Compound information
- Natural Products
- NACP104391
- Molecular Formula
- C18H30O3
- Molecular Weight
- 294.21949482 g/mol
- Structure
-
- IUPAC Name
- 11-oxooctadeca-9,12-dienoic acid
- InChI
- InChI=1S/C18H30O3/c1-2-3-4-8-11-14-17(19)15-12-9-6-5-7-10-13-16-18(20)21/h11-12,14-15H,2-10,13,16H2,1H3,(H,20,21)
- InChI Key
- PQDJTTDGUJFDQI-UHFFFAOYSA-N
- SMILES
- O=C(C=CCCCCC)C=CCCCCCCCC(=O)O
- CAS
- 223754-54-9
- SuperClass
- Lipids and lipid-like molecules
- Class
- Fatty Acyls
- SubClass
- Lineolic acids and derivatives
- Source
- CNP0197032
Warheads
- Michael Acceptor
-
- Michael Acceptor
-
ADMET Property
Physicochemical Property
| Property | Value | Property | Value |
|---|---|---|---|
| Heavy Atom Count | 21 | 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 | 5.365 |
| LogS | -4.582 | LogD | 3.855 |
Absorption
| Property | Value | Property | Value |
|---|---|---|---|
| Pgp inhibitor | 0.051 | Pgp substrate | 0.002 |
| HIA | 0.965 | F20 % | 0.823 |
| F30 % | 0.007 | Caco-2 | -4.799 |
| MDCK | -4.462 |
Distribution
| Property | Value | Property | Value |
|---|---|---|---|
| BBB Penetration | 0.952 | PPB | 95.703 |
| VD | 0.692 | Fu | 2.064 |
Metabolism
| Property | Value | Property | Value |
|---|---|---|---|
| CYP1A2 inhibitor | 0.586 | CYP1A2 substrate | 0.269 |
| CYP2A6 substrate | 0.321 | CYP2B6 substrate | 0.509 |
| CYP2C19 inhibitor | 0.033 | CYP2C19 substrate | 0.262 |
| CYP2C8 substrate | 0.51 | CYP2C9 inhibitor | 0.243 |
| CYP2C9 substrate | 0.025 | CYP2D6 inhibitor | 0.171 |
| CYP2D6 substrate | 0.106 | CYP2E1 substrate | 0.424 |
| CYP3A4 inhibitor | 0.05 | CYP3A4 substrate | 0.019 |
Excretion
| Property | Value | Property | Value |
|---|---|---|---|
| T1/2 | 0.833 | CL | 2.442 |
Toxicity
| Property | Value | Property | Value |
|---|---|---|---|
| hERG Blockers | 0.48 | Hepatotoxicity | 0.326 |
| Mutagenicity | 0.005 | Rat Oral Acute Toxicity | 0.005 |
| FDAMDD | 0.684 | Skin Sensitization | 0.998 |
| Carcinogenicity | 0.605 | Eye Corrosion | 0.914 |
| Eye Irritation | 0.973 | Respiratory Toxicity | 0.571 |
Environmental Toxicity
| Property | Value | Property | Value |
|---|---|---|---|
| Bioconcentration Factors | 0.885 | IGC50 | 4.814 |
| LC50FM | 5.115 | LC50DM | 5.961 |
Tox21 Pathway
| Property | Value | Property | Value |
|---|---|---|---|
| NR-AR | 0.255 | NR-AR-LBD | 0.249 |
| NR-AhR | 0.005 | NR-Aromatase | 0.059 |
| NR-ER | 0.308 | NR-ER-LBD | 0.355 |
| NR-PPAR-gamma | 0.869 | SR-ARE | 0.432 |
| SR-ATAD5 | 0.318 | SR-HSE | 0.469 |
| SR-MMP | 0.144 | SR-p53 | 0.219 |
Similar covalent inhibitors
Similar covalent drugs
No similar covalent drugs found for this compound.