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CHEBI:68606 - rilpivirine

ChEBI IDCHEBI:68606
ChEBI Namerilpivirine
Stars
DefinitionAn aminopyrimidine that is pyrimidine-2,4-diamine in which the amino groups at positions 2 and 4 are substituted by 4-cyanophenyl and 4-[(E)-2-cyanovinyl]-2,6-dimethylphenyl groups respectively. Used for treatment of HIV.
Last Modified17 September 2021
SubmitterSteve
DownloadsMolfile
FormulaC22H18N6
Net Charge0
Average Mass366.428
Monoisotopic Mass366.15929
SMILESCc1cc(/C=C/C#N)cc(C)c1Nc1ccnc(Nc2ccc(C#N)cc2)n1
InChIInChI=1S/C22H18N6/c1-15-12-18(4-3-10-23)13-16(2)21(15)27-20-9-11-25-22(28-20)26-19-7-5-17(14-24)6-8-19/h3-9,11-13H,1-2H3,(H2,25,26,27,28)/b4-3+
InChIKeyYIBOMRUWOWDFLG-ONEGZZNKSA-N
Wikipedia
Roles Classification
Chemical Role:
Bronsted base  A molecular entity capable of accepting a hydron from a donor (Brønsted acid).
Biological Roles:
EC 2.7.7.49 (RNA-directed DNA polymerase) inhibitor  A DNA polymerase inhibitor that interferes with the activity of reverse transcriptase, EC 2.7.7.49, a viral DNA polymerase enzyme that retroviruses need in order to reproduce.
HIV-1 reverse transcriptase inhibitor  An entity which inhibits the activity of HIV-1 reverse transcriptase.
ChEBI Ontology
Outgoing Relation(s)
rilpivirine (CHEBI:68606) has role EC 2.7.7.49 (RNA-directed DNA polymerase) inhibitor (CHEBI:59897)
rilpivirine (CHEBI:68606) has role HIV-1 reverse transcriptase inhibitor (CHEBI:53756)
rilpivirine (CHEBI:68606) is a aminopyrimidine (CHEBI:38338)
rilpivirine (CHEBI:68606) is a nitrile (CHEBI:18379)
rilpivirine (CHEBI:68606) is conjugate base of rilpivirine(1+) (CHEBI:68605)
Incoming Relation(s)
rilpivirine(1+) (CHEBI:68605) is conjugate acid of rilpivirine (CHEBI:68606)
IUPAC Name 
4-{[4-({4-[(E)-2-cyanoethenyl]-2,6-dimethylphenyl}amino)pyrimidin-2-yl]amino}benzonitrile
INN  Source
rilpivirineKEGG DRUG
Synonyms  Source
TMC278ChemIDplus
TMC 278ChemIDplus
4-{[4-({4-[(E)-2-cyanovinyl]-2,6-dimethylphenyl}amino)pyrimidin-2-yl]amino}benzonitrileIUPAC
Manual XrefsDatabases
D09720KEGG DRUG
T27PDBeChem
WO2006035067Patent
WO2006035068Patent
WO2006035069Patent
WO2007113254Patent
WO2004069812Patent
WO2004016581Patent
WO2009007441Patent
US2008280849Patent
WO2007082922Patent
RilpivirineWikipedia
DB08864DrugBank
HMDB0061725HMDB
Registry NumbersSources
Reaxys:9952270Reaxys
CAS:500287-72-9KEGG DRUG
CAS:500287-72-9ChemIDplus
Citations