Rilpivirine hydrochlorideProduct ingredient for Rilpivirine
- Name
- Rilpivirine hydrochloride
- Drug Entry
- Rilpivirine
Rilpivirine is non-nucleoside reverse transcriptase inhibitor (NNRTI) which is used for the treatment of HIV-1 infections in treatment-naive patients.1 It is a diarylpyrimidine derivative.2 The internal conformational flexibility of rilpivirine and the plasticity of it interacting binding site gives it a very high potency and reduces the chance of resistance compared to other NNRTI's.3 Rilpivirine was developed by Tilbotec, Inc. and FDA approved on May 20, 2011.6 On November 21, 2017, Rilpivirine, in combination with dolutegravir, was approved as part of the first complete treatment regimen with only two drugs for the treatment of adults with HIV-1 named Juluca.7 Rilpivirine in combination with cabotegravir was granted FDA approval on 21 January 2021.10 While previously administered once-monthly only, this combination product was granted FDA approval for dosing every two months on February 01, 2022 11 and without the need for an oral lead-in period prior.10
- Accession Number
- DBSALT000152
- Structure
- Synonyms
- Rilpivirine HCl / Rilpivirine hydrochlorid
- External IDs
- TMC278 hydrochloride
- UNII
- 212WAX8KDD
- CAS Number
- 700361-47-3
- Weight
- Average: 402.879
Monoisotopic: 402.135972345 - Chemical Formula
- C22H19ClN6
- InChI Key
- KZVVGZKAVZUACK-BJILWQEISA-N
- InChI
- InChI=1S/C22H18N6.ClH/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);1H/b4-3+;
- IUPAC Name
- 4-{[4-({4-[(1E)-2-cyanoeth-1-en-1-yl]-2,6-dimethylphenyl}amino)pyrimidin-2-yl]amino}benzonitrile hydrochloride
- SMILES
- Cl.CC1=CC(\C=C\C#N)=CC(C)=C1NC1=CC=NC(NC2=CC=C(C=C2)C#N)=N1
- External Links
- PubChem Compound
- 11711114
- ChemSpider
- 9885836
- ChEBI
- 68602
- ChEMBL
- CHEMBL1628504
- Wikipedia
- Rilpivirine
- Predicted Properties
Property Value Source Water Solubility 0.0116 mg/mL ALOGPS logP 3.8 ALOGPS logP 5.47 Chemaxon logS -4.5 ALOGPS pKa (Strongest Acidic) 11.43 Chemaxon pKa (Strongest Basic) 4.44 Chemaxon Physiological Charge 0 Chemaxon Hydrogen Acceptor Count 6 Chemaxon Hydrogen Donor Count 2 Chemaxon Polar Surface Area 97.42 Å2 Chemaxon Rotatable Bond Count 5 Chemaxon Refractivity 111.74 m3·mol-1 Chemaxon Polarizability 40.78 Å3 Chemaxon Number of Rings 3 Chemaxon Bioavailability 1 Chemaxon Rule of Five No Chemaxon Ghose Filter Yes Chemaxon Veber's Rule No Chemaxon MDDR-like Rule No Chemaxon