Compound information
- Natural Products
- NACP126875
- Molecular Formula
- C20H30O3
- Molecular Weight
- 318.21949482 g/mol
- Structure
-
- IUPAC Name
- 9-oxoicosa-5,7,11,14-tetraenoic acid
- InChI
- InChI=1S/C20H30O3/c1-2-3-4-5-6-7-8-10-13-16-19(21)17-14-11-9-12-15-18-20(22)23/h6-7,9-11,13-14,17H,2-5,8,12,15-16,18H2,1H3,(H,22,23)
- InChI Key
- STWROVCBKOAVDG-UHFFFAOYSA-N
- SMILES
- O=C(O)CCCC=CC=CC(=O)CC=CCC=CCCCCC
- CAS
- 135200-66-7
- SuperClass
- Class
- SubClass
- Source
- CNP0157663
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 | 0.952 | Pgp substrate | 0.0 |
| HIA | 0.977 | F20 % | 0.989 |
| F30 % | 0.547 | Caco-2 | -4.721 |
| MDCK | -4.511 |
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 | 0.642 | CYP1A2 substrate | 0.295 |
| CYP2A6 substrate | 0.324 | CYP2B6 substrate | 0.373 |
| CYP2C19 inhibitor | 0.046 | CYP2C19 substrate | 0.306 |
| CYP2C8 substrate | 0.507 | CYP2C9 inhibitor | 0.841 |
| CYP2C9 substrate | 0.07 | CYP2D6 inhibitor | 0.097 |
| CYP2D6 substrate | 0.203 | CYP2E1 substrate | 0.257 |
| 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 | 0.854 | Hepatotoxicity | 0.903 |
| Mutagenicity | 0.448 | Rat Oral Acute Toxicity | 0.013 |
| FDAMDD | 0.431 | Skin Sensitization | 0.977 |
| Carcinogenicity | 0.907 | Eye Corrosion | 0.78 |
| Eye Irritation | 0.939 | Respiratory Toxicity | 0.633 |
Environmental Toxicity
| Property | Value | Property | Value |
|---|---|---|---|
| Bioconcentration Factors | 0.861 | IGC50 | 3.965 |
| LC50FM | 5.519 | LC50DM | 6.256 |
Tox21 Pathway
| Property | Value | Property | Value |
|---|---|---|---|
| NR-AR | 0.287 | NR-AR-LBD | 0.467 |
| NR-AhR | 0.005 | NR-Aromatase | 0.074 |
| NR-ER | 0.298 | NR-ER-LBD | 0.324 |
| NR-PPAR-gamma | 0.894 | SR-ARE | 0.917 |
| 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.