Online Services

●I-TASSER ●I-TASSER-MTD ●C-I-TASSER ●CR-I-TASSER ●QUARK ●C-QUARK ●LOMETS ●MUSTER ●CEthreader ●SEGMER ●DeepFold ●DeepFoldRNA ●FoldDesign ●COFACTOR ●COACH ●MetaGO ●TripletGO ●IonCom ●FG-MD ●ModRefiner ●REMO ●DEMO ●DEMO-EM ●SPRING ●COTH ●Threpp ●PEPPI ●BSpred ●ANGLOR ●EDock ●BSP-SLIM ●SAXSTER ●FUpred ●ThreaDom ●ThreaDomEx ●EvoDesign ●BindProf ●BindProfX ●SSIPe ●GPCR-I-TASSER ●MAGELLAN ●ResQ ●STRUM ●DAMpred

●TM-score ●TM-align ●US-align ●MM-align ●RNA-align ●NW-align ●LS-align ●EDTSurf ●MVP ●MVP-Fit ●SPICKER ●HAAD ●PSSpred ●3DRobot ●MR-REX ●I-TASSER-MR ●SVMSEQ ●NeBcon ●ResPRE ●TripletRes ●DeepPotential ●WDL-RF ●ATPbind ●DockRMSD ●DeepMSA ●FASPR ●EM-Refiner ●GPU-I-TASSER

●BioLiP ●E. coli ●GLASS ●GPCR-HGmod ●GPCR-RD ●GPCR-EXP ●Tara-3D ●TM-fold ●DECOYS ●POTENTIAL ●RW/RWplus ●EvoEF ●HPSF ●THE-DB ●ADDRESS ●Alpaca-Antibody ●CASP7 ●CASP8 ●CASP9 ●CASP10 ●CASP11 ●CASP12 ●CASP13 ●CASP14

You can:

Go to the GPCR, ligand, or experimental data tables.
Go to the experimental data table for text mining information in PubMed ID column.
Go to the GPCR page and check other ligands which interact with it.
Go to the ligand page and check other GPCRs which it interacts with.
Go back to previous page.

GPCR

Name	Muscarinic acetylcholine receptor M2
Species	Homo sapiens (Human)
Gene	CHRM2
Synonym	cholinergic receptor AChR M2 M2 muscarinic acetylcholine receptor M2 receptor Chrm-2 cholinergic receptor, muscarinic 2, cardiac cholinergic receptor, muscarinic 2 [ Show all ]
Disease	Urinary incontinence Heart failure Nausea; Addiction Parkinson's disease Peptic ulcer Stabilize muscle contractions Unspecified Cardiovascular disorder Asthma Alzheimer disease [ Show all ]
Length	466
Amino acid sequence	MNNSTNSSNNSLALTSPYKTFEVVFIVLVAGSLSLVTIIGNILVMVSIKVNRHLQTVNNYFLFSLACADLIIGVFSMNLYTLYTVIGYWPLGPVVCDLWLALDYVVSNASVMNLLIISFDRYFCVTKPLTYPVKRTTKMAGMMIAAAWVLSFILWAPAILFWQFIVGVRTVEDGECYIQFFSNAAVTFGTAIAAFYLPVIIMTVLYWHISRASKSRIKKDKKEPVANQDPVSPSLVQGRIVKPNNNNMPSSDDGLEHNKIQNGKAPRDPVTENCVQGEEKESSNDSTSVSAVASNMRDDEITQDENTVSTSLGHSKDENSKQTCIRIGTKTPKSDSCTPTNTTVEVVGSSGQNGDEKQNIVARKIVKMTKQPAKKKPPPSREKKVTRTILAILLAFIITWAPYNVMVLINTFCAPCIPNTVWTIGYWLCYINSTINPACYALCNATFKKTFKHLLMCHYKNIGATR
UniProt	P08172
Protein Data Bank	5zkc, 4mqs, 4mqt, 5yc8, 5zk3, 5zkb, 5zk8
GPCR-HGmod model	P08172
3D structure model	This structure is from PDB ID 5zkc.
BioLiP	BL0433341, BL0433216, BL0263147, BL0263146, BL0263145, BL0433339, BL0433340, BL0433338
Therapeutic Target Database	T46185
ChEMBL	CHEMBL211
IUPHAR	14
DrugBank	BE0000560

Ligand

Name	carbachol
Molecular formula	C6H15ClN2O2
IUPAC name	2-carbamoyloxyethyl(trimethyl)azanium;chloride
Molecular weight	182.648
Hydrogen bond acceptor	3
Hydrogen bond donor	1
XlogP	None
Synonyms	NSC 32865 Rilentol SR-01000075312-6 Vasoperif NCGC00093705-01 Karbachol Carbacol LP00243 Carbamiotin Carbastat intraocular CCG-38913 2-aminocarbonyloxyethyl(trimethyl)azanium chloride Choline chlorine carbamate 31325-EP2289483A1 D00524 8Y164V895Y DSSTox_RID_76703 C 4382 FT-0623453 Carbachol hydrochloride HMS3372G03 Carbacholine NCGC00093705-04 NSC32865 SMR000058584 TL 457 Carbacholinium chloratum Karbamoylcholin chlorid [Czech] Carbacolo MFCD00012011 Carbamoylcholine chloride, 99% Carbocholine 2-((Aminocarbonyl)oxy)-N,N,N-trimethylethanaminum chloride CHEMBL14 2-carbamoyloxyethyl(trimethyl)azanium;chloride Choline, chloride carbamate(ester) 31325-EP2305672A1 Doryl AC1LAVH8 Ethanaminium, 2-((aminocarbonyl)oxy)-N,N,N-trimethyl-, chloride C6H15N2O2.Cl HMS1920I15 Carbachol, European Pharmacopoeia (EP) Reference Standard HSDB 6373 NCGC00260928-01 Pharmakon1600-01500158 SR-01000075312-1 Tox21_500243 Moryl Carbacholum chloratum Lentine Carbaminocholine chloride Mistura C Carbamylcholine chloride (2-Hydroxyethyl)trimethyl ammonium chloride carbamate CAS-51-83-2 2-(trimethylamino)ethyl aminooate, chloride Choline chloride, carbamate 31325-EP2277875A2 Coletyl 31325-EP2311817A1 DSSTox_CID_2730 AN-41622 Ethanaminium, 2-[(aminocarbonyl)oxy]-N,N,N-trimethyl-, chloride (1:1) Carbachol (JAN/USP/INN) HMS2236L04 Carbachol,(S) Isopto Carbachol NSC-32865 SBB057998 ST51007309 WLN: ZVO2K1&1&1 &Q &G NCGC00093705-02 Karbachol [Czech] Carbacol [INN-Spanish] LS-53194 Carbamoylcholine (chloride) Carbochol .gamma.-Carbamoyl choline chloride CHEBI:3385 2-carbamoyloxyethyl(trimethyl)ammonium chloride Choline, carbamate 31325-EP2299326A1 A828807 DTXSID9022730 C-1770 gamma-Carbamoyl choline chloride Carbachol [INN:BAN:JAN] HMS3714P21 Carbacholine chloride NCGC00093705-05 NSC755919 SPECTRUM1500158 Tox21_112029 MLS002153502 Carbacholinum KB-48668 Carbacolo [DCIT] Miostat Carbamoylcholine chloride, >=98% (titration), crystalline (2-Carbamoyloxy-ethyl)-trimethyl-ammonium(Carbachol) Carbyl 2-(carbamoyloxy)-N,N,N-trimethylethan-1-aminium chloride Choline carbamate chloride 2-[(aminocarbonyl)oxy]-N,N,N-trimethylethanaminium chloride Choline, chloride, carbamate 31325-EP2308858A1 Doryl (pharmaceutical) AKOS015909565 Ethanaminium, 2-((aminocarbonyl)oxy)-N,N,N-trimethyl-, chloride (1:1) Carbach HMS2091O17 Carbachol, Pharmaceutical Secondary Standard; Certified Reference Material HY-B1208 NE31544 Prestwick_1036 SR-01000075312-3 UNII-8Y164V895Y NCGC00015237-07 Jestryl Carbacholum [INN-Latin] Lentine [French] Carbaminoylcholine chloride Carbamylcholine chloride, 99% (2-Hydroxyethyl)trimethylammonium chloride carbamate CB 2-(trimethylazaniumyl)ethyl carbamate chloride Choline chloride, carbamoyl- 31325-EP2284157A1 CS-4836 51-83-2 DSSTox_GSID_22730 B7196 EU-0100243 CARBACHOL CHLORIDE HMS3260B08 Carbacholin NCGC00093705-03 NSC-755919 SCHEMBL2791 SW197107-3 Z1551429748 Karbamoylcholin chlorid Carbacolina MCULE-9644162883 Carbamoylcholine chloride Carbocholin 2-((Aminocarbonyl)oxy)-N,N,N-trimethylethanaminium chloride 2-carbamoyloxyethyl(trimethyl)azanium chloride Choline, carbamate, hydrochloride 31325-EP2305652A2 DB00411 AC1L1L8K EINECS 200-127-3 C0596 HMS1570P21 Carbachol [USP:INN:BAN:JAN] HMS502E07 Carbacholini chloridum NCGC00163219-01 P. V. Carbachol SR-01000075312 Tox21_112029_1 MolPort-003-666-136 Carbacholum Lentin Carbamic acid, ester with choline chloride Miostat (TN) Carbamoylcholine-hydrochloride (2-Carbamoyloxyethyl)trimethylammonium chloride Carcholin 2-(carbamoyloxy)-N,N,N-trimethylethanaminium chloride Choline chloride carbamate 31325-EP2274983A1 Choline, chloride, carbamate, hydrochloride 31325-EP2311816A1 Doryl (VAN) AKOS025149486 Ethanaminium, 2-(aminocarbonyl)oxy-N,N,N-trimethyl-, chloride HMS2097P21 Carbachol, United States Pharmacopeia (USP) Reference Standard I14-31868 [ Show all ]
Inchi Key	AIXAANGOTKPUOY-UHFFFAOYSA-N
Inchi ID	InChI=1S/C6H14N2O2.ClH/c1-8(2,3)4-5-10-6(7)9;/h4-5H2,1-3H3,(H-,7,9);1H
PubChem CID	5831
ChEMBL	CHEMBL14
IUPHAR	N/A
BindingDB	N/A
DrugBank	DB00411
Structure SDF download
Lipinski's druglikeness	Partition coefficient log P of this ligand is not available.

Experimental Data

Parameter	Value	Reference	Database source
	N/A	N/A	DrugBank
-logKa	6.02 -	PMID16539379	ChEMBL
Activity	1.0 -	PMID16539379	ChEMBL
Activity	65.0 %	PMID13678406	ChEMBL
CCh	100.0 %	Bioorg. Med. Chem. Lett., (1995) 5:6:637	ChEMBL
EC50	74.0 nM	PMID7783150	ChEMBL
EC50	110.0 nM	PMID7990109	ChEMBL
EC50	700.0 nM	PMID9873644, PMID10354408	ChEMBL
EC50	61000.0 nM	PMID9651157	ChEMBL
EC50	1.54882e+13 nM	PMID17084634	ChEMBL
ED50	22.8 nM	Bioorg. Med. Chem. Lett., (1995) 5:6:637	ChEMBL
ED50	270.0 nM	PMID9651157	ChEMBL
IC50	3.8 nM	PMID9873472	ChEMBL
IC50	12.59 nM	PMID13678406	ChEMBL
IC50	63.1 nM	PMID17149881	ChEMBL
IC50	130.0 nM	PMID9622546	ChEMBL
IC50	1400.0 nM	PMID9435896	ChEMBL
IC50	3100.0 nM	PMID9622546	ChEMBL
IC50	3460.0 nM	Bioorg. Med. Chem. Lett., (1992) 2:8:821	ChEMBL
IC50	119000.0 nM	PMID9651157	ChEMBL
Inhibition	4.4 %	PMID9651157	ChEMBL
Inhibition	58.0 %	Bioorg. Med. Chem. Lett., (1995) 5:6:631	ChEMBL
Intrinsic activity	1.0 -	PMID17084634	ChEMBL
Ki	<10000.0 nM	PMID12235229	PDSP
Ki	1.3 nM	PMID12747793	PDSP
Ki	20.0 nM	PMID10891110, PMID9622546	ChEMBL
Ki	38.0 nM	PMID10891110	ChEMBL
Ki	100.0 nM	PMID17149881, PMID13678406	ChEMBL
Ki	331.13 nM	PMID8968358	PDSP
Ki	1230.27 nM	PMID24980056, PMID18543900, PMID19896386, PMID16539379, PMID18077164	ChEMBL
Ki	1300.0 nM	PMID12747793	ChEMBL
Ki	1318.26 nM	PMID18182302	ChEMBL
Ki	1820.0 nM	PMID9454790	PDSP
Max	100.0 %	PMID10354408	ChEMBL
Max cAMP	100.0 %	PMID9873644	ChEMBL
pD2	7.33 -	PMID16539379, PMID17084634	ChEMBL
Ratio	0.4 -	Bioorg. Med. Chem. Lett., (1991) 1:3:147	ChEMBL
Ratio	9.0 -	PMID16539379	ChEMBL

zhanglab

zhanggroup.org | +65-6601-1241 | Computing 1, 13 Computing Drive, Singapore 117417