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GPCR

Name	Muscarinic acetylcholine receptor M1
Species	Homo sapiens (Human)
Gene	CHRM1
Synonym	cholinergic receptor cholinergic receptor, muscarinic 1 cholinergic receptor, muscarinic 1, CNS Chrm-1 M1 receptor M1R M1 muscarinic acetylcholine receptor [ Show all ]
Disease	Functional bowel syndrome; Irritable bowel syndrome Glaucoma Peptic ulcer Parkinsonism; Extrapyramidal disorders secondary to neuroleptic drug therapy Visceral spasms Parkinson's disease; Dystonia Parkinson's disease Neurological disease Neuropathic pain Overactive bladder disorder Excessive sweating; Stomach ulcer Cognitive disorders Chronic obstructive pulmonary disease Schizophrenia Schizophrenia; Dementia Schizophrenia; Schizoaffective disorders Unspecified Urinary incontinence Anesthesia Alzheimer disease Abdominal stomach pain; Irritable bowel syndrome [ Show all ]
Length	460
Amino acid sequence	MNTSAPPAVSPNITVLAPGKGPWQVAFIGITTGLLSLATVTGNLLVLISFKVNTELKTVNNYFLLSLACADLIIGTFSMNLYTTYLLMGHWALGTLACDLWLALDYVASNASVMNLLLISFDRYFSVTRPLSYRAKRTPRRAALMIGLAWLVSFVLWAPAILFWQYLVGERTVLAGQCYIQFLSQPIITFGTAMAAFYLPVTVMCTLYWRIYRETENRARELAALQGSETPGKGGGSSSSSERSQPGAEGSPETPPGRCCRCCRAPRLLQAYSWKEEEEEDEGSMESLTSSEGEEPGSEVVIKMPMVDPEAQAPTKQPPRSSPNTVKRPTKKGRDRAGKGQKPRGKEQLAKRKTFSLVKEKKAARTLSAILLAFILTWTPYNIMVLVSTFCKDCVPETLWELGYWLCYVNSTINPMCYALCNKAFRDTFRLLLLCRWDKRRWRKIPKRPGSVHRTPSRQC
UniProt	P11229
Protein Data Bank	5cxv
GPCR-HGmod model	P11229
3D structure model	This structure is from PDB ID 5cxv.
BioLiP	BL0339262, BL0339261, BL0339263
Therapeutic Target Database	T28893
ChEMBL	CHEMBL216
IUPHAR	13
DrugBank	BE0000092

Ligand

Name	pirenzepine
Molecular formula	C19H21N5O2
IUPAC name	11-[2-(4-methylpiperazin-1-yl)acetyl]-5H-pyrido[2,3-b][1,4]benzodiazepin-6-one
Molecular weight	351.41
Hydrogen bond acceptor	5
Hydrogen bond donor	1
XlogP	0.1
Synonyms	C19H21N5O2 Spectrum3_001453 CTK6I3129 UNII-3G0285N20N DSSTox_RID_77049 GTPL328 KBioGR_000794 MLS000069702 11-[2-(4-methyl-1-piperazinyl)-1-oxoethyl]-5H-pyrido[2,3-b][1,4]benzodiazepin-6-one;hydrochloride NCGC00015836-08 28797-61-7 PDSP1_000965 97P617 Pirenzepine [INN:BAN] BDBM39341 Pyrenzepine CCG-205042 Spectrum_001378 FT-0600051 KBio1_000127 L000485 NCGC00015836-03 11-[2-(4-methylpiperazin-1-yl)acetyl]-5H-pyrido[2,3-b][1,4]benzodiazepin-6-one NCGC00015836-12 3G0285N20N Pirenzepina AB00053603_09 Pirenzepinum [INN-Latin] BRD-K89375097-300-06-2 SCHEMBL41705 SPBio_002117 CHEMBL9967 Tox21_110239_1 DSSTox_CID_3487 Gastrozepin KBio2_006994 LS-133128 11-[(4-Methyl-1-piperazinyl)acetyl]-5,11-dihydro-6H-pyrido[2,3-b][1,4]benzodiazepin-6-one # NCGC00015836-06 11-[2-(4-methylpiperazino)acetyl]-5H-pyrido[2,3-b][1,4]benzodiazepin-6-one;hydrochloride NCGC00024297-05 6H-Pyrido(2,3-b)(1,4)benzodiazepin-6-one, 5,11-dihydro-11-((4-methyl-1-piperazinyl)acetyl)- Pirenzepine (INN) API0006928 Prestwick2_000129 BSPBio_002945 CAS-28797-61-7 Spectrum4_000437 D08389 ZINC19632927 DTXSID7023487 HMS2089K21 KBioSS_001858 NCGC00015836-01 11-[2-(4-Methyl-piperazin-1-yl)-acetyl]-5,11-dihydro-benzo[e]pyrido[3,2-b][1,4]diazepin-6-one NCGC00015836-09 PDSP2_000949 AB00053603 pirenzepinedihydrochloride BPBio1_000196 RMHMFHUVIITRHF-UHFFFAOYSA-N SMR000058502 CHEBI:8247 Tocris-1071 DB00670 Gasteril KBio2_001858 Lopac-P-7412 NCGC00015836-04 11-[2-(4-methylpiperazin-1-yl)acetyl]-5H-pyrido[2,3-b][1,4]benzodiazepin-6-one;hydrochloride NCGC00024297-02 5,11-Dihydro-11-((4-methyl-1-piperazinyl)acetyl)-6H-pyrido(2,3-b)(1,4)benzodiazepin-6-one Pirenzepina [INN-Spanish] AC1L1J3B Prestwick0_000129 BRN 0628987 Spectrum2_001417 cid_185248 Ulcosan DSSTox_GSID_23487 Gastrozepin (TN) KBio3_002445 LS-519 11-[(4-methylpiperazin-1-yl)acetyl]-5,11-dihydro-6H-pyrido[2,3-b][1,4]benzodiazepin-6-one NCGC00015836-07 2-[2-(4-methylpiperazin-1-yl)acetyl]-2,4,9-triazatricyclo[9.4.0.0;{3,8}]pentadeca-1(11),3,5,7,12,14-hexaen-10-one NINDS_000127 6H-Pyrido[2,3-b][1,4]benzodiazepin-6-one, 5,11-dihydro-11-[(4-methyl-1-piperazinyl)acetyl]- Pirenzepine Gastrozepin BCP12188 Prestwick3_000129 C07508 CAS-29868-97-1 Spectrum5_001344 D0T0LM EINECS 249-228-4 IDI1_000127 L-S 519 NCGC00015836-02 11-[2-(4-methylpiperazin-1-yl)-acetyl]-5,11-dihydro-6H-pyrido[2,3-b][1,4]benzodiazepin-6-one NCGC00015836-10 Pirenzepin AB00053603-08 Pirenzepinum BRD-K89375097-300-05-4 SBI-0050935.P003 SPBio_001494 Tox21_110239 DivK1c_000127 Gastrotsepin KBio2_004426 Lopac0_000962 11-((4-Methyl-1-piperazinyl)acetyl)-5,11-dihydro-6H-pyrido(2,3-b)(1,4)benzodiazepin-6-one NCGC00015836-05 11-[2-(4-methylpiperazin-1-yl)ethanoyl]-5H-pyrido[2,3-b][1,4]benzodiazepin-6-one;hydrochloride NCGC00024297-04 5,11-Dihydro-11-[(4-methyl-1-piperazinyl)acetyl]-6H-pyrido[2,3-b][1,4]benzodiazepin-6-one AKOS015969751 Prestwick1_000129 BSPBio_000178 [ Show all ]
Inchi Key	RMHMFHUVIITRHF-UHFFFAOYSA-N
Inchi ID	InChI=1S/C19H21N5O2/c1-22-9-11-23(12-10-22)13-17(25)24-16-7-3-2-5-14(16)19(26)21-15-6-4-8-20-18(15)24/h2-8H,9-13H2,1H3,(H,21,26)
PubChem CID	4848
ChEMBL	CHEMBL9967
IUPHAR	328
BindingDB	39341
DrugBank	DB00670
Structure SDF download
Lipinski's druglikeness	This ligand satisfies Lipinski's rule of five.

Experimental Data

Parameter	Value	Reference	Database source
	N/A	N/A	DrugBank
IC50	1.479 nM	PMID25275964	ChEMBL
IC50	1.5 nM	PMID25275964	BindingDB
IC50	2.1 nM	PMID26988801, PMID27876250	BindingDB
IC50	12.0 nM	PMID23466604, PMID18588282	ChEMBL
IC50	19.0 nM	PMID20875743	BindingDB,ChEMBL
IC50	20.0 nM	PMID25275964	BindingDB
IC50	20.42 nM	PMID25275964	ChEMBL
IC50	21.0 nM	PMID26988801, PMID27876250	ChEMBL
IC50	27.0 nM	PMID23582449	ChEMBL
IC50	28.0 nM	PMID9986705	BindingDB
IC50	28.2 nM	PMID9986705	ChEMBL
IC50	29.0 nM	PMID18983139	ChEMBL
IC50	48.98 nM	PMID25275964	ChEMBL
IC50	49.0 nM	PMID25275964	BindingDB
IC50	119.0 nM	PMID10522693	BindingDB,ChEMBL
Imax	83.0 %	PMID25275964	ChEMBL
Imax	>100.0 %	PMID25275964	ChEMBL
Inhibition	96.7 %	PMID25765911	ChEMBL
KA	0.011 uM	PMID1379640	ChEMBL
Kd	20.0 nM	PMID15294002	BindingDB,ChEMBL
Ki	2.818 nM	PMID18595721	ChEMBL
Ki	2.82 nM	PMID18595721	BindingDB
Ki	4.6 nM	, Bioorg. Med. Chem. Lett., (1996) 6:7:785	BindingDB,ChEMBL
Ki	5.01187 - 15.8489 nM	PMID12049493, PMID2704370, PMID7925952, PMID1994002, PMID9113359, PMID2043926	IUPHAR
Ki	6.30957 nM	PMID1994002, PMID8016895	PDSP
Ki	6.31 nM	PMID1994002	BindingDB
Ki	8.0 nM	PMID1346637	PDSP,BindingDB
Ki	9.1 nM	PMID23379472	BindingDB,ChEMBL
Ki	10.0 nM	PMID23466604	ChEMBL
Ki	11.0 nM	PMID9121349	PDSP
Ki	13.0 nM	PMID1704434	PDSP,BindingDB
Ki	14.0 nM	PMID7853341	BindingDB,ChEMBL
Ki	15.0 nM	PMID25557493, PMID2385234, PMID24805037	PDSP,BindingDB,ChEMBL
Ki	16.0 nM	PMID25557493	BindingDB,ChEMBL
Ki	21.3796 nM	PMID13679167	PDSP
Ki	21.38 nM	PMID13679167, PMID17889543	BindingDB,ChEMBL
Ki	23.5 nM	PMID16302823, PMID15294002	BindingDB,ChEMBL
Ki	24.0 nM	PMID15294002	BindingDB
Ki	25.0 nM	PMID18983139	ChEMBL
Ki	33.0 nM	PMID2537406	PDSP,BindingDB

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