Compound information
- Natural Products
- ZC2556388
- Molecular Formula
- C19H16N2O3S
- Molecular Weight
- 352.088163372 g/mol
- Structure
-
- IUPAC Name
- ethyl (E)-4-[[4-(2-naphthyl)thiazol-2-yl]amino]-4-oxo-but-2-enoate
- InChI
- InChI=1S/C19H16N2O3S/c1-2-24-18(23)10-9-17(22)21-19-20-16(12-25-19)15-8-7-13-5-3-4-6-14(13)11-15/h3-12H,2H2,1H3,(H,20,21,22)/b10-9+
- InChI Key
- SNAGINBUFLWLTB-MDZDMXLPSA-N
- SMILES
- CCOC(=O)/C=C/C(=O)Nc1nc(-c2ccc3ccccc3c2)cs1
- Source
- ZINC000002942428
Warheads
- Acrylamide
-
- Acrylate
-
ADMET Property
Physicochemical Property
| Property | Value | Property | Value |
|---|---|---|---|
| Heavy Atom Count | 25 | Ring Count | 3 |
| 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 | 4.487 |
| LogS | -5.723 | LogD | 5.171 |
Absorption
| Property | Value | Property | Value |
|---|---|---|---|
| Pgp inhibitor | 0.125 | Pgp substrate | 0.001 |
| HIA | 0.965 | F20 % | 0.976 |
| F30 % | 0.061 | Caco-2 | -4.804 |
| MDCK | -4.644 |
Distribution
| Property | Value | Property | Value |
|---|---|---|---|
| BBB Penetration | 0.005 | PPB | 99.233 |
| VD | 0.469 | Fu | 2.405 |
Metabolism
| Property | Value | Property | Value |
|---|---|---|---|
| CYP1A2 inhibitor | 0.906 | CYP1A2 substrate | 0.807 |
| CYP2A6 substrate | 0.613 | CYP2B6 substrate | 0.755 |
| CYP2C19 inhibitor | 0.309 | CYP2C19 substrate | 0.743 |
| CYP2C8 substrate | 0.696 | CYP2C9 inhibitor | 0.599 |
| CYP2C9 substrate | 0.102 | CYP2D6 inhibitor | 0.577 |
| CYP2D6 substrate | 0.571 | CYP2E1 substrate | 0.223 |
| CYP3A4 inhibitor | 0.132 | CYP3A4 substrate | 0.989 |
Excretion
| Property | Value | Property | Value |
|---|---|---|---|
| T1/2 | 0.53 | CL | 6.896 |
Toxicity
| Property | Value | Property | Value |
|---|---|---|---|
| hERG Blockers | 0.253 | Hepatotoxicity | 0.763 |
| Mutagenicity | 0.027 | Rat Oral Acute Toxicity | 0.0 |
| FDAMDD | 0.256 | Skin Sensitization | 0.805 |
| Carcinogenicity | 0.13 | Eye Corrosion | 0.004 |
| Eye Irritation | 0.324 | Respiratory Toxicity | 0.065 |
Environmental Toxicity
| Property | Value | Property | Value |
|---|---|---|---|
| Bioconcentration Factors | 0.93 | IGC50 | 4.211 |
| LC50FM | 5.536 | LC50DM | 5.067 |
Tox21 Pathway
| Property | Value | Property | Value |
|---|---|---|---|
| NR-AR | 0.348 | NR-AR-LBD | 0.685 |
| NR-AhR | 0.978 | NR-Aromatase | 0.136 |
| NR-ER | 0.822 | NR-ER-LBD | 0.8 |
| NR-PPAR-gamma | 0.966 | SR-ARE | 0.91 |
| SR-ATAD5 | 0.927 | SR-HSE | 0.731 |
| SR-MMP | 0.96 | SR-p53 | 0.914 |
Similar covalent drugs
No similar covalent drugs found for this compound.