Belumosudil trifluoroacetateProduct ingredient for Belumosudil
- Name
- Belumosudil trifluoroacetate
- Drug Entry
- Belumosudil
Belumosudil is used in the treatment of chronic graft-versus-host disease (GVHD) and has been investigated for the treatment of pulmonary arterial hypertension.4 It is an inhibitor of rho-associated coiled-coil-containing protein kinases (ROCK), with significantly more selectivity for ROCK2 as compared to ROCK1 (IC50 100 nM vs. 3 μM, respectively).5 In the treatment of GVHD, a condition in which donor T-cells begin to attack recipient tissues following allogeneic hematopoeitic stem cell transplantation (HSCT), belumosudil helps to resolve immune dysregulation by shifting the balance between Th17 cells and T-regulatory cells, thereby dampening the inflammatory cascade that can occasionally be fatal.3,7
Belumosudil was first approved by the FDA in July 2021, under the brand name Rezurock, for the treatment of chronic GVHD in patients who have tried and failed at least two prior lines of systemic therapy.6 In July 2022, Belumosudil was approved by Health Canada under the brand name RHOLISTIQ to treat the same condition in adult and pediatric patients 12 years or older.10
- Accession Number
- DBSALT003189
- Structure
- Synonyms
- Not Available
- UNII
- LL4OG4RZ5D
- CAS Number
- 1243152-02-4
- Weight
- Average: 580.568
Monoisotopic: 580.204587862 - Chemical Formula
- C29H27F3N6O4
- InChI Key
- PBWWPJDQYJXRII-UHFFFAOYSA-N
- InChI
- InChI=1S/C26H24N6O2.C3H3F3O2/c1-16(2)28-24(33)15-34-20-7-5-6-17(13-20)25-30-23-9-4-3-8-21(23)26(31-25)29-19-10-11-22-18(12-19)14-27-32-22;4-3(5,6)1-2(7)8/h3-14,16H,15H2,1-2H3,(H,27,32)(H,28,33)(H,29,30,31);1H2,(H,7,8)
- IUPAC Name
- 2-(3-{4-[(1H-indazol-5-yl)amino]quinazolin-2-yl}phenoxy)-N-(propan-2-yl)acetamide; 3,3,3-trifluoropropanoic acid
- SMILES
- OC(=O)CC(F)(F)F.CC(C)NC(=O)COC1=CC=CC(=C1)C1=NC2=C(C=CC=C2)C(NC2=CC=C3NN=CC3=C2)=N1
- External Links
- Not Available
- Predicted Properties
Property Value Source Water Solubility 0.00289 mg/mL ALOGPS logP 4.65 ALOGPS logP 4.65 Chemaxon logS -5.2 ALOGPS pKa (Strongest Acidic) 13.08 Chemaxon pKa (Strongest Basic) 4.11 Chemaxon Physiological Charge 0 Chemaxon Hydrogen Acceptor Count 6 Chemaxon Hydrogen Donor Count 3 Chemaxon Polar Surface Area 104.82 Å2 Chemaxon Rotatable Bond Count 9 Chemaxon Refractivity 141.46 m3·mol-1 Chemaxon Polarizability 49.55 Å3 Chemaxon Number of Rings 5 Chemaxon Bioavailability 1 Chemaxon Rule of Five No Chemaxon Ghose Filter No Chemaxon Veber's Rule No Chemaxon MDDR-like Rule Yes Chemaxon