Table 2.

Summary of the sodium channel pore blocker properties examined in this study

Compound Clinical Use % of drug protonated at pH 7 Mol weight (g/mol) LogP # Rotatable bonds # Hydrogen acceptors IC50 (µM) Kinetics, tau on (s) Kinetics, tau off (s) Affinity to inactivated Ki % Pore Occupancy (neutral) % Pore Occupancy (protonated) % Pore Occupancy (combined) Promiscuity (neutral) Promiscuity (protonated) Promiscuity (combined) 
Flecainidea Antiarrhythmic (1c) 99.47 414.3 3.4 67.63 20.04 64.97 7.9 99.89 96.98 97.00 101 726 722.69 
Mexiletinea Antiarrhythmic (1b) 99.09 179.3 230.54 8.6 12.93 26.8 7.38 88.12 87.39 593 544 544.45 
Etidocainea Local anesthetic 95.06 276.4 3.8 99.7 99.84 99.83 19 229 218.63 
Bupivacainea Local anesthetic 83.58 288.4 3.9 67.72 7.95 16.73 5.85 100 99.62 99.68 30 202 173.76 
Lamotrigine Anticonvulsant 256.1 904.86 8.19 18.1 31.3 21.88 21.88 513 513 
Sipatrigine Anticonvulsant 91.3 372.7 3.4 99.42 99.42 196 196 
Lacosamide Anticonvulsant 250.3 0.5 63.01 63.01 638 638 
Tolperisone Muscle relaxant 96.45 245.4 3.3 335.95 5.57 7.42 30.9 90.92 90.92 448 448 
Riluzole ALS treatment 0.04 234.2 2.8 80.98 3.9 17.6 2.17 1.03 1.03 316 316 
CORRELATION to % Pore Occupancy (combined) 0.397 0.449 0.645 −0.474 −0.400 0.472 0.232 0.078       
CORRELATION to % Pore Occupancy (neutral only) 0.684 0.561 0.667 −0.188 −0.316 0.472 0.391 −0.167       
CORRELATION to Promiscuity (combined) 0.009 −0.609 0.219 0.111 0.201 0.720 0.635 0.339       
CORRELATION to Promiscuity (neutral only) −0.632 −0.874 −0.390 0.044 0.604 −0.433 −0.546 0.807       
Compound Clinical Use % of drug protonated at pH 7 Mol weight (g/mol) LogP # Rotatable bonds # Hydrogen acceptors IC50 (µM) Kinetics, tau on (s) Kinetics, tau off (s) Affinity to inactivated Ki % Pore Occupancy (neutral) % Pore Occupancy (protonated) % Pore Occupancy (combined) Promiscuity (neutral) Promiscuity (protonated) Promiscuity (combined) 
Flecainidea Antiarrhythmic (1c) 99.47 414.3 3.4 67.63 20.04 64.97 7.9 99.89 96.98 97.00 101 726 722.69 
Mexiletinea Antiarrhythmic (1b) 99.09 179.3 230.54 8.6 12.93 26.8 7.38 88.12 87.39 593 544 544.45 
Etidocainea Local anesthetic 95.06 276.4 3.8 99.7 99.84 99.83 19 229 218.63 
Bupivacainea Local anesthetic 83.58 288.4 3.9 67.72 7.95 16.73 5.85 100 99.62 99.68 30 202 173.76 
Lamotrigine Anticonvulsant 256.1 904.86 8.19 18.1 31.3 21.88 21.88 513 513 
Sipatrigine Anticonvulsant 91.3 372.7 3.4 99.42 99.42 196 196 
Lacosamide Anticonvulsant 250.3 0.5 63.01 63.01 638 638 
Tolperisone Muscle relaxant 96.45 245.4 3.3 335.95 5.57 7.42 30.9 90.92 90.92 448 448 
Riluzole ALS treatment 0.04 234.2 2.8 80.98 3.9 17.6 2.17 1.03 1.03 316 316 
CORRELATION to % Pore Occupancy (combined) 0.397 0.449 0.645 −0.474 −0.400 0.472 0.232 0.078       
CORRELATION to % Pore Occupancy (neutral only) 0.684 0.561 0.667 −0.188 −0.316 0.472 0.391 −0.167       
CORRELATION to Promiscuity (combined) 0.009 −0.609 0.219 0.111 0.201 0.720 0.635 0.339       
CORRELATION to Promiscuity (neutral only) −0.632 −0.874 −0.390 0.044 0.604 −0.433 −0.546 0.807       

All compounds were simulated in the neutral state. Percentage (%) of protonation species were determined using the Major Microspecies Plugin in Marvin Sketch (ChemAxon). Molecular descriptors of drugs were sourced from the rdkit.Chem module. Values for IC50, kinetics and affinity (in italics) were performed using rat Nav1.2 in HEK-293 cells (Lenkey et al., 2010). Percentage (%) pore occupancy values are from Fig. 6 A. Combined % pore occupancy values were calculated by (% Pore Occupancy Neutral * % Neutral Species) + (% Pore Occupancy Protonated * % Protonated Species). The measure for promiscuity was determined by counting the number of 3D FES grid points <10% of the maximum FES value. Combined % promiscuity values were calculated by (% Promiscuity Neutral * % Neutral Species) + (% Promiscuity Protonated * % Protonated Species). Pearson correlation coefficients calculated based on pairwise comparison between each drug property and % pore occupancy (maroon shaded)/promiscuity (green shaded), both neutral and combined values. Potential correlations are highlighted in bold and plotted in Fig. S8.

a

Denotes compounds for which protonated versions were also simulated.

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