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GPCR

Name	5-hydroxytryptamine receptor 2C
Species	Homo sapiens (Human)
Gene	HTR2C
Synonym	Serotonin receptor 2C serotonin 1c receptor 5-HT1C 5-HT2C 5-HT-2C 5-HT2C receptor 5-HTR2C 5-hydroxytryptamine (serotonin) receptor 2C, G protein-coupled 5-hydroxytryptamine receptor 1C HTR1C 5-HT-1C [ Show all ]
Disease	Pain Sleep initiation and maintenance disorders; Primary insomnia; Schizophrenia Unspecified Depression Drug abuse Generalized anxiety disorder; Major depressive disorder Major depressive disorder Metabolic disorders Psychotic disorders Mood disorder Neurological disease Obesity Obesity; Diabetes Migraine headaches Anxiety disorder Alcohol use disorders Aggressive non-hodgkin's lymphoma [ Show all ]
Length	458
Amino acid sequence	MVNLRNAVHSFLVHLIGLLVWQCDISVSPVAAIVTDIFNTSDGGRFKFPDGVQNWPALSIVIIIIMTIGGNILVIMAVSMEKKLHNATNYFLMSLAIADMLVGLLVMPLSLLAILYDYVWPLPRYLCPVWISLDVLFSTASIMHLCAISLDRYVAIRNPIEHSRFNSRTKAIMKIAIVWAISIGVSVPIPVIGLRDEEKVFVNNTTCVLNDPNFVLIGSFVAFFIPLTIMVITYCLTIYVLRRQALMLLHGHTEEPPGLSLDFLKCCKRNTAEEENSANPNQDQNARRRKKKERRPRGTMQAINNERKASKVLGIVFFVFLIMWCPFFITNILSVLCEKSCNQKLMEKLLNVFVWIGYVCSGINPLVYTLFNKIYRRAFSNYLRCNYKVEKKPPVRQIPRVAATALSGRELNVNIYRHTNEPVIEKASDNEPGIEMQVENLELPVNPSSVVSERISSV
UniProt	P28335
Protein Data Bank	6bqg, 6bqh
GPCR-HGmod model	P28335
3D structure model	This structure is from PDB ID 6bqg.
BioLiP	BL0404805, BL0404806
Therapeutic Target Database	T83813
ChEMBL	CHEMBL225
IUPHAR	8
DrugBank	BE0004957, BE0004881, BE0000533

Ligand

Name	metoclopramide
Molecular formula	C14H22ClN3O2
IUPAC name	4-amino-5-chloro-N-[2-(diethylamino)ethyl]-2-methoxybenzamide
Molecular weight	299.799
Hydrogen bond acceptor	4
Hydrogen bond donor	2
XlogP	2.6
Synonyms	KS-00000GNS Benzamide,4-amino-5-chloro-N-[2-(diethylamino)ethyl]-2-methoxy- Maxeran BRN 1884366 Metaclopramide Cerucal Metochloropramide Clopromate (metoclopramide)4-Amino-5-chloro-N-(2-diethylamino-ethyl)-2-methoxy-benzamide DEL 1267 2576-84-3 (di-hydrochloride) Elieten 4-Amino-5-chloro-N-(2-diethylamino-ethyl)-2-methoxy-benzamide Gastro-Timelets 4-amino-5-chloro-N-[2-(diethylamino)ethyl]-2-methoxybenzamide GTPL241 AB00053498 KBio1_000069 AN-44542 Prestwick2_000209 Reglan SPBio_001740 ST077151 Metoclopramide Omega US9132134, Metoclopramide MolPort-000-883-854 NCGC00015643-03 NCGC00015643-13 o-Anisamide, 4-amino-5-chloro-N-(2-(diethylamino)ethyl)- (8CI) Plasil BDBM48320 L001078 BPBio1_000217 Maxolon (Salt/Mix) C07868 Metamide CHEMBL86 D00726 2-Methoxy-4-amino-5-chloro-N,N-dimethylaminoethyl)benzamide DSSTox_GSID_45169 4 Amino-5-chloro-N-(2-(diethylamino)ethyl)-2-methoxybenzamide Emitasol 4-Amino-5-chloro-N-(2-diethylamino-ethyl)-2-methoxy-benzamide(Metoclopramide) Gastronerton 4-azanyl-5-chloranyl-N-[2-(diethylamino)ethyl]-2-methoxy-benzamide;hydrochloride HY-17382 AB1009457 KBio2_007254 Pramidin Primperan (tablet) (Salt/Mix) Reliveran Spectrum3_000504 Metoclopramida [INN-Spanish] Terperan (TN) Metoclopramide, VETRANAL(TM), analytical standard N-(2-diethylaminoethyl)-2-methoxy-4-amino-5-chlorobenzamide NCGC00015643-06 NCI60_003185 Octamide KBioSS_002118 Benzamide, 4-amino-5-chloro-N-(2-(diethylamino)ethyl)-2-methoxy-(9CI) Lopac0_000762 BRD-K75641298-003-05-2 Meclopran CAS-7232-21-5 Methoxychlorprocainamide CLOPRA-"YELLOW" (4-amino-5-chloro-2-methoxyphenyl)-N-[2-(diethylamino)ethyl]carboxamide DB01233 232M215 Duraclamid 4-Amino-5-chloro-N-(2-(diethylamino)ethyl)-2-methoxybenzamide FT-0628931 4-amino-5-chloro-N-[2-(diethylamino)ethyl]-2-methoxy-benzamide Gastrotem 54143-57-6 (mono-hydrochloride, mono-hydrate) J90028 AK468880 Prestwick0_000209 Reclomide SC-81367 Spectrum_001638 Metoclopramide (JP17/INN) TTWJBBZEZQICBI-UHFFFAOYSA-N Metocobil NCGC00015643-01 NCGC00015643-09 Nu-Metoclopramide Paspertin (Salt/Mix) KS-000048I1 Biomol-NT_000082 Maxeran (TN) BSPBio_000197 Metaclopromide CHEBI:107736 CS-1064 DivK1c_000069 364-62-5 Elieten (TN) 4-Amino-5-chloro-N-(2-diethylamino-ethyl)-2-methoxy-benzamide (Mcp) Gastrobid 4-Amino-5-chloro-N-[2-(diethylamino)ethyl]-2-methoxybenzamide; Methoxychloroprocainamide HMS2089G16 AB00053498-13 KBio2_002118 Apo-Metoclop Plasil (pharmaceutical) Prestwick3_000209 Reglan (Salt/Mix) SPBio_002118 Metoclol STL257058 Metoclopramide [INN:BAN:JAN] Z2196779550 Moriperan NCGC00015643-04 NCGC00024440-03 O-Anisamide, 4-amino-5-chloro-N-(2-(diethylamino)ethyl)-(8CI) Benzamide, 4-amino-5-chloro-N-(2-(diethylamino)ethyl)-2-methoxy- L4YEB44I46 BPBio1_001100 Maxolon (TN) C14H22ClN3O2 Methochlopramide cid_23659 D08VYV 2-Methoxy-4-amino-5-chloro-N,N-dimethylaminoethylbenzamide DSSTox_RID_80719 4-Amino-5-chloro-2-methoxy-N-(.beta.-diethylaminoethyl)benzamide Emperal 4-amino-5-chloro-N-(2-diethylaminoethyl)-2-methoxybenzamide Gastrosil IDI1_000069 AC1L1HKD KBio3_001527 Pramiel Primperan (TN) SBB037841 Spectrum4_000964 Tox21_110188 Metoclopramidum N-(Diethylaminoethyl)-2-methoxy-4-amino-5-chlorobenzamide NCGC00015643-07 Neu-Sensamide Parmid KM1470 Benzamide, 4-amino-5-chloro-N-[2-(diethylamino)ethyl]-2-methoxy- LS-20038 BRD-K75641298-003-16-9 Megaldrate CCG-204847 Metochlopramide Clopra-Yellow (metaclopramide)4-Amino-5-chloro-N-(2-diethylamino-ethyl)-2-methoxy-benzamide Degan (TN) EINECS 206-662-9 4-Amino-5-chloro-N-(2-(diethylamino)ethyl)-o-anisamide Gastrese 4-amino-5-chloro-N-[2-(diethylamino)ethyl]-2-methoxy-benzamide;hydrochloride Gimoli 7232-21-5 (mono-hydrochloride) KB-189202 AKOS000280832 Prestwick1_000209 Regla SCHEMBL18629 ST024773 Metoclopramide Monohydrochloride, Monohydrate UNII-L4YEB44I46 Metramid NCGC00015643-02 NCGC00015643-11 o-Anisamide, 4-amino-5-chloro-N-(2-(diethylamino)ethyl)- Peraprin ARONIS24307 KS-5055 bmse000779 Maxolon BSPBio_002027 Metadrate CTK8G1095 2-methoxy-4-amino-5-chloro-N,N-(dimethylaminoethyl)benzamide DSSTox_CID_25169 364M625 Emetid 4-Amino-5-chloro-N-(2-diethylamino-ethyl)-2-methoxy-benzamide (metoclopramide) Gastromax 4-amino-5-chloro-N-[2-(diethylamino)ethyl]-2-methoxybenzamide;hydrochloride HSDB 7841 AB00053498_14 KBio2_004686 Pms-Metoclopramide Primperan Reglan (TN) Spectrum2_001720 Metoclopramida Terperan Metoclopramide, European Pharmacopoeia (EP) Reference Standard ZINC1530716 Mygdalon NCGC00015643-05 NCGC00024440-04 o-Anisamide, 4-amino-5-chloro-N-[2-(diethylamino)ethyl]- Benzamide, 4-amino-5-chloro-N-(2-(diethylamino)ethyl)-2-methoxy- (9CI) Lopac-M-0763 BRD-K75641298-001-01-5 MCULE-8566255889 CAS-364-62-5 Methoclopramide Clopra 2-Methoxy-5-chloroprocainamide DTXSID6045169 4-Amino-5-chloro-2-methoxy-N-(beta-diethylaminoethyl)benzamide Eucil 4-amino-5-chloro-N-[2-(diethylamino)-ethyl]-2-methoxybenzamide Gastrotablinen 5-Chloro-2-methoxyprocainamide Imperan AJ-26684 KBioGR_001307 Pramin Pylomid (TN) SBI-0050740.P004 Spectrum5_001449 Metoclopramide (JP15/INN) Tox21_110188_1 Metoclopramidum [INN-Latin] n-Anisamide, 4-amino-5-chloro-N-(2-(diethylamino)ethyl)- NCGC00015643-08 NINDS_000069 Paspertin [ Show all ]
Inchi Key	TTWJBBZEZQICBI-UHFFFAOYSA-N
Inchi ID	InChI=1S/C14H22ClN3O2/c1-4-18(5-2)7-6-17-14(19)10-8-11(15)12(16)9-13(10)20-3/h8-9H,4-7,16H2,1-3H3,(H,17,19)
PubChem CID	4168
ChEMBL	CHEMBL86
IUPHAR	241
BindingDB	48320
DrugBank	DB01233
Structure SDF download
Lipinski's druglikeness	This ligand satisfies Lipinski's rule of five.

Experimental Data

Parameter	Value	Reference	Database source
IC50	2383.0 nM	DrugMatrix in vitro pharmacology data	ChEMBL
Ki	1248.0 nM	DrugMatrix in vitro pharmacology data	ChEMBL

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