Compound information
- Natural Products
- NACP70379
- Molecular Formula
- C20H28O3
- Molecular Weight
- 316.203844756 g/mol
- Structure
-
- IUPAC Name
- 5-oxoicosa-6,8,11,14,17-pentaenoic acid
- InChI
- InChI=1S/C20H28O3/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-16-19(21)17-15-18-20(22)23/h3-4,6-7,9-10,12-14,16H,2,5,8,11,15,17-18H2,1H3,(H,22,23)
- InChI Key
- KVLNCELNGBMHDX-UHFFFAOYSA-N
- SMILES
- O=C(O)CCCC(=O)C=CC=CCC=CCC=CCC=CCC
- CAS
- SuperClass
- Lipids and lipid-like molecules
- Class
- Fatty Acyls
- SubClass
- Fatty acids and conjugates
- Source
- CNP0081693
Warheads
- Michael Acceptor
-
ADMET Property
Physicochemical Property
| Property | Value | Property | Value |
|---|---|---|---|
| Heavy Atom Count | 23 | Ring Count | 0 |
| Heteroatom Count | 3 | Rotatable Bond Count | 13 |
| Hydrogen Bond Acceptor Count | 2 | Hydrogen Bond Donor Count | 1 |
| Topological Polar Surface Area | 54.37 Å2 | LogP | 4.98 |
| LogS | -5.034 | LogD | 2.973 |
Absorption
| Property | Value | Property | Value |
|---|---|---|---|
| Pgp inhibitor | 0.941 | Pgp substrate | 0.0 |
| HIA | 0.949 | F20 % | 0.994 |
| F30 % | 0.777 | Caco-2 | -4.686 |
| MDCK | -4.488 |
Distribution
| Property | Value | Property | Value |
|---|---|---|---|
| BBB Penetration | 0.54 | PPB | 85.057 |
| VD | 0.761 | Fu | 1.758 |
Metabolism
| Property | Value | Property | Value |
|---|---|---|---|
| CYP1A2 inhibitor | 0.195 | CYP1A2 substrate | 0.322 |
| CYP2A6 substrate | 0.342 | CYP2B6 substrate | 0.369 |
| CYP2C19 inhibitor | 0.038 | CYP2C19 substrate | 0.348 |
| CYP2C8 substrate | 0.565 | CYP2C9 inhibitor | 0.736 |
| CYP2C9 substrate | 0.101 | CYP2D6 inhibitor | 0.036 |
| CYP2D6 substrate | 0.255 | CYP2E1 substrate | 0.209 |
| CYP3A4 inhibitor | 0.054 | CYP3A4 substrate | 0.029 |
Excretion
| Property | Value | Property | Value |
|---|---|---|---|
| T1/2 | 0.952 | CL | 4.948 |
Toxicity
| Property | Value | Property | Value |
|---|---|---|---|
| hERG Blockers | 0.921 | Hepatotoxicity | 0.839 |
| Mutagenicity | 0.437 | Rat Oral Acute Toxicity | 0.007 |
| FDAMDD | 0.346 | Skin Sensitization | 0.972 |
| Carcinogenicity | 0.719 | Eye Corrosion | 0.037 |
| Eye Irritation | 0.925 | Respiratory Toxicity | 0.903 |
Environmental Toxicity
| Property | Value | Property | Value |
|---|---|---|---|
| Bioconcentration Factors | 0.844 | IGC50 | 3.634 |
| LC50FM | 5.652 | LC50DM | 6.241 |
Tox21 Pathway
| Property | Value | Property | Value |
|---|---|---|---|
| NR-AR | 0.314 | NR-AR-LBD | 0.525 |
| NR-AhR | 0.005 | NR-Aromatase | 0.066 |
| NR-ER | 0.295 | NR-ER-LBD | 0.286 |
| NR-PPAR-gamma | 0.857 | SR-ARE | 0.929 |
| SR-ATAD5 | 0.342 | SR-HSE | 0.828 |
| SR-MMP | 0.026 | SR-p53 | 0.625 |
Similar covalent inhibitors
Similar covalent drugs
No similar covalent drugs found for this compound.