Compound information
- Natural Products
- ZC1402409
- Molecular Formula
- C22H23N3O3
- Molecular Weight
- 377.173941596 g/mol
- Structure
-
- IUPAC Name
- 2-[2-methoxy-4-[(E)-3-oxo-3-(4-phenylpiperazin-1-yl)prop-1-enyl]phenoxy]acetonitrile
- InChI
- InChI=1S/C22H23N3O3/c1-27-21-17-18(7-9-20(21)28-16-11-23)8-10-22(26)25-14-12-24(13-15-25)19-5-3-2-4-6-19/h2-10,17H,12-16H2,1H3/b10-8+
- InChI Key
- QCHCRYIMUHRNOA-CSKARUKUSA-N
- SMILES
- COc1cc(/C=C/C(=O)N2CCN(c3ccccc3)CC2)ccc1OCC#N
- Source
- ZINC000003326165
Warheads
- Nitrile
-
ADMET Property
Physicochemical Property
| Property | Value | Property | Value |
|---|---|---|---|
| Heavy Atom Count | 28 | Ring Count | 3 |
| Heteroatom Count | 6 | Rotatable Bond Count | 6 |
| Hydrogen Bond Acceptor Count | 5 | Hydrogen Bond Donor Count | 0 |
| Topological Polar Surface Area | 65.8 Å2 | LogP | 2.813 |
| LogS | -4.056 | LogD | 4.263 |
Absorption
| Property | Value | Property | Value |
|---|---|---|---|
| Pgp inhibitor | 0.101 | Pgp substrate | 0.553 |
| HIA | 0.961 | F20 % | 0.981 |
| F30 % | 0.631 | Caco-2 | -4.716 |
| MDCK | -4.968 |
Distribution
| Property | Value | Property | Value |
|---|---|---|---|
| BBB Penetration | 0.78 | PPB | 91.841 |
| VD | 0.635 | Fu | 1.31 |
Metabolism
| Property | Value | Property | Value |
|---|---|---|---|
| CYP1A2 inhibitor | 0.845 | CYP1A2 substrate | 0.672 |
| CYP2A6 substrate | 0.504 | CYP2B6 substrate | 0.694 |
| CYP2C19 inhibitor | 0.564 | CYP2C19 substrate | 0.666 |
| CYP2C8 substrate | 0.723 | CYP2C9 inhibitor | 0.155 |
| CYP2C9 substrate | 0.997 | CYP2D6 inhibitor | 0.078 |
| CYP2D6 substrate | 0.96 | CYP2E1 substrate | 0.585 |
| CYP3A4 inhibitor | 0.865 | CYP3A4 substrate | 0.998 |
Excretion
| Property | Value | Property | Value |
|---|---|---|---|
| T1/2 | 0.821 | CL | 7.122 |
Toxicity
| Property | Value | Property | Value |
|---|---|---|---|
| hERG Blockers | 0.364 | Hepatotoxicity | 0.999 |
| Mutagenicity | 0.004 | Rat Oral Acute Toxicity | 0.319 |
| FDAMDD | 0.592 | Skin Sensitization | 0.945 |
| Carcinogenicity | 0.266 | Eye Corrosion | 0.002 |
| Eye Irritation | 0.834 | Respiratory Toxicity | 0.918 |
Environmental Toxicity
| Property | Value | Property | Value |
|---|---|---|---|
| Bioconcentration Factors | 0.094 | IGC50 | 3.539 |
| LC50FM | 3.565 | LC50DM | 2.958 |
Tox21 Pathway
| Property | Value | Property | Value |
|---|---|---|---|
| NR-AR | 0.363 | NR-AR-LBD | 0.65 |
| NR-AhR | 0.785 | NR-Aromatase | 0.038 |
| NR-ER | 0.794 | NR-ER-LBD | 0.48 |
| NR-PPAR-gamma | 0.281 | SR-ARE | 0.87 |
| SR-ATAD5 | 0.919 | SR-HSE | 0.359 |
| SR-MMP | 0.187 | SR-p53 | 0.746 |
Similar covalent inhibitors
Similar covalent drugs
No similar covalent drugs found for this compound.