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GLASS

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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	arecoline
Molecular formula	C8H13NO2
IUPAC name	methyl 1-methyl-3,6-dihydro-2H-pyridine-5-carboxylate
Molecular weight	155.197
Hydrogen bond acceptor	3
Hydrogen bond donor	0
XlogP	0.3
Synonyms	KBio2_005571 MCULE-7085698770 1-Methyl-1,2,5,6-tetrahydro-pyridine-3-carboxylic acid methyl ester methyl 1-methyl-3,6-dihydro-2H-pyridine-5-carboxylate 63-75-2 Methylarecaidin ACon1_002372 NCGC00015075-01 NCGC00162053-01 BRD-K88646909-004-06-3 NSC56321 CAS-63-75-2 SMR000058258 SR-01000075307-9 FT-0622470 KBioSS_000435 1,2,5,6-Tetrahydro-1-methyl-3-pyridinecarboxylic acid methyl ester Methyl 1,2,5,6-tetrahydro-1-methylnicotinate Methyl N-methyl-1,2,5, 6-tetrahydronicotinate AB00053580_09 N-Methyl-.delta.-tetrahydronicotinic acid methyl ester Arecaidine methyl ester NCGC00015075-04 Arekolin NICOTINIC ACID, 1,2,5,6-TETRAHYDRO-1-METHYL-, METHYL ESTER BSPBio_000324 Prestwick2_000402 CHEBI:2814 Spectrum2_000051 DSSTox_CID_2617 Tox21_110079_1 IDI1_000810 Lopac0_000049 1,5,6-Tetrahydro-1-methylnicotinic acid, methyl ester Methyl 1-methyl-1,2,5,6-tetrahydro-3-pyridinecarboxylate # Methyl N-methyltetrahydronicotinate AC1Q5YXA N-Methyltetrahydropyridine-.beta.-carboxylic acid methyl ester Arecholine NCGC00015075-07 BPBio1_000358 NSC 56321 C8H13NO2 SCHEMBL44065 cid_9301 Spectrum5_001316 DTXSID3022617 ZINC52541469 KBio2_000435 KBio3_002194 MEGxp0_001891 1-methyl-3,6-dihydro-2H-pyridine-5-carboxylic acid methyl ester;hydrobromide methyl 1-methyl-3,6-dihydro-2H-pyridine-5-carboxylate;hydrobromide 7928AF Methylarecaidine AKOS000520752 NCGC00015075-02 Arecoline base NCGC00162053-02 BRD-K88646909-004-10-5 Prestwick0_000402 CCG-204145 SPBio_000201 DB04365 ST095172 GTPL296 L000795 1,2,5,6-Tetrahydro-1-methyl-3-pyridinecarboxylic acid, methyl ester Methyl 1,5,6-tetrahydro-1-methylnicotinate 3-Pyridinecarboxylic acid, 1,2,5,6-tetrahydro-1-methyl-, methyl ester Methyl N-methyl-1,2,5,6-tetrahydronicotinate AC1L1D7O N-Methyl-beta -carboxylic acid methyl ester Arecaline NCGC00015075-05 BBL036229 Nicotinic acid,2,5,6-tetrahydro-1-methyl-, methyl ester BSPBio_002974 Prestwick3_000402 Spectrum3_001387 DSSTox_GSID_22617 UNII-4ALN5933BH InChI=1/C8H13NO2/c1-9-5-3-4-7(6-9)8(10)11-2/h4H,3,5-6H2,1-2H KBio2_003003 LS-96624 1-Methyl-1,2,5,6-tertrahydro-pyridine-3-carboxylicacid methyl ester methyl 1-methyl-1,2,5,6-tetrahydropyridine-3-carboxylate 4ALN5933BH Methylarecaiden ACN-028007 N-Methyltetrahydropyridine-beta-carboxylic acid methyl ester Arecolin NCGC00015075-10 BRD-K88646909-004-05-5 NSC-56321 CAS-300-08-3 SDCCGMLS-0066647.P001 D07EFM Spectrum_000055 EINECS 200-565-5 KBioGR_001299 Methyl 1,2,5, 6-tetrahydro-1-methylnicotinate 1-Methyl-delta(sup 3,4)tetrahydro-3-pyridinecarboxylate methyl 1-methyl-5,6-dihydro-2H-pyridine-3-carboxylate AB00053580_08 MLS000028840 API0006567 NCGC00015075-03 arecoline;hydrobromide NCGC00162053-03 BRN 0123045 Prestwick1_000402 CCRIS 7688 SPBio_002263 DivK1c_000810 Tox21_110079 HJJPJSXJAXAIPN-UHFFFAOYSA-N Lopac-A-6134 1,2,5,6-Tetrahydro-1-methylnicotinic acid, methyl ester Methyl 1-methyl-1,2,5,6-tetrahydro-3-pyridinecarboxylate 3-Pyridinecarboxylic acid,2,5,6-tetrahydro-1-methyl-, methyl ester Methyl N-methyl-1,5,6-tetrahydronicotinate AC1Q43OG N-Methyltetrahydronicotinic acid, methyl ester Arecholin NCGC00015075-06 BDBM46858 NINDS_000810 C10129 SBI-0050038.P003 CHEMBL7303 Spectrum4_000810 DSSTox_RID_76661 WLN: T6N CUTJ A1 CVO1 KBio1_000810 [ Show all ]
Inchi Key	HJJPJSXJAXAIPN-UHFFFAOYSA-N
Inchi ID	InChI=1S/C8H13NO2/c1-9-5-3-4-7(6-9)8(10)11-2/h4H,3,5-6H2,1-2H3
PubChem CID	2230
ChEMBL	CHEMBL7303
IUPHAR	296
BindingDB	46858
DrugBank	DB04365
Structure SDF download
Lipinski's druglikeness	This ligand satisfies Lipinski's rule of five.

Experimental Data

Parameter	Value	Reference	Database source
EC50	25.0 nM	PMID7783150	BindingDB,ChEMBL
EC50	83.0 nM	PMID7990109	BindingDB,ChEMBL
EC50	10000.0 nM	PMID9873644	BindingDB,ChEMBL
IC50	1800.0 nM	PMID9435896	BindingDB,ChEMBL
IC50	4500.0 nM	PMID9438027	BindingDB,ChEMBL
Ki	2.4 nM	PMID12747793	PDSP
Ki	40.0 nM	PMID9622546, PMID10891110	BindingDB,ChEMBL
Ki	2400.0 nM	PMID12747793	BindingDB,ChEMBL
Ki	2454.71 nM	PMID18182302	ChEMBL
Ki	6309.57 nM	PMID9224827	IUPHAR
Max cAMP	119.0 %	PMID9873644	ChEMBL
Ratio	0.8 -	Bioorg. Med. Chem. Lett., (1991) 1:3:147	ChEMBL

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