Compound information
- Natural Products
- NACP59244
- Molecular Formula
- C22H30O3
- Molecular Weight
- 342.21949482 g/mol
- Structure
-
- IUPAC Name
- 13-oxodocosa-4,7,10,14,16,19-hexaenoic acid
- InChI
- InChI=1S/C22H30O3/c1-2-3-4-5-9-12-15-18-21(23)19-16-13-10-7-6-8-11-14-17-20-22(24)25/h3-4,6-7,9,11-16,18H,2,5,8,10,17,19-20H2,1H3,(H,24,25)
- InChI Key
- JGZAOFOLFDPNTJ-UHFFFAOYSA-N
- SMILES
- O=C(O)CCC=CCC=CCC=CCC(=O)C=CC=CCC=CCC
- CAS
- SuperClass
- Lipids and lipid-like molecules
- Class
- Fatty Acyls
- SubClass
- Fatty acids and conjugates
- Source
- CNP0081704
Warheads
- Michael Acceptor
-
ADMET Property
Physicochemical Property
| Property | Value | Property | Value |
|---|---|---|---|
| Heavy Atom Count | 25 | 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 | 5.612 |
| LogS | -5.882 | LogD | 3.366 |
Absorption
| Property | Value | Property | Value |
|---|---|---|---|
| Pgp inhibitor | 0.956 | Pgp substrate | 0.0 |
| HIA | 0.934 | F20 % | 0.995 |
| F30 % | 0.598 | Caco-2 | -4.751 |
| MDCK | -4.578 |
Distribution
| Property | Value | Property | Value |
|---|---|---|---|
| BBB Penetration | 0.173 | PPB | 87.064 |
| VD | 0.882 | Fu | 1.828 |
Metabolism
| Property | Value | Property | Value |
|---|---|---|---|
| CYP1A2 inhibitor | 0.235 | CYP1A2 substrate | 0.291 |
| CYP2A6 substrate | 0.315 | CYP2B6 substrate | 0.287 |
| CYP2C19 inhibitor | 0.036 | CYP2C19 substrate | 0.274 |
| CYP2C8 substrate | 0.503 | CYP2C9 inhibitor | 0.664 |
| CYP2C9 substrate | 0.044 | CYP2D6 inhibitor | 0.013 |
| CYP2D6 substrate | 0.201 | CYP2E1 substrate | 0.183 |
| CYP3A4 inhibitor | 0.054 | CYP3A4 substrate | 0.012 |
Excretion
| Property | Value | Property | Value |
|---|---|---|---|
| T1/2 | 0.937 | CL | 5.046 |
Toxicity
| Property | Value | Property | Value |
|---|---|---|---|
| hERG Blockers | 0.957 | Hepatotoxicity | 0.694 |
| Mutagenicity | 0.531 | Rat Oral Acute Toxicity | 0.005 |
| FDAMDD | 0.393 | Skin Sensitization | 0.942 |
| Carcinogenicity | 0.853 | Eye Corrosion | 0.464 |
| Eye Irritation | 0.92 | Respiratory Toxicity | 0.941 |
Environmental Toxicity
| Property | Value | Property | Value |
|---|---|---|---|
| Bioconcentration Factors | 0.797 | IGC50 | 3.817 |
| LC50FM | 5.882 | LC50DM | 6.27 |
Tox21 Pathway
| Property | Value | Property | Value |
|---|---|---|---|
| NR-AR | 0.385 | NR-AR-LBD | 0.554 |
| NR-AhR | 0.006 | NR-Aromatase | 0.064 |
| NR-ER | 0.342 | NR-ER-LBD | 0.282 |
| NR-PPAR-gamma | 0.845 | SR-ARE | 0.932 |
| SR-ATAD5 | 0.365 | SR-HSE | 0.84 |
| SR-MMP | 0.04 | SR-p53 | 0.691 |
Similar covalent inhibitors
Similar covalent drugs
No similar covalent drugs found for this compound.