Compound information
- Natural Products
- NACP122842
- Molecular Formula
- C20H30O3
- Molecular Weight
- 318.21949482 g/mol
- Structure
-
- IUPAC Name
- 11-oxoicosa-5,8,12,14-tetraenoic acid
- InChI
- InChI=1S/C20H30O3/c1-2-3-4-5-7-10-13-16-19(21)17-14-11-8-6-9-12-15-18-20(22)23/h6-7,9-11,13-14,16H,2-5,8,12,15,17-18H2,1H3,(H,22,23)
- InChI Key
- SFIBXKABWRNYKQ-UHFFFAOYSA-N
- SMILES
- O=C(O)CCCC=CCC=CCC(=O)C=CC=CCCCCC
- CAS
- SuperClass
- Lipids and lipid-like molecules
- Class
- Fatty Acyls
- SubClass
- Fatty acids and conjugates
- Source
- CNP0237753
Warheads
- Michael Acceptor
-
ADMET Property
Physicochemical Property
| Property | Value | Property | Value |
|---|---|---|---|
| Heavy Atom Count | 23 | 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 | 5.461 |
| LogS | -5.067 | LogD | 3.568 |
Absorption
| Property | Value | Property | Value |
|---|---|---|---|
| Pgp inhibitor | 0.934 | Pgp substrate | 0.0 |
| HIA | 0.976 | F20 % | 0.989 |
| F30 % | 0.503 | Caco-2 | -4.747 |
| MDCK | -4.519 |
Distribution
| Property | Value | Property | Value |
|---|---|---|---|
| BBB Penetration | 0.858 | PPB | 83.073 |
| VD | 0.651 | Fu | 1.773 |
Metabolism
| Property | Value | Property | Value |
|---|---|---|---|
| CYP1A2 inhibitor | 0.635 | CYP1A2 substrate | 0.293 |
| CYP2A6 substrate | 0.324 | CYP2B6 substrate | 0.372 |
| CYP2C19 inhibitor | 0.045 | CYP2C19 substrate | 0.308 |
| CYP2C8 substrate | 0.506 | CYP2C9 inhibitor | 0.838 |
| CYP2C9 substrate | 0.074 | CYP2D6 inhibitor | 0.094 |
| CYP2D6 substrate | 0.206 | CYP2E1 substrate | 0.251 |
| CYP3A4 inhibitor | 0.09 | CYP3A4 substrate | 0.017 |
Excretion
| Property | Value | Property | Value |
|---|---|---|---|
| T1/2 | 0.917 | CL | 3.432 |
Toxicity
| Property | Value | Property | Value |
|---|---|---|---|
| hERG Blockers | 0.85 | Hepatotoxicity | 0.903 |
| Mutagenicity | 0.456 | Rat Oral Acute Toxicity | 0.013 |
| FDAMDD | 0.429 | Skin Sensitization | 0.977 |
| Carcinogenicity | 0.907 | Eye Corrosion | 0.756 |
| Eye Irritation | 0.938 | Respiratory Toxicity | 0.64 |
Environmental Toxicity
| Property | Value | Property | Value |
|---|---|---|---|
| Bioconcentration Factors | 0.863 | IGC50 | 3.969 |
| LC50FM | 5.517 | LC50DM | 6.258 |
Tox21 Pathway
| Property | Value | Property | Value |
|---|---|---|---|
| NR-AR | 0.287 | NR-AR-LBD | 0.468 |
| NR-AhR | 0.005 | NR-Aromatase | 0.075 |
| NR-ER | 0.298 | NR-ER-LBD | 0.326 |
| NR-PPAR-gamma | 0.894 | SR-ARE | 0.918 |
| SR-ATAD5 | 0.381 | SR-HSE | 0.824 |
| SR-MMP | 0.042 | SR-p53 | 0.713 |
Similar covalent inhibitors
Similar covalent drugs
No similar covalent drugs found for this compound.