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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	propranolol
Molecular formula	C16H21NO2
IUPAC name	1-naphthalen-1-yloxy-3-(propan-2-ylamino)propan-2-ol
Molecular weight	259.349
Hydrogen bond acceptor	3
Hydrogen bond donor	2
XlogP	3.0
Synonyms	1-(alpha-naphthoxy)-3-(iso-propylamino)-2-propanol R,S-Propranolol Hydrochloride 1-Isopropylamino-3-(1-naphthyloxy)-2-propanol Efektolol SCHEMBL3955 2-Propanol, 1-(isopropylamino)-3-(1-naphthyloxy)- FT-0700657 Spectrum3_001071 Inderal (Salt/Mix) W-109550 AC1Q1QC0 KBio1_000023 AQHHHDLHHXJYJD-UHFFFAOYSA-N NCGC00024690-02 KBioGR_001684 BBL023437 Oprea1_304193 LS-184129 Betadren Prestwick0_000952 BSPBio_000944 PROPANOLOL(-) (A+/-)-Propranolol hydrochloride CHEBI:8499 PROPRANOLOL, d cMAP_000071 propranololo 1-(Isopropylamino)-3-(1-naphthyloxy)-2-propanol dl-propranolol Reducor 13013-17-7 EN300-40731 SPBio_001658 HMS2090L21 Spectrum5_000751 AB00053537_11 INDERIDE-40/25 ALBB-023324 KBio2_007651 Avlocardyl (Salt/Mix) NSC 91523 (Salt/Mix) Kemi S Berkolol PDSP1_001608 MolPort-001-794-623 Bio1_000856 Prestwick3_000952 C16H21NO2 .beta.-Propranolol D,L-Propranolol Propranololum [INN-Latin] 1-(isopropylamino)-3-naphthalen-1-yloxy-propan-2-ol Dociton (Salt/Mix) SBI-0050871.P003 2-Propanol, 1-((1-methylethyl)amino)-3-(1-naphthalenyloxy)-, (+-)- F0001-3681 Spectrum2_001699 525-66-6 IDI1_000023 Sumial AC1L1JA4 Intermigran Anaprilin NCGC00015798-08 KBio3_002993 AY-20694 Obsidan (Salt/Mix) Lopac0_000896 Beta-Timelets PDSP2_001592 NCGC00015798-06 BRD-A10070317-003-06-9 Propanolol (.+/-.)-Propranolol CCG-103643 Propranolol Hcl Intensol 1-((1-Methylethyl)amino)-3-(1-naphthyloxy)-2-propanol PROPRANOLOL,(+) 1-(alpha-naphthoxy)-3-(isopropylamino)-2-propanol DB00571 Racemic propranolol 1-naphthalen-1-yloxy-3-(propan-2-ylamino)propan-2-ol EINECS 208-378-0 Servanolol 2-Propanol, 1-(isopropylamino)-3-(1-naphthyloxy)-, (+-)- GTPL564 Spectrum4_000974 AB00053537 Inderal hydrochloride [2-hydroxy-3-(naphthalen-1-yloxy)propyl](propan-2-yl)amine AKOS000588816 KBio2_002515 ARONIS27011 NCGC00024690-03 KBioGR_002515 BDBM25761 PDSP1_000767 MCULE-7804628650 Betalong Prestwick1_000952 BSPBio_002682 Propanolol,(+/-) (S)-(-)-PROPRANOLOL Corpendol Propranololo [DCIT] 1-(isopropylamino)-3-(1-naphthyloxy)propan-2-ol DL-Propranolol hydrochloride Reducor line 2-Propanol, 1-((1-methylethyl)amino)-3-(1-naphthalenyloxy)- etalong SPBio_003093 3-(naphthalen-1-yloxy)-1-(propan-2-ylamino)propan-2-ol HMS3428G03 ST024757 AB00053537_12 INDERIDE-80/25 AN-18866 KBio3_001766 AY 20694 NSC91523 KS-00002WT3 beta-Propranolol PDSP2_000755 NCGC00015798-04 Bio1_001345 Propanalol (+-)-Propranolol Caridolol Propranolol (INN) 1(-alpha-naphthoxy)-3-(iso-propylamino)-2-propanol 1-(1-Naphthyloxy)-2-hydroxy-3-(isopropylamino)propane D08443 Proprasylyt 1-(naphthalen-1-yloxy)-3-(propan-2-ylamino)propan-2-ol DTXSID6023525 SCHEMBL12264958 2-Propanol, 1-((1-methylethyl)amino)-3-(1-naphthalenyloxy)-, (+-)- (9CI) FE-0204 Spectrum3_000883 525P666 Inderal T7896 AC1Q1QBV KB-123971 Anapriline NCGC00015798-09 KBioGR_001347 b-Propranolol Obzidan LS-122410 Betachron Pranolol BRD-A10070317-003-17-6 Propanolol [INN-Spanish] (1)-1-(Isopropylamino)-3-(naphthyloxy)propan-2-ol CCRIS 3082 Propranolol [INN:BAN] PROPRANOLOL,(-) 1-(Isopropylamino)-3-(1-naphthoxy)-propan-2-ol DivK1c_000023 racemic-Propranolol 1-[(1-methylethyl)amino]-3-(naphthalen-1-yloxy)propan-2-ol EINECS 235-867-6 SPBio_001361 2-Propanol, 1-[(1-methylethyl)amino]-3-(1-naphthalenyloxy)- hemangiol Spectrum4_001222 AB00053537-10 Inderex AKOS016050338 KBio2_005083 Avlocardyl NINDS_000023 KBioSS_002523 Bedranol PDSP1_001607 Migrastat Bio1_000367 Prestwick2_000952 C07407 Propranalol CHEMBL27 CTK8I6896 Propranololum 1-(Isopropylamino)-3-(naphthalen-1-yloxy)propan-2-ol Dociton Sawatal 2-Propanol, 1-((1-methylethyl)amino)-3-(1-naphthalenyloxy)- (9CI) Euprovasin Spectrum2_001301 3-[(methylethyl)amino]-1-naphthyloxypropan-2-ol ICI 45520 (Salt/Mix) STK735510 AB0108847 Inderol AN-45556 NCGC00015798-07 KBio3_001902 AY 64043 Obsidan L000679 Beta-Tablinen PDSP2_001591 NCGC00015798-05 BPBio1_001040 Propanix (+/-)-Propranolol-D7 (ring-D7) solution, 100 mug/mL in methanol with 5% 1 M HCl, ampule of 1 mL, certified reference material CBDivE_006180 Propranolol (TN) 1-((1-Methylethyl)amino)-3-(1-naphthalenyloxy)-2-propanol [ Show all ]
Inchi Key	AQHHHDLHHXJYJD-UHFFFAOYSA-N
Inchi ID	InChI=1S/C16H21NO2/c1-12(2)17-10-14(18)11-19-16-9-5-7-13-6-3-4-8-15(13)16/h3-9,12,14,17-18H,10-11H2,1-2H3
PubChem CID	4946
ChEMBL	CHEMBL27
IUPHAR	564
BindingDB	25761
DrugBank	DB00571
Structure SDF download
Lipinski's druglikeness	This ligand satisfies Lipinski's rule of five.

Experimental Data

Parameter	Value	Reference	Database source
EC50	<5011.87 nM	PMID26565745	ChEMBL
IC50	<5011.87 nM	PMID26565745	ChEMBL
IC50	1466.0 nM	DrugMatrix in vitro pharmacology data	ChEMBL
Ki	419.0 nM	DrugMatrix in vitro pharmacology data	ChEMBL
Ki	2260.0 nM	PMID16051647	PDSP
Ki	4068.66 nM	Andorn et al., PMID1984	PDSP
Ki	4100.0 nM	Peroutka, PMID1988	PDSP
Ki	4279.8 nM	Elliot & Kent, PMID1989	PDSP
Ki	9000.0 nM	Peroutka, PMID1988	PDSP

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