Compound information
- Natural Products
- ZC1713654
- Molecular Formula
- C16H16N2O3S
- Molecular Weight
- 316.088163372 g/mol
- Structure
-
- IUPAC Name
- ethyl (E)-4-oxo-4-[[4-(p-tolyl)thiazol-2-yl]amino]but-2-enoate
- InChI
- InChI=1S/C16H16N2O3S/c1-3-21-15(20)9-8-14(19)18-16-17-13(10-22-16)12-6-4-11(2)5-7-12/h4-10H,3H2,1-2H3,(H,17,18,19)/b9-8+
- InChI Key
- PEMYDSFBSNDYQZ-CMDGGOBGSA-N
- SMILES
- CCOC(=O)/C=C/C(=O)Nc1nc(-c2ccc(C)cc2)cs1
- Source
- ZINC000002940473
Warheads
- Acrylamide
-
- Acrylate
-
ADMET Property
Physicochemical Property
| Property | Value | Property | Value |
|---|---|---|---|
| Heavy Atom Count | 22 | Ring Count | 2 |
| Heteroatom Count | 6 | Rotatable Bond Count | 5 |
| Hydrogen Bond Acceptor Count | 5 | Hydrogen Bond Donor Count | 1 |
| Topological Polar Surface Area | 68.29 Å2 | LogP | 3.99 |
| LogS | -4.792 | LogD | 4.685 |
Absorption
| Property | Value | Property | Value |
|---|---|---|---|
| Pgp inhibitor | 0.678 | Pgp substrate | 0.002 |
| HIA | 0.958 | F20 % | 0.988 |
| F30 % | 0.168 | Caco-2 | -4.561 |
| MDCK | -4.621 |
Distribution
| Property | Value | Property | Value |
|---|---|---|---|
| BBB Penetration | 0.006 | PPB | 101.85 |
| VD | 0.459 | Fu | 2.313 |
Metabolism
| Property | Value | Property | Value |
|---|---|---|---|
| CYP1A2 inhibitor | 0.96 | CYP1A2 substrate | 0.8 |
| CYP2A6 substrate | 0.693 | CYP2B6 substrate | 0.721 |
| CYP2C19 inhibitor | 0.311 | CYP2C19 substrate | 0.804 |
| CYP2C8 substrate | 0.769 | CYP2C9 inhibitor | 0.903 |
| CYP2C9 substrate | 0.676 | CYP2D6 inhibitor | 0.439 |
| CYP2D6 substrate | 0.679 | CYP2E1 substrate | 0.191 |
| CYP3A4 inhibitor | 0.075 | CYP3A4 substrate | 0.951 |
Excretion
| Property | Value | Property | Value |
|---|---|---|---|
| T1/2 | 0.529 | CL | 8.205 |
Toxicity
| Property | Value | Property | Value |
|---|---|---|---|
| hERG Blockers | 0.181 | Hepatotoxicity | 0.633 |
| Mutagenicity | 0.011 | Rat Oral Acute Toxicity | 0.0 |
| FDAMDD | 0.189 | Skin Sensitization | 0.683 |
| Carcinogenicity | 0.032 | Eye Corrosion | 0.004 |
| Eye Irritation | 0.248 | Respiratory Toxicity | 0.015 |
Environmental Toxicity
| Property | Value | Property | Value |
|---|---|---|---|
| Bioconcentration Factors | 0.673 | IGC50 | 3.821 |
| LC50FM | 5.552 | LC50DM | 4.91 |
Tox21 Pathway
| Property | Value | Property | Value |
|---|---|---|---|
| NR-AR | 0.33 | NR-AR-LBD | 0.566 |
| NR-AhR | 0.953 | NR-Aromatase | 0.09 |
| NR-ER | 0.729 | NR-ER-LBD | 0.708 |
| NR-PPAR-gamma | 0.945 | SR-ARE | 0.882 |
| SR-ATAD5 | 0.903 | SR-HSE | 0.543 |
| SR-MMP | 0.964 | SR-p53 | 0.844 |
Similar covalent drugs
No similar covalent drugs found for this compound.