TABLE 3

Predicted pKi values for suprahistaprodifen 19, phenoprodifen 20, and the chiral phenoprodifens 21R and 21S based on 3D-QSAR calculations

The calculations were performed as described under Materials and Methods. Δ describes the difference pKi(predicted) - pKi(experimental). The effective pKi value (eff), including orientation 1 (or1) and orientation 2 (or2) was calculated using equation log10(Ki (or1) + Ki (or2)) as described previously (Strasser et al., 2009).

Compound, H1R Species, Orientation
283 K
288 K
293 K
298 K
303 K
Pred.
Δ
Pred.
Δ
Pred.
Δ
Pred.
Δ
Pred.
Δ
19
    Human
        or1 5.95 5.96 6.01 6.01 6.08
        or2 5.45 5.53 5.71 5.71 5.60
        eff 6.07 −0.31 6.10 −0.29 6.19 −0.16 6.19 −0.13 6.20 −0.13
    Guinea pig
        or1 6.03 6.07 6.12 6.19 6.26
        or2 6.40 6.48 6.56 6.63 6.70
        eff 6.55 −0.63 6.62 −0.55 6.69 −0.45 6.76 −0.51 6.83 −0.52
20
    Human
        or1 6.43 6.42 6.46 6.43 6.52
        or2 5.42 5.50 5.67 5.68 5.64
        eff 6.47 0.02 6.47 −0.12 6.52 −0.06 6.50 −0.05 6.57 0.02
    Guinea pig
        or1 6.56 6.61 6.67 6.76 6.84
        or2 6.41 6.52 6.64 6.74 6.83
        eff 6.79 −0.21 6.87 −0.36 6.95 −0.37 7.05 −0.37 7.14 −0.21
21R
    Human
        or1 5.99 5.98 6.06 6.06 6.09
        or2 4.75 4.91 5.16 5.14 5.14
        eff 6.01 0.11 6.02 0.01 6.11 0.06 6.11 0.09 6.14 0.07
    Guinea pig
        or1 6.48 6.54 6.60 6.70 6.76
        or2 5.87 5.99 6.11 6.23 6.25
        eff 6.58 −0.09 6.65 −0.03 6.72 −0.04 6.83 −0.05 6.88 −0.22
21S
    Human
        or1 5.88 5.89 5.98 5.99 6.05
        or2 5.15 5.29 5.52 5.50 5.58
        eff 5.95 −0.10 5.99 −0.16 6.11 −0.18 6.11 −0.13 6.18 −0.10
    Guinea pig
        or1 5.98 6.06 6.11 6.22 6.27
        or2 6.20 6.30 6.42 6.55 6.63
        eff
6.40
0.13
6.50
0.32
6.59
0.24
6.72
0.20
6.79
0.07