Compound information
- Natural Products
- ZC256659
- Molecular Formula
- C12H11NO4
- Molecular Weight
- 233.068807832 g/mol
- Structure
-
- IUPAC Name
- methyl (E)-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-WEVVVXLNSA-N
- SMILES
- COC(=O)/C(C#N)=C/c1ccc(O)c(OC)c1
- Source
- ZINC000000290431
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 | 1.983 |
| LogS | -2.549 | LogD | 2.303 |
Absorption
| Property | Value | Property | Value |
|---|---|---|---|
| Pgp inhibitor | 0.28 | Pgp substrate | 0.0 |
| HIA | 0.962 | F20 % | 0.933 |
| F30 % | 0.846 | Caco-2 | -5.124 |
| MDCK | -4.712 |
Distribution
| Property | Value | Property | Value |
|---|---|---|---|
| BBB Penetration | 0.126 | PPB | 83.676 |
| VD | 0.548 | Fu | 1.26 |
Metabolism
| Property | Value | Property | Value |
|---|---|---|---|
| CYP1A2 inhibitor | 0.998 | CYP1A2 substrate | 0.457 |
| CYP2A6 substrate | 0.656 | CYP2B6 substrate | 0.602 |
| CYP2C19 inhibitor | 0.432 | CYP2C19 substrate | 0.643 |
| CYP2C8 substrate | 0.544 | CYP2C9 inhibitor | 0.253 |
| CYP2C9 substrate | 0.023 | CYP2D6 inhibitor | 0.125 |
| CYP2D6 substrate | 0.331 | CYP2E1 substrate | 0.43 |
| CYP3A4 inhibitor | 0.235 | CYP3A4 substrate | 0.032 |
Excretion
| Property | Value | Property | Value |
|---|---|---|---|
| T1/2 | 0.976 | CL | 13.442 |
Toxicity
| Property | Value | Property | Value |
|---|---|---|---|
| hERG Blockers | 0.028 | Hepatotoxicity | 1.0 |
| Mutagenicity | 0.002 | Rat Oral Acute Toxicity | 0.146 |
| FDAMDD | 0.488 | Skin Sensitization | 0.765 |
| Carcinogenicity | 0.004 | Eye Corrosion | 0.128 |
| Eye Irritation | 0.973 | Respiratory Toxicity | 0.121 |
Environmental Toxicity
| Property | Value | Property | Value |
|---|---|---|---|
| Bioconcentration Factors | 1.033 | IGC50 | 4.103 |
| LC50FM | 3.994 | LC50DM | 5.1 |
Tox21 Pathway
| Property | Value | Property | Value |
|---|---|---|---|
| NR-AR | 0.23 | NR-AR-LBD | 0.519 |
| NR-AhR | 0.014 | NR-Aromatase | 0.095 |
| NR-ER | 0.604 | NR-ER-LBD | 0.626 |
| NR-PPAR-gamma | 0.861 | SR-ARE | 0.947 |
| SR-ATAD5 | 0.892 | SR-HSE | 0.776 |
| SR-MMP | 0.771 | SR-p53 | 0.928 |
Similar covalent drugs
No similar covalent drugs found for this compound.