Compound information
- Natural Products
- ZC2218299
- Molecular Formula
- C19H15N3O3S
- Molecular Weight
- 365.08341234 g/mol
- Structure
-
- IUPAC Name
- (E)-2-cyano-N-(6-methoxy-1,3-benzothiazol-2-yl)-3-(4-methoxyphenyl)prop-2-enamide
- InChI
- InChI=1S/C19H15N3O3S/c1-24-14-5-3-12(4-6-14)9-13(11-20)18(23)22-19-21-16-8-7-15(25-2)10-17(16)26-19/h3-10H,1-2H3,(H,21,22,23)/b13-9+
- InChI Key
- DRONLTQNOHJIEJ-UKTHLTGXSA-N
- SMILES
- COc1ccc(/C=C(\C#N)C(=O)Nc2nc3ccc(OC)cc3s2)cc1
- Source
- ZINC000000834286
Warheads
- Nitrile
-
ADMET Property
Physicochemical Property
| Property | Value | Property | Value |
|---|---|---|---|
| Heavy Atom Count | 26 | Ring Count | 3 |
| Heteroatom Count | 7 | Rotatable Bond Count | 5 |
| Hydrogen Bond Acceptor Count | 6 | Hydrogen Bond Donor Count | 1 |
| Topological Polar Surface Area | 84.24 Å2 | LogP | 4.116 |
| LogS | -6.056 | LogD | 4.048 |
Absorption
| Property | Value | Property | Value |
|---|---|---|---|
| Pgp inhibitor | 0.43 | Pgp substrate | 0.001 |
| HIA | 0.962 | F20 % | 0.987 |
| F30 % | 0.537 | Caco-2 | -4.851 |
| MDCK | -4.662 |
Distribution
| Property | Value | Property | Value |
|---|---|---|---|
| BBB Penetration | 0.048 | PPB | 99.31 |
| VD | 0.321 | Fu | 2.039 |
Metabolism
| Property | Value | Property | Value |
|---|---|---|---|
| CYP1A2 inhibitor | 0.942 | CYP1A2 substrate | 0.774 |
| CYP2A6 substrate | 0.529 | CYP2B6 substrate | 0.721 |
| CYP2C19 inhibitor | 0.587 | CYP2C19 substrate | 0.92 |
| CYP2C8 substrate | 0.695 | CYP2C9 inhibitor | 0.957 |
| CYP2C9 substrate | 0.969 | CYP2D6 inhibitor | 0.269 |
| CYP2D6 substrate | 0.884 | CYP2E1 substrate | 0.909 |
| CYP3A4 inhibitor | 0.902 | CYP3A4 substrate | 0.967 |
Excretion
| Property | Value | Property | Value |
|---|---|---|---|
| T1/2 | 0.508 | CL | 9.37 |
Toxicity
| Property | Value | Property | Value |
|---|---|---|---|
| hERG Blockers | 0.113 | Hepatotoxicity | 0.997 |
| Mutagenicity | 0.253 | Rat Oral Acute Toxicity | 0.057 |
| FDAMDD | 0.871 | Skin Sensitization | 0.423 |
| Carcinogenicity | 0.057 | Eye Corrosion | 0.003 |
| Eye Irritation | 0.013 | Respiratory Toxicity | 0.453 |
Environmental Toxicity
| Property | Value | Property | Value |
|---|---|---|---|
| Bioconcentration Factors | 0.98 | IGC50 | 3.935 |
| LC50FM | 4.67 | LC50DM | 6.556 |
Tox21 Pathway
| Property | Value | Property | Value |
|---|---|---|---|
| NR-AR | 0.403 | NR-AR-LBD | 0.845 |
| NR-AhR | 0.991 | NR-Aromatase | 0.645 |
| NR-ER | 0.876 | NR-ER-LBD | 0.719 |
| NR-PPAR-gamma | 0.962 | SR-ARE | 0.972 |
| SR-ATAD5 | 0.974 | SR-HSE | 0.867 |
| SR-MMP | 0.959 | SR-p53 | 0.98 |
Similar covalent drugs
No similar covalent drugs found for this compound.