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GPCR

Name	5-hydroxytryptamine receptor 2A
Species	Rattus norvegicus (Rat)
Gene	Htr2a
Synonym	serotonin 5HT-2 receptor 5Ht-2 'D' receptor 5-hydroxytryptamine (serotonin) receptor 2A, G protein-coupled 5-HT2A receptor 5-HT-2A 5-HT-2 serotonin receptor 2A [ Show all ]
Disease	N/A for non-human GPCRs
Length	471
Amino acid sequence	MEILCEDNISLSSIPNSLMQLGDGPRLYHNDFNSRDANTSEASNWTIDAENRTNLSCEGYLPPTCLSILHLQEKNWSALLTTVVIILTIAGNILVIMAVSLEKKLQNATNYFLMSLAIADMLLGFLVMPVSMLTILYGYRWPLPSKLCAIWIYLDVLFSTASIMHLCAISLDRYVAIQNPIHHSRFNSRTKAFLKIIAVWTISVGISMPIPVFGLQDDSKVFKEGSCLLADDNFVLIGSFVAFFIPLTIMVITYFLTIKSLQKEATLCVSDLSTRAKLASFSFLPQSSLSSEKLFQRSIHREPGSYAGRRTMQSISNEQKACKVLGIVFFLFVVMWCPFFITNIMAVICKESCNENVIGALLNVFVWIGYLSSAVNPLVYTLFNKTYRSAFSRYIQCQYKENRKPLQLILVNTIPALAYKSSQLQVGQKKNSQEDAEQTVDDCSMVTLGKQQSEENCTDNIETVNEKVSCV
UniProt	P14842
Protein Data Bank	N/A
GPCR-HGmod model	N/A
3D structure model	No available structures or models
BioLiP	N/A
Therapeutic Target Database	N/A
ChEMBL	CHEMBL322
IUPHAR	6
DrugBank	N/A

Ligand

Name	methysergide
Molecular formula	C21H27N3O2
IUPAC name	(6aR,9R)-N-[(2S)-1-hydroxybutan-2-yl]-4,7-dimethyl-6,6a,8,9-tetrahydroindolo[4,3-fg]quinoline-9-carboxamide
Molecular weight	353.466
Hydrogen bond acceptor	3
Hydrogen bond donor	2
XlogP	2.3
Synonyms	Methysergide (USAN/INN) (6aR,9R)-4,7-dimethyl-N-[(2S)-1-oxidanylbutan-2-yl]-6,6a,8,9-tetrahydroindolo[4,3-fg]quinoline-9-carboxamide;(Z)-but-2-enedioic acid Metisergido [INN-Spanish] (8beta)-N-[(1S)-1-(hydroxymethyl)propyl]-1,6-dimethyl-9,10-didehydroergoline-8-carboxamide NCGC00024027-08 2016-33-3 Tox21_110895_1 9,10-Didehydro-N-(1-(hydroxymethyl)propyl)-1,6-dimethylergoline-8-carboxamide BRD-K35941380-001-01-7 Desernyl EINECS 206-644-0 HSDB 3237 Lysergamide, N-(1-(hydroxymethyl)propyl)-1-methyl-, D- (4R,7R)-N-[(2S)-1-hydroxybutan-2-yl]-6,11-dimethyl-6,11-diazatetracyclo[7.6.1.0^{2,7}.0^{12,16}]hexadeca-1(16),2,9,12,14-pentaene-4-carboxamide Methysergidum (6aR,9R)-N-[(1S)-1-(hydroxymethyl)propyl]-4,7-dimethyl-6,6a,8,9-tetrahydroindolo[4,3-fg]quinoline-9-carboxamide N-(alpha-(Hydroxymethyl)propyl)-1-methyl-dextro-lysergamide 1-Methyl-dextro-lysergic acid (+)-1-hydroxy-2-butylamide Sansert (TN) 361-37-5 UNII-XZA9HY6Z98 AC1L1TKV C07199 D02357 Dimethylergometrin Ergoline-8-carboxamide, 9,10-didehydro-N-(1-(hydroxymethyl)propyl)-1,6-dimethyl-, (8beta)- Methysergid (6aR,9R)-4,7-dimethyl-N-[(1S)-1-methylolpropyl]-6,6a,8,9-tetrahydroindolo[4,3-fg]quinoline-9-carboxamide;maleate Metisergide [DCIT] (6aR,9R)-N-[(2S)-1-hydroxybutan-2-yl]-4,7-dimethyl-6,6a,8,9-tetrahydroindolo[4,3-fg]quinoline-9-carboxamide;(Z)-but-2-enedioic acid NCGC00024027-06 SMR000058483 Biomol-NT_000155 CCG-204945 Deseril (TN) DSSTox_RID_76968 H8J (+)-9,10-Didehydro-N-(1-(hydroxymethyl)propyl)-1,6-dimethylergoline-8beta-carboxamide Methysergide dimaleate (6aR,9R)-4-Methyl-4,6,6a,7,8,9-hexahydro-indolo[4,3-fg]quinoline-9-carboxylic acid (1-hydroxymethyl-propyl)-amide MLS000069364 (methylsergide)4,7-Dimethyl-4,6,6a,7,8,9-hexahydro-indolo[4,3-fg]quinoline-9-carboxylic acid (1-hydroxymethyl-propyl)-amide NCGC00024027-09 29987-97-1 UML 491 AB00513725-14 BRD-K35941380-050-17-0 CHEMBL1065 Deseryl Ergoline-8-beta-carboxamide, 9,10-didehydro-N-(1-(hydroxymethyl)propyl)-1,6-dimethyl- Lopac0_000863 Methyllysergic acid butanolamide (6aR,9R)-4,6a,7-Trimethyl-4,6,6a,7,8,9-hexahydro-indolo[4,3-fg]quinoline-9-carboxylic acid (1-hydroxymethyl-propyl)-amide Methysergidum [INN-Latin] (6aR,9R)-N-[(2S)-1-hydroxybutan-2-yl]-4,7-dimethyl-6,6a,8,9-tetrahydroindolo[4,3-fg]quinoline-9-carboxamide NCGC00024027-04 1-Methyllysergic acid butanolamide SBI-0050838.P002 4,7-Dimethyl-4,6,6a,7,8,9-hexahydro-indolo[4,3-fg]quinoline-9-carboxylic acid (1-hydroxymethyl-propyl)-amide XZA9HY6Z98 BDBM30708 C21H27N3O2 D0O6GC DSSTox_CID_3307 Ergoline-8beta-carboxamide, 9,10-didehydro-N-(1-(hydroxymethyl)propyl)-1,6-dimethyl- (6aR,9R)-4,7-dimethyl-N-[(1S)-1-methylolpropyl]-6,6a,8,9-tetrahydroindolo[4,3-fg]quinoline-9-carboxamide;maleic acid Metisergido (8alpha)-N-[(2S)-1-hydroxybutan-2-yl]-1,6-dimethyl-9,10-didehydroergoline-8-carboxamide NCGC00024027-07 156558-44-0 Tox21_110895 746-51-0 BPBio1_000486 CHEBI:92629 Desernil DTXSID2023307 HMS2090P04 (+)-N-(1-(Hydroxymethyl)propyl)-1-methyl-D-lysergamide Methysergide [USAN:INN:BAN] (6aR,9R)-5,7-Dimethyl-4,6,6a,7,8,9-hexahydro-indolo[4,3-fg]quinoline-9-carboxylic acid diethylamide N-(1-(Hydroxymethyl)propyl)-1-methyl-dextro-(+)-lysergamide 1-Methyl-D-lysergic acid butanolamide Sansert UML-491 AB00513725_15 BRN 0765985 cid_5281073 Desril Ergoline-8-carboxamide, 9,10-didehydro-N-(1-(hydroxymethyl)propyl)-1,6-dimethyl-, (8beta(S))- LS-64361 Methylmethylergonovine (6aR,9R)-4,7-Dimethyl-4,6,6a,7,8,9-hexahydro-indolo[4,3-fg]quinoline-9-carboxylic acid ((S)-1-hydroxymethyl-propyl)-amide Metisergide (6aR,9R)-N-[(2S)-1-hydroxybutan-2-yl]-4,7-dimethyl-6,6a,8,9-tetrahydroindolo[4,3-fg]quinoline-9-carboxamide;(Z)-2-butenedioic acid NCGC00024027-05 1-Methylmethylergonovine SCHEMBL41843 47478-64-8 ZINC53151228 BDBM50031942 CAS-361-37-5 Deseril DSSTox_GSID_23307 GTPL134 [ Show all ]
Inchi Key	KPJZHOPZRAFDTN-ZRGWGRIASA-N
Inchi ID	InChI=1S/C21H27N3O2/c1-4-15(12-25)22-21(26)14-8-17-16-6-5-7-18-20(16)13(10-23(18)2)9-19(17)24(3)11-14/h5-8,10,14-15,19,25H,4,9,11-12H2,1-3H3,(H,22,26)/t14-,15+,19-/m1/s1
PubChem CID	9681
ChEMBL	CHEMBL1065
IUPHAR	134
BindingDB	50031942, 30708
DrugBank	N/A
Structure SDF download
Lipinski's druglikeness	This ligand satisfies Lipinski's rule of five.

Experimental Data

Parameter	Value	Reference	Database source
Ki	0.316228 - 3.98107 nM	PMID9655845, PMID15107597	IUPHAR
Ki	0.42 nM	PMID8935801	BindingDB
Ki	1.07 nM	PMID9225287	BindingDB
Ki	1.3 nM	PMID8584042	BindingDB
Ki	1.445 nM	PMID7914540	ChEMBL
Ki	1.58 nM	PMID7582481	BindingDB
Ki	1.6 nM	PMID7629808	BindingDB,ChEMBL
Ki	1.995 nM	PMID10543880	ChEMBL
Ki	15.0 nM	PMID11104741	BindingDB
Ki	15.8489 nM	PMID11104741	IUPHAR

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