TABLE 3.
Overview of different physicochemical properties, pharmacokinetics, medicinal chemistry, and drug-likeness of the compounds.
| Physicochemical properties | Pharmacokinetics | ||
|---|---|---|---|
| PubChem ID: 14187087 | |||
| Formula | C20H18O5 | GI absorption | High |
| Molecular weight | 338.35 g/mol | BBB permeant | Yes |
| Number of heavy atoms | 25 | P-gp substrate | Yes |
| Number of arom. heavy atoms | 12 | CYP1A2 inhibitor | Yes |
| Fraction Csp3 | 0.25 | CYP2C19 inhibitor | Yes |
| Number of rotatable bonds | 1 | CYP2C9 inhibitor | Yes |
| Number of H-bond acceptors | 5 | CYP2D6 inhibitor | Yes |
| Number of H-bond donors | 2 | CYP3A4 inhibitor | Yes |
| Molar refractivity | 93.67 | Log K p (skin permeation) | −5.76 cm/s |
| TPSA | 75.99 Å2 | ||
| Lipophilicity | Drug-likeness | ||
| Log P o/w (iLOGP) | 2.97 | Lipinski | Yes; 0 violation |
| Log P o/w (XLOGP3) | 3.67 | Ghose | Yes |
| Log P o/w (WLOGP) | 3.56 | Veber | Yes |
| Log P o/w (MLOGP) | 1.82 | Egan | Yes |
| Log P o/w (SILICOS-IT) | 3.44 | Muegge | Yes |
| Consensus log P o/w | 3.09 | Bioavailability score | 0.55 |
| Water solubility | Medicinal chemistry | ||
| Log S (ESOL) | −4.54 | PAINS | 0 alert |
| Solubility | 9.78e-03 mg/ml; 2.89e-05 mol/L | Brenk | 1 alert: quaternary_nitrogen_2 |
| Class | Moderately soluble | Lead-likeness | No; 1 violation: XLOGP3>3.5 |
| Log S (Ali) | −4.96 | Synthetic accessibility | 3.97 |
| Solubility | 3.75e-03 mg/ml; 1.11e-05 mol/L | ||
| Class | Moderately soluble | ||
| Log S (SILICOS-IT) | −4.83 | ||
| Solubility | 5.04e-03 mg/ml; 1.49e-05 mol/L | ||
| Class | Moderately soluble | ||
| PubChem ID: 3861164 | |||
| Formula | GI absorption | High | |
| C14H18N2O2 | |||
| Molecular weight | 246.30 g/mol | BBB permeant | No |
| Number of heavy atoms | 18 | P-gp substrate | Yes |
| Number of arom. heavy atoms | 9 | CYP1A2 inhibitor | No |
| Fraction Csp3 | 0.36 | CYP2C19 inhibitor | No |
| Number of rotatable bonds | 4 | CYP2C9 inhibitor | No |
| Number of H-bond acceptors | 2 | CYP2D6 inhibitor | No |
| Number of H-bond donors | 1 | CYP3A4 inhibitor | No |
| Molar refractivity | 69.50 | Log K p (skin permeation) | −6.23 cm/s |
| TPSA | 55.92 Å2 | ||
| Lipophilicity | Drug-likeness | ||
| Log P o/w (iLOGP) | −1.65 | Lipinski | Yes; 0 violation |
| Log P o/w (XLOGP3) | 2.21 | Ghose | Yes |
| Log P o/w (WLOGP) | 0.54 | Veber | Yes |
| Log P o/w (MLOGP) | −2.31 | Egan | Yes |
| Log P o/w (SILICOS-IT) | 1.94 | Muegge | Yes |
| Consensus log P o/w | 0.14 | Bioavailability score | 0.55 |
| Water solubility | Medicinal chemistry | ||
| Log S (ESOL) | −2.87 | PAINS | 0 alert |
| Solubility | 3.36e-01 mg/ml; 1.36e-03 mol/L | Brenk | 1 alert: quaternary_nitrogen_2 |
| Class | Soluble | Lead-likeness | No; 1 violation: MW < 250 |
| Log S (Ali) | −3.02 | Synthetic accessibility | 2.41 |
| Solubility | 2.36e-01 mg/ml; 9.58e-04 mol/L | ||
| Class | Soluble | ||
| Log S (SILICOS-IT) | −4.33 | ||
| Solubility | 1.14e-02 mg/ml; 4.65e-05 mol/L | ||
| Class | Moderately soluble | ||
| PubChem ID:6494266 | |||
| Formula | C15H17N5OS | GI absorption | High |
| Molecular weight | 315.39 g/mol | BBB permeant | No |
| Number of heavy atoms | 22 | P-gp substrate | Yes |
| Number of arom. heavy atoms | 16 | CYP1A2 inhibitor | Yes |
| Fraction Csp3 | 0.33 | CYP2C19 inhibitor | Yes |
| Number of rotatable bonds | 6 | CYP2C9 inhibitor | Yes |
| Number of H-bond acceptors | 5 | CYP2D6 inhibitor | No |
| Number of H-bond donors | 0 | CYP3A4 inhibitor | Yes |
| Molar refractivity | 84.57 | Log K p (skin permeation) | −6.60 cm/s |
| TPSA | 94.93 Å2 | ||
| Lipophilicity | Drug-likeness | ||
| Log P o/w (iLOGP) | 2.97 | Lipinski | Yes; 0 violation |
| Log P o/w (XLOGP3) | 2.29 | Ghose | Yes |
| Log P o/w (WLOGP) | 2.72 | Veber | Yes |
| Log P o/w (MLOGP) | 1.86 | Egan | Yes |
| Log P o/w (SILICOS-IT) | 2.94 | Muegge | Yes |
| Consensus log P o/w | 2.52 | Bioavailability score | 0.55 |
| Water solubility | Medicinal chemistry | ||
| Log S (ESOL) | −3.38 | PAINS | 0 alert |
| Solubility | mg/ml; 4.17e-04 mol/l | Brenk | 0 alert |
| Class | Soluble | Lead-likeness | |
| Yes | |||
| Log S (Ali) | −3.92 | Synthetic accessibility | 3.24 |
| Solubility | 3.78e-02 mg/ml; 1.20e-04 mol/l | ||
| Class | Soluble | ||
| Log S (SILICOS-IT) | −5.62 | ||
| Solubility | 7.53e-04 mg/ml; 2.39e-06 mol/l | ||
| Class | Moderately soluble | ||