gevotroline (CHEBI:142391)

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ChEBI Name	gevotroline

ChEBI ID	CHEBI:142391

Definition	A β-carboline that is 2,3,4,5-tetrahydro-1H-pyrido[4,3-b]indole which is substituted by a 3-(pyridin-3-yl)propyl group at position 2 and a fluoro group at position 8.

Stars	This entity has been manually annotated by the ChEBI Team.

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Formula

C19H20FN3

Net Charge

Average Mass

309.381

Monoisotopic Mass

309.16413

InChI

InChI=1S/C19H20FN3/c20-15-5-6-18-16(11-15)17-13-23(10-7-19(17)22-18)9-2-4-14-3-1-8-21-12-14/h1,3,5-6,8,11-12,22H,2,4,7,9-10,13H2

InChIKey

RZXHTPCHKSYGIB-UHFFFAOYSA-N

SMILES

N1(CC2=C(CC1)NC=3C=CC(=CC23)F)CCCC4=CN=CC=C4

Roles Classification
Biological Role(s):	dopamine receptor D2 antagonist An antagonist that binds to and deactivates the dopamine receptor D2, the main receptor for all antipsychotic drugs.

Application(s):	antipsychotic agent Antipsychotic drugs are agents that control agitated psychotic behaviour, alleviate acute psychotic states, reduce psychotic symptoms, and exert a quieting effect.

ChEBI Ontology
Outgoing	gevotroline (CHEBI:142391) has role antipsychotic agent (CHEBI:35476) gevotroline (CHEBI:142391) has role dopamine receptor D₂ antagonist (CHEBI:131787) gevotroline (CHEBI:142391) is a β-carbolines (CHEBI:60834) gevotroline (CHEBI:142391) is a monofluorobenzenes (CHEBI:83575) gevotroline (CHEBI:142391) is a pyridines (CHEBI:26421) gevotroline (CHEBI:142391) is conjugate base of gevotroline(1+) (CHEBI:142392)

Incoming	gevotroline(1+) (CHEBI:142392) is conjugate acid of gevotroline (CHEBI:142391)

IUPAC Name

8-fluoro-2-[3-(pyridin-3-yl)propyl]-2,3,4,5-tetrahydro-1H-pyrido[4,3-b]indole

Synonyms	Sources
8-fluoro-2,3,4,5-tetrahydro-2-[3-(3-pyridinyl)propyl]1H-pyrido[4,3-b]indole	ChEBI
WY 47384	ChEBI
WY-47384	ChEBI

Citation	Type	Source
1348112	PubMed citation	Europe PMC

Last Modified

04 October 2018