DOI [Ligand Id: 147] activity data from GtoPdb and ChEMBL

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ChEMBL ligand: CHEMBL6616 (Racemic DOI)
  • Monoamine oxidase A in Rat [ChEMBL: CHEMBL3358] [UniProtKB: P21396]
  • This target only has 0 pki data point
  • 0
1 CHEMBL6616_lig_chart_1 Monoamine oxidase A Rat
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  • 5-HT1A receptor/Serotonin 1a (5-HT1a) receptor in Human [ChEMBL: CHEMBL214] [GtoPdb: 1] [UniProtKB: P08908]
  • This target only has 0 pki data point
  • 0
2 CHEMBL6616_lig_chart_2 Serotonin 1a (5-HT1a) receptor Human
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  • 5-HT2A receptor/Serotonin 2a (5-HT2a) receptor in Human [ChEMBL: CHEMBL224] [GtoPdb: 6] [UniProtKB: P28223]
  • 5-HT2A receptor/Serotonin 2a (5-HT2a) receptor in Mouse [ChEMBL: CHEMBL5377] [GtoPdb: 6] [UniProtKB: P35363]
  • 5-HT2A receptor/Serotonin 2a (5-HT2a) receptor in Rat [ChEMBL: CHEMBL322] [GtoPdb: 6] [UniProtKB: P14842]
  • 7.72
3 CHEMBL6616_lig_chart_3 Serotonin 2a (5-HT2a) receptor HumanMouseRat
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  • 5-HT2B receptor/Serotonin 2b (5-HT2b) receptor in Human [ChEMBL: CHEMBL1833] [GtoPdb: 7] [UniProtKB: P41595]
  • 5-HT2B receptor in Rat [GtoPdb: 7] [UniProtKB: P30994]
  • 7.6
4 CHEMBL6616_lig_chart_4 Serotonin 2b (5-HT2b) receptor HumanRat
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  • 5-HT2C receptor/Serotonin 2c (5-HT2c) receptor in Human [ChEMBL: CHEMBL225] [GtoPdb: 8] [UniProtKB: P28335]
  • 5-HT2C receptor/Serotonin 2c (5-HT2c) receptor in Mouse [ChEMBL: CHEMBL3006] [GtoPdb: 8] [UniProtKB: P34968]
  • 5-HT2C receptor/Serotonin 2c (5-HT2c) receptor in Rat [ChEMBL: CHEMBL324] [GtoPdb: 8] [UniProtKB: P08909]
  • 7.52
5 CHEMBL6616_lig_chart_5 Serotonin 2c (5-HT2c) receptor HumanMouseRat
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  • 5-HT5A receptor/Serotonin 5a (5-HT5a) receptor in Human [ChEMBL: CHEMBL3426] [GtoPdb: 10] [UniProtKB: P47898]
  • This target only has 1 pki data point
  • 6
6 CHEMBL6616_lig_chart_6 Serotonin 5a (5-HT5a) receptor Human
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  • 5-ht1e receptor in Human [GtoPdb: 4] [UniProtKB: P28566]
  • This target only has 1 pki data point
  • 5.8
7 CHEMBL6616_lig_chart_7 5-ht1e receptor Human
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  • 5-HT1F receptor in Human [GtoPdb: 5] [UniProtKB: P30939]
  • This target only has 1 pki data point
  • 5.8
8 CHEMBL6616_lig_chart_8 5-HT1F receptor Human
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DB Assay description Assay Type Standard value Standard parameter Original value Original units Original parameter Reference
Monoamine oxidase A in Rat (target type: SINGLE PROTEIN) [ChEMBL: CHEMBL3358] [UniProtKB: P21396]
ChEMBL Inhibitory concentration against monoamine oxidase A in rat brain mitochondrial suspension B 4.36 pIC50 44000 nM IC50 J. Med. Chem. (2005) 48: 2407-2419 [PMID:15801832]
5-HT1A receptor/Serotonin 1a (5-HT1a) receptor in Human (target type: SINGLE PROTEIN) [ChEMBL: CHEMBL214] [GtoPdb: 1] [UniProtKB: P08908]
ChEMBL Binding affinity to 5HT1A receptor B 5.3 pKd 5011.87 nM Kd J. Med. Chem. (2009) 52: 6107-6125 [PMID:19754201]
5-HT2A receptor/Serotonin 2a (5-HT2a) receptor in Human (target type: SINGLE PROTEIN) [ChEMBL: CHEMBL224] [GtoPdb: 6] [UniProtKB: P28223]
ChEMBL Displacement of [3H]ketanserein from 5HT2A receptor F340L mutant expressed in NIH3T3 cells B 4.86 pKi 13700 nM Ki J. Med. Chem. (2008) 51: 6808-6828 [PMID:18847250]
ChEMBL Displacement of [3H]ketanserin from human 5HT2A receptor expressed in human A549 cells B 7.54 pKi 29 nM Ki Bioorg. Med. Chem. (2008) 16: 6116-6123 [PMID:18468904]
ChEMBL Displacement of [3H]INBMeO from human 5HT2A receptor expressed in human A549 cells B 7.55 pKi 28 nM Ki Bioorg. Med. Chem. (2008) 16: 6116-6123 [PMID:18468904]
ChEMBL Displacement of [3H]INBMeO from human 5HT2A receptor expressed in human HEK293 cells B 7.85 pKi 14 nM Ki Bioorg. Med. Chem. (2008) 16: 6116-6123 [PMID:18468904]
ChEMBL Displacement of [3H]ketanserin from human 5HT2A receptor expressed in human HEK293 cells B 7.89 pKi 13 nM Ki Bioorg. Med. Chem. (2008) 16: 6116-6123 [PMID:18468904]
ChEMBL Displacement of [3H]ketanserin from 5HT2A receptor expressed in NIH3T3 cells B 9.04 pKi 0.92 nM Ki J. Med. Chem. (2008) 51: 6808-6828 [PMID:18847250]
ChEMBL Displacement of [125I]DOI from recombinant human 5HT2A expressed in Syrian hamster AV12 cell membranes B 9.15 pKi 0.7 nM Ki J Med Chem (2017) 60: 2605-2628 [PMID:28244748]
GtoPdb - - 9.2 pKi 0.63 nM Ki Biochem Pharmacol (1996) 51: 71-6 [PMID:8534270];
Mol Pharmacol (1990) 38: 604-9 [PMID:2233697];
Naunyn Schmiedebergs Arch Pharmacol (1999) 359: 1-6 [PMID:9933142]
ChEMBL Binding activity against cloned human 5-hydroxytryptamine 2A receptor using [125I]DOI as the radioligand. B 9.34 pKi 0.46 nM Ki J. Med. Chem. (1998) 41: 5148-5149 [PMID:9857084]
ChEMBL Partial agonist activity at human 5-HT2A receptor expressed in HEK293 cells preincubated for 1 hr at 37 degC followed by incubated for 15 mins at room temperature by IP-One assay B 8.2 pEC50 6.31 nM EC50 Bioorg. Med. Chem. (2015) 23: 3933-3937 [PMID:25583099]
5-HT2A receptor/Serotonin 2a (5-HT2a) receptor in Mouse (target type: SINGLE PROTEIN) [ChEMBL: CHEMBL5377] [GtoPdb: 6] [UniProtKB: P35363]
ChEMBL Percent of maximum stimulation of phosphatidylinositol turnover at cloned 5-hydroxytryptamine 2A receptor in 3T3 cells F 6.92 pKd 119 nM K aff J. Med. Chem. (1994) 37: 4346-4351 [PMID:7996545]
5-HT2A receptor/Serotonin 2a (5-HT2a) receptor in Rat (target type: SINGLE PROTEIN) [ChEMBL: CHEMBL322] [GtoPdb: 6] [UniProtKB: P14842]
GtoPdb - - 7.1 pKi - - - Mol Pharmacol (2000) 58: 877-86 [PMID:11040033]
ChEMBL Displacement of [3H]ketanserin from 5HT2A receptor in Sprague-Dawley rat brain by liquid scintillation spectroscopy B 7.72 pKi 19 nM Ki Bioorg. Med. Chem. (2008) 16: 4661-4669 [PMID:18296055]
ChEMBL Displacement of [3H]ketanserin from 5HT2A in Sprague-Dawley rat cortex membranes measured after 15 mins B 7.72 pKi 19 nM Ki J Med Chem (2017) 60: 2605-2628 [PMID:28244748]
ChEMBL Displacement of [3H]DOB from 5HT2A in Sprague-Dawley rat cortex membranes measured after 15 mins by scintillation counting method B 9.15 pKi 0.7 nM Ki J Med Chem (2017) 60: 2605-2628 [PMID:28244748]
5-HT2B receptor/Serotonin 2b (5-HT2b) receptor in Human (target type: SINGLE PROTEIN) [ChEMBL: CHEMBL1833] [GtoPdb: 7] [UniProtKB: P41595]
ChEMBL Binding activity against cloned human 5-hydroxytryptamine 2B receptor using [3H]5-HT as the radioligand. B 7.37 pKi 42.7 nM Ki J. Med. Chem. (1998) 41: 5148-5149 [PMID:9857084]
GtoPdb - - 7.7 pKi 19.9 nM Ki Naunyn Schmiedebergs Arch Pharmacol (1999) 359: 1-6 [PMID:9933142];
Mol Pharmacol (1994) 46: 227-34 [PMID:8078486];
Br J Pharmacol (2003) 140: 277-84 [PMID:12970106]
ChEMBL Displacement of radiolabeled DOI from human 5HT2B receptor agonist site F 8.46 pKi 3.5 nM Ki J. Med. Chem. (2008) 51: 7094-7098 [PMID:18983139]
ChEMBL Displacement of [125I](+/-)-DOI from human 5HT2B receptor B 8.7 pKi 2 nM Ki J. Med. Chem. (2011) 54: 5320-5334 [PMID:21726069]
ChEMBL Binding affinity to human 5-HT2B receptor by radioligand displacement assay B 8.7 pKi 2 nM Ki Eur. J. Med. Chem. (2013) 63: 85-94 [PMID:23466604]
ChEMBL Displacement of [125I](+/-)DOI from human recombinant 5-HT2B receptor expressed in CHO cells after 60 mins by scintillation counting B 8.8 pKi 1.6 nM Ki J Med Chem (2017) 60: 349-361 [PMID:27997171]
ChEMBL Binding affinity to human 5-HT2B receptor by radioligand displacement assay B 8.4 pIC50 4 nM IC50 Eur. J. Med. Chem. (2013) 63: 85-94 [PMID:23466604]
ChEMBL Displacement of radiolabeled DOI from human 5HT2B receptor agonist site F 8.46 pIC50 3.5 nM IC50 J. Med. Chem. (2008) 51: 7094-7098 [PMID:18983139]
ChEMBL Binding affinity to human 5-HT2B receptor by radioligand displacement assay B 8.49 pIC50 3.2 nM IC50 Bioorg. Med. Chem. (2013) 21: 2764-2771 [PMID:23582449]
ChEMBL Displacement of [125I](+/-)DOI from human recombinant 5-HT2B receptor expressed in CHO cells after 60 mins by scintillation counting B 8.49 pIC50 3.2 nM IC50 J Med Chem (2017) 60: 349-361 [PMID:27997171]
ChEMBL Displacement of [125I](+/-)DOI from human recombinant 5-HT2B receptor expressed in CHO cells B 8.6 pIC50 2.5 nM IC50 Bioorg. Med. Chem. (2016) 24: 1793-1810 [PMID:26988801]
ChEMBL Displacement of [125I]DOI from human recombinant 5HT2B receptor expressed in CHO cells measured after 60 mins by scintillation counting method B 8.6 pIC50 2.5 nM IC50 Bioorg Med Chem (2017) 25: 471-482 [PMID:27876250]
5-HT2B receptor in Rat [GtoPdb: 7] [UniProtKB: P30994]
GtoPdb - - 7.6 pKi - - - Mol Pharmacol (1994) 46: 227-34 [PMID:8078486];
Mol Pharmacol (1993) 43: 419-26 [PMID:8450835]
5-HT2C receptor/Serotonin 2c (5-HT2c) receptor in Human (target type: SINGLE PROTEIN) [ChEMBL: CHEMBL225] [GtoPdb: 8] [UniProtKB: P28335]
GtoPdb - - 8.6 pKi 2.51 nM Ki Naunyn Schmiedebergs Arch Pharmacol (1999) 359: 1-6 [PMID:9933142];
Br J Pharmacol (2003) 140: 277-84 [PMID:12970106];
Synapse (2000) 35: 144-150 [PMID:10611640]
ChEMBL Binding activity against cloned human 5-hydroxytryptamine 2C receptor using [125I]DOI as the radioligand. B 8.74 pKi 1.82 nM Ki J. Med. Chem. (1998) 41: 5148-5149 [PMID:9857084]
ChEMBL Partial agonist activity at human 5-HT2C receptor expressed in HEK293 cells preincubated for 1 hr at 37 degC followed by incubated for 15 mins at room temperature by IP-One assay B 7.34 pEC50 45.71 nM EC50 Bioorg. Med. Chem. (2015) 23: 3933-3937 [PMID:25583099]
5-HT2C receptor/Serotonin 2c (5-HT2c) receptor in Mouse (target type: SINGLE PROTEIN) [ChEMBL: CHEMBL3006] [GtoPdb: 8] [UniProtKB: P34968]
ChEMBL Percent of maximum stimulation of phosphatidylinositol turnover at cloned 5-hydroxytryptamine 2C receptor in A9 cells F 7.37 pKd 43 nM K aff J. Med. Chem. (1994) 37: 4346-4351 [PMID:7996545]
5-HT2C receptor/Serotonin 2c (5-HT2c) receptor in Rat (target type: SINGLE PROTEIN) [ChEMBL: CHEMBL324] [GtoPdb: 8] [UniProtKB: P08909]
ChEMBL Binding affinity towards 5-hydroxytryptamine 1C receptor from frontal cortical regions of male Sprague-Dawley rat homogenates, using [3H]mesulergine as radioligand B 7.52 pKi 30 nM Ki J. Med. Chem. (1992) 35: 734-740 [PMID:1542100]
ChEMBL Agonist activity at rat 5-HT2C receptor expressed in African clawed frog oocytes assessed as increase in current amplitude B 6.75 pEC50 178 nM EC50 J Med Chem (2017) 60: 6273-6288 [PMID:28657744]
5-HT5A receptor/Serotonin 5a (5-HT5a) receptor in Human (target type: SINGLE PROTEIN) [ChEMBL: CHEMBL3426] [GtoPdb: 10] [UniProtKB: P47898]
ChEMBL Binding affinity towards human 5-hydroxytryptamine 5A receptor B 6 pKi >1000 nM Ki J. Med. Chem. (2003) 46: 2795-2812 [PMID:12825922]
5-ht1e receptor in Human [GtoPdb: 4] [UniProtKB: P28566]
GtoPdb - - 5.8 pKi - - - Proc Natl Acad Sci USA (1993) 90: 408-12 [PMID:8380639];
Eur J Pharmacol (2004) 484: 127-39 [PMID:14744596]
5-HT1F receptor in Human [GtoPdb: 5] [UniProtKB: P30939]
GtoPdb - - 5.8 pKi - - - Proc Natl Acad Sci USA (1993) 90: 408-12 [PMID:8380639]

ChEMBL data shown on this page come from version 28:

Gaulton A, Hersey A, Nowotka M, Bento AP, Chambers J, Mendez D, Mutowo P, Atkinson F, Bellis LJ, CibriƔn-Uhalte E, Davies M, Dedman N, Karlsson A, MagariƱos MP, Overington JP, Papadatos G, Smit I, Leach AR. (2017) 'The ChEMBL database in 2017.' Nucleic Acids Res., 45(D1). DOI: 10.1093/nar/gkw1074. [PMCID:5210557]