BindingDB BDBM50004656 (2-Carbamoyloxy-ethyl)-trimethyl-ammonium::(2-Carbamoyloxyethyl)trimethylammonium chloride::(2-Hydroxyethyl)trimethyl ammonium chloride carbamate::(2-Hydroxyethyl)trimethylammonium chloride carbamate::(carbachol)(2-Carbamoyloxy-ethyl)-trimethyl-ammonium::2-((Aminocarbonyl)oxy)-N,N,N-trimethylethanaminium chloride::2-((Aminocarbonyl)oxy)-N,N,N-trimethylethanaminum chloride::2-(carbamoyloxy)-N,N,N-trimethylethanaminium::2-(carbamoyloxy)-N,N,N-trimethylethanaminium chloride::CARBACHOL::CARBASTAT::CHEMBL14::Carbachol chloride::Carbamylcholine::Choline carbamate chloride::Choline chloride, carbamate::Choline chlorine carbamate::Karbachol::Karbamoylcholin chlorid::MIOSTAT

BDBM50004656 (2-Carbamoyloxy-ethyl)-trimethyl-ammonium::(2-Carbamoyloxyethyl)trimethylammonium chloride::(2-Hydroxyethyl)trimethyl ammonium chloride carbamate::(2-Hydroxyethyl)trimethylammonium chloride carbamate::(carbachol)(2-Carbamoyloxy-ethyl)-trimethyl-ammonium::2-((Aminocarbonyl)oxy)-N,N,N-trimethylethanaminium chloride::2-((Aminocarbonyl)oxy)-N,N,N-trimethylethanaminum chloride::2-(carbamoyloxy)-N,N,N-trimethylethanaminium::2-(carbamoyloxy)-N,N,N-trimethylethanaminium chloride::CARBACHOL::CARBASTAT::CHEMBL14::Carbachol chloride::Carbamylcholine::Choline carbamate chloride::Choline chloride, carbamate::Choline chlorine carbamate::Karbachol::Karbamoylcholin chlorid::MIOSTAT

SMILES C[N+](C)(C)CCOC(N)=O

InChI Key InChIKey=VPJXQGSRWJZDOB-UHFFFAOYSA-O

Data 163 KI 40 IC50 3 Kd 73 EC50

PDB links: 4 PDB IDs match this monomer.

Activity Spreadsheet -- Enzyme Inhibition Constant Data from BindingDB

Found 4 hits for monomerid = 50004656

Muscarinic acetylcholine receptor M1(Homo sapiens (Human))
Universit£

Curated by ChEMBL

BDBM50004656((2-Carbamoyloxy-ethyl)-trimethyl-ammonium | (2-Car...)

EC50: 955nMAssay Description:Agonist activity at human SP/Myc epitope-tagged muscarinic M1 receptor expressed in HEK293T cells assessed as RLuc8-fused Galphaq activation after 2 ...More data for this Ligand-Target Pair

Reactome pathway
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Muscarinic acetylcholine receptor M4(Homo sapiens (Human))
Universit£

Curated by ChEMBL

BDBM50004656((2-Carbamoyloxy-ethyl)-trimethyl-ammonium | (2-Car...)

EC50: 45nMAssay Description:Agonist activity at human SP/Myc epitope-tagged muscarinic M4 receptor expressed in HEK293T cells assessed as RLuc8-fused Galphaq activation after 2 ...More data for this Ligand-Target Pair

PDB Reactome pathway KEGG
UniProtKB/SwissProt
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Muscarinic acetylcholine receptor M1(Homo sapiens (Human))
Universit£

Curated by ChEMBL

BDBM50004656((2-Carbamoyloxy-ethyl)-trimethyl-ammonium | (2-Car...)

EC50: 1.07E+4nMAssay Description:Displacement of [3H]NMS from human muscarinic M4 receptor expressed in CHO cell membranes after 2 hrs by liquid scintillation counting methodMore data for this Ligand-Target Pair

Reactome pathway
UniProtKB/SwissProt
antibodypedia GoogleScholar

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Muscarinic acetylcholine receptor M4(Homo sapiens (Human))
Universit£

Curated by ChEMBL

BDBM50004656((2-Carbamoyloxy-ethyl)-trimethyl-ammonium | (2-Car...)

EC50: 2.24E+3nMAssay Description:Antagonist activity at human SP/Myc epitope-tagged dopamine D4 receptor expressed in HEK293T cells assessed as inhibition of dopamine-induced RLuc8-f...More data for this Ligand-Target Pair

PDB Reactome pathway KEGG
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Filter my 279 hits

Targets 38▿
- Muscarinic acetylcholine receptor M3 65
- Muscarinic acetylcholine receptor M2 46
- Muscarinic acetylcholine receptor M1 46
- Muscarinic acetylcholine receptor M1/M2/M3/M4/M5 26
- Muscarinic acetylcholine receptor M4 24
- Muscarinic acetylcholine receptor M5 12
- Nicotinic acetylcholine receptor 10
- Neuronal acetylcholine receptor subunit alpha-4 5
- Muscarinic acetylcholine receptor M3 [1-273,470-589,N6Q,N15Q,N41Q,N48Q,N52Q] 3
- Neuronal acetylcholine receptor subunit alpha-3 3
- Neuronal acetylcholine receptor subunit alpha-7 2
- Muscarinic acetylcholine receptor M3 [1-273,470-589,N6Q,N15Q,N41Q,N48Q,N52Q,T556C] 2
- Beta-arrestin-1 2
- Neuronal acetylcholine receptor subunit alpha-4/beta-2 2
- Muscarinic acetylcholine receptor M3 [1-273,470-589,N6Q,N15Q,N41Q,N48Q,N52Q,T553C] 2
- Muscarinic acetylcholine receptor M3 [1-273,470-589,N6Q,N15Q,N41Q,N48Q,N52Q,R176C] 2
- Muscarinic acetylcholine receptor M3 [1-273,470-589,N6Q,N15Q,N41Q,N48Q,N52Q,F550C] 2
- Acetylcholinesterase 2
- Muscarinic acetylcholine receptor M3 [1-273,470-589,N6Q,N15Q,N41Q,N48Q,N52Q,T180C] 2
- Muscarinic acetylcholine receptor 2
- Neuronal acetylcholine receptor subunit alpha-2 2
- Neuronal acetylcholine receptor subunit alpha-3/beta-4 1
- Neuronal acetylcholine receptor subunit alpha-2/beta-2 1
- Muscarinic acetylcholine receptor M3 [1-273,470-589,N6Q,N15Q,N41Q,N48Q,N52Q,K178C] 1
- Neuronal acetylcholine receptor subunit alpha-3/beta-2 1
- Neuronal acetylcholine receptor subunit alpha-5 1
- Muscarinic acetylcholine receptor M3 [1-273,470-589,N6Q,N15Q,N41Q,N48Q,N52Q,A177C] 1
- Muscarinic acetylcholine receptor M3 [1-273,470-589,N6Q,N15Q,N41Q,N48Q,N52Q,F554C] 1
- Alpha-bungarotoxin 1
- Muscarinic acetylcholine receptor M3 [1-273,470-589,N6Q,N15Q,N41Q,N48Q,N52Q,T549C] 1
- Muscarinic acetylcholine receptor M3 [1-273,470-589,N6Q,N15Q,N41Q,N48Q,N52Q,K555C] 1
- Muscarinic acetylcholine receptor M3 [1-273,470-589,N6Q,N15Q,N41Q,N48Q,N52Q,K548C] 1
- Muscarinic acetylcholine receptor M3 [1-273,470-589,N6Q,N15Q,N41Q,N48Q,N52Q,R551C] 1
- Neuronal acetylcholine receptor subunit alpha-4/beta-4 1
- Muscarinic acetylcholine receptor M3 [1-273,470-589,N6Q,N15Q,N41Q,N48Q,N52Q,T552C] 1
- Promotilin 1
- Muscarinic acetylcholine receptor M3 [1-273,470-589,N6Q,N15Q,N41Q,N48Q,N52Q,R179C] 1
- Bile salt export pump 1
- ...
Publications 50▿
- J Biol Chem 282: 26284-93 (2007) 42
- J Biol Chem 288: 34777-90 (2013) 22
- J Med Chem 41: 2047-55 (1998) 14
- J Pharmacol Exp Ther 310: 98-107 (2004) 7
- J Med Chem 57: 9065-77 (2014) 6
- J Med Chem 51: 3905-12 (2008) 5
- J Med Chem 36: 3533-41 (1994) 5
- J Med Chem 40: 1230-46 (1997) 5
- Bioorg Med Chem 17: 8174-85 (2009) 5
- J Med Chem 43: 2514-22 (2000) 5
- J Med Chem 46: 2216-26 (2003) 5
- Bioorg Med Chem 15: 886-96 (2007) 5
- J Med Chem 49: 1925-31 (2006) 5
- J Med Chem 33: 3190-8 (1990) 5
- Bioorg Med Chem Lett 2: 821-826 (1992) 5
- Bioorg Med Chem Lett 18: 614-8 (2008) 5
- Bioorg Med Chem Lett 8: 1991-6 (1999) 5
- Bioorg Med Chem Lett 14: 1845-8 (2004) 5
- J Med Chem 38: 2188-95 (1995) 5
- J Med Chem 44: 4563-76 (2001) 5
- Bioorg Med Chem Lett 24: 3255-9 (2014) 5
- J Med Chem 60: 9239-9250 (2017) 4
- J Med Chem 40: 4265-80 (1998) 4
- J Pharmacol Exp Ther 303: 29-35 (2002) 4
- J Med Chem 61: 3712-3725 (2018) 4
- J Med Chem 41: 2524-36 (1998) 4
- J Med Chem 34: 3164-71 (1991) 3
- J Pharmacol Exp Ther 279: 1335-44 (1996) 3
- J Med Chem 31: 164-8 (1988) 3
- J Pharmacol Exp Ther 312: 619-26 (2005) 3
- J Med Chem 42: 1999-2006 (1999) 3
- Bioorg Med Chem Lett 8: 2897-902 (1999) 3
- Bioorg Med Chem 16: 3049-58 (2008) 3
- Bioorg Med Chem 19: 1048-54 (2011) 3
- J Med Chem 46: 4273-86 (2003) 2
- Mol Pharmacol 54: 322-33 (1998) 2
- J Pharmacol Exp Ther 284: 500-7 (1998) 2
- J Med Chem 35: 1102-8 (1992) 2
- Mol Pharmacol 64: 865-75 (2003) 2
- J Med Chem 55: 2125-43 (2012) 2
- J Pharmacol Exp Ther 240: 51-8 (1987) 2
- J Med Chem 29: 1004-9 (1986) 2
- J Med Chem 35: 15-27 (1992) 2
- J Med Chem 35: 3141-7 (1992) 2
- J Med Chem 35: 2274-83 (1992) 2
- J Med Chem 35: 2184-91 (1992) 2
- J Med Chem 35: 3270-9 (1992) 2
- Bioorg Med Chem Lett 1: 147-150 (1991) 2
- J Med Chem 37: 4085-99 (1995) 2
- Bioorg Med Chem Lett 23: 6481-5 (2013) 2
- ...
Institutions 32▿
- Universit£ 45
- Niddk 42
- National Institutes of Health 22
- National Institute Of Diabetes And Digestive And Kidney Diseases 14
- The University Of Toledo 12
- TBA 9
- Georgetown University 9
- University of California 7
- Novo Nordisk 6
- University Of North Carolina At Chapel Hill 5
- American Cyanamid 5
- Georgetown University School Of Medicine 5
- National Institute of Diabetes and Digestive and Kidney Diseases 5
- Research Triangle Institute 5
- Royal Danish School of Pharmacy 5
- Medical Research Division Of American Cyanamid 5
- Parke-Davis Pharmaceutical Research 5
- Smithkline Beecham Pharmaceuticals 4
- University of Arkansas 4
- Warner-Lambert 4
- University of Arizona 4
- Targacept 3
- University Of Wuerzburg 3
- University Of California 3
- University Of South Carolina 2
- Sandoz Pharma 2
- University of Uppsala 2
- Novo Nordisk Cns Division 2
- University of South Carolina 2
- The Danish University of Pharmaceutical Sciences 2
- University Of Strasburg 2
- H. Lundbeck 2
- ...
Affinity: 0.40 to 1.0E+6 nM▿
- Ki 163
- IC50 40
- Kd 3
- EC50 73
- Affinity ≤ nM
Xtal structures: 0
Docked structures: 0
Catalog Cmpds: 1