Compound information
- Natural Products
- ZC594009
- Molecular Formula
- C17H22N2O6
- Molecular Weight
- 350.147786424 g/mol
- Structure
-
- IUPAC Name
- [2-(tert-butylcarbamoylamino)-2-oxo-ethyl] (E)-3-(4-hydroxy-3-methoxy-phenyl)prop-2-enoate
- InChI
- InChI=1S/C17H22N2O6/c1-17(2,3)19-16(23)18-14(21)10-25-15(22)8-6-11-5-7-12(20)13(9-11)24-4/h5-9,20H,10H2,1-4H3,(H2,18,19,21,23)/b8-6+
- InChI Key
- OYZORCUIHUJWDS-SOFGYWHQSA-N
- SMILES
- COc1cc(/C=C/C(=O)OCC(=O)NC(=O)NC(C)(C)C)ccc1O
- Source
- ZINC000003450359
Warheads
- Urea carbonyl
-
ADMET Property
Physicochemical Property
| Property | Value | Property | Value |
|---|---|---|---|
| Heavy Atom Count | 25 | Ring Count | 1 |
| Heteroatom Count | 8 | Rotatable Bond Count | 5 |
| Hydrogen Bond Acceptor Count | 6 | Hydrogen Bond Donor Count | 3 |
| Topological Polar Surface Area | 113.96 Å2 | LogP | 2.269 |
| LogS | -3.545 | LogD | 2.638 |
Absorption
| Property | Value | Property | Value |
|---|---|---|---|
| Pgp inhibitor | 0.121 | Pgp substrate | 0.924 |
| HIA | 0.958 | F20 % | 0.993 |
| F30 % | 0.956 | Caco-2 | -5.347 |
| MDCK | -5.365 |
Distribution
| Property | Value | Property | Value |
|---|---|---|---|
| BBB Penetration | 0.734 | PPB | 90.847 |
| VD | 0.682 | Fu | 0.713 |
Metabolism
| Property | Value | Property | Value |
|---|---|---|---|
| CYP1A2 inhibitor | 0.657 | CYP1A2 substrate | 0.533 |
| CYP2A6 substrate | 0.683 | CYP2B6 substrate | 0.641 |
| CYP2C19 inhibitor | 0.132 | CYP2C19 substrate | 0.649 |
| CYP2C8 substrate | 0.699 | CYP2C9 inhibitor | 0.464 |
| CYP2C9 substrate | 1.0 | CYP2D6 inhibitor | 0.084 |
| CYP2D6 substrate | 0.919 | CYP2E1 substrate | 0.359 |
| CYP3A4 inhibitor | 0.023 | CYP3A4 substrate | 0.954 |
Excretion
| Property | Value | Property | Value |
|---|---|---|---|
| T1/2 | 0.923 | CL | 8.126 |
Toxicity
| Property | Value | Property | Value |
|---|---|---|---|
| hERG Blockers | 0.007 | Hepatotoxicity | 0.03 |
| Mutagenicity | 0.0 | Rat Oral Acute Toxicity | 0.038 |
| FDAMDD | 0.392 | Skin Sensitization | 0.998 |
| Carcinogenicity | 0.015 | Eye Corrosion | 0.004 |
| Eye Irritation | 0.036 | Respiratory Toxicity | 0.207 |
Environmental Toxicity
| Property | Value | Property | Value |
|---|---|---|---|
| Bioconcentration Factors | 0.273 | IGC50 | 2.848 |
| LC50FM | 4.118 | LC50DM | 4.691 |
Tox21 Pathway
| Property | Value | Property | Value |
|---|---|---|---|
| NR-AR | 0.102 | NR-AR-LBD | 0.237 |
| NR-AhR | 0.003 | NR-Aromatase | 0.032 |
| NR-ER | 0.464 | NR-ER-LBD | 0.51 |
| NR-PPAR-gamma | 0.835 | SR-ARE | 0.41 |
| SR-ATAD5 | 0.527 | SR-HSE | 0.078 |
| SR-MMP | 0.025 | SR-p53 | 0.413 |
Similar covalent drugs
No similar covalent drugs found for this compound.