Compound information
- Natural Products
- NACP114006
- Molecular Formula
- C20H34O3
- Molecular Weight
- 322.250794948 g/mol
- Structure
-
- IUPAC Name
- 15-oxoicosa-11,13-dienoic acid
- InChI
- InChI=1S/C20H34O3/c1-2-3-13-16-19(21)17-14-11-9-7-5-4-6-8-10-12-15-18-20(22)23/h9,11,14,17H,2-8,10,12-13,15-16,18H2,1H3,(H,22,23)
- InChI Key
- QZCMHXPXGACWLJ-UHFFFAOYSA-N
- SMILES
- O=C(O)CCCCCCCCCC=CC=CC(=O)CCCCC
- CAS
- 105835-44-7
- SuperClass
- Lipids and lipid-like molecules
- Class
- Fatty Acyls
- SubClass
- Fatty acids and conjugates
- Source
- CNP0346729
Warheads
- Michael Acceptor
-
ADMET Property
Physicochemical Property
| Property | Value | Property | Value |
|---|---|---|---|
| Heavy Atom Count | 23 | Ring Count | 0 |
| Heteroatom Count | 3 | Rotatable Bond Count | 16 |
| Hydrogen Bond Acceptor Count | 2 | Hydrogen Bond Donor Count | 1 |
| Topological Polar Surface Area | 54.37 Å2 | LogP | 6.143 |
| LogS | -4.611 | LogD | 3.859 |
Absorption
| Property | Value | Property | Value |
|---|---|---|---|
| Pgp inhibitor | 0.407 | Pgp substrate | 0.002 |
| HIA | 0.965 | F20 % | 0.72 |
| F30 % | 0.002 | Caco-2 | -4.763 |
| MDCK | -4.551 |
Distribution
| Property | Value | Property | Value |
|---|---|---|---|
| BBB Penetration | 0.942 | PPB | 89.672 |
| VD | 0.761 | Fu | 2.139 |
Metabolism
| Property | Value | Property | Value |
|---|---|---|---|
| CYP1A2 inhibitor | 0.861 | CYP1A2 substrate | 0.239 |
| CYP2A6 substrate | 0.292 | CYP2B6 substrate | 0.449 |
| CYP2C19 inhibitor | 0.043 | CYP2C19 substrate | 0.293 |
| CYP2C8 substrate | 0.465 | CYP2C9 inhibitor | 0.211 |
| CYP2C9 substrate | 0.022 | CYP2D6 inhibitor | 0.423 |
| CYP2D6 substrate | 0.135 | CYP2E1 substrate | 0.295 |
| CYP3A4 inhibitor | 0.076 | CYP3A4 substrate | 0.016 |
Excretion
| Property | Value | Property | Value |
|---|---|---|---|
| T1/2 | 0.572 | CL | 2.28 |
Toxicity
| Property | Value | Property | Value |
|---|---|---|---|
| hERG Blockers | 0.392 | Hepatotoxicity | 0.51 |
| Mutagenicity | 0.018 | Rat Oral Acute Toxicity | 0.012 |
| FDAMDD | 0.547 | Skin Sensitization | 0.998 |
| Carcinogenicity | 0.807 | Eye Corrosion | 0.022 |
| Eye Irritation | 0.933 | Respiratory Toxicity | 0.252 |
Environmental Toxicity
| Property | Value | Property | Value |
|---|---|---|---|
| Bioconcentration Factors | 0.474 | IGC50 | 5.393 |
| LC50FM | 5.138 | LC50DM | 5.844 |
Tox21 Pathway
| Property | Value | Property | Value |
|---|---|---|---|
| NR-AR | 0.293 | NR-AR-LBD | 0.326 |
| NR-AhR | 0.003 | NR-Aromatase | 0.153 |
| NR-ER | 0.26 | NR-ER-LBD | 0.409 |
| NR-PPAR-gamma | 0.926 | SR-ARE | 0.876 |
| SR-ATAD5 | 0.361 | SR-HSE | 0.83 |
| SR-MMP | 0.067 | SR-p53 | 0.645 |
Similar covalent inhibitors
Similar covalent drugs
No similar covalent drugs found for this compound.