Compound information
- Natural Products
- NACP160678
- Molecular Formula
- C20H30O3
- Molecular Weight
- 318.21949482 g/mol
- Structure
-
- IUPAC Name
- 15-oxoicosa-5,8,11,13-tetraenoic acid
- InChI
- InChI=1S/C20H30O3/c1-2-3-13-16-19(21)17-14-11-9-7-5-4-6-8-10-12-15-18-20(22)23/h4-5,8-11,14,17H,2-3,6-7,12-13,15-16,18H2,1H3,(H,22,23)
- InChI Key
- YGJTUEISKATQSM-UHFFFAOYSA-N
- SMILES
- O=C(O)CCCC=CCC=CCC=CC=CC(=O)CCCCC
- CAS
- SuperClass
- Lipids and lipid-like molecules
- Class
- Fatty Acyls
- SubClass
- Fatty acids and conjugates
- Source
- CNP0346910
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 | 5.372 |
| LogS | -4.75 | LogD | 3.479 |
Absorption
| Property | Value | Property | Value |
|---|---|---|---|
| Pgp inhibitor | 0.952 | Pgp substrate | 0.0 |
| HIA | 0.967 | F20 % | 0.99 |
| F30 % | 0.762 | Caco-2 | -4.691 |
| MDCK | -4.442 |
Distribution
| Property | Value | Property | Value |
|---|---|---|---|
| BBB Penetration | 0.906 | PPB | 84.705 |
| VD | 0.662 | Fu | 1.714 |
Metabolism
| Property | Value | Property | Value |
|---|---|---|---|
| CYP1A2 inhibitor | 0.658 | CYP1A2 substrate | 0.307 |
| CYP2A6 substrate | 0.369 | CYP2B6 substrate | 0.42 |
| CYP2C19 inhibitor | 0.042 | CYP2C19 substrate | 0.352 |
| CYP2C8 substrate | 0.548 | CYP2C9 inhibitor | 0.824 |
| CYP2C9 substrate | 0.087 | CYP2D6 inhibitor | 0.113 |
| CYP2D6 substrate | 0.251 | CYP2E1 substrate | 0.232 |
| CYP3A4 inhibitor | 0.094 | CYP3A4 substrate | 0.023 |
Excretion
| Property | Value | Property | Value |
|---|---|---|---|
| T1/2 | 0.926 | CL | 3.977 |
Toxicity
| Property | Value | Property | Value |
|---|---|---|---|
| hERG Blockers | 0.791 | Hepatotoxicity | 0.891 |
| Mutagenicity | 0.292 | Rat Oral Acute Toxicity | 0.007 |
| FDAMDD | 0.453 | Skin Sensitization | 0.985 |
| Carcinogenicity | 0.758 | Eye Corrosion | 0.073 |
| Eye Irritation | 0.945 | Respiratory Toxicity | 0.689 |
Environmental Toxicity
| Property | Value | Property | Value |
|---|---|---|---|
| Bioconcentration Factors | 0.856 | IGC50 | 4.03 |
| LC50FM | 5.618 | LC50DM | 6.172 |
Tox21 Pathway
| Property | Value | Property | Value |
|---|---|---|---|
| NR-AR | 0.284 | NR-AR-LBD | 0.451 |
| NR-AhR | 0.004 | NR-Aromatase | 0.067 |
| NR-ER | 0.295 | NR-ER-LBD | 0.317 |
| NR-PPAR-gamma | 0.884 | SR-ARE | 0.92 |
| SR-ATAD5 | 0.362 | SR-HSE | 0.821 |
| SR-MMP | 0.032 | SR-p53 | 0.646 |
Similar covalent inhibitors
Similar covalent drugs
No similar covalent drugs found for this compound.