BindingDB BDBM17638 2-{1-[(4-chlorophenyl)carbonyl]-5-methoxy-2-methyl-1H-indol-3-yl}acetic acid::CHEMBL6::Indocin::Indomethacin::US11478464, Compound Indomethacin::US11786535, Compound Indomethacin::US9271961, Indomethacin::indometacin

BDBM17638 2-{1-[(4-chlorophenyl)carbonyl]-5-methoxy-2-methyl-1H-indol-3-yl}acetic acid::CHEMBL6::Indocin::Indomethacin::US11478464, Compound Indomethacin::US11786535, Compound Indomethacin::US9271961, Indomethacin::indometacin

SMILES COc1ccc2n(C(=O)c3ccc(Cl)cc3)c(C)c(CC(O)=O)c2c1

InChI Key InChIKey=CGIGDMFJXJATDK-UHFFFAOYSA-N

Data 61 KI 428 IC50 5 Kd 3 EC50

PDB links: 24 PDB IDs match this monomer.

Activity Spreadsheet -- Enzyme Inhibition Constant Data from BindingDB

Found 4 hits for monomerid = 17638

Prostaglandin G/H synthase 1(Homo sapiens (Human))
University Jena

Curated by ChEMBL

BDBM17638(2-{1-[(4-chlorophenyl)carbonyl]-5-methoxy-2-methyl...)

IC50: 1.20E+3nMAssay Description:Inhibition of COX1-mediated PGF2alpha formation in LPS-stimulated human monocytes preincubated for 15 mins before arachidonic acid substrate addition...More data for this Ligand-Target Pair

PDB Reactome pathway
UniProtKB/SwissProt
antibodypedia GoogleScholar

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Prostaglandin G/H synthase 1(Homo sapiens (Human))
University Jena

Curated by ChEMBL

BDBM17638(2-{1-[(4-chlorophenyl)carbonyl]-5-methoxy-2-methyl...)

IC50: 1.20E+3nMAssay Description:Inhibition of COX1-mediated PGD2 formation in LPS-stimulated human monocytes preincubated for 15 mins before arachidonic acid substrate addition meas...More data for this Ligand-Target Pair

PDB Reactome pathway
UniProtKB/SwissProt
antibodypedia GoogleScholar

Purchase ChEBI
CHEMBL DrugBank MCE
KEGG MMDB PC cid PC sid PDB Patents Similars

Details Article PubMed

Prostaglandin G/H synthase 2(Homo sapiens (Human))
University Jena

Curated by ChEMBL

BDBM17638(2-{1-[(4-chlorophenyl)carbonyl]-5-methoxy-2-methyl...)

IC50: 1.20E+3nMAssay Description:Inhibition of COX2-mediated PGF2alpha formation in LPS-stimulated human monocytes preincubated for 15 mins before arachidonic acid substrate addition...More data for this Ligand-Target Pair

PDB MMDB NCI pathway Reactome pathway KEGG
UniProtKB/SwissProt
B.MOAD DrugBank antibodypedia GoogleScholar

Purchase ChEBI
CHEMBL DrugBank MCE
KEGG MMDB PC cid PC sid PDB Patents Similars

Details Article PubMed DrugBank
PDB

3D Structure (crystal)

Prostaglandin G/H synthase 2(Homo sapiens (Human))
University Jena

Curated by ChEMBL

BDBM17638(2-{1-[(4-chlorophenyl)carbonyl]-5-methoxy-2-methyl...)

IC50: 1.20E+3nMAssay Description:Inhibition of COX2-mediated PGD2 formation in LPS-stimulated human monocytes preincubated for 15 mins before arachidonic acid substrate addition meas...More data for this Ligand-Target Pair

PDB MMDB NCI pathway Reactome pathway KEGG
UniProtKB/SwissProt
B.MOAD DrugBank antibodypedia GoogleScholar

Purchase ChEBI
CHEMBL DrugBank MCE
KEGG MMDB PC cid PC sid PDB Patents Similars

Details Article PubMed DrugBank
PDB

3D Structure (crystal)

Filter my 496 hits

Targets 55▿
- Prostaglandin G/H synthase 2 181
- Prostaglandin G/H synthase 1 174
- Prostaglandin G/H synthase 1/2 20
- Prostaglandin E2 receptor EP2 subtype 13
- Aldo-keto reductase family 1 member C3 11
- Polyunsaturated fatty acid 5-lipoxygenase 9
- Aldo-keto reductase family 1 member C2 6
- Nitric oxide synthase, inducible 5
- Prostaglandin E2 receptor EP3 subtype 4
- Aldo-keto reductase family 1 member C1 4
- Solute carrier family 22 member 6 3
- Prostaglandin D2 receptor 3
- Albumin 3
- Prostaglandin D2 receptor 2 3
- Solute carrier organic anion transporter family member 1B1 3
- Lactoylglutathione lyase 3
- Bile salt export pump 3
- Multidrug resistance-associated protein 1 2
- Prostaglandin E2 receptor EP4 subtype 2
- Thromboxane-A synthase 2
- Phospholipase A2, major isoenzyme 2
- Cytochrome c oxidase subunit 2 2
- Aldo-keto reductase family 1 member C4 2
- Prostaglandin E2 receptor EP1 subtype 2
- Uracil nucleotide/cysteinyl leukotriene receptor 2
- Solute carrier organic anion transporter family member 2B1 2
- Solute carrier organic anion transporter family member 1B3 2
- Prostaglandin G/H synthase 1 [582-599] 1
- Solute carrier family 22 member 8 1
- Prostaglandin G/H synthase 2 [18-604,S516A] 1
- Interleukin-8 1
- Potassium voltage-gated channel subfamily H member 2 1
- Epidermal growth factor receptor 1
- Solute carrier organic anion transporter family member 1A3 1
- Prostaglandin E synthase 1
- Aldo-keto reductase family 1 member B1 [K65Q] 1
- Cytosolic phospholipase A2 gamma 1
- Dehydrogenase/reductase SDR family member 9 1
- Prostaglandin G/H synthase 2 [18-604,Y541F] 1
- Serum paraoxonase/arylesterase 1 1
- Peroxisome proliferator-activated receptor gamma 1
- Prostaglandin G/H synthase 2 [18-604,V509I] 1
- Phospholipase A2 1
- Prostaglandin G/H synthase 2 [18-604,R106Q] 1
- Multidrug and toxin extrusion protein 1 1
- Prostaglandin-H2 D-isomerase 1
- ATP-binding cassette sub-family C member 3 1
- ATP-binding cassette sub-family C member 4 1
- ATP-binding cassette sub-family C member 2 1
- Cannabinoid receptor 1 1
- Bifunctional epoxide hydrolase 2 1
- Androgen receptor 1
- Aldo-keto reductase family 1 member B1 1
- Prostaglandin G/H synthase 2 [18-504,V335L] 1
- Cannabinoid receptor 2 1
- ...
Publications 50▿
- J Pharmacol Exp Ther 290: 551-60 (1999) 14
- ACS Chem Biol 11: 3052-3060 (2016) 9
- J Pharmacol Exp Ther 296: 558-66 (2001) 8
- J Med Chem 56: 2429-46 (2013) 6
- Bioorg Med Chem Lett 14: 4557-62 (2004) 6
- J Med Chem 55: 4740-63 (2012) 6
- Bioorg Med Chem 19: 4574-88 (2011) 5
- J Med Chem 55: 7746-58 (2012) 5
- J Med Chem 63: 11305-11329 (2020) 4
- Bioorg Med Chem Lett 9: 1773-8 (1999) 4
- Bioorg Med Chem 18: 3910-24 (2010) 4
- Bioorg Med Chem Lett 9: 3181-6 (1999) 4
- J Nat Prod 61: 2-7 (1998) 4
- Bioorg Med Chem Lett 14: 1201-3 (2004) 4
- ACS Med Chem Lett 10: 437-443 (2019) 4
- J Med Chem 55: 8152-63 (2012) 4
- J Med Chem 40: 819-24 (1997) 4
- J Med Chem 42: 1151-60 (1999) 4
- J Med Chem 42: 1161-9 (1999) 4
- Bioorg Med Chem Lett 16: 4440-3 (2006) 4
- J Nat Prod 75: 716-21 (2012) 4
- J Med Chem 45: 1402-11 (2002) 4
- J Med Chem 57: 5638-48 (2014) 4
- ACS Med Chem Lett 4: 486-490 (2013) 4
- Bioorg Med Chem Lett 8: 2777-82 (1999) 3
- Proc Natl Acad Sci U S A 96: 7563-8 (1999) 3
- ACS Med Chem Lett 2: 353-357 (2011) 3
- Bioorg Med Chem Lett 9: 3187-92 (1999) 3
- J Med Chem 46: 3463-75 (2003) 3
- Bioorg Med Chem Lett 7: 57-62 (1997) 3
- J Med Chem 35: 3148-55 (1992) 3
- Bioorg Med Chem Lett 9: 1715-20 (1999) 3
- Eur J Med Chem 101: 81-95 (2015) 3
- Toxicol Sci 136: 216-41 (2013) 3
- Proc Natl Acad Sci U S A 97: 925-30 (2000) 3
- US Patent US9271961 (2016) 3
- ACS Med Chem Lett 6: 1086-90 (2015) 3
- Bioorg Med Chem Lett 3: 2087-2092 (1993) 3
- Bioorg Med Chem Lett 3: 711-716 (1993) 3
- J Med Chem 54: 2060-8 (2011) 3
- Bioorg Med Chem Lett 17: 2558-60 (2007) 3
- Eur J Med Chem 45: 4058-64 (2010) 2
- Bioorg Med Chem Lett 18: 85-9 (2008) 2
- Bioorg Med Chem 28: (2020) 2
- Bioorg Med Chem Lett 22: 2154-9 (2012) 2
- Bioorg Med Chem Lett 22: 6745-9 (2012) 2
- Bioorg Med Chem 57: (2022) 2
- Eur J Med Chem 171: 25-37 (2019) 2
- Bioorg Med Chem Lett 24: 5324-9 (2015) 2
- J Med Chem 48: 4061-7 (2005) 2
- ...
Institutions 36▿
- Merck Frosst Centre For Therapeutic Research 43
- TBA 12
- Minase Research Institute 11
- Uppsala University 10
- Vanderbilt Institute of Chemical Biology, Vanderbilt University School of Medicine 9
- Warner-Lambert 8
- Vanderbilt University School Of Medicine 6
- University Of Auckland 5
- National Research Institute Of Chinese Medicine 4
- University Of Alberta 4
- Abbott Laboratories 4
- Hokkaido University 4
- University Jena 4
- Laboratorios Menarini 4
- China Pharmaceutical University 4
- University Of Turin 4
- Gifu Pharmaceutical University 4
- Universit£ 4
- Vanderbilt University 4
- Indian Institute Of Technology (Banaras Hindu University) 3
- Amgen 3
- University of Pennsylvania 3
- Dupont Pharmaceuticals 3
- Vanderbilt University School of Medicine 3
- Sichuan University 3
- Domp&Egrove 3
- St. Bartholomew'S and The Royal London School of Medicine and Dentistry 3
- Guangzhou Institutes Of Biomedicine And Health 3
- Institute For Natural Product Research And Infection Biology 3
- Kle University 2
- Assiut University 2
- University Of Hyderabad Campus 2
- University Of Karachi 2
- Cairo University 2
- Guru Nanak Dev University 2
- Georgia Institute Of Technology 2
- ...
Affinity: 0.14 to 6.3E+8 nM▿
- Ki 61
- IC50 428
- Kd 5
- EC50 3
- Affinity ≤ nM
Xtal structures: 1
Docked structures: 1
Catalog Cmpds: 1