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GPCR

Name	5-hydroxytryptamine receptor 2A
Species	Homo sapiens (Human)
Gene	HTR2A
Synonym	5-HT-2 serotonin receptor 2A serotonin 5HT-2 receptor 5-HT-2A 5-HT2A receptor 5-hydroxytryptamine (serotonin) receptor 2A, G protein-coupled 5Ht-2 'D' receptor [ Show all ]
Disease	Depression Unspecified Diabetes Erythropoietic porphyria Fibromyalgia Sleep disorders Schizophrenia Psychiatric disorder Pancreatitis Mood disorder Migraine Hemorrhoids Glaucoma Central nervous system disease Cardiovascular disorder Addiction Schizophrenia; Sleep maintenance insomnia Alcohol use disorders Anxiety disorder [ Show all ]
Length	471
Amino acid sequence	MDILCEENTSLSSTTNSLMQLNDDTRLYSNDFNSGEANTSDAFNWTVDSENRTNLSCEGCLSPSCLSLLHLQEKNWSALLTAVVIILTIAGNILVIMAVSLEKKLQNATNYFLMSLAIADMLLGFLVMPVSMLTILYGYRWPLPSKLCAVWIYLDVLFSTASIMHLCAISLDRYVAIQNPIHHSRFNSRTKAFLKIIAVWTISVGISMPIPVFGLQDDSKVFKEGSCLLADDNFVLIGSFVSFFIPLTIMVITYFLTIKSLQKEATLCVSDLGTRAKLASFSFLPQSSLSSEKLFQRSIHREPGSYTGRRTMQSISNEQKACKVLGIVFFLFVVMWCPFFITNIMAVICKESCNEDVIGALLNVFVWIGYLSSAVNPLVYTLFNKTYRSAFSRYIQCQYKENKKPLQLILVNTIPALAYKSSQLQMGQKKNSKQDAKTTDNDCSMVALGKQHSEEASKDNSDGVNEKVSCV
UniProt	P28223
Protein Data Bank	6a93, 6a94
GPCR-HGmod model	P28223
3D structure model	This structure is from PDB ID 6a93.
BioLiP	BL0441025,BL0441028, BL0441031, BL0441030,BL0441033, BL0441029,BL0441032, BL0441026, BL0441024,BL0441027
Therapeutic Target Database	T32060
ChEMBL	CHEMBL224
IUPHAR	6
DrugBank	BE0000451

Ligand

Name	metergoline
Molecular formula	C25H29N3O2
IUPAC name	benzyl N-[[(6aR,9S,10aR)-4,7-dimethyl-6,6a,8,9,10,10a-hexahydroindolo[4,3-fg]quinolin-9-yl]methyl]carbamate
Molecular weight	403.526
Hydrogen bond acceptor	3
Hydrogen bond donor	1
XlogP	3.8
Synonyms	CHEMBL19215 SCHEMBL117882 D07218 SR-01000075561 EINECS 241-686-3 UNII-1501393LY5 HMS3262A14 [[(8beta)-1,6-Dimethylergolin-8-yl]-methyl]carbamic acid phenylmethyl ester LP00726 (((8-beta)-1,6-Dimethylergolin-8-yl)methyl)carbamic acid benzyl ester Metergolina [DCIT] 1501393LY5 Metergolinum [Latin] B6365 N-CBZ-[(8\|A)-1,6-Dimethylergolin-8-yl]methylamine BPBio1_000287 NCGC00017257-10 Carbamic acid, (((8-beta)-1,6-dimethylergolin-8-yl)methyl)-, phenylmethyl ester (9CI) NCGC00261411-01 D-8-beta-((Carbobenzoxyamino)methyl)-1,6-dimethyl-10-alpha-ergoline SR-01000000003 DB13520 STL525769 FI-6337 WZHJKEUHNJHDLS-QTGUNEKASA-N I01-17061 Lysergamine, N-carboxy-9,10-dihydro-1-methyl-, benzyl ester (7CI) (phenylmethyl) N-[[(6aR,9S,10aR)-4,7-dimethyl-6,6a,8,9,10,10a-hexahydroindolo[4,3-fg]quinoline-9-yl]methyl]carbamate Metergoline (INN) AC1L1FV1 MLS000069437 benzyl N-[[(6aR,9S,10aR)-4,7-dimethyl-6,6a,8,9,10,10a-hexahydroindolo[4,3-fg]quinoline-9-yl]methyl]carbamate NCGC00017257-05 BRD-K56699285-001-18-5 NCGC00022834-04 Carbamic acid, N-[[(8b)-1,6-dimethylergolin-8-yl]methyl]-,phenylmethyl ester Prestwick1_000364 Prestwick_657 D-N-Carbobenzoxydihydro-1-methyllysergamine I SR-01000000003-5 DSSTox_RID_80053 Tox21_110808_1 HMS2096I09 [(8beta)-1,6-Dimethylergolin-8-yl)methyl]carbamic acid phenylmethyl ester Liserdol (TN) Metergolin 1-Methyl-N-carbobenzyloxydihydro-D-lysergamin Metergolinum AKOS015889165 MolPort-001-794-640 benzyl{[(8b)-1,6-dimethylergolin-8-yl]methyl}carbamate NCGC00017257-08 Carbamic acid, (((8-beta)-1,6-dimethylergolin-8-yl)methyl)-, benzyl ester NCGC00022834-07 CHEBI:64216 cid_28693 SMR000059050 D0UA0I SR-01000075561-1 EU-0100726 UPCMLD-DP151 HMS3713I09 LS-49541 (((8-beta)-1,6-Dimethylergolin-8-yl)methyl)carbamic acid phenylmethyl ester Metergolina [Spanish] 17692-51-2 Methergoline BDBM30704 N-[[(6aR,9S,10aR)-4,7-dimethyl-6,6a,8,9,10,10a-hexahydroindolo[4,3-fg]quinoline-9-yl]methyl]carbamic acid (phenylmethyl) ester BPBio1_000537 NCGC00017257-11 Carbamic acid, (((8beta)-1,6-dimethylergolin-8-yl)methyl)-, phenylmethyl ester Opera_ID_1642 Prestwick2_000364 D-8-beta-((Carboxyamino)methyl)-1,6-dimethylergoline benzyl ester SR-01000000003-2 DSSTox_CID_22584 Substance 355/255 GTPL133 ZINC3812975 KS-1369 M 3668 1,6-Dimethyl-8-beta-carbobenzyloxaminomethyl-10-alpha-ergoline Metergoline phenylmethyl ester AC1Q6654 MLS001148102 benzyl {[(8alpha)-1,6-dimethylergolin-8-yl]methyl}carbamate NCGC00017257-06 BSPBio_000487 NCGC00022834-05 CAS-17692-51-2 REGID_for_CID_28693 D-N-Carboxydihydro-1-methyllysergamine I benzyl ester SR-01000000003-6 DTXSID5042584 Tox21_500726 HMS2234H19 [(8\|A)-1,6-Dimethylergolin-8-yl)methyl]carbamic acid phenylmethyl ester Lopac0_000726 Metergolina Metergolinum [INN-Latin] API0003187 N-Cbz-[(8beta)-1,6-Dimethylergolin-8-yl]methylamine Biomol-NT_000134 NCGC00017257-09 Carbamic acid, (((8-beta)-1,6-dimethylergolin-8-yl)methyl)-, phenylmethyl ester NCGC00022834-08 CS-4551 SPBio_002408 D0UQ2X ST056348 FI 6337 UPCMLD-DP151:001 HY-B1033 Lysergamine, N-carboxy-9,10-dihydro-1-methyl-, benzyl ester (+)-N-(Carboxy)-1-methyl-9,10-dihydrolysergamine benzyl ester MFCD00153829 Benzyl 1,6-dimethylergolin-8beta-ylmethylcarbamat N-[[(6aR,9S,10aR)-4,7-dimethyl-6,6a,8,9,10,10a-hexahydroindolo[4,3-fg]quinoline-9-yl]methyl]carbamic acid benzyl ester BRD-K56699285-001-03-7 NCGC00017257-14 Carbamic acid, ((1,6-dimethylergolin-8-beta-yl)methyl)-, benzyl ester Prestwick0_000364 Prestwick3_000364 D-8-beta-((Carboxyamino)methyl)-1,6-dimethylergoline I benzyl ester SR-01000000003-4 DSSTox_GSID_42584 Tox21_110808 HMS1569I09 [(8?)-1,6-Dimethylergolin-8-yl)methyl]carbamic acid phenylmethyl ester Liserdol MCE 1-Methyl-8-beta-carbobenzyloxyaminomethyl-10-alpha-ergoline Metergoline [INN:BAN] AHR 3009 MLS002207142 benzyl {[(8beta)-1,6-dimethylergolin-8-yl]methyl}carbamate NCGC00017257-07 C25H29N3O2 NCGC00022834-06 CCG-204811 [ Show all ]
Inchi Key	WZHJKEUHNJHDLS-QTGUNEKASA-N
Inchi ID	InChI=1S/C25H29N3O2/c1-27-14-18(13-26-25(29)30-16-17-7-4-3-5-8-17)11-21-20-9-6-10-22-24(20)19(12-23(21)27)15-28(22)2/h3-10,15,18,21,23H,11-14,16H2,1-2H3,(H,26,29)/t18-,21+,23+/m0/s1
PubChem CID	28693
ChEMBL	CHEMBL19215
IUPHAR	133
BindingDB	30704
DrugBank	N/A
Structure SDF download
Lipinski's druglikeness	This ligand satisfies Lipinski's rule of five.

Experimental Data

Parameter	Value	Reference	Database source
Activity	7.1 nM	PMID20451398	ChEMBL
IC50	0.395 nM	DrugMatrix in vitro pharmacology data	ChEMBL
Ki	0.113 nM	DrugMatrix in vitro pharmacology data	ChEMBL
Ki	0.12 nM	PMID9225287	BindingDB
Ki	2.51189 nM	PMID15322733	IUPHAR

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