International Journal of Medicinal Chemistry / 2017 / Article / Tab 2

Research Article

Design, Synthesis, and Cytotoxicity Evaluation of Novel Griseofulvin Analogues with Improved Water Solubility

Table 2

Calculated physicochemical and ADME-Tox properties of the synthesized compounds 510 in addition to griseofulvin (1) and compound 3.

ADME-Tox135678910

Solubility ()−3.96−5.52−1.31 [pH = 6.8]−3.25−3.03 [pH = 6.8]−3.85 [pH = 6.8]−4.39−4.13 [pH = 6.8]
−4.81 [pH = 1.2]−1.48 [pH = 1.2]−1.99 [pH = 1.2]−2.59 [pH = 1.2]
(%)30–70% (0.637)30–70% (0.637)<30% (0.589)30–70% (0.541)30–70% (0.541)30–70% (0.541)30–70% (0.541)30–70% (0.541)
HIA (%)100%100%100%100%78%100%100%100%
Pe (cm/s)7.91 × 10−47.36 × 10−45.95 × 10−46.59 × 10−40.46 × 10−47.15 × 10−47 × 10−43.33 × 10−4
()0.10.03−0.55−0.320.020.01−0.28−0.06
(−1.4)(−1.2)(−2.6)(−2.4)(−3.5)(−1.5)(−1.7)(−2.8)
pKa2.809.503.609.50
LD50 mouse (mg kg−1, oral)1000110013008105608501100700
LD50 mouse (mg kg−1, intraperitoneal)180190470440200440460240
LD50 mouse (mg kg−1, intravenous)100629610251305421
LD50 mouse (mg kg−1, subcutaneous)3301408204706711034062
2.513.793.962.021.933.353.673.55
TPSA (Å2)8.068.06112.88121.47128.25108.34121.47128.25
MW352.77428.86501.91409.82408.8448.89485.92484.94
NOHD00134134
NOHA66999999
NORB35845567

Human oral bioavailability (probability). Human intestinal absorption. Permeability (human jejunum). Extent of blood brain barrier penetration. Rate of brain penetration. Calculated lipophilicity. Topological polar surface area. Molecular weight. Number of hydrogen bond donors. Number of hydrogen bond acceptors. Number of rotatable bonds.

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