Compound information
- Natural Products
- ZC266995
- Molecular Formula
- C12H12N2O3
- Molecular Weight
- 232.084792244 g/mol
- Structure
-
- IUPAC Name
- (E)-3-[4-(cyanomethoxy)-3-methoxy-phenyl]prop-2-enamide
- InChI
- InChI=1S/C12H12N2O3/c1-16-11-8-9(3-5-12(14)15)2-4-10(11)17-7-6-13/h2-5,8H,7H2,1H3,(H2,14,15)/b5-3+
- InChI Key
- MXBLRLWVVBPESM-HWKANZROSA-N
- SMILES
- COc1cc(/C=C/C(N)=O)ccc1OCC#N
- Source
- ZINC000042521290
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 | 85.34 Å2 | LogP | 1.02 |
| LogS | -2.325 | LogD | 1.353 |
Absorption
| Property | Value | Property | Value |
|---|---|---|---|
| Pgp inhibitor | 0.08 | Pgp substrate | 0.029 |
| HIA | 0.962 | F20 % | 0.768 |
| F30 % | 0.821 | Caco-2 | -4.598 |
| MDCK | -4.619 |
Distribution
| Property | Value | Property | Value |
|---|---|---|---|
| BBB Penetration | 0.904 | PPB | 82.384 |
| VD | 0.659 | Fu | 0.585 |
Metabolism
| Property | Value | Property | Value |
|---|---|---|---|
| CYP1A2 inhibitor | 0.83 | CYP1A2 substrate | 0.701 |
| CYP2A6 substrate | 0.688 | CYP2B6 substrate | 0.608 |
| CYP2C19 inhibitor | 0.014 | CYP2C19 substrate | 0.587 |
| CYP2C8 substrate | 0.706 | CYP2C9 inhibitor | 0.015 |
| CYP2C9 substrate | 1.0 | CYP2D6 inhibitor | 0.075 |
| CYP2D6 substrate | 0.667 | CYP2E1 substrate | 0.913 |
| CYP3A4 inhibitor | 0.015 | CYP3A4 substrate | 0.835 |
Excretion
| Property | Value | Property | Value |
|---|---|---|---|
| T1/2 | 0.583 | CL | 8.248 |
Toxicity
| Property | Value | Property | Value |
|---|---|---|---|
| hERG Blockers | 0.021 | Hepatotoxicity | 0.999 |
| Mutagenicity | 0.01 | Rat Oral Acute Toxicity | 0.025 |
| FDAMDD | 0.268 | Skin Sensitization | 0.893 |
| Carcinogenicity | 0.251 | Eye Corrosion | 0.004 |
| Eye Irritation | 0.944 | Respiratory Toxicity | 0.304 |
Environmental Toxicity
| Property | Value | Property | Value |
|---|---|---|---|
| Bioconcentration Factors | 0.183 | IGC50 | 2.29 |
| LC50FM | 3.54 | LC50DM | 3.629 |
Tox21 Pathway
| Property | Value | Property | Value |
|---|---|---|---|
| NR-AR | 0.231 | NR-AR-LBD | 0.459 |
| NR-AhR | 0.018 | NR-Aromatase | 0.057 |
| NR-ER | 0.233 | NR-ER-LBD | 0.356 |
| NR-PPAR-gamma | 0.467 | SR-ARE | 0.091 |
| SR-ATAD5 | 0.713 | SR-HSE | 0.107 |
| SR-MMP | 0.009 | SR-p53 | 0.271 |
Similar covalent drugs
No similar covalent drugs found for this compound.