Compound information
- Natural Products
- ZC1163470
- Molecular Formula
- C16H14O4
- Molecular Weight
- 270.089208928 g/mol
- Structure
-
- IUPAC Name
- methyl (E)-4-[(1-formyl-2-naphthyl)oxy]but-2-enoate
- InChI
- InChI=1S/C16H14O4/c1-19-16(18)7-4-10-20-15-9-8-12-5-2-3-6-13(12)14(15)11-17/h2-9,11H,10H2,1H3/b7-4+
- InChI Key
- YYQGSISCSZDITA-QPJJXVBHSA-N
- SMILES
- COC(=O)/C=C/COc1ccc2ccccc2c1C=O
- Source
- ZINC000003883892
Warheads
- Acrylate
-
- Aldehydic carbonyl
-
ADMET Property
Physicochemical Property
| Property | Value | Property | Value |
|---|---|---|---|
| Heavy Atom Count | 20 | Ring Count | 2 |
| Heteroatom Count | 4 | Rotatable Bond Count | 5 |
| Hydrogen Bond Acceptor Count | 4 | Hydrogen Bond Donor Count | 0 |
| Topological Polar Surface Area | 52.6 Å2 | LogP | 3.237 |
| LogS | -4.318 | LogD | 3.343 |
Absorption
| Property | Value | Property | Value |
|---|---|---|---|
| Pgp inhibitor | 0.018 | Pgp substrate | 0.486 |
| HIA | 0.96 | F20 % | 0.988 |
| F30 % | 0.847 | Caco-2 | -4.579 |
| MDCK | -4.416 |
Distribution
| Property | Value | Property | Value |
|---|---|---|---|
| BBB Penetration | 0.17 | PPB | 94.312 |
| VD | 0.376 | Fu | 1.574 |
Metabolism
| Property | Value | Property | Value |
|---|---|---|---|
| CYP1A2 inhibitor | 0.999 | CYP1A2 substrate | 0.617 |
| CYP2A6 substrate | 0.655 | CYP2B6 substrate | 0.621 |
| CYP2C19 inhibitor | 0.628 | CYP2C19 substrate | 0.672 |
| CYP2C8 substrate | 0.671 | CYP2C9 inhibitor | 0.797 |
| CYP2C9 substrate | 0.041 | CYP2D6 inhibitor | 0.029 |
| CYP2D6 substrate | 0.651 | CYP2E1 substrate | 0.162 |
| CYP3A4 inhibitor | 0.143 | CYP3A4 substrate | 0.82 |
Excretion
| Property | Value | Property | Value |
|---|---|---|---|
| T1/2 | 0.831 | CL | 10.871 |
Toxicity
| Property | Value | Property | Value |
|---|---|---|---|
| hERG Blockers | 0.147 | Hepatotoxicity | 0.967 |
| Mutagenicity | 0.291 | Rat Oral Acute Toxicity | 0.003 |
| FDAMDD | 0.214 | Skin Sensitization | 0.99 |
| Carcinogenicity | 0.934 | Eye Corrosion | 0.007 |
| Eye Irritation | 0.938 | Respiratory Toxicity | 0.824 |
Environmental Toxicity
| Property | Value | Property | Value |
|---|---|---|---|
| Bioconcentration Factors | 0.767 | IGC50 | 4.069 |
| LC50FM | 5.284 | LC50DM | 5.579 |
Tox21 Pathway
| Property | Value | Property | Value |
|---|---|---|---|
| NR-AR | 0.215 | NR-AR-LBD | 0.807 |
| NR-AhR | 0.832 | NR-Aromatase | 0.069 |
| NR-ER | 0.761 | NR-ER-LBD | 0.647 |
| NR-PPAR-gamma | 0.913 | SR-ARE | 0.859 |
| SR-ATAD5 | 0.84 | SR-HSE | 0.759 |
| SR-MMP | 0.434 | SR-p53 | 0.908 |
Similar covalent drugs
No similar covalent drugs found for this compound.