Compound information
- Natural Products
- ZC269470
- Molecular Formula
- C12H12N2O3
- Molecular Weight
- 232.084792244 g/mol
- Structure
-
- IUPAC Name
- (Z)-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-HYXAFXHYSA-N
- SMILES
- COc1cc(/C=C\C(N)=O)ccc1OCC#N
- Source
- ZINC000200302276
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 | 0.659 |
| LogS | -2.55 | LogD | 0.852 |
Absorption
| Property | Value | Property | Value |
|---|---|---|---|
| Pgp inhibitor | 0.116 | Pgp substrate | 0.051 |
| HIA | 0.961 | F20 % | 0.803 |
| F30 % | 0.624 | Caco-2 | -4.601 |
| MDCK | -4.85 |
Distribution
| Property | Value | Property | Value |
|---|---|---|---|
| BBB Penetration | 0.918 | PPB | 79.511 |
| VD | 0.952 | Fu | 0.183 |
Metabolism
| Property | Value | Property | Value |
|---|---|---|---|
| CYP1A2 inhibitor | 0.596 | CYP1A2 substrate | 0.681 |
| CYP2A6 substrate | 0.705 | CYP2B6 substrate | 0.617 |
| CYP2C19 inhibitor | 0.028 | CYP2C19 substrate | 0.611 |
| CYP2C8 substrate | 0.716 | CYP2C9 inhibitor | 0.008 |
| CYP2C9 substrate | 0.999 | CYP2D6 inhibitor | 0.009 |
| CYP2D6 substrate | 0.476 | CYP2E1 substrate | 0.947 |
| CYP3A4 inhibitor | 0.03 | CYP3A4 substrate | 0.702 |
Excretion
| Property | Value | Property | Value |
|---|---|---|---|
| T1/2 | 0.653 | CL | 7.786 |
Toxicity
| Property | Value | Property | Value |
|---|---|---|---|
| hERG Blockers | 0.02 | Hepatotoxicity | 1.0 |
| Mutagenicity | 0.006 | Rat Oral Acute Toxicity | 0.031 |
| FDAMDD | 0.191 | Skin Sensitization | 0.742 |
| Carcinogenicity | 0.086 | Eye Corrosion | 0.015 |
| Eye Irritation | 0.937 | Respiratory Toxicity | 0.63 |
Environmental Toxicity
| Property | Value | Property | Value |
|---|---|---|---|
| Bioconcentration Factors | 0.2 | IGC50 | 1.971 |
| LC50FM | 3.335 | LC50DM | 3.24 |
Tox21 Pathway
| Property | Value | Property | Value |
|---|---|---|---|
| NR-AR | 0.285 | NR-AR-LBD | 0.245 |
| NR-AhR | 0.005 | NR-Aromatase | 0.029 |
| NR-ER | 0.111 | NR-ER-LBD | 0.347 |
| NR-PPAR-gamma | 0.157 | SR-ARE | 0.464 |
| SR-ATAD5 | 0.331 | SR-HSE | 0.028 |
| SR-MMP | 0.008 | SR-p53 | 0.027 |
Similar covalent drugs
No similar covalent drugs found for this compound.