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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	Lysergide
Molecular formula	C20H25N3O
IUPAC name	(6aR,9R)-N,N-diethyl-7-methyl-6,6a,8,9-tetrahydro-4H-indolo[4,3-fg]quinoline-9-carboxamide
Molecular weight	323.44
Hydrogen bond acceptor	2
Hydrogen bond donor	1
XlogP	3.0
Synonyms	752-EP2301928A1 752-EP2305652A2 (8alpha)-N,N-Diethyl-6-Methyl-9,10-Didehydroergoline-8-Carboxamide 752-EP2308839A1 6482-EP1441224A2 752-EP2308871A1 752-EP2270006A1 752-EP2314571A2 752-EP2272973A1 752-EP2371798A1 752-EP2284162A2 9,10-Didehydro-N,N-diethyl-6-methyl-ergoline-8-beta-carboxamide 752-EP2289885A1 BDBM21342 752-EP2295407A1 Blue Star 752-EP2298763A1 CHEMBL263881 Lysergic acid diethylamide-25 Mean Green Contact Lens NCGC00168265-02 D-Lysergic acid N,N-diethylamide PDSP2_001415 Diethylamid kyseliny lysergove [Czech] Scapes Ergoline-8-carboxamide, 9,10-didehydro-N,N-diethyl-6-methyl-, (8b)- Tox21_113508 Gelatin Chips Wedges Indolo[4,3-fg]quinoline, ergoline-8-carboxamide deriv. LSD (alkaloid) LSD,l- Chief 752-EP2301937A1 (+)-LSD 752-EP2305673A1 752-EP2308849A1 6482-EP2311802A1 752-EP2311825A1 752-EP2272537A2 752-EP2316470A2 752-EP2275417A2 752-EP2374786A1 752-EP2284179A2 Acid [Street Name] 752-EP2292613A1 Big F 752-EP2298731A1 C07542 752-EP2298772A1 Lucy in the Sky with Diamonds Lysergidum N,N-Diethyl-(+)-Lysergamide Cupcakes Orange Wedges DB04829 Pearly gates [Street Name] DSSTox_GSID_23231 Strawberry Fields Ergoline-8beta-carboxamide, 9,10-didehydro-N,N-diethyl-6-methyl- UNII-8NA5SWF92O Hawk Yellows Lisergide [DCIT] LSD (Lysergic Acid Diethylamide;Lysergide) 752-EP2301627A1 752-EP2305648A1 (6aR,9R)-N,N-diethyl-7-methyl-4,6,6a,7,8,9-hexahydroindolo[4,3-fg]quinoline-9-carboxamide 752-EP2305686A1 50-37-3 752-EP2308867A2 752-EP2269986A1 752-EP2311842A2 752-EP2272842A1 752-EP2316833A1 752-EP2281812A1 7LD 752-EP2287155A1 Bart Simpson 752-EP2295402A2 Blue Cheer 752-EP2298745A1 CHEBI:6605 Lysergaure diethylamid Lysergsaeurediethylamid N,N-Diethyllysergamide d-Lysergic acid dethylamide PDSP1_001431 Dextrolysergic Acid diethylamide Royal blue EINECS 200-033-2 The Hawk Frogs Wedding Bells Acid Heavenly Blue [Street Name] [N-methyl-3H]LSD LS-64351 LSD solution, 25 mug/mL in acetonitrile, ampule of 1 mL, certified reference material CHEMBL463207 752-EP2301929A1 752-EP2305663A1 (8beta)-N,N-diethyl-6-methyl-9,10-didehydroergoline-8-carboxamide 752-EP2308847A1 6482-EP2311494A1 752-EP2308873A1 752-EP2270014A1 752-EP2314581A1 752-EP2275403A1 752-EP2371800A1 752-EP2284163A2 9,10-Didehydro-N,N-diethyl-6-methylergoline-8b-carboxamide 752-EP2292228A1 BDBM50241702 752-EP2295410A1 BRN 0094179 752-EP2298767A1 LSD-25 Mellow Yellow Cubes Orange Mushroom D0M7LV PDSP2_001524 Domes SCHEMBL113755 Ergoline-8-carboxamide, 9,10-didehydro-N,N-diethyl-6-methyl-, (8beta)- Trippers Greenies White Light Instant Zen LSD (Lysergic Acid Diethylamide) 0.025 mg/ml in Acetonitrile Chocolate Chips 752-EP2305033A1 (+)-Lysergic acid diethylamide 752-EP2305674A1 752-EP2308850A1 6482-EP2311803A1 752-EP2311829A1 752-EP2272822A1 752-EP2316831A1 752-EP2277866A1 752-EP2374787A1 752-EP2286811A1 AKOS028112397 752-EP2292619A1 Blotter Acid 752-EP2298735A1 California Sunshine 752-EP2298777A2 Lysergamid Lysergidum [INN-Latin] N,N-Diethyl-6-methyl-9,10-didehydroergoline-8-carboxamide D-Lsd Owsley DEA No. 7315 Purple Haze DSSTox_RID_76934 Sugar Lump Fifty VAYOSLLFUXYJDT-RDTXWAMCSA-N Haze ZINC96903803 Lisergido LSD 25 752-EP2301918A1 752-EP2305650A1 (6aR,9R)-N,N-diethyl-7-methyl-6,6a,8,9-tetrahydro-4H-indolo[4,3-fg]quinoline-9-carboxamide 752-EP2308838A1 752-EP2308870A2 752-EP2270004A1 752-EP2311850A1 752-EP2272972A1 752-EP2371797A1 752-EP2282982A1 8NA5SWF92O 752-EP2289868A1 Bartman 752-EP2295406A1 Blue Mist 752-EP2298761A1 LYSERGIC ACID DIETHYLAMIDE Lysergsauerediaethylamid NCGC00168265-01 D-Lysergic acid diethylamide PDSP1_001540 Diethylamid kyseliny lysergove Royal Blue [Street Name] Ergoline-8-beta-carboxamide, 9,10-didehydro-N,N-diethyl-6-methyl- Tox21_112872 FT-0670891 Wedding bells [Street Name] HSDB 3920 LSD LSD,(+) Cherry Top 752-EP2301935A1 752-EP2305666A1 (8R)-9,10-didehydro-N,N-diethyl-6-methylergoline-8-carboxamide 752-EP2308848A1 6482-EP2311801A1 752-EP2311808A1 752-EP2270016A1 752-EP2314587A1 752-EP2275411A2 752-EP2371804A1 752-EP2284178A2 AC1L1L2W 752-EP2292589A1 Beast 752-EP2295411A1 Brown Dots 752-EP2298770A1 LSD-25, lysergidD Lysergide [INN:BAN:DCF] Microdots Cubes [Street Name] Orange Sunshine Pearly gates DSSTox_CID_3231 Spoonies Ergoline-8b-carboxamide, 9,10-didehydro-N,N-diethyl-6-methyl- (8CI) Ubergluben GTPL17 Window Pane Lisergide LSD (Lysergic Acid Diethylamide) 1.0 mg/ml in Acetonitrile 752-EP2298783A1 Clearlight 752-EP2305640A2 (4R,7R)-N,N-diethyl-6-methyl-6,11-diazatetracyclo[7.6.1.0^{2,7}.0^{12,16}]hexadeca-1(16),2,9,12,14-pentaene-4-carboxamide 752-EP2305685A1 4-25-00-00939 (Beilstein Handbook Reference) 752-EP2308861A1 6482-EP2371814A1 752-EP2311834A1 752-EP2272834A1 752-EP2316832A1 752-EP2277872A1 752-EP2377849A2 752-EP2287153A1 Barrels 752-EP2292624A1 Blue Acid 752-EP2298736A1 CAS-50-37-3 Lysergamide, N,N-diethyl- Lysergsaeurediaethylamid N,N-Diethyl-D-lysergamide D-LSD-25 Paper Acid Delysid Purple Microdot DTXSID1023231 Sunshine Flats Wedding bells Heavenly Blue [3H]-LSD Lisergido [INN-Spanish] LSD solution, 1.0 mg/mL in acetonitrile, ampule of 1 mL, certified reference material [ Show all ]
Inchi Key	VAYOSLLFUXYJDT-RDTXWAMCSA-N
Inchi ID	InChI=1S/C20H25N3O/c1-4-23(5-2)20(24)14-9-16-15-7-6-8-17-19(15)13(11-21-17)10-18(16)22(3)12-14/h6-9,11,14,18,21H,4-5,10,12H2,1-3H3/t14-,18-/m1/s1
PubChem CID	5761
ChEMBL	CHEMBL263881
IUPHAR	17
BindingDB	21342, 50241702
DrugBank	DB04829
Structure SDF download
Lipinski's druglikeness	This ligand satisfies Lipinski's rule of five.

Experimental Data

Parameter	Value	Reference	Database source
Kd	21.17 nM	PMID17067154	BindingDB
Ki	0.398107 nM	PMID8663249	IUPHAR
Ki	2.6 nM	PMID18468904	BindingDB,ChEMBL
Ki	2.7 nM	PMID10611640	BindingDB
Ki	3.1 nM	PMID18468904	BindingDB,ChEMBL
Ki	3.162 nM	PMID14613313	ChEMBL
Ki	3.5 nM	PMID18468904	BindingDB,ChEMBL
Ki	4.0 nM	PMID18468904	BindingDB,ChEMBL
Ki	5.2 nM	PMID10611640	BindingDB
Ki	21.38 nM	PMID10498829	BindingDB

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