Compound information
- Natural Products
- ZC2264050
- Molecular Formula
- C19H19NO5S
- Molecular Weight
- 373.098393708 g/mol
- Structure
-
- IUPAC Name
- ethyl 2-[[2-[(E)-but-2-enoyl]oxyacetyl]amino]-5-phenyl-thiophene-3-carboxylate
- InChI
- InChI=1S/C19H19NO5S/c1-3-8-17(22)25-12-16(21)20-18-14(19(23)24-4-2)11-15(26-18)13-9-6-5-7-10-13/h3,5-11H,4,12H2,1-2H3,(H,20,21)/b8-3+
- InChI Key
- CUBKGFSEBDEWHR-FPYGCLRLSA-N
- SMILES
- C/C=C/C(=O)OCC(=O)Nc1sc(-c2ccccc2)cc1C(=O)OCC
- Source
- ZINC000003297890
Warheads
- Acrylate
-
ADMET Property
Physicochemical Property
| Property | Value | Property | Value |
|---|---|---|---|
| Heavy Atom Count | 26 | Ring Count | 2 |
| Heteroatom Count | 7 | Rotatable Bond Count | 7 |
| Hydrogen Bond Acceptor Count | 6 | Hydrogen Bond Donor Count | 1 |
| Topological Polar Surface Area | 81.7 Å2 | LogP | 4.141 |
| LogS | -5.304 | LogD | 3.357 |
Absorption
| Property | Value | Property | Value |
|---|---|---|---|
| Pgp inhibitor | 0.987 | Pgp substrate | 0.496 |
| HIA | 0.965 | F20 % | 0.888 |
| F30 % | 0.124 | Caco-2 | -5.027 |
| MDCK | -4.56 |
Distribution
| Property | Value | Property | Value |
|---|---|---|---|
| BBB Penetration | 0.006 | PPB | 97.347 |
| VD | 0.697 | Fu | 1.919 |
Metabolism
| Property | Value | Property | Value |
|---|---|---|---|
| CYP1A2 inhibitor | 0.999 | CYP1A2 substrate | 0.659 |
| CYP2A6 substrate | 0.663 | CYP2B6 substrate | 0.785 |
| CYP2C19 inhibitor | 0.763 | CYP2C19 substrate | 0.843 |
| CYP2C8 substrate | 0.675 | CYP2C9 inhibitor | 0.945 |
| CYP2C9 substrate | 0.972 | CYP2D6 inhibitor | 0.072 |
| CYP2D6 substrate | 0.229 | CYP2E1 substrate | 0.107 |
| CYP3A4 inhibitor | 0.33 | CYP3A4 substrate | 0.996 |
Excretion
| Property | Value | Property | Value |
|---|---|---|---|
| T1/2 | 0.737 | CL | 9.208 |
Toxicity
| Property | Value | Property | Value |
|---|---|---|---|
| hERG Blockers | 0.195 | Hepatotoxicity | 0.589 |
| Mutagenicity | 0.008 | Rat Oral Acute Toxicity | 0.001 |
| FDAMDD | 0.113 | Skin Sensitization | 0.66 |
| Carcinogenicity | 0.029 | Eye Corrosion | 0.004 |
| Eye Irritation | 0.012 | Respiratory Toxicity | 0.013 |
Environmental Toxicity
| Property | Value | Property | Value |
|---|---|---|---|
| Bioconcentration Factors | 0.71 | IGC50 | 4.148 |
| LC50FM | 5.342 | LC50DM | 4.662 |
Tox21 Pathway
| Property | Value | Property | Value |
|---|---|---|---|
| NR-AR | 0.718 | NR-AR-LBD | 0.546 |
| NR-AhR | 0.959 | NR-Aromatase | 0.082 |
| NR-ER | 0.711 | NR-ER-LBD | 0.664 |
| NR-PPAR-gamma | 0.9 | SR-ARE | 0.811 |
| SR-ATAD5 | 0.905 | SR-HSE | 0.772 |
| SR-MMP | 0.862 | SR-p53 | 0.891 |
Similar covalent drugs
No similar covalent drugs found for this compound.