Compound information
- Natural Products
- ZC263892
- Molecular Formula
- C12H11NO4
- Molecular Weight
- 233.068807832 g/mol
- Structure
-
- IUPAC Name
- methyl (Z)-2-cyano-3-(4-hydroxy-3-methoxy-phenyl)prop-2-enoate
- InChI
- InChI=1S/C12H11NO4/c1-16-11-6-8(3-4-10(11)14)5-9(7-13)12(15)17-2/h3-6,14H,1-2H3/b9-5-
- InChI Key
- RCBWIWZZJPDWRU-UITAMQMPSA-N
- SMILES
- COC(=O)/C(C#N)=C\c1ccc(O)c(OC)c1
- Source
- ZINC000000290432
Warheads
- Nitrile
-
ADMET Property
Physicochemical Property
| Property | Value | Property | Value |
|---|---|---|---|
| Heavy Atom Count | 17 | Ring Count | 1 |
| Heteroatom Count | 5 | Rotatable Bond Count | 3 |
| Hydrogen Bond Acceptor Count | 5 | Hydrogen Bond Donor Count | 1 |
| Topological Polar Surface Area | 79.55 Å2 | LogP | 2.294 |
| LogS | -3.648 | LogD | 1.967 |
Absorption
| Property | Value | Property | Value |
|---|---|---|---|
| Pgp inhibitor | 0.389 | Pgp substrate | 0.0 |
| HIA | 0.962 | F20 % | 0.149 |
| F30 % | 0.092 | Caco-2 | -4.982 |
| MDCK | -5.643 |
Distribution
| Property | Value | Property | Value |
|---|---|---|---|
| BBB Penetration | 0.128 | PPB | 86.803 |
| VD | 0.667 | Fu | 0.702 |
Metabolism
| Property | Value | Property | Value |
|---|---|---|---|
| CYP1A2 inhibitor | 0.993 | CYP1A2 substrate | 0.463 |
| CYP2A6 substrate | 0.652 | CYP2B6 substrate | 0.565 |
| CYP2C19 inhibitor | 0.344 | CYP2C19 substrate | 0.607 |
| CYP2C8 substrate | 0.527 | CYP2C9 inhibitor | 0.22 |
| CYP2C9 substrate | 0.017 | CYP2D6 inhibitor | 0.056 |
| CYP2D6 substrate | 0.207 | CYP2E1 substrate | 0.506 |
| CYP3A4 inhibitor | 0.1 | CYP3A4 substrate | 0.021 |
Excretion
| Property | Value | Property | Value |
|---|---|---|---|
| T1/2 | 0.95 | CL | 12.69 |
Toxicity
| Property | Value | Property | Value |
|---|---|---|---|
| hERG Blockers | 0.026 | Hepatotoxicity | 1.0 |
| Mutagenicity | 0.453 | Rat Oral Acute Toxicity | 0.163 |
| FDAMDD | 0.319 | Skin Sensitization | 0.901 |
| Carcinogenicity | 0.033 | Eye Corrosion | 0.521 |
| Eye Irritation | 0.967 | Respiratory Toxicity | 0.325 |
Environmental Toxicity
| Property | Value | Property | Value |
|---|---|---|---|
| Bioconcentration Factors | 0.831 | IGC50 | 3.793 |
| LC50FM | 3.993 | LC50DM | 5.296 |
Tox21 Pathway
| Property | Value | Property | Value |
|---|---|---|---|
| NR-AR | 0.342 | NR-AR-LBD | 0.393 |
| NR-AhR | 0.046 | NR-Aromatase | 0.022 |
| NR-ER | 0.181 | NR-ER-LBD | 0.366 |
| NR-PPAR-gamma | 0.318 | SR-ARE | 0.846 |
| SR-ATAD5 | 0.533 | SR-HSE | 0.287 |
| SR-MMP | 0.049 | SR-p53 | 0.711 |
Similar covalent drugs
No similar covalent drugs found for this compound.