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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	amitriptyline
Molecular formula	C20H23N
IUPAC name	N,N-dimethyl-3-(2-tricyclo[9.4.0.03,8]pentadeca-1(15),3,5,7,11,13-hexaenylidene)propan-1-amine
Molecular weight	277.411
Hydrogen bond acceptor	1
Hydrogen bond donor	0
XlogP	5.0
Synonyms	SPBio_002208 TP0 Vanatrip (Salt/Mix) Lopac-A-8404 NCGC00015095-01 NCGC00015095-09 Oprea1_479304 Redomex BRD-K53737926-003-05-4 1409-EP2314585A1 CCRIS 9174 3-(10,11-dihydro-5H-dibenzo[a,d]cyclohepten-5-ylidene)-N,N-dimethylpropan-1-amine Damilen 5-(.gamma.-Dimethylaminopropylidene)-5H-Dibenzo[a,d][1,4]cycloheptadiene DivK1c_000766 5-(gamma-Dimethylaminopropylidene)-10,11-dihydro-5H-dibenzo(a,d)cycloheptene Endep 5H-Dibenzo(a,d)cycloheptene-.delta.(sup 5),.gamma.-propylamine, 10,11-dihydro-N,N-dimethyl- KBio2_002261 AB00514631 KBioGR_002261 Amitriptilina [INN-Spanish] Amitriptylinum [INN-Latin] 10,11-Dihydro-5-(.gamma.-dimethylaminopropylidene)-5H-dibenzo(a,d)cycloheptene BAS 00269727 1409-EP2275420A1 Spectrum4_000146 Triptisol ZX-AS004743 MCULE-3537115467 NCGC00015095-04 NCGC00015095-12 Prestwick0_000074 SBB080793 BSPBio_000287 CHEMBL629 3-(5,6-dihydrodibenzo[[?],[?]][7]annulen-11-ylidene)-N,N-dimethyl-propan-1-amine DB00321 5-(3'-Dimethylaminopropylidene)-dibenzo-[a,d][1,4]-cycloheptadiene EC 200-041-6 5-(gamma-Dimethylaminopropylidene)-5H-Dibenzo[a,d][1,4]cycloheptadiene GTPL200 5H-Dibenzo[a,d]cycloheptene-.delta.5,.gamma.-propylamine, 10,11-dihydro-N,N-dimethyl- KBio2_005560 Adepril KRMDCWKBEZIMAB-UHFFFAOYSA-N Amitriptylin [German] Amytriptiline 10,11-dihydro-N,N-dimethl-5H-dibenzo[a,d]cycloheptene-(delta(5, gamma))-propylamine BC203219 1409-EP2298731A1 STK525215 Tryptomer, Triplent(Talent India) Laroxyl (TN) MRF-0000533 NCGC00015095-07 NINDS_000766 Prestwick3_000074 Seroten 1409-EP2305652A2 CAS-549-18-8 3-(10,11-Dihydro-5H-dibenzo-[a,d]cyclohepten-5-ylidene)-N,N-dimethyl-1-propanamine, hydrochloride D0Y5UG 5-(.gamma.-Dimethylaminopropylidene)-10,11-dihydro-5H-dibenzo(a,d)cycloheptene dimethyl({3-[(2Z)-tricyclo[9.4.0.0;{3,8}]pentadeca-1(11),3(8),4,6,12,14-hexaen-2-ylidene]propyl})amine 5-(3-Dimethylaminopropylidene)-5H-dibenzo[a,d]-10,11-dihydrocycloheptene Elavil KBio1_000766 AB00053417_13 KBio3_002741 Amitriprolidine Laroxil Amitriptyline [INN:BAN] 1-Propanamine, 3-(10,11-dihydro-5H-dibenzo(a,d)cyclohepten-5-ylidene)-N,N-dimethyl- API0001457 10,11-Dihydro-N,N-dimethyl-5H-dibenzo(a,d)heptalene-delta(sup 5),gamma-propylamine BIDD:GT0115 Spectrum2_000101 Triptanol W-109252 Lopac0_000112 NCGC00015095-02 NCGC00015095-10 PDSP1_001564 Ro 4-1575 BRD-K53737926-003-14-6 17086-03-2 (pamoate (2:1)) CHEBI:2666 3-(10,11-Dihydro-5H-dibenzo[a,d][7]annulen-5-ylidene)-N,N-dimethyl-1-propanamine Damitriptyline 5-(.gamma.-Dimethylaminopropylidine)-5H-dibenzo(a,d)(1,4)cycloheptadiene Domical (Salt/Mix) 5-(gamma-Dimethylaminopropylidene)-5H-dibenzo(a,d)(1,4)cycloheptadiene Flavyl 5H-Dibenzo(a,d)cycloheptene-delta(sup 5),gamma-propylamine, 10,11-dihydro-N,N-dimethyl- KBio2_002992 AC1L1D20 KBioSS_000424 Amitriptilina [Italian] Amitryptiline 10,11-Dihydro-5-(gamma-dimethylaminopropylidene)-5H-dibenzo(a,d)cycloheptene BBC/541 1409-EP2277861A1 Spectrum5_000806 Triptizol (Salt/Mix) [3-(10,11-Dihydro-dibenzo[a,d]cyclohepten-5-ylidene)-propyl]-dimethyl-amine Laroxyl MK 230 NCGC00015095-05 NCGC00024433-04 Prestwick1_000074 SBI-0050100.P004 BSPBio_001836 3-(10,11-Dihydro-5H-dibenzo(a,d)cyclohepten-5-yliden)-N,N-dimethylpropylamin cMAP_000001 30227-34-0 (maleate (1:1)) dimethyl({3-[(2E)-tricyclo[9.4.0.0^{3,8}]pentadeca-1(11),3(8),4,6,12,14-hexaen-2-ylidene]propyl})amine 5-(3-Dimethylaminopropylidene)-10,11-dihydro-5H-dibenzo(a,d)cycloheptatriene EINECS 200-041-6 5-(gamma-Dimethylaminopropylidine)-5H-dibenzo(a,d)(1,4)cycloheptadiene HSDB 3007 5H-Dibenzo[a,d]cycloheptene-Delta5,gamma-propylamine, 10,11-dihydro-N,N-dimethyl- (6CI,8CI) 5-(gamma-Dimethylaminopropylidene)-10,11-dihydro-5H-dibenzo[a,d]cycloheptene KBio2_007397 AKOS000512694 L001041 (3-(5,6-dihydrodibenzo[b,f][7]annulen-11-ylidene)propyl)dimethylamine Amytriptylin 10,11-Dihydro-N,N-dimethyl-5H-dibenzo(a,d)heptalene-.DELTA.5,.gamma.-propylamine BCP09083 1409-EP2298764A1 SPBio_000082 Sylvemid UNII-1806D8D52K Lentizol (Salt/Mix) N 750 NCGC00015095-08 NSC169910 Proheptadiene 1409-EP2305669A1 CCG-204207 3-(10,11-Dihydro-5H-dibenzo[a,d]cyclohepten-5-ylidene)-N,N-dimethyl-1-propanamine Damilan 5-(.gamma.-Dimethylaminopropylidene)-5H-dibenzo(a,d)-10,11-dihydrocycloheptene dimethyl({3-[(2Z)-tricyclo[9.4.0.0^{3,8}]pentadeca-1(11),3(8),4,6,12,14-hexaen-2-ylidene]propyl})amine 5-(3-dimethylaminopropylidene)dibenzo[a,d][1,4]-cycloheptadiene Elavil (TN) 549-18-8 (hydrochloride) KBio2_000424 AB00053417_14 KBioGR_000592 Amitriptilina Amitriptylinum 1-Propanamine, 3-(10,11-dihydro-5H-dibenzo[a,d]cyclohepten-5-ylidene)-N,N-dimethyl- ARONIS24381 1409-EP2269989A1 BPBio1_000317 Spectrum3_000298 Triptilin ZINC968257 LS-60747 NCGC00015095-03 NCGC00015095-11 PDSP2_001548 Sarotex BRN 2217885 1806D8D52K 3-(10,11-dihydro-5H-dibenzo[a,d][7]annulen-5-ylidene)-N,N-dimethylpropan-1-amine 5-(3'-Dimethylaminopropylidene)-dibenzo-(a,d)(1,4)-cycloheptadiene DTXSID7022594 5-(gamma-Dimethylaminopropylidene)-5H-dibenzo[a,d]10,11-dihydrocycloheptene FT-0653242 5H-Dibenzo(a,d)cycloheptene-delta5,gamma-propylamine, 10,11-dihydro-N,N-dimethyl- KBio2_004829 Adepress KBioSS_002262 Amitriptylin Amitryptyline 10,11-dihydro-5-(gamma-dimethylaminopropylidene)-5H-dibenzo[a,d]cycloheptene BBL028529 1409-EP2298313A1 Spectrum_000044 Tryptanol Laroxyl (Salt/Mix) MolPort-001-662-651 NCGC00015095-06 NCGC00183047-01 Prestwick2_000074 SCHEMBL7824 1409-EP2298765A1 C06824 3-(10,11-Dihydro-5H-dibenzo(a,d)cyclohepten-5-ylidene)-N,N-dimethyl-1-propanamine D07448 412A072 dimethyl({3-[(2E)-tricyclo[9.4.0.0^{3,8}]pentadeca-1(15),3,5,7,11,13-hexaen-2-ylidene]propyl})amine 5-(3-Dimethylaminopropylidene)-10,11-dihydro-5H-dibenzo(a,d)cycloheptene Elanil 50-48-6 IDI1_000766 AB00053417-12 KBio3_001336 Amitril Lantron Amitriptyline (INN) AN-41559 10,11-Dihydro-N,N-dimethyl-5H-dibenzo(a,d)heptalene-delta(5),gamma-propylamine BDBM50020712 [ Show all ]
Inchi Key	KRMDCWKBEZIMAB-UHFFFAOYSA-N
Inchi ID	InChI=1S/C20H23N/c1-21(2)15-7-12-20-18-10-5-3-8-16(18)13-14-17-9-4-6-11-19(17)20/h3-6,8-12H,7,13-15H2,1-2H3
PubChem CID	2160
ChEMBL	CHEMBL629
IUPHAR	200
BindingDB	50020712
DrugBank	DB00321
Structure SDF download
Lipinski's druglikeness	This ligand satisfies Lipinski's rule of five.

Experimental Data

Parameter	Value	Reference	Database source
	N/A	N/A	DrugBank
IC50	15.0 nM	DrugMatrix in vitro pharmacology data	ChEMBL
Ki	4.374 nM	DrugMatrix in vitro pharmacology data	ChEMBL
Ki	23.0 nM	Peroutka, PMID1988	PDSP

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