CHEBI:119573 - delavirdine

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ChEBI Name delavirdine
Definition The amide resulting from the formal condensation of 5-[(methylsulfonyl)amino]-1H-indole-2-carboxylic acid and 4-amino group of 1-[3-(isopropylamino)pyridin-2-yl]piperazine, delavirdine is a non-nucleoside reverse transcriptase inhibitor with activity specific for HIV-1. Viral resistance emerges rapidly when delavirdine is used alone, so it is therefore used (as the methanesulfonic acid salt) with other antiretrovirals for combination therapy of HIV infection.
Stars This entity has been manually annotated by the ChEBI Team.
Secondary ChEBI IDs CHEBI:4378, CHEBI:45727
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Formula C22H28N6O3S
Net Charge 0
Average Mass 456.56100
Monoisotopic Mass 456.19436
InChI InChI=1S/C22H28N6O3S/c1-15(2)24-19-5-4-8-23-21(19)27-9-11-28(12-10-27)22(29)20-14-16-13-17(26-32(3,30)31)6-7-18(16)25-20/h4-8,13-15,24-26H,9-12H2,1-3H3
SMILES CC(C)Nc1cccnc1N1CCN(CC1)C(=O)c1cc2cc(NS(C)(=O)=O)ccc2[nH]1
Roles Classification
Chemical Role(s): Bronsted base
A molecular entity capable of accepting a hydron from a donor (Bronsted acid).
(via organic amino compound )
Biological Role(s): HIV-1 reverse transcriptase inhibitor
An entity which inhibits the activity of HIV-1 reverse transcriptase.
antiviral drug
A substance used in the prophylaxis or therapy of virus diseases.
Application(s): antiviral drug
A substance used in the prophylaxis or therapy of virus diseases.
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ChEBI Ontology
Outgoing delavirdine (CHEBI:119573) has role antiviral drug (CHEBI:36044)
delavirdine (CHEBI:119573) has role HIV-1 reverse transcriptase inhibitor (CHEBI:53756)
delavirdine (CHEBI:119573) is a N-acylpiperazine (CHEBI:46844)
delavirdine (CHEBI:119573) is a aminopyridine (CHEBI:38207)
delavirdine (CHEBI:119573) is a indolecarboxamide (CHEBI:46921)
delavirdine (CHEBI:119573) is a sulfonamide (CHEBI:35358)
Incoming delavirdine mesylate (CHEBI:4379) has part delavirdine (CHEBI:119573)
INN Source
delavirdine ChemIDplus
Synonyms Sources
(N-[2-[4-[3-(1-methylethylamino)pyridin-2-yl]piperazin-1-yl]carbonyl-1H-indol-5-yl] methanesulfonamide) ChEMBL
1-(3-((1-methylethyl)amino)-2-pyridinyl)-4-((5-((methylsulfonyl)amino)-1H-indol-2-yl)carbonyl)piperazine ChemIDplus
2-(4-(5-methanesulfonamido-1H-indol-2-ylcarbonyl)-1-piperazinyl)-N-(1-methylethyl)-3-pyridinamine ChemIDplus
N-(2-(1-(3-(isopropylamino)pyridin-2-yl)piperazine-4-carbonyl)-1H-indol-5-yl)methanesulfonamide ChEMBL
N-{2-[4-(3-Isopropylamino-pyridin-2-yl)-piperazine-1-carbonyl]-1H-indol-5-yl}-methanesulfonamide ChEMBL
Manual Xrefs Databases
799 DrugCentral
DB00705 DrugBank
Delavirdine Wikipedia
WO9109849 Patent
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Registry Numbers Types Sources
136817-59-9 CAS Registry Number KEGG COMPOUND
136817-59-9 CAS Registry Number ChemIDplus
6356813 Beilstein Registry Number Beilstein
6356813 Reaxys Registry Number Reaxys
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Last Modified
22 February 2018