Compound information
- Natural Products
- NACP23933
- Molecular Formula
- C16H22O3
- Molecular Weight
- 262.156894564 g/mol
- Structure
-
- IUPAC Name
- 6-oxohexadeca-7,9,12,15-tetraenoic acid
- InChI
- InChI=1S/C16H22O3/c1-2-3-4-5-6-7-8-9-12-15(17)13-10-11-14-16(18)19/h2,4-5,7-9,12H,1,3,6,10-11,13-14H2,(H,18,19)
- InChI Key
- DIIBNWCJZOLAKP-UHFFFAOYSA-N
- SMILES
- O=C(O)CCCCC(=O)C=CC=CCC=CCC=C
- CAS
- 872050-16-3
- SuperClass
- Lipids and lipid-like molecules
- Class
- Fatty Acyls
- SubClass
- Fatty acids and conjugates
- Source
- CNP0221793
Warheads
- Michael Acceptor
-
ADMET Property
Physicochemical Property
| Property | Value | Property | Value |
|---|---|---|---|
| Heavy Atom Count | 19 | Ring Count | 0 |
| Heteroatom Count | 3 | Rotatable Bond Count | 11 |
| Hydrogen Bond Acceptor Count | 2 | Hydrogen Bond Donor Count | 1 |
| Topological Polar Surface Area | 54.37 Å2 | LogP | 3.776 |
| LogS | -3.178 | LogD | 1.849 |
Absorption
| Property | Value | Property | Value |
|---|---|---|---|
| Pgp inhibitor | 0.936 | Pgp substrate | 0.0 |
| HIA | 0.97 | F20 % | 0.99 |
| F30 % | 0.879 | Caco-2 | -4.73 |
| MDCK | -4.564 |
Distribution
| Property | Value | Property | Value |
|---|---|---|---|
| BBB Penetration | 0.859 | PPB | 66.222 |
| VD | 0.577 | Fu | 1.123 |
Metabolism
| Property | Value | Property | Value |
|---|---|---|---|
| CYP1A2 inhibitor | 0.163 | CYP1A2 substrate | 0.34 |
| CYP2A6 substrate | 0.444 | CYP2B6 substrate | 0.434 |
| CYP2C19 inhibitor | 0.054 | CYP2C19 substrate | 0.342 |
| CYP2C8 substrate | 0.59 | CYP2C9 inhibitor | 0.151 |
| CYP2C9 substrate | 0.057 | CYP2D6 inhibitor | 0.065 |
| CYP2D6 substrate | 0.305 | CYP2E1 substrate | 0.313 |
| CYP3A4 inhibitor | 0.056 | CYP3A4 substrate | 0.04 |
Excretion
| Property | Value | Property | Value |
|---|---|---|---|
| T1/2 | 0.958 | CL | 5.806 |
Toxicity
| Property | Value | Property | Value |
|---|---|---|---|
| hERG Blockers | 0.667 | Hepatotoxicity | 0.692 |
| Mutagenicity | 0.026 | Rat Oral Acute Toxicity | 0.078 |
| FDAMDD | 0.409 | Skin Sensitization | 0.982 |
| Carcinogenicity | 0.613 | Eye Corrosion | 0.029 |
| Eye Irritation | 0.943 | Respiratory Toxicity | 0.937 |
Environmental Toxicity
| Property | Value | Property | Value |
|---|---|---|---|
| Bioconcentration Factors | 0.988 | IGC50 | 3.35 |
| LC50FM | 5.445 | LC50DM | 6.107 |
Tox21 Pathway
| Property | Value | Property | Value |
|---|---|---|---|
| NR-AR | 0.196 | NR-AR-LBD | 0.526 |
| NR-AhR | 0.006 | NR-Aromatase | 0.072 |
| NR-ER | 0.246 | NR-ER-LBD | 0.287 |
| NR-PPAR-gamma | 0.87 | SR-ARE | 0.929 |
| SR-ATAD5 | 0.422 | SR-HSE | 0.805 |
| SR-MMP | 0.02 | SR-p53 | 0.569 |
Similar covalent inhibitors
Similar covalent drugs
No similar covalent drugs found for this compound.