RILPIVIRINE

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Trade Names
Synonyms
Status
Molecule Category Free-form
ATC J05AG05
UNII FI96A8X663
EPA CompTox DTXSID10198189

Structure

InChI Key YIBOMRUWOWDFLG-ONEGZZNKSA-N
Smiles Cc1cc(/C=C/C#N)cc(C)c1Nc1ccnc(Nc2ccc(C#N)cc2)n1
InChI
InChI=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+

Physicochemical Descriptors

Property Name Value
Molecular Formula C22H18N6
Molecular Weight 366.43
AlogP 4.99
Hydrogen Bond Acceptor 6.0
Hydrogen Bond Donor 2.0
Number of Rotational Bond 5.0
Polar Surface Area 97.42
Molecular species NEUTRAL
Aromatic Rings 3.0
Heavy Atoms 28.0

Pharmacology

Mechanism of Action Action Reference
Human immunodeficiency virus type 1 reverse transcriptase inhibitor INHIBITOR DailyMed
Targets EC50(nM) IC50(nM) Kd(nM) Ki(nM) Inhibition(%)
Enzyme Cytochrome P450 Cytochrome P450 family 2 Cytochrome P450 family 2C Cytochrome P450 2C19
- 335-335 - - -
Enzyme Cytochrome P450 Cytochrome P450 family 2 Cytochrome P450 family 2C Cytochrome P450 2C9
- 346-346 - - -
Enzyme Hydrolase
0.8-3.55 0.68-84 - - -
Ion channel Voltage-gated ion channel Potassium channels Voltage-gated potassium channel
- 500-500 - - -
EC50(nM) IC50(nM) Kd(nM) Ki(nM) Inhibition(%)
Homo sapiens
- 335-500 - - -
Human immunodeficiency virus
0.8 1 - - -
Human immunodeficiency virus 1
0.07-90 0.4-84 - - -
Plasmodium falciparum
- - - - 49.75

Related Entries

Cross References

Resources Reference
ChEBI 68606
ChEMBL CHEMBL175691
DrugBank DB08864
DrugCentral 4174
FDA SRS FI96A8X663
Human Metabolome Database HMDB0061725
PDB T27
PubChem 6451164
SureChEMBL SCHEMBL385113
ZINC ZINC000001554274
CONTENTS