CHEBI:119486 - efavirenz

ChEBI IDCHEBI:119486
ChEBI Nameefavirenz
Stars
Definition1,4-Dihydro-2H-3,1-benzoxazin-2-one substituted at the 4 position by cyclopropylethynyl and trifluoromethyl groups (S configuration) and at the 6 position by chlorine. A non-nucleoside reverse transcriptase inhibitor with activity against HIV, it is used with other antiretrovirals for combination therapy of HIV infection.
Secondary ChEBI IDsCHEBI:4760, CHEBI:47396, CHEBI:190461
Last Modified22 February 2017
DownloadsMolfile
FormulaC14H9ClF3NO2
Net Charge0
Average Mass315.678
Monoisotopic Mass315.02739
SMILESO=C1Nc2ccc(Cl)cc2[C@@](C#CC2CC2)(C(F)(F)F)O1
InChIInChI=1S/C14H9ClF3NO2/c15-9-3-4-11-10(7-9)13(14(16,17)18,21-12(20)19-11)6-5-8-1-2-8/h3-4,7-8H,1-2H2,(H,19,20)/t13-/m0/s1
InChIKeyXPOQHMRABVBWPR-ZDUSSCGKSA-N
Wikipedia
Roles Classification
Biological Roles:
antiviral agent  A substance that destroys or inhibits replication of viruses.
HIV-1 reverse transcriptase inhibitor  An entity which inhibits the activity of HIV-1 reverse transcriptase.
antitubercular agent  A substance that kills or slows the growth of Mycobacterium tuberculosis and is used in the treatment of tuberculosis.
antiviral drug  A substance used in the prophylaxis or therapy of virus diseases.
antimalarial  A drug used in the treatment of malaria. Antimalarials are usually classified on the basis of their action against Plasmodia at different stages in their life cycle in the human.
anti-HIV agent  An antiviral agent that destroys or inhibits the replication of the human immunodeficiency virus.
Applications:
hypoglycemic agent  A drug which lowers the blood glucose level.
antiinfective agent  A substance used in the prophylaxis or therapy of infectious diseases.
antitubercular agent  A substance that kills or slows the growth of Mycobacterium tuberculosis and is used in the treatment of tuberculosis.
antineoplastic agent  A substance that inhibits or prevents the proliferation of neoplasms.
antiviral drug  A substance used in the prophylaxis or therapy of virus diseases.
antimalarial  A drug used in the treatment of malaria. Antimalarials are usually classified on the basis of their action against Plasmodia at different stages in their life cycle in the human.
ChEBI Ontology
Outgoing Relation(s)
efavirenz (CHEBI:119486) has role anti-HIV agent (CHEBI:64946)
efavirenz (CHEBI:119486) has role antiinfective agent (CHEBI:35441)
efavirenz (CHEBI:119486) has role antimalarial (CHEBI:38068)
efavirenz (CHEBI:119486) has role antineoplastic agent (CHEBI:35610)
efavirenz (CHEBI:119486) has role antitubercular agent (CHEBI:33231)
efavirenz (CHEBI:119486) has role antiviral agent (CHEBI:22587)
efavirenz (CHEBI:119486) has role antiviral drug (CHEBI:36044)
efavirenz (CHEBI:119486) has role HIV-1 reverse transcriptase inhibitor (CHEBI:53756)
efavirenz (CHEBI:119486) has role hypoglycemic agent (CHEBI:35526)
efavirenz (CHEBI:119486) is a acetylenic compound (CHEBI:73474)
efavirenz (CHEBI:119486) is a benzoxazine (CHEBI:46969)
efavirenz (CHEBI:119486) is a cyclopropanes (CHEBI:51454)
efavirenz (CHEBI:119486) is a organochlorine compound (CHEBI:36683)
efavirenz (CHEBI:119486) is a organofluorine compound (CHEBI:37143)
IUPAC Name 
(4S)-6-chloro-4-(cyclopropylethynyl)-4-(trifluoromethyl)-1,4-dihydro-2H-3,1-benzoxazin-2-one
Synonyms  Source
6-chloro-4-(2-cyclopropyl-1-ethynyl)-4-trifluoromethyl-(4S)-1,4-dihydro-2H-benzo[d][1,3]oxazin-2-oneChEMBL
(-)-6-CHLORO-4-CYCLOPROPYLETHYNYL-4-TRIFLUOROMETHYL-1,4-DIHYDRO-2H-3,1-BENZOXAZIN-2-ONEPDBeChem
DMP-266ChEMBL
EfavirenzKEGG COMPOUND
Efavirenz tevaChEMBL
EfavirenzumChEMBL
Brand Names  Source
Efavirenz component of atriplaChEMBL
Efavirenz component of symfiChEMBL
Efavirenz component of teluraChEMBL
Sustiva 600ChEMBL
Manual XrefsDatabases
989DrugCentral
C08088KEGG COMPOUND
D00896KEGG DRUG
DB00625DrugBank
EfavirenzWikipedia
EFZPDBeChem
EP582455Patent
HMDB0014763HMDB
LSM-5526LINCS
US5519021Patent
Registry NumbersSources
Reaxys:7387333Reaxys
CAS:154598-52-4ChemIDplus
CAS:154598-52-4KEGG COMPOUND
Citations