Compound information
- Natural Products
- ZC266098
- Molecular Formula
- C12H11NO4
- Molecular Weight
- 233.068807832 g/mol
- Structure
-
- IUPAC Name
- (E)-3-[4-(cyanomethoxy)-3-methoxy-phenyl]prop-2-enoic acid
- InChI
- InChI=1S/C12H11NO4/c1-16-11-8-9(3-5-12(14)15)2-4-10(11)17-7-6-13/h2-5,8H,7H2,1H3,(H,14,15)/b5-3+
- InChI Key
- OMDFXXAQWPQRQG-HWKANZROSA-N
- SMILES
- COc1cc(/C=C/C(=O)O)ccc1OCC#N
- Source
- ZINC000002767857
Warheads
- Nitrile
-
ADMET Property
Physicochemical Property
| Property | Value | Property | Value |
|---|---|---|---|
| Heavy Atom Count | 17 | Ring Count | 1 |
| Heteroatom Count | 5 | Rotatable Bond Count | 5 |
| Hydrogen Bond Acceptor Count | 4 | Hydrogen Bond Donor Count | 1 |
| Topological Polar Surface Area | 79.55 Å2 | LogP | 1.598 |
| LogS | -3.223 | LogD | 0.906 |
Absorption
| Property | Value | Property | Value |
|---|---|---|---|
| Pgp inhibitor | 0.007 | Pgp substrate | 0.016 |
| HIA | 0.962 | F20 % | 0.031 |
| F30 % | 0.617 | Caco-2 | -4.483 |
| MDCK | -4.705 |
Distribution
| Property | Value | Property | Value |
|---|---|---|---|
| BBB Penetration | 0.594 | PPB | 81.535 |
| VD | 0.174 | Fu | 0.918 |
Metabolism
| Property | Value | Property | Value |
|---|---|---|---|
| CYP1A2 inhibitor | 0.016 | CYP1A2 substrate | 0.658 |
| CYP2A6 substrate | 0.658 | CYP2B6 substrate | 0.563 |
| CYP2C19 inhibitor | 0.013 | CYP2C19 substrate | 0.456 |
| CYP2C8 substrate | 0.644 | CYP2C9 inhibitor | 0.013 |
| CYP2C9 substrate | 0.999 | CYP2D6 inhibitor | 0.048 |
| CYP2D6 substrate | 0.452 | CYP2E1 substrate | 0.578 |
| CYP3A4 inhibitor | 0.029 | CYP3A4 substrate | 0.538 |
Excretion
| Property | Value | Property | Value |
|---|---|---|---|
| T1/2 | 0.933 | CL | 8.732 |
Toxicity
| Property | Value | Property | Value |
|---|---|---|---|
| hERG Blockers | 0.029 | Hepatotoxicity | 0.999 |
| Mutagenicity | 0.001 | Rat Oral Acute Toxicity | 0.021 |
| FDAMDD | 0.261 | Skin Sensitization | 0.908 |
| Carcinogenicity | 0.204 | Eye Corrosion | 0.013 |
| Eye Irritation | 0.968 | Respiratory Toxicity | 0.894 |
Environmental Toxicity
| Property | Value | Property | Value |
|---|---|---|---|
| Bioconcentration Factors | 0.576 | IGC50 | 2.633 |
| LC50FM | 3.49 | LC50DM | 3.249 |
Tox21 Pathway
| Property | Value | Property | Value |
|---|---|---|---|
| NR-AR | 0.314 | NR-AR-LBD | 0.413 |
| NR-AhR | 0.011 | NR-Aromatase | 0.054 |
| NR-ER | 0.256 | NR-ER-LBD | 0.356 |
| NR-PPAR-gamma | 0.736 | SR-ARE | 0.068 |
| SR-ATAD5 | 0.638 | SR-HSE | 0.068 |
| SR-MMP | 0.009 | SR-p53 | 0.049 |
Similar covalent drugs
No similar covalent drugs found for this compound.