Compound information
- Natural Products
- NACP41565
- Molecular Formula
- C20H30O3
- Molecular Weight
- 318.21949482 g/mol
- Structure
-
- IUPAC Name
- 12-oxoicosa-5,8,10,14-tetraenoic acid
- InChI
- InChI=1S/C20H30O3/c1-2-3-4-5-10-13-16-19(21)17-14-11-8-6-7-9-12-15-18-20(22)23/h7-11,13-14,17H,2-6,12,15-16,18H2,1H3,(H,22,23)
- InChI Key
- GURBRQGDZZKITB-UHFFFAOYSA-N
- SMILES
- O=C(O)CCCC=CCC=CC=CC(=O)CC=CCCCCC
- CAS
- 108437-64-5
- SuperClass
- Lipids and lipid-like molecules
- Class
- Fatty Acyls
- SubClass
- Fatty acids and conjugates
- Source
- CNP0285442
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 | 5.561 |
| LogS | -5.093 | LogD | 3.709 |
Absorption
| Property | Value | Property | Value |
|---|---|---|---|
| Pgp inhibitor | 0.942 | Pgp substrate | 0.0 |
| HIA | 0.977 | F20 % | 0.989 |
| F30 % | 0.567 | Caco-2 | -4.741 |
| MDCK | -4.551 |
Distribution
| Property | Value | Property | Value |
|---|---|---|---|
| BBB Penetration | 0.939 | PPB | 82.732 |
| VD | 0.598 | Fu | 1.623 |
Metabolism
| Property | Value | Property | Value |
|---|---|---|---|
| CYP1A2 inhibitor | 0.786 | CYP1A2 substrate | 0.299 |
| CYP2A6 substrate | 0.326 | CYP2B6 substrate | 0.386 |
| CYP2C19 inhibitor | 0.052 | CYP2C19 substrate | 0.311 |
| CYP2C8 substrate | 0.509 | CYP2C9 inhibitor | 0.829 |
| CYP2C9 substrate | 0.059 | CYP2D6 inhibitor | 0.116 |
| CYP2D6 substrate | 0.194 | CYP2E1 substrate | 0.24 |
| CYP3A4 inhibitor | 0.094 | CYP3A4 substrate | 0.018 |
Excretion
| Property | Value | Property | Value |
|---|---|---|---|
| T1/2 | 0.92 | CL | 3.301 |
Toxicity
| Property | Value | Property | Value |
|---|---|---|---|
| hERG Blockers | 0.8 | Hepatotoxicity | 0.944 |
| Mutagenicity | 0.345 | Rat Oral Acute Toxicity | 0.015 |
| FDAMDD | 0.445 | Skin Sensitization | 0.98 |
| Carcinogenicity | 0.903 | Eye Corrosion | 0.93 |
| Eye Irritation | 0.951 | Respiratory Toxicity | 0.694 |
Environmental Toxicity
| Property | Value | Property | Value |
|---|---|---|---|
| Bioconcentration Factors | 0.831 | IGC50 | 3.916 |
| LC50FM | 5.544 | LC50DM | 6.212 |
Tox21 Pathway
| Property | Value | Property | Value |
|---|---|---|---|
| NR-AR | 0.285 | NR-AR-LBD | 0.45 |
| NR-AhR | 0.004 | NR-Aromatase | 0.073 |
| NR-ER | 0.291 | NR-ER-LBD | 0.321 |
| NR-PPAR-gamma | 0.886 | SR-ARE | 0.917 |
| SR-ATAD5 | 0.375 | SR-HSE | 0.817 |
| SR-MMP | 0.04 | SR-p53 | 0.68 |
Similar covalent inhibitors
Similar covalent drugs
No similar covalent drugs found for this compound.