Compound information
- Natural Products
- NACP8700
- Molecular Formula
- C18H30O3
- Molecular Weight
- 294.21949482 g/mol
- Structure
-
- IUPAC Name
- 4-oxooctadeca-2,11-dienoic acid
- InChI
- InChI=1S/C18H30O3/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-17(19)15-16-18(20)21/h7-8,15-16H,2-6,9-14H2,1H3,(H,20,21)
- InChI Key
- BFEZTQZQUDAAIS-UHFFFAOYSA-N
- SMILES
- O=C(O)C=CC(=O)CCCCCCC=CCCCCCC
- CAS
- SuperClass
- Lipids and lipid-like molecules
- Class
- Fatty Acyls
- SubClass
- Lineolic acids and derivatives
- Source
- CNP0290503
Warheads
- Acrylate
-
- 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 | 5.799 |
| LogS | -5.215 | LogD | 4.102 |
Absorption
| Property | Value | Property | Value |
|---|---|---|---|
| Pgp inhibitor | 0.993 | Pgp substrate | 0.001 |
| HIA | 0.962 | F20 % | 0.67 |
| F30 % | 0.006 | Caco-2 | -4.574 |
| MDCK | -4.524 |
Distribution
| Property | Value | Property | Value |
|---|---|---|---|
| BBB Penetration | 0.952 | PPB | 91.035 |
| VD | 0.581 | Fu | 2.0 |
Metabolism
| Property | Value | Property | Value |
|---|---|---|---|
| CYP1A2 inhibitor | 0.127 | CYP1A2 substrate | 0.281 |
| CYP2A6 substrate | 0.342 | CYP2B6 substrate | 0.539 |
| CYP2C19 inhibitor | 0.05 | CYP2C19 substrate | 0.304 |
| CYP2C8 substrate | 0.497 | CYP2C9 inhibitor | 0.392 |
| CYP2C9 substrate | 0.022 | CYP2D6 inhibitor | 0.391 |
| CYP2D6 substrate | 0.118 | CYP2E1 substrate | 0.681 |
| CYP3A4 inhibitor | 0.075 | CYP3A4 substrate | 0.011 |
Excretion
| Property | Value | Property | Value |
|---|---|---|---|
| T1/2 | 0.747 | CL | 1.942 |
Toxicity
| Property | Value | Property | Value |
|---|---|---|---|
| hERG Blockers | 0.48 | Hepatotoxicity | 0.118 |
| Mutagenicity | 0.011 | Rat Oral Acute Toxicity | 0.003 |
| FDAMDD | 0.276 | Skin Sensitization | 0.997 |
| Carcinogenicity | 0.349 | Eye Corrosion | 0.997 |
| Eye Irritation | 0.952 | Respiratory Toxicity | 0.582 |
Environmental Toxicity
| Property | Value | Property | Value |
|---|---|---|---|
| Bioconcentration Factors | 0.176 | IGC50 | 5.004 |
| LC50FM | 4.927 | LC50DM | 5.687 |
Tox21 Pathway
| Property | Value | Property | Value |
|---|---|---|---|
| NR-AR | 0.32 | NR-AR-LBD | 0.232 |
| NR-AhR | 0.005 | NR-Aromatase | 0.059 |
| NR-ER | 0.334 | NR-ER-LBD | 0.354 |
| NR-PPAR-gamma | 0.845 | SR-ARE | 0.143 |
| SR-ATAD5 | 0.279 | SR-HSE | 0.182 |
| SR-MMP | 0.385 | SR-p53 | 0.114 |
Similar covalent inhibitors
Similar covalent drugs
No similar covalent drugs found for this compound.