Ozanimod hydrochlorideProduct ingredient for Ozanimod

Name
Ozanimod hydrochloride
Drug Entry
Ozanimod

Ozanimod is a once-daily sphingosine 1-phosphate receptor modulator for the treatment of relapsing Multiple Sclerosis (MS) and inflammatory bowel disease. It was developed by Celgene (now acquired by Bristol-Myers Squibb) 9 and was approved by the FDA on March 26, 2020.10,11 The US approval was followed by the approval in Canada on October 2, 2020.14 In November 2021, ozanimod was also approved by the European Commission for the treatment of adults with relapsing remitting multiple sclerosis.12,13

MS is a devastating inflammatory disease that often progresses and causes severe neurological, physical, and cognitive effects.4 Inflammatory bowel disease also a chronic inflammatory condition and can cause persistent abdominal pain, diarrhea, bloody stools, and vomiting.5

In clinical trials, Ozanimod has been shown to be well-tolerated and has resulted in a higher decrease in the rate of MS relapses than with intramuscular interferon beta-1a, a current standard in MS therapy. Studies involving patients with inflammatory bowel disease have also shown promising results.1,6

Accession Number
DBSALT002947
Structure
Synonyms
Ozanimod HCl / Ozanimod hydrochloride
UNII
3UPR33JAAM
CAS Number
1618636-37-5
Weight
Average: 440.93
Monoisotopic: 440.1615184
Chemical Formula
C23H25ClN4O3
InChI Key
HAOOCAKHSFYDBU-BDQAORGHSA-N
InChI
InChI=1S/C23H24N4O3.ClH/c1-14(2)29-21-9-6-15(12-16(21)13-24)23-26-22(27-30-23)19-5-3-4-18-17(19)7-8-20(18)25-10-11-28;/h3-6,9,12,14,20,25,28H,7-8,10-11H2,1-2H3;1H/t20-;/m0./s1
IUPAC Name
5-{3-[(1S)-1-[(2-hydroxyethyl)amino]-2,3-dihydro-1H-inden-4-yl]-1,2,4-oxadiazol-5-yl}-2-(propan-2-yloxy)benzonitrile hydrochloride
SMILES
Cl.CC(C)OC1=C(C=C(C=C1)C1=NC(=NO1)C1=C2CC[C@H](NCCO)C2=CC=C1)C#N
ChemSpider
34984145
ChEMBL
CHEMBL3707246
Predicted Properties
PropertyValueSource
Water Solubility0.161 mg/mLALOGPS
logP2.81ALOGPS
logP3.96Chemaxon
logS-3.4ALOGPS
pKa (Strongest Acidic)15.6Chemaxon
pKa (Strongest Basic)8.96Chemaxon
Physiological Charge1Chemaxon
Hydrogen Acceptor Count6Chemaxon
Hydrogen Donor Count2Chemaxon
Polar Surface Area104.2 Å2Chemaxon
Rotatable Bond Count7Chemaxon
Refractivity135.66 m3·mol-1Chemaxon
Polarizability45.27 Å3Chemaxon
Number of Rings4Chemaxon
Bioavailability1Chemaxon
Rule of FiveYesChemaxon
Ghose FilterNoChemaxon
Veber's RuleNoChemaxon
MDDR-like RuleYesChemaxon