Belumosudil mesylateProduct ingredient for Belumosudil

Name
Belumosudil mesylate
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
DBSALT003188
Structure
Synonyms
Belumosudil mesylate
External IDs
KD025 mesylate
UNII
6MX7XE1M0U
CAS Number
2109704-99-4
Weight
Average: 548.62
Monoisotopic: 548.1841892
Chemical Formula
C27H28N6O5S
InChI Key
BGNMZPDNJWWQCU-UHFFFAOYSA-N
InChI
InChI=1S/C26H24N6O2.CH4O3S/c1-16(2)29-25(33)15-34-20-6-3-5-17(12-20)26-27-14-21-23(7-4-8-24(21)31-26)30-19-9-10-22-18(11-19)13-28-32-22;1-5(2,3)4/h3-14,16,30H,15H2,1-2H3,(H,28,32)(H,29,33);1H3,(H,2,3,4)
IUPAC Name
2-(3-{5-[(1H-indazol-5-yl)amino]quinazolin-2-yl}phenoxy)-N-(propan-2-yl)acetamide; methanesulfonic acid
SMILES
CS(O)(=O)=O.CC(C)NC(=O)COC1=CC=CC(=C1)C1=NC2=CC=CC(NC3=CC=C4NN=CC4=C3)=C2C=N1
KEGG Drug
D11816
ChEMBL
CHEMBL4594303
Wikipedia
Belumosudil
Predicted Properties
PropertyValueSource
Water Solubility0.00262 mg/mLALOGPS
logP4.49ALOGPS
logP4.02Chemaxon
logS-5.2ALOGPS
pKa (Strongest Acidic)13.16Chemaxon
pKa (Strongest Basic)3.79Chemaxon
Physiological Charge0Chemaxon
Hydrogen Acceptor Count6Chemaxon
Hydrogen Donor Count3Chemaxon
Polar Surface Area104.82 Å2Chemaxon
Rotatable Bond Count7Chemaxon
Refractivity141.15 m3·mol-1Chemaxon
Polarizability50.09 Å3Chemaxon
Number of Rings5Chemaxon
Bioavailability1Chemaxon
Rule of FiveNoChemaxon
Ghose FilterNoChemaxon
Veber's RuleNoChemaxon
MDDR-like RuleYesChemaxon