Compound information
- Natural Products
- ZC291689
- Molecular Formula
- C14H16N2O2
- Molecular Weight
- 244.121177752 g/mol
- Structure
-
- IUPAC Name
- N-[[3-[(prop-2-enoylamino)methyl]phenyl]methyl]prop-2-enamide
- InChI
- InChI=1S/C14H16N2O2/c1-3-13(17)15-9-11-6-5-7-12(8-11)10-16-14(18)4-2/h3-8H,1-2,9-10H2,(H,15,17)(H,16,18)
- InChI Key
- PEZVWXXAUZTXJR-UHFFFAOYSA-N
- SMILES
- C=CC(=O)NCc1cccc(CNC(=O)C=C)c1
- Source
- ZINC000002508213
Warheads
- Acrylamide
-
- Acrylamide
-
ADMET Property
Physicochemical Property
| Property | Value | Property | Value |
|---|---|---|---|
| Heavy Atom Count | 18 | Ring Count | 1 |
| Heteroatom Count | 4 | Rotatable Bond Count | 6 |
| Hydrogen Bond Acceptor Count | 2 | Hydrogen Bond Donor Count | 2 |
| Topological Polar Surface Area | 58.2 Å2 | LogP | 1.147 |
| LogS | -3.545 | LogD | 1.476 |
Absorption
| Property | Value | Property | Value |
|---|---|---|---|
| Pgp inhibitor | 0.011 | Pgp substrate | 0.983 |
| HIA | 0.962 | F20 % | 0.369 |
| F30 % | 0.0 | Caco-2 | -4.713 |
| MDCK | -4.673 |
Distribution
| Property | Value | Property | Value |
|---|---|---|---|
| BBB Penetration | 0.989 | PPB | 94.343 |
| VD | 0.897 | Fu | 0.768 |
Metabolism
| Property | Value | Property | Value |
|---|---|---|---|
| CYP1A2 inhibitor | 0.027 | CYP1A2 substrate | 0.728 |
| CYP2A6 substrate | 0.53 | CYP2B6 substrate | 0.584 |
| CYP2C19 inhibitor | 0.906 | CYP2C19 substrate | 0.754 |
| CYP2C8 substrate | 0.61 | CYP2C9 inhibitor | 0.274 |
| CYP2C9 substrate | 0.047 | CYP2D6 inhibitor | 0.024 |
| CYP2D6 substrate | 0.688 | CYP2E1 substrate | 0.808 |
| CYP3A4 inhibitor | 0.317 | CYP3A4 substrate | 0.644 |
Excretion
| Property | Value | Property | Value |
|---|---|---|---|
| T1/2 | 0.641 | CL | 5.425 |
Toxicity
| Property | Value | Property | Value |
|---|---|---|---|
| hERG Blockers | 0.021 | Hepatotoxicity | 0.782 |
| Mutagenicity | 0.206 | Rat Oral Acute Toxicity | 0.026 |
| FDAMDD | 0.624 | Skin Sensitization | 0.998 |
| Carcinogenicity | 0.125 | Eye Corrosion | 0.003 |
| Eye Irritation | 0.893 | Respiratory Toxicity | 0.025 |
Environmental Toxicity
| Property | Value | Property | Value |
|---|---|---|---|
| Bioconcentration Factors | 0.601 | IGC50 | 3.615 |
| LC50FM | 3.727 | LC50DM | 4.644 |
Tox21 Pathway
| Property | Value | Property | Value |
|---|---|---|---|
| NR-AR | 0.077 | NR-AR-LBD | 0.36 |
| NR-AhR | 0.004 | NR-Aromatase | 0.033 |
| NR-ER | 0.211 | NR-ER-LBD | 0.278 |
| NR-PPAR-gamma | 0.815 | SR-ARE | 0.919 |
| SR-ATAD5 | 0.586 | SR-HSE | 0.249 |
| SR-MMP | 0.025 | SR-p53 | 0.064 |
Similar covalent inhibitors
Similar covalent drugs
No similar covalent drugs found for this compound.