nimesulide 🐶 Veterinary Use | Indications/Contra | FAERs-F | FAERs-M | Orange Bk | BioActivity |

Stem definitionDrug idCAS RN
1935 51803-78-2

Description:

MoleculeDescription

Molfile Inchi Smiles

Synonyms:

  • nimesulide
  • mesulide
  • mesulid
  • nimsulid
  • sulidene
  • sulide
  • sulidan
  • Molecular weight: 308.31
  • Formula: C13H12N2O5S
  • CLOGP: 2.91
  • LIPINSKI: 0
  • HAC: 7
  • HDO: 1
  • TPSA: 101.22
  • ALOGS: -4.23
  • ROTB: 4

Drug dosage:

DoseUnitRoute
0.20 g O

ADMET properties:

PropertyValueReference
BDDCS (Biopharmaceutical Drug Disposition Classification System) 2 Benet LZ, Broccatelli F, Oprea TI
S (Water solubility) 0.01 mg/mL Benet LZ, Broccatelli F, Oprea TI
EoM (Fraction excreted unchanged in urine) 2 % Benet LZ, Broccatelli F, Oprea TI
MRTD (Maximum Recommended Therapeutic Daily Dose) 9.27 µM/kg/day Contrera JF, Matthews EJ, Kruhlak NL, Benz RD

Approvals:

DateAgencyCompanyOrphan
Jan. 1, 1985 YEAR INTRODUCED

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 abuse 112.83 24.66 54 2119 67556 56222338
Ductus arteriosus stenosis foetal 85.36 24.66 13 2160 162 56289732
Renal failure neonatal 84.36 24.66 13 2160 176 56289718
Neonatal respiratory acidosis 71.03 24.66 11 2162 154 56289740
Cyanosis neonatal 58.37 24.66 10 2163 269 56289625
Intentional self-injury 54.22 24.66 24 2149 24968 56264926
Bradycardia neonatal 52.93 24.66 11 2162 846 56289048
Neonatal respiratory distress syndrome 49.63 24.66 13 2160 2741 56287153
Gastritis erosive 40.56 24.66 13 2160 5564 56284330
Maximal voluntary ventilation abnormal 36.86 24.66 5 2168 25 56289869
Atrioventricular block complete 36.80 24.66 13 2160 7481 56282413
Duplicate therapy error 32.70 24.66 5 2168 64 56289830
Contraindication to medical treatment 32.33 24.66 7 2166 655 56289239
Tonsillar exudate 30.22 24.66 4 2169 16 56289878
Product dispensing issue 29.85 24.66 5 2168 117 56289777
Polyuria 29.26 24.66 11 2162 7540 56282354
Premature baby 27.92 24.66 14 2159 19191 56270703
Diabetic metabolic decompensation 26.42 24.66 7 2166 1541 56288353
Hepatocellular injury 26.34 24.66 15 2158 26499 56263395
Emphysema 26.29 24.66 11 2162 9965 56279929
Creatinine urine increased 26.21 24.66 5 2168 248 56289646
Abdominal pain upper 25.77 24.66 33 2140 178280 56111614
Complicated appendicitis 24.72 24.66 4 2169 75 56289819

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
Body mass index abnormal 57.13 37.69 9 1181 146 31696008
Ligament calcification 53.99 37.69 9 1181 211 31695943
Rash maculovesicular 53.09 37.69 7 1183 28 31696126
Lip erythema 50.88 37.69 7 1183 41 31696113
Confabulation 50.71 37.69 8 1182 131 31696023
Nasal mucosal disorder 44.64 37.69 7 1183 110 31696044
Ankylosing spondylitis 44.40 37.69 14 1176 5867 31690287
Drug abuse 44.40 37.69 32 1158 87726 31608428
Palmoplantar pustulosis 44.29 37.69 7 1183 116 31696038
Negativism 42.53 37.69 8 1182 379 31695775
Genital ulceration 41.71 37.69 7 1183 171 31695983
Spinal pain 37.69 37.69 12 1178 5183 31690971

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
Drug abuse 126.97 21.94 82 3319 147174 70777869
Renal failure neonatal 84.16 21.94 12 3389 71 70924972
Ductus arteriosus stenosis foetal 84.16 21.94 12 3389 71 70924972
Neonatal respiratory acidosis 70.75 21.94 10 3391 55 70924988
Bradycardia neonatal 68.19 21.94 10 3391 74 70924969
Cyanosis neonatal 63.15 21.94 9 3392 53 70924990
Intentional self-injury 61.16 21.94 30 3371 31620 70893423
Neonatal respiratory distress syndrome 57.21 21.94 10 3391 242 70924801
Ligament calcification 51.72 21.94 9 3392 212 70924831
Gastritis erosive 51.27 21.94 19 3382 10076 70914967
Body mass index abnormal 50.98 21.94 9 3392 231 70924812
Rash maculovesicular 50.79 21.94 7 3394 31 70925012
Premature baby 39.63 21.94 12 3389 3427 70921616
Confabulation 39.01 21.94 8 3393 462 70924581
Lip erythema 38.76 21.94 7 3394 205 70924838
Sacroiliitis 35.92 21.94 11 3390 3262 70921781
Nasal mucosal disorder 35.08 21.94 7 3394 352 70924691
Maximal voluntary ventilation abnormal 34.86 21.94 5 3396 31 70925012
Negativism 34.71 21.94 8 3393 798 70924245
Foetal exposure during pregnancy 33.79 21.94 12 3389 5633 70919410
Erosive duodenitis 33.11 21.94 9 3392 1753 70923290
Palmoplantar pustulosis 31.99 21.94 7 3394 552 70924491
Face oedema 31.58 21.94 18 3383 25621 70899422
Genital ulceration 30.43 21.94 7 3394 692 70924351
Enanthema 29.55 21.94 7 3394 786 70924257
Spinal pain 29.45 21.94 14 3387 13756 70911287
Mixed liver injury 28.95 21.94 11 3390 6238 70918805
Product dispensing issue 28.56 21.94 5 3396 122 70924921
Oral mucosa erosion 28.49 21.94 8 3393 1757 70923286
Tonsillar exudate 28.30 21.94 4 3397 22 70925021
Polyneuropathy in malignant disease 27.41 21.94 5 3396 155 70924888
Low birth weight baby 26.15 21.94 6 3395 587 70924456
Ankylosing spondylitis 25.39 21.94 12 3389 11634 70913409
Atrioventricular block complete 25.24 21.94 13 3388 15150 70909893
Drug interaction 25.17 21.94 56 3345 381385 70543658
Duplicate therapy error 25.01 21.94 5 3396 254 70924789
Angioedema 23.70 21.94 22 3379 66588 70858455
Stevens-Johnson syndrome 23.68 21.94 17 3384 35890 70889153
Disorientation 22.31 21.94 20 3381 57903 70867140
Contraindication to medical treatment 22.02 21.94 6 3395 1179 70923864
Neonatal respiratory distress 22.01 21.94 3 3398 12 70925031

FDA Adverse Event Reporting System (Pediatric)

None

Pharmacologic Action:

SourceCodeDescription
ATC M01AX17 MUSCULO-SKELETAL SYSTEM
ANTIINFLAMMATORY AND ANTIRHEUMATIC PRODUCTS
ANTIINFLAMMATORY AND ANTIRHEUMATIC PRODUCTS, NON-STEROIDS
Other antiinflammatory and antirheumatic agents, non-steroids
ATC M02AA26 MUSCULO-SKELETAL SYSTEM
TOPICAL PRODUCTS FOR JOINT AND MUSCULAR PAIN
TOPICAL PRODUCTS FOR JOINT AND MUSCULAR PAIN
Antiinflammatory preparations, non-steroids for topical use
MeSH PA D000700 Analgesics
MeSH PA D018712 Analgesics, Non-Narcotic
MeSH PA D000893 Anti-Inflammatory Agents
MeSH PA D000894 Anti-Inflammatory Agents, Non-Steroidal
MeSH PA D018501 Antirheumatic Agents
MeSH PA D016861 Cyclooxygenase Inhibitors
MeSH PA D004791 Enzyme Inhibitors
MeSH PA D018373 Peripheral Nervous System Agents
MeSH PA D018689 Sensory System Agents
CHEBI has role CHEBI:35475 non-steroidal anti-inflammatory agent
CHEBI has role CHEBI:50629 COX-2 inhibitor

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 6.03 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
Prostaglandin G/H synthase 2 Enzyme IC50 5.91 WOMBAT-PK
Prostaglandin G/H synthase 1 Enzyme IC50 5.42 CHEMBL
Sodium-dependent dopamine transporter Transporter Ki 4.93 DRUG MATRIX
Aromatase Enzyme IC50 4.57 WOMBAT-PK
cAMP-specific 3',5'-cyclic phosphodiesterase 4A Enzyme IC50 5.70 WOMBAT-PK
Myeloperoxidase Enzyme IC50 5.68 CHEMBL
Interstitial collagenase Enzyme IC50 4.63 DRUG MATRIX
Prostaglandin G/H synthase 1 Enzyme IC50 5.21 CHEMBL
Prostaglandin G/H synthase 2 Enzyme IC50 6.40 CHEMBL
Sodium-dependent neutral amino acid transporter B(0)AT1 Transporter INHIBITOR IC50 4.64 IUPHAR
Dipeptidyl peptidase 3 Enzyme Ki 4.16 CHEMBL

External reference:

IDSource
D01049 KEGG_DRUG
C0132515 UMLSCUI
CHEBI:44445 CHEBI
NIM PDB_CHEM_ID
CHEMBL56367 ChEMBL_ID
DB04743 DRUGBANK_ID
C012655 MESH_SUPPLEMENTAL_RECORD_UI
4495 PUBCHEM_CID
7401 IUPHAR_LIGAND_ID
4885 INN_ID
V4TKW1454M UNII
53694 RXNORM
004182 NDDF
703479000 SNOMEDCT_US
703480002 SNOMEDCT_US

Pharmaceutical products:

None