Caco-2 efflux ratio (BA/AB) 0.920 Moderate 0.66
caco2-intrinsic-papp Caco-2 intrinsic apparent permeability 67.608 10^-6 cm/s Moderate 0.66
dh-clint Dog hepatocyte intrinsic clearance 20.845 uL/min/10^6 cells Moderate 0.66
dppb Dog plasma protein binding (% unbound) 8.060 % Moderate 0.66
fcs-ppb Fetal calf serum protein binding (% unbound) 13.520 % Moderate 0.66
herg hERG pIC50 4.457 pIC50 Moderate 0.66
hh-clint Human hepatocyte intrinsic clearance 21.979 uL/min/10^6 cells Moderate 0.66
hlm-clint Human liver microsomal intrinsic clearance 72.444 uL/min/mg protein Moderate 0.66
hppb Human plasma protein binding (% unbound) 6.330 % Moderate 0.66
mdck-mdr1-efflux MDCK-MDR1 efflux ratio 2.773 Moderate 0.66
mh-clint Mouse hepatocyte intrinsic clearance 118.304 Moderate 0.66
mppb Mouse plasma protein binding (% unbound) 7.660 Moderate 0.66
nih-mdck-mdr1-efflux NIH MDCK-MDR1 efflux ratio 8.933 Moderate 0.66
pfas-class PFAS structural alert (1 = True, 0 = False) 0
pppb Pig plasma protein binding (% unbound) 13.170 % Moderate 0.66
rh-clint Rat hepatocyte intrinsic clearance 152.405 uL/min/10^6 cells Moderate 0.66
rh-fuinc Rat hepatocyte fraction unbound in incubation 56.520 % Moderate 0.66
rppb Rat plasma protein binding (% unbound) 7.230 % Moderate 0.66
solubility-dd Solubility at pH 7.4 in DMSO 106.414 uM Moderate 0.66

Approvals:

DateAgencyCompanyOrphan
None FDA NOVARTIS

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
Helicobacter infection 996.35 246.50 1632 167709 225218 90233888
Duodenal ulcer perforation 994.96 246.50 1609 167732 219679 90239427
Rheumatic fever 970.73 246.50 1309 168032 151812 90307294
Facet joint syndrome 965.66 246.50 1050 168291 97339 90361767
Type 2 diabetes mellitus 932.97 246.50 1492 167849 201752 90257354
Fibromyalgia 930.17 246.50 1502 167839 204767 90254339
Folliculitis 922.80 246.50 1489 167852 202864 90256242
Lip dry 915.97 246.50 1034 168307 99921 90359185
Psoriatic arthropathy 858.02 246.50 1533 167808 226802 90232304
Joint range of motion decreased 816.35 246.50 1131 168210 134512 90324594
Anti-cyclic citrullinated peptide antibody positive 777.49 246.50 1499 167842 234934 90224172
Blood cholesterol increased 770.39 246.50 1388 167953 206624 90252482
Hand deformity 752.10 246.50 1689 167652 294673 90164433
Injury 739.92 246.50 1324 168017 196025 90263081
Irritable bowel syndrome 728.71 246.50 1353 167988 206095 90253011
Muscle injury 724.43 246.50 1233 168108 175421 90283685
Bursitis 721.70 246.50 1050 168291 130604 90328502
Impaired healing 715.74 246.50 1440 167901 232759 90226347
Liver injury 707.98 246.50 1197 168144 169370 90289736
Glossodynia 701.29 246.50 1728 167613 320051 90139055
Swollen joint count increased 697.27 246.50 946 168395 110260 90348846
Wound 681.42 246.50 1647 167694 301333 90157773
Peripheral venous disease 681.40 246.50 812 168529 83109 90375997
Cough 671.50 246.50 3 169338 368959 90090147
Breast cancer stage III 664.20 246.50 804 168537 83643 90375463
C-reactive protein abnormal 657.67 246.50 988 168353 126441 90332665
Wound infection 648.72 246.50 893 168448 105509 90353597
Synovitis 642.92 246.50 1698 167643 328054 90131052
Pericarditis 641.36 246.50 1500 167841 268651 90190455
Systemic lupus erythematosus 597.49 246.50 1754 167587 360142 90098964
Rheumatoid factor positive 581.95 246.50 1103 168238 170547 90288559
Wheezing 581.49 246.50 1337 168004 236743 90222363
Dry mouth 571.95 246.50 1140 168201 182919 90276187
Pemphigus 551.66 246.50 1597 167744 325267 90133839
Hypotension 542.26 246.50 14 169327 325383 90133723
Obesity 541.40 246.50 816 168525 104691 90354415
Blister 537.84 246.50 1353 167988 253645 90205461
Inflammation 523.78 246.50 1080 168261 177512 90281594
Hypercholesterolaemia 518.65 246.50 781 168560 100111 90358995
Night sweats 517.35 246.50 891 168450 127875 90331231
Hepatic enzyme increased 502.21 246.50 1648 167693 359088 90100018
Ill-defined disorder 500.35 246.50 1082 168259 183809 90275297
Grip strength decreased 495.00 246.50 730 168611 91846 90367260
Sleep disorder 494.34 246.50 1122 168219 196908 90262198
Gait inability 492.47 246.50 938 168403 145518 90313588
Stomatitis 488.48 246.50 1368 167973 273330 90185776
Deep vein thrombosis postoperative 469.11 246.50 619 168722 70190 90388916
Sleep disorder due to general medical condition, insomnia type 467.36 246.50 852 168489 127842 90331264
Lung disorder 465.08 246.50 928 168413 148955 90310151
Mobility decreased 456.91 246.50 1260 168081 249474 90209632
Blepharospasm 450.77 246.50 537 168804 54908 90404198
X-ray abnormal 436.99 246.50 480 168861 44944 90414162
Hypoaesthesia 432.23 246.50 1430 167911 312780 90146326
Back pain 429.96 246.50 46 169295 317129 90141977
Sciatica 428.94 246.50 718 168623 100664 90358442
Adjustment disorder with depressed mood 422.93 246.50 526 168815 56227 90402879
Live birth 420.29 246.50 622 168719 78485 90380621
General physical health deterioration 418.20 246.50 1535 167806 353580 90105526
Lower respiratory tract infection 417.06 246.50 1219 168122 249440 90209666
Infusion related reaction 411.59 246.50 1704 167637 415076 90044030
Autoimmune disorder 411.43 246.50 606 168735 76138 90382968
Erythema 397.27 246.50 6 169335 229240 90229866
Dislocation of vertebra 396.82 246.50 506 168835 55462 90403644
Road traffic accident 377.43 246.50 702 168639 106924 90352182
Drug ineffective 368.63 246.50 1342 167999 1382956 89076150
Musculoskeletal pain 368.43 246.50 916 168425 170335 90288771
Fall 353.66 246.50 233 169108 481577 89977529
Taste disorder 345.87 246.50 497 168844 61049 90398057
Arthropathy 344.72 246.50 1476 167865 364766 90094340
Swelling 343.61 246.50 1621 167720 417437 90041669
C-reactive protein 343.30 246.50 355 168986 31012 90428094
Osteoarthritis 341.98 246.50 969 168372 194761 90264345
Nail disorder 337.83 246.50 481 168860 58586 90400520
Urticaria 336.71 246.50 1314 168027 311420 90147686
Death 334.76 246.50 221 169120 456330 90002776
Epilepsy 334.17 246.50 572 168769 81634 90377472
Onychomadesis 327.86 246.50 417 168924 45581 90413525
Liver disorder 317.93 246.50 701 168640 120568 90338538
Lower limb fracture 316.35 246.50 569 168772 84444 90374662
Nausea 312.73 246.50 1050 168291 1109266 89349840
Abdominal pain upper 298.63 246.50 1322 168019 331352 90127754
Feeling abnormal 295.83 246.50 3 169338 167232 90291874
Myalgia 293.61 246.50 7 169334 175118 90283988
Back injury 281.97 246.50 390 168951 46232 90412874
Prescribed overdose 274.96 246.50 581 168760 97044 90362062
Intentional product use issue 267.18 246.50 952 168389 215940 90243166
Lupus vulgaris 263.66 246.50 371 168970 44688 90414418
Confusional state 254.81 246.50 1406 167935 384799 90074307
Discomfort 254.32 246.50 1101 168240 273234 90185872

FDA Adverse Event Reporting System (Male)

None

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
Helicobacter infection 1373.97 399.25 1465 151326 180412 110256096
Duodenal ulcer perforation 1364.75 399.25 1444 151347 176256 110260252
Rheumatic fever 1267.85 399.25 1172 151619 121407 110315101
Facet joint syndrome 1266.48 399.25 1058 151733 95770 110340738
Fibromyalgia 1228.18 399.25 1341 151450 169568 110266940
Folliculitis 1223.14 399.25 1326 151465 166327 110270181
Glossodynia 1205.10 399.25 1508 151283 220496 110216012
Hand deformity 1196.88 399.25 1491 151300 217015 110219493
Type 2 diabetes mellitus 1181.31 399.25 1337 151454 175895 110260613
Lip dry 1161.11 399.25 1021 151770 99062 110337446
Psoriatic arthropathy 1132.94 399.25 1377 151414 195384 110241124
Systemic lupus erythematosus 1085.65 399.25 1536 151255 252802 110183706
Wound 1060.50 399.25 1456 151335 232981 110203527
Anti-cyclic citrullinated peptide antibody positive 1044.99 399.25 1272 151519 180712 110255796
Joint range of motion decreased 1039.39 399.25 1048 151743 120784 110315724
Pemphigus 1025.74 399.25 1369 151422 213201 110223307
Irritable bowel syndrome 1018.76 399.25 1194 151597 163021 110273487
Muscle injury 997.69 399.25 1097 151694 139710 110296798
Impaired healing 995.78 399.25 1291 151500 195426 110241082
Bursitis 992.02 399.25 1053 151738 128865 110307643
Blood cholesterol increased 940.36 399.25 1216 151575 183569 110252939
Synovitis 939.30 399.25 1494 151297 272598 110163910
Pericarditis 937.30 399.25 1325 151466 217789 110218719
Breast cancer stage III 905.22 399.25 801 151990 78316 110358192
Swollen joint count increased 895.98 399.25 816 151975 82845 110353663
Injury 893.35 399.25 1161 151630 176104 110260404
C-reactive protein abnormal 869.84 399.25 982 151809 128713 110307795
Peripheral venous disease 861.08 399.25 800 151991 83317 110353191
Liver injury 859.42 399.25 1049 151742 149364 110287144
Wound infection 826.61 399.25 832 151959 95633 110340875
Rheumatoid factor positive 794.37 399.25 944 151847 130696 110305812
Dry mouth 730.56 399.25 1123 151668 198825 110237683
Blister 726.34 399.25 1201 151590 226175 110210333
Obesity 702.27 399.25 824 151967 112527 110323981
Hepatic enzyme increased 701.82 399.25 1439 151352 319453 110117055
Night sweats 689.56 399.25 887 151904 133096 110303412
Inflammation 685.91 399.25 1071 151720 192167 110244341
Ill-defined disorder 672.48 399.25 950 151841 155903 110280605
Wheezing 654.35 399.25 1224 151567 254006 110182502
Hypotension 652.26 399.25 15 152776 523834 109912674
Mobility decreased 636.75 399.25 1161 151630 236261 110200247
Hypercholesterolaemia 636.62 399.25 704 152087 90133 110346375
Stomatitis 635.10 399.25 1249 151542 268993 110167515
Deep vein thrombosis postoperative 634.06 399.25 578 152213 58713 110377795
Arthropathy 629.29 399.25 1290 151501 286232 110150276
Sleep disorder due to general medical condition, insomnia type 623.08 399.25 749 152042 104894 110331614
Cough 620.05 399.25 3 152788 461638 109974870
Grip strength decreased 615.46 399.25 652 152139 79522 110356986
Sciatica 614.83 399.25 697 152094 91702 110344806
Swelling 610.71 399.25 1436 151355 349605 110086903
Sleep disorder 604.57 399.25 1027 151764 197617 110238891
Hypoaesthesia 600.33 399.25 1334 151457 312889 110123619
Blepharospasm 589.04 399.25 536 152255 54315 110382193
Gait inability 587.49 399.25 828 151963 135548 110300960
Osteoarthritis 576.77 399.25 960 151831 181663 110254845
Infusion related reaction 573.74 399.25 1475 151316 379687 110056821
Live birth 570.85 399.25 586 152205 68898 110367610
Autoimmune disorder 550.19 399.25 559 152232 64924 110371584
Lung disorder 536.14 399.25 922 151869 179125 110257383
Musculoskeletal pain 514.76 399.25 914 151877 182109 110254399
Lower respiratory tract infection 506.26 399.25 1069 151722 242037 110194471
Road traffic accident 502.95 399.25 679 152112 106719 110329789
Alopecia 499.52 399.25 1363 151428 363390 110073118
Adjustment disorder with depressed mood 489.22 399.25 438 152353 43445 110393063
X-ray abnormal 484.50 399.25 410 152381 37707 110398801
Nail disorder 463.94 399.25 482 152309 57453 110379055
Dislocation of vertebra 461.12 399.25 423 152368 43298 110393210
Lower limb fracture 443.81 399.25 534 152257 74814 110361694
Maternal exposure during pregnancy 439.94 399.25 1040 151751 253843 110182665
Death 438.60 399.25 209 152582 698660 109737848
Taste disorder 436.16 399.25 494 152297 64893 110371615
Onychomadesis 432.13 399.25 416 152375 45247 110391261
Urticaria 416.09 399.25 1171 151620 317686 110118822
Discomfort 414.69 399.25 916 151875 213791 110222717
Contraindicated product administered 414.43 399.25 1000 151791 247267 110189241
C-reactive protein 414.00 399.25 340 152451 29991 110406517

FDA Adverse Event Reporting System (Pediatric)

None

Pharmacologic Action:

SourceCodeDescription
MeSH PA D005938 Glucocorticoids
MeSH PA D006728 Hormones
CHEBI has role CHEBI:35472 anti-inflammatory drug
CHEBI has role CHEBI:59683 antipruritic drug

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

None




🐶 Veterinary Drug Use

None

🐶 Veterinary products

None

Acid dissociation constants calculated using MoKa v3.0.0

Dissociation levelDissociation constantType (acidic/basic)
pKa1 11.06 acidic
pKa2 13.41 acidic

Orange Book patent data (new drug applications)

None

Orange Book exclusivity data (new drug applications)

None

Bioactivity Summary:

TargetClassPharosUniProtActionTypeActivity value
(-log[M])		Mechanism
action		Bioact sourceMoA source
Glucocorticoid receptor Nuclear hormone receptor AGONIST DRUGBANK CHEMBL

External reference:

IDSource
D01464 KEGG_DRUG
C0060494 UMLSCUI
CHEBI:31620 CHEBI
CHEMBL1200877 ChEMBL_ID
C005565 MESH_SUPPLEMENTAL_RECORD_UI
443980 PUBCHEM_CID
25113 RXNORM
002198 NDDF
004949 NDDF
116598007 SNOMEDCT_US
3037004 SNOMEDCT_US
395944001 SNOMEDCT_US
C0016294 UMLSCUI
DB00663 DRUGBANK_ID
7075 IUPHAR_LIGAND_ID
16490 PUBCHEM_CID
0DV09X6F21 UNII
CHEBI:34764 CHEBI
0DV09X6F21 INXIGHT DRUGS

Pharmaceutical products:

None