Netarsudil mesylateProduct ingredient for Netarsudil

Name
Netarsudil mesylate
Drug Entry
Netarsudil

A Rho kinase inhibitor with norepinephrine transport inhibitory activity that reduces production of aqueous

As of December 18, 2017 the FDA approved Aerie Pharmaceutical's Rhopressa (netarsudil ophthalmic solution) 0.02% for the indication of reducing elevated intraocular pressure in patients with open-angle glaucoma or ocular hypertension. Acting as both a rho kinase inhibitor and a norepinephrine transport inhibitor, Netarsudil is a novel glaucoma medication in that it specifically targets the conventional trabecular pathway of aqueous humour outflow to act as an inhibitor to the rho kinase and norepinephrine transporters found there as opposed to affecting protaglandin F2-alpha analog like mechanisms in the unconventional uveoscleral pathway that many other glaucoma medications demonstrate.

Accession Number
DBSALT002599
Structure
Thumb
Synonyms
Netarsudil mesilate
External IDs
AR-13324
UNII
VL756B1K0U
CAS Number
1422144-42-0
Weight
Average: 645.74
Monoisotopic: 645.181472067
Chemical Formula
C30H35N3O9S2
InChI Key
QQDRLKRHJOAQDC-FBHGDYMESA-N
InChI
InChI=1S/C28H27N3O3.2CH4O3S/c1-18-3-10-25(19(2)13-18)28(33)34-17-20-4-6-21(7-5-20)26(15-29)27(32)31-24-9-8-23-16-30-12-11-22(23)14-24;2*1-5(2,3)4/h3-14,16,26H,15,17,29H2,1-2H3,(H,31,32);2*1H3,(H,2,3,4)/t26-;;/m1../s1
IUPAC Name
bis(methanesulfonic acid); {4-[(1S)-2-amino-1-[(isoquinolin-6-yl)carbamoyl]ethyl]phenyl}methyl 2,4-dimethylbenzoate
SMILES
CS(O)(=O)=O.CS(O)(=O)=O.CC1=CC(C)=C(C=C1)C(=O)OCC1=CC=C(C=C1)[C@@H](CN)C(=O)NC1=CC=C2C=NC=CC2=C1
External Links
ChemSpider
34980599
Predicted Properties
PropertyValueSource
Water Solubility0.000277 mg/mLALOGPS
logP3.77ALOGPS
logP4.73ChemAxon
logS-6.2ALOGPS
pKa (Strongest Acidic)13.49ChemAxon
pKa (Strongest Basic)8.69ChemAxon
Physiological Charge1ChemAxon
Hydrogen Acceptor Count4ChemAxon
Hydrogen Donor Count2ChemAxon
Polar Surface Area94.31 Å2ChemAxon
Rotatable Bond Count8ChemAxon
Refractivity134.66 m3·mol-1ChemAxon
Polarizability51.04 Å3ChemAxon
Number of Rings4ChemAxon
Bioavailability1ChemAxon
Rule of FiveNoChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleYesChemAxon