INDOMETHACIN

Search structure
Synonyms:
Status: Approved (1965)
Entry Type: Small molecule
Molecule Category: UNKNOWN
UNII: XXE1CET956

Structure
InChI Key CGIGDMFJXJATDK-UHFFFAOYSA-N
Smile COc1ccc2c(c1)c(CC(=O)O)c(C)n2C(=O)c1ccc(Cl)cc1
InChI
InChI=1S/C19H16ClNO4/c1-11-15(10-18(22)23)16-9-14(25-2)7-8-17(16)21(11)19(24)12-3-5-13(20)6-4-12/h3-9H,10H2,1-2H3,(H,22,23)

Physicochemical Descriptors

Property Name Value
Molecular Formula C19H16ClNO4
Molecular Weight 357.79
AlogP 3.93
Hydrogen Bond Acceptor 4.0
Hydrogen Bond Donor 1.0
Number of Rotational Bond 4.0
Polar Surface Area 68.53
Molecular species ACID
Aromatic Rings 3.0
Heavy Atoms 25.0

Pharmacology

Action Mechanism of Action Reference
INHIBITOR Cyclooxygenase inhibitor
Targets EC50(nM) IC50(nM) Kd(nM) Ki(nM) Inhibition(%)
Enzyme Cytochrome P450 Cytochrome P450 family 2 Cytochrome P450 family 2C Cytochrome P450 2C8
- - - - 14
Enzyme Cytochrome P450 Cytochrome P450 family 5 Cytochrome P450 family 5A Cytochrome P450 5A1
- 100 - - -
Enzyme Hydrolase
- 250000 - - 7.266
Enzyme Isomerase
- 40600 - - -
Enzyme Ligase
- - - 0.15 -
Enzyme Lyase
- - - 18100-24400 -
Enzyme Oxidoreductase
- 0.14-25703957.83 253 1500 8-100
Enzyme Protease Aspartic protease Aspartic protease AD clan Aspartic protease A22A subfamily Aspartic protease A22A regulatory subfamily
- - - - 53
Enzyme Transferase
- - 129050 - 0
Enzyme
- 0.14-25703957.83 129050 18100-24400 8-100
Epigenetic regulator Eraser Histone deacetylase HDAC class IIb
- - - - -33.51--1.98
Ion channel Other ion channel Miscellaneous ion channel Presenilin ER Ca2+ leak channel family
- - - - 53
Ion channel Voltage-gated ion channel Potassium channels Voltage-gated potassium channel
- 301995.17 - - -
Ion channel Voltage-gated ion channel Voltage-gated sodium channel
- - - - 3.3-11.2
Membrane receptor Family A G protein-coupled receptor Small molecule receptor (family A GPCR) Lipid-like ligand receptor (family A GPCR) Leukotriene receptor
- 28800-28800 - - -
Membrane receptor Family A G protein-coupled receptor Small molecule receptor (family A GPCR) Lipid-like ligand receptor (family A GPCR) Prostanoid receptor
389 - - 50-8000 -
Secreted protein
- 50 700-120000 15135612484362.07 -
Transcription factor Nuclear receptor Nuclear hormone receptor subfamily 1 Nuclear hormone receptor subfamily 1 group C Nuclear hormone receptor subfamily 1 group C member 3
50000 - - - -
Transcription factor Nuclear receptor Nuclear hormone receptor subfamily 3 Nuclear hormone receptor subfamily 3 group C Nuclear hormone receptor subfamily 3 group C member 4
0.14 - - - -
Transporter Electrochemical transporter SLC superfamily of solute carriers SLC21/SLCO family of organic anion transporting polypeptides
- 12000 - 1000000 48.6-50.32
Transporter Electrochemical transporter SLC superfamily of solute carriers SLC22 family of organic cation and anion transporters
- 3000 - 4200-10000 -
Transporter Electrochemical transporter SLC superfamily of solute carriers SLC47 family of multidrug and toxin extrusion transporters
- - - - 6
Transporter Primary active transporter ATP-binding cassette ABCB subfamily
- 42000-49320 - - -
Transporter Primary active transporter ATP-binding cassette ABCC subfamily
- 12000-12600 - - -
Transporter Primary active transporter Oxidoreduction-driven transporters
- 70-610 - - -

Indications

Mesh Heading Maximum Phase Mesh ID Reference
Pancreatitis 3 D010195 ClinicalTrials
Premature Birth 3 D047928 ClinicalTrials
Renal Colic 3 D056844 ClinicalTrials
Inflammation 3 D007249 ClinicalTrials
Pancreatitis 3 D010195 ClinicalTrials
Hemorrhage 3 D006470 ClinicalTrials
Squamous Cell Carcinoma of Head and Neck 3 D000077195 ClinicalTrials
Severe Acute Respiratory Syndrome 3 D045169 ClinicalTrials
Alzheimer Disease 3 D000544 ClinicalTrials
Prostatic Neoplasms 2 D011471 ClinicalTrials
Histiocytosis, Langerhans-Cell 2 D006646 ClinicalTrials
Carcinoma, Squamous Cell 2 D002294 ClinicalTrials
Prostatic Neoplasms 2 D011471 ClinicalTrials
Melanoma 2 D008545 ClinicalTrials
Toothache 2 D014098 ClinicalTrials
Prostatic Neoplasms, Castration-Resistant 2 D064129 ClinicalTrials
Squamous Intraepithelial Lesions 2 D000081483 ClinicalTrials
Pancreatitis, Chronic 1 D050500 ClinicalTrials
Breast Neoplasms 1 D001943 ClinicalTrials
Colitis, Ulcerative 1 D003093 ClinicalTrials
Asthma 1 D001249 ClinicalTrials
Lecithin Cholesterol Acyltransferase Deficiency 1 D007863 ClinicalTrials
Hypotension, Orthostatic 1 D007024 ClinicalTrials

Related Entries

Scaffolds

Cross References

Resources Reference
ChEBI 49662
ChEMBL CHEMBL6
DrugBank DB00328
DrugCentral 1440
EPA CompTox DTXSID9020740
FDA SRS XXE1CET956
Human Metabolome Database HMDB14473
Guide to Pharmacology 1909
KEGG C01926
PDB IMN
PharmGKB PA449982
PubChem 3715
SureChEMBL SCHEMBL9300
ZINC ZINC000000601283
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