loading...| Preferred Name |
delavirdine |
|
| Synonyms |
Delavirdine N-[2-({4-[3-(propan-2-ylamino)pyridin-2-yl]piperazin-1-yl}carbonyl)-1H-indol-5-yl]methanesulfonamide 2-(4-(5-methanesulfonamido-1H-indol-2-ylcarbonyl)-1-piperazinyl)-N-(1-methylethyl)-3-pyridinamine delavirdine (N-[2-[4-[3-(1-methylethylamino)pyridin-2-yl]piperazin-1-yl]carbonyl-1H-indol-5-yl] methanesulfonamide) 1-(3-((1-methylethyl)amino)-2-pyridinyl)-4-((5-((methylsulfonyl)amino)-1H-indol-2-yl)carbonyl)piperazine N-(2-(1-(3-(isopropylamino)pyridin-2-yl)piperazine-4-carbonyl)-1H-indol-5-yl)methanesulfonamide N-{2-[4-(3-Isopropylamino-pyridin-2-yl)-piperazine-1-carbonyl]-1H-indol-5-yl}-methanesulfonamide |
|
| Definitions |
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. |
|
| ID |
http://purl.obolibrary.org/obo/CHEBI_119573 |
|
| charge |
0 |
|
| database_cross_reference |
PMID:21683601 PMID:11363651 KEGG:C06941 PMID:11363709 PDBeChem:SPP PMID:11225565 PMID:11364481 Reaxys:6356813 PMID:11364363 Patent:WO9109849 PMID:16449090 Drug_Central:799 KEGG:D07782 Wikipedia:Delavirdine PMID:11364099 DrugBank:DB00705 PMID:11327199 PMID:11364022 Beilstein:6356813 PMID:11590527 PMID:11124228 CAS:136817-59-9 PMID:21865017 PMID:21080015 |
|
| 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. |
|
| formula |
C22H28N6O3S |
|
| has role | ||
| has_alternative_id |
CHEBI:45727 CHEBI:4378 |
|
| has_exact_synonym |
Delavirdine N-[2-({4-[3-(propan-2-ylamino)pyridin-2-yl]piperazin-1-yl}carbonyl)-1H-indol-5-yl]methanesulfonamide |
|
| has_obo_namespace |
chebi_ontology |
|
| has_related_synonym |
2-(4-(5-methanesulfonamido-1H-indol-2-ylcarbonyl)-1-piperazinyl)-N-(1-methylethyl)-3-pyridinamine delavirdine (N-[2-[4-[3-(1-methylethylamino)pyridin-2-yl]piperazin-1-yl]carbonyl-1H-indol-5-yl] methanesulfonamide) 1-(3-((1-methylethyl)amino)-2-pyridinyl)-4-((5-((methylsulfonyl)amino)-1H-indol-2-yl)carbonyl)piperazine N-(2-(1-(3-(isopropylamino)pyridin-2-yl)piperazine-4-carbonyl)-1H-indol-5-yl)methanesulfonamide N-{2-[4-(3-Isopropylamino-pyridin-2-yl)-piperazine-1-carbonyl]-1H-indol-5-yl}-methanesulfonamide |
|
| id |
CHEBI:119573 |
|
| in_subset | ||
| 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 |
|
| inchikey |
WHBIGIKBNXZKFE-UHFFFAOYSA-N |
|
| label |
delavirdine |
|
| mass |
456.56100 |
|
| monoisotopicmass |
456.19436 |
|
| notation |
CHEBI:119573 |
|
| prefLabel |
delavirdine |
|
| smiles |
CC(C)Nc1cccnc1N1CCN(CC1)C(=O)c1cc2cc(NS(C)(=O)=O)ccc2[nH]1 |
|
| treeView |
http://purl.obolibrary.org/obo/CHEBI_35358 http://purl.obolibrary.org/obo/CHEBI_46844 |
|
| subClassOf |
http://purl.obolibrary.org/obo/CHEBI_35358 http://purl.obolibrary.org/obo/CHEBI_46844 |