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GPCR

Name	5-hydroxytryptamine receptor 2C
Species	Homo sapiens (Human)
Gene	HTR2C
Synonym	Serotonin receptor 2C serotonin 1c receptor 5-HT1C 5-HT2C 5-HT-2C 5-HT2C receptor 5-HTR2C 5-hydroxytryptamine (serotonin) receptor 2C, G protein-coupled 5-hydroxytryptamine receptor 1C HTR1C 5-HT-1C [ Show all ]
Disease	Pain Sleep initiation and maintenance disorders; Primary insomnia; Schizophrenia Unspecified Depression Drug abuse Generalized anxiety disorder; Major depressive disorder Major depressive disorder Metabolic disorders Psychotic disorders Mood disorder Neurological disease Obesity Obesity; Diabetes Migraine headaches Anxiety disorder Alcohol use disorders Aggressive non-hodgkin's lymphoma [ Show all ]
Length	458
Amino acid sequence	MVNLRNAVHSFLVHLIGLLVWQCDISVSPVAAIVTDIFNTSDGGRFKFPDGVQNWPALSIVIIIIMTIGGNILVIMAVSMEKKLHNATNYFLMSLAIADMLVGLLVMPLSLLAILYDYVWPLPRYLCPVWISLDVLFSTASIMHLCAISLDRYVAIRNPIEHSRFNSRTKAIMKIAIVWAISIGVSVPIPVIGLRDEEKVFVNNTTCVLNDPNFVLIGSFVAFFIPLTIMVITYCLTIYVLRRQALMLLHGHTEEPPGLSLDFLKCCKRNTAEEENSANPNQDQNARRRKKKERRPRGTMQAINNERKASKVLGIVFFVFLIMWCPFFITNILSVLCEKSCNQKLMEKLLNVFVWIGYVCSGINPLVYTLFNKIYRRAFSNYLRCNYKVEKKPPVRQIPRVAATALSGRELNVNIYRHTNEPVIEKASDNEPGIEMQVENLELPVNPSSVVSERISSV
UniProt	P28335
Protein Data Bank	6bqg, 6bqh
GPCR-HGmod model	P28335
3D structure model	This structure is from PDB ID 6bqg.
BioLiP	BL0404805, BL0404806
Therapeutic Target Database	T83813
ChEMBL	CHEMBL225
IUPHAR	8
DrugBank	BE0004957, BE0004881, BE0000533

Ligand

Name	VERAPAMIL
Molecular formula	C27H38N2O4
IUPAC name	2-(3,4-dimethoxyphenyl)-5-[2-(3,4-dimethoxyphenyl)ethyl-methylamino]-2-propan-2-ylpentanenitrile
Molecular weight	454.611
Hydrogen bond acceptor	6
Hydrogen bond donor	0
XlogP	3.8
Synonyms	DTXSID9041152 SPBio_001820 alpha-(3-((2-(3,4-Dimethoxyphenyl)ethyl)-methylamino)propyl)-3,4-dimethoxy-alpha-(1-methylethyl)benzeneacetonitrile Isoptin (Salt/Mix) Geangin Tox21_110300 Benzeneacetonitrile, .alpha.-[3-[[2-(3,4-dimethoxyphenyl)ethyl]methylamino]propyl]-3,4-dimethoxy-.alpha.-(1-methylethyl)- KBio2_000233 IDI1_033983 Verapamil (Na-Ca chanel blocker) Bio2_000233 KBio3_002823 Verapamilum BSPBio_001513 Lopac0_001237 (R)-(+)-Verapamil Hydrochloride Verpamil Calan SR NCGC00016083-07 1394-EP2277865A1 CCRIS 6749 NCGC00016083-16 1394-EP2301923A1 Covera-HS (Salt/Mix) NCGC00024710-08 2-(3,4-Dimethoxyphenyl)-5-[2-(3,4-dimethoxyphenyl)ethyl-methyl-amino]-2-(1-methylethyl) pentanenitrile CTK8D7130 NSC272366 5-((3,4-Dimethoxyphenethyl)methylamino)-2-(3,4-dimethoxyphenyl)-2-isopropylvaleronitrile Dignover r,s-verapamil AB00053495-20 F2173-0851 Spectrum4_000906 Ansyr Isoptine HMS1989L15 Valeronitrile, 5-((3,4-dimethoxyphenethyl)methylamino)-2-(3,4-dimethoxyphenyl)-2-isopropyl- Benzeneacetonitrile, alpha-(3-((2-(3,4-dimethoxyphenyl)ethyl)methylamino)propyl)-3,4-dimethoxy-alpha-(1-methylethyl)-, (+-)- KBio2_004911 Isoptin Verapamil [USAN:BAN:INN] BP-21223 KBioGR_002343 (+/-)-VERAPAMIL vera\|A C07188 MLS006011414 1394-EP2270011A1 Cardibeltin NCGC00016083-10 1394-EP2298742A1 CHEMBL6966 NCGC00016083-20 1394-EP2305648A1 CP 16533-1 (Verapamil) NCI60_020143 2-(3,4-Dimethoxyphenyl)-5-[[2-(3,4-dimethoxyphenyl)ethyl](methyl)amino]-2-isopropylpentanenitrile # D02356 Prestwick0_000141 52V114 dl-Verapamil SCHEMBL13287282 AC1L1DV5 AKOS005468962 FT-0080127 STK538085 Arpamyl KB-243163 I06-0063 Veramex Bio1_000914 KBio3_000465 Verapamilo BRD-A09533288-003-05-6 L001330 (?)-alpha-[3-[[2-(3,4-Dimethoxyphenyl)ethyl](methyl)amino]propyl]-3,4-dimethoxy-alpha-(1-methylethyl)benzeneacetonitrile Verelan PM Calan (Salt/Mix) NCGC00016083-05 1394-EP2272973A1 CC-35584 NCGC00016083-14 1394-EP2298776A1 Cordilox (Salt/Mix) NCGC00024710-06 1394-EP2316833A1 CP-165331 NSC 135784 36622-29-4 DB00661 Prestwick3_000141 DSSTox_GSID_41152 SGTNSNPWRIOYBX-UHFFFAOYSA-N EINECS 200-145-1 SPBio_002181 alpha-Isopropyl-alpha-((N-methyl-N-homoveratryl)-gamma-aminopropyl)-3,4-dimethoxyphenylacetonitrile Isoptin (TN) GTPL2406 Tox21_110300_1 Benzeneacetonitrile, alpha-(3-((2-(3,4-dimethoxyphenyl)ethyl)methylamino) propyl)-3,4-dimethoxy-alpha-(1-methylethyl)- KBio2_002343 Iproveratril Verapamil (USAN/INN) Bio2_000713 KBioGR_000233 (+-)-Verapamil Verapamilum [INN-Latin] BSPBio_002358 LS-174 .alpha.-((N-Methyl-N-homoveratryl)-.gamma.-aminopropyl)-3,4-dimethoxyphenylacetonitrile Calcan NCGC00016083-08 1394-EP2277872A1 CHEBI:77733 NCGC00016083-17 1394-EP2301931A1 Covera-hs (TN) NCGC00024710-09 2-(3,4-dimethoxyphenyl)-5-[2-(3,4-dimethoxyphenyl)ethyl-methyl-amino]-2-isopropyl-pentanenitrile D 365 NSC_62969 5-[(3,4-Dimethoxyphenethyl)methylamino]-2-(3,4-dimethoxyphenyl)-2-isopropylvaleronitrile Dilacoran SBI-0051204.P003 AB00053495_21 Akilen Falicard Spectrum5_001786 API0004584 Isotopin HMS2089H17 Vasolan Berkatens KBio2_005369 Verapamil [USAN:INN:BAN] BPBio1_000268 KBioSS_000233 (1)-3-(3,4-Dimethoxyphenyl)-6-((5,6-dimethoxyphenethyl)methylamino)hexane-3-carbonitrile Verelan C27H38N2O4 MolPort-000-721-258 1394-EP2272841A1 CAS-52-53-9 NCGC00016083-11 1394-EP2298764A1 cMAP_000023 NCGC00024710-04 1394-EP2314585A1 CP-16,533-1 NINDS_000399 2-(3,4-dimethoxyphenyl)-5-{[2-(3,4-dimethoxyphenyl)ethyl](methyl)amino}-2-(propan-2-yl)pentanenitrile D0R0FE Prestwick1_000141 56949-77-0 Drosteakard SCHEMBL16742 SMR001550201 alpha-((N-Methyl-N-homoveratryl)-gamma-aminopropyl)-3,4-dimethoxyphenylacetonitrile FT-0603225 Tarka BDBM81939 KBio1_000399 IDI1_000399 Bio1_001403 KBio3_000466 Verapamilo [INN-Spanish] BSPBio_000242 Lekoptin (A+/-)-Verapamil hydrochloride Verexamil Calan (TN) NCGC00016083-06 1394-EP2275420A1 CCG-205311 NCGC00016083-15 1394-EP2298779A1 Covera-HS NCGC00024710-07 2-(3,4-Dimethoxyphenyl)-5-((2-(3,4-dimethoxyphenyl)ethyl)(methyl)amino)-2-isopropylpentanenitrile, (+/-)- CP-165331 / CP-16533-1 NSC 272306NA 5-((3,4-dimethoxyphenethyl)(methyl)amino)-2-(3,4-dimethoxyphenyl)-2-isopropylpentanenitrile delta-365 Quasar AB00053495 DSSTox_RID_79636 EINECS 260-462-6 Spectrum2_001740 AN-41629 Isoptin SR HMS1791L15 Univer Benzeneacetonitrile, alpha-(3-((2-(3,4-dimethoxyphenyl)ethyl)methylamino)propyl)-3,4-dimethoxy-alpha-(1-methylethyl)- KBio2_002801 Isoptimo Verapamil AL Bosoptin (TN) KBioGR_001372 (+/-) verapamil Veraptin C-22537 MCULE-3016077278 1007128-78-0 Cardiagutt NCGC00016083-09 1394-EP2280008A2 NCGC00016083-18 1394-EP2301936A1 CP 16533-1 NCGC00344584-01 2-(3,4-dimethoxyphenyl)-5-[2-(3,4-dimethoxyphenyl)ethyl-methylamino]-2-propan-2-ylpentanenitrile D-365 Nu-Verap 52-53-9 DivK1c_000399 SC-17292 AC-16016 Akilen (Salt/Mix) Finoptin ST50826367 Apo-Verap Izoptin HMS3402L15 Veracim Bio1_000425 KBio2_007479 VERAPAMIL, Dexverapamil, Verapamyl hydrochloride, VERAPAMIL HYDROCHLORIDE BRD-A09533288-001-02-7 KBioSS_002346 (2R)-2-(3,4-Dimethoxyphenyl)-5-{[2-(3,4-dimethoxyphenyl)ethyl](methyl)amino}-2-isopropylpentanenitrile Verelan (TN) Calan NCGC00016083-04 1394-EP2272972A1 CAS_52-53-9 NCGC00016083-13 1394-EP2298765A1 Cordilox NCGC00024710-05 1394-EP2316832A1 CP-16533-1 Novo-Veramil 2-(3,4-dimethoxyphenyl)-5-{[2-(3,4-dimethoxyphenyl)ethyl]methylamino}-2-(methy lethyl)pentanenitrile Prestwick2_000141 7482-85-1 DSSTox_CID_21152 Securon [ Show all ]
Inchi Key	SGTNSNPWRIOYBX-UHFFFAOYSA-N
Inchi ID	InChI=1S/C27H38N2O4/c1-20(2)27(19-28,22-10-12-24(31-5)26(18-22)33-7)14-8-15-29(3)16-13-21-9-11-23(30-4)25(17-21)32-6/h9-12,17-18,20H,8,13-16H2,1-7H3
PubChem CID	2520
ChEMBL	CHEMBL6966
IUPHAR	N/A
BindingDB	81939
DrugBank	DB00661
Structure SDF download
Lipinski's druglikeness	This ligand satisfies Lipinski's rule of five.

Experimental Data

Parameter	Value	Reference	Database source
IC50	297.0 nM	DrugMatrix in vitro pharmacology data	ChEMBL
Ki	155.0 nM	DrugMatrix in vitro pharmacology data	ChEMBL

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