valdecoxib indications/contra

Stem definitionDrug idCAS RN
selective cyclo-oxygenase inhibitors 2799 181695-72-7

Description:

MoleculeDescription

Molfile Inchi Smiles

Synonyms:

  • valdecoxib
  • valecoxib
a COX-2 inhibitor
  • Molecular weight: 314.36
  • Formula: C16H14N2O3S
  • CLOGP: 1.83
  • LIPINSKI: 0
  • HAC: 5
  • HDO: 1
  • TPSA: 86.19
  • ALOGS: -3.96
  • ROTB: 3

Drug dosage:

DoseUnitRoute
10 mg O

Approvals:

DateAgencyCompanyOrphan
Nov. 16, 2001 FDA

FDA Adverse Event Reporting System

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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
Coma 86.91 83.00 17 60 12535 3373247

Pharmacologic Action:

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SourceCodeDescription
ATC M01AH03 MUSCULO-SKELETAL SYSTEM
ANTIINFLAMMATORY AND ANTIRHEUMATIC PRODUCTS
ANTIINFLAMMATORY AND ANTIRHEUMATIC PRODUCTS, NON-STEROIDS
Coxibs
MeSH PA D000700 Analgesics
MeSH PA D018712 Analgesics, Non-Narcotic
CHEBI has role CHEBI:35475 non-steroidal anti-inflammatory drug
CHEBI has role CHEBI:35481 non-narcotic analgesic
CHEBI has role CHEBI:35842 antirheumatic drug
CHEBI has role CHEBI:35493 antipyretic
MeSH PA D000893 Anti-Inflammatory Agents
MeSH PA D000894 Anti-Inflammatory Agents, Non-Steroidal
MeSH PA D018501 Antirheumatic Agents
MeSH PA D052246 Cyclooxygenase 2 Inhibitors
MeSH PA D016861 Cyclooxygenase Inhibitors
MeSH PA D004791 Enzyme Inhibitors
MeSH PA D018373 Peripheral Nervous System Agents
MeSH PA D018689 Sensory System Agents

Drug Use (View source of the data)

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DiseaseRelationSNOMED_IDDOID
Acute postoperative pain indication 107401000119105
Rheumatoid arthritis off-label use 69896004 DOID:7148
Dysmenorrhea off-label use 266599000
Osteoarthritis off-label use 396275006 DOID:381

Acid dissociation constants calculated using MoKa v3.0.0

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Dissociation levelDissociation constantType (acidic/basic)
pKa1 9.85 acidic

Orange Book patent data (new drug applications)

None

Orange Book exclusivity data (new drug applications)

None

Bioactivity Summary:

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TargetClassPharosUniProtActionTypeActivity value
(-log[M])
Mechanism
action
Bioact sourceMoA source
Prostaglandin G/H synthase 2 Enzyme INHIBITOR IC50 8.30 WOMBAT-PK CHEMBL
Sodium-dependent noradrenaline transporter Transporter Ki 5.54 DRUG MATRIX
Carbonic anhydrase 12 Enzyme Ki 7.89 CHEMBL
Carbonic anhydrase 4 Enzyme Ki 5.87 CHEMBL
Carbonic anhydrase 13 Enzyme Ki 6.37 CHEMBL
Prostaglandin G/H synthase 1 Enzyme IC50 4.57 CHEMBL
Cytochrome c oxidase subunit 2 Enzyme IC50 5.96 CHEMBL
Carbonic anhydrase 3 Enzyme Ki 4.11 CHEMBL
Carbonic anhydrase 5A, mitochondrial Enzyme Ki 6.04 CHEMBL
Carbonic anhydrase 14 Enzyme Ki 6.97 CHEMBL
Carbonic anhydrase 7 Enzyme Ki 5.41 CHEMBL
Carbonic anhydrase 1 Enzyme Ki 4.27 CHEMBL
Carbonic anhydrase 5B, mitochondrial Enzyme Ki 7.06 CHEMBL
Carbonic anhydrase 6 Enzyme Ki 6.24 CHEMBL
Carbonic anhydrase 9 Enzyme IC50 7.57 WOMBAT-PK
Carbonic anhydrase 2 Enzyme IC50 7.37 WOMBAT-PK
5-hydroxytryptamine receptor 2B GPCR Ki 5.74 PDSP
Carbonic anhydrase 13 Enzyme Ki 6.37 CHEMBL
Carbonic anhydrase Enzyme Ki 4.21 CHEMBL
Alpha carbonic anhydrase Unclassified Ki 7.54 CHEMBL
Probable transmembrane carbonic anhydrase (Carbonate dehydratase) (Carbonic dehydratase); Transmembrane carbonic anhydrase Enzyme Ki 5.11 CHEMBL
Astrosclerin-3 Unclassified Ki 6.29 CHEMBL
Beta-carbonic anhydrase 1 Enzyme Ki 4.89 CHEMBL
Carbonic anhydrase Unclassified Ki 5.24 CHEMBL
Delta carbonic anhydrase Unclassified Ki 6.42 CHEMBL
Carbonic anhydrase Enzyme Ki 6.18 CHEMBL
Carbonic anhydrase 15 Enzyme Ki 7.18 CHEMBL
Cytochrome c oxidase subunit 1 Unclassified IC50 4.02 CHEMBL
Carbonic anhydrase Enzyme Ki 7.37 CHEMBL
Carbonic anhydrase Enzyme Ki 6.89 CHEMBL
Carbonic anhydrase 2 Enzyme Ki 6.17 CHEMBL
Carbonic anhydrase 4 Enzyme Ki 6.47 CHEMBL
Carbonic anhydrase Unclassified Ki 6.79 CHEMBL
Carbonic anhydrase Enzyme Ki 7.01 CHEMBL

External reference:

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IDSource
DB00580 DRUGBANK_ID
2894 IUPHAR_LIGAND_ID
4021284 VUID
N0000148721 NUI
C0913246 UMLSCUI
D02709 KEGG_DRUG
2919279Q3W UNII
7815 INN_ID
CHEMBL865 ChEMBL_ID
d04778 MMSL
16210 MMSL
278567 RXNORM
4021284 VANDF
385583007 SNOMEDCT_US
385584001 SNOMEDCT_US
N0000010186 NDFRT
N0000148721 NDFRT
009503 NDDF
119607 PUBCHEM_CID
C406224 MESH_SUPPLEMENTAL_RECORD_UI
CHEBI:63634 CHEBI
COX PDB_CHEM_ID

Pharmaceutical products:

None