Compound information
- Natural Products
- ZC1185758
- Molecular Formula
- C16H20O5
- Molecular Weight
- 292.13107374 g/mol
- Structure
-
- IUPAC Name
- (3,3-dimethyl-2-oxo-butyl) (E)-3-(4-hydroxy-3-methoxy-phenyl)prop-2-enoate
- InChI
- InChI=1S/C16H20O5/c1-16(2,3)14(18)10-21-15(19)8-6-11-5-7-12(17)13(9-11)20-4/h5-9,17H,10H2,1-4H3/b8-6+
- InChI Key
- HODLCQJLRMUGLI-SOFGYWHQSA-N
- SMILES
- COc1cc(/C=C/C(=O)OCC(=O)C(C)(C)C)ccc1O
- Source
- ZINC000003342181
Warheads
- Carbonyl
-
ADMET Property
Physicochemical Property
| Property | Value | Property | Value |
|---|---|---|---|
| Heavy Atom Count | 21 | Ring Count | 1 |
| Heteroatom Count | 5 | Rotatable Bond Count | 5 |
| Hydrogen Bond Acceptor Count | 5 | Hydrogen Bond Donor Count | 1 |
| Topological Polar Surface Area | 72.83 Å2 | LogP | 2.591 |
| LogS | -4.039 | LogD | 2.769 |
Absorption
| Property | Value | Property | Value |
|---|---|---|---|
| Pgp inhibitor | 0.134 | Pgp substrate | 0.208 |
| HIA | 0.961 | F20 % | 0.992 |
| F30 % | 0.902 | Caco-2 | -4.812 |
| MDCK | -4.867 |
Distribution
| Property | Value | Property | Value |
|---|---|---|---|
| BBB Penetration | 0.441 | PPB | 87.183 |
| VD | 0.861 | Fu | 0.542 |
Metabolism
| Property | Value | Property | Value |
|---|---|---|---|
| CYP1A2 inhibitor | 0.996 | CYP1A2 substrate | 0.44 |
| CYP2A6 substrate | 0.679 | CYP2B6 substrate | 0.656 |
| CYP2C19 inhibitor | 0.205 | CYP2C19 substrate | 0.626 |
| CYP2C8 substrate | 0.651 | CYP2C9 inhibitor | 0.46 |
| CYP2C9 substrate | 0.981 | CYP2D6 inhibitor | 0.201 |
| CYP2D6 substrate | 0.28 | CYP2E1 substrate | 0.38 |
| CYP3A4 inhibitor | 0.039 | CYP3A4 substrate | 0.484 |
Excretion
| Property | Value | Property | Value |
|---|---|---|---|
| T1/2 | 0.977 | CL | 13.811 |
Toxicity
| Property | Value | Property | Value |
|---|---|---|---|
| hERG Blockers | 0.003 | Hepatotoxicity | 0.898 |
| Mutagenicity | 0.004 | Rat Oral Acute Toxicity | 0.024 |
| FDAMDD | 0.697 | Skin Sensitization | 0.997 |
| Carcinogenicity | 0.27 | Eye Corrosion | 0.018 |
| Eye Irritation | 0.907 | Respiratory Toxicity | 0.501 |
Environmental Toxicity
| Property | Value | Property | Value |
|---|---|---|---|
| Bioconcentration Factors | 1.075 | IGC50 | 4.248 |
| LC50FM | 5.425 | LC50DM | 6.331 |
Tox21 Pathway
| Property | Value | Property | Value |
|---|---|---|---|
| NR-AR | 0.302 | NR-AR-LBD | 0.597 |
| NR-AhR | 0.214 | NR-Aromatase | 0.131 |
| NR-ER | 0.898 | NR-ER-LBD | 0.762 |
| NR-PPAR-gamma | 0.919 | SR-ARE | 0.689 |
| SR-ATAD5 | 0.822 | SR-HSE | 0.811 |
| SR-MMP | 0.893 | SR-p53 | 0.757 |
Similar covalent inhibitors
Similar covalent drugs
No similar covalent drugs found for this compound.