Compound information
- Natural Products
- NACP164934
- Molecular Formula
- C18H30O3
- Molecular Weight
- 294.21949482 g/mol
- Structure
-
- IUPAC Name
- 5-oxooctadeca-6,8-dienoic acid
- InChI
- InChI=1S/C18H30O3/c1-2-3-4-5-6-7-8-9-10-11-12-14-17(19)15-13-16-18(20)21/h10-12,14H,2-9,13,15-16H2,1H3,(H,20,21)
- InChI Key
- YVWMHFYOIJMUMN-UHFFFAOYSA-N
- SMILES
- O=C(O)CCCC(=O)C=CC=CCCCCCCCCC
- CAS
- SuperClass
- Lipids and lipid-like molecules
- Class
- Fatty Acyls
- SubClass
- Lineolic acids and derivatives
- Source
- CNP0415930
Warheads
- Michael Acceptor
-
ADMET Property
Physicochemical Property
| Property | Value | Property | Value |
|---|---|---|---|
| Heavy Atom Count | 21 | Ring Count | 0 |
| Heteroatom Count | 3 | Rotatable Bond Count | 14 |
| Hydrogen Bond Acceptor Count | 2 | Hydrogen Bond Donor Count | 1 |
| Topological Polar Surface Area | 54.37 Å2 | LogP | 5.213 |
| LogS | -4.064 | LogD | 3.347 |
Absorption
| Property | Value | Property | Value |
|---|---|---|---|
| Pgp inhibitor | 0.04 | Pgp substrate | 0.002 |
| HIA | 0.967 | F20 % | 0.985 |
| F30 % | 0.031 | Caco-2 | -4.691 |
| MDCK | -4.553 |
Distribution
| Property | Value | Property | Value |
|---|---|---|---|
| BBB Penetration | 0.969 | PPB | 85.519 |
| VD | 0.644 | Fu | 1.867 |
Metabolism
| Property | Value | Property | Value |
|---|---|---|---|
| CYP1A2 inhibitor | 0.828 | CYP1A2 substrate | 0.277 |
| CYP2A6 substrate | 0.321 | CYP2B6 substrate | 0.443 |
| CYP2C19 inhibitor | 0.043 | CYP2C19 substrate | 0.287 |
| CYP2C8 substrate | 0.492 | CYP2C9 inhibitor | 0.305 |
| CYP2C9 substrate | 0.024 | CYP2D6 inhibitor | 0.265 |
| CYP2D6 substrate | 0.114 | CYP2E1 substrate | 0.267 |
| CYP3A4 inhibitor | 0.075 | CYP3A4 substrate | 0.019 |
Excretion
| Property | Value | Property | Value |
|---|---|---|---|
| T1/2 | 0.696 | CL | 1.936 |
Toxicity
| Property | Value | Property | Value |
|---|---|---|---|
| hERG Blockers | 0.359 | Hepatotoxicity | 0.636 |
| Mutagenicity | 0.007 | Rat Oral Acute Toxicity | 0.02 |
| FDAMDD | 0.575 | Skin Sensitization | 0.997 |
| Carcinogenicity | 0.829 | Eye Corrosion | 0.025 |
| Eye Irritation | 0.937 | Respiratory Toxicity | 0.22 |
Environmental Toxicity
| Property | Value | Property | Value |
|---|---|---|---|
| Bioconcentration Factors | 0.595 | IGC50 | 4.693 |
| LC50FM | 5.224 | LC50DM | 5.663 |
Tox21 Pathway
| Property | Value | Property | Value |
|---|---|---|---|
| NR-AR | 0.239 | NR-AR-LBD | 0.345 |
| NR-AhR | 0.004 | NR-Aromatase | 0.083 |
| NR-ER | 0.225 | NR-ER-LBD | 0.379 |
| NR-PPAR-gamma | 0.918 | SR-ARE | 0.887 |
| SR-ATAD5 | 0.379 | SR-HSE | 0.813 |
| SR-MMP | 0.033 | SR-p53 | 0.593 |
Similar covalent inhibitors
Similar covalent drugs
No similar covalent drugs found for this compound.